Explore Homes for Sale in Waterleigh, Winter Garden, FL
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Waterleigh, Winter Garden, FL Homes for Sale: Discover Lakeside Living

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Explore an exceptional selection of homes for sale in Waterleigh, Winter Garden, FL, a vibrant master-planned community offering an unparalleled Central Florida lifestyle. Nestled amidst picturesque lakes and lush landscapes, Waterleigh presents diverse residential options from charming townhomes to spacious single-family residences. Buyers seeking their dream home here will discover resort-style amenities, including multiple clubhouses, fitness centers, and sports courts, all designed for active, family-friendly living. Begin your search for the perfect Waterleigh property today and experience the best of Winter Garden real estate with The Nest Group.

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Discover Waterleigh Homes for Sale: Your Winter Garden Oasis

Waterleigh in Winter Garden, FL, stands as a premier destination for those seeking a dynamic and amenity-rich community. The current listings for homes for sale in Waterleigh showcase a remarkable variety, catering to diverse preferences and family sizes. From contemporary townhomes perfect for first-time buyers or those seeking low-maintenance living, to expansive single-family houses with generous floor plans and private yards, the options are plentiful. Many homes feature modern open-concept designs, gourmet kitchens, and energy-efficient construction, reflecting the high standards of this sought-after locale.

Types of Homes Available in Waterleigh

Whether you're looking for a cozy retreat or a grand estate, Waterleigh offers it all. Prospective buyers will find:

  • Stylish Townhomes: Ideal for a convenient, lock-and-leave lifestyle, often featuring community amenities just steps away.
  • Spacious Single-Family Homes: Ranging from three to six bedrooms, many offering flexible spaces like dens, bonus rooms, and three-car garages. Explore properties with stunning conservation views or serene pond vistas.
  • Waterfront Residences: A selection of prime Waterleigh homes for sale boast direct access or picturesque views of the community's beautiful lakes, including the expansive Johns Lake and Lake Hancock nearby, providing a tranquil backdrop to everyday life.

Embrace the Waterleigh Lifestyle: Amenities and Community Spirit

Investing in Waterleigh homes for sale means much more than just acquiring property; it's buying into a lifestyle. This community is celebrated for its resort-style amenities that foster an active and engaging environment for residents of all ages. Multiple clubhouses serve as social hubs, hosting community events and offering spaces for relaxation and recreation. Fitness enthusiasts will appreciate the well-equipped gyms, while families can enjoy multiple sparkling pools, splash pads, and playgrounds.

Unrivaled Community Features

Waterleigh's commitment to a vibrant community is evident in its extensive offerings:

  • Lakeside Living: Canoe and kayak launches provide direct access to the scenic lakes, perfect for water sports and enjoying Florida's natural beauty.
  • Sports and Recreation: Lighted tennis courts, beach volleyball courts, and expansive green spaces for soccer or picnics ensure there's always an activity to partake in.
  • Walking and Biking Trails: Miles of scenic paths weave through the community, connecting neighborhoods and offering opportunities for leisurely strolls or invigorating bike rides.
  • Dog Parks: Dedicated spaces for pets ensure every family member feels at home.

This vibrant atmosphere extends beyond Waterleigh, with Winter Garden's charm, the historic Plant Street Market, and convenient access to Central Florida's world-famous theme parks and attractions just a short drive away.

Finding Your Dream Waterleigh Home in Winter Garden, FL

The search for your ideal Waterleigh home for sale is an exciting journey. With a variety of architectural styles and interior finishes, finding a property that aligns with your specific desires is highly probable. Many homes feature sought-after upgrades such as granite countertops, stainless steel appliances, smart home technology, and screened lanais. Proximity to top-rated Orange County schools, major roadways like SR 429 and Florida's Turnpike, and new commercial developments further enhances the appeal of this location. The Nest Group has deep expertise in the Winter Garden market, ready to guide you through available listings.

Long-Tail Search Focus for Waterleigh Properties

For those diving deeper into their search, consider refining your queries with phrases like:

  • "Waterleigh Winter Garden FL single family homes with lake view"
  • "New construction townhomes for sale Waterleigh"
  • "Homes with large backyards in Waterleigh, Winter Garden"
  • "Resale homes Waterleigh with community pool access"
  • "Waterleigh 3-bedroom homes near Johns Lake"

These specific searches help uncover the precise details that make Waterleigh properties truly unique.

Newest Homes for Sale in Waterleigh, Winter Garden, FL

$725,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.

9611 Lost Creek Drive, Winter Garden
$595,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought-after community of Waterleigh in Winter Garden. This stunning residence features tile throughout the first-floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious master retreat. The upstairs also includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!

