Winter Garden Real Estate

Homes for Sale in Winter Garden, FL Between $500,000 to $600,000

Welcome to your dedicated resource for Homes for Sale Between $500,000 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 local Winter Garden, FL agents, Zen Home 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 $500,000 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 $500,000 to $600,000

16137 Hampton Crossing Drive, Winter Garden

16137 Hampton Crossing Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1c SubDv. ⋅ 34787 Zip Code

WHAT IF YOUR FLORIDA HOME FELT A LITTLE LIKE VACATION EVERY DAY? At 16137 Hampton Crossing Drive, it just might. Tucked into WATERLEIGH in HORIZON WEST and only 5.8 MILES FROM WALT DISNEY WORLD, this SINGLE-STORY DR Horton Arbor model offers something increasingly hard to find: 3 BEDROOMS, 3 FULL BATHS, an OVERSIZED 3-CAR TANDEM GARAGE—and your own HEATED SALTWATER POOL AND SPA. Inside, 2,040 square feet are arranged in an open, split-bedroom floor plan designed for comfortable everyday living. HIGH CEILINGS and engineered HARDWOOD FLOORING carry through the main living areas, where the kitchen, dining and family spaces FLOW EASILY TOGETHER. The kitchen gives you plenty of room to gather, with STONE COUNTERS, abundant cabinetry, stainless steel appliances, an oversized island with seating and a FARMHOUSE-STYLE SINK. The PRIMARY SUITE is PRIVATELY POSITIONED with a tray ceiling, walk-in closet and spacious ensuite bath featuring DUAL VANITIES and an oversized walk-in shower. Two additional bedrooms and TWO MORE FULL BATHS create flexibility for family, overnight guests, work-from-home space—or a little of each. But Florida living is supposed to happen outdoors, too. Step through the sliders to a COVERED LANAI and fully SCREENED POOL AREA, where a HEATED SALTWATER POOL AND SPA, generous deck and room to LOUNGE turn the backyard into your own PRIVATE RETREAT. And when you feel like leaving home, WATERLEIGH brings the RESORT LIFESTYLE with a clubhouse, community POOL, fitness center, DOG PARK, playground, sidewalks, and access to LAKE HICKORY NUT with FISHING opportunities and a community pier. BEST OF ALL? YOUR INDIVIDUAL LAWN CARE IS INCLUDED. Less weekend yard work. More pool time. More Disney time. More time to enjoy living in one of Central Florida’s most sought-after newer communities. Shopping, dining, entertainment and major roadways are nearby—and WALT DISNEY WORLD is just 5.8 miles from your front door. PRIVATE POOL. SPA. 3-CAR GARAGE. LAWN CARE INCLUDED. SINGLE-STORY LIVING. THIS is the Florida lifestyle you came for.

16137 Hampton Crossing Drive, Winter Garden

6345 Wild Persimmon Way, Winter Garden

6345 Wild Persimmon Way, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. Welcome to the AMELIA model at 6345 Wild Persimmon Way, a residence located in the highly desirable Avalon Woods community of Winter Garden. This thoughtfully designed home combines modern finishes, functional living spaces, and the benefits of new construction. The open-concept floor plan creates a seamless flow between the kitchen, dining, and main living areas, making the home ideal for both everyday living and entertaining. The kitchen serves as the heart of the home with contemporary finishes, ample cabinetry, and generous prep space. Spacious bedrooms provide flexibility for family, guests, or a home office, while the private primary suite offers a comfortable retreat. Situated on an approximately 4,995-square-foot homesite, this property provides a low-maintenance outdoor spa

6345 Wild Persimmon Way, Winter Garden

11036 Robert Frost Drive, Winter Garden

11036 Robert Frost Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 3 SubDv. ⋅ 34787 Zip Code

Amazing Fully Furnished Single Family, 4 bedrooms and 3 full bathrooms with fenced backyard for privacy and extra security. Designed for comfort and modern living, this property offers creating a clean and elegant look with modern title flooring. All pictures are real, no virtual staging or AI. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.

