Winter Garden Homes For Sale & Real Estate - 697 homes

Remarks: ***Beautiful 2-bedroom Palm model condo located on the fifth floor at The Grove Resort and Water Park. This fully-furnished condo is professionally managed by the onsite property rental team, and owners can use it themselves for up to 179 nights per year! This spacious condo offers a full kitchen, with separate room with full washer and dryer, and is open to the large living room with screened-in balcony where you can enjoy the sunsets every night! The large primary bedroom has a king bed, and an en-suite with dual sinks, and separate tub and shower. The second bedroom has two double beds, and has direct access to the second full bathroom. Owners can enjoy the many amenities at The Grove, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider Surf Simulator! If you are hungry or thirsty there is the Longboard Bar and Grill ready to serve up your favorites! In addition, there are three more pools and a hot tub located near Lake Austin at The Springs Pools! Also next to the pools are the 24/7 gym, and Valencia restaurant, where you can enjoy eating indoors, or outdoors! The Grove Resort provides a free daily shuttle to and from Disney, which is also just a short car ride away. Have the best of both worlds, and make an income, while enjoying the property that you own with friends and family! Call now for more details!!***

Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)

Listing Agent: Lesley O'Neal (407-729-3930)

Remarks: One or more photo(s) has been virtually staged. Step into this beautifully designed bungalow that perfectly balances charm and modern convenience. From the moment you enter, one notices the 8 foot doors, 5' baseboards and Mowhawk Revwood Silver Shadow colored luxury vinyl floors throughout. Just off the foyer is a large office/4th bedroom option with double door entry and full bathroom, perfect for visitors or multi-gen living. The expansive open layout of the kitchen, living room and dining room is ideal for cozy evenings or entertaining guests. The large kitchen is a chef’s dream with crown molding, Barnette Linen colored cabinets and light rail, Carrara Marmi Eased Edge Quartz countertops, single basin stainless steel undermount sink, Sterling Polished Chrome pulldown faucet, satin nickel Briolette pulls and Omni White Gloss Picket backsplash tile to the ceiling. Through the dining room and sliding glass doors, the rear porch provides space for al fresco dining while the covered breezeway from the garage ensures dry trips from the car to the house and back during rainy Florida summers. Upstairs, the luxurious master suite offers a serene escape, with 12x24" Brook II white matte tile flooring, gentlemen's height vanity, Barnett Boulder colored cabinets, sparkling white colored quartz countertops with white oval undermount sinks, polished chrome lavatory faucet, spa shower with rain head, semi frameless chrome shower enclosure and tile to the ceiling. The loft area adds a versatile space such as a home office, playroom, or reading nook tailored to your needs. This home is designed for comfort, functionality, and those moments that matter most. Only 20 minutes to Magic Kingdom (NO highway driving needed for access!), less than 3 miles to Flamingo Crossing Shopping area, less than 10 miles to Hamlin Town Center, and 30 minutes to Millenia and the Outlet Malls, this home provides all that Orlando Living has to offer.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Marissa Crawford (407-361-7400)

Remarks: Excellent investment opportunity in the exclusive Mezzano community of Winter Garden. This fantastic Stone House–style townhouse, built in 2023, is currently tenant-occupied through February 28, 2027, providing immediate rental income from day one. The residence features a modern 4-bedroom, 3.5-bathroom layout, including a primary suite on the first floor, a junior suite upstairs, and premium finishes throughout. Designed with an open-concept interior and abundant natural light, the property also includes a private patio and an EV charger. Strategically located just minutes from Hamlin Town Center, Flamingo Crossings, and top-rated A+ schools, it offers long-term value in one of Central Florida’s premier growth corridors. Residents enjoy access to a resort-style pool and playground. This is a turn-key asset for any portfolio seeking a high-quality property in a prime location.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Carola Garcia De Montenegro (407-616-5098)

