BUTLER CHAIN OF LAKES · PRIVATE GATED
Windermere
Windermere is old-money Florida at its quietest — a tree-shaded isthmus town of 3,000 where the lake is always visible from the road, the neighbors have been here for decades, and the privacy of Isleworth or Keene's Pointe is just minutes away. Life here is organized around the water: morning boat rides on a 13-lake chain, sunset cocktails on private docks, and the deliberate calm of a place that has never needed to advertise itself.
Avg. sold: $1.5M · Avg. DOM: 67 · Sold-to-list: 96.2% · Source: Stellar MLS
Currently For Sale
50 active listings in Windermere
$338/sqft
View details
$439/sqft
View details
$637/sqft
View details
$416/sqft
View details
$212/sqft
View details
$236/sqft
View details
$256/sqft
View details
$243/sqft
View details
$589/sqft
View details
$489/sqft
View details
$244/sqft
View details
$586/sqft
View details
Under Contract
20 homes pending in Windermere · Avg. $1.7M
Recent Sales Analysis
515 homes sold in Windermere over the past 12 months · Stellar MLS
Approximate sale locations — dots are offset ±1 home for privacy
| Price Range | # Sold | Avg. Sold Price | Avg. Size | Avg. $/Sq Ft |
|---|---|---|---|---|
| $500K – $750K | 145 | $619K | 2,482 sqft | $255 |
| $750K – $1M | 96 | $861K | 2,988 sqft | $296 |
| $1M – $1.5M | 131 | $1.2M | 3,686 sqft | $336 |
| $1.5M+ | 128 | $3.2M | 5,748 sqft | $541 |
Free · No Obligation
What Is Your Windermere Home Worth?
I analyze active competition, recent sales, and neighborhood trends to give you a precise estimate of what your home is worth right now — no automated Zestimate, a real analysis from a local expert.
Explore the full Windermere neighborhood guide
Ryan Solberg
MaxLife Realty
321.373.3536
Updated 2nd Quarter 2026· Powered by Stellar MLS
MLS Data:Active and pending listing data is sourced from the Stellar MLS as distributed by MLS GRID. Listings courtesy of Stellar MLS as distributed by MLS GRID. 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. The MLS GRID does not guarantee the accuracy of this data, which may not reflect all real estate activity in the area.
Sold Data:Sales analysis is derived from Florida Department of Revenue public property records (arm's-length transactions, qual. code 01). Ryan Solberg and MaxLife Realty LLC are not affiliated with Windermereor its HOA. This report is not intended to solicit properties already listed for sale nor to cause a breach of an existing agency relationship. Data should be independently verified. E&OE.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · All information deemed reliable but not guaranteed · Equal Housing Opportunity · MLS data courtesy of Stellar MLS · Full disclaimer