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14411 Hampshire Bay Circle, Winter Garden
$870,000
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

1651 Amsel Falls Park Terrace, 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

17434 Honeybell Tangelo Court, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. NEARLY COMPLETE! Near Walt Disney World Theme Parks! 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

20 E Division Street, Winter Garden
$995,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code
Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden

15652 Gentle Rain Drive, Winter Garden
$798,777
5 Beds ⋅ 5 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. FANTASTIC OPPORTUNITY, PRICED LOWER THAN NEW CONSTRUCTION. Less than two years old, this home has nearly 3700 square feet of premium living space, only 4 minutes from Disney World with nightly Firework views. This exceptional 5-bedroom, 4.5-bath home offers spacious rooms, stunning modern farmhouse finishes throughout, and ample storage (a premium in Florida). From the moment you step inside, the home makes a statement. This designer gourmet kitchen is anchored by an oversized island, premium cabinetry, quartz countertops, upgraded fixtures, a walk in pantry and kitchenette seating area. It also has gas range for any chef’s delight. It's all perfectly positioned to capture breathtaking sunset views over open farmland. Three of the bedrooms have attached bathrooms, upstairs is the spacious primary suite with a large walk in closet, plus two secondary suites, one upstairs and one downstairs, making it ideal for guests or multigenerational living. Also upstairs are two generously sized bedrooms, an oversized loft and laundry room with a walk in storage closet. Downstairs you'll also find a den/office space with barn doors, formal dining room, half bathroom for guests, a drop zone from the garage and a long welcoming entryway. The same premium cabinets, quartz countertops and upgraded fixtures are throughout the entire home making it a nice consistent design and feel. This backyard space is amazing, it has a large covered lanai and plenty of yard to build your dream pool, its private and no rear neighbors! This house is a MUST SEE. The open-concept floor plan includes an expansive great room that flows seamlessly to the covered lanai and spacious backyard. It's a Natural Gas Community and includes a builder transferrable warranty. Community amenities include: Pool, Splash Pad, Playground, Hiking & Biking Trails. Perfectly situated in the heart of Horizon West, this home is minutes from Flamingo Crossings shopping/dining, and brand-new Ovation Elementary School. Convenient access to Hamlin, downtown Winter Garden, MCO, major roadways, shopping, dining, and entertainment make this location truly hard to beat. A rare combination of design, quality, functionality, views, and proximity to Disney. This is Central Florida luxury living at its best!

15652 Gentle Rain Drive, Winter Garden

9717 Waterway Passage Drive, Winter Garden
$669,500
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code
Welcome to the home you've been waiting for! This stunning 4-bedroom, 3-bathroom residence offers the perfect combination of modern design, thoughtful upgrades, and everyday comfort. From the moment you arrive, you'll appreciate the charming front patio and inviting curb appeal that make this home stand out from the rest. Step inside and be greeted by gorgeous custom wainscoting in the entryway, creating an elegant first impression and setting the tone for the stylish finishes found throughout the home. The open-concept floor plan is designed for effortless entertaining and everyday living, offering a bright and spacious atmosphere that immediately feels like home. At the heart of the home is an impressive kitchen featuring stainless steel appliances, a large walk-in pantry, abundant cabinetry, and a stunning designer island with a contrasting cabinet color that adds character, sophistication, and a custom-built feel. The kitchen seamlessly overlooks the dining and living areas, creating the perfect space for gathering with family and friends. The private owner's suite is thoughtfully situated at the rear of the home, providing a peaceful retreat. The spacious ensuite bathroom features dual vanities, a large walk-in shower, and an oversized walk-in closet designed to accommodate all your storage needs. The additional bedrooms and bathrooms offer flexibility for family, guests, or a home office, while the professionally converted garage flex space, complete with flooring and air conditioning, provides endless possibilities as a gym, game room, media room, office, homeschool room, or bonus living area. Designer touches continue throughout the home, including a beautiful modern accent wall in the dining room and upgraded lighting fixtures above both the dining area and kitchen island, adding warmth, style, and elegance throughout. Step outside to your enclosed lanai and FULLY FENCED IN backyard, perfect for entertaining, pets, playtime, or simply relaxing and enjoying Florida's beautiful weather. As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon, Kiddie Academy, and the soon-to-open Fifth Third Bank. This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait to build when you can move right into a home filled with upgrades and start enjoying everything Horizon West has to offer today? Schedule your private showing before this incredible opportunity is gone!

