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$737,110
4 Beds 3 Baths Avalon Woods SubDv. 34787 Zip Code
Virtually Staged. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6051 Flowering Cherry Bend, Winter Garden

$599,000
4 Beds 3 Baths Signature Lakes Ph 02 A B H I J SubDv. 34787 Zip Code
Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island storage prep station. and a Pantry! Oversized primary bedroom upstairs, with an ensuite bathroom leading to a roomy walk-in closet with pocket doors. Ensuite Bath includes a glass-walled shower with a separate spa-style tub. Dual sinks with plenty of counter space. Solid wood cabinetry and Stone countertops. 3 additional Bedrooms on the second floor. Full laundry room with cabinetry. Welcome to Independence, one of the most desirable communities in Central Florida! Ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Whether envisioning a pool, an expanded patio, or simply more room to relax and play, this space is a true standout in the neighborhood. Residents of Signature Lakes enjoy resort-style amenities including two clubhouses, tennis and basketball courts, two swimming pools, dog parks, scenic walking and biking trails, and beautifully landscaped green spaces. These neighborhoods would be inspired by the traditional aesthetic of Colonial America, with streets named after agricultural methods, explorers, authors, artists, and more. The "icon" for the community is the Mall, situated at the entrance to the community off Ficquette Rd. Two large stone obelisks, alight with gas torches in the evening, give way to the sparkling 512-foot reflecting pond surrounded by emerald green lawn and stately mature oak trees. At the Tower Green stands the five-story brick Clock Tower, trimmed by ornamental gardens and capped with a copper spire. The Town Square Residents Club ends the Mall, with its colonnaded façade and tall cupola drawing inspiration from Georgian colonial buildings of historic Philadelphia, New York, and Boston. This prime Winter Garden location offers quick access to SR-429 and is minutes from shopping, dining, and entertainment. This home is the perfect blend of style, comfort, and location, and is ready to welcome its next owner. At Independence, they are proud to be among the finest master planned communities in Horizon West. Full of dramatic architectural flourishes, surrounded by the majesty of natural Florida, and home to a lifestyle that's second to none, we welcome you to explore this beautiful community and discover that this unique place truly is what life should be.

6316 Manuscript Street, Winter Garden

$549,990
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.

13019 Serene Glade Road, Winter Garden

$569,990
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.

13031 Serene Glade Road, Winter Garden

$2,575,000
5 Beds 7 Baths Grove/Oakland SubDv. 34787 Zip Code
Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.

1155 Prado Lane, Oakland

$659,900
5 Beds 4 Baths Johns Landing SubDv. 34787 Zip Code
Welcome to this exceptional pool home located in the sought-after gated lakefront community of Johns Landing. Situated on an oversized 13,000+ square-foot corner lot with a mostly fenced backyard, this spacious home offers over 3,000 square feet of thoughtfully designed living space. Featuring 4 bedrooms, 4 full bathrooms, a dedicated office, media room, and spacious loft, this home provides the perfect balance of comfort and functionality for today’s lifestyle. The open-concept floor plan is highlighted by soaring ceilings, abundant natural light, and a gourmet kitchen that seamlessly connects to the main living and dining areas, making it ideal for both everyday living and entertaining. The first-floor primary suite serves as a private retreat, complete with dual vanities, separate his-and-her walk-in closets, and a spacious en-suite bath. Upstairs layout is Bedroom/Full bath, loft and Large media room that could be 5th bedroom. Downstairs features 3 bedrooms and 3 full bathrooms. Step outside to your screened lanai and sparkling private pool, where you can enjoy Florida’s beautiful weather year-round. The expansive backyard offers plenty of space for outdoor entertaining, while the three-car garage provides ample room for vehicles and storage. Residents of Johns Landing enjoy exclusive amenities including a private boat ramp and community dock, playground, tennis and pickleball courts, basketball court, and access to beautiful Johns Lake. Ideally located just minutes from historic downtown Winter Garden, the West Orange Trail, Costco, shopping, dining, and major highways, this home offers the perfect combination of luxury, convenience, and an active Florida lifestyle. Recent updates include a new roof (2019) and two HVAC systems (2019 and 2017), providing added peace of mind for years to come. *Sold As-is . Bring your design ideas! *Seller offers a $10,000-$20,000 credit for updates or buyer's closing costs.*

