Search All Winter Garden Real Estate

The cozy community of Winter Garden, Florida, is an excellent place to buy a home, just fifteen miles from Orlando. Roughly forty thousand people reside in the city and enjoy its long list of advantageous features, services, and amenities. Though near Orlando and all of its hustle and bustle, Winter Garden has a relaxed, laid-back vibe, and the abundance of natural beauty contributes to its tranquility. Other appealing qualities include a charming historic downtown that is listed on the National Register of Historic Places. Moreover, Downtown Winter Garden encompasses a theatre, several museums, small shops, restaurants, and cafes.

Winter Garden residents also enjoy quick and convenient access to significant transportation routes, including the Western Beltway, County Road 545, and County Road 535. The area also offers recreation and leisure opportunities in multiple lovely parks, including Oakland Nature Preserve, Chapin Station, and one of the region's largest farmer's markets. These and other destination opportunities include scenic hiking and biking trails, wide-open green spaces, sports courts, playgrounds, and similar features. All of these spectacular options for recreation, entertainment, shopping, and dining contribute to the enduring appeal of Winter Garden real estate.

Real estate in Winter Garden includes residences of varying floor plans, including attached and detached homes. While these homes exist on a spectrum, the average Winter Garden home offers around three thousand five hundred square feet of living space. Homes for sale in Winter Garden are of varying architectural styles, including Modern, Traditional, and Mediterranean. Winter Garden properties are also of varying ages so you can just as easily find a historic home as new construction. We will happily answer all of your questions, so if you would like to learn more about currently listed properties in Winter Garden, Florida, please contact us as soon as it is convenient.

Our website features the best Winter Garden real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Newest Winter Garden Homes & Condos for Sale

14007 Snowy Owl Lane, Winter Garden image

14007 Snowy Owl Lane, Winter Garden $825,799

The best opportunity to own one of the best properties located on a corner lot in Summerlake. The property is in excellent condition, very clean and has been very well ma...

5 Beds
3.5 Baths
Summerlake Pd Ph 3a SubDv.
34787 Zip Code

17504 Cottage Court, Winter Garden image

17504 Cottage Court, Winter Garden $1,650,000

INCOME PRODUCING LAKEFRONT mobile home park with a on site BAR located in Winter Garden (Killarney), Florida! Property consists of nine park owned mobile homes and two wo...

34787 Zip Code

14501 Grove Resort Avenue Unit 1105, Winter Garden image

14501 Grove Resort Avenue Unit 1105, Winter Garden — Building 1 $314,950

Nicely located on the first floor close to the water park and arcade. The Spa and Restaurant is right out your front door. The resort is so large so location is key whe...

2 Beds
2 Baths
Grove Resort And Water Park SubDv.
34787 Zip Code

1604 Scarlet Oak Loop Unit B, Winter Garden image

1604 Scarlet Oak Loop Unit B, Winter Garden $330,000 ▲

Great price for Winter Garden townhome/condo with a 2 car garage. This unit has 3 bedrooms and 2.5 bathrooms. All bedrooms are located on the second level. Laundry is ...

3 Beds
2.5 Baths
Tucker Oaks SubDv.
34787 Zip Code

16312 Prairie School Drive, Winter Garden image

16312 Prairie School Drive, Winter Garden — Arcadia $468,000

Welcome home to this Immaculately maintained turn-key 3 bedroom 2.5 bathroom Townhome in the highly sought after Hawksmoor Community in Winter Garden. Less then 3 years o...

3 Beds
2.5 Baths
Hawksmoor-Ph 3 SubDv.
34787 Zip Code

12790 Brodlove Lane, Winter Garden image

12790 Brodlove Lane, Winter Garden $575,000

Located in the highly desired community of Encore at Ovation this Winter Garden home was built by M/I Homes in April 2022. This Sebring model is 2,341 square feet and ha...