9717 Waterway Passage Drive, Winter Garden

12410 Encore At Ovation Way, Winter Garden
$629,990
3 Beds ⋅ 2 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!

12410 Encore At Ovation Way, Winter Garden

11036 Robert Frost Drive, Winter Garden
$599,990
4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 3 SubDv. ⋅ 34787 Zip Code
Amazing Fully Furnished Single Family, 4 bedrooms and 3 full bathrooms with fenced backyard for privacy and extra security. Designed for comfort and modern living, this property offers creating a clean and elegant look with modern title flooring. All pictures are real, no virtual staging or AI. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.

11036 Robert Frost Drive, Winter Garden

200 Southern Pecan Circle Unit 206, Winter Garden
$242,000
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. SELLER OFFERING 2 MONTHS OF HOA FEES PAID AT CLOSING. HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!

200 Southern Pecan Circle Unit 206, Winter Garden

338 Windford Court, Winter Garden
$325,000
3 Beds ⋅ 2 Baths ⋅ Park Ave Estates SubDv. ⋅ 34787 Zip Code
Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.

338 Windford Court, Winter Garden

15806 Gem View St, Winter Garden
$444,900
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.

15806 Gem View St, Winter Garden

15149 Canoe Place, Winter Garden
$769,989
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. NEW PRICE — An Incredible Opportunity in Horizon West! Imagine coming home to more space, more flexibility, and the lifestyle you’ve been looking for—now at an even better value. This stunning, move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. of beautifully designed living space in one of Horizon West’s most desirable communities. From the Tuscan-inspired architecture and welcoming front porch to the bright, open-concept interior, this home makes an impression from the moment you arrive. The spacious chef’s kitchen features a large center island and flows effortlessly into the family room and covered lanai, creating the perfect setting for entertaining, family gatherings, or relaxing at home. One of the home’s standout features is its two primary suites, including one conveniently located on the first floor—ideal for multigenerational living, visiting family, guests, or anyone looking for additional privacy and flexibility. Step outside and discover an oversized backyard with plenty of room for a future pool, outdoor kitchen, play area, or your own private Florida retreat. The lifestyle continues beyond your front door with resort-style amenities, including lawn care, clubhouse, fitness center, parks, playgrounds, and a beautiful lakeside swimming pool overlooking Panther Lake. And the location is hard to beat. You’re just minutes from Hamlin Town Center, shopping, dining, top-rated schools, Disney, major roadways, and everything that makes Horizon West one of Central Florida’s most sought-after communities. The price has changed. The lifestyle hasn’t. Luxury. Space. Location. And now an even better opportunity to make this Toll Brothers home yours. Don’t wait for new construction when your next home is already here.

15149 Canoe Place, Winter Garden

11025 Suspense Drive, Winter Garden
$404,000
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b-1 SubDv. ⋅ 34787 Zip Code
CHECK OUT THE NEW KITCHEN COLOR! Remarkably fresh!! Beautifully maintained and thoughtfully upgraded 3-bedroom, 2.5-bath townhome in Storey Grove, Winter Garden, with an open-concept floor plan features quartz countertops, stainless steel appliances, a spacious primary suite, and a private two-car garage. Additional upgrades include a whole-home water softener, whole-home electrical surge protection, and two dedicated electric vehicle charging stations. Enjoy outdoor living in the private fenced courtyard—perfect for relaxing, dining, or entertaining. Storey Grove offers community amenities including a pool, fitness center, walking trails, playgrounds, and parks. Conveniently located near Hamlin, shopping, dining, entertainment, area attractions, and major roadways. Schedule your showing today!!

