$435,000 Welcome to 5415 N Lake Burkett Lane, a beautiful home located in the desirable Trinity Bay community of Winter Park, with a neighborhood boat slip, dock, and lake access! Offering 3 bedrooms, 2.5 bathrooms, and 2,027 square feet of thoughtfully designed living space, this home makes a lasting first impression with its soaring vaulted ceilings and inviting atmosphere. The open, well-designed floorplan creates a natural flow throughout the main living areas, making it perfect for both everyday living and entertaining. The downstairs features spacious living and dining areas, a convenient half bathroom, a dedicated laundry room, and direct access to the attached two-car garage. Upstairs, you'll find all three bedrooms, offering a comfortable separation between the main living spaces and private retreats. The layout provides a wonderful balance of functionality and comfort, with plenty of room to accommodate a variety of lifestyles. Step outside to enjoy the screened-in rear patio, the perfect spot to enjoy your morning coffee or unwind in the evenings while taking in the outdoors. Beyond the patio, you'll find a generously sized backyard with endless possibilities! Whether you envision creating your dream outdoor entertaining space, adding a garden, designing a play area, or simply enjoying the extra room to relax, this backyard is a blank canvas waiting for your personal touch. With its spacious layout, soaring ceilings, and fantastic potential, this Trinity Bay home is an opportunity you won't want to miss! 3 Beds ⋅ 3 Baths ⋅ Trinity Bay Ph 2 SubDv. ⋅ 32792 Zip Code Welcome to 5415 N Lake Burkett Lane, a beautiful home located in the desirable Trinity Bay community of Winter Park, with a neighborhood boat slip, dock, and lake access! Offering 3 bedrooms, 2.5 bathrooms, and 2,027 square feet of thoughtfully designed living space, this home makes a lasting first impression with its soaring vaulted ceilings and inviting atmosphere. The open, well-designed floorplan creates a natural flow throughout the main living areas, making it perfect for both everyday living and entertaining. The downstairs features spacious living and dining areas, a convenient half bathroom, a dedicated laundry room, and direct access to the attached two-car garage. Upstairs, you'll find all three bedrooms, offering a comfortable separation between the main living spaces and private retreats. The layout provides a wonderful balance of functionality and comfort, with plenty of room to accommodate a variety of lifestyles. Step outside to enjoy the screened-in rear patio, the perfect spot to enjoy your morning coffee or unwind in the evenings while taking in the outdoors. Beyond the patio, you'll find a generously sized backyard with endless possibilities! Whether you envision creating your dream outdoor entertaining space, adding a garden, designing a play area, or simply enjoying the extra room to relax, this backyard is a blank canvas waiting for your personal touch. With its spacious layout, soaring ceilings, and fantastic potential, this Trinity Bay home is an opportunity you won't want to miss! 5415 N Lake Burkett Lane, Winter Park
$295,000 Enjoy beautiful pond and garden views from this tastefully updated two-bedroom, two-bath upstairs condominium in Winter Park Gardens. The kitchen features solid-surface countertops and wood cabinetry, while both bathrooms offer updated vanities and elegant finishes. Plantation shutters, laminate and tile flooring complement the inviting interior. A bright Florida room with floor-to-ceiling windows provides the perfect setting to relax and take in the breathtaking pond and garden views. The unit is also plumbed for convenient in-unit washer and dryer installation. Set on more than eight acres of lush, meticulously maintained grounds, Winter Park Gardens features landscaped gardens, a tranquil pond, and a community pool. Located next door to the Winter Park Tennis Center and within walking distance of Rollins College and Park Avenue, this beautifully maintained and managed community places you minutes from Winter Park’s finest restaurants, gardens, and parks.*Click on Virtual Tour for video overview of this exceptional community! 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code Enjoy beautiful pond and garden views from this tastefully updated two-bedroom, two-bath upstairs condominium in Winter Park Gardens. The kitchen features solid-surface countertops and wood cabinetry, while both bathrooms offer updated vanities and elegant finishes. Plantation shutters, laminate and tile flooring complement the inviting interior. A bright Florida room with floor-to-ceiling windows provides the perfect setting to relax and take in the breathtaking pond and garden views. The unit is also plumbed for convenient in-unit washer and dryer installation. Set on more than eight acres of lush, meticulously maintained grounds, Winter Park Gardens features landscaped gardens, a tranquil pond, and a community pool. Located next door to the Winter Park Tennis Center and within walking distance of Rollins College and Park Avenue, this beautifully maintained and managed community places you minutes from Winter Park’s finest restaurants, gardens, and parks.*Click on Virtual Tour for video overview of this exceptional community! 700 Melrose Avenue Unit B23, Winter Park
$739,000 Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with water view—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with a solid wood staircase. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property. 4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with water view—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with a solid wood staircase. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property. 2315 Kestrel Perch Place, Winter Park
$139,998 Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances—including the refrigerator, range, microwave, dishwasher, washer, and dryer—all replaced in 2022. Modern smart-home features include a Wi-Fi-enabled smart lock, smart thermostat, video doorbell, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location offers easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or a turnkey investment property, this exceptional condominium offers the perfect combination of location, modern updates, and everyday convenience. 1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail University on Semoran Blvd. This move-in-ready home features a spacious open-concept layout, an oversized bedroom with a walk-in closet, a dedicated laundry closet with a washer and dryer, and a private screened-in patio overlooking a beautiful mature tree for added privacy and relaxation. The home has been extensively updated with a newer A/C system, a fully renovated kitchen and bathroom, and a complete suite of stainless steel appliances—including the refrigerator, range, microwave, dishwasher, washer, and dryer—all replaced in 2022. Modern smart-home features include a Wi-Fi-enabled smart lock, smart thermostat, video doorbell, and wall-mounted TV brackets in both the living room and bedroom. Residents enjoy resort-style amenities including a community pool, hot tub, picnic and BBQ area, and a newly built fenced dog park. The location offers easy access to Lake Baldwin, Downtown Winter Park, the University of Central Florida, Downtown Orlando, and Orlando International Airport. Major roadways including SR 436, SR 408, and East Colonial Drive are just minutes away, making commuting throughout Central Florida quick and convenient. Whether you're looking for a comfortable primary residence or a turnkey investment property, this exceptional condominium offers the perfect combination of location, modern updates, and everyday convenience. 3019 Antique Oaks Circle Unit 127, Winter Park
$895,000 Welcome to 1118 Washington Ave, a spacious 3-bedroom, 2.5-bath townhome in one of Winter Park's most walkable and sought-after locations. 2,100 square feet of light-filled living space, plus a 300+ square foot glass atrium, puts the best of the city right outside your door. The showstopper is the one-of-a-kind glass atrium / covered patio. Sunlight pours in, and it's great for morning coffee, dinner with friends, or a quiet evening with a book. You won't find another like it! Inside, the open, airy layout flows easily from living areas to bedrooms. Updated flooring gives the home a clean, move-in-ready feel, and the A/C was replaced in 2024. A brand-new roof is being installed, so you can buy with confidence. The spacious two-car garage gives you plenty of room for vehicles, storage, and hobbies. The location is what makes this home special. Park Avenue's boutiques, cafés, and restaurants are just steps away, and Rollins College is nearby. Walk to the Winter Park Tennis Center, or spend afternoons at Seven Oaks Park and Mead Botanical Garden. A stroll down to the lake is part of your everyday routine. Few homes put so much of what makes Winter Park special within a few minutes' walk. Come see why this one is a rare find. 3 Beds ⋅ 3 Baths ⋅ Quarters At Winter Park Condo SubDv. ⋅ 32789 Zip Code Welcome to 1118 Washington Ave, a spacious 3-bedroom, 2.5-bath townhome in one of Winter Park's most walkable and sought-after locations. 2,100 square feet of light-filled living space, plus a 300+ square foot glass atrium, puts the best of the city right outside your door. The showstopper is the one-of-a-kind glass atrium / covered patio. Sunlight pours in, and it's great for morning coffee, dinner with friends, or a quiet evening with a book. You won't find another like it! Inside, the open, airy layout flows easily from living areas to bedrooms. Updated flooring gives the home a clean, move-in-ready feel, and the A/C was replaced in 2024. A brand-new roof is being installed, so you can buy with confidence. The spacious two-car garage gives you plenty of room for vehicles, storage, and hobbies. The location is what makes this home special. Park Avenue's boutiques, cafés, and restaurants are just steps away, and Rollins College is nearby. Walk to the Winter Park Tennis Center, or spend afternoons at Seven Oaks Park and Mead Botanical Garden. A stroll down to the lake is part of your everyday routine. Few homes put so much of what makes Winter Park special within a few minutes' walk. Come see why this one is a rare find. 1118 Washington Avenue Unit 5C, Winter Park
