4 Beds ⋅ 3 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code

PRICE IMPROVEMENT! PRICED TO SELL! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!

12566 Westhaven Oak Drive, Winter Garden

$649,900

4 Beds ⋅ 3 Baths ⋅ Wincey Groves SubDv. ⋅ 34787 Zip Code

Move-In Ready Home Near Hamlin Town Center with Open Layout and Private Backyard. Built in 2021 and located in the sought-after Wincey Groves community of Winter Garden, this beautifully maintained energy efficient 4-bedroom, 2.5-bath home offers thoughtfully designed living space with modern finishes and a functional open layout. The spacious main living area is filled with natural light and flows seamlessly into the dining space and kitchen, creating an inviting environment for both daily living and entertaining. The Gourmet kitchen upgrade is equipped with premium appliances, ample counter space, and an oversized center island that serves as the heart of the home—perfect for casual meals, gatherings, and hosting friends and family. The primary suite provides a comfortable retreat, featuring two large walk-in closets and a well-appointed en-suite bath. Additional bedrooms are generously sized, offering flexibility for guests, family members, or a dedicated home office. Step outside to enjoy the private fenced backyard with no rear neighbors, providing a peaceful setting for outdoor relaxation. The extensive pavered lanai and trellis area enhances the outdoor lifestyle, making it ideal for entertaining. Other home enhancements include: Custom Shutters, 5 1/4 inch baseboards, Designer lighting, Coffee/Wine Bar, extensive tile plank floors. Conveniently located just minutes from Highway 429, the home offers easy access to the popular Horizon West area. Only 1.3 miles away, Hamlin Town Center features waterfront dining, shopping and family entertainment options. Residents also enjoy proximity to highly rated schools, an extensive network of trails and parks, and nearby world-famous attractions including Walt Disney World. This move-in ready home offers modern construction, privacy, and an exceptional Winter Garden location in one of Central Florida’s most desirable and rapidly growing areas. Make this exceptional home yours today!

5679 Orange Orchard Drive, Winter Garden

$849,900

4 Beds ⋅ 3 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code

NOT JUST A PLACE TO LIVE…THIS HOME IS A REAL STUNNER!! From the ALLURING CURB APPEAL to the BEAUTIFULLY DESIGNED and FUNCTIONAL FLOOR PLAN, this 4 BEDROOM, 3 BATHROOM, 3036sf home will SURPASS YOUR EXPECTATIONS! Upon entrance, you will encounter the designated 13’x11’ OFFICE/DEN/CRAFT ROOM to the left with DOUBLE DOORS for easy furniture placement. To the right of the foyer, there is a 14’x11’ BEDROOM next to a FULL BATHROOM which would be perfect for overnight guests. The 23’x13’ LIVING ROOM includes a DINING AREA OPTION if desired. The living room hallway leads to 2 ADDITIONAL 13’x11’ BEDROOMS and a POOL PLANNED FULL BATH which opens to the patio. The chef in your household will love the16’x13’ KITCHEN featuring HIGH QUALITY KitchenAid STAINLESS STEEL APPLIANCES, CERAMIC TILE BACKSPLASH, NUMEROUS 42” CABINETS, plenty of COUNTER SPACE including a CENTER ISLAND and a BREAKFAST BAR. The BUTLER PANTRY has additional cabinets and drawers with a WALK-IN PANTRY. The kitchen opens to a 20’x16’ FAMILY ROOM and a 2nd DINING AREA with DOUBLE AND TRIPLE SLIDERS to the rear patio. The 13’x14’ PRIMARY SUITE has an entryway from the Dining Area with an ART NICHE for displaying your favorite piece. LUXURY IS EVIDENT in the PRIMARY ENSUITE BATHROOM as shown by an OVERSIZED SOAKING TUB, a SPACIOUS WALK-IN SHOWER with DUAL SHOWERHEADS, HIS and HERS VANITIES, a WATER CLOSET and an L-SHAPED WALK-IN CLOSET PROFESSIONALLY DESIGNED with BUILT-IN SHELVES, DRAWERS and CABINETRY. ADDITIONAL INTERIOR FEATURES of this home include NEW CARPET in the BEDROOMS; GRANITE COUNTERTOPS THROUGHOUT, TRIPLE SPLIT BEDROOM PLAN; VAULTED CEILINGS; SECURITY SYSTEM; COPIOUS STORAGE and NATURAL LIGHT, and an INDOOR LAUNDRY ROOM with a WASHER & DRYER, DEEP BASIN SINK and CABINETRY. HIGHLIGHTS OF THE REAR YARD include a 12’x40’ COVERED BACK PORCH with a SUMMER KITCHEN to include a REFRIGERATOR, SINK, JENN-AIR STYLE GAS COOKTOP and GRILL, and DUAL TERRACE CEILING FANS. For privacy, there is a BLOCK WALL FENCE at the rear of the yard and an ECO-FRIENDLY PRIVACY SCREEN OF MATURE BAMBOO on each side which shines beautifully THROUGH the automatic GARDEN NIGHT DECORATIVE REFLECTORS. ADDITIONAL EXTERIOR FEATURES INCLUDE A FRENCH DRAINAGE SYSTEM for flood prevention, ALL AROUND GUTTERS, a TILE ROOF, a 3 CAR GARAGE with EPOXY STYLE FLOORING, and BRICK PAVERS covering the DRIVEWAY and FRONT PORCH ENTRYWAY. The popular TWINWATERS COMMUNITY offers a COMMUNITY POOL WITH GATHERING AREAS, a PLAYGROUND and an enjoyable WALKING TRAIL. TWINWATERS is DESIRABLY LOCATED just minutes from the WINTER GARDEN VILLAGE, HISTORIC DOWNTOWN WINTER GARDEN, CENTRAL FLORIDA ATTRACTIONS, MAJOR HIGHWAYS and so much more. DON’T DELAY! THIS IS AN AMAZING VALUE IN A COMMUNITY OF MILLION DOLLAR PLUS HOMES. Call us today for your private showing!

