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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

$460,000
4 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Welcome to the highly sought-after Brentwood model in the guard-gated golf community of Stoneybrook West! This 4-bedroom home offers a flexible floor plan with the option to use the fourth bedroom as a private home office, making it ideal for today’s lifestyle. The spacious kitchen opens to the family room, creating a comfortable gathering space highlighted by a cozy gas fireplace. Recent updates include a NEW HVAC system (2026), water heater (2023), roof (2018), new garbage disposal, gutters, and more. The primary suite features beautiful bay windows and a large walk-in closet. Enjoy Florida living year-round from the added covered and screened patio with tile flooring overlooking the fenced backyard. Additional highlights include attic storage with plywood flooring, providing valuable extra storage space. Located in the desirable Stoneybrook West community, residents enjoy an impressive array of amenities, including golf, clubhouse, pools, fitness facilities, tennis, pickleball, playgrounds, walking trails, and more. The community also offers lake access and boating for residents, including a private community boat launch. All of this is located in Winter Garden, one of Central Florida’s most sought-after and vibrant markets, offering convenient access to shopping, dining, entertainment, top-rated schools, major roadways, and everything the area has to offer. A flexible floor plan, important major-system updates, outdoor living space, and an exceptional guard-gated community make this Brentwood model a home worth seeing!

1118 Maidenmoor Road, Winter Garden

$799,000
4 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
Amazing, 4 bedroom, 3.5 bath 3327sqft, WATERFRONT home in highly desirable Waterleigh west of Disney. This luxurious home has a large covered and paved front porch to watch the morning rise and day go by and a large covered back paved patio to enjoy those peaceful, colorful, sunsets over the water with about 50 feet of frontage. The foyer and front formal dining room have elegant arched hallways and coffered ceilings. Walk into the main living area through the main hall or through the Butlers pantry to the Gourmet kitchen. Next to the Butlers pantry is a large walk-in closet pantry for extra storage. The Gourmet kitchen has light, tiered, cabinets with crown molding, all stainless steel appliances, and accented by gorgeous Quartz counters. glass cooktop with separate built in microwave and oven. (French door fridge with bottom freezer will be installed.) The large sink island features the sink and breakfast bar overlooking the family and cafe area with plenty of windows and door for great neutral light and amazing views of the water and large back yard . The home has tall ceilings and tiled with wood plank type tile throughout the first floor except for the first floor Master bedroom. The Master also faces West overlooking the pond for great sunset views. Very large with coffered ceilings and lots of light. The cute double doors lead into the spacious master-bath with large separate vanities, double sinks, separate shower stall, separate toilet room, garden tub, linen closet, and Massive clothes closet. Back in the main great room is a hall filled with more cabinet storage space, leading to the large laundry room, garage, and stairs. The beautiful wood stairs and iron rail leads up to a spacious 20x18 loft/game room. All of the bedrooms have walk-in closets. One has a separate private bath, and the other two split bedrooms share a hall bath split with dual sinks and separate room for baths and toilet for maximum use. The home has modern decor styled raised panel doors throughout and plenty of storage space. This home has Smart technology for easy use and remote functionality. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. New Florida Hospital, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool.

8819 Sonoma Coast Drive, Winter Garden

$825,000
4 Beds 4 Baths Hull Island/Oakland Ph 2 SubDv. 34787 Zip Code
Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant cabinetry, expansive countertops, stainless-steel appliances, a natural gas cooktop, built-in oven and microwave, subway-tile backsplash, and an oversized center island with generous seating. Fabulous pantry features custom shelving and refrigerator. The kitchen flows seamlessly into the spacious living area, highlighted by a dramatic floor-to-ceiling accent wall with a sleek electric fireplace and built-in cabinetry. The formal dining room offers soaring ceilings, abundant natural light, and an elegant statement fixture. The spacious first-floor primary suite provides a peaceful retreat with a tray ceiling and a luxurious ensuite bathroom featuring a large glass-enclosed shower, separate soaking tub, dual-sink vanity, huge walk-in closet and distinctive designer finishes. Upstairs, you will find three additional bedrooms and a versatile bonus room—perfect for a home office, media room, playroom, or additional gathering space. One of the upstairs bedrooms includes a private ensuite bathroom, providing an ideal arrangement for guests. Sliding glass doors open to a private, screened outdoor oasis featuring an extended brick-paver patio, covered dining space, multiple conversation areas, and a relaxing 8-person spa—perfect for enjoying Florida living throughout the year. A privacy fence enhances the peaceful backyard setting. Residents of Hull Island enjoy access to a community pool, dog park, playground, and picnic area. The neighborhood also offers convenient access to the Oakland Nature Preserve, 22-mile West Orange Trail, and downtown Oakland. Enjoy the town’s Thursday farmers market, Arts and Heritage Center, local coffee shop, and Speer Park, with vibrant downtown Winter Garden just minutes away. Conveniently located near major highways, theme parks, downtown Orlando, Orlando International Airport, restaurants, shopping, and hospitals, this exceptional Oakland home combines contemporary style, thoughtful design, and an outstanding Central Florida lifestyle. You're only an hours' drive to some of Florida's finest beaches. Schedule your private showing today!

