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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

$1,115,000
5 Beds 5 Baths Twinwaters SubDv. 34787 Zip Code
Experience refined living in this exceptional 5-bedroom, 3-full and 2-half bath residence nestled in one of Winter Garden's most desirable communities. Thoughtfully designed with an open-concept floor plan, the expansive great room seamlessly connects to the gourmet kitchen, creating an inviting space for both everyday living and elegant entertaining. The first-floor primary suite offers a private retreat, complete with a spacious layout and spa-inspired bathroom. The primary bath connects to your California style closet and laundry room. Throughout the home, you'll appreciate upscale finishes, including designer lighting, elegant flooring, stone countertops, stainless steel appliances, and architectural details that elevate every space. New carpets and a new Kitchen Aid refrigerator installed in July 2026. Large windows fill the home with natural light, enhancing the bright and airy atmosphere. Four additional bedrooms located upstairs with jack and jill style bathrooms. This home has two bonus areas for maximum entertaining potential, comfort and functionality. This home is also equipped with a whole house water softener, Tesla charger and Govee lights. The backyard is set for entertainment with your summer kitchen, firepit and turf grass. Ideally located near premier shopping, dining, entertainment, parks, and top-rated schools, this home combines luxury, convenience, and timeless style in the heart of Winter Garden. A rare opportunity to own a beautifully appointed turn-key ready home in an exceptional location.

1664 Holcomb Creek St., Winter Garden

$890,000
5 Beds 5 Baths Hawksmoor Ph 4 SubDv. 34787 Zip Code
Stunning two-story house with a permanent lake view. Be enchanted by this magnificent lakefront residence, which combines sophistication, comfort, and a privileged location. It features 5 bedrooms, 4 full bathrooms, and 1 powder room, distributed in a smart and functional layout. The social area impresses with high ceilings in the living room and sliding doors that open onto a large covered veranda, integrated with a heated pool with a safety net, ideal for leisure and entertainment throughout the year. The living room is integrated with the dining room and the spacious and elegant gourmet kitchen, equipped with a generous central island, appliances, and wooden cabinets, perfect for those who enjoy entertaining. The master suite on the ground floor offers complete privacy, as well as relaxing views of the lake and green area, and a full bathroom on the same level. On the second floor, the house also features a versatile loft, ideal for an office, TV room, or social space. The space originally intended for a garage has been carefully adapted into a private gym, and can easily be converted back to suit the new owner's needs. Located in the desirable Hawksmoor community, the property offers complete infrastructure, including a community pool, gym, clubhouse, and walking paths. All this in a strategic location, close to markets, restaurants, shops, a theater, major highways, and Disney parks. A unique opportunity to live or invest. Schedule your visit and be amazed!

16394 Taliesin Street, Winter Garden

$908,142
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 to the spacious loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find a balance of bold and neutral finishes from the AW Collection Rosemary. 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 30minutes 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.

17625 Lake Star Road, Winter Garden

$810,000
5 Beds 4 Baths Signature Lakes SubDv. 34787 Zip Code
Welcome to this exceptional 5-bedroom, 3 full bathroom and 1 half bathroom two-story home located in the highly desirable Signature Lakes at Independence community of Winter Garden. Offering approximately 3,438 square feet of thoughtfully designed living space, this residence showcases a perfect blend of modern upgrades, elegant finishes, and exceptional indoor and outdoor living. The home was fully renovated and modernized in 2024 with high-quality materials carefully selected for the owners’ personal enjoyment and long-term use. The inviting open-concept floor plan features beautiful flooring, custom lighting throughout, upgraded details, a spacious family room, formal dining area, and flexible spaces ideal for a home office, media room, or additional entertainment area. The modern kitchen offers beautiful cabinetry, ample storage, and a functional layout designed for everyday living and entertaining. Additional features include customized closets, a complete laundry room, and a whole-house water filtration system. The washer and dryer will convey with the sale. Enjoy the ultimate Florida lifestyle with a large private screened-in pool area featuring a pool approximately 30x14 and a separate spa approximately 8x8, creating the perfect setting for relaxing, entertaining, and enjoying year-round outdoor living. The home also features a covered outdoor living area and outdoor kitchen space. Major improvements include two air conditioning systems replaced in 2023 and 2024, a Tesla electric vehicle charger, and an additional EV charger compatible with other electric vehicles. The custom lighting throughout the home will remain, including the one-of-a-kind natural stone chandelier at the staircase, a truly unique statement piece designed specifically for the residence. The spacious primary suite offers a private retreat with an upgraded spa-inspired bathroom and elegant finishes, while additional bedrooms provide comfort and flexibility for family members and guests. Located in Signature Lakes at Independence, residents enjoy resort-style amenities including a clubhouse, community pools, fitness center, parks, playgrounds, sports courts, and scenic walking trails. Conveniently located near Hamlin Town Center, shopping, dining, entertainment, major highways, and Walt Disney World attractions, this beautifully upgraded Winter Garden residence offers the perfect combination of luxury, comfort, and community lifestyle. Please note: curtains do not convey with the sale. Buyer and buyer’s agent are encouraged to verify all measurements, HOA information, restrictions, fees, and community requirements.