$1,949,000 Improved! Positioned on a charming brick-lined street in historic Winter Park adjacent to Windsong, this custom-built residence pairs solid architectural craftsmanship with extensive modern upgrades. Refinished Mahoghany double doors open to 12-foot ceilings, soft curved archways and a thoughtful layout finished with travertine on the main level and reclaimed maple and beech hardwoods upstairs and in the primary suite. The expansive, open family room centers around a gorgeous gas fireplace and flows seamlessly into a true chef’s kitchen featuring a new marble tile backsplash, Rejuvenation drum chandelier, granite countertops, prep island, custom lighted cabinetry, a six-burner gas range with pot filler, double ovens with warming drawer and a Thermador French-door refrigerator. An adjoining butler’s pantry with wine fridge and wet bar connects directly to the formal dining room, complemented by a newly constructed dedicated wine room and a quiet main-level office or library. The first-floor primary suite offers a private retreat with detailed tray ceilings, dual walk-in closets, a jetted soaking tub, twin vanities and direct French-door access to the outdoor living area. Upstairs, three spacious bedrooms and two full baths including a private en-suite accompany a classic Juliet balcony overlooking the pretty front yard. Designed for effortless Florida living, the covered summer kitchen is perfect for relaxing with friends and watching football, featuring a built-in grill, custom copper hood and beverage fridge, while the second covered lanai is perfectly situated for a hot tub. Both look out over a private saltwater pool framed by maintence-free turf, lighting and a newly planted podocarpus privacy hedge. Recent capital improvements include new dual HVAC units, a tankless water heater, whole-home surge protection, central vacuum, smart-home automation for pool, security and irrigation, six new exterior fixtures, complete interior and exterior repainting, epoxy-coated garage floors, extensive kitchen renovations, refinished front entry doors and fully refreshed landscaping. Enjoy no HOA dues, seasonal neighborhood block gatherings and quick access to Lake Mizell, premier schools (Brookshire, WPHS, Park Maitland, Lake Highland, Geneva) and a convenient pedestrian cut-through directly to Park Avenue dining and shopping. 4 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code Improved! Positioned on a charming brick-lined street in historic Winter Park adjacent to Windsong, this custom-built residence pairs solid architectural craftsmanship with extensive modern upgrades. Refinished Mahoghany double doors open to 12-foot ceilings, soft curved archways and a thoughtful layout finished with travertine on the main level and reclaimed maple and beech hardwoods upstairs and in the primary suite. The expansive, open family room centers around a gorgeous gas fireplace and flows seamlessly into a true chef’s kitchen featuring a new marble tile backsplash, Rejuvenation drum chandelier, granite countertops, prep island, custom lighted cabinetry, a six-burner gas range with pot filler, double ovens with warming drawer and a Thermador French-door refrigerator. An adjoining butler’s pantry with wine fridge and wet bar connects directly to the formal dining room, complemented by a newly constructed dedicated wine room and a quiet main-level office or library. The first-floor primary suite offers a private retreat with detailed tray ceilings, dual walk-in closets, a jetted soaking tub, twin vanities and direct French-door access to the outdoor living area. Upstairs, three spacious bedrooms and two full baths including a private en-suite accompany a classic Juliet balcony overlooking the pretty front yard. Designed for effortless Florida living, the covered summer kitchen is perfect for relaxing with friends and watching football, featuring a built-in grill, custom copper hood and beverage fridge, while the second covered lanai is perfectly situated for a hot tub. Both look out over a private saltwater pool framed by maintence-free turf, lighting and a newly planted podocarpus privacy hedge. Recent capital improvements include new dual HVAC units, a tankless water heater, whole-home surge protection, central vacuum, smart-home automation for pool, security and irrigation, six new exterior fixtures, complete interior and exterior repainting, epoxy-coated garage floors, extensive kitchen renovations, refinished front entry doors and fully refreshed landscaping. Enjoy no HOA dues, seasonal neighborhood block gatherings and quick access to Lake Mizell, premier schools (Brookshire, WPHS, Park Maitland, Lake Highland, Geneva) and a convenient pedestrian cut-through directly to Park Avenue dining and shopping. 1398 Grove Terrace, Winter Park
$650,000 Exceptional Winter Park Living! Discover this newer, two-story SMART corner townhome, ideally situated in a highly desirable Winter Park location. Showcasing attractive architectural details, a welcoming covered entry, and meticulously maintained tropical landscaping, this residence offers the perfect blend of modern sophistication, comfort, and convenience. Step inside to a spacious, light-filled open-concept living and dining area highlighted by soaring ceilings, attractive wood-look flooring, contemporary finishes, and an effortless transition into the stunning kitchen. Designed for both everyday living and entertaining, the kitchen showcases crisp white cabinetry, stainless steel appliances, an expansive quartz waterfall island with seating for four, designer pendant lighting, and sliding glass doors opening to the private courtyard. A versatile built-in serving area, ideal for a coffee bar or dry bar, adds both style and functionality. The inviting courtyard provides a seamless extension of the interior living space, creating an intimate setting for alfresco dining, entertaining, or simply unwinding. Accented by elegant travertine flooring, this charming outdoor retreat also offers covered access to the detached two-car garage. Upstairs, you will find three generously sized bedrooms, two tastefully updated baths, and a spacious laundry room. The serene primary suite offers a relaxing escape with sophisticated accent walls, oversized windows, and elegant trim details. The luxurious en-suite bath features dual vanities, sleek quartz countertops, modern lighting, and an oversized walk-in shower with a frameless glass enclosure and exquisite floor-to-ceiling tile. Two additional bedrooms are filled with natural light and offer flexible living arrangements, including the possibility of a home office or study. Connecting these bedrooms is a beautifully designed Jack-and-Jill bath featuring a double-sink vanity, quartz countertops, stylish lighting, and a tub/shower combination enhanced by floor-to-ceiling tile. Remote-controlled window shades throughout provide added privacy and convenience, while a central vacuum system offers another thoughtful feature. Completing the second floor is an oversized laundry room equipped with a full-size washer and dryer, extensive custom cabinetry, ample countertop space, and attractive wood-look flooring. Perfectly positioned near the exciting new Minnesota Row development, this residence enjoys convenient access to shopping, dining, and major roadways. Just minutes from the heart of downtown Winter Park and its renowned Park Avenue shopping district, residents can enjoy an exceptional selection of sidewalk cafés, fine dining, upscale boutiques, museums, and the picturesque beauty of Central Park. Combining sophisticated finishes, thoughtfully designed interiors, exceptional outdoor living, and the convenience of SMART home technology, this impressive corner townhome offers an outstanding opportunity to enjoy the very best of the Winter Park lifestyle. A must-see residence! Call today to schedule your private showing! 3 Beds ⋅ 3 Baths ⋅ Park Shore SubDv. ⋅ 32789 Zip Code Exceptional Winter Park Living! Discover this newer, two-story SMART corner townhome, ideally situated in a highly desirable Winter Park location. Showcasing attractive architectural details, a welcoming covered entry, and meticulously maintained tropical landscaping, this residence offers the perfect blend of modern sophistication, comfort, and convenience. Step inside to a spacious, light-filled open-concept living and dining area highlighted by soaring ceilings, attractive wood-look flooring, contemporary finishes, and an effortless transition into the stunning kitchen. Designed for both everyday living and entertaining, the kitchen showcases crisp white cabinetry, stainless steel appliances, an expansive quartz waterfall island with seating for four, designer pendant lighting, and sliding glass doors opening to the private courtyard. A versatile built-in serving area, ideal for a coffee bar or dry bar, adds both style and functionality. The inviting courtyard provides a seamless extension of the interior living space, creating an intimate setting for alfresco dining, entertaining, or simply unwinding. Accented by elegant travertine flooring, this charming outdoor retreat also offers covered access to the detached two-car garage. Upstairs, you will find three generously sized bedrooms, two tastefully updated baths, and a spacious laundry room. The serene primary suite offers a relaxing escape with sophisticated accent walls, oversized windows, and elegant trim details. The luxurious en-suite bath features dual vanities, sleek quartz countertops, modern lighting, and an oversized walk-in shower with a frameless glass enclosure and exquisite floor-to-ceiling tile. Two additional bedrooms are filled with natural light and offer flexible living arrangements, including the possibility of a home office or study. Connecting these bedrooms is a beautifully designed Jack-and-Jill bath featuring a double-sink vanity, quartz countertops, stylish lighting, and a tub/shower combination enhanced by floor-to-ceiling tile. Remote-controlled window shades throughout provide added privacy and convenience, while a central vacuum system offers another thoughtful feature. Completing the second floor is an oversized laundry room equipped with a full-size washer and dryer, extensive custom cabinetry, ample countertop space, and attractive wood-look flooring. Perfectly positioned near the exciting new Minnesota Row development, this residence enjoys convenient access to shopping, dining, and major roadways. Just minutes from the heart of downtown Winter Park and its renowned Park Avenue shopping district, residents can enjoy an exceptional selection of sidewalk cafés, fine dining, upscale boutiques, museums, and the picturesque beauty of Central Park. Combining sophisticated finishes, thoughtfully designed interiors, exceptional outdoor living, and the convenience of SMART home technology, this impressive corner townhome offers an outstanding opportunity to enjoy the very best of the Winter Park lifestyle. A must-see residence! Call today to schedule your private showing! 1261 Michigan Avenue, Winter Park
$325,000 A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence. 3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence. 2535 Leeward Way, Winter Park
$1,499,000 Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from iconic Park Avenue, this beautifully designed custom residence offers the perfect combination of sophistication, comfort, and Florida indoor-outdoor living. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,478 square feet of living space, this impressive home welcomes you with soaring 10-foot ceilings, rich Brazilian cherry hardwood floors, elegant architectural details, and an abundance of natural light. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a spacious center island, natural wood cabinetry, premium cooking appliances, built-in refrigerator, and wine refrigerator. The kitchen flows seamlessly into the inviting family room, complete with a beautiful gas fireplace. The luxurious first-floor primary suite offers a peaceful retreat with generous walk-in closets, a spa-inspired bathroom, and French doors opening to the private screened pool and patio. Upstairs, additional bedrooms and a spacious bonus room provide flexibility for a home office, fitness studio, media room, or guest accommodations. Step outside to your own private oasis, where a sparkling pool, relaxing spa, mature landscaping, and inviting outdoor living spaces create an ideal setting for entertaining or unwinding year-round. Additional highlights include formal living and dining spaces, an attached two-car garage, abundant storage, and a desirable location with no HOA. Enjoy the best of the Winter Park lifestyle, with convenient access to Park Avenue's celebrated restaurants, boutique shopping, cafés, cultural attractions, parks, and nearby lakes. An exceptional opportunity to own a distinctive residence in one of Central Florida's most desirable communities. Schedule your private showing and discover everything this Winter Park home has! 4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from iconic Park Avenue, this beautifully designed custom residence offers the perfect combination of sophistication, comfort, and Florida indoor-outdoor living. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,478 square feet of living space, this impressive home welcomes you with soaring 10-foot ceilings, rich Brazilian cherry hardwood floors, elegant architectural details, and an abundance of natural light. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a spacious center island, natural wood cabinetry, premium cooking appliances, built-in refrigerator, and wine refrigerator. The kitchen flows seamlessly into the inviting family room, complete with a beautiful gas fireplace. The luxurious first-floor primary suite offers a peaceful retreat with generous walk-in closets, a spa-inspired bathroom, and French doors opening to the private screened pool and patio. Upstairs, additional bedrooms and a spacious bonus room provide flexibility for a home office, fitness studio, media room, or guest accommodations. Step outside to your own private oasis, where a sparkling pool, relaxing spa, mature landscaping, and inviting outdoor living spaces create an ideal setting for entertaining or unwinding year-round. Additional highlights include formal living and dining spaces, an attached two-car garage, abundant storage, and a desirable location with no HOA. Enjoy the best of the Winter Park lifestyle, with convenient access to Park Avenue's celebrated restaurants, boutique shopping, cafés, cultural attractions, parks, and nearby lakes. An exceptional opportunity to own a distinctive residence in one of Central Florida's most desirable communities. Schedule your private showing and discover everything this Winter Park home has! 1350 Lyndale Boulevard, Winter Park
$325,000 Discover the charm of Winter Park Gardens, a sought-after 55+ community nestled among more than 8 acres of lush landscaping, majestic live oak trees, winding walking paths, and tranquil pond views. This inviting 2-bedroom, 2-bathroom condo offers approximately 1,074 square feet of comfortable living space. One of its most special features is the enclosed, air-conditioned Florida room, where dramatic floor-to-ceiling windows frame beautiful pond and garden views, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. Thoughtfully updated by the current owner within the past year, improvements include a new tankless water heater, new toilets, upgraded electrical panel, new primary bedroom window, new primary bathroom vanity, and new closet doors throughout the hallway and bedrooms. The kitchen features updated appliances, including a newer refrigerator, and washer/dryer hookups add everyday convenience. One assigned parking space is also included. Enjoy the community swimming pool and beautifully maintained grounds. Conveniently located within in a few short minutes of downtown Winter Park, Park Avenue, Rollins College, and Mead Botanical Garden, this residence offers the perfect blend of comfortable living, natural beauty, and the sought-after Winter Park lifestyle. Experience the convenience, peaceful surroundings, and unique appeal that make Winter Park Gardens such a special place to call home! 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code Discover the charm of Winter Park Gardens, a sought-after 55+ community nestled among more than 8 acres of lush landscaping, majestic live oak trees, winding walking paths, and tranquil pond views. This inviting 2-bedroom, 2-bathroom condo offers approximately 1,074 square feet of comfortable living space. One of its most special features is the enclosed, air-conditioned Florida room, where dramatic floor-to-ceiling windows frame beautiful pond and garden views, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. Thoughtfully updated by the current owner within the past year, improvements include a new tankless water heater, new toilets, upgraded electrical panel, new primary bedroom window, new primary bathroom vanity, and new closet doors throughout the hallway and bedrooms. The kitchen features updated appliances, including a newer refrigerator, and washer/dryer hookups add everyday convenience. One assigned parking space is also included. Enjoy the community swimming pool and beautifully maintained grounds. Conveniently located within in a few short minutes of downtown Winter Park, Park Avenue, Rollins College, and Mead Botanical Garden, this residence offers the perfect blend of comfortable living, natural beauty, and the sought-after Winter Park lifestyle. Experience the convenience, peaceful surroundings, and unique appeal that make Winter Park Gardens such a special place to call home! 700 Melrose Avenue Unit A22, Winter Park
$5,950,000 Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park lot with 130 feet of water frontage, the home pairs timeless architecture, richly detailed interiors, and expansive outdoor living. Led by a husband-and-wife team originally from Europe, Vimaro Homes brings together her expertise in interior design and his in construction. Their hands-on approach brings a personal commitment to every selection and detail, prioritizing lasting quality, thoughtful design, and craftsmanship over the cost-driven formulas common in investment-built spec homes. A striking façade and tile roof establish an elegant arrival, complemented by a dual-entry driveway featuring a diamond-patterned composition of turf and concrete. An underground three-car garage preserves the architectural approach, while an elevator connects all three levels. Inside, a marble mosaic entry introduces intricate trim work and classic reeded crown molding, establishing the home’s enduring character. The spacious living room features a marble-wrapped fireplace, custom built-ins with LED up-lighting, and expansive sliding doors framing views of the pool and lake. The kitchen pairs marble countertops and custom inset cabinetry with Perrin & Rowe fixtures and Thermador appliances, including a paneled refrigerator. A substantial scullery with a prep kitchen and pantry supports entertaining, while the nearby dining room overlooks the water. The downstairs primary suite offers a private retreat with its own fireplace and an expansive, custom-fitted walk-in closet with a center island. The primary bath features Casablanca marble tile, dual vanities, Perrin & Rowe fixtures, and a spacious walk-in shower. Upstairs, four additional bedrooms each offer an ensuite bath and walk-in closet, alongside a bonus room, laundry room, and terrace. Throughout the home, natural stone, finely crafted cabinetry, and classic architectural details reflect the team’s European influences. Outdoors, a generous lanai with retractable screens and a full summer kitchen extends the living spaces toward Lake Sylvan. A three-tiered deck brings together a pool, spa, and sweeping water views, while expansive green space and a dock complete the waterfront setting. Set on a brick street moments from Park Avenue’s restaurants, boutiques, and cafés, this residence combines Winter Park’s distinctive character with an exceptional lakefront setting. Shaped by the personal vision and craftsmanship of Vimaro Homes, it offers a refined expression of waterfront living. 5 Beds ⋅ 6 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park lot with 130 feet of water frontage, the home pairs timeless architecture, richly detailed interiors, and expansive outdoor living. Led by a husband-and-wife team originally from Europe, Vimaro Homes brings together her expertise in interior design and his in construction. Their hands-on approach brings a personal commitment to every selection and detail, prioritizing lasting quality, thoughtful design, and craftsmanship over the cost-driven formulas common in investment-built spec homes. A striking façade and tile roof establish an elegant arrival, complemented by a dual-entry driveway featuring a diamond-patterned composition of turf and concrete. An underground three-car garage preserves the architectural approach, while an elevator connects all three levels. Inside, a marble mosaic entry introduces intricate trim work and classic reeded crown molding, establishing the home’s enduring character. The spacious living room features a marble-wrapped fireplace, custom built-ins with LED up-lighting, and expansive sliding doors framing views of the pool and lake. The kitchen pairs marble countertops and custom inset cabinetry with Perrin & Rowe fixtures and Thermador appliances, including a paneled refrigerator. A substantial scullery with a prep kitchen and pantry supports entertaining, while the nearby dining room overlooks the water. The downstairs primary suite offers a private retreat with its own fireplace and an expansive, custom-fitted walk-in closet with a center island. The primary bath features Casablanca marble tile, dual vanities, Perrin & Rowe fixtures, and a spacious walk-in shower. Upstairs, four additional bedrooms each offer an ensuite bath and walk-in closet, alongside a bonus room, laundry room, and terrace. Throughout the home, natural stone, finely crafted cabinetry, and classic architectural details reflect the team’s European influences. Outdoors, a generous lanai with retractable screens and a full summer kitchen extends the living spaces toward Lake Sylvan. A three-tiered deck brings together a pool, spa, and sweeping water views, while expansive green space and a dock complete the waterfront setting. Set on a brick street moments from Park Avenue’s restaurants, boutiques, and cafés, this residence combines Winter Park’s distinctive character with an exceptional lakefront setting. Shaped by the personal vision and craftsmanship of Vimaro Homes, it offers a refined expression of waterfront living. 1441 Grove Terrace, Winter Park
