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5 Bedroom Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for 5 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 5 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 5 Bedroom Homes for Sale in Winter Garden, FL

$852,636
5 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the 5th bedroom and full bathroom. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. Like all homes in Waterleigh, the Cresswell includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11821 Shine View Lane, Winter Garden

$879,831
5 Beds 5 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Off the Family room is a bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11827 Shine View Lane, Winter Garden

$1,249,900
5 Beds 4 Baths Waterleigh Ph 3b 3c & 3d SubDv. 34787 Zip Code
Virtually Staged. Wake up to WATERFRONT SUNRISES, unwind beside your RESORT-STYLE POOL & SPA, and enjoy DISNEY FIREWORKS from your backyard every night. Situated on an OVERSIZED LAKEFRONT LOT spanning more than 1/3 ACRE with over 250 FEET OF DEPTH, this stunning 5 BEDROOM, 3.5 BATHROOM home offers the perfect blend of luxury, privacy, and lifestyle. The highly desirable NORTH HAVEN FLOOR PLAN features WOOD-LOOK TILE FLOORING, WROUGHT IRON STAIR RAILINGS, SMART HOME TECHNOLOGY, and a spacious OPEN-CONCEPT DESIGN. The GOURMET KITCHEN is appointed with QUARTZ COUNTERTOPS, UPGRADED CABINETRY WITH CROWN MOLDING, STAINLESS STEEL APPLIANCES, SUBWAY TILE BACKSPLASH, WALK-IN PANTRY, and a LARGE CENTER ISLAND perfect for entertaining. The PRIMARY SUITE is a private retreat featuring FRENCH DOORS TO THE LANAI, an OVERSIZED WALK-IN CLOSET, and beautiful WATER VIEWS. Upstairs, the expansive LOFT provides flexible space for a MEDIA ROOM, GAME ROOM, or HOME OFFICE. Step outside to your private backyard oasis featuring a HEATED POOL, OVERSIZED SPA, WATERFALLS, SUN SHELF, SALTWATER SYSTEM, PANORAMIC SCREEN ENCLOSURE, EXTENDED PAVER DECK, and PROFESSIONAL LANDSCAPING. Additional upgrades include FULLY PAID SOLAR PANELS, NEW AC COILS, SMART LIGHTING, LEVEL 2 EV CHARGER, and a 3-CAR GARAGE. As an added bonus, HOA guidelines allow for the ability to BUILD A PRIVATE DOCK, creating a rare opportunity to further enhance your LAKEFRONT LIFESTYLE. Located directly across from the future 5-acre community park, planned to feature playgrounds, basketball courts, walking trails, picnic pavilions, open green space, and recreational amenities, this home offers an exciting lifestyle enhancement just steps away. Another unique benefit is that all school pickup and drop-off traffic is routed through Atwater Bay Drive rather than directly in front of the home, helping maintain a quieter, more peaceful streetscape during school hours. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, and major highways, this exceptional home offers luxury living at its finest.

9969 Lost Creek Drive, Winter Garden

$719,000
5 Beds 3 Baths Johns Lake Pointe SubDv. 34787 Zip Code
Welcome to 552 Egret Place in beautiful Winter Garden, Florida—an exceptional Meritage Homes residence thoughtfully designed to combine modern style, everyday comfort, and outstanding energy efficiency. From the moment you arrive, you'll appreciate the quality craftsmanship and attention to detail that Meritage Homes is known for. Inside, an open and inviting floor plan creates the perfect setting for both daily living and entertaining. The spacious living areas flow seamlessly into the well-appointed kitchen, featuring abundant cabinetry, generous counter space, a large island, and modern finishes that make gathering with family and friends effortless. The private owner's suite provides a peaceful retreat with a spacious bedroom, an elegant en-suite bath, and a generous walk-in closet. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. One of the standout features of this home is its energy-efficient construction. This home incorporates advanced energy-saving features designed to provide year-round comfort while helping reduce utility costs. Spray foam insulation and energy efficient windows are just some of the certified features that contribute to a more efficient home. Step outside to enjoy the outdoor living space—ideal for morning coffee, weekend barbecues, or simply relaxing while enjoying Florida's beautiful weather. Located in one of Winter Garden's most desirable areas, you'll enjoy convenient access to top-rated schools, shopping, dining, parks, major highways, and the charm of Historic Downtown Winter Garden, known for its award-winning farmers market, local restaurants, boutique shopping, and the West Orange Trail. Whether you're looking for a move-in-ready family home or a smart investment in one of Central Florida's fastest-growing communities, 552 Egret Place offers the perfect blend of quality construction, energy efficiency, modern amenities, and an unbeatable location. Don't miss this opportunity to own a beautifully crafted home where comfort, savings, and Florida living come together.

