Neighborhood · Windermere, Florida
Casabella
Gated luxury living in the heart of Windermere
1
Homes for sale
$2,899,000
Median list price
$566
Avg price / sqft
33
Median days on market
Casabella is a small gated enclave in Windermere, the Orange County town known for its lakefront estates and easy access to the wider Orlando area. Homes here run large — the median size is just over 5,100 square feet — and the community sits among some of the region's most established addresses, from Keenes Pointe to Isleworth. Families are drawn to the assigned school lineup of Windermere High, Bridgewater Middle, and Windermere Elementary, and to the quieter, guarded feel of a neighborhood built for space.
This is a thin, high-end market, so timing matters. There's currently one active listing at $2,899,000, while six homes sold over the past year at a median of $3,097,500 — and sellers are averaging 94% of asking, which tells you there's room to negotiate. If Casabella feels out of reach, it's worth comparing against other Windermere homes for sale or a community like Summerport at a different price point.
Casabella is a community in Windermere, Florida.
Quick facts
$2,899,000 – $2.9M price range
5,122 sqft median home
$480/mo median HOA
6 sold in 12 months
On the market now
Homes for sale in Casabella
Every active listing inside the Casabella boundary
Open full map search →Find your fit
Browse Casabella
By feature — on the live map
The numbers that matter
The Casabella market
6
Sold, last 12 months
$3,097,500
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
119 days
Median time to sell
Casabella vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 15.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Casabella boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Casabella is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Casabella home
≈ $17,858/mo
$2,899,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$480/mo
Median HOA
From current listings inside the boundary
Population
295
Median age
46
Median income
$198,837
Median home value
$867,000
Beyond the listings
Living in Casabella
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
Casabella FAQs
Is Casabella a good place to live?+
It's a gated Windermere community of large homes assigned to Windermere High, Bridgewater Middle, and Windermere Elementary, which makes it popular with families wanting space and security. It sits among established neighborhoods like Keenes Pointe, so you get a quiet, upscale setting close to the rest of Windermere.
Is Casabella expensive?+
Yes — this is a luxury-tier neighborhood. The one active listing is priced at $2,899,000, and homes sold over the past year at a median of $3,097,500, so every property here trades well above $1 million.
What do homes cost in Casabella?+
The current active listing is $2,899,000, or about $566 per square foot for a home around 5,122 square feet. Over the last 12 months, six homes sold at a median price of $3,097,500. For a broader range of price points, it helps to look across Windermere homes for sale.
How is the market in Casabella?+
It's a small, slow-moving luxury market — just one home is active right now and six sold over the past year. Homes take a median of 33 days to sell, and sellers average 94% of their asking price, which leaves room to negotiate.
What about HOA fees and property taxes?+
The median HOA runs about $480 per month, which covers the gated community's shared costs. Property taxes are substantial at these price points, with a median around $22,725 per year — worth budgeting for alongside the mortgage.
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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