$1,425,000 Under Construction. Nestled on a quiet street on an oversized homesite in Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping. 4 Beds ⋅ 5 Baths ⋅ Kenilworth Estates SubDv. ⋅ 32792 Zip Code Under Construction. Nestled on a quiet street on an oversized homesite in Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping. 2237 Woodcrest Drive, Winter Park
$1,379,900 Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area's finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, an oversized island, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool & lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual sink vanity, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. Upstairs, a large bonus room with a closet offers versatility as a second living, game room and it can even be enclosed to create an additional bedroom. Two spacious bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. Photos are of a similar model, finishes may vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone! 4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area's finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, an oversized island, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool & lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual sink vanity, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. Upstairs, a large bonus room with a closet offers versatility as a second living, game room and it can even be enclosed to create an additional bedroom. Two spacious bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. Photos are of a similar model, finishes may vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone! 1534 Miller Avenue, Winter Park
$849,900 Under Construction. Welcome to your NEW Home! This residence to-be-built is a rare single story home. This bright open floor-plan features a large great room open to the kitchen. Enjoy dining at the island and plenty of space to entertain, featuring stainless appliances, and an extra large walk-in pantry (6.8 x 7 ft) to meet all your storage needs. The Primary bedroom is located off of the main living with a spacious (10x 6.5 ft) walk in closet. The primary bath features double sinks and a separate shower and soaking tub as well as a private toilet room. All of the secondary bedrooms are generously sized with signifcant built-in closet space. The extra large laundry space gives ample additional storage. 2 Car garage. Summer Kitchen with a grill available to add-on. Don't wait, take this opportunity to make this pre-construction residence you perfect place to call home. 4 Beds ⋅ 3 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code Under Construction. Welcome to your NEW Home! This residence to-be-built is a rare single story home. This bright open floor-plan features a large great room open to the kitchen. Enjoy dining at the island and plenty of space to entertain, featuring stainless appliances, and an extra large walk-in pantry (6.8 x 7 ft) to meet all your storage needs. The Primary bedroom is located off of the main living with a spacious (10x 6.5 ft) walk in closet. The primary bath features double sinks and a separate shower and soaking tub as well as a private toilet room. All of the secondary bedrooms are generously sized with signifcant built-in closet space. The extra large laundry space gives ample additional storage. 2 Car garage. Summer Kitchen with a grill available to add-on. Don't wait, take this opportunity to make this pre-construction residence you perfect place to call home. 2011 Harmon Avenue, Winter Park
$249,000 Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized three-bedroom condominium offers room to spread out, with flexible space for guests, a home office, or everyday living. Major improvements include a replaced air-conditioning and heating system, water heater, and electrical panel, adding comfort and value where it matters most. The community has also recently completed roof replacements on all buildings, all building where completely repainted and the driveway and parking throughout the condo complex have been completed—another standout benefit for your next home. Enjoy a refreshing swim in the community pool, gather with neighbors at the clubhouse, and spend more time enjoying life with the convenience of low-maintenance condominium living and affordable association fees. Conveniently located near shopping, dining, and major roadways, Wrenwood offers easy access to Winter Park’s many attractions and Park Ave. Whether you’re looking for a primary residence or a Florida getaway, this spacious three-bedroom condo deserves a place at the top of your list! 3 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code Spacious living, valuable updates, and easy condo ownership come together at 4940 Tangerine Avenue in Winter Park’s established Wrenwood community! This generously sized three-bedroom condominium offers room to spread out, with flexible space for guests, a home office, or everyday living. Major improvements include a replaced air-conditioning and heating system, water heater, and electrical panel, adding comfort and value where it matters most. The community has also recently completed roof replacements on all buildings, all building where completely repainted and the driveway and parking throughout the condo complex have been completed—another standout benefit for your next home. Enjoy a refreshing swim in the community pool, gather with neighbors at the clubhouse, and spend more time enjoying life with the convenience of low-maintenance condominium living and affordable association fees. Conveniently located near shopping, dining, and major roadways, Wrenwood offers easy access to Winter Park’s many attractions and Park Ave. Whether you’re looking for a primary residence or a Florida getaway, this spacious three-bedroom condo deserves a place at the top of your list! 4940 Tangerine Avenue Unit 4940, Winter Park
$3,995,000 South Interlachen Place offers exclusive townhome living in a pristine location with sweeping city views from the rooftop deck over the treetops of Winter Park and Park Avenue. This unit was the developer’s choice, nestled in the back corner for privacy with a first-floor walk-out deck that welcomes entertaining or al fresco dining. Designed by acclaimed architect Randall Slocum of Slocum Platts, showcasing three bedrooms, three full baths and two half baths with roughly 3,885 square feet stretching across three floors with an elevator for ease of living. Secure gated underground parking with a dedicated two-car garage and storage for the unit. Designed to capture natural light, the corner setting brings the outside in with expansive windows and French doors to the outside. Lush landscaping nestles it in and creates privacy while enjoying the convenience of navigability to fine dining, shopping and art festivals, as well as access to Winter Park Chain of Lakes at the end of the street. It is a standout location like no other. Exquisite designer selections by nationally recognized Montanna Design, elevate the home while maintaining warmth and comfort. Beautifully toned wood floors anchor the interiors, textured wall coverings, volume ceilings and open concept living seamlessly blend the spaces. Architectural ceiling lighting adds ambience throughout, and thoughtful custom built-ins are chic and provide tons of storage. A chef’s kitchen awaits generous counters, floor-to-ceiling pantry and storage cabinetry, top-of-the-line stainless appliances and a grand center island that provides great workspace and counter seating. Neutral cabinets and counters allow the glimmer in the backsplash to shine. The second floor spacious primary suite awaits with an office or den landing area. Ensuite bath is a retreat in itself, with a porcelain soaking tub, his and her vanities and a walk-in shower. California Closets make organization a breeze and center the island to maximize use. Lots of natural light through these spaces, which is another layer of elegance. The third floor rounds out the function with two ensuite guest rooms with city views. The rooftop deck offers a lifestyle unique to these special residences. Elevator service to the top makes it simple. One of the only outdoor fireplaces in the complex for our chilly Florida winters. Also enjoy an outdoor kitchen and half bath so everything you need is at your fingertips. The residences are designed with "age in place" features throughout, allowing for the adaptation of changing lifestyles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. Live in one of the most extraordinary residences in a truly exceptional Winter Park location at South Interlachen Place. Just a stone’s throw from Rollins College, Park Avenue, Alfond Inn, the Winter Park 9 and the Winter Park Chain of Lakes, there simply is no better location. Call for a private showing. 3 Beds ⋅ 5 Baths ⋅ South Interlachen Place SubDv. ⋅ 32789 Zip Code South Interlachen Place offers exclusive townhome living in a pristine location with sweeping city views from the rooftop deck over the treetops of Winter Park and Park Avenue. This unit was the developer’s choice, nestled in the back corner for privacy with a first-floor walk-out deck that welcomes entertaining or al fresco dining. Designed by acclaimed architect Randall Slocum of Slocum Platts, showcasing three bedrooms, three full baths and two half baths with roughly 3,885 square feet stretching across three floors with an elevator for ease of living. Secure gated underground parking with a dedicated two-car garage and storage for the unit. Designed to capture natural light, the corner setting brings the outside in with expansive windows and French doors to the outside. Lush landscaping nestles it in and creates privacy while enjoying the convenience of navigability to fine dining, shopping and art festivals, as well as access to Winter Park Chain of Lakes at the end of the street. It is a standout location like no other. Exquisite designer selections by nationally recognized Montanna Design, elevate the home while maintaining warmth and comfort. Beautifully toned wood floors anchor the interiors, textured wall coverings, volume ceilings and open concept living seamlessly blend the spaces. Architectural ceiling lighting adds ambience throughout, and thoughtful custom built-ins are chic and provide tons of storage. A chef’s kitchen awaits generous counters, floor-to-ceiling pantry and storage cabinetry, top-of-the-line stainless appliances and a grand center island that provides great workspace and counter seating. Neutral cabinets and counters allow the glimmer in the backsplash to shine. The second floor spacious primary suite awaits with an office or den landing area. Ensuite bath is a retreat in itself, with a porcelain soaking tub, his and her vanities and a walk-in shower. California Closets make organization a breeze and center the island to maximize use. Lots of natural light through these spaces, which is another layer of elegance. The third floor rounds out the function with two ensuite guest rooms with city views. The rooftop deck offers a lifestyle unique to these special residences. Elevator service to the top makes it simple. One of the only outdoor fireplaces in the complex for our chilly Florida winters. Also enjoy an outdoor kitchen and half bath so everything you need is at your fingertips. The residences are designed with "age in place" features throughout, allowing for the adaptation of changing lifestyles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. Live in one of the most extraordinary residences in a truly exceptional Winter Park location at South Interlachen Place. Just a stone’s throw from Rollins College, Park Avenue, Alfond Inn, the Winter Park 9 and the Winter Park Chain of Lakes, there simply is no better location. Call for a private showing. 125 S Interlachen Avenue Unit 4, Winter Park
