Winter Garden Homes For Sale & Real Estate - 665 homes

Remarks: Price drastically reduced for quick sale !!! Located in a gated community, this beautiful and well maintained home offers no rear neighbors and serene views of a protected conservation area, providing privacy and peaceful living. Inside, you’ll find durable vinyl plank flooring installed in 2024, granite countertops, and an island in the kitchen. New A/C installed on 07/23/2025. Fresh interior paint throughout home in 2024. Loft can be converted into a 4th bedroom- county records already shows 4 bedrooms. Perfectly positioned under 30 minutes from Disney, Universal Studios, Downtown Orlando, and Downtown Winter Garden, this home combines convenience with tranquility—ideal for full-time living or an investment opportunity. All measurements are approximate and should be verified.

Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)

Listing Agent: Subhas Sawh (407-402-1350)

Remarks: ***WINDERMERE HIGH SCHOOL*** Price improvement – great opportunity in Signature Lakes / Winter Garden. Enjoy the best of Florida living in this beautiful townhome located in the highly desirable Signature Lakes / Independence community in Winter Garden. This well-maintained 3-bedroom, 2.5-bath home offers a functional layout with comfortable living spaces and plenty of natural light. The kitchen opens to the living and dining areas, creating the perfect space for everyday living and entertaining. Step outside to a private screened patio, ideal for relaxing, enjoying your morning coffee or hosting friends while taking advantage of Florida’s outdoor lifestyle. Residents of Signature Lakes enjoy resort-style amenities, including community pools, walking trails, parks, playgrounds and beautiful lakes throughout the neighborhood. Conveniently located just minutes from Disney, shopping, dining and top-rated schools, this home offers both comfort and an unbeatable location. A great opportunity to own in one of Winter Garden’s most sought-after communities. Schedule your private showing today.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Luciana Amorim Panajotti (917-853-0353)

Remarks: Under contract-accepting backup offers. Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area is known for its community charm and excellent schools. Take a short golf cart ride or bike the West Orange Trail to relax and unwind in the heart of downtown Winter Garden just minutes away. Inside, you'll be captivated by the gourmet kitchen, tall ceilings, and exposed wood beams that add warmth and character throughout. The bright, open layout is complemented by plantation shutter blinds, high-end finishes, and plenty of natural light. With a spacious 3-car garage, there's room for vehicles, storage, and more. Enjoy the added bonus of new A/C units in both the garage and attic—providing an additional 278 usable square footage for a home gym, workshop, or flex space. Step outside to your private backyard oasis, featuring a newly added **resort-style pool**, perfect for relaxing or entertaining all year long. Don’t miss your chance to own this rare and beautiful gem—schedule your private tour today!

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Melody Niederst (321-285-1633)

