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Browse All Winter Garden FL Between $400K - $500K Properties for Sale

$495,000
4 Beds 3 Baths Highland Rdg Ph 2 SubDv. 34787 Zip Code
Welcome to this exceptional home located in the highly sought-after Highland Ridge community. This beautifully maintained 4-bedroom, 2 full bathroom and 1 half bathroom residence offers generous living space and a unique blend of classic curb appeal with modern interior upgrades. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen is designed for both function and style, showcasing a large island, stainless steel appliances, ample counter space, and a convenient corner pantry. It seamlessly connects to the dining and family areas, creating a welcoming and cohesive living space. Wood-look luxury vinyl plank flooring throughout main living areas on the first floor. Upstairs, you’ll find a spacious loft that can be used as a media room or flexible living area, along with a conveniently located laundry room and four bedrooms. The primary suite offers a well-designed en-suite bathroom and a walk-in closet, while the remaining bedrooms share a full bath. Ideally situated in the vibrant Winter Garden area, Highland Ridge residents enjoy access to a pool, playground, and half basketball court. The community is just minutes from the Hamlin shopping and dining district, with convenient access to major highways. Located less than 15 minutes from Walt Disney World, under 30 minutes from Universal Orlando and Downtown Orlando, and approximately 35 minutes from Orlando International Airport. Several renowned golf courses are also nearby. The property is located at the end of a quiet street with minimal traffic, this home offers exceptional privacy and tranquility, backing onto a natural preserve with no rear neighbors. Watch the attached professional video. Easy to show and move-in ready.

12362 Bracco Street, Winter Garden

$414,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16570 Barbours Creek Way, Winter Garden

$470,000
4 Beds 4 Baths Mezzano SubDv. 34787 Zip Code
**PRICE REDUCED** Welcome to this beautifully maintained, like new townhome located in the highly desirable Mezzano community in Winter Garden. Offering a thoughtful and versatile layout, this home combines modern features with comfortable living spaces throughout. The first floor features a spacious primary suite filled with natural light, complete with a large walk in closet and a sleek walk in shower in the ensuite bathroom. Just off the primary bedroom, enjoy your private front patio overlooking tranquil wetlands, the perfect spot for morning coffee or unwinding in the evening. A convenient half bath is also located on the main level for guests. The open concept living and dining areas provide flexible space for entertaining or everyday living, enhanced by upgraded lighting beyond the builder standard and elegant 9 foot ceilings that create an airy feel. Upstairs, you will find a generous loft area that can be used as a second living space, office, or playroom, along with a full laundry room for added convenience. The second floor also features a private double master bedroom suite with its own full bathroom, walk in closet, and beautiful views of the community pool and surrounding wetlands. Two additional bedrooms with standard closets and another full bathroom complete the upper level, offering plenty of room for family or guests. Enjoy additional outdoor space with a private rear patio situated between the home and detached garage, along with easy access to scenic walking paths that allow you to explore the community without needing to be on main roads. This home is ideally positioned within a short distance to the community pool and offers unique views of Magic Kingdom and EPCOT fireworks from both the bedroom and alley. Additional highlights include CAT5 wiring throughout, smart switch wiring in the primary bedroom and front exterior lighting, termite coverage for both ground and aerial protection, and a kitchen pot and pan rack that will remain with the home. The accent walls feature peel and stick wallpaper, allowing for easy customization. With abundant space both upstairs and downstairs, scenic surroundings, and a highly functional layout, this home offers a rare opportunity to enjoy comfort, convenience, and a touch of magic in one of Winter Garden’s most sought after communities.

7036 Bolanzo Alley, Winter Garden

$445,000
3 Beds 3 Baths Summerlake Pd Ph 2c 2d 2e SubDv. 34787 Zip Code
Move in with added peace of mind the *Community RE-ROOF and EXTERIOR PAINT Project are underway* Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a newer AC unit (replaced 2024) with a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry (replaced in 2022 & 2023). You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.