11025 Suspense Drive, Winter Garden

420 E Cypress Street, Winter Garden
$400,000
3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden

12253 S Bracco Street, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!

12253 S Bracco Street, Winter Garden

9189 Busaco Park Way, Winter Garden
$1,198,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.

9189 Busaco Park Way, Winter Garden

5973 Cypress Hill Road, Winter Garden
$692,900
5 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code
Welcome to 5973 Cypress Hill Road, an exceptional Newly painted home! 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

5973 Cypress Hill Road, Winter Garden

15591 Gentle Rain Drive, Winter Garden
$649,900
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.

15591 Gentle Rain Drive, Winter Garden

13978 Lanyard Way, Winter Garden
$879,900
5 Beds ⋅ 4 Baths ⋅ Encore/Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code
Seller is offering $10k towards the buyers rate buy-down! Experience elevated Florida living in the highly sought-after resort-style community of Encore at Ovation, just minutes from Walt Disney World and Central Florida’s premier attractions. This exceptional 5 bedroom, 4 bath residence offers 3,687 square feet of thoughtfully designed living space with tranquil conservation views, blending luxury, comfort and functionality in every detail. From the moment you enter, you’ll appreciate the home’s refined finishes, expansive layout and seamless indoor-outdoor flow designed for both everyday living and effortless entertaining. Upgraded tile flooring spans the entire main level, while engineered hardwood flooring enhances the staircase. At the heart of the home, the gourmet kitchen is beautifully appointed with upgraded cabinetry, premium countertops, an exterior-vented range hood and a redesigned oversized center island strategically positioned to maximize prep and cooking space — an ideal setup for both casual meals and culinary enthusiasts. A large walk-in pantry provides abundant storage, while the formal dining room offers the perfect setting for hosting family dinners and special occasions. The main floor also features a private guest bedroom and full bath with direct outdoor access, creating the perfect space for visitors, multigenerational living or a dedicated home office. Upstairs, an elegant open-rail staircase leads to a bright and versatile loft area, ideal for a media room, workspace or additional lounge space. The luxurious primary suite serves as a true retreat, complete with a spa-inspired en-suite bath featuring dual vanities, a semi-frameless glass shower, an expansive walk-in closet and a private balcony perfect for enjoying Florida’s year-round sunshine. Three additional generously sized bedrooms and another spacious loft complete the upper level. Additional upgrades include a well-designed laundry room with a built-in utility sink for added convenience. A spacious three-car tandem garage offers ample room for vehicles, storage and hobbies. Step outside to the fenced expansive backyard overlooking peaceful conservation views, with plenty of room to design your dream outdoor oasis. Residents of Encore at Ovation enjoy access to outstanding community amenities including a resort-style pool, clubhouse, fitness center and lawn maintenance services. Ideally located near world-class shopping, dining, entertainment and major highways, this move-in-ready home offers the perfect blend of luxury, lifestyle and convenience. Don’t miss the opportunity to make this stunning property your next home.

