Winter Garden Single Family Homes For Sale - 564 homes

Remarks: SELLER MOTIVATED!! Welcome to this masterfully designed and nearly-new 4-bedroom, 3-bathroom residence, built in 2023, that effortlessly blends modern luxury with the vibrant Winter Garden lifestyle. Nestled in the exclusive Silverleaf Reserve community, this home offers stunning curb appeal and high-end architectural details architectural details. Step inside to be greeted by a spectacular double-height ceiling in the main living area, creating an expansive, airy atmosphere flooded with natural light through oversized windows. The open-concept layout features elegant finishes throughout, seamlessly connecting the grand living space to the chef's kitchen. The kitchen is a true showstopper, complete with a large island, premium stainless steel appliances, and ample storage—perfect for both daily living and grand entertaining. Thoughtfully designed for modern convenience, this home features a dedicated upstairs laundry room, making chores a breeze. Outside, your private oasis awaits with a professional summer kitchen, ideal for Florida’s year-round outdoor dining. Plus, enjoy the magic of Disney’s nightly fireworks right from your street! Residents of Silverleaf Reserve enjoy fantastic community amenities, including a resort-style pool, basketball court, and the highly sought-after pickleball courts. Conveniently located just minutes from the Hamlin area, world-class shopping, dining, and major highways, providing easy access to Walt Disney World and Downtown Orlando. This home offers the perfect combination of luxury, space, and community. Owner is a licensed Florida Real Estate Agent. Schedule your private showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Vinicius Figueiredo Sobrinho (754-300-7995)

Remarks: Welcome to 14326 Murcott Blossom Blvd—your gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a stylish residence in the coveted Lakeview Pointe community, where comfort meets convenience. This meticulously maintained home features 3 spacious bedrooms, 2.5 luxurious baths, and a versatile "FLEX ROOM" ideal for a Home Office, Creative Studio, or an Optional Fourth Bedroom—tailored to your needs. Entertain effortlessly on the open-concept first floor, where elegant tile floors and abundant natural light create an inviting atmosphere. The gourmet kitchen features generous cabinetry and striking granite countertops, perfect for intimate family meals or lively gatherings. Step through the dining area’s French doors to a private, fenced brick-paver patio—an outdoor oasis for grilling, relaxing, or letting pets play safely. The detached 2-car garage, connected by a covered walkway, adds everyday practicality. Enhancing both comfort and peace of mind, the home features a ***NEW Complete A/C system was installed in July 2025***, including a powerful 4-ton unit with a Smart Thermostat for optimal energy efficiency. Additional upgrades such as an Air Scrubber/*UV Purification System* and Overflow Protection Switch provide improved air quality and added protection—minimizing maintenance concerns for years to come. The home’s exterior was also freshly painted in 2023, elevating curb appeal and long-term durability. Upstairs, unwind in the expansive primary suite with its walk-in closet and spa-inspired bath featuring double sinks and a sleek glass shower. Two additional bedrooms share a well-appointed bathroom, while a spacious loft offers the perfect retreat for movie nights, gaming, or a secondary living area. Laundry rooms are conveniently located for ultimate functionality. Enjoy the picturesque curb appeal, highlighted by a paver walkway and a cozy front porch—an ideal spot to unwind and take in nightly Disney fireworks, a truly unique feature. As a resident, indulge in exclusive resort-style amenities: a sparkling pool, modern fitness center, playground, and scenic walking paths. HOA-included landscaping and irrigation mean you can embrace a low-maintenance, carefree lifestyle. Live steps from Hamlin Town Center, home to premier dining, shopping, and entertainment—including Cinepolis Luxury Cinemas, Publix, and PopStroke. Outdoor enthusiasts will appreciate the proximity to Orange County National Golf Center, new parks, and nature trails. With SR-429 nearby, enjoy swift access to Orlando’s top attractions, including Walt Disney World Resort—less than 20 minutes away. Experience a life of comfort, community, and adventure from your new address at LAKEVIEW POINTE.

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

Listing Agent: Rudy Djoko (407-493-4516)

Remarks: Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Lauren Bouchard (352-978-6837)

Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: Under contract-accepting backup offers. Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!

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

Listing Agent: T.J. O'Donnell (317-246-8190)

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: Under contract-accepting backup offers. Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.

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

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

Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.