11036 Robert Frost Drive, Winter Garden

2420 Balforn Tower Way, Winter Garden

2420 Balforn Tower Way, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code

Most evenings, unforgettable sunsets stretch across the pool and lake, casting a breathtaking glow over this premier cul-de-sac homesite. Set on an oversized lot with an expansive side yard, this residence enjoys one of Stoneybrook West’s most coveted vantage points—serene water views paired with sweeping Back 9 sceneries, including uninterrupted sightlines to the 13th green and 14th tee. Welcome home to an immaculate 3-bedroom, 2-bath split-plan retreat that is truly move-in ready. From the moment you step inside, you’ll feel the care, quality, and comfort woven throughout. Thoughtful upgrades include brand-new plantation shutters, a custom built-in kitchen nook with outlet, updated light fixtures and fans, and a new refrigerator. Major systems add peace of mind with a roof, HVAC, hot water heater, and interior paint all less than 3 years old. The open living area impresses with a striking white stone accent wall and durable wood-like tile flooring that flows seamlessly throughout the home. The primary suite features a barn-door entry to the bath and an exceptionally spacious walk-in closet. Step outside to your private oasis: a covered lanai overlooking a stunning saltwater pool with sun shelf and water features, all less than 5 years old. The backdrop is pure magic—tranquil water, golf course views, and sunsets that feel like a nightly masterpiece. The fully fenced yard includes fresh tree trimming and an extra-large side yard, ideal for pets, play, or future enhancements. Perfectly positioned on a quiet cul-de-sac next to the residents’ gate, this home blends privacy with convenience. Community amenities are exceptional: golf course, playgrounds, pickleball, tennis, basketball, hockey court, resort-style pool, gym, and the Stoneybrook restaurant. Zoned for highly rated schools and just minutes from Winter Garden Village with easy access to the 429, the location is unbeatable. Additional highlights include built-in garage storage and shelving, a fenced yard, and standout curb appeal. This home delivers comfort, style, and a lifestyle that’s hard to match. Call today for a private showing!

2420 Balforn Tower Way, Winter Garden

8060 Bowery Drive, Winter Garden

8060 Bowery Drive, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Lake Hancock Preserve SubDv. ⋅ 34787 Zip Code

Priced to Sell! Welcome to this elegant 5-bedroom, 3-bathroom home with a 2-car garage, located in the highly sought-after Horizon West/Hamlin area. Designed with both style and functionality in mind, this home features 9'4" ceilings, Low-E energy-efficient windows, 42-inch cabinetry, granite countertops, an open-concept great room with sliding glass doors leading to an extended covered patio, and a spacious primary suite with a garden tub, separate shower, and oversized walk-in closet. Unwind on the extended covered patio and enjoy nightly views of the Disney fireworks, creating a truly magical setting right from the comfort of your own backyard. Residents also enjoy a putting green, tot lot, gazebo, and the convenience of lawn care included through the HOA. Conveniently located just minutes from Hamlin Town Center, you'll have easy access to premier shopping, dining, entertainment, top-rated schools, and everyday conveniences. Plus, you're only a short drive from Disney, Downtown Winter Garden, Winter Garden Village, Orange County National Golf Center, and major roadways including SR-429, SR-535, and I-4, making commuting throughout Central Florida quick and convenient.

