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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

$2,325,000
4 Beds 5 Baths Oakland Hills SubDv. 34787 Zip Code
Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!

15217 Farm Stand Court, Winter Garden

$619,000
4 Beds 3 Baths Grove Pk/Stone Crest A-E SubDv. 34787 Zip Code
A home that's finally been paid attention to. Four bedrooms, two-and-a-half baths, 2,891 square feet. A full 2022 refresh. New roof, new water heater, new softener, new stainless appliances, EV charger in the garage. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk from the front door, so you don't have to leave the neighborhood to have a good time. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!

932 Lost Grove Circle, Winter Garden

$775,000
4 Beds 4 Baths Roper Reserve SubDv. 34787 Zip Code
Welcome to 443 Wrangler Road, where comfort, flexibility, and an unbeatable Winter Garden location come together. Nestled in a desirable gated community with very low HOA fees, this beautifully maintained two-story pool home offers the perfect blend of functional living spaces and timeless appeal. Designed with convenience in mind, the primary suite is located on the first floor along with all of the additional bedrooms, creating an ideal layout for everyday living. Upstairs, you'll find a spacious private bedroom with its own ensuite bathroom—a versatile space that can easily serve as a guest retreat, oversized playroom, home office, fitness room, or media room. The freshly painted interior provides a bright, move-in-ready feel, the brand new AC with a 10 year warranty guarantees peace of mind, and the 3-car garage offers plenty of room for vehicles, storage, or hobbies. Step outside to your own backyard oasis featuring a sparkling private pool, perfect for relaxing weekends or entertaining family and friends year-round. Location is everything, and this home delivers. You'll be just 5 minutes from Historic Downtown Winter Garden and Plant Street, where you can enjoy award-winning restaurants, boutiques, the Saturday Farmers Market, and the West Orange Trail. Plus, Winter Garden Village is only 5 minutes away, offering endless shopping, dining, and entertainment options. If you've been searching for a home that offers flexible living spaces, a fantastic pool, and one of Winter Garden's most convenient locations, 443 Wrangler Road is ready to welcome you home!

443 Wrangler Road, Winter Garden

$639,000
4 Beds 4 Baths Waterside/Johns Lake Ph 2a SubDv. 34787 Zip Code
~Seller may consider buyer concessions if made in an offer~Prepare to fall in love with this BEAUTIFULLY MAINTAINED 4-bedroom, 3.5 bath home in the highly sought-after Waterside at Johns Lake community, where timeless style, THOUGHTFUL UPGRADES, and an unbeatable location come together to create an exceptional place to call home. Offering over 2,900 SQUARE FEET, this 2019-built residence still FEELS LIKE NEW and sits proudly on a beautifully landscaped CORNER LOT within one of the area's most desirable neighborhoods featuring TOP-RATED SCHOOLS. From the moment you arrive, you'll be impressed by the home's outstanding CURB APPEAL highlighted by lush landscaping, FRESH EXTERIOR PAINT (2026), and an inviting brick paver walkway leading to the charming front porch. Step inside to discover an open floor plan where elegant CERAMIC TILE FLOORING, fresh interior paint (2021), and crown molding (2021) create a refined backdrop for everyday living. A VERSATILE first-floor Bedroom with its own EN SUITE BATH, make it an ideal guest suite, private office, or multi-generational living space. The spacious Living Room creates a stunning impression with its custom STACKED STONE ACCENT WALL with sleek electric fireplace, creating a warm yet contemporary gathering space. The GOURMET KITCHEN is designed to impress showcasing crisp white cabinetry, stone countertops, a classic subway tile backsplash, stainless steel appliances, a GAS COOKTOP, built-in ovens, a generous closet pantry, an oversized breakfast bar and butler pantry. NEW LIGHTING in both the Kitchen and Dining area adds the perfect finishing touch. Elegant ARCHED DOORWAYS in the Dining Room lead to a spacious Family Room, offering even more room to gather and relax. Sliding glass doors open to the covered, SCREENED BRICK-PAVER PATIO and fenced yard—the perfect setting for morning coffee, while the adjoining open-air patio provides an ideal space for grilling, dining under the stars, or soaking up the Florida sunshine. Upstairs, an EXPANSIVE LOFT creates the perfect flex space for a media room, game room, playroom, or home office. The luxurious Primary Suite is a peaceful retreat featuring an ELEGANT TRAY CEILING and French doors that open to a private balcony. The SPA-INSPIRED EN SUITE BATH offers dual vanities, a huge walk-in shower with built-in bench seating, a private water closet, and a generous walk-in closet. Two additional spacious bedrooms and another full bath provide comfortable accommodations for family and guests. Even better, this home is just a SHORT STROLL from the community's incredible RESORT-STYLE AMENITIES, including a spectacular pool, a clubhouse, state-of-the-art fitness center, and two playgrounds, all OVERLOOKING THE SCENIC BEAUTY of Johns Lake. Perfectly positioned in the heart of Winter Garden, you'll enjoy EASY ACCESS to the charm of Downtown Winter Garden, featuring award-winning restaurants, boutique shopping, weekly farmers markets, and year-round festivals. Outdoor enthusiasts will love the nearby WEST ORANGE TRAIL, while boating, fishing, and water recreation await on Johns Lake. You're also JUST MINUTES from Disney Springs, Walt Disney World Resort, Universal Orlando Resort, Winter Garden Village, and Hamlin Town Center. Combining LUXURY FINISHES, exceptional community amenities, and one of Central Florida's most desirable locations, this remarkable home offers the lifestyle you've been dreaming of. Don't miss your opportunity to make it yours!