13978 Lanyard Way, Winter Garden

3286 Mainsail Court, Winter Garden
$879,000
5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your dream home in the highly sought-after Lakeview Preserve Estates, where modern luxury meets refined living. This exceptional designer-furnished residence offers 5 bedrooms, 4 bathrooms, over 4,000 square feet of thoughtfully curated living space, and a spacious 3-car garage, all situated on an oversized homesite with ample room to create your own private outdoor oasis and custom pool retreat. Designed with sophistication in mind, this turnkey home showcases soaring ceilings, abundant natural light, luxury wood-look tile flooring throughout the main level, and an expansive open-concept floor plan ideal for both grand entertaining and everyday comfort. At the heart of the home is the gourmet chef’s kitchen, featuring quartz countertops, 42-inch shaker-style cabinetry, an oversized center island, designer finishes, and a massive walk-in pantry that seamlessly flows into the spacious living and dining areas. The first floor offers an incredibly desirable layout with three bedrooms, including two private primary suites. The main owner’s retreat serves as a luxurious sanctuary featuring a spa-inspired bathroom with dual vanities, an oversized walk-in shower, and custom walk-in closets. A second primary suite with its own full bathroom provides the perfect setup for multi-generational living, long-term guests, or added privacy. An additional bedroom and full bathroom are also conveniently located on the main level. Upstairs, you’ll find generously sized secondary bedrooms, a large bonus/game room, and an additional living area perfectly suited for entertaining, a media room, home office, or flexible multi-generational living space. Located within the exclusive gated community of Lakeview Preserve near Johns Lake, residents enjoy resort-style amenities including a luxury clubhouse, state-of-the-art fitness center, zero-entry pool, splash pad, playground, scenic lakeside trails, and private kayak launch access. Ideally positioned just minutes from SR-429, Walt Disney World, Winter Garden Village, Downtown Winter Garden, Clermont, and top-rated schools, this impeccably maintained home delivers the perfect blend of luxury, lifestyle, and convenience. Schedule your private showing today and experience the elegance and comfort of Lakeview Preserve living.

3286 Mainsail Court, Winter Garden

15505 Shorebird Lane, Winter Garden
$2,500,000
6 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve community, this stunning home impresses from the moment you arrive with an elegant paved driveway, beautifully manicured landscaping, and grand double entry doors leading into a dramatic two-story foyer with soaring ceilings and an unforgettable first impression. Designed for exceptional living and entertaining, the home features a sophisticated open-concept floor plan filled with abundant natural light and breathtaking lake views that create a serene and picturesque atmosphere throughout the property. The elegant dining area showcases stunning views of the pool and lake, creating the perfect setting for memorable gatherings with family and friends. The gourmet kitchen is truly a chef’s dream, featuring granite countertops, a spacious center island with seating, stainless steel appliances, designer tile backsplash, and a large walk-in pantry with custom built-in shelving. Overlooking the expansive living room, the space is enhanced by tray ceiling details and elegant recessed lighting, offering both warmth and sophistication. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, opening to a spectacular pool deck and outdoor gourmet area designed for the ultimate Florida lifestyle. Relax while enjoying peaceful water views from your private backyard oasis — the perfect place to entertain, unwind, and enjoy Florida sunsets over the lake. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom with modern square sinks, a soaking tub, and a spacious walk-in rain shower. A separate laundry room provides ample cabinetry and additional storage for convenience and organization. Residents of Lakeshore Preserve enjoy outstanding resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, yoga room, playgrounds, dog park, sand volleyball court, fishing pier, and community canoes and kayaks. The HOA also maintains the community common areas, allowing for a truly low-maintenance lifestyle. Ideally located just minutes from Orange County National Golf Center, Walt Disney World Resort, premier shopping, dining, top-rated schools, and major highways, this impeccably maintained lakefront-inspired home offers the perfect combination of luxury, convenience, and lifestyle. A rare opportunity to own an exceptional lake-view home in one of Winter Garden’s most desirable communities.

