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

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

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

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

$589,000
3 Beds 2 Baths Tuscany SubDv. 34787 Zip Code
**GOLF CART COMMUNITY** Welcome to this charming home located at 1631 Charlemagne Ct in Winter Garden, FL. This beautiful house features three spacious bedrooms, a dedicated office, 2 full bathrooms, living room, dining room (currently using as a second office) laundry room and a two car garage, providing ample space for comfortable living. A beautifully maintained and thoughtfully upgraded home tucked away on a quiet cul-de-sac in one of Winter Garden's most desirable residential neighborhoods. Sitting on a large, fully fenced lot, this property delivers privacy, peace, and timeless appeal, with mature Oak trees providing lots of shade for outdoor entertaining. With a generous living area of 2,035 square feet, this home accords an inviting layout appropriate for relaxation and entertaining. Step inside and you're immediately greeted by cathedral ceilings in the living room and kitchen, creating an open, airy atmosphere filled with natural light. Tile flooring throughout the entire home adds a clean, cohesive look while offering durability and easy maintenance. The chef-inspired kitchen is the heart of the home, showcasing upgraded custom cabinetry, and granite countertops. The kitchen features abundant cabinet space and a large pantry offering exceptionally storage for all your kitchen essentials. Included are Bosch appliances and a charming nook overlooking the beautiful mature landscaping. The primary bedroom suite is a truly spacious sanctuary, complete with elegant plantation shutters, a Jacuzzi tub, dual sinks and his-and-her walk-in closets. Two additional bedrooms and a full bath provide comfort and flexibility for family or guests. The laundry room has built-in cabinetry, countertop and additional overhead shelf for added storage. A hall linen closet has extra-large storage providing plenty of space for additional household essentials. Major upgrades bring peace of mind and value including a new roof (2021), exterior freshly painted (2021), Brand-new AC (2024), Newly planted sod in back yard (2026) and upgraded Irrigation Control Panel (2026). Hop on your golf cart just minutes to historic downtown Winter Garden and enjoy your favorite restaurants, events and farmers market. Or take a relaxing nature walk or bike ride on the West Orange trial. This home is move in ready!

1631 Charlemagne Court, Winter Garden

$590,000
4 Beds 3 Baths Waterleigh Ph 2d SubDv. 34787 Zip Code
Virtually Staged. The appeal isn’t just the house—it’s the lifestyle that comes with the community. Welcome to 10625 Atwater Bay Drive, Winter Garden, FL 34787, where comfort, convenience, and resort-style living come together in the highly desirable Waterleigh community. The first floor features a private bedroom and full bathroom with a bathtub, ideal for guests, extended family, or convenient first-floor living. The kitchen offers a large center island, granite countertops, ample cabinetry, and a walk-in pantry, opening seamlessly to the living and dining areas. A rear lanai provides a relaxing outdoor space, while the alley-access garage helps maintain the home’s attractive streetscape. Upstairs, a spacious loft offers flexible space for a home office, media room, or playroom. The primary suite features an en-suite bath with dual sinks and a walk-in shower, while two additional bedrooms share another full bath. What truly sets this home apart is the Waterleigh lifestyle. Residents enjoy multiple resort-style pools, fitness centers, clubhouses, playgrounds, sports fields, tennis and pickleball courts, mini-golf, dog parks, walking trails, fishing areas, lakes, green spaces, and community activities. Conveniently located near SR 429, Waterleigh offers easy access to Disney, Orlando, shopping, dining, and entertainment—with Publix located right within the community. 10625 Atwater Bay Drive offers more than a home—it’s an opportunity to enjoy the resort-style lifestyle that makes Waterleigh such a desirable place to live.

10625 Atwater Bay Drive, Winter Garden

$595,000
3 Beds 2 Baths Del Webb Oasis SubDv. 34787 Zip Code
Virtually Staged. Virtually Staged. Best value on Wel Webb Oasis . Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories. The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!

13360 Sunny Retreat Lane, Winter Garden

$595,000
3 Beds 2 Baths Encore/Ovation Ph 2 SubDv. 34787 Zip Code
Welcome to 13235 Spring Grove Way, a beautifully maintained, newer-construction home ideally situated in the heart of Horizon West. Built in 2021, this thoughtfully designed single-story home offers 3 bedrooms, 2 bathrooms and an open-concept floor plan perfect for both everyday living and entertaining. At the heart of the home, the spacious kitchen flows seamlessly into the dining and living areas, creating a bright and inviting gathering space. With a built-in dry bar with wine fridge, custom tile and lighting choices, and upgraded cabinets, this kitchen can't be beat! The split-bedroom layout offers added privacy, while the primary suite provides a comfortable retreat with a generously sized bath and closet. Step outside to an extended covered patio and fully fenced backyard with plenty of room to relax, entertain or create your own outdoor oasis. One of the home’s standout features is its incredible location. Enjoy the magic of Walt Disney World just approximately 10 minutes away, along with quick access to Flamingo Crossings, SR-429 and the growing selection of shopping, dining and entertainment throughout Horizon West. Disney Springs, Universal Orlando, SeaWorld and Orlando International Airport are also within convenient driving distance. With newer construction, a functional single-story layout and a location that puts some of Central Florida’s best destinations right at your fingertips, 13235 Spring Grove Way offers the perfect combination of comfort, convenience and the Florida lifestyle.

