Winter Garden Homes For Sale & Real Estate - 743 homes

Remarks: Discover the epitome of Winter Garden living in this two-story residence at Lakeside at Hamlin, strategically positioned just minutes from Walt Disney World Resort and top-rated schools. This open-concept sanctuary is bathed in natural light, featuring a chef-inspired gourmet kitchen with premium quartz countertops, a sprawling island, and high-end smart appliances. The versatile floor plan offers a generous downstairs bedroom and full bathroom—perfect for a private home office or guest suite—while the upstairs retreat boasts a magnificent Owner’s Suite with a freestanding soaking tub and separate shower. Complete with a private vinyl-fenced yard, pre-wired security, and high-speed internet included in the HOA, this home offers a seamless blend of luxury and convenience. Located moments from the SR-429, Hamlin Town Center, and the Orange County National Golf Center, this is a rare opportunity to own in one of Central Florida’s high-growth corridors.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)

Remarks: Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: Welcome to this beautifully maintained end-unit townhome in the sought-after Waterleigh community of Winter Garden offering 3 bedrooms, 2.5 baths, and a versatile loft in a location that truly captures the Florida lifestyle. A recently painted interior and durable LVP flooring on the stairs and throughout the second floor create a fresh, modern feel while abundant natural light fills the open living space. The kitchen and dining area enjoy tranquil water views just across the street, creating a peaceful backdrop for everyday living. Designed to impress, the kitchen features white shaker cabinetry, granite countertops, a counter-height island with seating, stainless steel appliances, pendant lighting, a stylish backsplash, a pantry, and a convenient under-stair storage closet. A half bath just off the entry serves the main level. The living room opens to a paver lanai where you can unwind and enjoy the water views, extending your living space outdoors. Upstairs, the spacious primary suite offers a walk-in closet and a private bath with dual sinks and a glass-enclosed shower. The loft with a closet provides flexible space for an office, media room, or play area and even offers nightly views of the Disney fireworks. A second-floor laundry closet with washer and dryer adds everyday convenience. The rear-entry garage includes an EV charging station, and as a corner end unit, the home enjoys added privacy and a side yard that can be fenced. Ideally positioned near Atwater Bay Elementary, soccer fields, and community gathering areas, this home places amenities within easy reach. The HOA includes lawn care and exterior pest control for low-maintenance living. Waterleigh residents enjoy an exceptional amenity package including multiple resort-style pools, clubhouses with fitness centers, playgrounds, sports courts, scenic walking and biking trails, lakes, and green spaces in a vibrant golf-cart-friendly community just minutes from Horizon West shopping, dining, and major roadways.

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

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: One Photo has been virtually staged with furniture. You found it!! Beauty in Winter Garden! Sought after location near downtown Winter Garden! This Windtree 2/2 condo on the 2nd floor has been totally & BEAUTIFULLY REMODELED in 2026 as follows! BRAND New Wood laminate flooring in living room & bedrooms. Kitchen has BRAND NEW farmhouse porcelain sink with floating butcher block shelves, shaker moss cabinets with brushed gold handles and faucet & exquisite quartz counter tops with marble herringbone backsplash. BRAND NEW Frigidaire stainless steel appliances. 3k in upgrades for recessed lighting. BRAND NEW Frigidaire Stackable washer & dryer with convenient according door being installed as well! Unit has own private storage under stairs (approx. 4X9 perfect for bicycles etc.) Community Pool & basketball court. Easy access to 408,429, FL. Turnpike, Disney, Universal and downtown Orlando.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Rick Evans, Ii (407-538-9295)

Remarks: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!

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

Listing Agent: Jennifer Olmeda (407-547-9242)

