Winter Garden Single Family Homes For Sale - 515 homes

Remarks: Welcome to the beautiful community of Waterleigh in Winter Garden! This meticulously maintained home features 5 bedrooms, 4 bathrooms, and a second floor laundry and bonus/game room. This thoughtfully designed open-concept home offers functionality and space for all. The spacious foyer invites you into the great room filled with natural light and overlooks the pond. The kitchen features stainless steel appliances, quartz countertops, and a large island that overlooks the dining and living areas. There is also a bedroom on the first floor that can also be used as a private office. The staircase with iron railing leads you to the second floor which houses the primary suite that provides a relaxing retreat with a spa-like bathroom and generous walk-in closet and pond view, and three additional bedrooms and two baths (one of the bedrooms is an en-suite). The serene backyard with covered patio and view of the pond offers space for a future pool, and is perfect for outdoor dining, family gatherings, or simply enjoying Florida’s sunshine. This home boasts wood-look tile on the first floor, upgraded lighting and ceiling fans, decorator touches and wainscoting, and lots of storage. Residents of Waterleigh enjoy resort-style amenities, including two clubhouses, pools, fitness centers, tennis and volleyball courts, playgrounds, walking trails, dog parks, and even a community beach with lake access. Lawn care is included in the HOA for true low-maintenance living. Conveniently located near Disney, Horizon West shopping and dining, top-rated schools, and major highways, this home offers the perfect balance of luxury and practicality in one of Winter Garden’s most sought-after neighborhoods.

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

Remarks: Welcome to this exceptional five-bedroom, four-bathroom home situated on Lake Star in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom and 4th Bathroom. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The primary bedroom suite offers a tray ceiling and a luxurious bath featuring dual vanities, garden tub and glass enclosed shower with two shower heads. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with a kitchen stub-out for a future outdoor kitchen, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Dee Lund (407-925-7781)

Remarks: Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Under contract-accepting backup offers. Refined Design Meets The Premier Homesite: Experience the pinnacle of comfort and intelligent design in this meticulously upgraded 5/4.5 residence. As the builder's Model Home, this property is sold fully furnished and features impeccable interior design décor. The centerpiece of the residence is the expansive open-concept kitchen, equipped with top-tier integrated appliances and high-end stone countertops. The ground level offers a convenient full guest suite alongside an exclusive executive study. A vast multi-purpose loft area on the second floor. The expansive covered lanai features decorative brick flooring and a built-in fire pit, all enclosed by full perimeter fencing. The oversized plot offers a separate, dedicated space ideal for building your custom summer kitchen and a small plunge pool/SPA. This residence represents the definitive, turnkey alternative to new construction.

Listing is courtesy of: KICANTO REALTY (305-744-2297)

Listing Agent: Cristiane Leon (305-744-2297)

Remarks: Under Construction. Discover this stunning new construction home at 17311 Beachgrass Alley in Winter Garden. This well-appointed single-story floorplan blends comfort, functionality, and style, offering 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. Within its 1,510 square feet of comfortable living space is an open-concept layout that combines the kitchen, dining, and great room into one seamless area perfect for entertaining or everyday living. The kitchen is anchored by a central island with seating, surrounded by plenty of counter space and cabinetry, plus a walk-in pantry for extra storage.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Stacie Brown Kelly (407-221-4954)

Remarks: Under contract-accepting backup offers. Just minutes from Downtown Winter Garden, this charming 3-bedroom, 2-bathroom corner-lot home in the gated Cobblestone community offers convenience and a vibrant lifestyle. Enjoy boutiques, cafés, and the weekend farmers market on Plant Street, along with access to parks, the West Orange Trail, and community events. The bright, open floor plan features upgraded flooring, a modern kitchen with stainless steel appliances, and a spacious master suite with a walk-in closet and dual vanities. The oversized lot includes mature landscaping and an entertainment area with a fenced backyard, paver patio, pergola, and fire pit—perfect for gatherings. You're close to Winter Garden Village, top schools, and major highways. Don't miss this opportunity—schedule a showing today!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)

Listing Agent: Brian Smith (352-874-8704)

