Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

Sort Option
  • Listing ID
  • Built up Area
  • Price
  • Pictures
  • Add date
  • Featured
Grid
List
Map

$429,900

15274 BLACK LION WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
52Picture(s)
1,916Sqft
Your patience has finally paid off!  You've been watching the market and scrolling and scrolling for weeks now to find that perfect home in 34787.....and your opportunity is finally here.

$270,000

4925 CYPRESS GARDEN ROAD
WINTER HAVEN, Florida

3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,960Sqft
This will not last! This gorgeous home is settled in Dove's Nest, a quaint 55+ community. This open concept floor plan is complimented with stylish interior. The living area was increased in 2008 with stick-built addition. The gorgeous lake views are featured with the well-maintained landscaping and a back porch which comes with remote shades.

$830,000

17410 HARTWOOD MARSH ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
43Picture(s)
2,487Sqft
You will not want to leave this amazing 3 bedroom, 2 bath solar home situated on 4.22 acres of serene land in Winter Garden.

$245,000

373 ERON WAY
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
22Picture(s)
840Sqft
One or more photo(s) has been virtually staged. Welcome to your new home in Winter Garden! This beautiful 2 bedroom, 2 bathroom condo is the perfect fit for first-time homebuyers. The unit is 840 square feet, offering ample space for comfortable living.

$512,000

6256 ARALIA IVY LN
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,714Sqft
Location! Location! Location! Beautiful corner unit, 2 story 3-bedroom open concept townhome in the heart of the luxurious Hamilton Gardens. Steps away to toll road 429 and less than 15 minutes to Disney’s entrances. Home is fairly new and a corner unit lot, short distance to the Hamlin Town Center, fine dining and Independence Parkway.

$508,165

17811 ADRIFT ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,689Sqft
Under Construction. In the Waterleigh Community, this charming one story 3-bedroom 2 bath Laurel floorplan features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining.

$640,000

8933 FOUNTAIN PALM ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
34Picture(s)
2,052Sqft
One or more photo(s) has been virtually staged. Do not miss this gorgeous, luxury townhome in the well sought-after community of Lakeshore Preserve in Horizon West! Upon opening the front door, you are welcomed with stylish 24"x12" grey tile and beautiful natural light from the large open courtyard just beyond the kitchen.

$431,850

6934 TWILIGHT BAY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,840Sqft
Under Construction. Mezzano is Park Square Homes new community in the desirable Horizons West area in Winter Garden. The Mezzano Community features a tot lot and community pool cabana overlooking Sawgrass Lake. Shopping, restaurants, hospital, theme parks and other recreational activities are just a few minutes away. Easy access to major highways makes this an ideal location.

$380,000

926 COPENHAGEN WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,432Sqft
Welcome to this charming well-maintained 3 bedroom 2 bathroom home located in the highly sought-after area of Winter Garden. This SINGLE story home offers a split floor plan with an open concept living room/kitchen combo.

$921,530

16006 GILDEN WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
46Picture(s)
3,617Sqft
New Construction, move-in ready. Oversized lot with conservation and lake views on a cul-de-sac. Open concept floor plan perfect for entertaining. Gourmet kitchen with large walk-in pantry. Guest bedroom and full bathroom downstairs. Owners bedroom located upstairs with private balcony and lake views. Loft/gameroom upstairs for additional entertaining space.

$729,000

3054 CHERRY ORCHARD LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
77Picture(s)
3,013Sqft
Spectacular Move-in-Ready Home with over $70k in upgrades! Upon entering the foyer, you will find your open floor plan, this spacious home comes with the kitchen overlooking the family room and dining room. The family room comes with an electric fireplace and open space is ideal for entertaining family and friends.

$500,000

10289 AUSTRINA OAK LOOP
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
32Picture(s)
1,868Sqft
**WELCOME TO WINTER GARDEN & HORIZON WEST** Fantastic opportunity to make this newly built (2020) home yours and live like you are on vacation all year long! In the highly desired Watermark community this 4BD/2.

$315,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
43Picture(s)
1,375Sqft
CHECK OUT THE FINANCIALS--- THIS UNIT PERFORMS VERY WELL. Welcome to The Grove, a secluded condo-hotel set on the shores of Lake Austin. Turning into the community from Avalon Road, you will be pleasantly surprised driving to the community, with its palm tree lined streets and the water park, with the condo buildings towering overhead.

