
Neighborhood · Windermere, Florida
Keenes Pointe
Gated Golf-Course Living Behind the Windermere Gates
16
Homes for sale
$2,579,500
Median list price
$659
Avg price / sqft
45
Median days on market
Keenes Pointe is a guard-gated community in Windermere built around a Jack Nicklaus-designed golf course, with wide streets, mature landscaping, and a mix of lakefront and interior estates that feel private without feeling remote. You're roughly 22 minutes from Walt Disney World and 34 from downtown Orlando, so weekend plans and workday commutes both stay easy. It sits comfortably among the area's most established addresses, near neighbors like Isleworth and the broader Windermere homes for sale market, while keeping its own quieter, family-oriented rhythm.
Today there are 18 active listings, and this is unmistakably a luxury tier: the median list price is $2,579,500 and 17 of those homes are asking $1M or more. Most come with a pool (16 of 18) and the majority sit behind the community gates (14 of 18), with 7 offering waterfront. If you're weighing this against more attainable nearby options like Summerport or Lakeside At Lakes Of Windermere, Keenes Pointe is the step up in both scale and price.
Keenes Pointe is a community in Windermere, Florida.
Quick facts
$940,000 – $16M price range
5,089 sqft median home
$298/mo median HOA
$7,000/mo median rent
61 sold in 12 months
Drive times
On the market now
Homes for sale in Keenes Pointe
View all 16 →
$2,240,000
6102 S HAMPSHIRE CT, WINDERMERE
4 bd · 5.5 ba · 4,812 sqft

$2,685,000
8142 TIBET BUTLER DRIVE, WINDERMERE
5 bd · 6.5 ba · 5,747 sqft

$6,700,000
8342 BOYLA COURT, WINDERMERE
8 bd · 8.5 ba · 8,133 sqft

$1,490,000
11339 CAMDEN PARK DRIVE, WINDERMERE
5 bd · 4 ba · 3,492 sqft

$1,250,000$1,295,000
6124 FOXFIELD COURT, WINDERMERE
4 bd · 3 ba · 2,887 sqft

$15,900,000
6119 GROSVENOR SHORE DRIVE, WINDERMERE
8 bd · 9.5 ba · 14,068 sqft

$1,740,000$1,785,000
8241 TIBET BUTLER DRIVE, WINDERMERE
4 bd · 3.5 ba · 3,680 sqft

$2,250,000$2,300,000
9904 BRENTFORD COURT, WINDERMERE
5 bd · 4.5 ba · 4,504 sqft

$2,474,000$2,550,000
6288 BLAKEFORD DRIVE, WINDERMERE
5 bd · 5.5 ba · 5,366 sqft

$4,495,000
6719 VALHALLA WAY, WINDERMERE
5 bd · 6 ba · 6,159 sqft

$6,995,000$7,400,000
9349 TIBET POINTE CIRCLE, WINDERMERE
5 bd · 7 ba · 7,529 sqft

$940,000$999,000
8525 BOWDEN WAY, WINDERMERE
4 bd · 3 ba · 2,357 sqft
Every active listing inside the Keenes Pointe boundary
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Browse Keenes Pointe
By feature — on the live map
Where the market lives
The numbers that matter
The Keenes Pointe market
61
Sold, last 12 months
$1,650,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
45 days
Median time to sell
Keenes Pointe vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 26.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Keenes Pointe boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Keenes Pointe is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Keenes Pointe home
≈ $16,138/mo
$2,579,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$298/mo
Median HOA
From current listings inside the boundary
$7,000/mo
Median rent
Homes for rent inside the boundary
Population
3,435
Median age
39
Median income
$247,295
Median home value
$1,237,914
Beyond the listings
Living in Keenes Pointe
Emotional
Top 9% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Relationships
Top 13% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Lifestyles
Top 16% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Food & Drink
Top 18% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Active
Top 22% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Hobbies & Interests
Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Straight answers
Keenes Pointe FAQs
Is Keenes Pointe a good place to live?+
It's one of Windermere's established gated communities, built around a golf course with a strong family draw and assigned schools at Windermere Elementary, Bridgewater Middle, and Windermere High. You're about 22 minutes from Walt Disney World and 24 from Universal Orlando, with Orlando International Airport roughly 38 minutes out. The setting is quiet and residential while still keeping the parks and downtown Orlando (about 34 minutes) within easy reach.
Is Keenes Pointe expensive?+
Yes — it's a luxury neighborhood. The median list price is currently $2,579,500, and 17 of the 18 active listings are priced at $1M or above, with the range running from $940,000 all the way to $15,900,000. Homes here are large, averaging around 5,089 square feet at about $659 per square foot.
What do homes cost in Keenes Pointe?+
Over the last 12 months, 62 homes sold at a median price of $1,650,000, while today's active listings carry a higher median of $2,579,500. That gap reflects both the mix of what's currently for sale and the larger, waterfront estates on the market now. For comparison shopping, nearby Isleworth plays in a similar luxury tier.
How is the market in Keenes Pointe?+
It's steady and measured rather than frantic — 62 homes closed in the past year, and the median listing takes about 37.5 days to go under contract. Sellers are getting around 94% of their asking price on average, so there's room to negotiate but not deep discounting. With 18 homes active, buyers have real choice at this price point.
What are the HOA fees and property taxes like?+
The median HOA runs about $298 per month, which covers the gated community's shared upkeep. Property taxes are significant given the home values, with a median of $24,892 per year. If you're considering renting instead, the median rent here is around $7,000 per month.
Keep exploring
More Windermere neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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