552 Egret Place Drive, Winter Garden

$950,000
5 Beds 5 Baths Silverleaf Reserve/Hamlin Ph 2 SubDv. 34787 Zip Code
Welcome to Silverleaf in Horizon West, where luxury, space, and convenience come together just minutes from world-class attractions and approximately 25 minutes from Disney. Hamlin Town Center is also just a few minutes down the road, offering all of the staples in addition to dining, shopping, and nightlife. This stunning 5-bedroom, 4.5-bath residence offers nearly 4,000 square feet of thoughtfully designed living space with exceptional upgrades throughout. The heart of the home is the beautifully appointed gourmet kitchen featuring ceiling-height cabinetry, quartz countertops, an extended designer backsplash, and abundant storage, all opening seamlessly to the spacious great room—perfect for entertaining and everyday living. A private guest area with a full bath off the rear hallway provides comfort and flexibility for visitors or multigenerational living. Step outside to an expansive backyard with no rear or side neighbors, creating a private setting for relaxation and recreation. The covered lanai is pre-plumbed for an outdoor kitchen and ready for your vision of the ultimate backyard oasis. A striking open staircase with modern wire railing leads to the second floor, where a massive loft serves as a central gathering space surrounded by three secondary bedrooms and the luxurious primary suite. The spacious primary retreat includes a versatile bonus room ideal for a home office, fitness area, nursery, or private sitting room. The spa-inspired primary bath features a large soaking tub, frameless glass shower, a tasteful tile package, and a walk-in closet with a custom organization system. Additional highlights include a second-floor laundry room with upgraded cabinetry and utility sink, extra recessed lighting throughout, a newly installed EV charger,, and an epoxy-coated garage floor, and a covered front porch with room for chairs to sit and watch the world go by. You are also just steps from Hamlin Elementary and Hamlin Middle school making it easy to avoid that dreaded drop off/pick up loop by walking or biking your kiddos to school. Located in the highly desirable Horizon West area near shopping, dining, top-rated schools, and major roadways, this exceptional home offers the perfect blend of elegance, functionality, and Florida living.

16043 Silver Brook Way, Winter Garden

$2,190,000
5 Beds 5 Baths Boyd-Lutz Sub SubDv. 34787 Zip Code
Virtually Staged. Built by the owner with uncompromising construction standards, this Winter Garden masterpiece delivers the kind of quality and engineering you simply don’t find in today’s market. And with the seller just reducing the price, this luxury home is now an even more exceptional opportunity. Custom built pool renderings and pricing available. Concrete structural design, hurricane-rated engineering, impact windows, full foam insulation, fiber-cement siding, and an Ipe hardwood porch set the tone for durability and refinement. Inside, natural light pours across level-5 walls, rich wood flooring, crown molding, and custom shutters—creating a warm, polished, magazine-worthy aesthetic. The open living and chef’s kitchen are built for elevated living: gas range, pot filler, handcrafted cabinetry, and a dramatic retractable pocket door that dissolves the boundary between indoors and out. The resort-style back porch is a showpiece—pecky cypress bar, industrial finishes, automated screens, garage-style doors, mini-split A/C, and a half bath—perfect for hosting unforgettable evenings. The primary suite is pure indulgence, featuring a spa-inspired bath with dual shower heads, soaking tub, digital controls, a custom closet, and a private concrete safe room. A butler’s kitchen, wine bar, dedicated office, and whole-home CAT-5 wiring elevate everyday convenience. Upstairs, the bonus/game room and oversized balcony create a luxe hangout zone. Storage is abundant with walk-in closets throughout. And the finished two-story garage loft—pre-plumbed and air-conditioned—offers endless possibilities: in-law suite, golf simulator lounge, gym, office, or creative studio. Outside, curated landscaping, gas lanterns, an architectural driveway, and a heated concrete hot tub with Wi-Fi controls complete the experience. All just moments from Downtown Winter Garden’s brick-lined streets, upscale dining, boutique shopping, Plant Street Market, Crooked Can, the West Orange Trail, and the historic Garden Theatre. Craftsmanship, luxury, and location—now at an even more compelling price.