Remarks: Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an open-concept living room and kitchen ideal for entertaining. The open gourmet kitchen is appointed with 42" cabinets, quartz countertops, and stainless steel GE appliances, while vinyl plank flooring enhances the main living areas with durability and style. A covered lanai provides the perfect space to relax and enjoy Florida living. Designed with interiors from the AW Collection Minimalist, this townhome blends modern, clean lines and functional elegance—all set within one of Winter Garden’s most desirable communities near shopping, dining, and everyday conveniences.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: OPPORTUNITY!!!!!!! AMAZING HOME in WINTER GARDEN, set in Signature Lakes, within the INDEPENDENCE COMMUNITY of Horizon West. This single-story residence was recently remodeled and is move-in ready, with new laminate flooring in all three bedrooms, fresh interior and exterior paint, a new irrigation system and new garage door springs. The location is excellent, in South Winter Garden, just minutes from Hamlin, where you will find Walmart Supercenter, Publix, Cinepolis, restaurants and banks. From the community you can even see Disney's fireworks at night. Inside the Community you can find two top-rated public schools: Independence Elementary School and Bridgewater Middle School. Independence also offers resort-living with two clubhouses featuring fitness centers, pools and spa, plus tennis courts, a basketball court, three playgrounds, two dogs' parks and a private boat ramp. If you are looking for great amenities and a A+ location, this home is perfect for you!

Listing is courtesy of: AMG INTERNATIONAL REALTY (305-761-2655)

Listing Agent: Maria Luiza Ferreira Drummond (305-988-0100)

Remarks: ***Wonderful opportunity to purchase a 2-bedroom/2-bathroom condo, with sleeper sofa, in Building 1 at The Grove Resort. Great location, with easy access to pools, restaurant, gym, and a short walk to the water park. Fully-furnished, with full kitchen, and washer and dryer, this unit also has a screened-in balcony overlooking the luscious landscaping in the courtyard below, and open plan kitchen, dining and living-room. Primary bedroom is spacious, with large en-suite bathroom with separate tub and shower. Second bedroom has door to bathroom, and there is also access from the living area, so guests have the option of making the second bedroom an en-suite. The Grove has a stunning Surfari water park, with large pool, lazy river, slides, splash area, and the Flowrider surfing amenity. The Longboard Bar and Grill is also in the water park, and poolside service is available. Flip Flops is the large approx 6000 sf games arcade, with a 9-hole indoor miniature golf course! The Springs Pools are located at the end of Building 1, and there are three pools to choose from! The hot tub is also located here, amid beautiful landscaping and tropical plants! Valencia Restaurant is also located near the Springs Pools, and is open for breakfast, lunch, and dinner, with optional outdoor seating. For Grab and Go there is the Marketplace near the Front Desk area, along with a gift shop for any extra purchases! The FREE Disney shuttle is available daily, and timetables and tickets are available at the Concierge Desk, where guests can also purchase theme park tickets, book restaurants, etc. Owners must use the onsite rental management company for bookings, and they take care of the housekeeping and maintenance, leaving you to enjoy up to 179 nights per year free! Don't miss this chance to own at the beautiful Grove Resort and Water Park! ****

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

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

Remarks: This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.

Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)

Listing Agent: Solon Potenciano Silva (407-760-5141)

Remarks: This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.

Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)

Listing Agent: Solon Potenciano Silva (407-760-5141)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.

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

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

Remarks: Welcome to life in the Winter Garden Golf Cart District, where you can cruise to Downtown Winter Garden’s shops, restaurants, and famous farmers market in minutes, then come home to a cul-de-sac beauty on a premium conservation lot with no rear neighbors. This stunning 5-bedroom, 3-bath home delivers the space, layout, and upgrades buyers dream about. Downstairs, you’ll find a full bedroom currently used as an office, perfect for guests, multigenerational living, or a private work-from-home suite, plus an additional flex space with double French doors for an ideal second workspace, playroom, or formal sitting room. Entertain in style in the formal dining room with tray ceiling, then gather in the heart of the home: a spacious kitchen featuring 42” wood cabinets, granite countertops, stainless steel appliances, and a massive island with breakfast bar, and yes, the stools stay! A sunny dinette/nook adds even more room for casual meals and morning coffee. The open-concept great room flows seamlessly from the kitchen, made for family game nights, movie marathons, and hosting the big game. Coming in from the garage, you’ll love the charming mudroom with cabinetry, ready for backpacks, purses, and the ultimate phone-charging station. And don’t miss the whimsical bonus: a “Harry Potter” closet under the stairs with shelving and tons of storage, perfect as a book nook, playhouse, or creative hideaway. Upstairs, retreat to a truly oversized primary suite with an en suite bath featuring double granite vanities, a soaking tub, and a separate double shower with two independent shower heads, plus his-and-hers closets. You’ll also find three additional bedrooms, another full bath, and an upstairs laundry room for everyday convenience. Step outside to your covered, screened patio, your new favorite place to unwind with a beverage at sunset or sip coffee while watching wildlife in the peaceful preserve behind you. The large lot offers plenty of space for a future pool, with the privacy of no rear neighbors. Major updates include: NEW roof (2025), NEW washer & dryer (2025), NEW oven & dishwasher (2023), a reverse osmosis drinking system, and a complete stainless-steel appliance package, including the refrigerator. All of this in a community with a pool and playground, and the West Orange Trail running through the neighborhood, perfect for biking, walking, and living the Winter Garden lifestyle. Conveniently located 5 minutes to 429 and the Turnpike, and approximately 25 minutes to Walt Disney World. Homes with this layout, this lot, and this location don’t last, so come see why this one feels like “the one.”