16936 Tradewind Point, Winter Garden

$779,000
4 Beds 4 Baths Harvest/Ovation SubDv. 34787 Zip Code
Better than new and move-in ready! Welcome to this beautifully maintained single-family home in the heart of Winter Garden, offering the perfect blend of modern style, thoughtful upgrades, and an unbeatable location just minutes from Disney, premier shopping, dining, and major roadways. Built recently, this home offers all the benefits of new construction without the wait or uncertainty of builder timelines. Step inside to discover a bright, open-concept floor plan featuring soaring ceilings, abundant natural light, luxury vinyl plank flooring throughout the main living areas, and premium upgraded carpet in the bedrooms and upstairs living spaces. The stunning kitchen is designed for both everyday living and entertaining, showcasing quartz countertops, upgraded appliances, a gas range, custom pantry organization, additional recessed lighting, and a spacious island overlooking the main living area. The first-floor primary suite provides a private retreat with custom-designed closets and the convenience of a laundry room that connects directly to the primary closet. Upstairs, you'll find a versatile loft, an additional flex space perfect for a home office, playroom, or media room, plus easy attic access from both the first and second floors for added storage. Outside, enjoy a fully fenced backyard offering privacy and room to relax, entertain, or play. Additional upgrades include a whole-home water softener system, upgraded blinds throughout, a spacious two-car garage, and numerous thoughtful builder enhancements that make this home truly stand out. Impeccably maintained and showing like a model home, this property is the perfect opportunity to enjoy a nearly new home in one of Central Florida's most desirable communities. Schedule your private showing today and experience everything this exceptional Winter Garden home has to offer!