20 W Crest Avenue, Winter Garden

$1,799,900
5 Beds 6 Baths Waterleigh Ph 1 SubDv. 34787 Zip Code
Virtually Staged. SPECTACULAR LAKEFRONT HOME with 99 Feet of Shoreline! Start Enjoying LIFE ON THE LAKE in this Special Home built with the HIGHEST LEVEL OF UPGRADES! Enter this 4,641 sq ft Home with 5 Bedroom Suites and 6 Full Baths through a PRIVATE COURTYARD. Double Doors with Leaded Glass Welcome you to a life of LUXURY! First Floor has Soaring 12 Foot Ceilings, Tray Ceilings, 7 ¼” Baseboards and four Ten Foot Tall Sliders that open to the nearly HALF ACRE Premium Lot with Wide Open Lake Views! Build a DOCK and enjoy Boating, Fishing, Kayaking or try the WATER SKI COURSE on 420 Acre Lake Hickorynut just minutes from DISNEY! Outstanding Features include: Premium Lot that is over 200 Feet Deep, a true GOURMET Kitchen with all WOLF Appliances: Sub-Zero 36” SS Refrigerator, Sub-Zero 36” SS Freezer, Wolf E Series Wall Oven, Convection Steam Oven, Warming Drawer and Wolf Induction Cooktop. The DOUBLE Stacked Raised Panel Cabinetry features a HIDDEN Pantry with CUSTOM Shelving! The Great Room has a Custom Built-In and a Butler Pantry was added near the Dining Room. Oversized Covered Patio is enhanced with Electronic RETRACTABLE Screens, and the Pool Bath is just steps away. Impressive FIRST FLOOR PRIMARY SUITE with Hickory Flooring opens to Spa Bath with DOUBLE Vanities, FREESTANDING TUB, Spacious Shower and Large WALK-IN CUSTOM Closet PLUS a LAUNDRY ROOM with Sink and a STORAGE Closet! Private Suite 2 has Lake Views, Custom Built-In Shelving, Large Bath and Custom Closet. Private Suite 5 overlooks the Courtyard. The CUSTOM Staircase with Oak treads leads upstairs to 2 more Bedroom Suites with 10’ ceilings and Custom Closets, a LARGE Bonus Space wired for SURROUND SOUND is an Ideal THEATER ROOM and a large Covered Balcony with Electronic Screens that is a perfect spot for Relaxing while Enjoying the Sunset over the Lake! Upstairs Laundry Room with original plumbing has been converted to Mini Kitchen – great opportunity for a Mother-In-Law Suite! Outstanding Upgrades Include Engineered Hickory Flooring in entire 2nd Floor and Bedrooms, WATER FILTRATION system, Gutters, Drop Zone with Cabinetry, SOLID CORE Doors throughout home and UV Light in AC Units. Property is very ENERGY EFFICIENT with Double Pane Lo E Windows, Radiant Barrier and Extra Insulation in the Concrete Block. Waterleigh is a Lifestyle Community with 4 Community Pools, 3 Clubhouses with Fitness Centers, Tennis, Pickleball, Mini Golf, Parks, Playgrounds, Community Fishing Dock and MORE! HOA Does all Yard Maintenance. Schools Include Panther Lake Elementary, Water Spring Middle and NEW Horizon High School. Close to Shopping, Dining, NEW Publix, DISNEY and convenient to 429, 1-4 and 417!