Listing is courtesy of: ASSIST2SELL BUYERS & SELLERS (352-289-6100)

Listing Agent: Karen Tefft (352-729-1227)

Remarks: MODEL HOME! Welcome to this stunning 3-story townhome by Ashton Woods in Parkview at Hamlin. Thoughtfully designed with 3 private suites, this home offers flexibility and privacy for family and guests alike. The first-floor suite is perfect for visitors or a home office, while the third-floor primary suite features a spacious layout with a walk-in closet and spa-inspired bath. The heart of the home is on the second floor, where the open-concept living room, dining area, and kitchen flow seamlessly together. The chef’s kitchen boasts 42" cabinetry, stainless steel GE appliances, white quartz countertops, a large island, and vinyl plank flooring, all opening to a covered lanai for indoor-outdoor living. Additional bedrooms provide plenty of space for comfort and versatility. Located in the vibrant Parkview at Hamlin community, residents enjoy resort-style amenities, access to top-rated schools, and close proximity to shopping, dining, and all that Winter Garden has to offer.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: Welcome to 16425 Prairie School Dr, an exceptional 2021-built residence offering 3 bedrooms, 2.5 baths, and 1,662 square feet of thoughtfully designed living space in one of Winter Garden’s most sought-after growth corridors. Crafted for modern lifestyles, this impeccably maintained townhome showcases a bright, open-concept main level adorned with elegant ceramic tile flooring for both sophistication and durability. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere perfect for entertaining or unwinding in refined comfort. Expansive windows bathe the space in natural light, enhancing its airy, upscale ambiance. Upstairs, a private retreat awaits. The spacious primary suite features a well-appointed en suite bath and generous closet space, offering a serene escape at the end of the day. Two additional bedrooms provide versatility for guests, a home office, or family living, complemented by a full bath. Plush carpeting throughout the upper level adds warmth and comfort, while a stylish half bath on the main floor ensures convenience for visitors. Set on a 2,538-square-foot lot, the property offers the ease of low-maintenance living without sacrificing outdoor enjoyment. The attached two-car garage provides secure parking and valuable storage — a premium feature in townhome communities. Located in Florida 34787, residents enjoy effortless access to upscale shopping, dining, scenic parks, and major thoroughfares connecting to Orlando and surrounding destinations. Offered at $460,000, this move-in-ready residence presents a rare opportunity to own a newer construction home that blends contemporary design with everyday luxury in the heart of Central Florida. Schedule your private showing today and experience elevated townhome living at its finest.

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

Listing Agent: Nairobi Rondon (786-935-0365)

Remarks: Stunning Like-New Home in the Heart of Winter Garden - *3rd bedroom is an enclosed loft/apartment above the garage* Welcome to this beautifully upgraded 3-bedroom, 3.5-bathroom home with a private office and an expansive game room/bonus loft above the garage, ideally located in the heart of Winter Garden — just minutes from Disney and built less than two years ago. From the moment you walk in, the attention to detail is obvious. The front office features elegant French doors, perfect for working from home. The main living areas offer tile flooring throughout (with plush carpet in the bedrooms and game room, upgraded with new padding), complemented by tall ceilings, tall doors, and oversized baseboards that elevate the entire space. The kitchen is a showstopper with quartz countertops, a large island with double sink, soft-close cabinets and drawers, crown molding on the cabinetry, and LED under-cabinet lighting, all tied together with recessed lighting throughout the home. Upstairs, the spacious game room/loft includes a full bathroom, making it perfect for guests, a media room, or a second living space. The primary suite is your retreat, featuring a tray ceiling, upgraded tall vanities and hardware, and a luxurious ensuite with a frameless glass shower, built-in bench, and soft-close elongated toilets. Enjoy Florida living in the extended, fully enclosed lanai with pavers, complete with additional electrical outlets — perfect for entertaining or relaxing outdoors. Additional upgrades include: Hardwired cable drops throughout, Rough-in for mudroom sink in the laundry room, Custom window treatments, and Extra electrical outlets throughout the home and lanai

