Winter Garden Homes for Sale

Winter Garden Homes for Sale

Winter Garden is a charming city located in the state of Florida. Situated in Orange County, Winter Garden offers a perfect blend of small-town charm and modern amenities. With its picturesque landscapes and friendly community, it has become a popular destination for families and individuals looking to settle down.

One of the highlights of Winter Garden is its real estate market, with an abundance of homes for sale to suit various budgets and preferences. Whether you are looking for a cozy single-family home or a spacious luxury estate, Winter Garden has something to offer for everyone.

The city boasts a range of housing options, from historic homes with unique architectural designs to newly built modern residences. Many of the properties in Winter Garden feature desirable amenities such as private pools, spacious yards, and updated interiors.

In addition to the diverse range of homes available, Winter Garden also offers a convenient location. It is in close proximity to major highways, making it easy to access other parts of Florida. The city is also known for its excellent schools, making it an ideal place for families with children.

Overall, Winter Garden is a wonderful city to consider if you are looking for a place to call home in Florida. With its beautiful homes for sale and welcoming community, it offers a high quality of life and a truly enjoyable living experience.

Newest Winter Garden Homes for Sale

$559,000
4 Beds ⋅ 3 Baths ⋅ S5156522 MLS
Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms, a private study, upstairs game room, and a 2-car garage. The main level features a separate living room, a dedicated study perfect for a home office, and an open-concept kitchen overlooking the breakfast nook and expansive great room. Step outside to the covered lanai, ideal for relaxing or entertaining year-round. Upstairs, the generous primary suite includes a private bath and walk-in closet. Three additional bedrooms, a large game room/loft, and convenient upstairs laundry provide plenty of flexibility for family, guests, work, or entertainment. Enjoy the Florida lifestyle with access to a community pool and nearby bike and walking trails, perfect for outdoor recreation. Located in the charming Oakland area with convenient access to Winter Garden, major roadways, shopping, dining, and Walt Disney World, this home offers a great combination of space, community amenities, and location.

2471 Sky Stone Court, Winter Garden
$489,000
3 Beds ⋅ 2 Baths ⋅ S5156518 MLS
Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and gatherings. Brick pavers enhance the driveway, welcoming front porch, and covered lanai creating an inviting outdoor space to relax and enjoy the Florida lifestyle. Located in Winter Garden’s desirable Horizon West area near Walt Disney World, Waterleigh offers exceptional amenities, including two clubhouses, resort-style pools, two fitness centers, tennis courts, and a putting green. Schedule your private showing and experience everything this home and community have.

9357 Jaywood Road, Winter Garden
$829,000
4 Beds ⋅ 4 Baths ⋅ O6437463 MLS
Under Construction. Near Walt Disney World Theme Parks! Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. It features a dual-sink vanity, ceramic tile flooring, and a ceramic tile shower with a glass enclosure. Additional touches include Delta faucets, a stylish lighting package, a walk-in closet, and towel bars for added functionality. Upstairs, the three secondary bedrooms each feature walk-in closets, providing plenty of storage space. The secondary bathroom includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, a lighting package, and towel bars, ensuring both comfort and style for family and guests. This new home also boasts energy-efficient construction with dual-pane energy-efficient windows, a full landscaping package, and a garage door opener for added convenience. Additional features include an 8-foot front door, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule your showing!!