$385,000 Move-In Ready & Priced to Sell! Nestled in a prime Winter Park location, this 3-bedroom, 2-bathroom completely renovated and upgraded single-story home delivers effortless living on an oversized lot. Designed with a sought-after split-bedroom layout, the light-filled interior showcases an upgraded kitchen with Stainless Steel appliances, new Quartz countertops and two completely refreshed bathrooms, one with a new tub. Fresh paint, new flooring, new doors, smooth ceilings, new window coverings, updated hardware, fixtures and fans leave nothing for a buyer to worry about. Major updates include a newer HVAC system and a roof replaced in 2015. Home was re-piped by Emerald Plumbing. The backyard awaits your imagination and offers a unique opportunity to design your own outdoor oasis, ideal for entertaining, building an outdoor kitchen or adding your dream pool. The long-time owner made a significant investment to upgrade this home and has pre-inspected it, offering buyers peace of mind with a full report ready for review. Enjoy convenient suburban living just minutes from Publix, Walmart, top-rated schools, Red Bug Lake Park and local dining. With easy highway access, you are under 30 minutes from UCF, Downtown Orlando, Universal Studios and the airport. Whether you are looking for a turnkey home or a high-demand investment property, this gem won’t last long. 3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code Move-In Ready & Priced to Sell! Nestled in a prime Winter Park location, this 3-bedroom, 2-bathroom completely renovated and upgraded single-story home delivers effortless living on an oversized lot. Designed with a sought-after split-bedroom layout, the light-filled interior showcases an upgraded kitchen with Stainless Steel appliances, new Quartz countertops and two completely refreshed bathrooms, one with a new tub. Fresh paint, new flooring, new doors, smooth ceilings, new window coverings, updated hardware, fixtures and fans leave nothing for a buyer to worry about. Major updates include a newer HVAC system and a roof replaced in 2015. Home was re-piped by Emerald Plumbing. The backyard awaits your imagination and offers a unique opportunity to design your own outdoor oasis, ideal for entertaining, building an outdoor kitchen or adding your dream pool. The long-time owner made a significant investment to upgrade this home and has pre-inspected it, offering buyers peace of mind with a full report ready for review. Enjoy convenient suburban living just minutes from Publix, Walmart, top-rated schools, Red Bug Lake Park and local dining. With easy highway access, you are under 30 minutes from UCF, Downtown Orlando, Universal Studios and the airport. Whether you are looking for a turnkey home or a high-demand investment property, this gem won’t last long. 7361 Grand Avenue, Winter Park
$2,449,000 Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, and a location that puts so much of daily life within easy reach. Opportunities to find new construction in this established neighborhood are becoming harder to come by, making this home an especially exciting offering. The front façade makes a memorable first impression, with beautiful curb appeal that carries naturally into the interiors. In the spacious living room, a stone-wrapped fireplace anchors the space, complemented by a built-in entertainment center and display shelving with soft LED underlighting. The kitchen is a standout. Calacatta quartz countertops and an intricate mosaic backsplash set an elegant tone, while a full suite of Thermador appliances, including a paneled refrigerator, brings substance to the beautiful design. A spacious pantry keeps everything tucked away, and a wine bar with a dedicated wine refrigerator makes hosting feel effortless. The primary suite offers a lovely sense of retreat. This spacious bedroom is complemented by a beautifully finished bath with marble mosaic tile, a freestanding tub, and a generous walk-in shower with a rain showerhead. An oversized closet adds the kind of everyday luxury that is just as valuable as the finishes themselves. A rare first-floor guest bedroom gives visitors a comfortable place of their own or offers a space for a dedicated office. Upstairs, three additional bedrooms, each with a walk-in closet, surround a loft that offers room for a second living area, movie nights, or a quiet place to unwind. The outdoor living is equally impressive, with a spacious covered lanai and full summer kitchen overlooking the pool and spa, a beautiful setting for dinners or a quiet afternoon at home. Surrounding green space gives the backyard a sense of openness and room to enjoy the Florida sunshine. With Phelps Park and the YMCA moments away, and Park Avenue’s restaurants and boutiques just a golf cart ride from home, the location is every bit as appealing as the residence itself. Beautifully finished and thoughtfully arranged, this is a chance to enjoy the ease of a brand-new home in a neighborhood whose charm has long been established. 5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, and a location that puts so much of daily life within easy reach. Opportunities to find new construction in this established neighborhood are becoming harder to come by, making this home an especially exciting offering. The front façade makes a memorable first impression, with beautiful curb appeal that carries naturally into the interiors. In the spacious living room, a stone-wrapped fireplace anchors the space, complemented by a built-in entertainment center and display shelving with soft LED underlighting. The kitchen is a standout. Calacatta quartz countertops and an intricate mosaic backsplash set an elegant tone, while a full suite of Thermador appliances, including a paneled refrigerator, brings substance to the beautiful design. A spacious pantry keeps everything tucked away, and a wine bar with a dedicated wine refrigerator makes hosting feel effortless. The primary suite offers a lovely sense of retreat. This spacious bedroom is complemented by a beautifully finished bath with marble mosaic tile, a freestanding tub, and a generous walk-in shower with a rain showerhead. An oversized closet adds the kind of everyday luxury that is just as valuable as the finishes themselves. A rare first-floor guest bedroom gives visitors a comfortable place of their own or offers a space for a dedicated office. Upstairs, three additional bedrooms, each with a walk-in closet, surround a loft that offers room for a second living area, movie nights, or a quiet place to unwind. The outdoor living is equally impressive, with a spacious covered lanai and full summer kitchen overlooking the pool and spa, a beautiful setting for dinners or a quiet afternoon at home. Surrounding green space gives the backyard a sense of openness and room to enjoy the Florida sunshine. With Phelps Park and the YMCA moments away, and Park Avenue’s restaurants and boutiques just a golf cart ride from home, the location is every bit as appealing as the residence itself. Beautifully finished and thoughtfully arranged, this is a chance to enjoy the ease of a brand-new home in a neighborhood whose charm has long been established. 1441 Palm Avenue, Winter Park
$410,000 URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today! 1935 Azalea Avenue, Winter Park
$225,000 **HIGHEST & BEST BY 6:00PM 11/2/26.**INVESTOR OPPORTUNITY IN WINTER PARK!** Discover the potential of 3462 Seagrape Drive, a single-story property featuring 3 bedrooms, 1 bathroom, and an additional flex room in the established Eastbrook neighborhood. Priced to sell, this property presents an opportunity for those looking to renovate, update, and add value. Inside, the home features a spacious living and dining room combination with vaulted ceilings and a functional layout ready for your vision. The additional flex room provides versatile space that could be used as a home office, hobby room, or bonus area. Outside, a covered and screened patio overlooks the generously sized backyard, where mature trees create a natural setting. A detached storage shed with double doors offers space for tools, lawn equipment, and outdoor essentials. The covered one-car carport and concrete driveway provide convenient parking. Situated in Winter Park's Eastbrook neighborhood, the property offers convenient access to Aloma Avenue, Semoran Boulevard, shopping, dining, local parks, and **schools, including Winter Park High School**. Downtown Winter Park's popular Park Avenue district is also within a short drive, offering boutiques, restaurants, and entertainment. With its established location, flexible layout, and renovation potential, 3462 Seagrape Drive offers the opportunity to renovate, reimagine, and bring your vision to life. 3 Beds ⋅ 1 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code **HIGHEST & BEST BY 6:00PM 11/2/26.**INVESTOR OPPORTUNITY IN WINTER PARK!** Discover the potential of 3462 Seagrape Drive, a single-story property featuring 3 bedrooms, 1 bathroom, and an additional flex room in the established Eastbrook neighborhood. Priced to sell, this property presents an opportunity for those looking to renovate, update, and add value. Inside, the home features a spacious living and dining room combination with vaulted ceilings and a functional layout ready for your vision. The additional flex room provides versatile space that could be used as a home office, hobby room, or bonus area. Outside, a covered and screened patio overlooks the generously sized backyard, where mature trees create a natural setting. A detached storage shed with double doors offers space for tools, lawn equipment, and outdoor essentials. The covered one-car carport and concrete driveway provide convenient parking. Situated in Winter Park's Eastbrook neighborhood, the property offers convenient access to Aloma Avenue, Semoran Boulevard, shopping, dining, local parks, and **schools, including Winter Park High School**. Downtown Winter Park's popular Park Avenue district is also within a short drive, offering boutiques, restaurants, and entertainment. With its established location, flexible layout, and renovation potential, 3462 Seagrape Drive offers the opportunity to renovate, reimagine, and bring your vision to life. 3462 Seagrape Drive, Winter Park
