Homes for sale in Windermere.

241 active listings in Windermere, FL — live Stellar MLS inventory.

Communities in Windermere

60 subdivisions with active listings

Keenes Pointe17 Isleworth14 Windermere Town6 Gotha Town5 Windermere Isle5 Windermere Trls Ph 1c5 Davis Shores4 Lake Butler Estates4 Lakes Windermere Ph 01 49 1084 Windermere Trls Ph 3b4 Ashlin Park Ph 23 Carrington3 Lake Burden South Ph I3 None3 Palms At Windermere3 Reserve At Lake Butler Sound3 Roberts Landing3 Summerport3 Tildens Grove Ph 01 47/653 Westside Village3 Windermere3 Windermere Terrace3 Windsor Hill3 Balmoral2 Bellaria2 Casa Del Lago Rep2 Chaine Du Lac2 Enclave2 Estates At Windermere2 Farms2 Glenmuir 48 392 Harbor Isle2 Keenes Pointe 46/1042 Keenes Pointe Ut 04 Sec 31 48 822 Lake Down Estates2 Lake Sawyer South Ph 32 Lakes/Windermere-Lk Reams Twhm2 Lakes/Windermere-Peachtree2 Metcalf Park Rep2 Na2 Peachtree Park2 Preston Square2 Sawyer Sound2 Silver Woods Ph 012 Summerport Ph 032 Vineyards/Horizons West Ph 2b2 Acreage1 Aladar On Lake Butler1 Belmere Village G2 48 651 Casa Del Lago1 Casa Del Lago-Replat1 Casabella1 Chaine De Lac1 Down Point Sub1 Eden Isle1 Edens Hammock1 Enclave/Berkshire Park B G H I1 Estancia/Windermere1 Gardens/Isleworth1 Gardens/Isleworth Un #21

Listings in Windermere

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ActiveSingle Family Residence360°

$30,000,000

9508 Windy Ridge Rd

Windermere, FL 34786

7 bd · 14 ba · 51,000 sqft

N/A

MLS# O6388674

ActiveSingle Family Residence

$27,000,000

5603 Marleon Dr

Windermere, FL 34786

7 bd · 10 ba · 22,108 sqft

MLS# O6404938

ActiveSingle Family Residence360°

$17,250,000

11900 Lake Butler Blvd

Windermere, FL 34786

7 bd · 9 ba · 10,649 sqft

Metcalf Park Rep

MLS# O6275556

ActiveSingle Family Residence360°

$15,500,000

12488 Park Ave

Windermere, FL 34786

10 bd · 17 ba · 13,425 sqft

Chaine Du Lac

MLS# O6395291

ActiveSingle Family Residence360°

$13,430,000

9621 Windy Ridge Rd

Windermere, FL 34786

9 bd · 16 ba · 20,445 sqft

Windsor Hill

MLS# O6400740

ActiveSingle Family Residence360°

$11,900,000

9323 Gladys Garden Ct

Windermere, FL 34786

6 bd · 10 ba · 9,770 sqft

Isleworth

MLS# O6381880

ActiveSingle Family Residence360°

$10,900,000

6149 Grosvenor Shore Dr

Windermere, FL 34786

6 bd · 8 ba · 6,783 sqft

Keenes Pointe

MLS# O6356355

Active360°

$10,500,000

4226 Downeast Ln

Windermere, FL 34786

9.03 acres

MLS# O6367852

ActiveSingle Family Residence360°

$10,500,000

4226 Downeast Ln

Windermere, FL 34786

5 bd · 3 ba · 5,316 sqft

MLS# O6355233

ActiveSingle Family Residence

$7,400,000

9349 Tibet Pointe Cir

Windermere, FL 34786

5 bd · 8 ba · 7,529 sqft

Keenes Pointe

MLS# O6404415

ActiveSingle Family Residence

$7,250,000

5074 Isleworth Country Club Dr

Windermere, FL 34786

5 bd · 7 ba · 7,099 sqft

Isleworth

MLS# O6373191

ActiveSingle Family Residence360°

$6,950,000

6462 Deacon Cir

Windermere, FL 34786

5 bd · 6 ba · 7,178 sqft

Isleworth

MLS# O6407107

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 May 26, 2026 at 2:28 PM 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.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA