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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

213 S Dillard Street Unit 230, Winter Garden
$799,000
Winter Garden Executive Centre SubDv. ⋅ 34787 Zip Code
***SELLER FINANCING AVAILABLE*** Exceptional opportunity to own a professional medical office condominium in the highly desirable Winter Garden Executive Centre. Currently configured as a chiropractic and healthcare practice, this well-appointed suite offers a functional and versatile layout designed to support a wide range of medical, wellness, and professional office uses. Take advantage of the seller's finance opportunity on this property The space features a welcoming reception area with front desk and waiting room, a dedicated billing office, two private offices, four treatment rooms, a spacious treatment/gym area, break room, and three in-suite sinks strategically located throughout the office. The efficient floor plan provides flexibility for chiropractors, physical therapists, medical practitioners, wellness providers, and other professional users seeking a move-in-ready office environment. The building is professionally maintained and offers ADA-compliant men’s and women’s restrooms on every floor for the convenience of clients, patients, and staff. Ample parking and elevator access further enhance the property’s appeal. Ideally located in the heart of Winter Garden, just minutes from Historic Downtown Winter Garden, Plant Street, SR-50, Florida’s Turnpike, and SR-429, this prime location provides excellent accessibility and convenience. Surrounded by established medical and professional offices, retail, dining, and rapidly growing residential communities, whether you’re a chiropractor, physician, therapist, wellness provider, attorney, accountant, or other professional seeking a premier office location, this move-in-ready suite presents a rare opportunity to establish or expand your business in one of Central Florida’s most sought-after markets.

213 S Dillard Street Unit 230, 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

11025 Suspense Drive, Winter Garden
$410,000
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
$410,000
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

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

325 Crystal Wood Drive, Winter Garden
$1,600,000
5 Beds ⋅ 5 Baths ⋅ Winter Grv SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.

325 Crystal Wood Drive, Winter Garden

14246 Creekbed Circle, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Bradford Crk Ph I SubDv. ⋅ 34787 Zip Code
BEAUTIFUL HOME… AMAZING OPPORTUNITY… THIS HOME IS A MUST SEE!!! Welcome to this stunning one-story residence offering 4 spacious bedrooms and 3 full baths, perfectly designed for both comfort and style. From the moment you step inside, you’ll be greeted by hardwood floors and soaring high ceilings throughout—with NO CARPET—creating a bright, open, and inviting atmosphere. The heart of the home is the grand open-concept living area, ideal for entertaining. The gourmet kitchen boasts a large island-style breakfast bar with beautiful granite countertops, a stylish modern backsplash, stainless steel appliances, a double oven, and a walk-in pantry. Seamlessly flowing into the family room and dining area, this space is perfect for hosting gatherings or enjoying cozy nights in. Step outside to your very own sparkling private backyard oasis, complete with a screened lanai—ideal for relaxing, dining al fresco, or enjoying Florida’s sunny lifestyle year-round. The luxurious owner’s suite features high ceilings, a spa-inspired bath with a soaker tub, his-and-hers vanities, an oversized walk-in shower, and an expansive walk-in closet that will exceed expectations. A front room with 15-foot ceilings offers flexibility as a bedroom, office, yoga or art studio, playroom, or game room—tailored to fit your lifestyle. Location, Location, Location! Just minutes from Winter Garden Village, you’ll enjoy premier shopping, dining, and year-round community events. Only a mile away is the vibrant Downtown Historic Winter Garden, home to the ever-popular Farmer’s Market, unique boutiques, and the scenic West Orange Trail for walking, biking, and jogging. Easy access to major commuter routes ensures convenience while preserving the charm of this highly desirable area. ? This home offers the perfect blend of luxury, functionality, and location. Don’t miss the chance to make it yours—schedule your private showing today!

14246 Creekbed Circle, Winter Garden

4918 Wildwood Pointe Road, Winter Garden
$650,000
5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 2 SubDv. ⋅ 34787 Zip Code
Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors and interior painting, refresh up the living space.

