Windermere Luxury Homes for Sale
Every luxury home currently for sale in Windermere — pulled live from the Stellar MLS and updated continuously. Pair this with the free Windermere market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Luxury Homes in the Windermere area
$8,999,999
9621 Windy Ridge Rd
Windermere, FL 34786
9 bd · 16 ba · 20,445 sqft
Windsor Hill
MLS ID #O6451612, CITARELLI REALTY GROUP LLC.
Listing provided by Stellar MLS
$5,600,000
800 W 2nd Ave
Windermere, FL 34786
5 bd · 5 ba · 5,511 sqft
Aladar On Lake Butler
MLS ID #O6422976, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$1,475,000
5650 Nectarine Dr
Windermere, FL 34786
5 bd · 5 ba · 3,612 sqft
Lake Cawood Cove
MLS ID #O6451019, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$1,160,000
9601 Ambleside Dr
Windermere, FL 34786
4 bd · 3 ba · 3,018 sqft
Lake Down Shores Rep
MLS ID #O6447280, CENTURY 21 CARIOTI.
Listing provided by Stellar MLS
$1,799,000
7413 Lake Albert Dr
Windermere, FL 34786
6 bd · 7 ba · 4,945 sqft
Lake Burden South Ph I
MLS ID #O6451030, GOLFPARK PROPERTIES.
Listing provided by Stellar MLS
$1,280,000
104 E 1st Ave
Windermere, FL 34786
4 bd · 3 ba · 2,441 sqft
Windermere Town
MLS ID #O6442932, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$6,850,000
6055 Louise Cove Dr
Windermere, FL 34786
5 bd · 6 ba · 7,158 sqft
Isleworth West
MLS ID #O6430931, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$3,500,000
5524 Worsham Ct
Windermere, FL 34786
4 bd · 6 ba · 7,669 sqft
Isleworth
MLS ID #O6430755, ATLIS REALTY GROUP LLC.
Listing provided by Stellar MLS
$3,150,000
1815 Windermere Rd
Windermere, FL 34786
4 bd · 5 ba · 4,290 sqft
Not Applicable
MLS ID #O6447555, BALDWIN PARK REALTY LLC.
Listing provided by Stellar MLS
$2,500,000
1629 Hempel Ave
Windermere, FL 34786
6 bd · 4 ba · 4,858 sqft
MLS ID #O6418226, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$1,189,000
17538 Black Rail St
Windermere, FL 34786
5 bd · 5 ba · 4,999 sqft
Enclave
MLS ID #O6449981, KARDOSH REALTY.
Listing provided by Stellar MLS
$1,598,000
1480 Hempel Ave
Windermere, FL 34786
5 bd · 5 ba · 4,219 sqft
Gotha Town
MLS ID #S5156040, AGENT TRUST REALTY CORPORATION.
Listing provided by Stellar MLS
$2,150,000
11113 Lake Butler Blvd
Windermere, FL 34786
5 bd · 6 ba · 4,094 sqft
Wauseon Ridge
MLS ID #O6434392, QUATTRO R E SOLUTIONS LLC.
Listing provided by Stellar MLS
$4,100,000
9144 Isleworth Gardens Dr
Windermere, FL 34786
3 bd · 5 ba · 5,004 sqft
Isleworth
MLS ID #O6397842, MEGAN DOWDY REALTY, LLC.
Listing provided by Stellar MLS
$3,250,000
12620 S Lake Sawyer Ln
Windermere, FL 34786
4 bd · 6 ba · 4,200 sqft
MLS ID #S5157983, SERHANT.
Listing provided by Stellar MLS
$1,488,000
212 W 1st Ave
Windermere, FL 34786
4 bd · 2 ba · 2,627 sqft
Windermere Town
MLS ID #S5155372, HOME WISE REALTY GROUP, INC..
Listing provided by Stellar MLS
$5,300,000
9615 Windy Ridge Rd
Windermere, FL 34786
6 bd · 8 ba · 9,669 sqft
Windsor Hill
MLS ID #O6449197, KELLER WILLIAMS CLASSIC.
Listing provided by Stellar MLS
$2,390,000
6544 Cartmel Ln
Windermere, FL 34786
5 bd · 5 ba · 4,185 sqft
Reserve At Lake Butler Sound Unit 2
MLS ID #O6447314, FLORIDA CONNEXION PROPERTIES.
Listing provided by Stellar MLS
$1,095,000
2009 Westover Reserve Blvd
Windermere, FL 34786
4 bd · 4 ba · 3,607 sqft
Westover Reserve Ph 02
MLS ID #O6447265, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$4,350,000
9602 Maywood Dr
Windermere, FL 34786
5 bd · 5 ba · 5,305 sqft
Lake Down Shores
MLS ID #O6446848, DIAMOND REAL ESTATE GROUP.
Listing provided by Stellar MLS
$2,995,000
13101 Bellaria Cir
Windermere, FL 34786
6 bd · 9 ba · 7,321 sqft
Bellaria
MLS ID #O6434168, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$2,190,000
6518 Sawyer Shores Ln
Windermere, FL 34786
5 bd · 6 ba · 3,582 sqft
Sawyer Shores Sub
MLS ID #O6449551, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$5,500,000
1330 Lake Olivia
Windermere, FL 34786
6 bd · 8 ba · 6,442 sqft
Lake Olivia Reserve
MLS ID #S5155388, EMPIRE NETWORK REALTY.
Listing provided by Stellar MLS
$1,070,990
14341 Crest Palm Ave
Windermere, FL 34786
4 bd · 4 ba · 3,153 sqft
Palms At Windermere
MLS ID #G5112469, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
More Windermere Homes for Sale
All Windermere homes $500K and up, with the live market brief →
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.
Based on information submitted to the MLS GRID as of October 22, 2026 at 10:34 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA