Waterleigh Winter Garden

Waterleigh is a community of single family homes in Winter Garden, Florida, with a range of options priced between $475,000 and $725,000. There are currently a total of 71 homes for sale in Waterleigh. The smallest Waterleigh home presently available is a three bedroom two bathroom residence that is 2,311 square feet (1,685SF Under Air living space), and the largest of the Waterleigh homes currently on the market has five beds and four baths and is a 3,898 square foot (2,840SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Waterleigh range from $265 to $302. This fee includes grounds maintenance, building maintenance, the community pool, real estate taxes for common areas, trash removal, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Waterleigh home.

Waterleigh amenities include a clubhouse, swimming pool, spa / hot tub, and a state-of-the-art fitness center. Sports facilities include a championship golf course, tennis courts, pickleball courts, and basketball court. There is also a community park, a playground, a dog park, as well as walking or jogging trails.

The Waterleigh HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Waterleigh - Kissimmee Gateway (ISM), which is sixteen miles away; Orlando Executive (ORL), which is twenty miles away; Orlando International (MCO), which is twenty miles away, and Orlando Sanford International (SFB), which is 34 miles away from Waterleigh.

Waterleigh real estate activity on the Winter Garden MLS during the past year (as of September 2025) reflects fourteen homes changing hands, with an average asking price of $894,546 and an average selling price of $871,636. This represents a healthy list-to-sell price ratio of 97% and $221 per square foot. During this period, Waterleigh homes for sale have taken an average of 108 days to sell.

In addition, there are numerous other communities in Winter Garden to choose from, or you may browse all available Winter Garden Real Estate, including some new construction opportunities. Homes for sale in Waterleigh are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Waterleigh hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Waterleigh Homes For Sale

Under Contract

$2,164,000

$2,175,000

MLS#MFRO6322334

10117 Atwater Bay Dr
Winter Garden, FL 34787

5

4

3

4,790 SqFt

Water Front

0.79 Acres

81 Days

New Construction

Reduced

$1,374,950

$1,395,000

MLS#MFRO6326819

10291 Atwater Bay Dr
Winter Garden, FL 34787

5

4

3

5,235 SqFt

Water Front

0.34 Acres

64 Days

Reduced

$1,299,000

$1,400,000

MLS#MFRO6316377

9844 Beach Port Dr
Winter Garden, FL 34787

5

4

3

5,235 SqFt

Water Front

0.26 Acres

99 Days

Reduced

$1,175,000

$1,500,000

MLS#MFRO6275557

10219 Atwater Bay Dr
Winter Garden, FL 34787

5

4

3

5,220 SqFt

Pool

Water Front

0.59 Acres

228 Days

Reduced

$1,149,900

$1,199,900

MLS#MFRS5132434

10007 Little Alcove Loop
Winter Garden, FL 34787

4

4

3

3,974 SqFt

Pool

0.24 Acres

36 Days

Reduced

$1,045,000

$1,100,000

MLS#MFRO6258009

9849 Lost Creek Dr
Winter Garden, FL 34787

5

4

3

5,220 SqFt

Water Front

0.17 Acres

299 Days

$1,035,000

MLS#MFRO6340193

9549 Bolero Rd
Winter Garden, FL 34787

5

4

3

5,235 SqFt

Water Front

0.29 Acres

14 Days

$975,000

MLS#MFRO6303386

8768 Sonoma Coast Dr
Winter Garden, FL 34787

5

5

3

4,598 SqFt

0.24 Acres

143 Days

Under Contract

$973,930

$1,009,110

MLS#MFRO6308509

11057 Hollow Bay Dr
Winter Garden, FL 34787

4

4

2

3,790 SqFt

0.56 Acres

126 Days

New Construction

$949,831

MLS#MFRO6315994

11063 Hollow Bay Dr
Winter Garden, FL 34787

5

5

2

3,690 SqFt

0.31 Acres

102 Days

New Construction

$916,000

MLS#MFRO6342245

16119 Skysail
Winter Garden, FL 34787

4

4

2

3,790 SqFt

0.14 Acres

9 Days

Under Contract

$877,356

MLS#MFRO6316002

16164 Point Rock Dr
Winter Garden, FL 34787

5

5

2

3,690 SqFt

0.2 Acres

102 Days

New Construction

71 Active Listings in Waterleigh