A Single Family Homes For Sale in Winter Garden - 15 homes

Remarks: One or more photo(s) has been virtually staged. Prime Winter Garden Location | Westfield Lakes Welcome to this lovely 5-bedroom, 3-bathroom single-family home in the highly sought-after Westfield Lakes community. With strong curb appeal and a well-maintained interior/exterior, this residence stands out the moment you arrive. Recent updates make ownership effortless: roof and gutters (2021), full exterior paint (2021), interior paint (2025), HVAC system (2021), and water heater (2020). Inside, you’ll love the generous open-concept living areas featuring a spacious family room flowing into the kitchen, plus a separate living and dining room perfect for entertaining. The kitchen shines with stainless steel appliances, generous 42” wood cabinetry, a large walk-in pantry, and a sunny breakfast nook. The oversized primary suite is a true retreat, complete with space for a sitting area and direct access to the screened lanai. Its ensuite bath offers a split vanity, jetted tub, and separate shower. A second bedroom includes its own private bath, while bedrooms three and four sit conveniently near the kitchen and share a full bath. The fifth bedroom currently serves as a home office with built-in cabinetry. This room can easily transition into a bedroom and has a built-in closet. The screened lanai provides a private space to relax as there are no rear neighbors! Additional highlights include a 3-car garage and ample room for parking and storage. Westfield Lakes residents enjoy fantastic amenities: two playgrounds, tennis and pickleball courts, and two community fishing docks on Lake Beulah. Families appreciate that students can walk to West Orange High School. Conveniently located minutes from Highway 50, SR 408, SR 429, the Florida Turnpike, Historic Winter Garden, Winter Garden Village, the Aquatic Center, YMCA, and all major Orlando attractions.

Listing is courtesy of: XCELLENCE (866-595-6025)

Listing Agent: Layali Salem (407-274-7964)

Remarks: Under contract-accepting backup offers. Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: One or more photo(s) has been virtually staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Claire Sims Llc (203-767-8109)

Remarks: Under contract-accepting backup offers. Spacious and inviting, this 5-bedroom, 2-bathroom home with one of the largest lots, boasting just shy of .4-acre in the Fullers Crossing community offers the perfect blend of comfort, style, and functionality. Thoughtfully updated, this home features a new roof (2020), water heater, and gutters (2021), along with a new A/C system (2023), giving you peace of mind for years to come. As you arrive, the paver driveway and two-car garage immediately enhance the home’s curb appeal. Step inside to find (newer) stylish luxury vinyl flooring that flows throughout the entire home, creating a cohesive and modern look. Designed with flexibility in mind, the layout includes a formal living room for gatherings and a formal dining room perfect for hosting memorable meals. At the heart of the home, the kitchen opens seamlessly to the family room and breakfast nook, creating a bright and airy living space enhanced by vaulted ceilings. The kitchen is equipped with stainless steel appliances, a brand-new range and microwave, a breakfast bar, and a pantry. The dinette area is ideal for casual dining and flows effortlessly into the family room. Abundant natural light from the sliding glass doors, combined with soaring ceilings, creates an open and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a walk-in closet and an ensuite bathroom featuring dual sinks, a separate shower, and a relaxing garden tub—perfect for unwinding at the end of the day. Four additional generously sized bedrooms provide plenty of space for family, guests, or a home office, along with a versatile flex space or bonus room to suit your needs. Situated on an oversized 0.39-acre lot, the outdoor space offers endless possibilities. Step outside to enjoy a covered patio overlooking a large, fully fenced backyard with durable vinyl fencing and a community wall for added privacy. Additional outdoor features include a shed (2018) and a double gate entry for convenient access. Only minutes to the beautiful downtown Winter Garden! Access to the West Orange bike trail is just outside the community. This home truly offers space, comfort, and versatility for any lifestyle. Don’t miss your opportunity to own this beautifully maintained and well-designed property—schedule your private showing today.

