Winter Garden, Florida listings for sale

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$858,000 - Winter Garden, FL
15485 Sandfield Loop Winter Garden, FL - ONE OWNER PERFECT~GATED WINTER GARDEN THE RESERVE AT CARRIAGE POINTE ~SMALL PRIVATE COMMUNITY WITH PARK AND PLAY GROUND AREA~ Exquisite Two-Story Residence!~NEW HARDWOOD FLOORS THROUGHOUT THE DOWNSTAIRS captivating curb appeal sets the tone for this remarkable 4010 Square Feet~ PRIMARY ROOM LOCATED DOWNSTAIRS WITH PRIVATE SPA LIKE SUITE~ Step inside to discover a spacious home office on the main floor, ideal for remote work or quiet study. The chef’s kitchen is a true showstopper—designed for entertaining, featuring high-end finishes, expansive counters, and a seamless flow into the living and dining areas. Enjoy unparalleled privacy with NO REAR NEIGHBORS and stunning views from every window. Upstairs, a large game room provides the perfect setting for hosting friends and family, while three generously sized bedrooms each boast oversized walk-in closets, WITH ACCESS TO THE Two full bathrooms upstairs ensure comfort and convenience for everyone. A versatile second den offers the flexibility to be a study, media room, or even a home gym. This 4-bedroom, 3.5-bath dream home is a rare find HIGHLY DESIRABLE WINTER GARDEN AREA CLOSE TO EVERYTHING ~schedule your private tour today before it's gone!
2015 | 4 | 4 | 4,010 sqft.
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$850,454 - Winter Garden, FL
13208 Dendy Way Winter Garden, FL - Private home office, perfect for telecommuting. Formal dining room for hosting dinner parties. Striking kitchen with center island and plenty of counter space. Spacious great room leading to covered patio. Extra Suite, perfect for guests or multi-generational families. Lavish primary suite with large primary bath and walk-in closet.
? | 5 | 4 | 3,719 sqft.
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$850,000 - Winter Garden, FL
349 Morning View Drive Winter Garden, FL - Welcome home to 349 Morning View Drive Winter Garden in the much sought after community of Johns Lake Pointe. This home is listed under appraised value !!! Walk into the home with equity !!! This well cared for home has the WOW factor as soon as you pull into the paved driveway. The exterior offers beautiful brick accents, shutters, curb edging and lush landscaping. Inside we have 4,693 sqft of Living Space offering 7 Bedrooms and 4 full Bathrooms offering plenty of privacy for the whole family !!!! On the first floor we have a formal living on one side and formal dining on the other. The living space offers a built in entertainment/office center, wall paneling that flows into the dining and attractive lighting throughout. The kitchen offers plenty of space for entertaining with granite counter tops, built in oven and a large walk in pantry. The kitchen overlooks the family room, which features a stunning stone accent wall. There is a breakfast nook off the kitchen with sliding doors out to the screened in lanai. The primary suite is a retreat in itself, a feeling of romantic sophistication with plenty of room to relax, the bathroom offers dual vanitys, soak in tub, walk in shower and a spacious walk in closet. There is also a second bedroom and full bathroom on the 1st floor, perfect for inlaws or a guest room, the bathroom also leads out to the lanai and a brand new AC just installed. Upstairs we have an absolute massive space which has unlimited potential, a second family/games room with plenty of space for a pool table and all the entertaining with new flooring, this in turn leads to a media room to watch all those action packed movies with the family. There are a additional 5 Bedrooms and 2 full bathrooms to complete the upstairs, the rooms are all of a generous size. The laundry/utility room is located downstairs and leads into the 3 car garage. The extended garage gives ample space for all the vehicles/ toys and even space enough for a boat. The back garden offers plenty of space for entertaining and large enough to add a pool. The Solar panels are included with the sale and are paid off !!! The community itself offers a clubhouse, swimming pool, playground, gym and tennis courts. Location, Location, just minutes to downtown Winter Garden, shopping, restaurants, all the major HWYS, close to Disney and all the attractions, this home really needs to be viewed in person to appreciate the shear size and layout, call today for your own private tour !!!
2013 | 7 | 4 | 4,693 sqft.
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$850,000 - Winter Garden, FL
15318 Sandfield Loop Winter Garden, FL - Step into this stunning residence and immediately feel at home. Bathed in natural light, the soaring high ceilings, intricate crown molding, and open floor plan create an inviting and sophisticated ambiance. To the right, a cozy library provides the perfect retreat for book lovers, while to the left, a private office offers a quiet space for productivity. As you pass under the striking catwalk, you’ll be drawn into the expansive living room, seamlessly connected to the dining area and a thoughtfully designed kitchen boasting sleek stainless steel appliances. For convenience, a half-bath is easily accessible, while the generously sized primary suite on the first floor delivers comfort and privacy with ample space to unwind. Ascending the beautiful staircase, you’ll find an open flex space. The upper level features a smart layout: one bedroom just off the loft, two more bedrooms sharing a stylish Jack and Jill bath, plus an additional private bedroom and bathroom. Beyond the home’s impeccable interior, enjoy the convenience of a two-car garage, beautifully paved driveway, elegant entrance, and lush landscaping. The location couldn’t be better—directly across from a community park and dog park, perfect for outdoor enjoyment. Living in the gated Reserve at Carriage Point also means experiencing a vibrant neighborhood, with the HOA organizing fun events like Movies in the Park and community gatherings. This home truly ticks all the boxes—space, style, and community charm! Schedule your private showing today!