4918 Wildwood Pointe Road, Winter Garden

1692 Highbanks Circle, Winter Garden
$729,900
4 Beds ⋅ 4 Baths ⋅ Roper Reserve SubDv. ⋅ 34787 Zip Code
Located in the highly desirable Roper Reserve gated community, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect combination of comfort, space, and privacy. Situated on a premium lot with peaceful pond and conservation views, enjoy no rear neighbors and a tranquil setting just minutes from everything Winter Garden has to offer. The home features an open-concept layout with a newly upgraded kitchen showcasing quartz countertops, new cabinetry, stainless steel appliances, a large center island, and an oversized walk-in pantry. Upstairs, the oversized 4th bedroom/loft offers endless potential as a guest suite, game room, office, media room, or additional living space. Additional highlights include a formal dining area, spacious living areas, and a 3-car split garage. Conveniently located near top-rated schools, shopping, hospitals, major highways, Downtown Winter Garden, and just a short drive to Walt Disney World Resort. Community amenities include a fitness pavilion, playground, and direct access to the West Orange Trail.

1692 Highbanks Circle, Winter Garden

10103 Austrina Oak Loop, Winter Garden
$899,900
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the Watermark community in Horizon West, this beautifully maintained home offers the perfect combination of space, privacy, and convenience in one of Central Florida’s fastest-growing areas. One of the home’s standout features is the spacious first-floor primary suite, providing both comfort and privacy with an ideal layout for everyday living. The oversized backyard backs directly to a wooded conservation area with no rear neighbors, creating a peaceful setting rarely found in newer communities. Zoned for highly rated schools and just minutes from Hamlin Town Center, Disney, SR-429, and Winter Garden Village, the location offers exceptional access to shopping, dining, entertainment, and major roadways while still maintaining a quiet residential feel. Residents of Watermark enjoy resort-style amenities including a clubhouse, fitness center, tennis courts, playgrounds, walking trails, community pool, and even Disney fireworks views throughout the neighborhood. With generous living spaces, a highly functional layout, and a premium homesite offering both privacy and natural views, this home is a rare opportunity in one of Winter Garden’s most sought-after communities. Seller offer $5000 credit toward closing.

10103 Austrina Oak Loop, Winter Garden

17372 Glossy Pomelo Way, Winter Garden
$1,580,000
5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code
RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESS ( NAVEGABLE ) Motivated seller and a great opportunity to make this home your own. The seller welcomes written offers and is prepared to move forward with the right terms. A rare opportunity to own a completed lakefront home with direct access to navigable Lake Star, combining a premium waterfront homesite, extensive upgrades and immediate availability. Completed in 2025, this residence offers approximately 4,977 sq. ft., 5 bedrooms, 5.5 bathrooms and a 4-car garage. The home sits on an oversized lakefront homesite with conservation views, direct water access and exceptional privacy. Originally purchased and upgraded for the owner's personal use, the property includes significant improvements beyond standard builder finishes. Premium flooring, custom interior details, an upgraded kitchen, smart-home features and carefully selected finishes can be found throughout the home. The floor plan provides generous living and entertaining spaces with a strong connection to the outdoors. The owner's suite and extended balcony overlook the lake and conservation area, offering sunset views and Disney fireworks in the distance. The backyard is a major highlight, with ample space for a custom pool, deck and outdoor entertainment area while maintaining the lake view and access. Pool and outdoor-living images shown in the listing are concept renderings only and are intended to illustrate the potential use of the space. For buyers comparing lakefront new construction, this property stands apart: The home is already completed, extensively upgraded and ready for immediate occupancy. No construction timeline and no waiting for future delivery. Lakefront. Navigable water access. Premium homesite. Extensive upgrades. Move-in ready. Schedule a private showing to experience the property and lakefront setting in person.