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

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

Remarks: Located in Winter Garden, this 3-bedroom, 2-bath home features a private in-ground pool and a solar energy system. The home includes a new A/C unit, stainless steel appliances, and an extended driveway for guests. The pool (28’ x 15’) offers a screened enclosure, lighting, auto cleaner, child safety fence, and is both saltwater and solar-heated—perfect for year-round enjoyment. The home has a Screened in Patio. There is an underground drainage next to the pool for the overflow. Conveniently located near Highway 429 and the Florida Turnpike, with easy access to Winter Garden Village, Disney, the West Orange Trail, and Publix. Please schedule showings in advance.

Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)

Listing Agent: Edul Mohamed, Pa (407-760-0090)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Special Financing Available — Ask for Details! Experience resort-style living in the highly desirable Waterleigh community of Winter Garden. This one-of-a-kind home sits on a rare, oversized lot with no rear neighbors, offering ultimate privacy and tranquility — perfect for families or anyone seeking a private retreat in one of Central Florida’s most sought-after neighborhoods. Step inside and fall in love with the bright open-concept layout, filled with natural light and elegant finishes throughout. The gourmet kitchen features stainless steel appliances, quartz countertops, and a large island that connects seamlessly to the dining and living areas — ideal for family gatherings and entertaining. The primary suite provides a private retreat with a spa-inspired bathroom and a generous walk-in closet. Enjoy peaceful mornings, weekend barbecues, or evening relaxation in your spacious backyard, with plenty of room for outdoor activities. Live your best life at Waterleigh — a community known for its resort-style amenities, including two clubhouses, sparkling pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, and even a community beach with lake access. HOA includes lawn care for true low-maintenance living. Located near Disney, Horizon West shopping and dining, top-rated schools, and major highways, this home offers both luxury and convenience in one of Winter Garden’s premier neighborhoods. Special Incentive: Through the seller’s preferred lender, qualified buyers can access temporary rate buydowns and forgivable down payment assistance, designed to lower monthly payments and increase affordability. (No obligation to use preferred lender. Programs subject to qualification and market conditions.) Please note: Photos #2–17 have been virtually staged for marketing purposes only.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Asher Chen (407-717-5232)

Remarks: Under contract-accepting backup offers. 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: Under contract-accepting backup offers. This charming 3 bedroom, 2 bath home offers a fantastic opportunity to make it your own. Featuring a fully fenced backyard, the property provides privacy and plenty of space for outdoor living, pets, or entertaining. Located just a short distance from Winter Garden Village and historic Plant Street, you’ll enjoy easy access to shopping, dining, and local events. With so much potential, this home is perfect for buyers looking to add their personal touch in a highly desirable location.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Claire Jesso (407-436-5039)

Remarks: .......... PRICED TO SELL FAST!.......... LOCATION! LOCATION! LOCATION! .......... HOME FOR SALE ON LAKE in ORANGE COUNTY!.......... Extraordinary 5-bedroom, 4.5-bath residence on LAKE HANCOCK offers an all-encompassing private resort lifestyle, combining luxury living with breathtaking water views and access to an exceptional array of amenities. Enjoy unparalleled waterfront living on with PRIVATE DOCK.......... Upon entry, the home welcomes you with a bright, OPEN-CONCEPT design that seamlessly connects the main living areas, creating an ideal flow for entertaining and everyday living. Stunning lake views can be enjoyed from the gourmet kitchen and MAIN LEVEL PRIMARY SUITE offers a serene retreat designed for comfort and elegance. One secondary bedroom functions as a perfect JUNIOR SUITE with its own en-suite bathroom.......... The UPPER LEVEL features a spacious BONUS ROOM ideal for a media room, game room, playroom, or secondary living area, along with a private FULL BATH and an additional BEDROOM—providing flexibility and privacy away from the main living spaces........... Step outside to a massive OUTDOOR LIVING AREA designed as your personal oasis for both relaxation and entertaining. The expansive paver deck leads to a pristine SALTWATER POOL and SPA, while the COVERED DOCK offers the perfect setting to enjoy fishing, evening sunsets, and Disney fireworks from the comfort of your own backyard.......... LAKE HANCOCK is renowned for its exceptional recreational opportunities, making it ideal for boating enthusiasts and avid anglers alike. The lake is well known for excellent bass fishing, along with abundant bluegill, rock bass, gar, and other freshwater species. Residents enjoy canoeing, paddleboarding, waterskiing, and wake sports, and the lake’s size and depth also accommodate seaplane activity—offering a truly rare and versatile waterfront experience.......... The COMMUNITY FEATURES multiple playgrounds, tennis.pickleball courts, basketball courts, resort-style pools, fitness centers, arcade, club house, dog park, business center and CABLE/INTERNET INCLUDED IN HOA DUES. .......... Located in HAMLIN TOWN CENTER—the vibrant heart of the HORIZON WEST community in Winter Garden—this home sits within one of Central Florida’s most sought-after areas. Designed around “New Urbanism,” the neighborhood offers sidewalks and PAVED WALKING/BIKING PATHS connecting you to everything you need. Walk to Grocery stores, dining, shopping, Cinepolis, PopStroke, and more and all within two miles. Convenient access to SR 429 completes the experience, offering a true Live / Eat / Work / Play / Shop lifestyle..........* (All information deemed reliable but not guaranteed and should be independently verified by the buyer.)*