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Scott Bedsole (407-914-8223)

Remarks: One or more photo(s) has been virtually staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Under contract-accepting backup offers. Accepting Backup Offers! Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Lauren Marason (610-223-7086)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Xiomara Pratts (407-993-2865)

Remarks: One-story three-bedroom, two-bath home in desirable Summerlake featuring a fenced yard with paved patio. Recent upgrades include new landscaping, laminate tile flooring in the primary bedroom, updated kitchen and primary bath countertops, and new stainless appliances including refrigerator, microwave and gas range. Backyard highlights a fully functioning hot tub (included) and enhanced pergola with lighting, drainage system, adjustable top and reinforced concrete base. Lawn care included in HOA with access to resort-style amenities. Convenient to Disney, Winter Garden, shopping, dining and top-rated schools.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Nadielle Mcarthur (862-704-5992)

Remarks: Located in the golf cart district just minutes from the charm of Downtown Winter Garden, this beautifully maintained 3-bedroom single-family home in the highly desirable Covington Chase community offers the perfect blend of comfort, functionality, and lifestyle. Inside, you'll find a flexible and spacious open-concept layout, featuring a front living area and formal dining space, seamlessly connected by an open kitchen and main living area. The kitchen is well-appointed with stainless steel appliances, including a refrigerator, dishwasher, microwave, and stove, along with a breakfast bar and space for a casual dining table. The primary suite is privately situated off the living room and features a walk-in closet and an ensuite bathroom complete with dual vanities, a soaking tub, and a separate walk-in shower. Two additional generously sized bedrooms and a full family bathroom are thoughtfully positioned, along with a dedicated laundry room that provides direct access to the two-car garage. Sliding glass doors from the living area lead to a screened rear patio, opening out to a spacious, fully fenced backyard, with vinyl panels to the back and aluminum fencing to the sides. Residents of Covington Chase enjoy access to a community pool and playground, while the home’s location along the West Orange Trail makes it easy to enjoy an active, outdoor lifestyle. With close proximity to local restaurants, cafés, shops, and everyday conveniences, as well as easy access to major roadways, this home truly offers the best of Winter Garden living.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Andrew Kincaid (407-304-0454)

Remarks: Under contract-accepting backup offers. $50,000+ BELOW APPRAISED VALUE (Appraisal report completed February 2026). BRAND NEW ROOF installed September 2025! Your dream pool home in the recently expanded, highly sought-after Golf Cart District in Winter Garden awaits! Set on a spacious corner lot just under a quarter acre, this stunning 5-bedroom, 4-bathroom home offers 2,994 sq ft of thoughtfully designed living space. The beautiful curb appeal, manicured lawn, and wide driveway set the welcoming tone that awaits inside. Upon entry, you'll find the formal living and dining rooms, which connect directly to the kitchen and make hosting holidays or gatherings feel effortless. The kitchen is a chefs dream, featuring stainless steel appliances, abundant counter space, crown-molded cabinetry, a breakfast bar, and generous storage. This kitchen makes meal prep of any size feels like a breeze! Just beyond, the dinette and family room create a cozy hub for everyday meals, movie nights, and time spent together. The primary suite is conveniently located on the first floor and provides a peaceful retreat with a large walk-in closet with custom shelving and an en suite bathroom complete with a soaking tub, separate shower, and dual vanities. A full laundry room with a sink and storage adds everyday ease. Upstairs, a versatile loft offers endless possibilities, whether a TV room, playroom, or home office, while additional bedrooms are bright and spacious, so everyone in the family can feel right at home. Step outside to the star of the show: a screened-in lanai and resort-style pool! Perfect for summer BBQs, refreshing dips in the pool, or relaxing evenings under the Florida sky, this lanai is waiting to be the backdrop for many memories to come. The pool was recently resurfaced in June of 2025 with a salt cell added in April 2023, providing you added peace of mind. A new A/C unit was also installed in August 2020. The fenced backyard provides a safe space for four-legged friends and little ones to roam freely, while upgraded Govee Permanent Pro Outdoor smart lighting enhances both holiday ambiance and outdoor entertaining. The location truly sets this home apart. You’re less than 10 minutes from downtown Winter Garden, where brick-lined streets, local boutiques, award-winning restaurants, and a beloved weekly farmers market create a vibrant small-town feel. Outdoor enthusiasts will love being minutes from the West Orange Trail for biking, jogging, or scenic walks, as well as close to Lake Apopka, nearby parks, and nature trails for weekend adventures. With easy access to major highways, commuting is a breeze! This home puts you just 20 minutes from Walt Disney World, plus close to top-rated schools, shopping, and everyday conveniences. This home has truly been cared for and exemplifies the best of Central Florida living. Don't miss out on this amazing property, schedule your private showing TODAY!!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Grace Brazell (407-967-8608)

Remarks: GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!

Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)

Listing Agent: Steven Boone (352-430-4144)

Remarks: Family-Friendly Home for Sale in Beautiful Winter Garden! Welcome to your next home in one of the most desirable and family-oriented communities in Central Florida! This charming property is ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Home Highlights: • Gutters and classic brickwork • Cozy screened-in porch — perfect for morning coffee or playtime • Upgraded appliances • New water heater • New garage door Everyday Convenience: Just 1 mile from Walmart and Publix — making errands quick and easy! Family-Favorite Restaurants Nearby: Outback • Bosphorus • Miller’s Ale House • Ford’s Garage • Agave Bandido • McDonald’s • Chick-fil-A • Tijuana Flats • Wendy’s Fun & Entertainment for All Ages: PopStroke Mini Golf • Cinepolis Luxury Cinemas • Urban Air Adventure Park Excellent Schools: • Independence Elementary – 1 mile • Bridgewater Middle – 1 mile • Horizon High – 6 miles This home truly offers everything your family needs — comfort, convenience, and community — all in one perfect location!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Fabiana Ferreira (321-401-0191)

Remarks: Under contract-accepting backup offers. Virtually Staged Photos | The Time is Now to Act! Homes Like This is a rarely available home Nestled in Winter Garden, this exceptional residence captures the essence of classic comfort living with breathtaking evening sunsets and the tranquil sounds of Florida wildlife. Built by a highly respected, quality-focused builder, it stands as a true hidden gem. This expansive 4-bedroom, 3-bathroom, one-story home welcomes you with refined architectural details and custom finishes from the moment you arrive. The entryway impresses with intricate custom trim, opening into bright, open-concept living spaces that frame direct views of the serene rear pond. A private office offers an ideal retreat for working from home or creative pursuits.At the heart of the home, the gourmet kitchen features a generous island, double convection ovens, built-in microwave, and a dedicated wine-and-coffee station with elegant glass-accent cabinetry. A walk-in pantry connects seamlessly to the dining area, creating a perfect setting for both everyday meals and formal gatherings. Tile flooring, soaring 10’8” ceilings, wood-encased windows, crown molding, and abundant natural light enhance every space—including a cozy gas-burning fireplace. Make your private appointment today! The primary suite is tucked privately at the rear with direct access to the pool area. It boasts tray ceilings, a custom-organized walk-in closet, and a spa-caliber bath complete with dual vanities, a soaking garden tub, and an oversized frameless glass shower. Three additional bedrooms are thoughtfully arranged in a split layout for maximum privacy, each with ample closet space and well-appointed baths. Outside, an extended paver patio surrounds the custom pool, offering an impressive outdoor retreat. With no direct rear neighbors and positioned on a premium corner homesite along a quiet cul-de-sac, the property enjoys unmatched privacy and serenity. Residents also enjoy exclusive access to resort-style amenities, including a clubhouse, resort-style pool, fitness center, tennis and pickleball courts, a playground, and a private walking path along Johns Lake.Just minutes from historic Downtown Winter Garden—with its boutique shops, gourmet dining, farmers market, and cultural events—the home is also convenient to Winter Garden Village, top-rated schools, and major highways. You’re only 15 miles from Orlando’s world-famous attractions.This distinguished residence combines custom craftsmanship, luxurious upgrades, and an unbeatable location to deliver one of Central Florida’s finest living experiences.

Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)

Listing Agent: Kristi Quick (863-559-6104)

Remarks: Under contract-accepting backup offers. Beautiful pool home in the desirable Johns Lake Pointe Community of Winter Garden! This exquisite 5 bedroom, 4 bath home is perfectly situated on a pond view lot and comes with a solar panel system! This lot plus gorgeous landscaping provides all the privacy you could want. Upon entering you will find the formal living and dining rooms. As you continue through the home, the gourmet kitchen is perfect for the chef of the family and has an open floorplan to the family room. It is complete with stainless steel appliances, granite countertops, a pantry, a breakfast bar, and a large eat-in dining area with french doors to the pool area. Downstairs you will also find a bedroom, full bath that has a door to the pool, and a bonus room (currently used as a gym). The upstairs of this home is perfect for any family! You’ll find the spacious primary suite and a luxurious bath with dual vanities, a garden tub, a separate shower, and a large custom walk-in closet. Two of the additional bedrooms share a full bathroom, while another upstairs bedroom is adjacent to a full bath. Additionally, there is a large loft area, multi-level movie theater room, laundry room, and lots of closet space. The loft area has so many possibilities as it could be used as a billiard room, playroom, etc. Add the gorgeous pool with an outdoor kitchen and firepit and this home will be sure to please the most discerning buyer. Close to schools, Winter Garden Village, downtown Winter Garden, shopping, and restaurants. Also, located within 25-30 minutes of the parks! Johns Lake Pointe features a resort-style pool, clubhouse, playground, fitness room, and tennis courts, which are all located in close proximity to the home! Schedule your showing today!!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Desiree Pizio (321-663-9104)