Neighborhood · Windermere, Florida
Green Isle
Estate living behind the gates of Windermere
1
Homes for sale
$3,950,000
Median list price
$497
Avg price / sqft
73
Median days on market
Green Isle is a small, gated enclave in Windermere, the kind of address where homes sit on generous lots and privacy is the point. The tone here matches its neighbors — estate-scale houses, a quiet street feel, and easy proximity to the country-club communities that define this corner of Orange County, from Keenes Pointe to Isleworth. Families are drawn to the assigned schools: Windermere Elementary, Chain Of Lakes Middle, and Olympia High.
For a buyer today, this is a thin, top-of-market segment. There is currently one active listing at $3,950,000, and just four homes have sold here over the past twelve months at a median of $3,300,000. Inventory is scarce and priced for the luxury tier, so if you're comparing options, it's worth watching nearby communities like Lakeside Village and Summerport alongside Green Isle.
Green Isle is a community in Windermere, Florida.
Quick facts
$3,950,000 – $4.0M price range
7,940 sqft median home
$433/mo median HOA
4 sold in 12 months
On the market now
Homes for sale in Green Isle
Every active listing inside the Green Isle boundary
Open full map search →Find your fit
Browse Green Isle
By feature — on the live map
The numbers that matter
The Green Isle market
4
Sold, last 12 months
$3,300,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
40 days
Median time to sell
Green Isle vs Windermere
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Green Isle boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Green Isle is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Green Isle home
≈ $22,077/mo
$3,950,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$433/mo
Median HOA
From current listings inside the boundary
Population
182
Median age
58
Median income
$151,250
Beyond the listings
Living in Green Isle
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.
Food & Drink
Top 4% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Relationships
Top 5% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Entertainment
Top 5% in the U.S.Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
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.
Attitudes
Top 6% 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.
Straight answers
Green Isle FAQs
Is Green Isle a good place to live?+
It's a strong fit if you want a gated, estate-scale setting inside Windermere with quality schools nearby. Homes are assigned to Windermere Elementary, Chain Of Lakes Middle, and Olympia High, and the neighborhood sits among established communities like Keenes Pointe. It's quiet, private, and built around larger lots rather than dense development.
Is Green Isle expensive?+
Yes — it's one of Windermere's luxury pockets. The single active listing is priced at $3,950,000, and homes here average about $497 per square foot. Buyers should expect to shop at the top of the market rather than the mid range.
What do homes cost in Green Isle?+
Over the past twelve months, four homes sold at a median price of $3,300,000, while the current active listing is $3,950,000. With a median home size around 7,940 square feet, these are large estate properties. Similar options are worth comparing across Windermere as inventory here is limited.
How is the market in Green Isle?+
It's a low-inventory, high-value market with only one home active right now. That listing has been on the market a median of 73 days, and sellers over the past year have netted about 94% of their asking price. Expect a slower, more deliberate pace typical of luxury estate sales.
What about HOA fees and property taxes?+
The median HOA runs about $433 per month, which is consistent with a gated community offering added privacy and upkeep. Property taxes come in around $7,458 per year at current levels. Both figures are worth confirming per property, since larger estates can vary.
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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