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Tina Carroll (678-850-8036)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 576 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.

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

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

Remarks: GREAT LOCATION & LAKE VIEWS! Welcome to this immaculately maintained corner-lot gem, featuring 3 bedrooms plus a versatile Office/Den and 2 full bathrooms. The open-concept floor plan is designed for both elegant entertaining and comfortable daily living, flowing seamlessly from the formal living/dining area into a spacious family room. The gourmet kitchen is a chef’s dream, boasting granite countertops, a cooktop, built-in oven, and beautiful 42” cabinetry. Retreat to the private Master Suite—a true oasis featuring a generous walk-in closet, dual sinks, a garden tub, and a separate shower. Step outside to your covered rear patio to unwind and enjoy breathtaking lake views and sunsets. Located just minutes from Winter Garden Village and Historic Downtown, this upscale community offers unparalleled amenities: a private boat ramp on a skiable lake, fishing dock, community pool, tennis, basketball, soccer fields, and a playground. With easy access to the 429, 408, and Turnpike, your commute is a breeze. Don’t miss this opportunity—start living your best life today!

Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)

Listing Agent: Vinny Machado Da Silva (352-278-8544)

Remarks: One or more photo(s) has been virtually staged. Looking for a pool home in Winter Garden that offers privacy and space, in a peaceful gated community? Well, welcome home! This beautifully upgraded home is close to schools, shopping, dining, golf, and quick access to the 429. Featuring 4 bedrooms, 4 bathrooms, a private office, two versatile bonus rooms, a large screened pool with water features, and a 3-car garage, it offers space for everyone. The long driveway and oversized paver pad provide parking for eight or more vehicles. The screened pool is over 6 feet deep and opens to a newly renovated pool bath, creating the perfect space for relaxing and entertaining year-round. With no rear neighbors, the backyard oasis backs to a tranquil conservation area and is framed by a wrought-iron fence with fragrant climbing jasmine for added privacy, and provides a green space for your furry friends. Inside, you’ll find wood-grain tile and high-quality bamboo flooring throughout—no carpet—plus a dramatic staircase with soaring ceilings and an elegant light fixture. The open kitchen is perfect for everyday living and entertaining, featuring new quartz countertops, a new sink and disposal, a newer stainless steel stove, microwave, and dishwasher, and a walk-in pantry with stylish new doors, all flowing into spacious living and dining areas. Downstairs, French doors lead to the office, while bi-fold doors connect to a flex room ideal for a gym, playroom, or guest suite. Upstairs, you’ll find three bathrooms, and two of the four bedrooms feature custom Closets by Design, along with a versatile flex space, perfect for a theater or family room. The oversized primary suite offers dual walk-in closets, extra storage, and a spa-like bath with soaking tub, separate shower, split vanities, and a private water closet. Recent updates include a new roof (2023), refreshed pool deck, new pool pump (2022), and new electric pool heater (2025). Additional upgrades include new lighting, updated hardware, fresh baseboards, new outlets and switches, coach lights, mirrors, and crown molding in the office, dining room, and primary suite. This is a home where comfort, style, and Florida living come together—ready to welcome you home.

Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)

Listing Agent: Lydia Wells (352-708-5650)

Remarks: Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!

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

Listing Agent: Herna Quero (321-305-0916)

Remarks: Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!

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

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.

Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)

Listing Agent: Gretchen Carlson (407-484-0005)

Remarks: Under contract-accepting backup offers. Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)