Remarks: Welcome to this stunning Stardon floorplan located in the highly sought-after Del Webb Oasis community of Winter Garden. Situated on an oversized lot backing to peaceful conservation views, this beautifully upgraded home offers 3 bedrooms, 2.5 bathrooms, a private den with French doors, and an expansive 2,270 square feet of open-concept living.From the moment you arrive, you'll notice thoughtful architectural details, including exterior stone accents and double tray ceilings. Inside, the gourmet kitchen features stainless steel appliances, upgraded cabinetry, and a spacious wet bar with a wine fridge—perfect for entertaining. The large great room flows effortlessly to the outdoor screened-in lanai, where you’ll find a full summer kitchen and oversized patio—ideal for enjoying Florida evenings bug-free. Additional highlights include engineered hardwood flooring throughout, a spacious laundry room, smart home technology, custom water filtration systems, and elegantly upgraded bathrooms. This home was designed for both comfort and style.Homeownership includes access to "The Oasis" clubhouse, a true resort-style retreat with a sparkling pool and cabanas, state-of-the-art fitness center, walking and biking trails, and a full calendar of activities for active adult living. The HOA also covers all exterior maintenance, internet, and pest control—allowing you to enjoy a carefree lifestyle at your own pace. Whether you're looking to relax, explore, or entertain, this home is your perfect base—just minutes from Disney, yes you can see the fireworks, yet tucked away in serene luxury.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Under contract-accepting backup offers. Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2024) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen, perfect for entertaining. The main floor includes the primary suite and a secondary bedroom with private en suite. Upstairs offers a spacious bonus room and three additional bedrooms, all with walk-in closets, including one with its own en suite. The garage is equipped with an electric EV charger for added convenience. Enjoy a resort-style pool with waterslide, mini lazy river, outdoor kitchen, and pool half bath, all enclosed within a panoramic lanai. With no rear neighbors and conservation views, this home offers added privacy while being conveniently located near Winter Garden shopping, SR 429, and Disney attractions. Schedule your showing today.

Listing is courtesy of: NEXTHOME LOTT PREMIER REALTY (407-222-0495)

Listing Agent: Samantha Reyes (352-801-3753)

Remarks: Beautiful home located at 15686 Panther Lake Dr, offering the perfect blend of comfort, privacy, and the Florida lifestyle. The backyard is a true retreat, featuring a private pool with a relaxing jacuzzi, ideal for entertaining guests or unwinding after a long day. One of the most distinctive highlights of this property is the view of the Disney fireworks, which you can enjoy right from your home, adding a magical touch to your evenings. Conveniently located near shopping, dining, major highways, and world-class attractions, this home presents a fantastic opportunity to enjoy resort-style living in one of Central Florida’s most desirable locations.

Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)

Listing Agent: Daniel Vilela (407-360-0884)

Remarks: Welcome to Historic Winter Garden, Florida — No HOA! Where small-town charm, community, and modern living come together and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and generous workspace, flowing seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, one of Central Florida's most beloved historic districts. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine dining, or soaking in the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)

Remarks: Located just 10 minutes from Walt Disney World, this beautifully maintained 3-bedroom, 3-bathroom condominium offers comfort, convenience, and stunning lake views. Fully furnished and move-in ready, the home features a private balcony overlooking tranquil conservation and water views — the perfect place to relax and enjoy Florida’s natural beauty. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, creating a comfortable and relaxing private space. This family-friendly resort offers the perfect place to vacation and unwind. When you are not using the property, you can place it in the professionally managed turnkey hotel rental program, providing an excellent opportunity to help offset ownership costs while enjoying truly hassle-free vacations and stress-free property ownership.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: HUGE PRICE REDUCTION! Welcome to your fully furnished, turn-key 2-bedroom, 2-bath retreat at the Grove Resort & Water Park—just minutes from Disney! Whether you’re searching for the perfect vacation getaway or a smart investment property, this unit has it all. From your private balcony, enjoy peaceful conservation views while knowing your condo is working for you when you’re away. With a strong rental history and enrollment in the resort’s professionally managed short-term rental program, generating income couldn’t be easier. Enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—everything you and your guests need for a memorable stay. Don’t wait—units like this move quickly! Showings are by appointment only, as this condo is a guest favorite and often booked.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Arturo Delfierro Pa (786-273-5715)

Remarks: HUGE PRICE REDUCTION! Don’t miss this rare opportunity to own a fully furnished, turn-key 3-bedroom, 2-bath resort condo at the world-famous Grove Resort & Water Park, just minutes from Disney. Located in Building 2, Unit #2129 offers tranquil conservation views from your private balcony and quick access to the resort’s incredible amenities. Whether you’re seeking a personal vacation retreat or a hands-free income-producing property, this condo delivers both. With a proven rental history and participation in the professionally managed short-term rental program, you can generate income seamlessly when you’re not here. Guests can enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—completely worry-free. Act quickly—this unit is a guest favorite, showings are limited, and opportunities like this don’t last.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Arturo Delfierro Pa (786-273-5715)

Remarks: This absolutely immaculate home features 5 bedrooms and an open concept floor plan design for relaxation and entertainment which showcases a beautiful kitchen with granite countertops, natural gas range, coffee bar, walk-in pantry, and center island with bar seating. There is a spacious living area perfect for entertaining and relaxation plus a formal dining room. The primary suite is on the 1st floor and it features a large walk-in closet and a lavish master bath. On the second floor you will find a generous bonus/game room and four other bedrooms. Enjoy the convenience of a laundry room on each level. Step outside and relax in the spacious covered porch. The community of Summerlake offers fantastic amenities such as: clubhouse, fitness center, resort style swimming pool with splash pad, dog park, bike paths, and scenic walk trails.

Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)

Listing Agent: Delza Hopkins (321-443-6996)

Remarks: SELLER IS OFFERING $10,000 TOWARDS CLOSING COSTS! A DreamFinders Masterpiece! Experience the perfect blend of modern luxury and everyday comfort in this stunning 4-bedroom, 3-bath custom-built home in the sought-after Wincey Groves community. Built in 2020 by DreamFinders Homes, this residence showcases thoughtful design, quality craftsmanship, and a location that truly embodies the best of Winter Garden living. Step inside to discover a spacious 3-way split floorplan with tile flooring throughout—beautiful, durable, and easy to maintain. The open-concept living area flows effortlessly from the gourmet kitchen into the dining and living spaces, complete with built-in surround sound for an elevated entertainment experience. The kitchen itself is a chef’s delight—featuring solid wood cabinetry, granite countertops, stainless steel appliances, and a large center island perfect for hosting family and friends. Enjoy upgraded custom shutters throughout, a large laundry room with custom cabinetry and utility sink, and a 2-car garage with a paved driveway. The primary suite, set privately at the rear of the home, offers a peaceful retreat with ample closet space and custom built-in storage. The primary bath is spa-inspired, featuring a dual-sink vanity, rainfall shower, and a frameless glass enclosure. Step outside to your screened-in patio—the ideal place to unwind. Complete with wood-look tile flooring and a built-in refreshment center, it’s perfect for quiet mornings or evening gatherings. And with no rear neighbors, you’ll enjoy privacy and tranquility every day. Plus, there’s no CDD fee—an added bonus for value-conscious buyers. About Wincey Groves: Wincey Groves is one of Winter Garden’s most desirable communities, known for its quiet charm, beautifully maintained homes, and convenient location. Residents love the neighborhood’s tree-lined streets, walkability, and proximity to everything that makes Winter Garden special. About Winter Garden:Nestled just minutes from Historic Downtown Winter Garden, residents enjoy access to boutique shops, farm-to-table restaurants, lively bars, and the popular Plant Street Market. The area is experiencing tremendous growth, combining small-town charm with modern convenience. You’re close to top-rated schools, major commuter routes like SR-429 and the Florida Turnpike, and just a short drive to Orlando’s world-class attractions and entertainment.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus and 5th Bedroom, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus and 5th Bedroom, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus 6 bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Carter offers a well-designed living space with 3 bedrooms, 3.5 baths, and a 2-car garage. The open-concept layout features a spacious family room, a gourmet kitchen with a large island and pantry, and a dining area. The primary suite includes a luxurious bath and walk-in closet, while additional bedrooms provide comfort and privacy. An optional above-garage apartment adds flexibility, perfect for guests or rental income. Other highlights include a covered lanai and a functional laundry room, blending style with practicality.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan. The chef’s kitchen features abundant real wood cabinetry, upgraded granite countertops, and a cozy eat-in area, all overlooking a spacious family room ideal for gatherings. Large windows fill the space with natural light and frame your private rear courtyard—an outdoor area with serious potential. Think Italian courtyard villa vibes: brick pavers, twinkling lights, lush greenery, and maybe that pizza oven you’ve been dreaming about. The courtyard serves as a true extension of your living space, whether you envision a gardener’s paradise, a peaceful retreat, or a stylish entertaining area. Beyond the courtyard, you’ll find a generous 2-car garage, perfect for vehicles and extra storage. Upstairs, the home offers 3 bedrooms and 2.5 baths, all meticulously maintained, including NEW carpet upstairs and tasteful updates throughout. Living in Summerlake means more than owning a home—it’s a lifestyle. With top-tier amenities, nearby shopping, dining, and everything Winter Garden has to offer, this is the perfect place to call home.

Listing is courtesy of: APARO-GRIFFIN PROPERTIES INC (386-738-2845)

Listing Agent: Kathy Aparo-Griffin (386-748-0173)

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)