17418 Honeybell Tangelo Court, Winter Garden
$1,349,000
5 Beds ⋅ 5 Baths ⋅ O6437444 MLS
Virtually Staged. Welcome to this beautifully upgraded home in Winter Garden, where thoughtful design, exceptional upgrades, and resort-style outdoor living come together. From the moment you enter, you’ll appreciate the attention to detail, quality finishes, and extensive improvements throughout. The heart of the home is the fully upgraded gourmet kitchen, featuring upgraded cabinetry, an oversized island, upgraded backsplash, upgraded pendant lighting, and a custom pantry. The movie room takes entertaining to the next level with a built-in wet bar featuring upgraded cabinetry, creating the perfect space for movie nights, game days, and gatherings. The home features CoreTec luxury vinyl plank flooring throughout and on the stairs, complemented by upgraded stair handrails and wrought-iron banisters. Additional comfort and convenience upgrades include an Ecowater water softener, Grundfos circulating pump, purified cold-water filtration at the kitchen sink, and Nu-Calgon UV light sanitizers for both air-handler coils. Step outside to your own private oasis featuring an impressive in-ground pool and outdoor living package by Kura Pools, complete with an 8' x 8' spa, heater, chiller, and screened enclosure. The backyard has been enhanced with newly planted hibiscus and Christmas palms, while an AI-powered Govee outdoor lighting system lets you illuminate and customize the outdoor space for any season or occasion. Additional upgrades include a dedicated 600V electrical panel for pool equipment, an included Tesla EV charger, garage door openers, a laundry room tub, upgraded pedestal in the first-floor powder room, plantation-style shutters on the main floor family room and primary suite, and manual roller shades in select areas. Security and convenience are also top priorities with an Amazon Ring security system featuring indoor and outdoor cameras throughout the home. This exceptional property combines luxury, functionality, entertainment, and outdoor living in one of Winter Garden’s desirable communities. With an extensive list of upgrades already completed, this home offers an opportunity to enjoy a truly turnkey lifestyle with little left to do but move in and enjoy.

17077 Wingspread Loop, Winter Garden
$595,000
3 Beds ⋅ 2 Baths ⋅ O6437214 MLS
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
$859,000
5 Beds ⋅ 5 Baths ⋅ O6437314 MLS
Welcome to 2716 Gorst Rd, a spacious 5-bedroom, 5-bathroom pool home in the sought-after StoneyBrook West community in Winter Garden, offering beautiful water views from the screened-in private pool and an inviting Florida outdoor setting perfect for relaxing, entertaining, and enjoying year-round outdoor living. Inside, the home offers a spacious and flexible floor plan with five bedrooms and five full bathrooms, including multiple bedrooms with private en-suite baths. The kitchen features a center island and opens to the family room, providing a comfortable and functional space for everyday living and entertaining. Major highlights include a new roof installed in 2025 and a spacious three-car garage. School assignments include Whispering Oak Elementary, SunRidge Middle School, and West Orange High School. School assignments should be independently verified with Orange County Public Schools. Located in the StoneyBrook West golf community, this home offers a great combination of space, water views, outdoor living, community amenities, and convenient access to shopping, dining, entertainment, major highways, and the many attractions and conveniences of Winter Garden. With water views, a private pool, five bedrooms, five full bathrooms, and a three-car garage, this home offers an exceptional opportunity to enjoy the Winter Garden lifestyle.

2716 Gorst Rd, Winter Garden
$410,000
3 Beds ⋅ 3 Baths ⋅ O6437283 MLS
Location, location, location! Great opportunity to purchase a two-story 3/2.5 with a loft on the second floor and a fully fenced-in yard. The bright and functional floor plan offers plenty of room for comfortable everyday living and entertaining. The kitchen features granite countertops and stainless-steel appliances, while the spacious living areas provide a welcoming atmosphere throughout the home. Enjoy your new home!