1016 Catori Road, Oakland

$889,900
4 Beds 3 Baths Oakland Parkb-3 SubDv. 34787 Zip Code
A rare opportunity in highly sought-after Oakland Park—this beautifully furnished, turnkey home offers **4 spacious bedrooms, 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, extended family, or an in-law arrangement**, plus the exceptional Winter Garden lifestyle buyers are looking for. Tall ceilings, 8-foot doors, elegant architectural details, high-end décor, and thoughtfully designed living spaces create an elevated yet comfortable feel throughout. (If the buyer prefers not to keep the furniture and furnishings, they can be excluded from the sale.) The showpiece kitchen is truly the heart of the home, featuring premium quartz countertops, a 5-burner gas range, stainless steel hood, striking designer backsplash, and spacious walk-in pantry. The spa-inspired primary suite offers an expansive private bathroom and generous walk-in closet, creating the perfect retreat. And for a little extra personality, the home even has its very own “Harry Potter” closet! Enjoy Florida living from the inviting screened front porch, complete with a porch swing perfect for morning coffee, an afternoon book, or relaxing at the end of the day. The back patio and fenced yard provide another comfortable setting for entertaining, outdoor dining, or simply enjoying the beautiful Florida weather. An expansive 3-car garage offers exceptional space and storage. Offered fully furnished with beautiful, high-end furnishings and décor, this home is truly turnkey—just bring your suitcase and start enjoying the lifestyle. Located near highly regarded schools and just moments from the West Orange Trail, walk, bike, take your golf cart, or drive to charming Downtown Winter Garden, the Farmers Market, restaurants, shopping, and entertainment. Move in before the holidays and experience everything this incredible community has to offer, including festive neighborhood traditions and upcoming celebrations such as the golf cart parade, fall festival, and more. An exceptional opportunity to own a remarkably equipped home in one of the area’s most desirable communities at an amazing value.

226 Hammock Preserve Loop, Oakland

$649,900
4 Beds 3 Baths Horizon Isle SubDv. 34787 Zip Code
WALK ON IN AND CALL IT HOME! Welcome to this beautiful, almost-new K. Hovnanian home, where thoughtful design, spacious living, and stylish upgrades come together beautifully. As you enter, you’re greeted by a welcoming foyer. To the right are two generously sized bedrooms and a full bathroom. Continue down the hall and discover a functional nook that’s perfect for a home office, study area, or homework station. With its own charming barn door, this space can easily be closed off for added privacy. Just to the right, French barn doors open to a versatile flex space that can be used as an office, formal dining room, or even a fourth bedroom—whatever best suits your lifestyle. Step into the spacious great room and prepare to be impressed! Gorgeous exposed beams create a warm and inviting atmosphere, while the chef-inspired kitchen is the true centerpiece. Featuring ample counter space, a beautiful white farmhouse sink, built-in oven, freestanding oven, stylish range hood, and stunning backsplash, this kitchen is both functional and beautifully appointed. The oversized primary suite offers a peaceful retreat, with a spacious bedroom and a luxurious ensuite bathroom designed with comfort in mind. Enjoy a large walk-in shower, freestanding soaking tub, dual vanities, and an enormous walk-in closet. This thoughtfully designed home also features a generously sized laundry room and mudroom, an oversized garage, and a beautiful lot with a fully fenced backyard—perfect for entertaining, relaxing, or enjoying time outdoors. And the location is just as impressive! Zoned for highly desirable schools and conveniently located near the 429, Turnpike, and 408, with easy access to Disney, shopping, dining, and so much more. With its spacious layout, beautiful finishes, and fantastic location, this home is sure to impress. Schedule your private showing today before this one is SOLD!

13184 Dendy Way, Winter Garden

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