$175,000 Your Winter Park Lifestyle Starts Here! Move right into this beautifully updated, modern 1-bedroom, 1-bath condo and enjoy the perfect blend of style, comfort, and convenience. With a desirable first-floor location, no stairs, spacious interiors, and no carpet throughout, this move-in-ready home is ideal for buyers seeking easy, low-maintenance living in one of Winter Park’s most sought-after areas. Whether you’re searching for your own stylish retreat or a smart investment opportunity, this condo delivers exceptional value and a lifestyle you’ll love. The welcoming entryway features a convenient coat closet, while the bright, oversized eat-in kitchen offers plenty of room for a full-size table and chairs, plus abundant countertop space with room for barstools. The massive living room opens through French doors to a screened-in porch, creating the perfect spot to relax and enjoy the Florida lifestyle. The oversized, light-filled bedroom boasts an enormous walk-in closet, and the beautifully updated bathroom features a large step-in shower. Storage is a standout bonus, with a private closet on the screened porch and an additional large storage closet just outside the front door. Enjoy resort-style community amenities, including sparkling swimming pools, a clubhouse, and tennis courts. Just steps from lovely parks and trails, and minutes from Park Avenue’s charming shops, restaurants, and cafés, this prime location also offers convenient access to grocery stores, medical centers, Baldwin Park, and an easy route to Orlando International Airport. Stylish, spacious, and ideally located—this Winter Park gem is ready to welcome you home. Schedule your private showing today! 1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code Your Winter Park Lifestyle Starts Here! Move right into this beautifully updated, modern 1-bedroom, 1-bath condo and enjoy the perfect blend of style, comfort, and convenience. With a desirable first-floor location, no stairs, spacious interiors, and no carpet throughout, this move-in-ready home is ideal for buyers seeking easy, low-maintenance living in one of Winter Park’s most sought-after areas. Whether you’re searching for your own stylish retreat or a smart investment opportunity, this condo delivers exceptional value and a lifestyle you’ll love. The welcoming entryway features a convenient coat closet, while the bright, oversized eat-in kitchen offers plenty of room for a full-size table and chairs, plus abundant countertop space with room for barstools. The massive living room opens through French doors to a screened-in porch, creating the perfect spot to relax and enjoy the Florida lifestyle. The oversized, light-filled bedroom boasts an enormous walk-in closet, and the beautifully updated bathroom features a large step-in shower. Storage is a standout bonus, with a private closet on the screened porch and an additional large storage closet just outside the front door. Enjoy resort-style community amenities, including sparkling swimming pools, a clubhouse, and tennis courts. Just steps from lovely parks and trails, and minutes from Park Avenue’s charming shops, restaurants, and cafés, this prime location also offers convenient access to grocery stores, medical centers, Baldwin Park, and an easy route to Orlando International Airport. Stylish, spacious, and ideally located—this Winter Park gem is ready to welcome you home. Schedule your private showing today! 200 St Andrews Boulevard Unit 906, Winter Park
$1,175,000 English cottage–inspired architecture, enchanting gardens and a setting directly across from Lake Sylvan introduce this exquisitely renovated Winter Park residence. Set among distinguished residences and substantial lakefront estates, the home occupies a corner lot along a charming brick street and offers three bedrooms, three full bathrooms and approximately 2,096 square feet of living space. Extensive improvements in recent years bring together exceptional finishes, thoughtful craftsmanship and substantial updates behind the walls. With interior design by New York City–based Paulette Pascarella, traditional architectural details find fresh expression through sophisticated materials and beautifully considered modern appointments. Expansive windows welcome natural light, while polished marble flooring in warm ivory tones extends throughout much of both levels. The kitchen features solid wood cabinetry, quartz countertops and a full-height backsplash, complemented by a Bertazzoni refrigerator, Bosch 800 Series gas range and Miele dishwasher. A separate study and sitting room has wood flooring and custom built-ins. With a full bathroom immediately adjacent, this versatile space presents potential for conversion into a fourth bedroom with an en-suite bath. Carefully selected details include Visual Comfort and Currey lighting, Buster + Punch and Baldwin hardware, and custom window treatments incorporating designer textiles and motorized shades from The Shade Store. Nine Marvin Ultimate windows with wood interiors, a VELUX skylight and a mahogany Craftsman front door further distinguish the renovation. A custom stair railing by Boris Petkoff Iron Works and millwork by Dunning Custom Carpentry add distinctive craftsmanship. All three bedrooms are upstairs, where the primary suite features soaring ceilings, treetop outlooks and an extensively fitted California Closets walk-in dressing room with custom cabinetry and soft-close dovetail drawers. Its beautifully appointed bathroom features Perrin + Rowe Georgian Era vanity and shower fixtures, reflecting the caliber of fittings selected throughout the home. Two additional bedrooms, one with an en-suite bathroom, provide flexibility for guests or a home office. Upstairs views of Lake Sylvan connect the interiors to their picturesque surroundings. Substantial improvements include whole-house repiping, electrical upgrades, a Rinnai tankless water heater and a whole-house water treatment system. The roof was replaced in August 2023. Outside, cottage gardens frame a welcoming entrance, while an intimate brick patio nestled within the garden and a quiet garden corner offer peaceful places for morning coffee or an afternoon outdoors. A private parking pad adds convenience. Beyond the garden, oak-shaded brick streets invite leisurely walks past beautiful homes and scenic views of Lakes Sylvan and Osceola. A small lakeside green space lies just down Harris Circle, with Crosby Wellness Center, AdventHealth and Park Avenue’s dining, boutiques and cultural attractions conveniently nearby. An inviting choice for a primary residence or Winter Park retreat. 3 Beds ⋅ 3 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code English cottage–inspired architecture, enchanting gardens and a setting directly across from Lake Sylvan introduce this exquisitely renovated Winter Park residence. Set among distinguished residences and substantial lakefront estates, the home occupies a corner lot along a charming brick street and offers three bedrooms, three full bathrooms and approximately 2,096 square feet of living space. Extensive improvements in recent years bring together exceptional finishes, thoughtful craftsmanship and substantial updates behind the walls. With interior design by New York City–based Paulette Pascarella, traditional architectural details find fresh expression through sophisticated materials and beautifully considered modern appointments. Expansive windows welcome natural light, while polished marble flooring in warm ivory tones extends throughout much of both levels. The kitchen features solid wood cabinetry, quartz countertops and a full-height backsplash, complemented by a Bertazzoni refrigerator, Bosch 800 Series gas range and Miele dishwasher. A separate study and sitting room has wood flooring and custom built-ins. With a full bathroom immediately adjacent, this versatile space presents potential for conversion into a fourth bedroom with an en-suite bath. Carefully selected details include Visual Comfort and Currey lighting, Buster + Punch and Baldwin hardware, and custom window treatments incorporating designer textiles and motorized shades from The Shade Store. Nine Marvin Ultimate windows with wood interiors, a VELUX skylight and a mahogany Craftsman front door further distinguish the renovation. A custom stair railing by Boris Petkoff Iron Works and millwork by Dunning Custom Carpentry add distinctive craftsmanship. All three bedrooms are upstairs, where the primary suite features soaring ceilings, treetop outlooks and an extensively fitted California Closets walk-in dressing room with custom cabinetry and soft-close dovetail drawers. Its beautifully appointed bathroom features Perrin + Rowe Georgian Era vanity and shower fixtures, reflecting the caliber of fittings selected throughout the home. Two additional bedrooms, one with an en-suite bathroom, provide flexibility for guests or a home office. Upstairs views of Lake Sylvan connect the interiors to their picturesque surroundings. Substantial improvements include whole-house repiping, electrical upgrades, a Rinnai tankless water heater and a whole-house water treatment system. The roof was replaced in August 2023. Outside, cottage gardens frame a welcoming entrance, while an intimate brick patio nestled within the garden and a quiet garden corner offer peaceful places for morning coffee or an afternoon outdoors. A private parking pad adds convenience. Beyond the garden, oak-shaded brick streets invite leisurely walks past beautiful homes and scenic views of Lakes Sylvan and Osceola. A small lakeside green space lies just down Harris Circle, with Crosby Wellness Center, AdventHealth and Park Avenue’s dining, boutiques and cultural attractions conveniently nearby. An inviting choice for a primary residence or Winter Park retreat. 1500 Harris Circle, Winter Park