13061 Sunrise Harvest Drive, Winter Garden

$935,000
4 Beds 4 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bath home situated on one of the largest corner lots in the highly sought-after Waterleigh community in Winter Garden. Offering nearly 3,000 square feet of thoughtfully designed living space, this home blends timeless style, comfort, and functionality. Step inside to an inviting open-concept floor plan filled with natural light, where the living room, dining area, and kitchen flow seamlessly together—perfect for both everyday living and entertaining. Plantation shutters throughout add elegance and charm. The gourmet kitchen is the heart of the home, featuring 42-inch espresso cabinetry, granite countertops, stainless steel appliances, a spacious island, and abundant storage, all overlooking the family and dining areas. The first floor offers flexibility with a private bedroom and full bath, ideal for guests or multigenerational living, along with a dedicated home office bathed in natural light. Upstairs, you’ll find a spacious loft that can easily serve as a media room, playroom, second living area, or additional office. The luxurious primary suite provides a peaceful retreat with room for a king-sized bedroom set, a large walk-in closet, and a spa-inspired ensuite featuring dual vanities, a walk-in shower, and a soaking tub. Two additional bedrooms share a full bathroom with dual sinks, while the conveniently located second-floor laundry room adds everyday convenience. Outside, enjoy your covered lanai overlooking the oversized backyard—one of the largest lots in the neighborhood—with plenty of room to build your dream pool while still maintaining green space. The three-car tandem garage provides ample parking and storage. Living in Waterleigh means enjoying resort-style amenities, including: three clubhouses, three resort-style pools, two fitness centers, tennis, pickleball, volleyball, and mini golf, walking and biking trails, dog park, fishing pier, playgrounds, and scenic lakes. Lawn maintenance included through the HOA Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, shopping, dining, and top-rated schools, this home truly offers the best of Central Florida living. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!

16304 Wind View Lane, Winter Garden

$870,000
4 Beds 4 Baths Bronsons Lndgs F & M SubDv. 34787 Zip Code
Tucked inside a sought-after gated community, this beautifully designed 4-bedroom, 4-bath home with office/den, offers the perfect blend of comfort, elegance, and everyday livability. From the moment you arrive, you’ll appreciate the sense of privacy, space, and thoughtful design that make this home truly special. With formal living and dining rooms, a private office/study, and a spacious bonus room with a full bath, there is room for everyone to live, work, gather, and unwind. At the heart of the home, the centrally located kitchen brings everything together, opening naturally to the main living areas and creating an ideal setting for both entertaining and daily life. Appointed with granite countertops, a center island, double ovens, and a pantry, it is as functional as it is inviting. Beautiful crown molding, decorative wall details, and tile flooring throughout the main living spaces add warmth and character, while the bedroom spaces provide comfort and privacy. The primary suite is a peaceful retreat, privately positioned and complete with two walk-in closets, dual vanities, a soaking tub, and a separate shower. Secondary bedrooms are thoughtfully arranged, including a Jack-and-Jill bath, while the bonus room provides flexible space for guests, a media room, a playroom, or multi-generational living. Step outside and enjoy your own private Florida oasis. The screened saltwater pool, convenient pool bath, and expansive paver deck with both covered and open-air areas create the perfect backdrop for quiet mornings, weekend gatherings, and year-round outdoor living. Backing to a green area, the setting feels peaceful and private, offering a rare sense of escape while still being close to everything. Located near Winter Garden Village, Highway 429, top-rated schools, shopping, and dining, this exceptional home offers not just a place to live, but a lifestyle to love. Make sure to check out the 3D tour and Virtual tours.

