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

  Advanced Search   Market Reports   Home Value   Connect

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.

< Back to all Homes for Sale in Winter Garden, FL

Search Winter Garden, FL by Price

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

$574,900
3 Beds ⋅ 3 Baths ⋅ Encore/Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code
Located in the desirable Encore at Ovation community in Winter Garden, this home built by M/I Homes in April 2022 features the Sebring floor plan with 2,341 sq ft, 3 bedrooms, 2 full bathrooms, 1 half bath, and a two-story foyer. The open-concept main floor includes a centrally located dining area between the living room and kitchen. The kitchen offers white cabinetry, stainless steel appliances, hood vent, natural gas range, and farmhouse sink. Plantation shutters, luxury vinyl plank flooring, and neutral finishes are found throughout. Upstairs includes all bedrooms, a loft, laundry room, and two full bathrooms. The owner’s suite features a walk-in closet and en-suite bath, with secondary bedrooms located separately for added privacy. Additional features include recessed lighting, tray ceilings, and 5 1/4-inch baseboards. HOA includes lawn maintenance and access to community amenities such as pool, clubhouse, fitness center, dog park, and playground. Conveniently located near Disney, Flamingo Crossings, SR 429, and I-4, with approximately 30-minute access to MCO and Downtown Orlando.

12790 Brodlove Lane, Winter Garden
$550,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to this spectacular home in Winter Garden, offering the perfect blend of style, comfort, and versatility. The second floor features elegant luxury vinyl flooring, along with five spacious bedrooms and a loft that has been converted into an additional bedroom—ideal for large families or extra guest space. On the first floor, the garage has been thoughtfully converted into a private suite with its own separate entrance—perfect for rental income, a home office, or a comfortable mother-in-law suite. With over 6 bedrooms, flexible living spaces, and upgrades throughout, this home offers endless possibilities for both living and investing. Don’t miss the opportunity to own a home that truly adapts to your lifestyle!

10361 Austrina Oak Loop, Winter Garden
$589,999
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Sellers are motivated! Don't miss out on this opportunity!Welcome to this beautifully designed, architect-crafted townhome, freshly repainted throughout and lovingly maintained by its original owners. From the moment you step inside, you’re greeted by a bright, open-concept layout filled with thoughtful upgrades and elegant details. The main level flows effortlessly, featuring a stylish living and dining area bathed in natural light and accented with refined crown molding. At the heart of the home, the gourmet kitchen impresses with granite countertops, a modern backsplash, ample cabinetry, and an oversized island perfect for entertaining. Transom light doors lead to a screened-in, covered patio—your private retreat to relax and enjoy Florida’s year-round sunshine. Upstairs, the spacious primary suite offers a true escape, complete with a luxurious en-suite bathroom featuring dual vanities, a garden tub, a separate glass-enclosed shower, and tasteful finishes throughout. One of the standout features is the bonus apartment—ideal for guests, extended family, or even as an income-producing opportunity. Completing the home is a 2-car garage with a sleek epoxy finish, combining durability with a clean, polished look. This property is just 17 minutes away from Disney. Schedule your showing today.

8807 Fountain Palm Aly, Winter Garden
$595,000
4 Beds ⋅ 3 Baths ⋅ Regency Oaks F SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. SEVERAL PHOTOS HAVE BEEN VIRTUALLY STAGED !Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living.

13212 Social Lane, Winter Garden
$579,900
4 Beds ⋅ 3 Baths ⋅ Johns Lake Pointe A & S SubDv. ⋅ 34787 Zip Code
Back on Market due to buyer unable to secure funding. Their loss, your opportunity. Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.

15058 Sawgrass Bluff Drive, Winter Garden
$584,000
4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion end of 2026. Single family Bungalow. The Montpelier home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a primary suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. There's still time to personalize this home with your preferred design upgrades.

13014 Sunset Garden Lane, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3a SubDv. ⋅ 34787 Zip Code
Waterleigh! In this master planned community lies this beautiful two story, with all new exterior paint, three bedroom, two and a half bathroom, with a second floor den/flex space, which is perfect for a home office or kids space.! The spacious kitchen features stainless steel appliances, stone countertops, new backsplash and a large island/breakfast bar. This open plan has a large living room/dining room combo with crown molding and a sliding glass door which opens up to the covered lanai area. The master bedroom is on the first floor and has a new tile floor. The owners bath features a walk in shower, double sinks and stone counter top, as well as a walk in closet and a separate linen closet for convenience and extra storage. The laundry area is located on the first floor. Upstairs, you will find two additional bedrooms, a full bath and flex area. This home features an attached rear 2 car garage entrance with convenient drop zone with lots of cabinets for extra storage and granite counter top. Residents have access to four incredible amenity centers with resort-style pools, offering 2 stunning clubhouses with fitness centers, putt putt golf, beach volleyball, tennis, pickleball, BBQ/picnic areas, playground, & dog park. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. This property is conveniently located nearby to shopping, grocery stores, restaurants, and hospitals, alongside being close to Walt Disney World, which makes it a magical place to live! Home available to view no appointment needed come take a look .