Remarks: Independence ** NEW ROOF & NEW HVAC ** NEW PRICE 20K reduction from orig list price 3/10/26 ** Property just needs new carpet replacement and paint inside reflected in list price ** Great back yard space for outdoor living and convenient location just around the corner only a 4 min walk to the Independence main clubhouse and pool ** NEW ROOF +/-2023-2024 on home and garage **NEW HVAC system with new heat pump 5/2025 ** HVAC has a SolaceAir AirRanger high efficiency polarized media air cleaning system ** Tankless gas hot water tank ** NEW interior doors ** Kitchen with stone counters, breakfast bar and all stainless steel appliance included ** Primary bedroom has ensuite bath with separate shower and jacuzzi tub ** All bedrooms and the family room have ceiling fans ** Nice back yard 40' lot with plenty of space for a pool or a large patio ** 2 car detached garage ** So close to Disney you see the Disney fireworks ** LOW HOA fees $194.69 incl cable & internet which currently includes HBO and Max! Incredible amenities including 2 community pools, play areas, a lg community park plus other neighborhood green space and play areas thru-out the neighborhood, loads of sidewalks & conservation thru-out the community with fantastic walkability, 2 dog parks, tennis & basketball courts, main clubhouse w arcade, fitness, 2nd clubhouse w fitness & billiards rm, 2 private community boat ramps with docks with lake access to Lake Hancock and Lake Speer, a 10' walking/biking path that extends from one end of the community to the other and connects to another walking path up to the Hamlin stores and restaurants & more & a full time activities director with many events through the entire year and on-site property mgr for the Independence community ** Easy access to the 429 +/-1 mile from Independence and to great shopping, restaurants, business services, grocery stores, a movie theatre, Urban Air Adventure Park, PopStroke Golf and more ** Buyer to verify square footage-All room measurements are approximate and from the Builders floor plan.

Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)

Listing Agent: Andrew Philippone (407-408-6662)

Remarks: This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures both privacy and functionality. Step into the expansive great room, complemented by a kitchen that will well exceed your expectations. Boasting wood look plank tile flooring, soft-close cabinetry, and Bosch stainless steel appliances, this culinary haven includes a massive quartz island perfect for both meal preparation and dining. Indulge in the elegant dining room adorned with a coffered ceiling, welcoming family and friends for memorable festive gatherings. The primary suite is an oversized sanctuary with coffered ceilings, custom California Closets, a luxurious newly installed Jacuzzi tub, and a rejuvenating shower. The 2nd bedroom is an oversized private bedroom suite with a full bath which is ideal for second primary bedroom, fitness room or playroom. The strategically located middle 3rd bedroom, featuring French doors, is an ideal space for a home office. The private 4th bedroom is en-suite and completes the first floor. The upstairs bonus room, complete with a powder room, offers versatility for home theater entertainment, game room or relaxation. Just a few minutes' walk to Winter Garden Village for shopping, dining and numerous events throughout the year, major commuter routes close by, walking, biking, and jogging trails. Just under a mile from downtown Historic Winter Garden, where the ever-popular Farmer's Market takes place every Saturday and of course, the well-known West Orange Trail that runs down the middle of the town. Bring your most discerning buyer – this home is a true delight that surpasses expectations!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Julie Bettosini, Pa (321-689-9594)

Remarks: Welcome home to this stunning residence in the highly desirable Westfield Lakes community, perfectly situated in the heart of Winter Garden. This home offers an unbeatable location—just minutes from shopping and dining at Winter Garden Village, charming downtown Winter Garden, and West Orange High School directly across the street. With easy access to all major highways and Central Florida attractions, convenience is truly at your doorstep. Set on an extra-large 0.33-acre lot with no rear neighbors, this property provides exceptional privacy and outdoor space. Curb appeal shines with brick pavers and a beautiful stained-glass front door welcoming you inside. The thoughtfully designed floor plan features 4 bedrooms and 2.5 bathrooms, including separate living and dining rooms ideal for both everyday living and entertaining. The split-bedroom layout offers a private owner’s retreat complete with an ensuite bathroom featuring a Roman tub, separate shower, and dual vanities. On the opposite side of the home, you’ll find three additional bedrooms, two bathrooms, and a dedicated nook perfect for a study area or homework station. Major updates add peace of mind, including a new roof (2019), new A/C, heat pump, and air handler (2020), and solar panels installed in 2019 for energy efficiency. This move-in-ready home checks all the boxes and is a must-see for new home buyers looking for space, location, and long-term value. Don’t miss this incredible opportunity!

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Mark Hide (407-832-7332)

Remarks: Under contract-accepting backup offers. 3.82 ACRES OF SECLUDED PRIVACY AND STUNNING VIEWS! Perched on a hilltop and surrounded by nature, this property offers the perfect combination of tranquil serenity and modern convenience to the luxuries and amenities of Windermere and Winter Garden. Zoning is A-1 within the Lake Avalon Rural district which allows for 1 dwelling unit per 5 acres. Horses and farm animals welcome. Spread out and build your dream estate! The existing home is 1,685 SF with 4 bedrooms and 2 full bathrooms. Renovate it, tear it down, or reimagine it as a guest house or pool cabana! Roof replaced in 2005. AC replaced approximately 2019. Water heater replaced approximately 2015. AC replaced approximately 2019. Private well and septic systems. Public water and sewer connections available. Less than 30 minutes from Disney World and downtown Orlando, this is a rare opportunity to own a hilly 3.82 acre private estate in one of the most stunning and desirable areas of Winter Garden and Central Florida. Whether you are looking for a full-time residence or a luxury getaway, this property offers endless possibilities!

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Jason Black (407-497-6345)

Remarks: Under contract-accepting backup offers. Motivated seller! This highly sought-after 3-bedroom, 2-bath home is truly a gem! Used only as a second home, it feels and looks brand new and has never been fully lived in—just enjoyed during vacations. The curb appeal is delightful, featuring an oasis of shrubs and a charming porch, perfect for sitting out and savoring the tranquility of Johns Lake, which is visible from the home. Step inside to discover an open floor plan, enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen—great for entertaining! The ceramic tile runs throughout the open floor plan with luxury high-end fitted carpet in each bedroom. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer, along with a convenient sink. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. All high-end furniture can be purchased, and it is in like-new condition—barely worn, with most pieces made in Italy. Waterside at John’s Lake offers resort-style amenities, including a beautiful pool, modern fitness center, and clubhouse, ideally located straight across the street from this home. It’s just minutes from Downtown Winter Garden, and A-rated schools, Disney, Universal theme parks, and Orlando International Airport are just a 20-minute car ride away, as well as shopping and fantastic restaurants. There’s nothing you won't love about this home. Schedule your appointment today.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)

Remarks: This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.

Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)

Listing Agent: Michael Blank (407-595-0144)

Remarks: Discover this stunning corner home in the heart of Horizon West! Virtually brand new, this home has been occupied for less than four months and offers a unique blend of comfort and thoughtful design. The property is fully fenced, ensuring privacy and security. Enjoy the beautifully landscaped backyard, complete with an outdoor shower, perfect for cooling off on warm Florida days. Relax in the charming Florida room while sipping coffee and taking in the delightful weather. Located in a highly desirable area with top-rated schools, shopping centers, markets, and entertainment options, including Disney World, just a short drive away. Don't miss the chance to see this exceptional home—schedule a visit today!

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

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Welcome to this exceptional 2023 Pulte Homes residence, thoughtfully curated with refined custom upgrades and designed to elevate modern living. Offering five bedrooms and four bathrooms, this expansive open-concept floor plan blends sophistication with everyday functionality. Warm oak laminate flooring flows seamlessly throughout the main living areas and into the primary suite, creating a cohesive and inviting aesthetic. A gracious foyer introduces a semi-private dining room adorned with elegant wainscoting—an ideal setting for intimate gatherings and formal entertaining. At the heart of the home, the great room makes a striking impression with its dramatic floor-to-ceiling stone fireplace and custom built-in shelving. This stunning focal point opens effortlessly to the gourmet eat-in kitchen, appointed with upgraded cabinetry, stone countertops, a designer tile backsplash, stainless steel appliances, and an oversized walk-in pantry. The expansive island with seating anchors the space, while a sunlit breakfast nook provides a charming setting for casual dining. The primary suite serves as a tranquil retreat, highlighted by a trey ceiling and a statement stone feature wall. A generously sized walk-in closet and a spa-inspired en-suite bath with an elegant tile shower complete this private sanctuary. The main level also features a dedicated office with glass doors, two additional bedrooms—each with its own private en-suite—along with a well-appointed laundry room offering built-in cabinetry and a utility sink for added convenience. Upstairs, an oversized bonus gathering room and a dedicated media room (easily convertible to a sixth bedroom) provide flexible living options. Two additional spacious bedrooms with walk-in closets share a beautifully designed full bath with dual vanities and a tub-shower combination. Exterior details are equally impressive. A paver driveway leads to a three-car garage, while the covered paver patio overlooks a generously sized yard—perfect for both relaxed evenings and lively entertaining. Situated within the gated community of Lakeview Preserve, residents enjoy resort-style amenities including a pool, playground, clubhouse, fitness center, and scenic walking trails. Ideally located near top-rated schools, premier shopping and dining, and the world-class attractions of Orlando, this home offers an unparalleled lifestyle opportunity. Private showings available upon request.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: John Callahan (407-716-3541)

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)