Remarks: Welcome to this stunning two-story Tortola floor plan by Taylor Morrison, ideally located in the gated community of Lakeview Preserve in Winter Garden. Perfectly positioned on an oversized 75-foot-wide corner homesite with no rear neighbors, this home offers exceptional privacy, beautiful rear views, and a welcoming front porch that sets the tone from the moment you arrive. The elegant double-door entry opens to a dramatic two-story foyer featuring porcelain tile flooring and a staircase accented with open spindles and upgraded iron balusters. Throughout both the first and second floors, 9-foot ceilings and 8-foot doors enhance the home’s open, airy feel and upscale architectural presence. This thoughtfully designed residence offers five bedrooms and four-and-a-half baths, including two private ensuite bedrooms, making it ideal for multigenerational living or hosting guests with comfort and privacy. The spacious family room impresses with a double tray ceiling, surround sound system, additional LED lighting, ceiling fans, and blinds, thoughtful upgrades that make this home truly move-in ready. Designed for those who love to cook and entertain, the gourmet kitchen is a showstopper, featuring rich dark wood–tone cabinetry beautifully contrasted by quartz countertops and a striking backsplash. Stainless steel appliances, a cooktop with pot filler, farmhouse sink, and an elegant island with three pendant lights complete the space. Abundant additional cabinetry and counter space provide excellent everyday functionality while serving perfectly as a buffet or servery for holiday gatherings and special occasions. Disappearing sliding glass doors open to the extended screened-in lanai, seamlessly blending indoor and outdoor living and creating the ideal setting to enjoy Florida’s lifestyle year-round. In addition to the primary suite, the first floor offers a private ensuite bedroom, thoughtfully designed with its own full bath which is ideal for guests, extended family, multigenerational living, or a luxurious home office suite. The large primary suite, conveniently located on the first floor, features a tray ceiling and a spa-inspired bath with quartz countertops, framed mirrors, and a beautifully tiled shower with a built-in bench. Additional highlights include a built-in drop zone, a large laundry room with double sinks, and a three-car garage configuration consisting of a two-car garage plus a separate single-car garage, offering an abundance of garage parking and generous driveway space. Upstairs, the secondary bedrooms provide privacy, comfort, and versatility, including a second ensuite bedroom, making this home exceptionally well-suited for guests or family. Completing the upper level is a spacious game room or additional family room, offering flexible living space ideal for movie nights, a play area, or a casual retreat. Residents of Lakeview Preserve enjoy outstanding community amenities including a resort-style pool, park, playground, fitness center, and walking trails. This exceptional home delivers elegant design, thoughtful upgrades, flexible living spaces, and a beautiful setting within one of Winter Garden’s most desirable gated communities. WELCOME HOME!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Amy Kidwell Pa (407-848-8042)

Remarks: ***Beautiful and spacious fully-furnished fifth floor 2-bedroom condo located in The Grove Resort and Water Park! This condo easily sleeps six, with a screened in balcony for enjoying those evening sunsets! A full washer and dryer is located off the fully equipped kitchen, and overlooks the family room with dining area. Every unit has a sleeper sofa for extra sleeping also! The primary bedroom has a king bed, and a large en-suite bathroom with separate tub and shower! The second bedroom has two double beds, with a door directly into the second full bathroom, giving you the choice of also making this room an en-suite! The condo is located in The Grove Resort, with its fantastic amenities, including the Surfari Water Park, with large pool, lazy river, water slides, splash area, and the Flowrider surf simulator! Enjoy delicious food and drinks from the Longboard Bar and Grill, with optional poolside service! In addition, there are three more pools and a hot tub located near beautiful Lake Austin, at the Springs Pools! The tropical landscaping around truly makes you feel on vacation! The 24/7 gym is located next to the Springs Pools, along with the Valencia full service restaurant, where you can eat indoors, or outdoors!! The Grove Resort provides free daily transportation to and from Disney, although it is only a short car ride away! Call now for more information!!***

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

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

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: The Suncrest II is a spacious rear-load garage home featuring a convenient first-floor Extra Suite. With 10-foot ceilings and an expansive open-concept living area, this thoughtfully designed home offers approximately 2,500 square feet of comfortable living space with stylish finishes throughout. Currently being used as a builder’s model home, this property is being sold fully furnished with professional designer décor and is leased back to the builder through January 27, 2027, presenting an excellent investment opportunity with secured lease income during the lease term. At the rear of the home, the main living area is anchored by a beautifully designed gourmet kitchen, featuring stainless steel appliances, 42” light cabinetry, quartz countertops, and generous workspace, perfect for both everyday living and entertaining. The home also offers a spacious lanai and private courtyard-style lawn, ideal for outdoor enjoyment. Upstairs, you will find a versatile loft area along with three additional bedrooms, providing ample space for family, guests, or a home office. Located in Osprey Ranch, a beautiful community of new single-family homes in Winter Garden, FL, residents enjoy excellent amenities, a prime location, and thoughtfully designed homes, making this community a wonderful place to call home.

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

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

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)