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
$1,630,000
11923 Lake Butler Blvd
Windermere, FL 34786
3 bd · 2 ba · 2,238 sqft
Lake Butler Estates
MLS ID #O6311003, JULIAN PROPERTIES, INC..
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
$1,646,000
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
$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
$1,450,000
14274 Crest Palm Ave
Windermere, FL 34786
7 bd · 5 ba · 4,443 sqft
Palms/Windermere
MLS ID #TB8537368, DOUGLAS ELLIMAN.
Listing provided by Stellar MLS
$2,650,000
8205 Stonemason Ct
Windermere, FL 34786
6 bd · 6 ba · 5,706 sqft
Keenes Pointe Unit 3
MLS ID #O6454650, KEENE'S POINTE REALTY.
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
$1,070,990
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
$1,550,000
5638 Nectarine Dr
Windermere, FL 34786
5 bd · 5 ba · 3,612 sqft
Lake Cawood Cove
MLS ID #O6452714, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$1,100,000
14038 Bluebird Park Rd
Windermere, FL 34786
4 bd · 4 ba · 3,348 sqft
Summerport Ph 02
MLS ID #O6452272, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$1,100,000
7230 Sangalla Dr
Windermere, FL 34786
4 bd · 4 ba · 2,892 sqft
Casa De Lago Rep
MLS ID #O6453225, RESOURCE ONE REALTY.
Listing provided by Stellar MLS
$1,697,500
2503 Butler Bay Dr N
Windermere, FL 34786
4 bd · 3 ba · 3,297 sqft
Butler Bay
MLS ID #O6413242, THE SIMON SIMAAN GROUP.
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
$3,150,000
1815 Windermere Rd
Windermere, FL 34786
5 bd · 5 ba · 4,290 sqft
Not Applicable
MLS ID #O6447555, BALDWIN PARK REALTY LLC.
Listing provided by Stellar MLS
$1,895,000
930 East Blvd
Windermere, FL 34786
4 bd · 5 ba · 2,868 sqft
Windermere Town
MLS ID #O6437093, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$1,348,000
7231 Sangalla Dr
Windermere, FL 34786
5 bd · 5 ba · 3,835 sqft
Casa Del Lago-Replat
MLS ID #O6447329, ONE LUXURY INTERNATIONAL LLC.
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
$3,995,000
3165 Butler Bay Dr N
Windermere, FL 34786
7 bd · 8 ba · 8,812 sqft
Butler Bay
MLS ID #O6417878, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$2,200,000
11545 Brickyard Pond Ln
Windermere, FL 34786
8 bd · 9 ba · 4,735 sqft
Lake Burden South Ph I
MLS ID #O6454194, NOVA REAL ESTATE SERVICES INC.
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
$1,299,900
1700 Lake Roberts Ct
Windermere, FL 34786
5 bd · 4 ba · 3,929 sqft
Butler Bay,Windermere Club
MLS ID #O6410847, CREEGAN GROUP.
Listing provided by Stellar MLS
$1,049,000
1407 Hempel Ave
Windermere, FL 34786
4 bd · 3 ba · 2,842 sqft
Gotha Town
MLS ID #O6410840, MY REALTY GROUP, LLC..
Listing provided by Stellar MLS
$3,350,000
5509 Marleon Dr
Windermere, FL 34786
5 bd · 6 ba · 5,483 sqft
Lake Davis Reserve
MLS ID #O6446897, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$1,999,000
713 Main St
Windermere, FL 34786
6 bd · 6 ba · 5,031 sqft
Windermere
MLS ID #O6368185, THE REAL ESTATE COLLECTION LLC.
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 November 10, 2026 at 8:47 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