Winter Garden, Florida listings for sale


$975,000 - Winter Garden, FL

908 Tilden Oaks Trail Winter Garden, FL - In the enchanting enclave of Oakland Park lies a home that seamlessly marries design with tranquility—welcome to 908 Tilden Oaks Trail. This Rockwell Homes masterpiece is more than just a residence; it is an experience of sophisticated living, smart-home innovation, and breathtaking natural beauty. As you approach, a serene landscape unfolds before you, with no neighbors to the front or rear. Instead, your view is graced by a lush preserve, where an eagle finds its sanctuary, and a picturesque community park just beyond your doorstep. Stepping inside, you are greeted by an interior that whispers elegance inspired by West Elm. Luxury vinyl plank flooring flows effortlessly across the main level, inviting you to explore further. The kitchen, a haven for culinary artists, boasts a spacious island with seating, sleek cabinetry, and a cozy dining area perfect for gatherings. Adjacent, a formal office, featuring a bespoke California Closets wall unit, offers a refined space for productivity, while a guest suite with an en-suite bath and a dedicated retreat for pets ensure every family member is comfortably accommodated. Ascend the stairs to discover the owner’s retreat, a luxurious sanctuary equipped with custom California Closets and a spa-like super shower, offering a private escape from the world. Two additional bedrooms share a beautifully appointed bath, accompanied by a generous bonus room with its private balcony—a perfect vantage point to savor views of the park. Throughout this exceptional home, automated lighting and window shades enhance the ambiance, offering a lifestyle of effortless luxury. Located in Winter Garden's Golf Cart District, access everything Historic Downtown Winter Garden has to offer via golf cart, or hop on your bike for a short bike ride along the West Orange Trail. As the day draws to a close, let the beauty of a Lake Apopka sunset paint your evenings with its daily masterpiece, all from the comfort of your own backyard. Welcome to a life where every detail is designed for harmony, at 908 Tilden Oaks Trail.
2022 | 4 | 4 | 2,683 sqft.
$962,990 - Winter Garden, FL

12025 Encore At Ovation Way Winter Garden, FL - Enter the home and be welcomed with views through to the back included lanai. To one side of the 2-story entry, you'll find a full bedroom with en-suite bath, perfect for guests and to the other side the stairs. The main living area of this home is begging for entertaining with its open concept design; the dining room, with optional tray ceiling for extra pizazz, family room, and kitchen are all open to one another.
? | 5 | 4 | 4,076 sqft.
$961,990 - Winter Garden, FL

12025 Encore At Ovation Way Winter Garden, FL - The Endeavor welcomes you with a classic two-story design that has the flexibility to accommodate all of your family's needs! As you enter the front door, from the foyer you'll immediately notice the stunning angled staircase with an under stairs closet for storage to one side and the dining room, with optional tray ceiling, to your other side.
? | 3 | 4 | 4,009 sqft.
$959,000 - Winter Garden, FL

14572 Black Quill Drive Winter Garden, FL - Welcome to this exceptional 5-bedroom, 4-bathroom home located at Overlook at Hamlin. This beautifully upgraded residence offers a perfect blend of luxury and comfort, ideal for modern living. As you approach, you'll be captivated by the home's fresh exterior paint, side-entry garage, newly sealed paver driveway, and professionally landscaped front yard. Inside, the inviting foyer leads to an open floor plan featuring stunning tile flooring throughout, soaring ceilings, archways, and elegant crown molding. The formal dining room is perfect for entertaining, while the home office, complete with French doors and built-in storage, provides a private space for work or study. The gourmet kitchen is a chef's dream, boasting a dining nook, spacious pantry, new stainless steel appliances, granite countertops, a glass backsplash, an island, and a breakfast bar with seating and pendant lights. The adjoining living room is perfect for family gatherings and opens to a back lanai, ideal for summer relaxation. The expansive backyard offers ample space for a playscape, garden, or firepit, and backs up to green space for added privacy. The primary suite, located on the main level, is a true retreat with tray ceilings, double walk-in closets, and an ensuite bathroom featuring his-and-her vanities, a corner soaking tub, and a frameless glass shower. Upstairs, a large family room provides additional living space, while four guest bedrooms, each in its own corner of the house, offer privacy and comfort. Two full bathrooms complete the upper level. Additional features include a drop-zone laundry room at the entrance of the 2-car garage. The Overlook at Hamlin community offers a wealth of amenities, including serene walking paths, multiple resort-style pools, a splash pad, a lakefront clubhouse, a fitness center, and a waterfront park with a boat launch and playground. The home is conveniently located just 5 minutes from Publix and the shopping and dining options at Hamlin Mall, with easy access to Rt. 429. Disney and other theme parks are less than 15 minutes away, and it's just a short drive to downtown Orlando. Don't miss the opportunity to make this stunning property your new home!
2016 | 5 | 4 | 4,384 sqft.
$949,999 - Winter Garden, FL