15505 Shorebird Lane, Winter Garden

14200 Avalon Road Unit 409, Winter Garden
$215,000
2 Beds ⋅ 2 Baths ⋅ Palisades SubDv. ⋅ 34787 Zip Code
Welcome to The Palisades Condominium, a hidden gem just 15 minutes from Walt Disney World where convenience, comfort, and flexibility come together beautifully. Whether you’re looking for your own Central Florida getaway, a seasonal retreat near the parks, or a property that can generate short-term rental income to help offset monthly expenses, this fully renovated and furnished TOP-FLOOR condo offers an exceptional opportunity. Located in a smaller, quieter condominium community built in 2008, this spacious 2-bedroom, 2-bath residence offers more than 1,200 square feet of stylish living space designed for both relaxation and practicality. One of the most appealing features for owners and guests alike is the convenience of covered parking and elevator access directly from the recently renovated lobby to the top floor, no exterior staircases, no long walks carrying luggage or groceries, and added privacy with no neighbors above you. Inside, the condo has been professionally renovated, decorated, and furnished, creating a true turnkey experience. Luxury vinyl plank flooring flows throughout the home, complemented by crown molding, upgraded lighting, modern hardware, and an elegant kitchen featuring 42-inch white cabinetry, stainless steel appliances, and tasteful finishes throughout. A full-size washer and dryer are also included. The split-bedroom layout provides excellent privacy whether hosting family, friends, or guests. The spacious primary suite features a king bed, 52-inch Samsung LED TV, walk-in closet, and an en suite bathroom with a relaxing garden tub. The second bedroom includes two queen beds, a 55-inch Samsung LED TV, built-in closet, and direct access to a second full bathroom with additional hallway access for guests. The open living and dining space is ideal after a day at Disney or enjoying Central Florida attractions, whether gathering for dinner, movie night, or simply unwinding. Large sliding glass doors bring in abundant natural light and open to an oversized screened-in balcony accessible from both bedrooms and the living room, offering a peaceful space to enjoy the Florida breeze. Ownership here is designed to be simple and low-maintenance. The condominium association dues cover nearly all monthly services and utilities, including water, internet, cable, exterior maintenance, amenities, and more, leaving electricity as one of the only primary owner utility expenses. This makes budgeting far more predictable for both personal use and rental purposes. Residents and guests also enjoy resort-style amenities including: Covered owner and guest parking; Elevator access; Resort-style pool and hot tub; Fitness center; First-floor theater room; Beautifully maintained common areas. Rarely do you find a fully furnished, professionally updated, top-floor condo in such a convenient Central Florida location that combines personal enjoyment, quiet comfort, and income potential so seamlessly.

14200 Avalon Road Unit 409, Winter Garden

15607 Sylvester Palm Drive, Winter Garden
$700,000
3 Beds ⋅ 2 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this stunning modern single-story home featuring a full CRESTRON Whole-Home Smart System, located in the highly sought-after Lakeshore Preserve community in Winter Garden. Built in 2017, this beautifully maintained residence offers approximately 2,092 square feet of living space situated on a 7,719 square foot lot. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and an open-concept layout that seamlessly connects the living, dining, and kitchen areas — creating the perfect space for both everyday living and entertaining. The stylish kitchen is equipped with modern appliances, including a built-in oven, cooktop, dishwasher, and disposal, along with solid surface countertops designed for both function and style. Additional upgrades and features include central heating and air conditioning, a tankless water heater, and an attached two-car garage. Residents of Lakeshore Preserve enjoy access to exceptional community amenities such as a clubhouse, resort-style pool, and recreational facilities. Offering a move-in ready lifestyle in one of Winter Garden’s most desirable communities, 15607 Sylvester Palm Drive combines modern comfort, smart-home convenience, and the ease of single-level living.

15607 Sylvester Palm Drive, Winter Garden

14501 Grove Resort Avenue Unit 2616, Winter Garden
$190,000
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Auction Property. Welcome! Just 15 minutes from Disney, this 3-bedroom, 2-bathroom unit resides on the sixth floor of the acclaimed Grove Resort & Water Park, a guard-gated, vacation-rental community, boasting a truly impressive array of amenities. On-site restaurants, two resort-style pools, and a water park with a lazy river, multiple pools, water slides, and a surf simulator are just the start. Situated at the heart of Orlando's vibrant attractions, the property offers daily transportation to and from the area's top destinations, placing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios' three exciting parks, including their newest addition, Epic Universe. With an on-site management team ready to handle the heavy lifting, this unit is ready for a new owner. Don’t miss your chance and schedule your private tour today.

