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4 Bedroom Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for 4 bedroom homes for sale 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 4 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 4 Bedroom Homes for Sale in Winter Garden, FL

$1,080,000
4 Beds 3 Baths Winter Garden Shores First Add SubDv. 34787 Zip Code
Appraisal in hand! 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

$539,900
4 Beds 4 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
Virtually Staged. **SELLER IS CONTRIBUTING $6000 TOWARD BUYER'S CLOSING COSTS ON A FULL PRICE CONTRACT. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!

8220 Bayview Crossing Drive, Winter Garden

$669,500
4 Beds 3 Baths Waterleigh Ph 2a SubDv. 34787 Zip Code
Welcome to the home you've been waiting for! This stunning 4-bedroom, 3-bathroom residence offers the perfect combination of modern design, thoughtful upgrades, and everyday comfort. From the moment you arrive, you'll appreciate the charming front patio and inviting curb appeal that make this home stand out from the rest. Step inside and be greeted by gorgeous custom wainscoting in the entryway, creating an elegant first impression and setting the tone for the stylish finishes found throughout the home. The open-concept floor plan is designed for effortless entertaining and everyday living, offering a bright and spacious atmosphere that immediately feels like home. At the heart of the home is an impressive kitchen featuring stainless steel appliances, a large walk-in pantry, abundant cabinetry, and a stunning designer island with a contrasting cabinet color that adds character, sophistication, and a custom-built feel. The kitchen seamlessly overlooks the dining and living areas, creating the perfect space for gathering with family and friends. The private owner's suite is thoughtfully situated at the rear of the home, providing a peaceful retreat. The spacious ensuite bathroom features dual vanities, a large walk-in shower, and an oversized walk-in closet designed to accommodate all your storage needs. The additional bedrooms and bathrooms offer flexibility for family, guests, or a home office, while the professionally converted garage flex space, complete with flooring and air conditioning, provides endless possibilities as a gym, game room, media room, office, homeschool room, or bonus living area. Designer touches continue throughout the home, including a beautiful modern accent wall in the dining room and upgraded lighting fixtures above both the dining area and kitchen island, adding warmth, style, and elegance throughout. Step outside to your enclosed lanai and FULLY FENCED IN backyard, perfect for entertaining, pets, playtime, or simply relaxing and enjoying Florida's beautiful weather. As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon, Kiddie Academy, and the soon-to-open Fifth Third Bank. This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait to build when you can move right into a home filled with upgrades and start enjoying everything Horizon West has to offer today? Schedule your private showing before this incredible opportunity is gone!

9717 Waterway Passage Drive, Winter Garden

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