710 Regina Circle, Oakland

$900,000
6 Beds 6 Baths East Garden Manor Add 03 Rep SubDv. 34787 Zip Code
Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected design. Designed for both comfort and flexibility, each home features a spacious living and dining area, a bright kitchen with French doors leading to the backyard, and a convenient first-floor guest powder bath. Upstairs, all bedrooms are thoughtfully positioned for added privacy. The primary suite includes a private ensuite bath, while the secondary bedrooms are generously sized and complemented by abundant storage throughout each residence. The Wilson Street residence has been thoughtfully upgraded with luxury vinyl flooring, an enhanced kitchen with stone counters and gas cooking, beautifully updated bathrooms, and an attractive staircase that adds character and style. The Maple Street residence has been a consistently popular rental and has been exceptionally maintained, offering a spotless interior that reflects pride of ownership. The location offers exceptional convenience with nearby access to Downtown Winter Garden, one of Central Florida’s most sought-after destinations. Enjoy a vibrant mix of locally owned restaurants, cafés, boutiques, specialty shops, the award-winning Winter Garden Farmers Market, seasonal festivals, live entertainment, and the renowned West Orange Trail. The property also provides convenient access to the Florida State Road 429, Florida State Road 408, and Florida’s Turnpike, making travel throughout Central Florida simple. Popular destinations, including Winter Garden Village, Walt Disney World Resort, major employment centers, shopping, dining, entertainment, parks, and everyday conveniences, are all nearby. Whether you’re seeking a property that offers exceptional flexibility for evolving lifestyle needs, the opportunity to generate rental income, or the convenience of two complete residences under one roof, this distinctive property delivers a rare combination of privacy, functionality, and long-term versatility. Opportunities like this are seldom available, especially with a layout that allows each residence to maintain its own identity while remaining connected.

402 E Maple Street, Winter Garden

$525,000
3 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Virtually Staged. Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed throughout the home for comfort. A standout feature of this property is the seamless outdoor integration: the living room, family room, and primary suite all open directly onto a spacious, screened-in porch. The primary suite serves as a quiet retreat, complete with an attached bath featuring a garden tub and a separate walk-in shower. Residents of Stoneybrook West enjoy robust community amenities, including a clubhouse, swimming pool, golf course, tennis courts, and a private community boat dock with direct access to Black Lake.

1343 Castleport Road, Winter Garden

$789,990
4 Beds 3 Baths Summerlake Reserve SubDv. 34787 Zip Code
LIKE-NEW WINTER GARDEN HOME WITH DISNEY FIREWORK VIEWS! Welcome to this pristine, turnkey home in Summerlake Reserve—an exclusive Winter Garden community of just 41 homesites. Built in 2023 and kept in immaculate "like-new" condition, this exceptional Sawgrass plan features 4 bedrooms, 3 baths, and 2,569 sq. ft. under air, perfectly situated next to a peaceful neighborhood green space. HIGHLIGHTS: DISNEY VIEWS: Enjoy front-row seats to the nightly Disney fireworks display right from your front porch! SMART LAYOUT: First-floor private Owner's Suite with 9'4" ceilings and 8' doors. The second floor features a huge bonus room with an adjacent bedroom and full bath—ideal for guests or a teenager's retreat. CHEF'S KITCHEN: Upgraded with a built-in wall oven, 42" 'Basalt' cabinets, Quartz countertops, a tiled backsplash, and under-cabinet lighting. Flows seamlessly into the great room and expansive covered lanai. TOP LOCATION: Located in the heart of Horizon West, minutes from premier dining, shopping, and major highways. Zoned for top-rated schools: Panther Lake Elementary, Hamlin Middle, and Horizon High. Avoid the wait for new construction—this fully upgraded masterpiece is ready now. Schedule your showing today!