16933 Oakboro Street, Winter Garden
$553,690
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home located in one of the most desirable areas of Winter Garden. Built in 2019, this property offers a perfect blend of modern finishes, functionality, and prime location. Step inside and enjoy a thoughtfully designed layout featuring upgraded flooring, elegant lighting fixtures, and luxury aluminum handrails that elevate the space. The kitchen stands out as the heart of the home, offering a clean and modern design ideal for both everyday living and entertaining. The primary suite is a true retreat with double walk-in closets and abundant natural light throughout the home, creating a bright and inviting atmosphere. Enjoy added privacy with no rear neighbors and peaceful conservation views—perfect for relaxing after a long day. Location is everything, and this home delivers. Conveniently situated just minutes from top-rated schools, shopping centers, restaurants, golf courses, and major highways, making daily commutes and weekend plans effortless. One of the standout features of this property is the solar panel system, which will be fully paid off at closing—providing significant long-term savings for the new homeowner. This is a rare opportunity to own a move-in ready, upgraded home in a prime Winter Garden location. Schedule your private showing today.

9972 Pallida Hickory Way, Winter Garden
$574,999
4 Beds ⋅ 3 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT! PRICED TO SELL! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!

12566 Westhaven Oak Drive, Winter Garden
$565,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hamlin SubDv. ⋅ 34787 Zip Code
Live in the heart of Hamlin! Welcome to this beautifully upgraded 3 bedroom, 2.5 bath home with a versatile first floor flex room that can easily serve as a fourth bedroom, home office, playroom, or guest space. Built in 2021, this move in ready home offers over 2,100 square feet of thoughtfully designed living space, modern finishes, smart upgrades, and an exceptional location in one of Winter Garden's most sought after communities. Inside, you'll find an open concept floor plan filled with natural light, fresh interior paint, upgraded flooring, and stylish lighting throughout. The kitchen is the centerpiece of the home, featuring Level 5 quartz countertops, a large island wrapped in custom porcelain tile, stainless steel appliances, and abundant cabinet space, making it ideal for everyday living and entertaining. Upstairs, the spacious primary suite features a custom walk in closet and an upgraded en suite bathroom with quartz countertops. Two additional bedrooms, a full bathroom, and an updated laundry room complete the second floor. This home also includes valuable upgrades rarely found at this price point, including a whole home water filtration and softener system, an APCO X Ultra air purification system, five Arlo security cameras that convey, and prewiring for additional smart home connectivity. Outside, enjoy the privacy of a rear entry two car garage and a low maintenance yard, giving you more time to enjoy everything this vibrant community has to offer. Located just minutes from Hamlin Town Center, you'll enjoy waterfront dining, shopping, coffee shops, fitness studios, entertainment, Publix, Cinépolis Luxury Cinemas, top rated schools, and convenient access to State Road 429, making it easy to reach Walt Disney World, downtown Orlando, and Orlando International Airport. Homes offering this combination of flexible living space, thoughtful upgrades, modern finishes, and an unbeatable location are hard to find. Schedule your private showing today and discover why so many buyers are choosing to call this community home.

4642 Prairie Creek Street, Winter Garden
$599,000
4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 2021-built 4-bedroom, 3-bathroom plus a bonus room corner-lot home offering space, style, and convenience all in one. From the moment you step inside, you’ll notice the high ceilings, large windows, and abundant natural light that enhance the home’s open and airy feel. The open-concept layout is perfect for modern living, with a spacious kitchen featuring modern appliances, ample counter space, and seamless flow into the living and dining areas — ideal for both everyday life and entertaining. Step outside to a paved backyard retreat, providing a low-maintenance outdoor space perfect for relaxing or gathering with guests. The rear-facing garage adds curb appeal while keeping the front exterior clean and welcoming. Situated on a desirable corner lot, this newer home offers the added benefit of HOA-maintained landscaping, giving you more time to enjoy the community amenities — including a community pool — while keeping monthly costs reasonable in this low-HOA neighborhood. Also included are solar panels, offering energy efficiency and potential long-term savings. Located approximately 3.4 miles (just minutes away) from the world-famous Walt Disney World Resort area, this home combines comfort, efficiency, and an unbeatable Central Florida location close to major attractions, shopping, dining, and entertainment. The area is served by well-rated schools, many graded 7+ out of 10. Don’t miss the opportunity to own a move-in ready, newer-construction home with space, efficiency, and convenience all wrapped into one!

16012 Micelli Drive, Winter Garden
$594,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.

15043 Pigeon Plum Lane, Winter Garden
Start Your Search