8170 Bluejack Oak Drive, Winter Garden

$443,500
3 Beds 3 Baths Hawksmoor-Ph 1 SubDv. 34787 Zip Code
Welcome to your future home, a harmonious blend of luxury, comfort, and convenience nestled within the vibrant community of Hawksmoor, located in Winter Garden, FL. This impeccably designed 3-bedroom plus loft, 2.5-bathroom townhome offers unparalleled living, featuring upgrades and amenities that redefine modern living. As you step inside, you're greeted with ambiance of spaciousness and style. The foyer leads seamlessly into a dining room and a generous size family/living room, adorned with 20' ceilings. The large outdoor courtyard is perfect for entertaining or unwinding in tranquility. Designed for both functionality and elegance, the chef's kitchen boasts premium features including granite countertops, upgraded cabinetry, stainless steel appliances, and a convenient walk-in pantry. The meticulous attention to detail extends throughout the home, with tile flooring in the first floor, carpet in the bedrooms, and tile in the bathrooms and laundry room. The first-floor master suite is a haven of relaxation, offering a walk-in closet and an en-suite bathroom with upscale finishes. Upstairs, two additional bedrooms, a full bath, and a versatile loft space provide ample room for family living or personal retreat. This end unit townhome offers privacy and tranquility. Beyond the home's exquisite interior, enjoy the convenience of a two-car garage, providing ample storage space for your vehicles and belongings. The community offers an array of amenities designed to enhance your lifestyle, including a resort-style swimming pool, clubhouse, shaded playgrounds, walking trails, and a fully-equipped gym. Conveniently located within Winter Garden's popular Horizon West area, you're just minutes away from downtown attractions, world-class theme parks, and a plethora of shopping and dining options. Easy access to major highways ensures seamless commutes to work and leisure destinations alike. Don't miss the opportunity to make this meticulously crafted townhome your own.

15907 Marina Bay Drive, Winter Garden

$429,900
3 Beds 3 Baths Hamilton Gardens Ph 2a & 2b SubDv. 34787 Zip Code
LOCATION! LOCATION! LOCATION! This spacious and beautiful two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. Enjoy an open-concept floor plan, freshly painted interior, and a private outdoor courtyard leading to a rear-entry two-car detached garage. The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless space ideal for entertaining. Large windows with blinds fill the home with natural light, enhancing the open feel throughout. Storage is abundant with a pantry, an under-stairs closet, and a generous walk-in closet in the owner’s suite. Upstairs, you’ll find 3 generous bedrooms, 2 bathrooms, and a convenient second-floor laundry. The owner’s suite boasts an enormous walk-in closet and peaceful views of beautiful mature trees. With no neighbors behind, this home offers a quiet, private setting that’s truly rare. Hamilton Gardens provides exceptional amenities, including a resort-style beach-entry pool, cabana, dog park, sports lawn, playgrounds, and scenic garden paths. Residents also enjoy nightly views of the Disney fireworks right from the community. Located just moments from Hamlin Town Center, you’ll have restaurants, cafés, entertainment, and a weekly farmers market less than a mile away. Convenient to SR 429, A-rated schools, top medical facilities, Winter Garden Village, Historic Downtown Winter Garden, and Windermere. A perfect combination of privacy, convenience, and resort-style living—come see it today!

6212 Aralia Ivy Lane, Winter Garden

$462,500
3 Beds 3 Baths Mezzano SubDv. 34787 Zip Code
Under contract-accepting backup offers. Welcome to Your Horizon West Sanctuary: The Madison at Mezzano. Experience the perfect blend of sofisticated design and functionality with this stunning Madison floor plan by Park Square Homes. Nestled in the highly sought-after, boutique community of Mezzano. This 2,032 sq. ft. townhome perfectly balances modern elegance with the convenience of a single-family home layout. The Highlights You’ll Love: • Rare First-Floor Suite: This layout features a full bedroom and bathroom on the main level, perfect for guests, a quiet home office, or multi-generational living. • Epicurian Kitchen: The heart of the home boasts a massive island overlooking a sun-drenched, 21-foot gathering room. It’s the ultimate setup for hosting Friday night dinner parties or Sunday football. • A Masterful Retreat: The second-floor primary suite is a true escape, featuring a massive walk-in closet with custom shelving, and a spa-inspired ensuite. • Flex Space Galore: In addition to the three bedrooms, the second-story loft offers a secondary living zone—ideal for a media room, play area, or tech hub. • Outdoor Living & Curb Appeal: Enjoy morning coffee on your charming covered front porch or retreat to the private rear courtyard and soak in the included hot tub at the end of a long day at work. The courtyard leads to your oversized 2-car garage that features storage racks for a more organized home. Why Mezzano? Location is everything. Located in the heart of Horizon West, you are minutes from the upscale shopping and dining at Hamlin, top-rated schools, and the magic of Walt Disney World. Mezzano offers a tight-knit community feel with modern amenities, all while being surrounded by the best of Winter Garden.  Don't wait for a new build! Experience the scale of a 2,000+ sq. ft. home with the low-maintenance lifestyle you’ve been dreaming of. Schedule your private showing today!

