Neighborhood · Windermere, Florida
Estates At Windermere
Gated luxury living minutes from Orlando's theme parks
1
Homes for sale
$1,199,000
Median list price
$391
Avg price / sqft
95
Median days on market
The Estates At Windermere sits in one of Orange County's most sought-after pockets, where gated streets and larger single-family homes trade on privacy and proximity. You're in good company here — neighbors include marquee communities like Keenes Pointe, Isleworth, and the more accessible Summerport — and the location puts Universal Orlando roughly 22 minutes out, Walt Disney World about 27, and downtown Orlando near 25.
The market here is thin and priced for the luxury tier. Right now there's a single active listing at $1,199,000, and over the past year just two homes sold at a median of $1,322,500, with sellers netting about 96% of asking. If you're browsing broader Windermere homes for sale, expect patience to matter — the current listing has sat 82 days, so buyers who move deliberately still have room to negotiate.
Estates At Windermere is a community in Windermere, Florida.
Quick facts
$1,199,000 – $1.2M price range
3,064 sqft median home
$220/mo median HOA
2 sold in 12 months
Drive times
On the market now
Homes for sale in Estates At Windermere
Every active listing inside the Estates At Windermere boundary
Open full map search →Find your fit
Browse Estates At Windermere
By feature — on the live map
The numbers that matter
The Estates At Windermere market
2
Sold, last 12 months
$1,322,500
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Estates At Windermere vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 22.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Estates At Windermere boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Estates At Windermere is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Estates At Windermere home
≈ $7,479/mo
$1,199,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$220/mo
Median HOA
From current listings inside the boundary
Population
446
Median age
43
Median income
$224,336
Median home value
$771,900
Beyond the listings
Living in Estates At Windermere
Hobbies & Interests
Top 1% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Food & Drink
Top 2% 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.
Lifestyles
Top 6% 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.
Appearance oriented
Top 7% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Attitudes
Top 9% 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.
Appearance oriented
Top 11% in the U.S.Smart Chic
Passionate about style, smart chic searches high and low for the perfect look - but not one that will break the bank.
Straight answers
Estates At Windermere FAQs
Is the Estates At Windermere a good place to live?+
It's a gated, low-density enclave in one of Orange County's premier corners, surrounded by well-known communities like Isleworth and Keenes Pointe. Families draw on West Orange High, Sunridge Middle, and Lake Whitney Elementary, and the location keeps Universal, Disney, and downtown Orlando all within a half-hour drive.
Is it expensive to buy here?+
Yes — this is a firmly luxury market. The one active listing is priced at $1,199,000, and the two homes sold over the past year had a median price of $1,322,500.
What do homes cost in the Estates At Windermere?+
Expect to pay north of $1 million. The current listing sits at $1,199,000 for roughly 3,064 square feet, which works out to about $391 per square foot; comparable Summerport offers a more moderate entry point if this tier stretches your budget.
How is the market right now?+
Inventory is extremely limited, with just one active listing and only two sales in the past twelve months. Homes here take time to move — the current listing has been on the market 82 days — but sellers still averaged 96% of their asking price.
What about HOA fees and property taxes?+
The median HOA here runs about $220 per month, which covers the gated community upkeep. Property taxes come in around $8,790 per year at these price points.
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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