Winter Garden Single Family Homes For Sale - 697 homes

Remarks: This is it—the one buyers wait for and rarely catch in time. One of the final opportunities to own in Del Webb Oasis, a highly sought-after 55+ community by Pulte Homes, where lifestyle isn't an upgrade—it's built in. This extended Stardom Echelon isn't just a home—it's a fully dialed-in experience. Thoughtfully expanded and meticulously upgraded, it offers a private heated pool and extended lanai, creating a backyard designed for morning coffee, evening wine, and everything in between. The backyard view is pure nature—a lush tree line that provides a true sense of privacy with no rear neighbors in sight. The outdoor kitchen, electronic blinds, and fully fenced yard elevate both privacy and ease. And for those who appreciate a well-appointed bar setup, a custom coffee and bar station was added by the owner—a thoughtful touch not included in the original kitchen build. Inside, natural light pours into open living spaces anchored by a gourmet kitchen with an oversized island, built-in cabinetry, upgraded tile and flooring, and high-end appliances including a Samsung refrigerator. Every detail has been considered—from custom shelving throughout (primary suite, pantry, laundry, study, even garage entry) to a built-in vacuum system and in-wall pest control. The extended 3-car garage with epoxy floors and added storage offers the space you actually need—and even comes prepped for a whole-home water filtration system, ready for the next owner to complete. And then there's the community. Del Webb Oasis is where neighbors become friends and every day feels like a getaway—resort-style pool and spa, pickleball and tennis, a stunning clubhouse, fitness center, exercise equipment along the walking path trail and Parkette, fire pits, social clubs, and curated events. Lawn care is handled, so your time is truly your own. All just minutes from Walt Disney World Resort, Hamlin Town Center, and Downtown Winter Garden—with easy access to everything Central Florida offers. Homes like this don't come back around—especially not in communities like this. This is your chance to step into the next chapter, already fully upgraded and ready to enjoy from day one.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: David Weiss (407-765-9020)

Remarks: Virtually Staged. Perfectly positioned on an expansive corner homesite within the highly sought-after Storey Grove community of Winter Garden, this exceptional lakefront residence offers a rare combination of luxury, privacy, and breathtaking natural surroundings. Showcasing dual water views with direct lake frontage, picturesque pond vistas, and a private conservation backdrop, this meticulously maintained home provides a serene setting unlike any other. Featuring 4 bedrooms, 3 bathrooms, a 3-car garage, and over 3,000 square feet of thoughtfully designed living space, including a convenient Jack-and-Jill bathroom connecting bedrooms 3 and 4, this residence seamlessly blends elegance and functionality. Inside, soaring ceilings, elegant tray ceilings throughout the main living areas and primary suite, abundant natural light, and upgraded ceramic tile flooring create a warm yet sophisticated atmosphere. The open-concept floor plan is anchored by a stunning gourmet kitchen featuring premium granite countertops, an oversized center island, stainless steel appliances, a wine refrigerator, upgraded custom built-in cabinetry and shelving, a spacious walk-in pantry, and a built-in wet bar, creating the perfect space for both everyday living and entertaining. Expansive sliding glass doors connect the interior living areas to the covered lanai and screened patio, offering seamless indoor-outdoor Florida living. The luxurious primary suite serves as a private retreat with tranquil water views and a spa-inspired en-suite bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an expansive walk-in closet with direct access to the laundry room for added convenience. Outdoor living is equally impressive with a covered lanai, screened patio, and dedicated putting green overlooking the sparkling lake and beautifully manicured grounds. With no rear neighbors and protected conservation views beyond, the backyard provides the ultimate setting for relaxing evenings, morning coffee, or entertaining guests while embracing Florida’s year-round outdoor lifestyle. Additional features include an irrigation system, HOA-maintained lawn care, and exceptional curb appeal. Residents of Storey Grove enjoy an outstanding collection of resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, playgrounds, dog parks, and scenic walking trails. Ideally located near top-rated Horizon West schools, Publix, SR 429, US-192, and just minutes from Walt Disney World, this remarkable property offers the perfect blend of luxury, convenience, and lifestyle. An exceptional opportunity to own one of Winter Garden’s most desirable waterfront residences.

