Neighborhood · Windermere, Florida
Butler Bay
Established Windermere living with room to breathe
5
Homes for sale
$1,350,000
Median list price
$359
Avg price / sqft
80
Median days on market
Butler Bay sits in the heart of Windermere, a pocket of larger single-family homes where mature landscaping, generous lots, and quiet streets set the tone. Most homes here come with pools, and the neighborhood keeps you close to name-brand Windermere communities like Isleworth, Keenes Pointe, and Lakeside Village without the premium those addresses command. Assigned schools run through Windermere Elementary, Bridgewater Middle, and Windermere High, and the commute puts Universal roughly 23 minutes out and Disney about 31.
For a buyer today, this is a small, high-value market: just five active listings with a median list price of $1,350,000, ranging from about $751,400 to $1,830,000. Homes here trade at around $359 per square foot on a median footprint of roughly 3,478 square feet, and with a median 80 days on market, sellers aren't rushing. Over the last year, seven homes sold at a median of $1,375,000, so buyers who move deliberately still have negotiating room.
Butler Bay is a community in Windermere, Florida.
Quick facts
$751,400 – $1.8M price range
3,478 sqft median home
$199/mo median HOA
$3,900/mo median rent
7 sold in 12 months
Drive times
On the market now
Homes for sale in Butler Bay
$980,000$1,100,000
2512 TRYON PLACE, WINDERMERE
4 bd · 3 ba · 3,478 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
$751,400$790,900
2128 LAKE CRESCENT COURT, WINDERMERE
4 bd · 2 ba · 2,987 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
7
Sold, last 12 months
$1,375,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
12 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
≈ $8,509/mo
$1,350,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$199/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 an established Windermere neighborhood built around larger single-family homes, most with pools, on quiet residential streets. Assigned schools include Windermere Elementary, Bridgewater Middle, and Windermere High, and you're close to communities like Keenes Pointe and Summerport. The location keeps Universal about 23 minutes away and downtown Orlando around 28.
Is Butler Bay expensive?+
Yes, this is a luxury single-family market, with a median list price of $1,350,000 and active listings ranging from roughly $751,400 to $1,830,000. That said, it sits below marquee neighboring addresses like Isleworth, so you get comparable proximity and space for less.
What do homes cost in Butler Bay?+
Active listings run about $359 per square foot on a median home size near 3,478 square feet. Over the past year, seven homes sold at a median price of $1,375,000, so both listing and sold data cluster in the high six to low seven figures.
How is the market right now?+
It's a small, patient market with just five active listings and a median 80 days on market. Sellers are averaging 94% of asking, which means a well-prepared buyer typically has some room to negotiate rather than facing bidding wars. Compared to the broader Windermere market, inventory here is thin, so serious buyers should be ready to act when the right home appears.
What about HOA fees and property taxes?+
The median HOA here runs about $199 per month, which is modest for a neighborhood of this caliber. Property taxes come in around $11,842 per year, consistent with homes in the $1.35 million range. If you're weighing renting first, the median rent is roughly $3,900 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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