13235 Spring Grove Way, Winter Garden

$560,000
3 Beds 3 Baths Harvest At Ovation SubDv. 34787 Zip Code
Under Construction. What's Special: Close to Amenities | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood at 14751 Field Daisy Drive in Harvest at Ovation! Welcome to this thoughtfully designed two-story home! Just off the foyer, a private study provides the perfect space for working from home or pursuing hobbies. The open-concept great room flows into the kitchen and dining area, creating an inviting space for everyday living. The kitchen is appointed with quartz countertops, a refrigerator wall cabinet, and a convenient trash roll out for added functionality. Upstairs, the spacious primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms, a full bathroom, and laundry room complete the second floor. Enjoy outdoor living on the covered lanai and the convenience of a two-car garage. Tile flooring throughout the first floor and whole house blinds add style and comfort throughout. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: French doors at study, oak treads & painted riser at stairs, pre-plumb for future laundry tub. Photos are for representative purposes only.

14751 Field Daisy Drive, Winter Garden

$600,000
3 Beds 3 Baths Amberleigh SubDv. 34787 Zip Code
Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winter Garden and the West Orange Trail. With more than 2,600 square feet of thoughtfully designed living space, this home blends warmth, character, and room to gather. Step inside and the story begins with soaring ceilings that draw your eye toward the upstairs landing, while graceful architectural details, rounded corners, decorative niches, and beautifully appointed engineered hardwood floors bring warmth and character throughout the home. The generous family room creates a natural heart of the home, while a dedicated downstairs office offers a comfortable space for working from home, reading, or tackling the day's to-do list. At the center of it all is a kitchen designed for both everyday moments and memorable gatherings. Granite countertops pair beautifully with abundant cherry cabinetry and a custom cherry wood bar top, while generous prep space, upgraded appliances, double ovens with convection, a built-in desk, and an oversized pantry make the space as functional as it is welcoming. The first-floor owner's suite offers a peaceful retreat with a tray ceiling, dual closets, dual marble vanities, a dual-head shower, and a relaxing Roman tub. The formal dining space is currently used as a living room; the living room is used as an office. Upstairs, the home continues to unfold with spacious secondary bedrooms and a generous bonus room, creating a wonderfully flexible second living space for movie nights, games, hobbies, or simply relaxing at the end of the day. Thoughtful details continue throughout with marble vanities in the secondary baths, ceramic tile in the foyer, laundry room, and secondary bath, convenient under-stair storage, and a four-zone irrigation system. Behind the scenes, meaningful updates bring added comfort and efficiency to everyday living. Several efficient features: New roof in 2024. Newer HVAC systems provide refreshed climate control, with the system serving the upstairs featuring advanced air filtration. Foam-filled block walls on the downstairs. A new energy-efficient hot water heater and whole-home water softener add to the home's thoughtful improvements, while energy-efficient insulated windows along the rear of the home help enhance year-round comfort. Move-in ready and wonderfully located, this is a home made for comfortable mornings, lively gatherings, movie nights upstairs, and evenings spent enjoying everything Winter Garden has to offer. Downtown dining, local shops, community events, and miles of recreation along the West Orange Trail are all just minutes away. A charming gated setting, generous living spaces, thoughtful updates, and the Winter Garden lifestyle come together in a home ready for its next chapter.

393 Lake Amberleigh Drive, Winter Garden

$565,000
3 Beds 3 Baths Hawksmoor-Ph 1 SubDv. 34787 Zip Code
Welcome to this beautifully maintained home in the desirable Hawksmoor community of Winter Garden! Built in 2019, this bright and inviting residence offers modern style, thoughtful design, and comfortable living in one of the area’s sought-after communities. From the moment you arrive, the charming curb appeal and beautifully landscaped front yard create a warm welcome. Inside, you’ll find an open and airy layout filled with natural light, recessed lighting, and stylish finishes throughout. The spacious living area features a modern fireplace and large windows with elegant window treatments, creating the perfect space to relax or entertain. A thoughtfully enclosed flex space features beautiful sliding glass doors, creating a private and beautifully finished home office that is perfect for working from home, studying, or a variety of lifestyle needs. The contemporary kitchen offers modern cabinetry, stainless steel appliances, a generous island with seating, and plenty of workspace, flowing seamlessly into the dining and living areas. Sliding glass doors extend the living space to a screened-in lanai, providing a wonderful indoor-outdoor setting for morning coffee, dining, or entertaining while enjoying the Florida lifestyle. The home's neutral finishes, beautiful tile flooring, and well-maintained interiors make it truly move-inready. Located in Hawksmoore, this home offers the perfect combination of modern comfort, community living, and the highly desirable Winter Garden lifestyle. Don't miss the opportunity to make this beautiful home your own!

16273 Taliesin Street, Winter Garden

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