Neighborhood · Windermere, Florida
Gardens Of Isleworth
Gated luxury minutes from the theme-park corridor
4
Homes for sale
$3,944,500
Median list price
$813
Avg price / sqft
212
Median days on market
The Gardens of Isleworth sits inside one of Windermere's most established luxury enclaves, a gated pocket of large custom homes on wide, quiet streets. Every active listing here has a pool, most are behind gates, and the median home runs 4,633 square feet — this is space, privacy, and a country-club address just outside the Isleworth community proper. You're 15 minutes from Universal Orlando, 25 from downtown, and about 33 from Walt Disney World, so the seclusion never costs you convenience.
The market here is thin and priced for the top of the Windermere ladder: four active listings, a median list price near $3.94 million, and homes trading at roughly $813 a square foot. With only two sales in the past year and a median 212 days on market, sellers are patient and buyers have room to negotiate — deals closed around 93% of asking. If you're weighing this against Keenes Pointe or Lakeside Village, expect a slower, more deliberate transaction.
Gardens Of Isleworth is a community in Windermere, Florida.
Quick facts
$3,200,000 – $4.3M price range
4,633 sqft median home
$2,370/mo median HOA
2 sold in 12 months
Drive times
On the market now
Homes for sale in Gardens Of Isleworth
$4,190,000$4,390,000
4906 AVIVA GARDEN COURT, WINDERMERE
3 bd · 4.5 ba · 6,236 sqft
$4,300,000$4,450,000
9144 ISLEWORTH GARDENS DRIVE, WINDERMERE
3 bd · 4 ba · 5,004 sqft
$3,200,000
4819 ALEXANDRA GARDEN COURT, WINDERMERE
4 bd · 4.5 ba · 3,745 sqft
$3,699,000
4812 ALEXANDRA GARDEN COURT, WINDERMERE
3 bd · 4 ba · 4,262 sqft
Every active listing inside the Gardens Of Isleworth boundary
Open full map search →Find your fit
Browse Gardens Of Isleworth
By feature — on the live map
The numbers that matter
The Gardens Of Isleworth market
2
Sold, last 12 months
$3,250,000
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
49 days
Median time to sell
Gardens Of Isleworth vs Windermere
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Gardens Of Isleworth boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Gardens Of Isleworth is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Gardens Of Isleworth home
≈ $26,751/mo
$3,944,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$2,370/mo
Median HOA
From current listings inside the boundary
Population
43
Median age
58
Median income
$151,250
Beyond the listings
Living in Gardens Of Isleworth
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
Gardens Of Isleworth FAQs
Is Gardens of Isleworth a good place to live?+
It's a gated, low-density enclave within Windermere built around large custom homes with pools. You get privacy and space alongside quick access to Universal Orlando (about 15 minutes) and downtown Orlando (about 25), plus assignment to Olympia High. It suits buyers who want an established luxury address rather than new construction.
Is it expensive to live here?+
Yes — this is one of the priciest segments in the area, with a median list price near $3.94 million and all active listings above $1 million. Carrying costs are significant too: median HOA dues run about $2,370 a month and property taxes around $40,660 a year. Budget for the full picture, not just the purchase price.
What do homes cost in Gardens of Isleworth?+
Active listings range from $3.2 million to $4.3 million, with a median around $3.94 million and an average of about $813 per square foot. Over the past 12 months, the two homes that sold closed at a median of $3.25 million. If you're comparing, Keenes Pointe offers another luxury option nearby.
How is the market right now?+
It's slow and favors patient buyers. Only two homes sold in the last year, the median time on market is 212 days, and sellers are accepting roughly 93% of asking on average. With just four active listings, expect limited choice but real negotiating room.
What about HOA fees and property taxes?+
HOA dues here run a median of about $2,370 per month, reflecting the gated community's services and amenities. Property taxes land near $40,660 a year at these price points. Both are meaningful monthly and annual commitments worth factoring in before you buy in Summerport or elsewhere in Windermere by comparison.
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.
Never miss a listing
New Gardens Of Isleworth homes, in your inbox
A daily digest of new Windermere listings — straight from the MLS. Unsubscribe anytime.