16031 Scarpetta Street, Winter Garden
$525,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.

16330 Brisk Breeze Alley, Winter Garden
$529,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family 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. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterlerigh, the Cordale includes a Home is Connected 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.*

16821 Hobe Sound Court, Winter Garden
$529,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family 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. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected 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.*

16845 Hobe Sound Court, Winter Garden
$555,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!

17098 Water Spring Boulevard, Winter Garden
$699,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Short Sale. ***SHORT SALE. ***ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL.** The Bellmore in Waterleigh! This elegant single-story four-bedroom, two-bath residence offers 2,984 total square feet of refined living on a premier corner lot with wooded privacy and pond access. Blending timeless design with modern upgrades, this home showcases luxury finishes inside and out. The gourmet kitchen is a centerpiece, featuring stainless steel appliances, a walk-in pantry, and an oversized island with abundant prep and seating space. It opens seamlessly to the spacious family room, creating a setting for gatherings. Designer touches include recessed wood-insert ceilings in the foyer and primary suite, a dramatic brick accent wall in the living room, upgraded lighting throughout and a striking chandelier in the foyer. The primary suite offers a custom closet organization system, while ceiling fans are thoughtfully placed in almost every room. Outdoor living rivals a private resort with a screened, heated saltwater pool and cascading waterfalls, surrounded by lush tropical landscaping. The covered lanai features a 10-foot drop-down projection screen for outdoor cinema nights, while brick pavers enhance the driveway, walkways, and patio. A 13.67-kilowatt solar system with net metering ensures energy efficiency. From the backyard, enjoy nightly views of the spectacular Disney fireworks—an unforgettable backdrop unique to Central Florida living. Optional luxury additions for additional purchase include a four-seat electric golf cart with charger, professional-grade garage storage racks and a complete home gym with free weights. Waterleigh is Winter Garden’s flagship planned community, offering two expansive clubhouses with resort-style pools, state-of-the-art fitness centers, tennis courts, miniature golf, walking trails, dog parks, community gardens and scenic lakes with fishing piers. Ideally near Disney, major highways, shopping and dining, Waterleigh combines convenience with unmatched amenities. Ranked as one of the top communities in the United States, Winter Garden is celebrated for its vibrant downtown, lifestyle amenities and exceptional quality of life—making this home a rare opportunity to own in one of the nation’s desirable areas. This one is a must-see. By appointment only. BUYER MUST ASSUME 50K SOLAR PANEL LOAN- BANK WILL NOT CONSIDER ANY OFFERS ASKING FOR BANK TO PAY OFF SOLAR PANELS. OCCUPIED- BY APPOINTMENT ONLY.

9605 Lost Creek Drive, Winter Garden
$575,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4a SubDv. ⋅ 34787 Zip Code
Discover 11045 BOSTWICK ALY in Winter Garden—where you’ll live in one of the most sought-after neighborhoods with top-rated A+ schools just steps away. Imagine your mornings: a quick walk to school, serene landscaping views from your porch, and all the best resort-style amenities at your fingertips—playgrounds, fitness centers, nature trails, and more! This gorgeous 4-bedroom, 3.5-bath home is built for modern living with smart home features, energy-saving solar panels (paid by the seller!), and easy access to everything Winter Garden offers—charming shops, amazing restaurants, and vibrant downtown. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 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 first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite 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 additional three 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 sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.

11045 Bostwick Alley, Winter Garden
$989,900
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
Stunning Emerald serie house, Selden model built in 2018 well maintained, featuring 4 bedrooms, 3.5 bathrooms, and approximately 2,920 sq ft of living space. Situated on a premium corner lot of about 10,585 sq ft, this home offers a 3-car tandem garage, spacious backyard, private wooded views, and a screen-enclosed private pool—perfect for year-round Florida living. The open-concept design includes a formal dining room, elegant foyer with wrought-iron staircase, and a gourmet kitchen with a large island, 42” cabinets with crown molding, granite countertops, stainless steel appliances, and a convenient drop zone from the garage. The owner’s suite boasts a tray ceiling, a spa-like en-suite bathroom with dual sinks, a garden tub, and a spacious walk-in closet. Additional features include a durable concrete tile roof, dual A/C units, and numerous upgrades: exterior lighting, sealed paver driveway and porch, landscape lighting, decorative stonework, epoxy-finished garage floor, and professional landscaping. Lawn care is included with HOA fee. Located in the highly sought-after Waterleigh community in Winter Garden, residents enjoy resort-style amenities: two community clubhouses, 4 resort-style pools, 2 fitness center, beach volleyball, 2 tennis courts, mini-golf, community garden, dog park, fishing pier, and scenic walking/biking trails. The neighborhood is beautifully landscaped with lakes, green spaces, and planned community events. Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, and easy access to SR-429 for a quick commute to Orlando and Walt Disney World. Zoned for top-rated schools: Atwater bay Elementary, Water Spring Middle, and Horizon High School.

10007 Little Alcove Loop, Winter Garden
$599,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central island perfect for quick meals or family time. The laundry room is also fully equipped and ready for everyday use. Upstairs, a spacious loft opens up to new possibilities—it could be a TV room, office, or leisure space—in addition to three bright and comfortable bedrooms. Sliding doors connect the interior area with the private backyard, where the covered balcony offers stunning views. With no neighbors in the back, the environment is quiet, private, and ideal for relaxation. The condominium offers a complete infrastructure, with swimming pools, gyms, and leisure areas for the whole family. The location is strategic, with supermarkets, schools, and various amenities nearby, as well as easy access to the region's main attractions. The house is currently occupied, but you can schedule a viewing. A rare opportunity to live well, with tranquility and quality of life.

17865 Adrift Road, Winter Garden
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