Explore Winter Garden, FL Homes for Sale

Winter Garden, FL Sold for Sale Map Search

Recently Sold Listings in Winter Garden, FL

Welcome to your dedicated resource for viewing Sold listings in Winter Garden, FL. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Winter Garden, FL below, or if you are looking to sell a home in Winter Garden, FL contact a local agent to discuss the possibilities.

< Back to all Homes for Sale in Winter Garden, FL

All Sold Homes for Sale in Winter Garden, FL

$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

$799,000
4 Beds 4 Baths Tilden Place SubDv. 34787 Zip Code
Welcome to your dream home! This STUNNING 4-bedroom, 3.5-bathroom residence combines MODERN ELEGANCE with luxurious living in a sought-after GATED COMMUNITY. Designed with high-end finishes and thoughtful details, this home is truly a gem. First Floor: Featuring sleek tile flooring throughout the common areas, a GOURMET kitchen with quartz countertops, matching white cabinetry, a stylish white tile backsplash, STAINLESS STEEL APPLIANCES, and a WINE COOLER. The kitchen’s modern design seamlessly integrates a large island and dining area with comfortable seating for up to 10 people—perfect for entertaining. An exclusive and spacious pantry room offers exceptional storage, while the large laundry room includes a deep sink for added convenience. The home also showcases BEAUTIFUL CUSTOM CARPENTRY THROUGHOUT THE MAIN LIVING SPACE, highlighted by a STUNNING BUILT-IN ENTERTAINMENT WALL with rich wood paneling and display shelving. This CUSTOM MILLWORK WAS SPECIALLY DESIGNED BY THE SELLERS AND REPRESENTS A SIGNIFICANT INVESTMENT, making it a truly unique focal point and the home’s signature upgrade. The PRIMARY BEDROOM IS CONVENIENTLY LOCATED ON THE MAIN FLOOR, offering privacy and comfort. It features a spa-like bathroom and two spacious walk-in closets. The bright and airy living area opens to a vast, beautifully landscaped backyard. Second Floor: A staircase with ELEGANT WOOD FLOORING leads to the upper level. Plush carpet enhances comfort throughout the bedrooms, with two bedrooms sharing a bathroom equipped with dual sinks and a bathtub. A second master suite includes a private bathroom with white cabinetry, a glass-enclosed shower, and elegant finishes. The EXPANSIVE loft area is perfect for a TV room, home office, or entertainment space. Prime Location! Conveniently close to top-rated schools, parks, and recreational facilities. Just minutes from shopping centers, restaurants, and major highways for easy commuting. Schedule a showing today and make this dream home yours!

14321 Wabasso Loop, 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

$1,550,000
4 Beds 5 Baths Lake Star At Ovation Phase 1b SubDv. 34787 Zip Code
Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.

16788 Muskgrass Drive, Winter Garden

$520,000
4 Beds 4 Baths Storey Grove Ph 1b-2 SubDv. 34787 Zip Code
CORNER LOT. FRONT-FACING GREEN SPACE VIEWS. TWO PRIMARY SUITES. MAIN-FLOOR PRIMARY. MOVE-IN READY UPDATES. NEW ROOF (JULY 2026). Opportunity for qualified buyers to secure a BELOW-MARKET RATE through an ASSUMABLE MORTGAGE. Located in Storey Grove in the heart of Horizon West, this home is approximately 10 minutes to Disney, 5 minutes to Publix, and 15 minutes to Hamlin Town Center. Positioned on a corner lot with open park space directly in front of the home, it offers added privacy, natural light, and a more open feel than a typical homesite. Inside, the home features fresh interior paint, crown molding throughout, and wood-look luxury vinyl flooring on the stairs and second floor, replacing all carpet. The flexible layout includes TWO PRIMARY SUITES, including one on the main level, creating options for guests, multigenerational living, or a private office, plus an upstairs loft ideal for a playroom, media space, or work-from-home area. The fully fenced backyard includes an in-ground sprinkler system, while the rear-facing alley-access garage keeps curb appeal clean and includes a Level 2 EV CHARGER. The corner lot also allows for additional nearby guest parking. Storey Grove offers a community pool, clubhouse with fitness center, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.

10043 Sequel Alley, Winter Garden

$625,000
4 Beds 2 Baths Island Pointe Sub SubDv. 34787 Zip Code
Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.

1075 Chase Drive, 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

$1,625,000
5 Beds 5 Baths Bronsons Lndgs F & M SubDv. 34787 Zip Code
Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.

2450 Dahlgren Way, Winter Garden

$696,000
5 Beds 5 Baths Harvest At Ovation SubDv. 34787 Zip Code
Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light that interior lots simply do not have. With no rear neighbors and windows on multiple sides, the home feels open and well positioned from the moment you arrive. There is approximately 2,860 square feet under roof, including 2,393 square feet of main living space plus a fully permitted 530-square-foot in-law suite above the garage. The suite includes its own living area, kitchenette with wet bar, and full bath, making it ideal for extended family, long-term guests, or a private home office setup. The kitchen was built with the full gourmet option and is the only bungalow in the neighborhood configured this way. It includes three ovens, quartz countertops throughout, 42-inch cabinetry, soft-close drawers, stainless steel appliances, and a large walk-in pantry — designed for someone who actually cooks and entertains. Additional features include luxury vinyl plank flooring, a tray ceiling in the primary bedroom, wood stair treads, tile showers, quartz bath counters, recessed lighting, audio pre-wire, built-in garage storage, laundry room built-ins, zoned HVAC, and tankless water heaters. The first-floor block walls were upgraded with core-fill foam insulation, providing improved energy efficiency and a noticeably quieter interior. The fully paved lanai and corner placement create a more open and private outdoor setting than most homes in the community. Harvest at Ovation offers a pool, park, and playground, and the location places you minutes from Hamlin Town Center, top-rated schools, SR-429, Walt Disney World, and Flamingo Crossings. A rare opportunity to own one of the best-positioned and most thoughtfully upgraded bungalows in Harvest at Ovation.

16271 Honey Harvest Street, Winter Garden

$890,000
4 Beds 4 Baths Watermark Ph 2b SubDv. 34787 Zip Code
Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home’s overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family’s routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don’t miss the opportunity to live or invest in one of the best addresses in the region.

9218 Holliston Creek Place, Winter Garden

Start Your Search