2139 Tillman Avenue, Winter Garden

$795,000
4 Beds 4 Baths Carriage Pointe A-I & L SubDv. 34787 Zip Code
Some homes are simply updated. This one has a personality all its own. Welcome to this one-of-a-kind 4-bedroom, 4-bath home in the gated community of Carriage Pointe, where artistic design, modern renovations, and exceptional indoor-outdoor living come together to create a truly unforgettable home. This oversized 0.34-acre corner lot sits on a quiet dead-end street with no neighbors to the left or rear. Mature privacy hedges surround the fenced backyard, creating a peaceful retreat, while two gated community entrances provide convenient access to shopping, dining, and major roadways. From the moment you arrive, the home impresses with its stacked stone façade, paver driveway, oversized 3-car garage, and professionally landscaped grounds featuring majestic oak trees, palms, agave, and decorative rock landscape beds. Inside, every detail has been thoughtfully designed. Updated flooring, beautifully renovated bathrooms, plantation shutters, and brand-new Reece impact-rated windows provide modern comfort, while artistic finishes add a distinctive character rarely found in residential homes. The welcoming foyer and formal living and dining spaces feature custom faux brick and textured wall finishes created by an artist who contributed to the Wizarding World attractions at Universal Orlando. The beautifully renovated kitchen is designed for everyday living and entertaining with dramatic black-and-white quartz countertops, a full-height matching backsplash, a stunning waterfall-edge island, abundant cabinetry, breakfast bar seating, and a sunny breakfast nook overlooking the spacious family room. The spacious primary suite offers a private retreat with a custom designer accent wall, dual walk-in closets, and a luxurious bath featuring dual vanities, a soaking tub, and a large frameless glass shower. Two secondary bedrooms share a convenient Jack-and-Jill bath, while the fourth bedroom and additional full bath provide flexibility for family, guests, or a home office. A standout feature is the private upstairs bonus room with its own full bath. Professionally soundproofed and currently used as a DJ studio, this versatile space can easily become a recording studio, podcast room, theater, gaming lounge, fitness space, office, or private guest suite. Enjoy Florida living year-round in the enclosed sunroom with insulated ceiling, creating a comfortable extension of the home's living space. Beyond awaits an incredible backyard retreat featuring a beautifully designed raised paver gathering space anchored by a grand wood-burning fireplace, creating the perfect outdoor setting for entertaining, relaxing, and enjoying evenings under the stars. Professional landscape lighting and mature privacy landscaping complete this special outdoor escape, with plenty of room to play, garden, or add a future pool. If you've been searching for a home that feels anything but ordinary, you've found it. With its creative design, thoughtful updates, versatile spaces, and unforgettable backyard, this is more than a home - it’s a place where memories are made.

15604 Granlund Street, Winter Garden

$698,000
4 Beds 4 Baths Storey Grove Ph 5 SubDv. 34787 Zip Code
Welcome to 16448 Parable Way, Winter Garden, FL—a beautifully 2023-built residence offering 4 bedrooms, 4 full bathrooms, and approximately 2,718 square feet of thoughtfully designed living space, perfectly positioned on an oversized 0.25-acre homesite backing to the peaceful shores of Lake Heney. Designed for both comfortable everyday living and effortless entertaining, the open-concept layout features an expansive great room that flows seamlessly into the dining area and a stylish gourmet kitchen. The kitchen is equipped with premium stainless steel appliances, abundant cabinetry, a large center island, and generous counter space, making it the true heart of the home. This home has been enhanced with numerous custom upgrades that set it apart from new construction. All carpet has been replaced with beautiful luxury vinyl plank (LVP) flooring throughout the home, creating a clean, modern aesthetic while offering exceptional durability and easy maintenance. The living room has been elevated with a custom electric fireplace, creating a warm and inviting focal point, while several bedrooms feature designer accent walls that add character and a sophisticated custom-home feel. The spacious first-floor primary suite offers a relaxing retreat complete with a luxurious ensuite bathroom and an oversized walk-in closet. Upstairs, a generously sized bonus room with its own full bathroom provides outstanding flexibility and can easily serve as a media room, game room, guest suite, home office, fitness room, or private living space for extended family. Step outside to enjoy one of this home’s most desirable features—a private backyard overlooking Lake Heney with no rear neighbors. Whether you’re enjoying your morning coffee, hosting friends, or simply unwinding after a long day, the peaceful water views and added privacy create an exceptional outdoor setting. The HOA provides outstanding value by including lawn maintenance, allowing for a truly low-maintenance lifestyle while also offering access to resort-style amenities including a community pool, fitness center, and playground. Located in the highly desirable Horizon West area, this home is just minutes from Walt Disney World, Hamlin Town Center, shopping, dining, major highways, and top-rated schools, with the elementary school conveniently located just a few minutes away. Blending modern construction with tasteful custom upgrades, scenic lake views, and an unbeatable location, this move-in-ready home presents an exceptional opportunity in one of Central Florida’s fastest-growing communities. Schedule your private showing today

16448 Parable Way, Winter Garden

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