Explore Winter Garden, FL Homes for Sale Between $950,000 to $1,000,000

Winter Garden, FL Homes for Sale Between $950,000 to $1,000,000 Map Search

Homes for Sale in Winter Garden, FL Between $950,000 to $1,000,000

Welcome to your dedicated resource for Homes for Sale Between $950,000 to $1,000,000 in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $950,000 to $1,000,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Winter Garden, FL Homes for Sale Between $950,000 to $1,000,000

12866 Eureka Lemon Drive, Winter Garden
$980,095
5 Beds ⋅ 5 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai overlooking conservation, to the flexible loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find warm, neutral finishes from the AW Collection Serene. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30 minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

12866 Eureka Lemon Drive, Winter Garden

128 N Highland Avenue, Winter Garden
$960,000
4 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY!

128 N Highland Avenue, Winter Garden

17336 Lake Star Road, Winter Garden
$997,500
4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Welcome to 17336 Lake Star Road. Nearly new and completely move-in ready, this exceptional residence offers up to $12,500 in seller credits toward buyer’s closing costs. The home presents a wonderful opportunity to enjoy a finished private pool, fenced backyard and established outdoor living space without the timeline and additional expense often associated with completing these features after closing. For buyers seeking an even more turnkey experience, some or all of the designer furniture and furnishings can also be purchased as a separate package. Framed by unobstructed conservation views at the front and rear, the home features Ashton Woods desirable Griffin floor plan, thoughtful upgrades throughout and exceptional privacy with no immediate neighbors directly in front or behind. Abundant windows fill the interiors with natural light while capturing peaceful views of the surrounding greenery and natural setting from nearly every room. The open-concept kitchen and living areas are complemented by a dedicated butler’s pantry, adding functionality and an elegant transition between the kitchen and dining spaces. Among a limited selection of 2024-built residences offered for sale in Winter Garden with a private pool, the home also benefits from an HOA of just $84 per month and no CDD. Ideally in Northlake at Ovation within Horizon West and near top-rated schools, the property offers easy access to Central Florida’s desirable destinations. Walt Disney World Resort is approximately five miles away, with direct access via SR 429 and Western Way, while Universal Orlando is approximately 25 miles away. Publix, Starbucks and Target are just minutes away, along with an excellent selection of nearby dining, shopping, entertainment and everyday essentials. Schedule a private showing to experience this rare Northlake at Ovation offering firsthand.

17336 Lake Star Road, Winter Garden

16260 Silver Grove Blvd, Winter Garden
$950,000
5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to a beautifully maintained home offering modern style, thoughtful design, and comfortable everyday living. The bright, open layout features a gourmet kitchen with an oversized island, white cabinetry, striking blue island cabinets, elegant pendant lighting, beautiful backsplash, generous counter space, and a spacious pantry. The expansive living area is filled with natural light and opens to a versatile additional room, ideal for a home office, media room, playroom, or hobby space. The spacious primary suite offers a relaxing retreat with an ensuite bath featuring dual sinks, ample cabinetry, and a separate tub and shower. Generously sized secondary bedrooms, well-appointed bathrooms, and excellent storage add to the home's functionality. A large walk-in closet with built-in organization, dedicated laundry room, and oversized garage provide even more convenience. Outside, enjoy a large backyard with abundant green space and a covered patio, perfect for entertaining, play, gardening, or relaxing. Located in an attractive residential community surrounded by green space and neighborhood amenities, this home delivers the ideal combination of style, space, storage, and livability.Situated in an attractive residential community surrounded by green space and neighborhood amenities, this home offers the combination of style, space, storage, and livability that today's buyers are looking for.

16260 Silver Grove Blvd, Winter Garden

14825 Ellingsworth Lane, Winter Garden
$999,000
5 Beds ⋅ 5 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom and 4.5-bathroom home offers a rare combination of space, privacy, and family-forward features. As you arrive, the three-car garage and manicured frontage set a high end tone. Inside, soaring high ceilings and an expansive open-concept layout create effortless flow with New Hardwood Flooring throughout. A dedicated office supports work-from-home needs, and an attached mother-in-law suite with its own private exterior entrance provides true multigenerational flexibility or guest privacy. Entertainment shines with a theater room, game room, and stylish bar area, ideal for gatherings large or small. Walk-in closets, abundant natural light, and premium finishes underscore quality throughout. This home comes with a New Dog/Pet Room and a Pet Shower. Step outside to your own gorgeous fully fenced backyard oasis featuring a fully equipped summer kitchen, perfect for grilling and gatherings. Situated across the street from SunRidge Elementary and SunRidge Middle Schools, the location is unmatched for families. Oxford Chase is a secure, gated enclave, and a new public park, Tucker Ranch Wellness Park, is under development on the neighborhood corner, bringing additional green space and recreation just steps away. The famous Winter Garden Farmers Market is just a few minutes away driving, making it even more special. Convenient to premier shopping, dining, and major roadways. This home delivers luxury and location in equal measure....Back On The Market - Buyers Could Not Get Loan Approval

14825 Ellingsworth Lane, Winter Garden

1711 Amsel Falls Park Terrace, Winter Garden
$999,990
5 Beds ⋅ 4 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code
Back on the market through no fault of the seller! This home successfully passed the buyer’s 4-Point Inspection, Wood-Destroying Organism (WDO) Inspection, and appraisal, demonstrating its excellent condition. The appraisal has already been completed, and the seller has the appraisal and inspections in hand for you peace of mind. Unfortunately, the previous buyer was unable to secure financing, creating a second opportunity for you to own this beautiful home. The seller is highly motivated and welcomes all reasonable offers. This move-in-ready property is ready for its next owner with no inspection surprises from the previous transaction.Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities. Special financing options may be available! Qualified buyers may be able to purchase this home with NO MONEY DOWN or through NO INCOME VERIFICATION. Don’t miss this incredible opportunity. Schedule your private showing today and ask how this home could be yours with little to no money out of pocket!