Listing is courtesy of: WYNNMORE REALTY LLC (407-535-0335)

Listing Agent: Cora Johnson (407-535-0335)

Remarks: Virtually Staged. Imagine 1338 Union Club Dr, a residence recently updated with partial flooring replacement. Its kitchen includes all stainless steel appliances, an accent backsplash, and an island, while the primary bedroom features a walk in closet and the primary bathroom provides double sinks. Beyond, a covered patio overlooks an in ground pool within a fully fenced in backyard. This updated residence provides modern comfort and an inviting outdoor space.. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Under Construction. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: One or more photo(s) has been virtually staged. SELLERS MOTIVATED! It’s all about location, location, location! Welcome home to 7841 Iceland Gull Street in the highly sought-after Summerlake community. This beautifully maintained 3-bedroom, 2.5-bath home with a spacious loft, rear-entry 2-car garage, and fenced backyard truly stands out from the moment you arrive. The inviting curb appeal and charming front porch create the perfect setting to enjoy your morning coffee while taking in peaceful pond views or an evening stroll through the neighborhood. As the sun sets, turn on the JellyLights and relax with your favorite beverage while enjoying the ambiance—and even catch fireworks from the comfort of your own home. Inside, you'll immediately appreciate the thoughtful attention to detail, including custom trim work and upgraded lighting throughout. The versatile front room is currently used as a formal dining space but can easily serve as a home office, playroom, or flex space to fit your lifestyle. The gourmet kitchen is a chef’s dream, featuring not one but two built-in ovens, a gas cooktop, abundant cabinetry, and plenty of space for entertaining family and friends. The home also offers the added efficiency and convenience of a gas water heater. Upstairs, you'll find a generous loft area, a spacious primary suite, two additional bedrooms, and a conveniently located laundry room. This home is packed with extras, including a garage with newly installed Shark Coating flooring, a transferable warranty, and overhead storage racks for maximum organization. Located just minutes from Disney, Hamlin Town Center shopping and dining, and everything Horizon West has to enjoy, the location simply can't be beat. Enjoy Summerlake’s incredible amenities, golf cart-friendly lifestyle, scenic walking trails, and top-rated community schools nearby. Homes like this rarely become available—schedule your private showing today and discover all that this exceptional home has! SELLERS MOTIVATED!

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

Listing Agent: Marian Schneider (407-383-2105)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living. With the main living areas on the first floor and all bedrooms positioned upstairs, the home provides a practical separation between shared spaces and private retreats. Inside, the open layout connects the living, dining, and kitchen areas, creating an easy flow for daily routines, hosting, and relaxing. The kitchen overlooks the main living space, keeping the home bright, connected, and functional. Upstairs, the 3-bedroom layout offers flexibility for residents, guests, a home office, or additional storage, while the 2.5 bathrooms add convenience for both everyday use and visitors. The home also includes several recent updates that add value and peace of mind. The exterior was painted in 2026, giving the home a refreshed look. The AC system was replaced in 2024 with a Goodman unit installed by Global Cooling and includes a UV light. Upstairs flooring was replaced in 2025 with hybrid waterproof and scratch-resistant flooring. Additional updates include a Springwell salt-free whole-house water filtration system installed in 2023 and a washer and dryer replaced in 2026. Outdoor living is easy to enjoy with a covered front porch that creates a welcoming entry and a space for seating. The open patio provides additional room for outdoor dining, grilling, plants, or a small lounge setup. The community offers a strong amenity package, including a pool, clubhouse, fitness center, dog park, park, and playground, giving residents convenient options for recreation and everyday enjoyment close to home. Located in Winter Garden, the home is near shopping, dining, schools, parks, trails, and major roadways, with access to the area’s popular local destinations and the broader Central Florida region.

