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.

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$1,399,900

14820 SPEER LAKE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
3,523Sqft
Stunning contemporary home located on Lake Speer. Watch stunning sunrises and Disney fireworks at night and go skiing on the lake. There is a brick paver driveway and a split three car garage. The entry has soaring ceilings and lots of natural light.

$700,000

14931 MASTHEAD LANDING CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
50Picture(s)
2,852Sqft
Welcome to your dream home! Stoney Brook West is a guarded gated community and one of the top secure neighborhoods in the county. This stunning 4-bedroom, 3-bathroom house with BONUS ROOM is the only house with upgraded landscaping and nestled in a quiet and friendly neighborhood, perfect for families and those seeking a peaceful retreat from the hustle and bustle of city life.

$664,500

17969 GOURD NECK LOOP
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
35Picture(s)
3,031Sqft
Welcome to this exquisite, custom-built home in the Verde Park Community of Winter Garden that offers privacy, with no rear neighbors, a fenced yard and conservation view. This spacious and Energy-Efficient Meritage home features a brick paver driveway and the much-valued 3-car Garage.

$406,740

17101 WATER SPRING BOULEVARD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$427,740

13507 SAGESTONE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,817Sqft
Under Construction. The Sandhill at Waterleigh is a spacious Town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter.

$839,996

17990 ADRIFT ROAD
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
41Picture(s)
2,866Sqft
Under Construction. Amazing Floor plan and great location inside our Waterleigh community! This Brand new Cresswell home will be completed soon. Open bright design perfect for entertaining and everyday enjoyment.

$406,740

13483 SAGESTONE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$406,740

13495 SAGESTONE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$499,125

4863 LACEWING DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,788Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Sep 2023! Beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. Upstairs loft offers extra space to be configured to best fit your family's needs. Visit the Silverleaf Bungalow community and explore new single-family homes for sale in Winter Garden, FL.

$499,920

4857 LACEWING DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,678Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Sep 2023! An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft can be configured as a home office or a play area for kids. Visit the Silverleaf Bungalow community and explore new single-family homes for sale in Winter Garden, FL.

$497,920

4887 LACEWING DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,678Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Sep 2023! An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft can be configured as a home office or a play area for kids. Visit the Silverleaf Bungalow community and explore new single-family homes for sale in Winter Garden, FL.

$521,530

4845 LACEWING DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,985Sqft
Pre-Construction. To be built. Brand new, energy-efficient home available by Sep 2023! This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, versatile loft that can be configured as a home office or play area for the kids and a private primary suite.

$420,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,265Sqft
Luxury condo hotel near Disney! The condo has EVERYTHING, just bring your suitcase!rnrnFully and completely furnished, this is a paradise for family vacations. daily shuttles to close-by Walt Disney World means you can park your car and forget it. Make money when you're not using it.

$384,900

15304 STARLEIGH ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,398Sqft
NEW ROOF IN PROGRESS. Move into your dream home today! This wonderful three bedroom, two bathroom house is located in the beautiful Winter Garden, Florida. The easy-to-maintain front and back yards are perfect for those who want to enjoy a gorgeous outdoor space without the hassle of constant upkeep.

$734,900

470 REGAL DOWNS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
42Picture(s)
2,316Sqft
Grand is the word that comes to mind as you step into this modern style home with open floorplan, a generous number of bedrooms and multiple rooms for flexible uses, perfect for a large family. Picture yourself entertaining relatives & friends in your custom kitchen, featuring an large island, stainless steel sinks, full pantry, and a side brand new fridge.

$409,740

17061 WATER SPRING BOULEVARD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$835,516

17930 ADRIFT ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
27Picture(s)
3,327Sqft
Under Construction. Located in our Waterleigh Community, The Sea Cliff home is a beautiful 4 bedroom 3.5 bath home with a spacious entry featuring tray ceilings. Formal dining room or possible flex space for entertaining. Gourmet kitchen features stainless steel appliances, stone counter tops, and glass tile back splash, as well a convenient butlers pantry.

$774,601

16237 POINT ROCK DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
37Picture(s)
2,931Sqft
Under Construction. Located in our Waterleigh community, the Kenton is a spacious two story open floor plan with 4 bedrooms, 3 baths, 2 car garage. This home invites you in from the time you enter! Great for entertaining with the café just off the kitchen for casual dining and includes stainless steel appliances and granite counter tops.

$1,050,000

00 MARKEL DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
13Picture(s)
3,071Sqft
Pre-Construction. To be built. LOCATION! LOCATION! PRIVATE LOT on .48 Acres with NO HOA!!! Located in desirable WINTER GARDEN close to HISTORIC & GOLF CART DISTRICT. This custom "TO BE BUILT" Walker Model by Trilogy Homes provides a spacious floor plan and quality construction.

$490,000

992 GLENVIEW CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
2,048Sqft
One or more photo(s) has been virtually staged. Welcome home! This home has new HVAC, new roof, fresh interior paint, fresh exterior paint, partial flooring replacement and new appliances. Discover a bright and open interior with plenty of natural light and a neutral color palette, complimented by a fireplace. The kitchen is ready for cooking with ample counter space and cabinets for storage.

$560,990

17882 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,107Sqft
Under Construction. *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.

$455,000

14965 APOLLO BOND DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
50Picture(s)
1,937Sqft
This 4 bedroom, 2.5 bath end-unit townhome in Horizon West is the perfect place to call home! Built by a reputable builder known for their energy-efficient homes, this townhome offers an open floor plan with generous size bedrooms, and plenty of natural light. It is situated in close proximity to new schools, restaurants, shopping, SR429, and Walt Disney World.

$595,000

708 PARKMONT PLACE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,043Sqft
What an opportunity! Expect to be impressed with this stunning, 4 bedroom, 3 bathroom home, with solid wood cabinets, granite countertop, upgraded backsplash are just a few features of this beauty. You will be delighted with the great access to the West Orange bike trail.

$348,500

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
40Picture(s)
1,396Sqft
WELCOME TO THE GROVE RESORT & WATER PARK, an amazing luxury complex located minutes from WALT DISNEY WORLD ORLANDO.
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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.