16545 Broadwater Avenue, Winter Garden

$465,000

3 Beds ⋅ 3 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code

Attention investors!! Welcome to this beautiful townhome like new and rented until April 2027!!! Is located in the desirable Mezzano community in Winter Garden. This well-maintained property features a modern open-concept layout with spacious living and dining areas, perfect for both relaxing and entertaining. The main level includes a versatile flex space that can be used as a home office, study, guest space, or playroom, providing extra functionality. The kitchen offers contemporary cabinetry, quality appliances, and ample counter space.Residents enjoy a low-maintenance lifestyle with convenient access to shopping, dining, major highways, and top-rated schools. The community is ideally located just minutes from Winter Garden Village, downtown Winter Garden, and other popular Central Florida attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers comfort, convenience, and a great location in one of Winter Garden’s growing communities. Schedule your private showing today and experience everything this home has. Priced to sell!!!

7007 Twilight Bay Drive, Winter Garden

$699,000

7 Beds ⋅ 3 Baths ⋅ Burchshire SubDv. ⋅ 34787 Zip Code

ATTENTION INVESTORS! Rare opportunity to own a fully occupied triplex in the heart of Winter Garden. Located within minutes to the popular Plant Street district with its vibrant shops, restaurants, and entertainment. This true triplex sits on an oversized lot and features three renovated units with reliable tenants. Each unit is individually metered for electricity, and the property is connected to city water and city sewer. Tenants pay their own utilities and are responsible for yard maintenance. The oversized lot provides additional flexibility and potential for future expansion such as a garage apartment or in-law suite (buyer to verify zoning and building requirements). Roof replaced approximately 10 years ago. Excellent location with strong long-term appreciation potential.

721 Foster Avenue, Winter Garden

$549,990

4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 2 SubDv. ⋅ 34787 Zip Code

Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. 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.

16153 Water Spring Boulevard, Winter Garden

$565,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hamlin SubDv. ⋅ 34787 Zip Code

Live in the heart of Hamlin! Welcome to this beautifully upgraded 3 bedroom, 2.5 bath home with a versatile first floor flex room that can easily serve as a fourth bedroom, home office, playroom, or guest space. Built in 2021, this move in ready home offers over 2,100 square feet of thoughtfully designed living space, modern finishes, smart upgrades, and an exceptional location in one of Winter Garden's most sought after communities. Inside, you'll find an open concept floor plan filled with natural light, fresh interior paint, upgraded flooring, and stylish lighting throughout. The kitchen is the centerpiece of the home, featuring Level 5 quartz countertops, a large island wrapped in custom porcelain tile, stainless steel appliances, and abundant cabinet space, making it ideal for everyday living and entertaining. Upstairs, the spacious primary suite features a custom walk in closet and an upgraded en suite bathroom with quartz countertops. Two additional bedrooms, a full bathroom, and an updated laundry room complete the second floor. This home also includes valuable upgrades rarely found at this price point, including a whole home water filtration and softener system, an APCO X Ultra air purification system, five Arlo security cameras that convey, and prewiring for additional smart home connectivity. Outside, enjoy the privacy of a rear entry two car garage and a low maintenance yard, giving you more time to enjoy everything this vibrant community has to offer. Located just minutes from Hamlin Town Center, you'll enjoy waterfront dining, shopping, coffee shops, fitness studios, entertainment, Publix, Cinépolis Luxury Cinemas, top rated schools, and convenient access to State Road 429, making it easy to reach Walt Disney World, downtown Orlando, and Orlando International Airport. Homes offering this combination of flexible living space, thoughtful upgrades, modern finishes, and an unbeatable location are hard to find. Schedule your private showing today and discover why so many buyers are choosing to call this community home.

