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.

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

Be the First to Know About New Winter Garden Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Winter Garden Real Estate Map Search

Search by Price

Advanced Search Market Reports Home Value Connect

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

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

Amazing 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

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

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

5 Beds ⋅ 3 Baths ⋅ Grovehurst A-D SubDv. ⋅ 34787 Zip Code

Experience 12706 Grovehurst Ave, recently updated with fresh interior paint and a partial flooring replacement. The kitchen is equipped with all stainless steel appliances, enhancing functionality. The primary bathroom features double sinks, a separate tub, and a separate shower for convenience. A dedicated patio provides exterior space. Discover updated comfort and modern amenities.

12706 Grovehurst Avenue, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code

Single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the Hawksmoor community. This property boasts brand new countertops, tyle and carpet flooring, complemented by a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida’s Turnpike, your daily commute will be a breeze.

16466 Olive Hill Drive, Winter Garden

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

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code

Virtually Staged. *** ORCHARD HILLS WINTER GARDEN MOVE-IN HOME * PERFECT LOCATION * TOP GRADE SCHOOLS * LOW HOA INCLUDES LAWNCARE * 3 FULL BATHS * DOWNSTAIRS DEN/OFFICE CONVERTIBLE BEDROOM * EXTRACT-LONG DRIVEWAY *** Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden

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

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

5 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 1b SubDv. ⋅ 34787 Zip Code

Beautiful 5 bedroom 3 bath home with a 2 car garage. Features a formal living area, combo family and formal dining area off the kitchen, the patio has been enclosed and has air conditioning, a loft area on the second floor. tile floors on the first floor and hardwood floors on the second floor. Located in Summerlake – a LIFESTYLE COMMUNITY with Pool, Clubhouse, Fitness Center, Playground, Zip Line, Dog park, Tennis and Basketball Courts. RELAX. All this close to DISNEY, ORANGE COUNTY GOLF COURSE, LUXURY CINEMAS, SUPERMARKET, SHOPPING and RESTAURANTS. Plus zoned for Summerlake Elementary, Hamlin Middle and Horizon High School! Easy Access to 429 and 408!

8111 Pacific Loon Street, Winter Garden

Briley Farm Ph 1b SubDv. ⋅ 34787 Zip Code

Build your custom residence on Lot 21 in Briley Farm Phase 1B, a thoughtfully designed community in Oakland, Florida. Located at 523 Walker Street, this approximately 0.52-acre interior homesite offers the opportunity to create a custom home exclusively with Element Home Builders, with no predetermined floor plan. Enjoy a desirable location near charming downtown Winter Garden, the West Orange Trail, shopping, dining and major roadways. Public water, public sewer, electricity and natural gas are available within the community. The list price is for the homesite only and does not include home construction. Home designs, architectural plans and improvements are subject to Element Home Builders, community and governmental approvals. Buyer and buyer’s agent are responsible for independently verifying acreage, dimensions, utilities, taxes, HOA information, building requirements and restrictions.

523 Walker Street, Oakland

Start Your Search