2015 | 5 | 4 | 4,288 sqft.
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$850,000 - Winter Garden, FL
426 N Boyd Street Winter Garden, FL - NO HOA! Meticulously maintained pool home in Winter Garden’s coveted golf cart district, minutes from historic downtown. This elegant 3-bedroom, 3-bath residence plus office features an expansive 34'x19' family room with fireplace and French doors leading to a resort-style heated pool/spa area with gas fire pit. Highlights include granite kitchen with stainless appliances, luxurious primary suite with spa-like bath, and beautiful wood-look tile throughout. Recent upgrades: new roof and AC (2022), windows (2017), water heater (2018), and pool/spa (2019) with new pump (2024) and heater (2025). Alley access provides RV/boat parking. Enjoy golf cart rides to downtown’s shops, restaurants, and farmers market, and convenient access to the West Orange Trail. Experience the freedom of no HOA in this turnkey property combining luxury and prime location!
1960 | 4 | 3 | 2,636 sqft.
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$849,506 - Winter Garden, FL
13153 Faro Court Winter Garden, FL - Private home office, perfect for telecommuting. Formal dining room for hosting dinner parties. Striking kitchen with center island and plenty of counter space. Spacious great room leading to covered patio. Extra Suite, perfect for guests or multi-generational families. Lavish primary suite with large primary bath and walk-in closet.
? | 5 | 4 | 3,719 sqft.
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$849,475 - Winter Garden, FL
16412 Olive Hill Drive Winter Garden, FL - One or more photo(s) has been virtually staged. Welcome to 16412 Olive Hill Dr. in the highly sought-after Hawksmoor community in Horizon West. This stunning 3,000 square-foot home, built by Mattamy Homes in 2019, boasts 5 bedrooms, 3 bathrooms, and 1 half bathroom, including a hard to find first-floor primary suite. Upstairs, you'll find 4 guest bedrooms, 2 of which share a beautiful Jack and Jill bathroom setup. The other 2 bedrooms are positioned conveniently with a separate full bathroom to share. The first floor of the home features soaring ceilings and large windows that let in an immense amount of natural light. The space is even brighter thanks to a large triple sliding glass door that opens to the private pool and oversized covered lanai. The open-concept living room is ideal for entertaining, and the formal dining room has a convenient pass-through to the kitchen. The chef’s kitchen includes an oversized island, induction cooktop, and top-of-the-line stainless steel appliances. It also features a walk-in pantry, dark wood cabinetry and bright quartz countertops. Throughout the home, there is wood plank tile flooring, and upgraded luxury vinyl plank with white risers on the stairs. The lanai is complete with privacy screens, an outdoor summer kitchen and the yard is fully fenced. Additional highlights include fully paid-off solar panels for energy efficiency, a separate laundry room with cabinetry and a two-car garage with extra storage space. Hawksmoor also features amenities, like a community pool and clubhouse. The home is just minutes from Hamlin Town Center and Flamingo Crossings, and is zoned for Top-Rated schools. The home is full of upgrades, like a pool heater and a whole home water filtration system. It has been meticulously maintained by the owner. Inquire for a full feature and upgrades sheet. This is a rare opportunity in Horizon West. Call today to schedule your private tour.
2019 | 5 | 4 | 3,093 sqft.
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$849,000 - Winter Garden, FL
2015 Sandy Garden Lane Winter Garden, FL - Welcome to this exquisite 3,871 sq/ft home nestled in one of Winter Garden’s most sought-after gated communities. Boasting 4 bedrooms, 4.5 bathrooms, and an oversized 3 car garage, this residence offers the perfect blend of luxury and comfort. The first-floor primary suite is a true retreat, featuring an oversized spa-like bathroom with a massive soaking tub and an expansive walk-in shower. Throughout the main level, 8-foot doors and soaring 20-foot ceilings in the spacious family room create a grand and open atmosphere, seamlessly flowing into the gourmet kitchen—perfect for entertaining. Upstairs, you’ll find additional bedrooms and a huge flex space, ensuring privacy and room for family and guests. Step outside to enjoy the private screened-in lanai, offering a peaceful outdoor oasis. Plus, with the neighborhood park just steps away, this home is perfectly positioned for both relaxation and recreation.
2015 | 4 | 4 | 3,871 sqft.
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$848,838 - Winter Garden, FL
13181 Telsen Street Winter Garden, FL - Private home office, perfect for telecommuting. Formal dining room for hosting dinner parties. Striking kitchen with center island and plenty of counter space. Spacious great room leading to covered patio. Extra Suite, perfect for guests or multi-generational families. Lavish primary suite with large primary bath and walk-in closet.
? | 5 | 4 | 3,719 sqft.
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$847,990 - Winter Garden, FL
12025 Encore At Ovation Way Winter Garden, FL - Single-level living with large open spaces and the opportunity for two owner's suites on one level, the Aspire checks all of the boxes. Upon entry, a spacious foyer leads to the formal dining room, a space that is both elegant and functional. Two guest rooms and a full guest bathroom can be found down the private hall.
? | 4 | 3 | 2,810 sqft.