7078 Twilight Bay Drive, Winter Garden

$495,000
3 Beds 3 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***

16149 Wind View Lane, Winter Garden

$444,000
3 Beds 3 Baths Summerlake SubDv. 34787 Zip Code
Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan. The chef’s kitchen features abundant real wood cabinetry, upgraded granite countertops, and a cozy eat-in area, all overlooking a spacious family room ideal for gatherings. Large windows fill the space with natural light and frame your private rear courtyard—an outdoor area with serious potential. Think Italian courtyard villa vibes: brick pavers, twinkling lights, lush greenery, and maybe that pizza oven you’ve been dreaming about. The courtyard serves as a true extension of your living space, whether you envision a gardener’s paradise, a peaceful retreat, or a stylish entertaining area. Beyond the courtyard, you’ll find a generous 2-car garage, perfect for vehicles and extra storage. Upstairs, the home offers 3 bedrooms and 2.5 baths, all meticulously maintained, including NEW carpet upstairs and tasteful updates throughout. Living in Summerlake means more than owning a home—it’s a lifestyle. With top-tier amenities, nearby shopping, dining, and everything Winter Garden has to offer, this is the perfect place to call home.

8156 Wood Sage Drive, Winter Garden

$420,000
3 Beds 3 Baths Storey Grove Ph 2 SubDv. 34787 Zip Code
Impeccably maintained townhome in the highly desirable community of Storey Grove! Built in 2020, this beautifully cared-for 3-bedroom, 2.5-bath residence offers the perfect blend of style, comfort, and prime location. The open-concept first floor is designed for modern living and effortless entertaining, featuring tile flooring throughout the entire home, creating a clean, cohesive, and low-maintenance living environment. The spacious kitchen is a true highlight, offering abundant cabinetry, solid-surface countertops, stainless steel appliances, and a large center island that provides generous prep space and seating. The open layout allows the kitchen to flow seamlessly into the dining and living areas, making it ideal for gatherings and everyday living. Step outside to your privately fenced courtyard featuring a beautiful canopy, creating a shaded and inviting outdoor retreat perfect for relaxing or entertaining year-round. Upstairs, you’ll find three generous sized bedrooms and two full bathrooms. The primary suite includes a spacious walk-in closet and an elegant en-suite bath with dual vanities, offering both comfort and privacy. Ideally located just minutes from Walt Disney World, Disney Springs, Flamingo Crossings, major highways, shopping centers, restaurants, hospitals, and top-rated schools, this home delivers exceptional convenience in one of the most desirable areas near Orlando’s attractions. Whether you're searching for a primary residence or an investment opportunity, this property is must-see.

14095 Title Way, Winter Garden

$434,900
3 Beds 3 Baths Summerlake Pd Ph 2c 2d 2e SubDv. 34787 Zip Code
Perfectly positioned in the heartbeat of Horizons West, just 3 miles from Disney’s Magic Kingdom. This impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic - including a spacious two-car garage attached to the largest oversized patio in Summerlake! Enjoy the nightly Disney fireworks and hear the subtle sounds of Magic Kingdom as you begin your day. Move-in ready and thoughtfully upgraded with a newer HVAC system, this home delivers low-maintenance living and an unbeatable location just minutes from Hamlin Town Center, top-rated schools, and world-class attractions. The open, light-filled floor plan showcases tile flooring, spacious living and dining areas, while an upgraded rustic ‘reclaimed wood’ accent wall blends the modern and organic creating your magical oasis. Enjoy your gourmet kitchen with 42" cabinets, granite countertops, an expansive island and stainless-steel appliances. Upstairs, the primary suite offers dual sinks, granite counters, soaking tub, glass-enclosed shower, private water closet, and a large walk-in closet, along with two additional bedrooms, full bath, and convenient upstairs laundry. Summerlake residents enjoy expansively upgraded resort-style amenities, including a new pool, tennis courts, fitness center, community conservation area, playground, dog park, fishing, scenic trails, and more. The new Summerlake HOA has made this community a truly special place to live - all just minutes to SR 429, Florida Turnpike, Hamlin Town Center, Disney, Orange County National Golf Center, and Orlando Health. Schedule your private showing today!