$595,000

740 SANDY BAR DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,517Sqft
This stunning 2500+ square foot home in the very desirable Johns Lake Pointe neighborhood, sits on a large lot with a huge fenced in back yard. Stepping through the front door reveals an interior with modern touches throughout. The dining room space on the left, which was previously used an office, has stately sliding glass and wood doors to provide the utmost privacy.

$950,000

7791 MINUTEMEN LOOP
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
53Picture(s)
3,172Sqft
Welcome to your dream home! Located in Overlook at Hamlin, just a quick drive to Hamlin Town Center, and less than 15 minutes to Disney World. This stunning house features 4 bedrooms, 4 full bathrooms, and is situated on an oversized, fully fenced lot, providing ample space and privacy for you and your loved ones.

$589,900

17154 SALTY DOG ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
78Picture(s)
2,522Sqft
Ideally located in the heart of Winter Garden and the most sought-after schools, this 2021-built Lennar Sierra Model home meets all the needs of the perfect home. From your covered front porch, with serene views of the family orchard, you enter the home and are immediately greeted with 24x6 Cabo Tiles, found throughout the entire main space of the first floor.

$332,000

14200 AVALON ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,288Sqft
This resort, located within the short term rental zone is an ideal investment opportunity. One of the few resorts in the area with a covered parking garage, this condo offers good size accomodation with three beds and two baths. A spacious and open floor plan, split bedroom plan and large screened in patio with sliding doors off the living room and master bedroom make this condo inviting.

$476,777

10533 SPRING ARBOR LANE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
35Picture(s)
2,200Sqft
One or more photo(s) has been virtually staged. Newly Built, 4-bedroom, 3-bathroom home offering 2152sq ft of living space with an open floor plan concept. Built in 2020 in the Winding Bay Community, this Move-In Ready home offers all the luxuries of building a new home with the convenience of immediate occupancy.

$710,000

17367 BAL HARBOUR DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,782Sqft
Located in the heart of Winter Garden. Close to shopping, "A" rated schools, 15 minutes from Disney, and just 30 minutes from the airport! Beautiful two-story home is 2,782 sq ft with 4 bedrooms, 2 and a half baths. The first floor offers a great room, breakfast area, and spacious kitchen and family room area . The breakfast area allows outdoor access to a lanai via sliding glass doors.

$1,295,000

17818 WESTBAY COURT
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
90Picture(s)
2,478Sqft
Beautiful lake front property in this amazing gated community in Deer Island. This custom home features a nice floor plan, crown molding, tray ceilings , Breakfast Nook with wonderful lake views , back porch, pool and a private boat dock with lots of extra space for entertaining and fishing. .

$794,900

142 HAMMOCK PRESERVE LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
2,247Sqft
Under Construction. Welcome to the charming, storybook community of Oakland Park! This craftsman-style home features 8' interior doors on the 1st floor, crown molding throughout the 1st floor common areas, large first floor den space, and a gourmet kitchen.

$549,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
43Picture(s)
1,544Sqft
THE GROVE RESORT is ORLANDO'S MOST POPULAR LUXURY VACATION HOME RESORT. Be Part of the Magic located at only 6 miles away from WALT DISNEY WORLD THEME PARKS. THE GROVE RESOERT is close to all Central Florida’s attractions.

$869,000

5524 CYPRESS HILL ROAD
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
48Picture(s)
4,051Sqft
MUST SEE! DREAM HOME IN HORIZON WEST AREA! PERFECT LOCATION. A GRADE SCHOOL ZONE. Spacious two story house at Orchard Hill community! LOW HOA fee but including lawncare! Beautiful home featuring 5 bedrooms & 3.

$818,900

15289 LEBEAU LOOP
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
21Picture(s)
2,855Sqft
Under Construction.
280 Results returned.Per Page

Who’s Your Winter Garden Buyer’s Agent?

Every home shopper should have a Buyer’s Agent – it’s free to the buyer. Agents at the Erica Diaz Team know Winter Garden best! They know how to help you negotiate a better deal, and close faster than the average Winter Garden Realtor. Ask us about the local neighborhoods, we’ll know where to find the best homes for your goals in each price range.