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 $699,000. There are currently a total of 78 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 $283 to $302. 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 International (MCO), which is twenty miles away; Orlando Executive (ORL), 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 December 2025) reflects sixteen homes changing hands, with an average asking price of $760,058 and an average selling price of $736,931. This represents a healthy list-to-sell price ratio of 97% and $204 per square foot. During this period, Waterleigh homes for sale have taken an average of 100 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

$1,324,950

$1,395,000

MLS#MFRO6326819

10291 Atwater Bay Dr
Winter Garden, FL 34787

5

4

3

5,235 SqFt

Water Front

0.34 Acres

155 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

127 Days

$1,135,900

MLS#MFRS5139789

8759 Sonoma Coast Dr
Winter Garden, FL 34787

5

5

3

4,016 SqFt

0.43 Acres

7 Days

Reduced

$997,000

$1,035,000

MLS#MFRO6340193

9549 Bolero Rd
Winter Garden, FL 34787

5

4

3

5,235 SqFt

Water Front

0.29 Acres

105 Days

Reduced

$990,000

$1,100,000

MLS#MFRO6258009

9849 Lost Creek Dr
Winter Garden, FL 34787

5

4

3

5,220 SqFt

Water Front

0.17 Acres

390 Days

$975,000

MLS#MFRO6303386

8768 Sonoma Coast Dr
Winter Garden, FL 34787

5

5

3

4,598 SqFt

0.24 Acres

234 Days

Reduced

$958,000

$999,000

MLS#MFRO6353604

9988 Beach Port Dr
Winter Garden, FL 34787

4

5

3

7,841 SqFt

0.18 Acres

60 Days

$923,951

MLS#MFRO6359623

18031 Millhouse Way
Winter Garden, FL 34787

4

4

2

3,790 SqFt

0.27 Acres

35 Days

New Construction

$914,236

MLS#MFRO6349552

11129 Hollow Bay Dr
Winter Garden, FL 34787

4

4

2

3,790 SqFt

0.4 Acres

74 Days

New Construction

$912,271

MLS#MFRO6367437

11145 Hollow Bay Dr
Winter Garden, FL 34787

4

5

2

3,790 SqFt

0.32 Acres

1 Days

New Construction

Under Contract

$890,321

MLS#MFRO6358137

18025 Millhouse Way
Winter Garden, FL 34787

5

5

2

3,590 SqFt

0.3 Acres

41 Days

New Construction

$889,091

MLS#MFRO6367428

18049 Millhouse Way
Winter Garden, FL 34787

4

4

2

3,790 SqFt

0.18 Acres

1 Days

New Construction

78 Active Listings in Waterleigh