9481 Emerald Berry Drive, Winter Garden

$560,000
3 Beds 3 Baths Hamlin Reserve SubDv. 34787 Zip Code
Looking for a move-in ready home near Hamlin in Winter Garden with a private backyard and low-maintenance interior? This 3-bedroom, 2.5-bath residence in Hamlin Reserve offers exactly that. A covered brick paver patio overlooks an expansive, fenced backyard, offering rare outdoor space for relaxing, entertaining, or simply enjoying more privacy. Inside, wood-look tile and luxury vinyl flooring run throughout, with no carpet anywhere in the home. The kitchen features black cabinetry, quartz countertops, and stainless steel appliances, opening into a flexible living and dining layout with strong natural light. Upstairs, the primary suite includes a walk-in closet and private bath, with additional bedrooms suited for family, guests, or a home office. Hamlin Reserve is one of Winter Garden's most convenient communities, with a pool, park, playground, and dog park, minutes from Hamlin, SR 429, shopping, dining, and medical facilities. The property is zoned for Independence Elementary, Bridgewater Middle, and Horizon High School. Schedule your showing to see the layout, storage, and outdoor space in person.

6323 Hamlin Reserve Boulevard, Winter Garden

$545,000
4 Beds 4 Baths Waterleigh Ph 3a SubDv. 34787 Zip Code
Welcome to this beautiful CLEARDEN model home located in a sought-after lifestyle community. This amazing all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. When you head up to the second floor, you are greeted with a loft area and additional three bedrooms. Master Bedroom is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh is located just minutes from Disney, the 429 expressway, and the vibrant Hamlin retail and dining district, this home also benefits from proximity to highly rated public schools and several respected private campuses. Waterleigh residents enjoy two resort-style clubhouses, pools, fitness centers, sports courts, dog parks, mini golf, and miles of walking and biking trails, with lawn care included in the HOA for truly low-maintenance living.

9463 Komika Lane, Winter Garden

$649,000
4 Beds 4 Baths Westhaven At Ovation SubDv. 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West – Estimated Completion Summer 2026 - Beautiful new townhome featuring a rare detached garage with a private in-law suite above, perfect for guests, multigenerational living, or a home office. The covered entry opens to a spacious foyer and guest suite. The open-concept living area includes a gourmet kitchen with breakfast bar, dining area, and great room with access to the private courtyard. The primary suite offers a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. Located in desirable Horizon West near shopping, dining, top-rated schools, and major roadways. A unique floor plan your clients won't want to miss! Estimated completion Summer 2026.

12732 Sunset Walk Drive, Winter Garden

$615,000
4 Beds 4 Baths Westhaven At Ovation SubDv. 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West – Estimated Completion Summer 2026 - Beautiful new townhome featuring a rare detached garage with a private in-law suite above, perfect for guests, multigenerational living, or a home office. The covered entry opens to a spacious foyer and guest suite. The open-concept living area includes a gourmet kitchen with breakfast bar, dining area, and great room with access to the private courtyard. The primary suite offers a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. Located in desirable Horizon West near shopping, dining, top-rated schools, and major roadways. A unique floor plan your clients won't want to miss! Estimated completion Summer 2026.

13877 Easdale Alley, Winter Garden

$850,000
4 Beds 4 Baths Hamlin Reserve SubDv. 34787 Zip Code
FULLY FURNISHED!! Welcome to the home you've been waiting for in the highly desirable Hamlin Reserve community by Ashton Woods! This beautifully fully furnished 4-bedroom, 3.5-bath residence offers 3,103 square feet of thoughtfully designed living space and is truly move-in ready. Featuring premium flooring throughout, an open-concept layout, and a gourmet kitchen with a large quartz island and high-end stainless steel appliances, this home perfectly blends style and functionality for modern living. The spacious primary suite provides a private retreat, while three additional bedrooms with plenty of room for family and guests. Step outside to the covered lanai and private backyard, ideal for enjoying your morning coffee or hosting weekend gatherings. All appliances are included, making your transition effortless. Located in the sought-after Hamlin Reserve, residents enjoy a low HOA of just $140/month, which includes access to the community pool, playground, clubhouse, and dog park—with NO CDD fees. One of the community's greatest advantages is its walkability to Hamlin Town Center, where you'll find Publix, PopStroke, coffee shops, restaurants, shopping, and entertainment just a short stroll away. Conveniently situated near SR-429, Historic Downtown Winter Garden, Walt Disney World, and zoned for A-rated Horizon West schools, this exceptional home offers the perfect combination of luxury, location, and lifestyle. Don't miss this opportunity—schedule your private showing today!

