Waterleigh

Waterleigh is a community of single family homes in Winter Garden, Florida, with a range of options priced between $439,900 and $949,000. There are currently a total of 8 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 4,457 square foot (3,491SF 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 $341. This fee includes common area maintenance, 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 March 2026) reflects fifteen homes changing hands, with an average asking price of $758,013 and an average selling price of $734,918. This represents a healthy list-to-sell price ratio of 97% and $201 per square foot. During this period, Waterleigh homes for sale have taken an average of 87 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

Reduced

$949,000

$975,000

MLS#MFRO6385935

16232 Rock Coast Dr
Winter Garden, FL 34787

4

5

3

4,457 SqFt

Pool

0.2 Acres

15 Days

$699,500

MLS#MFRO6387577

16167 Hampton Crossing Dr
Winter Garden, FL 34787

5

4

2

3,898 SqFt

0.23 Acres

14 Days

Reduced

$675,000

$699,000

MLS#MFRO6346538

8256 Bayview Crossing Dr
Winter Garden, FL 34787

4

4

2

3,373 SqFt

Pool

0.19 Acres

172 Days

Reduced

$624,900

$660,000

MLS#MFRO6372050

16136 Wind View Ln
Winter Garden, FL 34787

4

3

2

3,144 SqFt

0.19 Acres

70 Days

Reduced

$589,000

$625,000

MLS#MFRO6335769

16137 Wind View Ln
Winter Garden, FL 34787

4

4

2

3,409 SqFt

0.14 Acres

208 Days

Reduced

$569,999

$599,999

MLS#MFRTB8482364

8220 Bayview Crossing Dr
Winter Garden, FL 34787

4

4

2

3,322 SqFt

0.14 Acres

16 Days

$505,000

MLS#MFRO6389892

16149 Wind View Ln
Winter Garden, FL 34787

3

3

2

2,660 SqFt

0.14 Acres

6 Days

Reduced

$439,900

$489,900

MLS#MFRTB8458488

8197 Lakeview Crossing Dr
Winter Garden, FL 34787

3

2

2

2,311 SqFt

0.13 Acres

87 Days

8 Active Listings in Waterleigh