Explore Winter Garden, FL Homes for Sale Between $550,000 to $600,000

Homes for Sale in Winter Garden, FL Between $550,000 to $600,000

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Welcome to your dedicated resource for Homes for Sale Between $550,000 to $600,000 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 properties currently available between $550,000 to $600,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Winter Garden, FL Homes for Sale Between $550,000 to $600,000

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

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Located in the heart of Horizon West in Winter Garden, just minutes from the gates of Walt Disney World, this beautiful bungalow is nestled within Westhaven At Ovation, a sought-after residential community by Toll Brothers. The location is truly exceptional, offering quick and easy access to State Road 429, the Flamingo Crossings shopping and dining district, and all the magic Disney has to offer. Community amenities are conveniently located just across the way, making it effortless to enjoy the Florida lifestyle. Inside, the open floor plan is enhanced by beautiful LVP flooring throughout the main living areas on the first floor and in the primary bedroom upstairs, while the additional bedrooms feature comfortable carpet. The kitchen is a standout with crisp white cabinetry, a spacious island accented by three pendant lights, and a stylish backsplash that adds a pop of energy to the inviting neutral palette. Outdoor living is just as impressive, with a screened-in lanai plus additional uncovered outdoor space that connects to the two-car detached garage—one of the few bungalow designs with a detached garage concept, offering even more ways to enjoy Florida’s beautiful weather. WELCOME HOME!

13067 Tollcross Way, Winter Garden

Bray J W F Add 01 SubDv. ⋅ 34787 Zip Code

Prime Vacant Land in the Heart of Downtown Winter Garden. Rare opportunity to own a 16,338 sq. ft. vacant lot perfect to build a custom home, two single family homes or a duplex. in the picturesque downtown Winter Garden area. Just a short walk to Plant Street, this property is ideally situated near the vibrant heart of the city, offering unmatched convenience and charm. This spacious lot provides endless possibilities in one of Central Florida’s most sought-after communities. Downtown Winter Garden is known for its welcoming atmosphere, featuring award-winning restaurants, boutique shops, theaters, local events, and a lively cultural scene. Enjoy walkability, historic character, and modern amenities all in one location. Whether you envision a private residence or an investment opportunity, this property offers an exceptional chance to build in a thriving area.

47 Oak Street, Winter Garden

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

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

Briley Farm SubDv. ⋅ 34787 Zip Code

Briley Farm, Central Florida’s newest custom home community, sits on 111 acres of lush landscape in Oakland, Florida. Here, you’ll have the opportunity to build your dream custom home with Pioneer Builders on a .45-acre corner lot. Pioneer Builders is renowned for their commitment to craftsmanship, attention to detail, and creating homes that reflect each client’s unique style. Every residence is meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room—airy yet cozy and ready for your personal touch. Enjoy the perfect balance of indoor and outdoor living, set against serene scenery while remaining close to shopping, restaurants, and major highways. Briley Farm offers comfortable countryside living under a canopy of welcoming trees, crafted to embody the lifestyle you’ve been searching for. Stop by our sales office today to start building your dream home with Pioneer Builders!

514 N Pollard Street, Oakland

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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