17372 Glossy Pomelo Way, Winter Garden

13504 Autumn Harvest Avenue, Winter Garden
$515,000
3 Beds ⋅ 3 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code
Beautifully maintained home located in the highly desirable area of Winter Garden! This spacious property offers the perfect blend of comfort, style, and convenience, featuring an open-concept floor plan, generously sized bedrooms, and abundant natural light throughout. The modern kitchen is ideal for entertaining, complete with ample cabinet space and a functional layout that flows seamlessly into the living and dining areas. Enjoy relaxing evenings in the private backyard with space for outdoor gatherings and family fun. Conveniently located near top-rated schools, shopping, dining, major highways, and world-famous attractions. A wonderful opportunity to own a beautiful home in one of Central Florida’s most sought-after communities—schedule your private showing today!

13504 Autumn Harvest Avenue, Winter Garden

17828 Adrifit, Winter Garden
$949,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Here’s a polished luxury style Zillow/MLS property description you can use: Welcome to this stunning waterfront residence located in one of Winter Garden’s most desirable communities. Situated on the largest lot in the neighborhood, this exceptional five bedroom home combines luxury, comfort, and modern design with breathtaking water views throughout the property. From the moment you enter, you are greeted by elegant custom finishes including designer wood wall panels, custom TV feature walls, integrated LED lighting, and high end details thoughtfully curated throughout the home. The spacious open concept layout creates the perfect atmosphere for both entertaining and everyday living. The gourmet kitchen overlooks the living room and offers beautiful panoramic water views, creating a bright and inviting space at the heart of the home. Large windows fill the property with natural light while seamlessly connecting the indoor and outdoor living experience. Upstairs, you will find a spacious media and TV room perfect for family gatherings, movie nights, or a private retreat. Adding a unique architectural touch, several bedroom entrances feature hidden doors that blend beautifully into the custom wall panel designs. Step outside to an oversized backyard with direct water views and a naturally sloped lot descending toward the water, creating the ideal setting for a future infinity edge pool and luxury outdoor oasis. The expansive outdoor space offers endless possibilities for entertaining, relaxation, and enjoying Florida living at its finest. This is a rare opportunity to own one of the most unique and upgraded homes in the community, offering premium lot positioning, designer upgrades, and incredible potential for outdoor expansion.

17828 Adrifit, Winter Garden

Avalon Road, Winter Garden
$200,000
34787 Zip Code
PRIME WINTER GARDEN LAND OPPORTUNITY – 0.54 ACRES | R-2 ZONING Located along Avalon Rd in the highly desirable Winter Garden corridor, this 0.54-acre residential parcel offers an excellent opportunity for builders, investors, or end-users looking to secure land in one of Central Florida’s fastest-growing areas. Zoned R-2, the property allows for flexible residential development, ideal for a custom home or income-producing project. With 120 feet of frontage and nearly 200 feet of depth, the lot provides a well-proportioned footprint for efficient site planning and design. Situated in Flood Zone X (no flood insurance required) and with electricity, cable, and high-speed internet available nearby, this parcel presents a straightforward path for future development. The area continues to experience strong growth driven by proximity to major roadways, employment centers, and lifestyle amenities. Enjoy convenient access to the charm and energy of Historic Downtown Winter Garden, as well as major retail and dining at Winter Garden Village. The location also benefits from its connectivity to the greater Orlando market, making it attractive for both resale and rental strategies. Whether you're looking to build, hold, or invest, this parcel offers location, flexibility, and long-term upside in a proven growth market.

Avalon Road, Winter Garden

14099 Lochend Way, Winter Garden
$468,000
3 Beds ⋅ 3 Baths ⋅ Westhaven/Ovation SubDv. ⋅ 34787 Zip Code
Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!