14955 Lebeau Loop Winter Garden, FL - One or more photo(s) has been virtually staged. Welcome Home to the Frost Model in Winding Bay! This stunning, spacious residence offers the perfect blend of elegance, functionality, and modern design. Featuring 5 bedrooms, 4 full bathrooms, a study, a loft, a 2-car garage with epoxy flooring, a bonus room, and an upstairs pocket office, this home is built for comfort and style. Upon entry, you’re welcomed by a gracious foyer, with a guest bedroom and full bath conveniently located to the right. Step further inside and you’ll find a generous open-concept layout, ideal for both entertaining and everyday living. To the right, a versatile den can serve as a formal dining room or private office. The chef’s kitchen is a true highlight, boasting ample countertop space, soft-close Wellborn cabinetry, a full walk-in pantry, stainless steel appliances, and a large island that opens into the informal dining area and expansive great room. The great room flows seamlessly through oversized sliding glass doors to a covered, screened lanai, perfect for enjoying serene views of your private saltwater pool and spa. Fully automated with a self-cleaning system and gas heater, this smart pool setup can be controlled directly from your smartphone—whether you're home or away. The primary suite offers a luxurious retreat with space for a king-sized bed, dual vanities, a glass-enclosed walk-in shower, private water closet, and an optional extended walk-in closet for maximum storage. Upstairs, you'll find a spacious loft area, ideal for a second family room or play area, along with a built-in pocket office featuring two desks and built-in cabinetry. Three additional bedrooms all include walk-in closets—one with a private en-suite bath—and share a full bathroom with dual sinks. Additional highlights include: Luxury vinyl plank flooring throughout Quartz countertops in kitchen and all bathrooms Pre-wiring for security and entertainment systems Ring doorbell camera & keyless entry Irrigation system & low-maintenance landscaping Located just minutes from Disney World and the best of Orlando, this home is the epitome of luxury and convenience. Don’t miss out on this incredible opportunity—schedule your showing today!
2023 | 5 | 4 | 3,227 sqft.
$939,000 - Winter Garden, FL

14645 Scott Key Drive Winter Garden, FL - PRICE REDUCED...Welcome to Watermark built by Meritage homes, a luxury resort style community which includes a water park-style pool for the family, multiple tennis courts, and an exclusive fitness center. There are two clubhouses with balconies where you can see the nightly fireworks from Disney World. This very well maintained home has 4 bedrooms, 3.5 bathrooms. The living room leads into a large outdoor living area with a large pool, and screened in patio, great for entertaining. All the bedrooms are on the second floor with walk in closets and one Jack and Jill bathroom. THIS IS THE TIME TO BRING YOUR ELECTRICITY BILL TO $0, THE HOUSE HAS 33 SOLAR PANELS INSTALLED, WITH NO COST. "SELLER WILL PAY OFF PANELS BEFORE CLOSING"
2016 | 4 | 4 | 3,427 sqft.
$938,000 - Winter Garden, FL

14516 Sunbridge Circle Winter Garden, FL - One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer | Welcome to your exceptional new home in the desirable GATED COMMUNITY of Bradford Creek in Winter Garden – where elegance, space and privacy meet everyday convenience! Built in 2019 and meticulously maintained by its original owner, this home is in BRAND NEW CONDITION and offers endless space, thoughtful upgrades and a versatile layout designed to meet your every need. Perfectly situated in a quiet limited home enclave directly across from the COMMUNITY PARK and PLAYGROUND, you will appreciate the ideal location with NO REAR NEIGHBORS, POND VIEWS, and a FULLY PRIVACY FENCED YARD. Enjoy peaceful mornings or evenings spent entertaining on the large COVERED PAVER LANAI overlooking a backyard that is the perfect blank canvas to create the outdoor oasis of your dreams. Inside you will be pleased to find PLANTATION SHUTTERS throughout, a dedicated first floor office, and the MAIN FLOOR BEDROOM / FULL BATH are ideal for visiting family, in-laws or overnight guests. Follow the natural flow into the heart of the home – your gourmet kitchen, featuring rich cabinetry with crown molding and modern hardware, STAINLESS STEEL APPLIANCES (that include a BUILT-IN DOUBLE OVEN & GAS STOVE!), quartz countertops, a MASSIVE KITCHEN ISLAND with bar seating and storage, and the cherry on top is the BUTLER’S PANTRY tucked away through an arched doorway. Off the kitchen is an open living area as well as a casual breakfast nook bathed in natural light, and a formal dining space that makes gathering with family or entertaining friends a breeze. Once you are finished exploring the main floor head upstairs where you will find a loft space that flows into a BONUS/MEDIA ROOM, offering flexibility and even the potential for a 7TH BEDROOM! The luxurious PRIMARY SUITE delivers a tranquil WATER VIEW and includes DUAL WALK-IN CLOSETS and a well appointed en-suite bath. Two of the additional bedrooms share a convenient Jack & Jill, while every bedroom offers large closets for all your storage needs. The laundry room is even outfitted with custom cabinetry for added function and style. A unique noteworthy feature is the drilled safe located in a first-floor closet—perfect for secure storage, and the oversized 3-CAR GARAGE includes finished checkered flooring, ideal for car enthusiasts or additional work or work out space. Located just minutes from Winter Garden Village, major roadways – including 429, Florida’s Turnpike, and Winter Garden Vineland Rd, and just a short drive to area attractions and theme parks, this home also boasts access to all “A” rated schools, including West Orange High! With its sprawling layout, tons of storage, and location in a small, well-managed community, this home truly checks every box. Don’t miss the opportunity to live in one of Winter Garden’s most sought-after areas and call today to schedule a tour!
2019 | 6 | 4 | 4,501 sqft.
$935,000 - Winter Garden, FL