6460 Makrut Lime Drive, Winter Garden

$1,137,150
4 Beds 4 Baths Lakeview Village Estates SubDv. 34787 Zip Code
Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, quartz countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

642 Medora Way, Winter Garden

$611,610
3 Beds 3 Baths Lakeview Village Estates SubDv. 34787 Zip Code
Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award-winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. Land, Site, and Tax Infor

636 Sigler Drive, Winter Garden

$899,760
4 Beds 4 Baths Lakeview Village Estates SubDv. 34787 Zip Code
Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

611 Sigler Drive, Winter Garden

$589,000
4 Beds 3 Baths Osprey Ranch Ph 1 SubDv. 34787 Zip Code
Welcome to 15143 Blue Peacock Lane in Winter Garden’s Osprey Ranch, a beautifully finished two-story home offering a bright open concept layout, updated finishes, and easy indoor-outdoor living. The main level features light wood-look flooring, recessed lighting, and a spacious living and dining area that flows seamlessly into the chef’s kitchen. Designed with both everyday function and entertaining in mind, the kitchen showcases white cabinetry, stone counters, a large center island, tile backsplash, stainless steel appliances, a gas cooktop, wall oven, and modern pendant lighting. Sliding glass doors open to a covered rear patio and fenced backyard, creating a comfortable extension of the living space. Upstairs, the primary suite offers soft carpet, a tray ceiling, ceiling fan, walk-in closet, and a spa-inspired en suite bath with dual sinks, a large glass-enclosed shower, private water closet, and modern finishes. Additional bedrooms feature carpet and natural light, while the upstairs bonus/flex area provides useful extra space for work, play, or relaxation. Osprey Ranch offers attractive community amenities, including a resort-style pool, clubhouse area, playground, open green space, and walking areas, all in a convenient Winter Garden location near shopping, dining, and everyday conveniences.

15143 Blue Peacock Lane, Winter Garden

$1,495,000
6 Beds 6 Baths Waterside/Johns Lake Ph 1 SubDv. 34787 Zip Code
An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.

16614 Harbor Sail Way, Winter Garden

$289,000
2 Beds 2 Baths Joe Louis Park First Add SubDv. 34787 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bath home in the heart of Winter Garden. Blending modern updates with timeless charm, this move-in-ready residence offers stylish finishes, functional living spaces, and a convenient location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright, refreshed interior featuring contemporary flooring, recessed lighting, updated fixtures, and an open, inviting atmosphere. The fully remodeled kitchen showcases elegant white shaker cabinetry, sleek countertops, stainless steel appliances, and modern hardware, creating a clean and sophisticated space for everyday living and entertaining. The renovated bathrooms feature designer-inspired finishes, including a spacious walk-in shower with stunning marble-look tile, upgraded fixtures, and a modern vanity. Thoughtful updates throughout the home provide a fresh, cohesive look while maintaining comfort and functionality. Outside, enjoy a spacious lot shaded by mature trees, offering room for outdoor entertaining, gardening, pets, or future expansion. Fresh exterior improvements and landscaping enhance the home's curb appeal, while the absence of HOA restrictions provides added flexibility and freedom. Conveniently located near shopping, dining, parks, the West Orange Trail, major highways, and all that Downtown Winter Garden has to offer, this turnkey property presents an exceptional opportunity for homeowners and investors alike. Don't miss your chance to own a beautifully updated home in one of Central Florida's most sought-after communities.