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

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Welcome to this ELEGANTLY UPGRADED and nearly new 2-bedroom, 2-bath residence in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where resort-style living meets everyday sophistication. Perfectly situated on one of ONLY TWO PREMIUM HOMESITES of its kind within the community, this exceptional property enjoys a truly rare distinction: an EXCLUSIVE SIDE EASEMENT that creates exceptional privacy, expanded green space, and a level of openness rarely found in community living, with no immediate neighbor on one side and convenient proximity to the clubhouse area. From the moment you arrive, the home impresses with its REFINED CURB APPEAL, lush landscaping, and a spacious 2-car garage enhanced with CUSTOM STORAGE SOLUTIONS. Inside, a bright OPEN-CONCEPT LAYOUT welcomes you with abundant natural light and meticulous attention to detail throughout every space. The Kitchen is a TRUE SHOWPIECE, equipped with premium stainless steel appliances, a GAS COOKTOP, BUILT-IN OVEN, a CUSTOM BUILT-IN PANTRY WITH PULL-OUT DRAWERS, generous cabinetry, and stone countertops, all seamlessly flowing into the living and dining areas. The Living Room has been elevated with an INTEGRATED SURROUND SOUND SYSTEM, creating the perfect setting for daily enjoyment and entertaining. The Primary Suite is a private retreat featuring a CUSTOM-DESIGNED WALK-IN CLOSET SYSTEM and a well-appointed en-suite bath with dual vanities, generous storage, and a walk-in shower. An additional SECONDARY BEDROOM provides comfortable accommodations for family or guests, while the DEDICATED DEN, enhanced with UPGRADED HIGH BASEBOARDS and RECESSED LIGHTING, offers the flexibility of a home office, hobby room, or formal sitting area. CUSTOM CLOSET SYSTEMS throughout ensure every space is as functional as it is beautiful. Step outside to where this property truly STANDS APART. The expansive SCREENED-IN LANAI opens to an EXTENDED OUTDOOR DECK and a fully appointed BUILT-IN OUTDOOR KITCHEN (BBQ Area), all framed by CUSTOM OUTDOOR LIGHTING, creating an exceptional outdoor retreat designed for year-round Florida living. Additional highlights include a WHOLE-HOME WATER FILTRATION AND SOFTENER SYSTEM, FRESH INTERIOR PAINT throughout, and additional RECESSED LIGHTING both inside and outside that elevates the home's ambiance day and night. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a 12,000 SF clubhouse with coffee bar, lounge, and wine lockers, a sparkling pool, state-of-the-art fitness center, tennis courts, and a vibrant social calendar, along with included cable and internet, fostering the active and connected lifestyle that Del Webb is famous for. IDEALLY LOCATED in Winter Garden, you are just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for boutique shops, dining, and a weekly farmers market. Enjoy outdoor recreation along the WEST ORANGE TRAIL, or take a short drive to WORLD-CLASS ATTRACTIONS including Walt Disney World Resort and Universal Studios. Convenient access to FL-429 and major roadways makes it easy to enjoy the very best of Central Florida. This exceptional residence offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living on one of the community's most coveted homesites, where every upgrade has been thoughtfully chosen and every detail meticulously executed. Homes of this caliber and setting are a TRUE RARITY in Del Webb Oasis. Now is the time, don't miss your chance to call this home.

Listing is courtesy of: INTERNATIONAL TEAM INC (321-388-1372)

Listing Agent: Jo Costa (321-388-1372)

Remarks: PRICE IMPROVEMENT!!! Now offered at a substantially reduced price. The seller will pay off the existing solar panel loan (approximately $29,000) in full at closing, allowing the buyer to enjoy the benefits of solar energy without assuming this debt. Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)

Listing Agent: Yesenia Barrios (321-276-1977)

Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY with a gourmet kitchen and a layout built for real life. Welcome to Waterleigh living at its finest, where thoughtful design, beautiful upgrades, and everyday comfort come together in a home that feels both elevated and inviting from the moment you walk in. Situated on a rare oversized 145-foot-deep homesite, this beautifully maintained SINGLE STORY Laurel floor plan offers 3 Bedrooms, 2 Full Bathrooms, an extended paver driveway, a larger backyard, and the kind of open, easy flow that simply makes life feel good. From quiet mornings on the covered lanai to gathering with family and friends around the kitchen island, every space in this home was designed to be lived in, enjoyed, and remembered. At the heart of the home is the stunning GOURMET KITCHEN featuring a large granite island, walk-in pantry, upgraded pendant lighting, gorgeous Toscana stained glass accents, and BRAND NEW SS Appliances, including a French Door Refrigerator with in door ice and water. The kitchen opens seamlessly into the spacious dining and family room areas, creating a warm and welcoming space filled with natural light and perfect for both entertaining and everyday living. The private primary suite offers a peaceful retreat with plenty of room for a king sized bed and oversized furniture, while the spa like ensuite bath features DUAL SINKS, an Oversized walk-in shower with tiled bench, and a generous walk-in closet. The thoughtfully designed split floor plan places Bedrooms 2 and 3 along with the secondary bath toward the front of the home, offering added privacy and flexibility. The rear-entry garage creates a functional mudroom-style entry complete with a laundry room, built-in storage cabinetry, and granite countertop workspace, providing added organization and separation between the garage and main living areas. Additional features throughout the home include Extensive Tile Flooring, upgraded designer light fixtures, wood window sills, window blinds throughout, a spacious laundry room, and a convenient drop zone with extra cabinetry near the garage entry, the little details that make everyday living feel effortless. Built with energy efficiency in mind, the home also helps keep utility costs lower while maintaining year round comfort. And beyond the home itself, Waterleigh offers the kind of Florida lifestyle that blends resort-style amenities, outdoor living, and everyday convenience. Residents enjoy access to 4 resort-style pools, 3 clubhouses with fitness centers, tennis courts, pickleball, volleyball, playgrounds, parks, putt putt golf, scenic walking trails, and community events throughout the year that truly make the neighborhood feel connected and alive. Even better, the HOA handles lawn maintenance including mowing, trimming, fertilizing, and mulch, giving you more time to enjoy your home instead of maintaining it. Perfectly located near Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4, this home is also zoned for highly regarded schools, including Atwater Bay Elementary, Water Spring Middle School, and Horizon High School. Beautifully upgraded, thoughtfully designed, and move in ready, this is more than just a house, it’s the kind of home that makes everyday life feel a little more beautiful in so many ways.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sabrina Freeman (407-446-5541)

Remarks: Virtually Staged. Welcome home to this beautifully renovated 3-bedroom, 2-bathroom residence in the heart of Winter Garden! Ideally located just 6 minutes from the charm and excitement of Plant Street and Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, local boutiques, the weekly farmers market, and community events while still having a peaceful place to call home. Inside, this move-in ready home has been completely transformed from top to bottom. Updates include new flooring throughout, fresh interior paint, updated baseboards, stylish new ceiling fans, and new blinds. The stunning kitchen features new appliances, upgraded countertops, and a designer backsplash, creating a space that's both functional and beautiful. Both bathrooms have been fully renovated with modern finishes, offering a fresh and luxurious feel. The improvements continue outside with fresh exterior paint, professional landscaping, a welcoming new front door, and a LeafFilter gutter protection system for added convenience and peace of mind. Step into the oversized backyard, where mature trees provide shade and character, and you'll find plenty of space to design the pool of your dreams, create an outdoor entertaining area, or simply enjoy the privacy and tranquility of your own backyard retreat. With extensive updates, an unbeatable location, and a spacious lot, this Winter Garden gem offers the perfect blend of comfort, style, and convenience. Roof 2018, Hot Water Heater 2026. Don't miss your opportunity to make it yours!

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Lana Larrivee (407-341-8814)

Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.

Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)

Listing Agent: Rick Coles (321-299-4981)

Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.

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

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)