$415,000 Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the highly desirable Eastbrook neighborhood of Winter Park! Light, bright, and inviting, this home offers an abundance of natural light through its numerous windows, creating a warm and welcoming atmosphere throughout. The updated kitchen features crisp white cabinetry, beautiful quartz countertops, and stainless steel appliances. Luxury vinyl plank flooring extends throughout most of the home, offering both style and easy maintenance. Both bathrooms have been tastefully updated, adding to the home's fresh, modern appeal. Step outside to the screened and covered patio, the perfect spot for morning coffee, outdoor dining, or simply relaxing while overlooking the generously sized, fully fenced backyard. There's plenty of room to entertain, garden, or enjoy the Florida sunshine! Major improvements provide added peace of mind, including a new roof (2019), replumbing (2022), new HVAC system (2022), and new double-pane windows and sliding glass door (2023). Both the interior and exterior were freshly painted in 2023, completing the home's move-in-ready appeal. Ideally situated in the established Eastbrook community, this home offers the charm of Winter Park living with convenient access to shopping, dining, parks, and major roadways. With its thoughtful updates, inviting living spaces, and wonderful outdoor setting, this is a home you won't want to miss! 3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the highly desirable Eastbrook neighborhood of Winter Park! Light, bright, and inviting, this home offers an abundance of natural light through its numerous windows, creating a warm and welcoming atmosphere throughout. The updated kitchen features crisp white cabinetry, beautiful quartz countertops, and stainless steel appliances. Luxury vinyl plank flooring extends throughout most of the home, offering both style and easy maintenance. Both bathrooms have been tastefully updated, adding to the home's fresh, modern appeal. Step outside to the screened and covered patio, the perfect spot for morning coffee, outdoor dining, or simply relaxing while overlooking the generously sized, fully fenced backyard. There's plenty of room to entertain, garden, or enjoy the Florida sunshine! Major improvements provide added peace of mind, including a new roof (2019), replumbing (2022), new HVAC system (2022), and new double-pane windows and sliding glass door (2023). Both the interior and exterior were freshly painted in 2023, completing the home's move-in-ready appeal. Ideally situated in the established Eastbrook community, this home offers the charm of Winter Park living with convenient access to shopping, dining, parks, and major roadways. With its thoughtful updates, inviting living spaces, and wonderful outdoor setting, this is a home you won't want to miss! 2038 Ponderosa Avenue, Winter Park
$550,000 Welcome to 257 Lincolnshire Road, a 3-bedroom, 2-bath home offering 1,610 square feet of living space in the established Winter Park Pines neighborhood. Situated at the end of a cul-de-sac street, this single-story home sits on an expansive 0.58-acre lot, providing an inviting setting with room to bring your vision to life. Inside, a spacious living and dining layout features multiple gathering areas, large windows that welcome natural light, and a distinctive brick fireplace with wood-paneled detailing. The kitchen offers generous cabinet storage, a breakfast bar, and an open connection to the main living area. An attached two-car garage adds everyday convenience. Sliding glass doors open to a covered, screened-in patio overlooking the oversized backyard. With over 200 feet of rear property line, this expansive outdoor space offers remarkable flexibility for entertaining, gardening, recreation, or designing your own outdoor retreat. Mature trees and natural greenery create a welcoming backdrop with plenty of room to enjoy. Whether you envision renovating and personalizing the existing home or starting fresh by removing the current structure and building a new residence, this expansive property offers the flexibility to explore a variety of possibilities. Enjoy the appeal of an established neighborhood with the golf course just down the street and convenient access to Aloma Avenue. With its generous lot, cul-de-sac setting, and Winter Park location, this property is ready for your ideas. 3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code Welcome to 257 Lincolnshire Road, a 3-bedroom, 2-bath home offering 1,610 square feet of living space in the established Winter Park Pines neighborhood. Situated at the end of a cul-de-sac street, this single-story home sits on an expansive 0.58-acre lot, providing an inviting setting with room to bring your vision to life. Inside, a spacious living and dining layout features multiple gathering areas, large windows that welcome natural light, and a distinctive brick fireplace with wood-paneled detailing. The kitchen offers generous cabinet storage, a breakfast bar, and an open connection to the main living area. An attached two-car garage adds everyday convenience. Sliding glass doors open to a covered, screened-in patio overlooking the oversized backyard. With over 200 feet of rear property line, this expansive outdoor space offers remarkable flexibility for entertaining, gardening, recreation, or designing your own outdoor retreat. Mature trees and natural greenery create a welcoming backdrop with plenty of room to enjoy. Whether you envision renovating and personalizing the existing home or starting fresh by removing the current structure and building a new residence, this expansive property offers the flexibility to explore a variety of possibilities. Enjoy the appeal of an established neighborhood with the golf course just down the street and convenient access to Aloma Avenue. With its generous lot, cul-de-sac setting, and Winter Park location, this property is ready for your ideas. 257 Lincolnshire Road, Winter Park
$450,000 Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024 5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024 1825 Chilean Lane, Winter Park
$169,999 STUNNING FULLY REMODELED TWO-STORY CORNER-UNIT CONDO IN THE HEART OF WINTER PARK! GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to this beautifully renovated 2-bedroom, 2.5-bathroom, two-story corner-unit condo featuring modern finishes, gorgeous flooring, a stylish kitchen with stainless steel appliances, a BRAND-NEW A/C UNIT, and beautiful upgrades throughout! The first floor offers a spacious living area, a convenient half bathroom, and an indoor laundry closet with washer and dryer. Upstairs, you'll find two comfortable bedrooms, each with its own full bathroom, offering privacy and functionality. Enjoy the community swimming pool, ample parking, and a desirable location tucked toward the back of the community, away from the main commercial activity. LOCATION, LOCATION, LOCATION! Enjoy the convenience of nearby shopping, restaurants, cafés, and everyday essentials within walking distance! Located just minutes from Winter Park's famous Park Avenue, Rollins College, Winter Park Village, Full Sail University, beautiful parks, and Downtown Orlando, with easy access to major roadways. INVESTORS TAKE NOTICE! This move-in-ready, fully remodeled condo offers an attractive investment opportunity in a convenient Winter Park location, close to universities, employment centers, shopping, dining, and entertainment. Whether you're looking for a primary residence or an investment property, this condo offers modern upgrades, comfort, and convenience! Some photos have been virtually staged to illustrate the property's potential. 2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code STUNNING FULLY REMODELED TWO-STORY CORNER-UNIT CONDO IN THE HEART OF WINTER PARK! GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to this beautifully renovated 2-bedroom, 2.5-bathroom, two-story corner-unit condo featuring modern finishes, gorgeous flooring, a stylish kitchen with stainless steel appliances, a BRAND-NEW A/C UNIT, and beautiful upgrades throughout! The first floor offers a spacious living area, a convenient half bathroom, and an indoor laundry closet with washer and dryer. Upstairs, you'll find two comfortable bedrooms, each with its own full bathroom, offering privacy and functionality. Enjoy the community swimming pool, ample parking, and a desirable location tucked toward the back of the community, away from the main commercial activity. LOCATION, LOCATION, LOCATION! Enjoy the convenience of nearby shopping, restaurants, cafés, and everyday essentials within walking distance! Located just minutes from Winter Park's famous Park Avenue, Rollins College, Winter Park Village, Full Sail University, beautiful parks, and Downtown Orlando, with easy access to major roadways. INVESTORS TAKE NOTICE! This move-in-ready, fully remodeled condo offers an attractive investment opportunity in a convenient Winter Park location, close to universities, employment centers, shopping, dining, and entertainment. Whether you're looking for a primary residence or an investment property, this condo offers modern upgrades, comfort, and convenience! Some photos have been virtually staged to illustrate the property's potential. 3027 Aaron Bur Avenue Unit L1, Winter Park
$359,900 STOP THE SCROLL! ?? Your Dream Home Is Calling! ? Welcome to this beautifully updated 3-bedroom, 2-bath gem where style, comfort, and location come together! Enjoy tasteful updates, newer windows and doors, and a HUGE backyard ready for BBQs, pets, parties, and making memories! Nestled in a quiet friendly neighborhood with plenty of places to walk, you're just minutes from everything—including Full Sail University! Cute house. Big yard. Great location. What more could you want? This one deserves a spot at the top of your must-see list! 3 Beds ⋅ 2 Baths ⋅ Ridge High 1st Add SubDv. ⋅ 32792 Zip Code STOP THE SCROLL! ?? Your Dream Home Is Calling! ? Welcome to this beautifully updated 3-bedroom, 2-bath gem where style, comfort, and location come together! Enjoy tasteful updates, newer windows and doors, and a HUGE backyard ready for BBQs, pets, parties, and making memories! Nestled in a quiet friendly neighborhood with plenty of places to walk, you're just minutes from everything—including Full Sail University! Cute house. Big yard. Great location. What more could you want? This one deserves a spot at the top of your must-see list! 2168 Ridge Drive, Winter Park