8113 Red Stopper Lane, Winter Garden

$459,000
4 Beds 3 Baths Highland Rdg SubDv. 34787 Zip Code
Welcome to 14058 Frasier Street in the heart of Winter Garden, Florida—where modern comfort meets small-town charm! Located in one of Central Florida’s most sought-after communities, this beautifully maintained home offers the perfect blend of style, space, and convenience. Step inside to discover an inviting open-concept floor plan filled with natural light, high ceilings, and thoughtfully designed living spaces ideal for both everyday living and entertaining. The spacious kitchen serves as the centerpiece of the home, featuring ample cabinetry, generous counter space, and a seamless flow into the dining and living areas—perfect for hosting family and friends. The primary suite provides a private retreat with a well-appointed en-suite bath and generous closet space. Additional bedrooms are comfortably sized and versatile, ideal for guests, a home office, or a growing family. Every detail has been carefully maintained to create a move-in-ready opportunity. Enjoy Florida living year-round with a private backyard space perfect for relaxing evenings, weekend barbecues, or creating your own outdoor oasis. Whether you envision a garden, play area, or custom patio retreat, the possibilities are endless. If you’re looking for a home that offers comfort, location, and lifestyle all in one—14058 Frasier Street is ready to welcome you home. Schedule your private showing today!

14058 Frasier Street, Winter Garden

$460,000
3 Beds 3 Baths Grove Resort And Spa Hotel Condo 1 SubDv. 34787 Zip Code
Experience resort-style living and exceptional investment potential with this luxurious first floor condo located in The Grove Resort & Water Park, Orlando’s premier vacation destination. Ideally situated just 5 minutes from Walt Disney World, this fully furnished, turnkey residence offers a perfect combination of elegance, comfort, and convenience. Notice the Soaring Ceilings in this beautiful condo in every room. The sitting area in the primary bedroom sets the perfect ambiance. The spacious open-concept floor plan is filled with natural light and features modern décor, high-end finishes, and stylish furnishings throughout. The gourmet kitchen is equipped with stainless steel appliances, quartz countertops, and ample cabinetry, making it perfect for entertaining or extended stays. A full-sized washer and dryer provide added convenience. Residents and guests enjoy access to world-class amenities, including the Surfari Water Park with a FlowRider Surf Simulator, Lazy River, Water Slides, and Zero-entry Pools. Relax in multiple swimming pools and oversized hot tubs, or reserve a private cabana for the ultimate day of leisure. Additional amenities include a full-service spa, 24-hour fitness center, on-site dining at Valencia Restaurant, Longboard Bar & Grill, and Elements Bar & Lounge, plus the Flip Flop’s Family Fun Center. Outdoor enthusiasts can enjoy kayaking, fishing, and paddle boating on the 22-acre Lake Austin. A daily resort shuttle provides effortless access to Walt Disney World, Universal Studios, and SeaWorld, while nearby golf courses, shopping, dining, and major highways make The Grove Resort perfectly positioned for both relaxation and adventure. When not in use, owners can take advantage of the professionally managed hotel rental program, generating income while enjoying hassle-free ownership. With its prime location, full-service amenities, and strong rental potential, this condo at The Grove Resort & Water Park is an ideal vacation retreat and investment opportunity—all just minutes from Orlando’s most iconic attractions. The Grove Resort and Spa is zoned as a Condo/Hotel. Owners are allotted 179 days in a calendar year to stay on property.

14501 Grove Resort Avenue Unit 2101, Winter Garden

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Between $400K - $500K Winter Garden Real Estate

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