7131 Desert Mandarin Street Winter Garden, FL - Welcome to this exquisite five bedroom, four and a half bathroom home located at 7131 Desert Mandarin Street in the highly sought-after community of Highlands at Summerlake Groves in Winter Garden, Florida. Built in 2018, this residence offers just under 3,700 sq ft of living space, providing ample room for both relaxation and entertainment with an open-concept design that seamlessly connects the living, dining, and kitchen areas, ideal for modern living. Step outside to your private oasis, where a fully screened sparkling pool and spa await. This large covered lanai and outdoor kitchen will likely make it hard to want to ever leave home. The home has a large gourmet eat-in kitchen making it a chef's delight with modern stainless steels appliances, ample cabinetry, and a large island for casual dining. Natural light coming from the living room windows. Additionally, the first level of this home offers a private office, separate dining room, breakfast nook, half bathroom, and bedroom with an en-suite bathroom. Head upstairs where you will find a serene primary bedroom with relaxing bathroom and exceptional walk-in custom closet. The primary bathroom features a separate shower, soaking tub, water closet, and double vanity sinks. Laundry room with extra storage, an oversized loft, and three additional bedrooms with two additional bathrooms can also be enjoyed upstairs. Situated just a short drive from Walt Disney World and numerous Orlando attractions, this home ensures you're never far from dining, shopping, and entertainment options. This home combines luxury, comfort, and convenience, making it the perfect place to create lasting memories. The community enhances your lifestyle with resort-style amenities, including a community pool, playground, soccer field, dog park, and tennis courts. With proximity to the Turnpike and SR 429 this property truly has everything you will need. Schedule a showing today to experience all that this remarkable property has to offer.
2018 | 5 | 4 | 3,635 sqft.
$927,990 - Winter Garden, FL

12025 Encore At Ovation Way Winter Garden, FL - A charming covered porch welcomes you as you approach the entrance to this grand two story home. Once inside, a formal, open dining room awaits with convenient access to the kitchen. Just past the stairs, you will find the kitchen and eat-in cafe that seamlessly connects to the family room, creating a central living space for family gatherings.
? | 5 | 3 | 3,723 sqft.
$927,900 - Winter Garden, FL

13412 Fox Glove Street Winter Garden, FL - Luxury Living in a Premier Golf Course Community – Minutes from Disney & Shopping! This stunning custom-upgraded home in one of Central Florida’s most sought-after golf course communities offers resort-style living at its finest! The exterior was sealed and painted just 2 years ago, and the roof is only 2.5 years old, providing peace of mind and long-term durability. Step inside to discover a home loaded with upgrades, including a full surround sound system on the first floor and in the movie theater/bonus room, perfect for entertainment lovers. The backyard is an absolute paradise, featuring a custom-designed pool, spa, and grotto—ideal for relaxation and hosting unforgettable gatherings. The community offers a clubhouse, restaurant, basketball court, beach volleyball court, tennis courts, playgrounds, a HUGE resort-style pool, and a state-of-the-art fitness center. Plus, you’re just minutes from Walt Disney World and less than 2 miles from major expressways, making travel anywhere in Florida a breeze. To top it off, you’re just a short drive from Fowler’s Grove, one of Central Florida’s premier shopping and dining destinations. This home truly has it all—don’t miss your chance to make it yours!
2005 | 5 | 2 | 3,954 sqft.