$1,625,000 Historic Winter Park charm with modern updates, close to N Park Avenue. Set on a picturesque, tree-lined street, this thoughtfully renovated home puts you minutes from Winter Park's restaurants, sidewalk cafés, boutique shops, art galleries, Central Park, and year-round festivals. You get the character of an established historic neighborhood with the comforts of modern living. Set back amid mature landscaping, the home greets you with a charming front porch and an elegant entry with marble floors, arched windows, and beautiful architectural details. Inside, spacious rooms feature rich hardwood floors, crown molding, wainscoting, and plantation shutters. The updated kitchen offers bright cabinetry, stone countertops, a generous island, stainless steel appliances, and a gas range, all opening to a living area with a classic fireplace and custom built-ins. An exceptionally spacious flex room lined with custom cabinetry and shelving works beautifully as a home office, library, or creative studio. The primary suite includes a beautifully remodeled bath with a freestanding soaking tub, oversized glass-enclosed shower, dual vanities, and a customized walk-in closet. Generously sized secondary bedrooms add flexibility for family, guests, or a second workspace. Outside, a private fenced backyard shaded by mature trees features a brick-paver patio made for outdoor dining or quiet relaxation. A rear-access garage adds convenience without disrupting the home's charming streetscape. Timeless character, extensive modern updates, and an exceptional location near the heart of Winter Park. Come enjoy the distinctive lifestyle that makes this community so desirable. Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code Historic Winter Park charm with modern updates, close to N Park Avenue. Set on a picturesque, tree-lined street, this thoughtfully renovated home puts you minutes from Winter Park's restaurants, sidewalk cafés, boutique shops, art galleries, Central Park, and year-round festivals. You get the character of an established historic neighborhood with the comforts of modern living. Set back amid mature landscaping, the home greets you with a charming front porch and an elegant entry with marble floors, arched windows, and beautiful architectural details. Inside, spacious rooms feature rich hardwood floors, crown molding, wainscoting, and plantation shutters. The updated kitchen offers bright cabinetry, stone countertops, a generous island, stainless steel appliances, and a gas range, all opening to a living area with a classic fireplace and custom built-ins. An exceptionally spacious flex room lined with custom cabinetry and shelving works beautifully as a home office, library, or creative studio. The primary suite includes a beautifully remodeled bath with a freestanding soaking tub, oversized glass-enclosed shower, dual vanities, and a customized walk-in closet. Generously sized secondary bedrooms add flexibility for family, guests, or a second workspace. Outside, a private fenced backyard shaded by mature trees features a brick-paver patio made for outdoor dining or quiet relaxation. A rear-access garage adds convenience without disrupting the home's charming streetscape. Timeless character, extensive modern updates, and an exceptional location near the heart of Winter Park. Come enjoy the distinctive lifestyle that makes this community so desirable. Schedule your private showing today. 345 Beloit Avenue, Winter Park
$280,000 Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINED STREETS lead to this END UNIT, COMPLETELY REMODELED IN 8/2026 and MOVE-IN READY. This 2-bedroom, 2-bath, BLOCK-CONSTRUCTED condominium offers nearly 1,500 square feet of interior living space and includes a versatile LOFT. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership, with WOOD FLOORS and fresh neutral paint setting the tone for a stylish and inviting interior. The GREAT ROOM is truly the centerpiece of the home, featuring dramatic 2-story VAULTED CEILINGS that create an exceptionally open, voluminous, and luxurious atmosphere. A magnificent corner focal point showcases a cozy WOOD-BURNING FIREPLACE with raised slate tile hearth, while mantle columns extend the full height of the room and frame a soaring vertical mirror that reflects natural light and visually expands the space. TWO SKYLIGHTS further enhance the natural light. From the living area, enjoy serene views of the lanai and lush GREEN SPACE beyond. A stylish WET BAR is tucked into a recessed alcove and beautifully illuminated by warm integrated accent lighting, featuring a POLISHED GRANIT COUNTERTOP and contemporary shaker-style cabinetry—perfect for entertaining. The second-story LOFT provides an incredible overlook into the Great Room below and serves as a highly desirable FLEX SPACE, complete with BLACK WROUGHT-IRON SPINDLE RAILING, modern neutral carpeting, its own SKYLIGHT, and a convenient STORAGE CLOSET. The kitchen features sleek light-gray SHAKER-STYLE CABINETRY, elegant GRANITE COUNTERTOPS, and premium STAINLESS-STEEL APPLIANCES. An oversized peninsula island with deep undermount sink and gooseneck faucet doubles as a breakfast bar for casual dining and entertaining. A charming EAT-IN NOOK overlooks the PRIVATE COURTYARD and provides access through wide sliding glass doors, creating the perfect spot for morning coffee or outdoor dining. For added convenience, the laundry closet, complete with WASHER AND DRYER, is conveniently located within the kitchen. The PRIMARY SUITE offers a peaceful retreat with both WALK-IN and step-in closets, direct lanai access through sliding glass doors, and a beautifully REMODELED ENSUITE BATH accessed through a stylish modern barn door. The bath features a DUAL-SINK VANITY, large walk-in shower with frameless glass door, and private water closet. The spacious SECOND BEDROOM also features a WALK-IN CLOSET and convenient access to the REMODELED HALL BATH, providing privacy for residents while comfortably serving guests. Additional features include a location directly across from green space, 2 DESIGNATED PARKING spaces in front, and a PRIVATE MAILBOX. With LOW HOA DUES, residents enjoy a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, FENCED DOG RUN, and pet walk with waste stations. Monthly fees also include ROOF AND EXTERIOR BUILDING MAINTENANCE, PEST CONTROL, and LANDSCAPING. This ideal Winter Park location is directly across from Casselberry Commons, offering a variety of major retailers, Publix, and fast-food options. Just minutes from Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities, this exceptional home combines sophisticated living with convenience in one of Central Florida’s most desirable locations. See video and virtual tour. 2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINED STREETS lead to this END UNIT, COMPLETELY REMODELED IN 8/2026 and MOVE-IN READY. This 2-bedroom, 2-bath, BLOCK-CONSTRUCTED condominium offers nearly 1,500 square feet of interior living space and includes a versatile LOFT. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership, with WOOD FLOORS and fresh neutral paint setting the tone for a stylish and inviting interior. The GREAT ROOM is truly the centerpiece of the home, featuring dramatic 2-story VAULTED CEILINGS that create an exceptionally open, voluminous, and luxurious atmosphere. A magnificent corner focal point showcases a cozy WOOD-BURNING FIREPLACE with raised slate tile hearth, while mantle columns extend the full height of the room and frame a soaring vertical mirror that reflects natural light and visually expands the space. TWO SKYLIGHTS further enhance the natural light. From the living area, enjoy serene views of the lanai and lush GREEN SPACE beyond. A stylish WET BAR is tucked into a recessed alcove and beautifully illuminated by warm integrated accent lighting, featuring a POLISHED GRANIT COUNTERTOP and contemporary shaker-style cabinetry—perfect for entertaining. The second-story LOFT provides an incredible overlook into the Great Room below and serves as a highly desirable FLEX SPACE, complete with BLACK WROUGHT-IRON SPINDLE RAILING, modern neutral carpeting, its own SKYLIGHT, and a convenient STORAGE CLOSET. The kitchen features sleek light-gray SHAKER-STYLE CABINETRY, elegant GRANITE COUNTERTOPS, and premium STAINLESS-STEEL APPLIANCES. An oversized peninsula island with deep undermount sink and gooseneck faucet doubles as a breakfast bar for casual dining and entertaining. A charming EAT-IN NOOK overlooks the PRIVATE COURTYARD and provides access through wide sliding glass doors, creating the perfect spot for morning coffee or outdoor dining. For added convenience, the laundry closet, complete with WASHER AND DRYER, is conveniently located within the kitchen. The PRIMARY SUITE offers a peaceful retreat with both WALK-IN and step-in closets, direct lanai access through sliding glass doors, and a beautifully REMODELED ENSUITE BATH accessed through a stylish modern barn door. The bath features a DUAL-SINK VANITY, large walk-in shower with frameless glass door, and private water closet. The spacious SECOND BEDROOM also features a WALK-IN CLOSET and convenient access to the REMODELED HALL BATH, providing privacy for residents while comfortably serving guests. Additional features include a location directly across from green space, 2 DESIGNATED PARKING spaces in front, and a PRIVATE MAILBOX. With LOW HOA DUES, residents enjoy a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, FENCED DOG RUN, and pet walk with waste stations. Monthly fees also include ROOF AND EXTERIOR BUILDING MAINTENANCE, PEST CONTROL, and LANDSCAPING. This ideal Winter Park location is directly across from Casselberry Commons, offering a variety of major retailers, Publix, and fast-food options. Just minutes from Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities, this exceptional home combines sophisticated living with convenience in one of Central Florida’s most desirable locations. See video and virtual tour. 2352 Sun Valley Circle, Winter Park
$375,000 Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022 water heater, a 2020 roof, and a brand new freshly painted interior. Inside, the spacious open living and kitchen area is the heart of the home. The thoughtful layout keeps everyone connected, whether you’re cooking, hosting friends, or settling in for a quiet evening. Natural flow between the spaces makes the home feel open and welcoming. The primary suite is a private retreat. It’s generously sized and has a large walk-in closet, so you have plenty of room for your wardrobe and a calm place to start and end your day. Outside, the expansive rear patio extends your living space into the Florida outdoors. It’s ready for morning coffee, weekend barbecues, or dinner under the stars. Beyond it, the big backyard gives you room to play, garden, or add the features you’ve been dreaming of. Functional, inviting, and close to everything in Winter Park, this home is ready for its next chapter with several major updates already completed. This home is a great opportunity for someone looking to add their own personal touch. 3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022 water heater, a 2020 roof, and a brand new freshly painted interior. Inside, the spacious open living and kitchen area is the heart of the home. The thoughtful layout keeps everyone connected, whether you’re cooking, hosting friends, or settling in for a quiet evening. Natural flow between the spaces makes the home feel open and welcoming. The primary suite is a private retreat. It’s generously sized and has a large walk-in closet, so you have plenty of room for your wardrobe and a calm place to start and end your day. Outside, the expansive rear patio extends your living space into the Florida outdoors. It’s ready for morning coffee, weekend barbecues, or dinner under the stars. Beyond it, the big backyard gives you room to play, garden, or add the features you’ve been dreaming of. Functional, inviting, and close to everything in Winter Park, this home is ready for its next chapter with several major updates already completed. This home is a great opportunity for someone looking to add their own personal touch. 1830 Gladiolas Drive, Winter Park