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Windermere

Luxury listings for sale in Windermere

18 of 18 Homes

COMPARE

$5,975,000

9725 CHESTNUT RIDGE, Windermere, FL

7 br5 BA, 2 HALF BA8,000 sf

douglas elliman exclusive

$1,830,000

2958 MARQUESAS Ct, Windermere, FL

5 br4 BA, 1 HALF BA4,716 sf

douglas elliman exclusive

$1,395,000

9548 CROWN PRINCE, Windermere, FL

4 br4 BA3,997 sf

douglas elliman exclusive

$19,500,000

5192 VARDON, Windermere, FL

6 br8 BA, 2 HALF BA13,494 sf

Listing Courtesy of IRWIN REALTY GROUP LLC., JILL IRWIN - 407-739-8772

$18,750,000

5036 LATROBE, Windermere, FL

6 br7 BA, 2 HALF BA15,337 sf

Listing Courtesy of ISLEWORTH REALTY LLC., MONICA LOCHMANDY - 407-230-6888

$15,500,000

12488 PARK Ave, Windermere, FL

10 br12 BA, 5 HALF BA13,425 sf

Listing Courtesy of ONE LUXURY INTERNATIONAL LLC., JULIE CHRISTENSEN - 407-592-2055

$13,995,000

3057 PORTO LAGO Ct, Windermere, FL

6 br6 BA, 5 HALF BA12,067 sf

Listing Courtesy of STOCKWORTH REALTY GROUP., JULIE BETTOSINI, PA - 321-689-9594

$11,900,000

9323 GLADYS GARDEN, Windermere, FL

6 br6 BA, 4 HALF BA9,770 sf

Listing Courtesy of CORCORAN PREMIER REALTY., STEVE HEALY - 407-230-1441

$9,750,000

4226 DOWNEAST Ln, Windermere, FL

5 br3 BA5,316 sf

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE., THAD CZAPKA - 407-257-4253

$9,750,000

4226 DOWNEAST Ln, Windermere, FL

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE., THAD CZAPKA - 407-257-4253

$8,695,000

12422 PARK Ave, Windermere, FL

Listing Courtesy of JULIAN PROPERTIES, INC.., BO JULIAN - 407-694-5843

Contract signed

$7,500,000

724 W 2ND, Windermere, FL

6 br7 BA, 1 HALF BA6,874 sf

Listing Courtesy of THE SIMON SIMAAN GROUP., SIMON SIMAAN - 407-558-1396

$7,250,000

5074 ISLEWORTH COUNTRY CLUB Dr, Windermere, FL

5 br6 BA, 1 HALF BA7,099 sf

Listing Courtesy of MEM REALTY GROUP., ARMAAN MEMARPOURI - 407-583-7028

$6,800,000

9061 RON DEN, Windermere, FL

5 br5 BA, 2 HALF BA6,300 sf

Listing Courtesy of CORCORAN PREMIER REALTY., BRYNN ALLEN - 407-617-8963

$6,500,000

9316 GLADYS GARDEN CT, Windermere, FL

5 br6 BA, 1 HALF BA5,471 sf

Listing Courtesy of ISLEWORTH REALTY LLC., MONICA LOCHMANDY - 407-230-6888

$5,999,000

800 W 2ND, Windermere, FL

5 br4 BA, 1 HALF BA5,511 sf

Listing Courtesy of ONE LUXURY INTERNATIONAL LLC., JULIE CHRISTENSEN - 407-592-2055

$5,300,000

5199 LATROBE DR, Windermere, FL

6 br6 BA, 1 HALF BA4,665 sf

Listing Courtesy of ISLEWORTH REALTY LLC., MONICA LOCHMANDY - 407-230-6888

$4,999,500

5138 FAIRWAY OAKS DR, Windermere, FL

4 br5 BA4,330 sf

Listing Courtesy of ISLEWORTH REALTY LLC., MONICA LOCHMANDY - 407-230-6888

Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed.

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LAST UPDATE DATE On SEP 21 2026 AT 11:59 PM COORDINATED UNIVERSAL TIME (UTC).