Winter Garden Real Estate

Homes for Sale in Winter Garden, FL Between $900,000 to $1,000,000

Welcome to your dedicated resource for Homes for Sale Between $900,000 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 local Winter Garden, FL agents, Zen Home 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 $900,000 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 $900,000 to $1,000,000

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

9207 Busaco Park Way, Winter Garden
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.

9207 Busaco Park Way, 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

9493 Emerald Berry Drive, Winter Garden
$989,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Reserve SubDv. ⋅ 34787 Zip Code
We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!

9493 Emerald Berry Drive, 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

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

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

289 Crystal Wood Drive, Winter Garden
$969,270
4 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Discover the perfect blend of luxury, comfort, and convenience in this stunning Mahogany Grand home. Thoughtfully designed for both everyday living and entertaining, this exceptional two-story residence offers 4 bedrooms, 3 full bathrooms, a convenient first-floor powder room, an enclosed flex room, and a spacious 3-car garage. The open-concept living area seamlessly connects the gourmet kitchen, café, and gathering room, creating an expansive and inviting space. Soaring ceilings and an elegant tray ceiling enhance the sense of openness, while a large pocket sliding glass door extends the living space onto the covered lanai, filling the home with natural light and creating the perfect blend of indoor and outdoor living. At the heart of the home, the gourmet kitchen showcases stacked soft-close cabinetry, quartz countertops, a decorative tile backsplash, farmhouse sink, and built-in Whirlpool stainless steel appliances, including a natural gas cooktop, range hood, and 48-inch side-by-side refrigerator. Whether preparing everyday meals or hosting special gatherings, this kitchen is designed to impress. Privately situated in the back corner of the home, the spacious owner's suite offers a peaceful retreat and features an owner's suite extension, providing additional space for a sitting area, fitness nook, workspace, or whatever best suits your lifestyle. The spa-inspired en suite bath includes a walk-in closet, linen closet, walk-in shower with a rain shower head, and a private enclosed water closet. The enclosed flex room at the front of the home adds valuable versatility and can easily function as a home office, fitness room, playroom, or creative studio. Two additional first-floor bedrooms located in the opposite back corner of the owner’s suite provide comfort and privacy for everyone. A conveniently located powder room further enhances the home's thoughtful design. Upstairs, enjoy an additional 884 square feet of flexible living space, complete with a generous loft, private fourth bedroom, and full bathroom, making it ideal for a media room, guest suite, home office, or multigenerational living. Completing the home is a spacious 3-car garage with ample room for vehicles, storage, and hobbies. Don't miss the opportunity to tour this exceptional home and experience everything it has to offer.

289 Crystal Wood Drive, Winter Garden

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