1711 Amsel Falls Park Terrace, Winter Garden

17242 Lake Star Road, Winter Garden
$975,000
4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Better Than New! Welcome to this stunning Ashton Woods Griffin II residence, completed in 2024 and located in the highly desirable Northlake at Ovation community in Winter Garden. Situated on a premium homesite with no rear neighbors, this beautifully upgraded home offers exceptional privacy, open green space views, and the perfect blend of luxury, comfort, and modern design. Featuring 4 bedrooms, 3 full bathrooms, 1 half bath, and an oversized 3-car garage, this thoughtfully designed floor plan offers 3,101 square feet of beautifully appointed living space filled with natural light, elegant finishes, and carefully selected designer upgrades. The heart of the home is the gourmet kitchen, featuring stone countertops, an expansive countertop workspace, a functional center island, stainless steel appliances, abundant cabinetry, and an open-concept layout that seamlessly connects to the dining and great room—perfect for entertaining and everyday living. One of this home's most remarkable features is its collection of professionally designed architectural upgrades that elevate it far beyond builder-grade finishes. The living room showcases a spectacular custom entertainment feature wall finished with contemporary wood slat panels, creating a amazing designer focal point. Flanking the fireplace are elegant custom-built drywall display shelves with integrated LED accent lighting, adding warmth, depth, and architectural character to the space. Further enhancing the home's luxurious feel is the upgraded frameless glass stair railing, creating a clean, open, and contemporary aesthetic while allowing natural light to flow freely throughout the home. Completing the design are custom floor-to-ceiling designer draperies that beautifully frame the dramatic two-story windows, adding elegance, texture, and sophistication to the main living area. The spacious primary suite offers a luxurious retreat with an oversized walk-in closet and a spa-inspired bathroom featuring dual vanities and a large walk-in shower. The additional bedrooms provide generous accommodations for family and guests while maintaining privacy and comfort. Step outside and enjoy one of the community's most desirable homesites, offering no rear neighbors, tranquil open green space, and a peaceful natural setting rarely found in newer communities. Built by Ashton Woods and completed in 2024, this home combines all the advantages of nearly new construction with the added value of premium custom improvements already completed. Residents of Northlake at Ovation enjoy outstanding community amenities including a resort-style swimming pool, clubhouse, playground, dog park, sidewalks, and beautifully maintained common areas, all conveniently located just minutes from Walt Disney World®, Horizon West, Hamlin Town Center, shopping, dining, top-rated schools, major highways, and Orlando's world-famous attractions. If you've been searching for a move-in-ready home that offers designer finishes, premium upgrades, exceptional privacy, and an unbeatable location, this is an outstanding opportunity. Schedule your private showing today!

17242 Lake Star Road, Winter Garden

20 E Division Street, Winter Garden
$985,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code
Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden

3208 Sailing Pier Avenue, Winter Garden
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code
MADE FOR THE SPOTLIGHT & PEOPLE ON THE MOVE This is a home that knows how to make an entrance—and how to make people want to stay. At 3208 Sailing Pier Avenue, every day begins with the knowledge that you’ve arrived somewhere special. Set within the gated Estates at Lakeview Preserve, this professionally designed model home was made for gatherings that linger. Morning light draws you from the first-floor primary suite to the covered lanai. Settle in with coffee and a breeze while the landscaped, vinyl-fenced yard offers a quiet start. Beyond the fence lies Scrub Point Preserve behind your property, with no other homes in between. Nearby trails lead toward the shores of Johns Lake. Back inside, a wall of fully retracting glass doors fill the great room with light and opens the home to the outdoors. The kitchen keeps pace with every occasion: white cabinetry, sweeping quartz surfaces, a generous island and a sunny breakfast area set the stage for a quiet morning or a house full of friends. An elegant dining room awaits a more formal evening. As guests gather, conversation moves from the island to the great room, then out to dinner on the lanai. Room to create as well as celebrate. Behind French doors, the first-floor office or studio offers a place to focus beneath a tray ceiling accented with light wood beams. Upstairs, two distinct entertainment spaces let imagination take the lead: one could be a music or podcast studio, alive with ideas and conversation; the other, a movie lounge, game room or retreat after the party. A Saturday morning might take you to the Winter Garden Farmers Market and out along the West Orange Trail. Hamlin Town Center, Winter Garden Village, Clermont and Disney-area attractions add even more possibilities nearby. Or let Johns Lake set the afternoon’s itinerary. The community offers a bird-watching dock, along with a pool, clubhouse, fitness center and playground. Head out on the water, or arrange a chartered seaplane pickup at the community dock and give your weekend an unforgettable start. As evening settles in, the music, the company and the open doors bring the day full circle. When guests have gone, the primary suite offers its own sense of occasion, with beamed insets in the tray ceiling and a beautifully finished bath with dual vanities and a generous walk-in shower. With 5 bedrooms, 4 baths, a French-door office, two upstairs lofts, 3,998 square feet and a three-car garage, there is space for the spotlight and all the life that happens beyond it. Three bedrooms are downstairs, including the primary; another en suite, and a guest room. Two additional bedrooms and a shared bath are upstairs. A drop zone and laundry room make everyday life easier. Lake County Schools earned an A for 2025–26. The fenced yard offers room for a future pool. Furniture, artwork and decor shown in photos are available by separate negotiation and are not included in the sale.

3208 Sailing Pier Avenue, Winter Garden

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