14501 Grove Resort Avenue Unit 2616, Winter Garden

13613 Larsen Lane, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gatherings while the dedicated formal living and dining spaces provide the perfect spot for hosting holiday gatherings and hosting special occasions. In addition to the expansive common areas, this home also features a dedicated study, complete with built-ins making it the perfect spot for those who work from home, a playroom or even a spouse-cave. Retreat to the master suite, an elegant sanctuary featuring dual walk-in closets and a lavish in-suite bathroom with a soaking tub and a separate shower. In addition to the master suite, there are three more generously sized bedrooms, ensuring space for family or visitors. Each of the three bathrooms is beautifully appointed with modern fixtures and finishes. A quick trip upstairs you will find a generous bonus room as well as a 5th bedroom with its own dedicated bathroom, making this the perfect space for growing teenagers, family or guests. Step outside to your own slice of paradise. The screened lanai opens to a private patio area, creating a tranquil space to enjoy Florida living. There is also a vinyl privacy fence and spacious back yard. Close to Winter Garden Village for dining and shopping, and Disney and other major attractions, as well as major highways. Call for your private showing today.

13613 Larsen Lane, Winter Garden

9110 Morgana Court, Winter Garden
$1,999,000
5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code
Experience lakefront living on Hickorynut Lake with expansive water and sunset views, a private covered dock, resort-style pool and exceptional indoor-outdoor living. This 5-bedroom, 5-bath residence combines direct access to a skiable lake with an impressive outdoor setting designed to make the most of the Florida lifestyle. The backyard is a standout, featuring an oversized heated saltwater pool, 8-person spa, fire feature, complete outdoor kitchen and expansive covered lanai with retractable screens. Beyond the pool, the private covered dock provides direct lake access. Enjoy boating, paddleboarding, fishing and waterskiing—or simply enjoying the sunset over the water. Inside, abundant natural light and lake views complement an open, spacious floor plan. The kitchen features an oversized island, Wolf gas range, double ovens, abundant cabinetry and an open connection to the main living areas. The first floor includes a private guest suite with full bath and walk-in closet, along with a separate bonus room offering flexible space for an office, fitness room, media room or additional living area. Upstairs, a spacious loft opens to a private balcony overlooking the lake. The primary suite captures panoramic water views and features a spa-inspired bath, oversized walk-in shower and large custom closet. Additional features include surround sound inside and out, custom window treatments, upgraded stair railings, designer lighting, a fully fenced oversized homesite and new exterior paint in 2026. Located in Winter Garden with convenient access to dining, shopping, golf, Orlando attractions, Disney and Orlando International Airport, this property brings together lakefront recreation, extensive outdoor living and a spacious, flexible interior—all in one exceptional waterfront setting.

9110 Morgana Court, Winter Garden

14501 Grove Resort Avenue Unit 3429, Winter Garden
$298,900
3 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park — Steps from the Water Park Positioned on a high floor, this spacious residence offers serene views from a private screened balcony—the ideal setting to relax after a day enjoying the nearby attractions. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen areas, featuring quartz countertops, stainless steel appliances, and a fully equipped setup designed for both comfort and practicality. The primary suite delivers a refined retreat with a king-size bed and an en-suite bathroom complete with double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms, each with queen-size beds, provide ample space and privacy for guests and family. Living just moments from the Surfari Water Park means you’re only a short walk away from water slides, the FlowRider® surf simulator, lazy river, and resort-style pools—making this unit especially attractive for both personal use and short-term rentals. Beyond the water park, enjoy access to Lake Austin, on-site dining, spa services, fitness center, and a full suite of entertainment amenities. This condo-hotel offers a fully managed, hands-off investment model, with a professional on-site team handling rentals, maintenance, and guest services. HOA fees conveniently include utilities such as electricity, water, cable, and high-speed internet. Whether you're seeking a vacation home with unmatched convenience or a high-performing income property, this residence stands out for one key reason: location within the resort—just steps from the water park, where demand is highest and experiences are unforgettable.

14501 Grove Resort Avenue Unit 3429, Winter Garden

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