14099 Lochend Way, Winter Garden

461 Geranium Park Way, Winter Garden
$850,000
3 Beds ⋅ 4 Baths ⋅ Park Place At Winter Garden SubDv. ⋅ 34787 Zip Code
DOWNTOWN WINTER GARDEN LIVING-CORNER END UNIT JUST STEPS FROM PLANT STREET! Leave the car in the garage and walk to dinner, the Saturday Farmer's Market, Crooked Can, live music, community events and the West Orange Trail. This beautifully updated 2432 square foot townhome offers the rare combination of a true Downtown Winter Garden lifestyle, generous living space, three ensuite bedrooms and a two car garage. Inside, the home feels practically new, with fresh paint throughout and an exceptionally well-maintained interior that shows beautifully. The END-UNIT DESIGN brings in additional natural light and provides a more open, private feel than an interior townhome. Wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, decorative wall trim, and a cohesive neutral palette create a bright, polished, move-in-ready interior. The open main living level is designed for everyday comfort and entertaining, with the kitchen, dining, and living areas flowing together in one spacious, connected layout. The kitchen features light cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The adjoining dining and living areas offer generous space, excellent natural light, balcony access, and plenty of room to gather without feeling crowded. The flexible three-level floor plan includes THREE ENSUITE BEDROOMS, giving every bedroom its own private bath and providing exceptional privacy for family and guests. The first-floor ensuite bedroom creates a private retreat for overnight visitors, extended family, work-from-home needs, hobbies, or multigenerational living. Upstairs, the spacious primary suite features a beautifully updated bath with dual vanities, new flooring, and a BRAND-NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired design. A third ensuite bedroom, upstairs laundry, generous closets, built-in storage, and additional storage throughout make the home as practical as it is attractive. An ELEVATOR-READY LAYOUT adds long-term flexibility and future convenience. Additional highlights include NATURAL GAS SERVICE, a tankless water heater, updated fixtures, balcony, landscaped courtyard setting, and a TWO-CAR GARAGE with valuable parking and storage in a location where both are especially desirable. Compared with many current Downtown Winter Garden townhome options, this home offers a compelling combination of END-UNIT POSITIONING, generous square footage, updated condition, three private bedroom suites, and a lower price than several smaller competing properties. Schedule your private showing today.

461 Geranium Park Way, Winter Garden

Winter Garden
$320,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!

Winter Garden

3208 Sailing Pier Avenue, Winter Garden
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code
MADE FOR THE SPOTLIGHT & PEOPLE ON THE MOVE This is a home that knows how to make an entrance—and how to make people want to stay. At 3208 Sailing Pier Avenue, every day begins with the knowledge that you’ve arrived somewhere special. Set within the gated Estates at Lakeview Preserve, this professionally designed model home was made for gatherings that linger. Morning light draws you from the first-floor primary suite to the covered lanai. Settle in with coffee and a breeze while the landscaped, vinyl-fenced yard offers a quiet start. Beyond the fence lies Scrub Point Preserve behind your property, with no other homes in between. Nearby trails lead toward the shores of Johns Lake. Back inside, a wall of fully retracting glass doors fill the great room with light and opens the home to the outdoors. The kitchen keeps pace with every occasion: white cabinetry, sweeping quartz surfaces, a generous island and a sunny breakfast area set the stage for a quiet morning or a house full of friends. An elegant dining room awaits a more formal evening. As guests gather, conversation moves from the island to the great room, then out to dinner on the lanai. Room to create as well as celebrate. Behind French doors, the first-floor office or studio offers a place to focus beneath a tray ceiling accented with light wood beams. Upstairs, two distinct entertainment spaces let imagination take the lead: one could be a music or podcast studio, alive with ideas and conversation; the other, a movie lounge, game room or retreat after the party. A Saturday morning might take you to the Winter Garden Farmers Market and out along the West Orange Trail. Hamlin Town Center, Winter Garden Village, Clermont and Disney-area attractions add even more possibilities nearby. Or let Johns Lake set the afternoon’s itinerary. The community offers a bird-watching dock, along with a pool, clubhouse, fitness center and playground. Head out on the water, or arrange a chartered seaplane pickup at the community dock and give your weekend an unforgettable start. As evening settles in, the music, the company and the open doors bring the day full circle. When guests have gone, the primary suite offers its own sense of occasion, with beamed insets in the tray ceiling and a beautifully finished bath with dual vanities and a generous walk-in shower. With 5 bedrooms, 4 baths, a French-door office, two upstairs lofts, 3,998 square feet and a three-car garage, there is space for the spotlight and all the life that happens beyond it. Three bedrooms are downstairs, including the primary; another en suite, and a guest room. Two additional bedrooms and a shared bath are upstairs. A drop zone and laundry room make everyday life easier. Lake County Schools earned an A for 2025–26. The fenced yard offers room for a future pool. Furniture, artwork and decor shown in photos are available by separate negotiation and are not included in the sale.