8060 Bowery Drive, Winter Garden

16012 Micelli Drive, Winter Garden

16012 Micelli Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to 16012 Micelli Drive, a beautiful home built in 2021, ideally situated on a desirable corner lot in the Winding Bay community of Winter Garden, Florida! Featuring 4 bedrooms, 3 full bathrooms, and an additional versatile room, this thoughtfully designed home combines modern comfort, functionality, and style. From the moment you step inside, you'll appreciate the soaring ceilings, expansive windows, and abundant natural light that create a bright, open, and welcoming atmosphere. The spacious open-concept floor plan is designed for both everyday living and effortless entertaining. The kitchen features modern appliances, generous countertop space, and a seamless connection to the living and dining areas, creating an inviting space to gather and make lasting memories. Step outside to discover a beautifully paved backyard offering a low-maintenance outdoor retreat, perfect for relaxing, enjoying Florida's sunshine, or entertaining guests. The rear-entry garage adds convenience while preserving the home's attractive curb appeal. Located on a corner lot, this property offers even more reasons to fall in love with Florida living. Lawn maintenance is included in the HOA, giving you more time to enjoy your home and the community amenities, including a refreshing community swimming pool. The community also features a low HOA fee. An additional highlight is the home's solar panel system, offering the potential for increased energy efficiency and long-term savings. Location is another standout feature! Situated approximately 3.4 miles from the Walt Disney World Resort area, this home offers convenient access to Central Florida's world-famous attractions, shopping, dining, entertainment, and major roadways. Whether you're searching for a place to settle into your next chapter or a home designed for everyday comfort, 16012 Micelli Drive brings together thoughtful design, desirable amenities, and a fantastic Winter Garden location. Come discover the possibilities and imagine the next chapter of your story beginning here!

16012 Micelli Drive, Winter Garden

7278 Twilight Bay Drive, Winter Garden

7278 Twilight Bay Drive, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Lakeview Pointe/Horizon West Ph SubDv. ⋅ 34787 Zip Code

This inviting split floor plan gives everyone space to unwind in comfort. The gourmet kitchen—complete with a central island—makes cooking effortless and flows seamlessly into the café and gathering room, creating the perfect setting for everyday living and unforgettable moments. Enjoy peaceful Florida evenings on the front patio with scenic skyline views, or host a cookout on the spacious covered lanai accented with elegant brick pavers. This home is priced to sell and delivers the warm, welcoming feeling of truly finding “home.” Lakeview Pointe is a fully maintained community located just about a mile from Disney, offering quick access to the 429, Winter Garden Village, Hamlin Town Center, and top-rated schools. The reasonable monthly HOA includes Lawn Care along with access to the amenity center that includes a fitness facility, resort-style pool with splash pad, playground, cabana, and park. Residents can watch the sunset from the pier on Lake Huckleberry or enjoy nightly Disney fireworks from the pavilion. Come experience everything Lakeview Pointe has to offer!

7278 Twilight Bay Drive, Winter Garden

393 Lake Amberleigh Drive, Winter Garden

393 Lake Amberleigh Drive, Winter Garden

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

13518 Parkfield Way, Winter Garden

13518 Parkfield Way, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Encore/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code

Modern, Updated & Move-In Ready! Welcome home to this meticulously updated 3-bedroom, 2-bath residence in the heart of Winter Garden, where luxury, comfort, and convenience come together. From the moment you step inside, you'll appreciate the bright, open-concept floor plan, soaring natural light, and thoughtfully designed upgrades throughout. The chef-inspired kitchen is the centerpiece of the home, featuring quartz countertops, a large center island with bar seating, stainless steel appliances, abundant cabinetry, and designer lighting—perfect for everyday living and entertaining. Luxury vinyl plank and tile flooring flow throughout the home with no carpet, creating a clean, modern look. A stunning glass-enclosed custom wine room, designer accent walls and lighting, and a sleek electric fireplace add unique character and make this home truly stand out. The spacious primary suite offers a beautifully updated en-suite bathroom, while two additional custom-designed bedrooms provide the flexibility for family, guests, or the perfect home office. Every detail has been carefully selected to create a stylish, move-in-ready space you'll be proud to call home. Located in one of Winter Garden's most desirable communities, you'll enjoy easy access to top-rated schools, shopping, dining, parks, walking trails, and the charm of Historic Downtown Winter Garden. Convenient access to major highways makes commuting throughout Central Florida a breeze. Don't miss this rare opportunity to own a truly one-of-a-kind, designer-inspired home in one of Central Florida's most sought-after locations. Schedule your private showing today!