4642 Prairie Creek Street, Winter Garden

$434,900

3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code

Perfectly positioned in the heartbeat of Horizons West, just 3 miles from Disney’s Magic Kingdom. This impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic - including a spacious two-car garage attached to the largest oversized patio in Summerlake! Enjoy the nightly Disney fireworks and hear the subtle sounds of Magic Kingdom as you begin your day. Move-in ready and thoughtfully upgraded with a newer HVAC system, this home delivers low-maintenance living and an unbeatable location just minutes from Hamlin Town Center, top-rated schools, and world-class attractions. The open, light-filled floor plan showcases tile flooring, spacious living and dining areas, while an upgraded rustic ‘reclaimed wood’ accent wall blends the modern and organic creating your magical oasis. Enjoy your gourmet kitchen with 42" cabinets, granite countertops, an expansive island and stainless-steel appliances. Upstairs, the primary suite offers dual sinks, granite counters, soaking tub, glass-enclosed shower, private water closet, and a large walk-in closet, along with two additional bedrooms, full bath, and convenient upstairs laundry. Summerlake residents enjoy expansively upgraded resort-style amenities, including a new pool, tennis courts, fitness center, community conservation area, playground, dog park, fishing, scenic trails, and more. The new Summerlake HOA has made this community a truly special place to live - all just minutes to SR 429, Florida Turnpike, Hamlin Town Center, Disney, Orange County National Golf Center, and Orlando Health. Schedule your private showing today!

8113 Red Stopper Lane, Winter Garden

$664,000

4 Beds ⋅ 3 Baths ⋅ Horizon Isle SubDv. ⋅ 34787 Zip Code

$5,000 Buyer Credit toward Closing Costs or an Interest Rate Buy-Down! Experience exceptional privacy and refined one-story living in this beautifully designed 4-bedroom, 2.5-bath home with a dedicated office nook, perfectly situated on one of the most desirable lots in the community. Thoughtfully crafted with elegant finishes and functional design, this immaculate residence offers the ideal blend of luxury, comfort, and everyday convenience. A versatile fourth bedroom, accessed through striking double barn doors, is currently utilized as a den, office, or study (no closet), providing flexible living space to fit your lifestyle. An additional built-in office nook, discreetly tucked behind a stylish barn door, creates the perfect work-from-home space while maintaining the home's clean, streamlined design. At the heart of the home, the gourmet kitchen is sure to impress with granite countertops, a farmhouse sink, double built-in ovens, an inviting coffee station, abundant cabinetry, and exceptional storage. The open-concept design flows seamlessly into the spacious great room, creating an ideal setting for both entertaining and everyday living. The private primary suite serves as a peaceful retreat featuring a spa-inspired bath, an oversized walk-in closet, and tranquil finishes designed for comfort and relaxation. Two additional generously sized bedrooms provide ample accommodations for family and guests. The oversized laundry room doubles as a functional utility space with extensive cabinetry, workspace, and storage. Step outside to the expansive covered paver lanai, overlooking a fully fenced backyard with white PVC fencing—perfect for entertaining, children, pets, or simply relaxing in complete privacy. Additional highlights include an oversized 2-car garage with professionally sealed flooring, meticulous maintenance throughout, and true move-in-ready condition. Ideally located near shopping, dining, parks, and major roadways, this exceptional home offers the perfect combination of luxury, functionality, and location. Don't miss this opportunity to own one of the community's most thoughtfully designed and impeccably maintained homes! Peaceful location away from the crowds!

13184 Dendy Way, Winter Garden

$435,000

3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to 16425 Prairie School Drive, a beautifully maintained 2021 townhome located in the highly desirable Hawksmoor community of Winter Garden. This move-in-ready home offers 3 bedrooms, 2.5 bathrooms, a rear-entry two-car garage, and 1,662 square feet of modern living space designed for comfort and convenience. Step inside to an open-concept floor plan featuring tile flooring throughout the main living areas, a spacious living and dining room, and a bright, stylish kitchen complete with a large center island, stainless steel appliances, and ample cabinet space—perfect for entertaining or everyday living. Upstairs, the spacious primary suite features a walk-in closet and private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy low-maintenance living and access to Hawksmoor’s resort-style amenities, including a community pool, fitness center, clubhouse, playground, walking trails, and scenic lakes. Conveniently located near Downtown Winter Garden, Flamingo Crossings, major highways, shopping, dining, and Walt Disney World, this home offers an exceptional opportunity to enjoy one of Central Florida’s most sought-after communities. Schedule your private showing today and experience the lifestyle that makes Winter Garden one of the area’s most desirable places to call home.

16425 Prairie School Drive, Winter Garden

$873,000

5 Beds ⋅ 3 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code

QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, ensuring your home is as connected as it is Beautiful. This home offers the perfect combination of Luxury, Convenience, and Modern Design—an ideal place to live and relax. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!

276 Summer Pine Street, Winter Garden

$336,900

3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code

***SELLER MOTIVATED*** Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!

1532 Scarlet Oak Loop Unit 70B, Winter Garden

3 Bathroom Homes for Sale in Winter Garden, FL

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