1701 E Bay Street, Winter Garden

$885,000
4 Beds 5 Baths Bay Isle 48 17 SubDv. 34787 Zip Code
Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows — a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherry cabinetry, a wall oven, built-in microwave, generous center island, and extensive counter space are all finished with elegant crown molding — flowing seamlessly into the expansive family room with French doors opening to the outdoor living area. The main-level primary suite is a true sanctuary, featuring rich laminate flooring, serene pool and spa views, and architectural transom windows that elevate the abundant natural light. Two oversized walk-in closets with custom built-in organization systems flank a luxurious en-suite bath complete with a dual-sink vanity, deep soaking tub, and a spa-inspired walk-in shower. Upstairs, three additional bedrooms offer both privacy and connection. A private en-suite bedroom with generous walk-in closet is discreetly separated via a catwalk, while two additional bedrooms share a well-appointed Jack-and-Jill bath with individual vanity areas and a shared water closet and tub/shower. Your private home theater is fully equipped for the ultimate cinematic experience — theater seating, a 4K HD projector, Dolby surround sound, all convey with the home. The space also offers flexibility as a fifth bedroom. A loft game area and additional half bath complete the upper level's entertainment suite. Step outside to your private oasis: a sparkling pool and spa enclosed within an oversized screened lanai, complete with an outdoor shower and multiple seating areas ideal for effortless outdoor entertaining. An additional state of the art Clearlight 2 person infrared sauna provides relaxation, and rejuvenation. A three-car split garage — two bays connected to the main home, a third independently accessed — provides exceptional versatility for a workshop, boat storage, collector vehicles, or extra storage. A dedicated EV charging station is already in place. Eight-foot interior doors and extensive crown molding throughout reinforce the home's refined aesthetic. New roof (2019) · Pool pump (2018) · Full kitchen renovation (2021) Bay Isle's gated grounds feature a park, playground, walking trail, and a fishing pier on Black Lake — offering a tranquil, connected lifestyle just minutes from major roadways and every amenity Winter Garden has to offer.

14411 Hampshire Bay Circle, Winter Garden

$435,000
3 Beds 3 Baths Hamilton Gardens SubDv. 34787 Zip Code
Welcome to 6131 Elfin Herb Way, a beautifully maintained home offering comfort, functionality, and a desirable location. Situated on a prime corner lot, this inviting residence features a spacious and thoughtfully designed floor plan with abundant natural light throughout. At the heart of the home, you will find a cute, private courtyard tucked between the main house and the garage, the perfect unique spot for relaxing or enjoying your morning coffee. The well-appointed kitchen flows seamlessly into the living and dining areas, creating an ideal space for everyday living and entertaining. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Its amenities include a beach-style pool, cabana, dog park, playground, and nature gardens. Hamilton Gardens is conveniently located near Hamlin Town Center, restaurants, and shopping. Conveniently located in the heart of Hamlin, the most desirable area of Horizon West, you are just minutes away from shopping, dining, top-rated schools, major roadways, and local attractions. Don't miss this opportunity to own a wonderful home in a sought-after community. Schedule your private showing today!

6131 Elfin Herb Way, Winter Garden

$1,080,000
4 Beds 5 Baths Twinwaters SubDv. 34787 Zip Code
Welcome home to this beautifully maintained 4-bedroom, 3 full bath, residence in sought-after Twinwaters. Featuring a designer kitchen with full-extension soft-close drawers and cabinets, 10-foot ceilings on the main level, 9-foot ceilings upstairs, crown molding, and central vacuum, this home offers both comfort and thoughtful upgrades throughout. Enjoy peaceful views of the expansive conservation area from your backyard with no rear neighbors, creating a private and relaxing setting. Professionally designed landscaping provides year-round color and fragrance, while local songbirds add to the natural charm. On clear evenings, catch a glimpse of Disney fireworks from home. Conveniently located just minutes from historic Downtown Winter Garden, shopping, dining, and premier golf destinations including Orange County National. Complete with a spacious 2-car garage, this warm and inviting home is ready for its next owner. Schedule your private showing today!

1651 Amsel Falls Park Terrace, Winter Garden

$844,000
4 Beds 4 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. Upstairs boasts an extended loft that provides an excellent space for lounging as well as three secondary bedrooms - one with its own ensuite! Additional features include an 8-foot front door and 8' doors on the 1st floor, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule a tour!

17434 Honeybell Tangelo Court, Winter Garden

$399,000
3 Beds 3 Baths Orchard Hills Ph 4 SubDv. 34787 Zip Code
Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.

5686 Cypress Hill Road, Winter Garden