13518 Parkfield Way, Winter Garden

932 Lost Grove Circle, Winter Garden

932 Lost Grove Circle, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Grove Pk/Stone Crest A-E SubDv. ⋅ 34787 Zip Code

4 bed, 2.5 bath, 2,891 sqft in Grove Park at Stone Crest, 20 minutes from Disney. The 2022 refresh covered the expensive stuff: new roof, solar system, water heater, softener, stainless appliances, EV charger in the garage. A 2007 build that lives like it was finished yesterday. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk/drive from the front door. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!

932 Lost Grove Circle, Winter Garden

14006 Frasier Street, Winter Garden

14006 Frasier Street, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code

Stunning Corner Lot Home Welcome to this beautifully designed, home situated on a desirable corner lot in the sought-after Highland Ridge community in Winter Garden, FL. Built by Meritage Homes, this residence offers the perfect blend of modern style, comfort, and energy efficiency. The open-concept first floor features a spacious great room and dining area that flow seamlessly together, creating an ideal space for entertaining and everyday living. The gourmet kitchen is the heart of the home, complete with a large island overlooking the main living areas and patio—perfect for gatherings with family and friends. Upstairs, the private primary suite offers a relaxing retreat with an oversized walk-in closet, dual vanities, and a sleek walk-in shower. Thoughtfully designed throughout, the home showcases professionally curated finishes, including elegant granite or quartz countertops and stylish tile flooring. Additional highlights include a detached two-car garage, ample natural light, and smart, energy-efficient features designed to provide long-term savings, improved comfort, and healthier living. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home truly offers the best of modern Florida living. Furnishings may be negotiable, offering a convenient, move-in-ready opportunity for buyers.

14006 Frasier Street, Winter Garden

923 Colie Alley, Winter Garden

923 Colie Alley, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Short Sale. ~ IT IS WORTH THE WAIT! Discover the opportunity to own a nearly new David Weekley home in the highly desirable Oakland Park community of Winter Garden. Built in 2022, this SUMMERTON MODEL in McKinnon Square offers the style, space and location buyers are looking for — all within a community known for its beautiful streetscapes and exceptional amenities. The charming FRONT PORCH gives the home a welcoming personality, while inside, soaring ceilings, generous windows and an open layout create an easy sense of space. The kitchen serves as the natural gathering point, with a well-appointed design that connects seamlessly to the dining and living areas — a comfortable setup for both everyday life and entertaining. Upstairs, all of the bedrooms are conveniently grouped together, along with a FLEXIBLE LOFT AREA that can evolve with your needs. Use it as a home office, media room, play space, reading area or simply enjoy the extra room to spread out. Life here extends well beyond the home itself. OAKLAND PARK IS A GOLF-CART-FRIENDLY COMMUNITY with pools, clubhouse facilities, parks, playgrounds, a dog park and plenty of opportunities to enjoy the outdoors. The WEST ORANGE TRAIL AND LAKE APOPKA are nearby, while Historic Downtown Winter Garden is just a golf-cart ride away, putting restaurants, local shops, breweries, coffee spots, entertainment and the popular Farmers Market within easy reach. Location is another standout. Schools are conveniently nearby, including the elementary school approximately .5 miles away, middle school 1.1 miles and high school 3 miles. Orlando Health Hospital is approximately 1.8 miles away, while Hamlin Town Center, SR-429, SR-50 and Florida’s Turnpike provide easy access throughout Central Florida — including Disney and the area’s major attractions. NEARLY NEW, MOVE-IN READY AND SET IN ONE OF WINTER GARDEN’S MOST SOUGHT-AFTER COMMUNITIES, this short-sale opportunity is one you’ll want to see before it’s gone! Buyer and buyer agent to verify all data and measurements.

923 Colie Alley, Winter Garden

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