Neighborhood · Windermere, Florida
Estates At Windermere
Gated luxury living in the heart of Windermere
1
Homes for sale
$1,259,000
Median list price
$411
Avg price / sqft
57
Median days on market
The Estates At Windermere sits inside one of Orange County's most sought-after zip codes, a gated pocket of larger homes where families settle in for the long haul. It's the kind of place where you're minutes from the marquee communities that made Windermere famous — Isleworth, Keenes Pointe, and the walkable pace of Lakeside Village — without giving up privacy behind the gate. Kids here are zoned for West Orange High, Sunridge Middle, and Lake Whitney Elementary.
The market is small and deliberate: right now there's a single active listing at $1,259,000, and only three homes have sold here in the past year at a median of $1,245,000. Sellers are getting about 96% of asking, and well-priced homes sit around 54 days before they trade. If you're shopping the broader Windermere market, expect this neighborhood to trade in the $1M-plus band with limited inventory to choose from.
Estates At Windermere is a community in Windermere, Florida.
Quick facts
$1,259,000 – $1.3M price range
3,064 sqft median home
$220/mo median HOA
3 sold in 12 months
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
3
Sold, last 12 months
$1,245,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
25 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
≈ $7,795/mo
$1,259,000 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 Estates At Windermere a good place to live?+
It's a gated neighborhood of larger single-family homes in one of Orange County's most established suburbs, close to marquee communities like Isleworth and Keenes Pointe. Homes are zoned for West Orange High, Sunridge Middle, and Lake Whitney Elementary, which draws families looking to stay put. The low turnover — three sales in the last year — tells you people don't leave in a hurry.
Is it expensive to buy here?+
Yes, this is a $1M-plus neighborhood. The current active listing is priced at $1,259,000, and the median sold price over the past year was $1,245,000. Every home that's traded recently has been in the seven-figure range, in line with the broader Windermere market.
What do homes cost in Estates At Windermere?+
Expect to pay around $411 per square foot, with a median home size near 3,064 square feet. The one home on the market today is listed at $1,259,000, and recent sales have landed close to $1,245,000. It's a narrow price band, so budget for the low-to-mid $1M range.
How is the market right now?+
It's thin and steady. There's a single active listing, and only three homes sold in the past 12 months, so inventory is the real constraint. Sellers are averaging 96% of asking price, and homes take roughly 54 days to sell — meaning fair-priced listings move without a fire sale.
What about HOA fees and property taxes?+
The median HOA here runs about $220 a month, which covers the gated community's shared costs. Property taxes come in around $8,790 a year, typical for homes in this price range in Windermere. Factor both into your monthly carrying cost when you're comparing options.
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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