
Neighborhood · Windermere, Florida
Butler Bay
Established estate living in the heart of Windermere
4
Homes for sale
$1,550,000
Median list price
$382
Avg price / sqft
77
Median days on market
Butler Bay sits in the low-key, tree-lined part of Windermere where lots run large and houses feel settled rather than staged. Homes here average around 3,613 square feet, most have pools, and a handful back to water — the kind of place where families put down roots and stay. You're within reach of well-regarded neighbors like Keenes Pointe and Isleworth, yet the vibe is quieter and more residential.
For buyers, this is a thin, high-value market: just 4 active listings with a median list price of $1,550,000, and the range runs from $790,900 to $1,830,000. Homes take their time — median days on market is 76.5 — and over the last year 8 sales closed at a median of $1,512,500, with sellers collecting about 94% of asking. If you're comparing options, it's worth also watching Summerport and Lakeside Village for a different price point.
Butler Bay is a community in Windermere, Florida.
Quick facts
$790,900 – $1.8M price range
3,613 sqft median home
$207/mo median HOA
$3,900/mo median rent
8 sold in 12 months
Drive times
On the market now
Homes for sale in Butler Bay

$790,900$832,000
2128 LAKE CRESCENT COURT, WINDERMERE
4 bd · 2 ba · 2,987 sqft

$1,750,000$1,799,000
2503 BUTLER BAY DRIVE N, WINDERMERE
4 bd · 3 ba · 3,297 sqft

$1,350,000$1,400,000
1700 LAKE ROBERTS COURT, WINDERMERE
5 bd · 4 ba · 3,929 sqft

$1,830,000$1,855,000
2958 MARQUESAS COURT, WINDERMERE
5 bd · 4.5 ba · 4,716 sqft
Every active listing inside the Butler Bay boundary
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Browse Butler Bay
By feature — on the live map
Where the market lives
The numbers that matter
The Butler Bay market
8
Sold, last 12 months
$1,512,500
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
13 days
Median time to sell
Butler Bay vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 65.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Butler Bay boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Butler Bay is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Butler Bay home
≈ $9,712/mo
$1,550,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$207/mo
Median HOA
From current listings inside the boundary
$3,900/mo
Median rent
Homes for rent inside the boundary
Population
316
Median age
46
Median income
$198,837
Median home value
$867,000
Beyond the listings
Living in Butler Bay
Emotional
Top 5% 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.
Lifestyles
Top 10% 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 15% 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 17% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
Attitudes
Top 19% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Food & Drink
Top 19% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Straight answers
Butler Bay FAQs
Is Butler Bay a good place to live?+
It's a quiet, residential corner of Windermere with large homes, mature landscaping, and pools on most properties. The location is genuinely central — about 28 minutes to downtown Orlando and 31 to Walt Disney World — while still feeling tucked away. Families also value the assigned Windermere Elementary, Bridgewater Middle, and Windermere High.
Is Butler Bay expensive?+
Yes, it's a high-value neighborhood: the median list price is $1,550,000 and three of the four current listings are above $1M. That said, the range starts at $790,900, so there's more spread than the median alone suggests. Compared to marquee neighbors like Isleworth, Butler Bay can be a relative value at the estate scale.
What do homes cost in Butler Bay?+
Active listings run from $790,900 to $1,830,000, with a median list of $1,550,000 and an average of about $382 per square foot. Over the past 12 months, 8 homes sold at a median price of $1,512,500. The median home is roughly 3,613 square feet.
How is the Butler Bay market right now?+
It's a small, patient market — only 4 active listings and a median of 76.5 days on market, so homes don't move quickly here. Sellers are averaging about 94% of asking price, which tells you there's room to negotiate. With just 8 sales in the last year, well-priced buyers have real leverage.
What are the HOA fees and property taxes?+
The median HOA runs about $207/month, which is reasonable for a neighborhood at this price tier. Median property taxes come in around $13,535/year, in line with homes valued near the $1.5M median. Budget for both when you're modeling your monthly carrying cost.
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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