2017 Portcastle Circle, Winter Garden
$535,000
4 Beds ⋅ 3 Baths ⋅ O6436688 MLS
Located in the vibrant Lakeview Pointe community within Horizon West, this model-like 4-bedroom with a 2-car detached garage perfectly combines the best location with sophisticated style. Positioned across from the neighborhood pool, splash pad, playground, fitness center, park and central mailboxes, the property welcomes you with a manicured lawn, mature landscaping and a charming covered front porch. Inside, the light-filled, open-concept layout features neutral wood-look tile flooring and a chef-inspired all-white kitchen equipped with quartz countertops, crown-molded cabinetry, stainless steel appliances and a spacious island breakfast bar. A highly convenient downstairs guest bedroom offers ideal accommodations for visitors or multi-generational living, while the upper level hosts a versatile loft space alongside the primary suite complete with tray ceilings, dual vanities and two walk-in closets. You have a direct view to DISNEY FIREWORKS from the primary bedroom and bathroom. Step outside to unwind on the screened and paved lanai, your own pest-free outdoor retreat. Positioned less than 10 minutes from Walt Disney World, residents have a dedicated neighborhood fireworks viewing station. Everyday convenience is unmatched with Hamlin Town Center featuring Publix, Target, Cinepolis Luxury Cinemas and top-tier dining just minutes away. Popstroke Golf and the renowned Orange County National Golf Center are close by, plus effortless commuting via SR-429. Low HOA and No CDD, the community covers lawn care, irrigation, mulching and all of the resort-style amenities. Fun food trucks come to the neighborhood every third Wednesday of the month. You may also enjoy scenic biking and walking trails and a COMMMUNITY DOCK with access to Huckleberry Lake, delivering an elevated, lock-and-leave lifestyle.

7179 Spring Park Drive, Winter Garden
$475,000
3 Beds ⋅ 2 Baths ⋅ O6434327 MLS
Welcome to a home where the Florida lifestyle takes center stage. Tucked within the established Crown Point Springs community on a spacious corner lot, this is the kind of place where mornings start slowly, weekends are spent outside, and some of Winter Garden’s favorite destinations are just minutes from home. The backyard is truly where this home comes to life. Start your morning with coffee on the lanai overlooking the backyard, pick fresh fruit from your own fruit trees, and spend the afternoon floating in the screened-in pool. The fenced yard adds another layer of privacy and functionality, while the pool enclosure creates a space made for everything from quiet afternoons with a book to weekend barbecues with family and friends. It’s easy to imagine the rhythm of life here—music playing by the pool, dinner on the patio, kids or pets enjoying the fenced yard, and evenings winding down with a drink overlooking the water. Inside, comfortable gathering spaces make everyday living just as enjoyable. The kitchen offers plenty of countertop space, stainless steel appliances, and a tiled backsplash, whether you're making a quick breakfast before heading downtown or preparing dinner for a house full of friends. When cooler Florida evenings arrive, the wood-burning fireplace creates the perfect setting for a cozy night at home. The home has also benefited from a number of improvements over the past several years, including a 2024 roof and HVAC system, 2023 water heater and microwave, 2024 dishwasher, and 2021 pool pump. The pool was also resurfaced in 2022, and the interior was painted in 2021. But what the owners have loved most extends beyond the property itself. Crown Point Springs is a great community with friendly neighbors, a low HOA, and golf-cart accessibility, all while being close to the heart of Downtown Winter Garden. That means weekends don't have to involve much planning. Take the golf cart out for a ride, spend Saturday morning exploring the Downtown Winter Garden Farmers Market, grab brunch or browse the shops along Plant Street, or hop on your bike for a ride along the West Orange Trail. After your nearby activities, head home for an afternoon by your own pool. It's a lifestyle that gives you the best of both worlds—the energy and charm of Winter Garden when you want it and your own private retreat when you're ready to come home. Pool days, golf-cart rides, and Plant Street nights—this is the Winter Garden lifestyle you've been waiting for.

1009 Spring Loop Way, Winter Garden
$189,000
2 Beds ⋅ 1 Baths ⋅ O6437162 MLS
Short Sale. Welcome to this charming 2-bedroom, 1-bath townhome offering an easy, low-maintenance lifestyle in Winter Garden. Just minutes from Downtown Winter Garden, this home puts you close to everything you love about the area while offering a peaceful place to call home. Inside, you’ll find a comfortable open layout with a spacious living area that connects naturally to the kitchen, creating a great space for everyday living and entertaining. Step outside to your private patio, the perfect spot to enjoy your morning coffee, relax after a long day, or spend time outdoors. Additional highlights include a newer roof, newer HVAC system, and low HOA fees. Location is a major plus! The West Orange Trail is just a short walk or bike ride away, while Downtown Winter Garden’s restaurants, local shops, entertainment, and popular farmers market are all nearby. Whether you're purchasing your first home, looking to downsize, or searching for a low-maintenance investment, this townhome offers an excellent opportunity to enjoy the Winter Garden lifestyle. Schedule your viweing today.

