Keenes Pointe

Keenes Pointe is a luxury gated community of single family homes in Windermere, Florida, with a range of options priced between $719,900 and $9,999,000. There are currently a total of 27 homes for sale in Keenes Pointe. The smallest Keenes Pointe home presently available is a four bedroom three bathroom residence that is 3,587 square feet (2,523SF Under Air living space), and the largest of the Keenes Pointe homes currently on the market has seven beds and eight baths and is a 14,934 square foot (10,485SF 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 Keenes Pointe range from $283 to $3,396. This fee includes common area maintenance, grounds maintenance, maintaining the community roads, the community pool, security, and a 24-hour guard. Also included is real estate taxes for common areas, property insurance, trash removal, sewer, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Keenes Pointe home.

Keenes Pointe 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 Keenes Pointe 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. Dogs and cats are allowed.

There are four commercial airports that serve Keenes Pointe - Kissimmee Gateway (ISM), which is thirteen miles away; Orlando International (MCO), which is fourteen miles away; Orlando Executive (ORL), which is fourteen miles away, and Orlando Sanford International (SFB), which is twenty nine miles away from Keenes Pointe.

Keenes Pointe real estate activity on the Windermere MLS during the past year (as of December 2025) reflects 52 homes changing hands, with an average asking price of $1,951,371 and an average selling price of $1,840,097. This represents a healthy list-to-sell price ratio of 94% and $325 per square foot. During this period, Keenes Pointe homes for sale have taken an average of 75 days to sell.

In addition, there are numerous other communities in Windermere to choose from, or you may browse all available Windermere Real Estate, including some new construction opportunities. Homes for sale in Keenes Pointe are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Keenes Pointe 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.

Keenes Pointe Homes For Sale

$9,999,000

MLS#MFRO6356355

6149 Grosvenor Shore Dr
Windermere, FL 34786

6

8

7

9,122 SqFt

Pool

Water Front

2.65 Acres

36 Days

Reduced

$8.995 Million

$9,995,000

MLS#MFRO6294487

6137 Grosvenor Shore Dr
Windermere, FL 34786

6

9

5

14,934 SqFt

Pool

Water Front

2.2 Acres

257 Days

Reduced

$8,250,000

$8,790,000

MLS#MFRO6264629

9343 Tibet Pointe Cir
Windermere, FL 34786

7

10

4

11,280 SqFt

Pool

Water Front

1.54 Acres

368 Days

$7,750,000

MLS#MFRO6353035

6507 Rosella Ct
Windermere, FL 34786

7

8

4

14,560 SqFt

Pool

Water Front

2.19 Acres

43 Days

$6,800,000

MLS#MFRO6312645

9259 Tibet Pointe Cir
Windermere, FL 34786

5

6

4

8,225 SqFt

Pool

Water Front

2.21 Acres

203 Days

$5,489,000

MLS#MFRO6336879

9721 Carillon Park Dr
Windermere, FL 34786

6

9

4

12,557 SqFt

Pool

Water Front

0.51 Acres

120 Days

$5,250,000

MLS#MFRO6355029

9733 Carillon Park Dr
Windermere, FL 34786

5

7

5

10,736 SqFt

Pool

0.85 Acres

42 Days

$3.5 Million

MLS#MFRO6361099

6130 Grosvenor Shore Dr
Windermere, FL 34786

4

5

3

7,638 SqFt

Pool

0.55 Acres

24 Days

$2,895,000

MLS#MFRO6363713

8222 Stone Mason Ct
Windermere, FL 34786

6

7

3

9,266 SqFt

Pool

0.43 Acres

16 Days

Reduced

$2,825,000

$2,895,000

MLS#MFRO6326947

11209 Macaw Ct
Windermere, FL 34786

5

7

3

7,900 SqFt

Pool

Water Front

0.41 Acres

154 Days

Reduced

$2,650,000

$2,850,000

MLS#MFRO6345629

8402 Lake Burden Cir
Windermere, FL 34786

5

7

4

8,793 SqFt

Pool

Water Front

0.58 Acres

76 Days

Under Contract

$2,650,000

$2,900,000

MLS#MFRS5129274

9905 Lanai View Ct
Windermere, FL 34786

5

8

4

10,159 SqFt

Pool

0.67 Acres

180 Days

27 Active Listings in Keenes Pointe