8750 Bayview Crossing Drive, Winter Garden

$812,000
5 Beds 5 Baths Horizon Isle SubDv. 34787 Zip Code
Built in 2025 and loaded with premium upgrades, this stunning 5-bedroom, 4.5-bathroom home offers 3,664 square feet of thoughtfully designed living space in one of Winter Garden's most sought-after locations. The heart of the home is the impressive chef's kitchen, featuring stacked appliances, an induction cooktop, ceiling-height cabinetry, abundant storage, and designer finishes that make both everyday living and entertaining a pleasure. The open-concept layout flows seamlessly into the spacious living area, where a 12-foot glass sliding door brings in natural light and opens to a covered paver patio and backyard. The primary suite feels like a private retreat, complete with a spa-inspired bathroom featuring a freestanding soaking tub, oversized shower, and elegant finishes throughout. Two of the home's five bedrooms offer private en-suite bathrooms, including a first-floor guest suite that provides the perfect setup for visitors, multigenerational living, or long-term guests. Designed with flexibility in mind, the floor plan includes a massive first-floor home office, a separate dining room that can easily serve as a playroom, formal dining space, or additional workspace, plus a spacious second-floor loft. Additional highlights include a three-car tandem garage with a 50-amp electric vehicle outlet, a laundry room with utility sink, ceramic tile and laminate flooring throughout most of the home, and carpet in only three secondary bedrooms. All appliances convey with the sale. Location is where this home truly shines. Situated less than four miles from Walt Disney World property and approximately four miles from Flamingo Crossings Town Center, you'll enjoy convenient access to shopping, dining, entertainment, and everyday essentials. The brand-new Ovation Elementary School is also scheduled to open nearby this August, adding even more appeal to this exceptional location. If you've been searching for a move-in-ready luxury home near Disney with high-end finishes, flexible living spaces, and an unbeatable Winter Garden location, this home delivers.

13129 Faro Court, Winter Garden

$2,799,950
5 Beds 7 Baths Overlook 2/Hamlin Ph 3 & 4 SubDv. 34787 Zip Code
Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

15138 Shonan Gold Drive, Winter Garden

$1,149,000
5 Beds 5 Baths Highlands/Summerlake Grvs Ph 3 SubDv. 34787 Zip Code
***PRICED TO SELL!*** WELCOME to this stunning and highly desirable two-story Xavier floor plan by K. Hovnanian Homes, perfectly positioned on a premium homesite with no rear neighbors, offering exceptional privacy and a peaceful backyard retreat. Located in the heart of Horizon West, just minutes from Hamlin Town Center, this exceptional residence combines luxury, functionality, and modern Florida living. Boasting 5 bedrooms and 4.5 bathrooms, this thoughtfully designed floor plan offers plenty of space for family and guests. The first floor features beautiful luxury vinyl plank flooring throughout and includes a dedicated home office with elegant French doors, ideal for remote work or a private study. A formal dining room provides the perfect setting for hosting gatherings, while the gourmet kitchen serves as the heart of the home with stunning cabinetry, premium finishes, a large center island, and an inviting breakfast area that seamlessly opens to the spacious great room. A generously sized guest suite is conveniently located on the first floor, featuring tranquil views of the pool and backyard. Its private bath also provides direct access to the outdoor living area, making it ideal for guests and poolside entertaining. Step outside to your own private backyard oasis. Designed for relaxation and entertainment, the heated saltwater pool features a beautiful waterfall fountain, an oversized sun shelf, and expansive deck space for lounging and enjoying Florida's year-round sunshine. The covered lanai is already equipped with water, sewer, and gas connections, providing the perfect foundation to create your dream outdoor summer kitchen. Upstairs, the luxurious primary suite offers a peaceful retreat with dual walk-in closets and a spacious en-suite bath. Additional bedrooms and living space provide flexibility for growing families, guests, or hobbies. Additional upgrades include a two-car garage with high-quality epoxy flooring, full gutters for added protection and functionality, and serene views beyond the preserve area. With no direct rear neighbors, this home offers a rare combination of privacy, natural beauty, and convenience. Don't miss this incredible opportunity to own a piece of paradise in one of Horizon West's most sought-after locations. Schedule your private showing today!

15741 Sweet Lemon Way, Winter Garden

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