963 Stucki Terrace, Winter Garden
$515,000
3 Beds ⋅ 2 Baths ⋅ O6437038 MLS
A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown Winter Garden's golf cart district, complete with a new roof and a water heater less than two years old. A spacious driveway and manicured front lawn create a welcoming first impression. Inside, the home features a functional layout designed with both comfort and entertaining in mind. The dining area sits just off the entry and connects directly to the kitchen, making everything from casual dinners to larger gatherings feel seamless. The kitchen combines practicality with charm, featuring stainless steel appliances, built-in shelving, high ceilings, and a bright atmosphere. Overlooking the living room, it keeps the main living spaces connected while adding convenience to everyday life.The living room serves as a cozy gathering space centered around a functioning wood-burning fireplace, creating the perfect setting for relaxing evenings at home. A thoughtful split-bedroom layout provides added privacy, with the primary suite positioned separately from the secondary bedrooms. The primary bedroom includes direct access to the oversized screened-in patio and a private en suite bathroom featuring a tub and separate shower. The additional bedrooms are generously sized with natural light and ample storage, providing comfortable accommodations for family members, guests, or a home office. Step outside and enjoy an oversized screened-in patio complete with a ceiling fan, giving you the ideal place to relax outdoors while staying protected from Florida's elements and pests. Beyond the patio, the large fenced backyard provides plenty of room for four-legged friends, and little ones to roam freely without worry, or to accommodate fun activities like gardening or hosting loved ones. The options are limitless! A dedicated shed adds additional outdoor storage for tools, bikes, and recreational gear. Another standout benefit is the extremely low HOA, with the current HOA paid through June 2027, giving the next owner even more value and peace of mind. Living within Winter Garden's golf cart district means you can easily enjoy the area's beloved farmers market, boutique shopping, local restaurants, community festivals, and events without having to go far. Major highways are also conveniently nearby, along with excellent schools. With a new roof, newer water heater, spacious outdoor living areas, and an unbeatable downtown Winter Garden location, this home presents an exciting opportunity to create a space that truly reflects your style and vision. Come see the possibilities, make this home your own, and start enjoying the Winter Garden lifestyle today. Schedule your private tour!

217 Harbor Drive, Winter Garden
$899,000
3 Beds ⋅ 3 Baths ⋅ O6436813 MLS
Virtually Staged. Welcome home! The neighbors call this one of the best kept secrets in Oasis. One of the few homes in the community that have an amazing view of the Disney fireworks from your screened-in porch. The seller has spared no expense in making this home move-in ready. As soon as you walk in, you'll be greeted by high ceilings, beautiful tile floors and plenty of light. This home features the maximum amount of recessed lighting offered by the builder in every single room. This home has a gourmet kitchen, featuring an oversized kitchen island and plenty of cabinet/countertop space and a KitchenAid refrigerator. The corner pantry features a custom closet by design buildout. This beautiful kitchen will bring out your inner chef. In addition, the kitchen overlooks the dining room and living room, ideal for entertaining. The home features custom smart blinds throughout the first floor. The seller spared no expense in upgrading this property, featuring custom closets by design in the main bedroom, mudroom and laundry room as well as the garage. This home comes with full home water purification system. Fully paid-off solar panels at closing. The upstairs loft and third bedroom have exotic wood throughout. Minutes from Walt Disney World Resort, Hamlin Town Center and downtown Winter Garden. Contact the listing agent today to schedule.

13355 Sunny Retreat Lane, Winter Garden
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