3208 Sailing Pier Avenue, Winter Garden

9354 Meadow Hunt Way, Winter Garden
$525,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.

9354 Meadow Hunt Way, Winter Garden

2017 Boss Hewett Street, Oakland
$649,900
4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market. All four bedrooms, including the primary suite, plus the kitchen and all main living areas, are on the first floor. The only upstairs space is a private bonus suite with its own full bath, which functions equally well as a media room, flex room, or guest quarters well removed from the rest of the house. The foyer opens into a connected great room, dining area, and kitchen, with three sliding glass doors along the back wall looking out to a covered and screened lanai. Ceramic tile runs throughout the main living areas. The kitchen features the upgraded gas-range configuration with a Bosch refrigerator, GE stainless appliances, Silestone quartz counters, and an oversized island with seating. Finishes include 42-inch cabinets stacked to the 9'4" ceiling with crown molding. Inside: soft-close dovetail drawers, a three-tier pot and pan organizer, and a pull-out pantry. The owned rooftop solar system was installed in 2023 and carries a 25-year limited warranty through 2048. Combined with the tankless gas water heater, it helps keep monthly utility costs exceptionally low. The primary suite sits at the back of the first floor with a tray ceiling, dual raised-height vanities, a large walk-in shower with a built-in recessed shelf, and a walk-in closet with custom shelving that passes directly through to the laundry room. The upstairs bonus suite measures 18'8" x 25'6" and has its own full bath. It is pre-wired as a dedicated media space, with structured Cat6 throughout, a ceiling-mounted projector outlet, and TV and data chases ready for a wall-mounted display. Additional features include a two-car garage with a 220V/30A outlet suitable for Level 2 EV charging, a workshop, or additional appliances; a Ring doorbell, alarm system, and cameras that convey with the home; upgraded satin nickel interior door hardware with a coordinated front door handleset; upgraded light fixtures; and front gutters. Hull Island amenities include a community pool, clubhouse, playground, and community fishing pier, with the West Orange Trail at the community's doorstep.

2017 Boss Hewett Street, Oakland

14280 Braemar Street, Winter Garden
$499,000
3 Beds ⋅ 3 Baths ⋅ Highland Rdg SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!

14280 Braemar Street, Winter Garden

12513 Scarlett Sage Court, Winter Garden
$839,000
5 Beds ⋅ 3 Baths ⋅ Cambridge Crossing Ph 01a 45/21 SubDv. ⋅ 34787 Zip Code
Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

12513 Scarlett Sage Court, Winter Garden

12050 Bracco Street, Winter Garden
$449,000
3 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Modern Living Meets Prime Location in Horizon West! Welcome to this stunning 2023-built Meritage Home in the sought-after Highland Ridge community. This energy-efficient "Bungalow" style residence features 3 bedrooms, 2.5 bathrooms, and a versatile second-floor loft—perfect for a home office or media room. The open-concept main floor boasts a gourmet kitchen with a large quartz island, sleek cabinetry, and stainless steel appliances, all flowing into a bright living area bathed in natural light thanks to its desirable Southern exposure. Energy Efficiency: Built with Meritage’s signature spray-foam insulation and Energy Star appliances, ensuring year-round comfort and significantly lower utility bills. Community & Location: Enjoy resort-style amenities including a pool, cabana, pickleball courts, and playground. Ideally located just minutes from Walt Disney World via Western Way and walking distance to the vibrant Flamingo Crossings Town Center for dining, shopping, and entertainment. Quick access to SR-429 makes commuting a breeze. Don’t miss your chance to own a like-new home in Winter Garden’s fastest-growing corridor!

12050 Bracco Street, Winter Garden