3 Beds
2.5 Baths
Encore/Ovation-Ph 3 SubDv.
34787 Zip Code

947 Home Grove Drive, Winter Garden image

947 Home Grove Drive, Winter Garden $775,000

IMMACULATE, WATERVIEW HOME IN POPULAR WINTER GARDEN COMMUNITY! The moment you step in home, you’ll love the open floor plan, tray ceilings and primarily one-story living....

4 Beds
4 Baths
Foxcrest A-N & P SubDv.
34787 Zip Code

14002 Avenue Of The Groves, Winter Garden image

14002 Avenue Of The Groves, Winter Garden — 14002 $369,000

Beautiful Independence townhome. Move in ready! Desirable location across from green space/park area. Light and bright open floor plan with ceramic tile. Fresh paint t...

2 Beds
2.5 Baths
Signature Lks-Pcl 01d Ph 01 SubDv.
34787 Zip Code

15124 Driftwood Bend Street, Winter Garden image

15124 Driftwood Bend Street, Winter Garden $590,000

MULTIPLE OFFERS! PLEASE TURN IN HIGHEST AND BEST OFFER BY 4:00 P.M. SUNDAY, FEBRUARY 5TH FOR CONSIDERATION. This beautifully maintained, open and bright 4 bedroom and 3...

4 Beds
3.5 Baths
Independence / Signature Lakes Ph 3b-4 SubDv.
34787 Zip Code

14961 Lebeau Loop, Winter Garden $709,900 ▼

Under Construction. UNDER CONSTRUCTION . AWARD WINNING ELIOT FLOOR PLAN NOW AVAILABLE! THIS BEAUTIFUL AND OPEN HOME OVERLOOKS ONE OF MANY PARKS IN BEAUTIFUL WINDING BAY. ...

4 Beds
3.5 Baths
Wnding Bay Ph 3 SubDv.
34787 Zip Code

1530 Spring Ridge Circle, Winter Garden image

1530 Spring Ridge Circle, Winter Garden $465,000

Location, Location, Location. Pristine home in the heart of Winter Garden in Golf Cart Community! This home is situated on a beautifully landscaped spacious yard with pav...

3 Beds
2 Baths
Crown Point Spgs SubDv.
34787 Zip Code

15029 Gaulberry Run, Winter Garden image

15029 Gaulberry Run, Winter Garden $1,795,000

Spectacular luxury home on a private location in Horizon West. This location could not be better. Walking distance from the new point in Horizon West, Hamlin is a master ...

6 Beds
4.5 Baths
Signature Lks-Pcl 01d Ph 02 SubDv.
34787 Zip Code

15173 Lake Bessie Loop, Winter Garden image

15173 Lake Bessie Loop, Winter Garden $679,442

Under Construction. Award winning Arlington! You will be wowed by the large open floor plan with 10’ ceilings and 8’ interior doors on the first level and 5 ¼” baseboards...

4 Beds
3 Baths
Lakeside At Hamlin SubDv.
34787 Zip Code

12573 Encore At Ovation Way, Winter Garden image

12573 Encore At Ovation Way, Winter Garden $539,990

WELCOME HOME~ BRAND NEW COMPLETED NEW CONSTRUCTION HOME located in the HEART OF HORIZON WEST IN WINTER GARDEN! No waiting for this stunning Sebring floorplan by M/I Hom...

3 Beds
2.5 Baths
Encore/Ovation-Ph 3 SubDv.
34787 Zip Code

13989 Jomatt Loop, Winter Garden $693,000

Welcome home to this beautifully upgraded property with CONSERVATION VIEW and no rear neighbors! This home is impeccably kept and features split-bedrooms and an OPEN floo...

4 Beds
3 Baths
Cypress Reserve SubDv.
34787 Zip Code

6179 Elfin Herb Way, Winter Garden image

6179 Elfin Herb Way, Winter Garden — Na $469,000

LOVELY 3 BED 2.5 BATH TOWNHOME WITH OVER 1700 SQFT OF LIVING AREA. SPACIOUS 2 CAR GARAGE IN REAR OF THE HOME WITH YOUR OWN COURTYARD UPON ENTERING THE TOWNHOME. STONE COU...