14418 Avenue Of The Rushes, Winter Garden

$1,249,990
5 Beds 4 Baths Twinwaters SubDv. 34787 Zip Code
Virtually Staged. Modern architecture. Total effortlessness. This five-bedroom residence is a masterclass in high-end finish designs, featuring high ceilings, iron-rod accents, and a dramatic, gallery-inspired aesthetic. At its heart, a chef-caliber kitchen serves as the ultimate hub for refined entertaining. Step into a home where luxury meets thoughtful innovation. This sprawling corner-lot property, crafted by the renowned Meritage Homes, is a rare find that perfectly balances grand proportions with everyday comfort. Boasting five spacious bedrooms, three full baths, and two half baths, the layout is designed for those who love to host and move freely through their space. The heart of the home is an expansive, sun-drenched open floor plan that flows effortlessly toward your own private oasis. Step outside to find a beautiful screened-in pool area, ideal for afternoon swims or evening gatherings without the worry of the elements. What truly sets this residence apart is the commitment to quality and efficiency. Protected by a timeless tile roof, the home features high-energy windows and spray-foam attic insulation, keeping the interior cool. The oversized three-car garage even comes equipped with a Tesla charger, ready for your electric vehicle. From the numerous high-end upgrades found throughout the interior to the curb appeal of its prominent corner position, every detail has been considered. This is more than just a house; it’s a modern, energy-efficient sanctuary built for a lifestyle. The experience extends to a private pool house, complete with a game room and a theater-style loft. Outside, the pool anchors an at home retreat. This is luxury without the logistics. Your residency is entirely turnkey and ready for you to move in.

1734 Amsel Falls Park Terrace, Winter Garden

$850,000
5 Beds 3 Baths Covington Chase Ph 2b SubDv. 34787 Zip Code
Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.

637 Grassy Stone Drive, Winter Garden

$1,150,000
5 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.

9225 Holliston Creek Place, Winter Garden

$775,000
5 Beds 4 Baths Lakeview Pointe At Horizon West SubDv. 34787 Zip Code
WELCOME TO LAKEVIEW POINTE AT HORIZON WEST! This 5-bedroom, 4-full-bath Pulte Creekview floorplan offers a flexible two-story layout with a downstairs primary suite, upstairs loft, flex room, 3-car garage, and a fully fenced corner-lot backyard. Hardwood flooring extends throughout the first floor, complemented by tray ceilings in the foyer and primary suite, plantation shutters, neutral interior paint, and updated lighting in the flex space and breakfast nook. The open kitchen, café, and family room create a central gathering space, featuring 42-inch maple cabinetry with crown molding and hardware, granite countertops, an oversized island with breakfast bar seating, built-in wall oven and microwave, corner walk-in pantry, and extended cabinetry along the breakfast nook for additional storage. Glass sliders with a remote-controlled window treatment open to the covered, extended screened brick-paver patio overlooking the private fenced yard. The downstairs primary suite includes a tray ceiling, oversized walk-in closet, dual-sink granite vanity, glass-enclosed tiled walk-in shower, and private water closet. Three additional bedrooms are located downstairs, including one adjacent to a full bath with dual-sink granite vanity, while two bedrooms share another full bath. Upstairs, a loft, storage room, fifth bedroom with extensive closet space, and a fourth full bath provide versatile space for guests, work, hobbies, or media use. Recent improvements include interior and exterior paint, two new AC systems installed in 2025, ceiling fans, bathroom mirrors, front door hardware, epoxy-finished garage floor, and overhead garage storage racks. Kitchen appliances, washer, and dryer convey. A transferable Choice Home Warranty is included through May 2027, subject to warranty terms. Lakeview Pointe HOA includes lawn care, irrigation, community pool, fitness center, playground, and additional community amenities. Convenient Horizon West location near Hamlin shopping and dining, SR-429, Winter Garden Village, Walt Disney World Resort, and major Central Florida attractions.

7052 Enchanted Lake Drive, Winter Garden

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