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Trevor Zwick (863-303-6114)

Remarks: Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Amber Draus (321-297-6466)

Remarks: Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha cabinetry, granite countertops, an oversized eat-in island, drinking water filtration system, and a new Samsung refrigerator with transferable warranty through November 2030. High-end upgrades include dimmable lighting throughout, Level 2 EV charger, and a private home theater with Klipsch Reference Premiere speakers, Dolby Atmos surround sound, and a 150" motorized screen (theater components negotiable). Additional highlights include a two-car garage with custom built-in cabinetry and charging station. Residents enjoy resort-style amenities: zero-entry pool, clubhouse, fitness center, playgrounds, dog park, scenic bike trails, and included lawn care and landscaping. Prime location just minutes to Publix, Walmart, Aldi, TJ Maxx, Cinepolis, Urban Air, dining and cafés; 10 minutes to Winter Garden Village, 17 minutes to Costco. Zoned for A-rated, highly sought-after schools within a short bike ride.

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

Listing Agent: Olga Kaza, Pa (407-756-6318)

Remarks: Stunning 5-bedroom, 4.5-bath home located in the highly sought-after Highlands at Summerlake Groves in Horizon West. Built in 2018, this spacious two-story residence offers over 3,600 square feet of living space with an open-concept layout, a gourmet kitchen with oversized island, and a large upstairs loft perfect for entertainment or a home office. The primary suite features a walk-in closet and spa-style bathroom. Conveniently located near Hamlin Town Center, top-rated schools, and major highways including 429, this home combines modern comfort with prime location.

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

Listing Agent: Alexandre Zapparoli (321-444-8701)

Remarks: A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin and Stoneybrook West. This property offers a unique blend of residential living and established agricultural infrastructure. The home itself is fully updated with modern finishes, luxury appliances, and custom upgrades, providing a comfortable living space or ideal on-site office or retail space. Currently operating as a functioning plant nursery, the property is equipped with significant infrastructure including: • Multiple high-capacity wells (14” well for the residence and two 6” wells with 10 HP and 7.5 HP outputs) • Full drip and overhead irrigation systems throughout the property • Existing operational areas, grow houses, barns, office, vehicles and equipment The sale includes all three parcels, the residence, buildings, and equipment. Plant inventory is available for purchase separately. With its strategic Central Florida location, this property offers exceptional accessibility to growing residential communities, making it ideal for a live/work setup, agricultural operation, landscape business headquarters, or long-term land hold with income potential. Property brochure and plant inventory available upon request.

Listing is courtesy of: HAMLIN REALTY (321-299-4279)

Listing Agent: Edward Guerrette Llc (321-299-4279)

Remarks: Stunning and beautifully upgraded home located in the highly desirable Winter Garden area, offering the perfect blend of luxury, space, and outdoor living. This impressive residence features a modern open-concept layout with expansive living areas, elegant tile flooring, and abundant natural light throughout. The gourmet kitchen is a true centerpiece, complete with a large quartz island, stainless steel appliances, custom cabinetry, and a gas cooktop, seamlessly flowing into the main living and dining spaces—ideal for both everyday living and entertaining. The home showcases designer finishes including tray ceilings, custom wall accents, and a built-in entertainment wall, along with a spacious owner’s suite featuring a spa-like bathroom with dual vanities and a walk-in shower. Step outside to your private backyard oasis with a covered lanai, resort-style pool, fire pit area, and pergola—perfect for relaxing or hosting gatherings. Located in a well-maintained community with a pool and amenities, and just minutes from major highways, shopping, dining, and top-rated schools, this home offers both convenience and an exceptional lifestyle in one of Central Florida’s most sought-after locations.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Henry Buitrago (954-703-9476)