3 Beds
2.5 Baths
Hamilton Gardens SubDv.
34787 Zip Code

13332 Harbor Shore Lane, Winter Garden image

13332 Harbor Shore Lane, Winter Garden — Na $305,000

Looking for a home in a LOW-MAINTENANCE, SECURE NEIGHBORHOOD, at a GREAT LOCATION? Look no further.., the GATED COMMUNITY of Daniels Landing is the perfect neighborhood t...

2 Beds
2.5 Baths
Daniels Lndg A-J SubDv.
34787 Zip Code

9537 Waterway Passage Drive, Winter Garden image

9537 Waterway Passage Drive, Winter Garden $539,900

Up a brick paved driveway you will find this gorgeous three bedroom, three bathroom home in the Waterleigh community, only four years old, and full of fantastic upgrades ...

3 Beds
3 Baths
Waterleigh Phase 2b SubDv.
34787 Zip Code

15984 Sweet Murcott Court, Winter Garden image

15984 Sweet Murcott Court, Winter Garden $1,290,000

A MUST SEE! This beautiful M/I Grandview home has been well maintained and loved by the original owners and located in the highly sought after gated community of Hickory ...

5 Beds
4.5 Baths
Hickory Hammock Ph 1a SubDv.
34787 Zip Code

7723 Green Mountain Way, Winter Garden image

7723 Green Mountain Way, Winter Garden $2,026,000

One or more photo(s) has been virtually staged. UNIQUE RARE OPPORTUNITY. Lakefront residence located in the PREMIUM Lake Hancock gives EXCLUSIVE ACCESS to Hamlin's develo...

6 Beds
6.5 Baths
Summerlake Pd Ph 3a SubDv.
34787 Zip Code

16217 Prairie School Drive, Winter Garden image

16217 Prairie School Drive, Winter Garden — Na $475,000

A unique opportunity to own a house located in the new Horizon West area in Winter Garden. This home (a Barrington Model) features 3 bedrooms, 2.5 bath, 2 car garage and ...

3 Beds
2.5 Baths
Hawksmoor-Ph 3 SubDv.
34787 Zip Code

8125 Pond Apple Drive, Winter Garden image

8125 Pond Apple Drive, Winter Garden $839,000

BEST VALUE OVER 4000SF in HORIZON WEST!!! Four miles from the Hamlin Town Center, and only minutes to the Walt Disney World theme parks! Built in 2016. This home has been...

5 Beds
4.5 Baths
Summerlake SubDv.
34787 Zip Code

15414 Lebeau Loop, Winter Garden $549,900

Under Construction. UNDER CONSTRUCTION. YOU WON'T BELIEVE THE OPEN SPACE AND COMFORT OF THE TWAIN FLOOR PLAN! THIS AMAZING HOME IS IN HORIZONS WEST, ONLY MINUTES FROM SOM...

3 Beds
2.5 Baths
Winding Bay Ph 3 SubDv.
34787 Zip Code

15402 Lebeau Loop, Winter Garden $644,900

Under Construction. UNDER CONSTRUCTION: HORIZONS WEST BEAUTIFUL HOME . MINUTES FROM PARKS AND NATIONALLY RECOGNIZED GOLFING . A RATED SCHOOLS IN DISTRICT OFFER OU EXCELLE...

4 Beds
3.5 Baths
Windng Bay Ph 3 SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1740, Winter Garden image

14501 Grove Resort Avenue Unit 1740, Winter Garden — Premier Tower I $345,000

WELCOME TO THE GROVE RESORT & WATERPARK, WINTER GARDENS, ORLANDO FLORIDA. THIS SOUGHT AFTER CONDO-HOTEL IS A PREMIER VACATION DESTINATION LOCATED MINUTES FROM DISNEY AND ...