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Recently Sold 4 Bedroom Homes in Windermere, FL

360 homes

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SOLD
APR 24, 2026
$620,000
5 Beds
3 Baths
2,555 sqft
6846 HELMSLEY CIRCLE,
Windermere, FL 34786
COMPASS FLORIDA LLC
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SOLD
APR 15, 2026
$1,675,000
5 Beds
6 Baths
6,375 sqft
11056 CLIPPER COURT,
Windermere, FL 34786
VINTAGE REALTY GROUP LLC
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SOLD
APR 10, 2026
$4,029,999
5 Beds
6 Baths
5,895 sqft
6109 ORTA COURT,
Windermere, FL 34786
ISLEWORTH REALTY LLC
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SOLD
APR 8, 2026
$1,400,000
5 Beds
3 Baths
3,013 sqft
6023 BLAKEFORD DR,
Windermere, FL 34786
KEENE'S POINTE REALTY
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SOLD
APR 7, 2026
$2,948,000
5 Beds
5.5 Baths
5,845 sqft
11255 MACAW COURT,
Windermere, FL 34786
REAL BROKER, LLC
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SOLD
APR 7, 2026
$580,000
5 Beds
4.5 Baths
2,991 sqft
7401 ELLA LANE,
Windermere, FL 34786
SERHANT
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SOLD
APR 3, 2026
$950,000
5 Beds
5.5 Baths
3,680 sqft
6947 CUCAMELON COURT,
Windermere, FL 34786
DALTON WADE INC
SOLD
MAR 31, 2026
$2,745,000
5 Beds
5.5 Baths
6,253 sqft
6248 LOUISE COVE DR,
Windermere, FL 34786
ISLEWORTH REALTY LLC
SOLD
MAR 31, 2026
$2,275,000
5 Beds
4 Baths
4,287 sqft
6252 BLAKEFORD DR,
Windermere, FL 34786
COLDWELL BANKER REALTY
SOLD
MAR 31, 2026
$865,000
5 Beds
4 Baths
3,610 sqft
9106 PANZANI PLACE,
Windermere, FL 34786
EXP REALTY LLC
SOLD
MAR 30, 2026
$840,646
5 Beds
4.5 Baths
3,849 sqft
4926 INDIAN DEER ROAD,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
MAR 27, 2026
$800,000
5 Beds
4.5 Baths
3,697 sqft
4309 Saltmarsh Sparrow Dr,
Windermere, FL 34786
SOLD
MAR 27, 2026
$1,274,000
5 Beds
3.5 Baths
3,689 sqft
12779 WESTSIDE VILLAGE LOOP,
Windermere, FL 34786
WEBB FLORIDA REALTY LLC
SOLD
MAR 19, 2026
$780,300
5 Beds
4 Baths
4,332 sqft
8316 Lookout Pointe Dr,
Windermere, FL 34786
SOLD
MAR 17, 2026
$2,500,000
5 Beds
4.5 Baths
5,005 sqft
12923 WATER POINT BOULEVARD,
Windermere, FL 34786
LAKESIDE REALTY WINDERMERE INC
SOLD
MAR 16, 2026
$965,000
5 Beds
4 Baths
3,516 sqft
2046 WESTOVER RESERVE BOULEVARD,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
MAR 13, 2026
$2,250,000
5 Beds
5 Baths
5,291 sqft
9204 TIBET POINTE CIRCLE,
Windermere, FL 34786
THE SIMON SIMAAN GROUP
SOLD
MAR 12, 2026
$5,000,000
5 Beds
6.5 Baths
7,600 sqft
9733 CARILLON PARK DRIVE,
Windermere, FL 34786
LAKESIDE REALTY WINDERMERE INC
SOLD
MAR 9, 2026
$2,250,000
5 Beds
4.5 Baths
4,688 sqft
409 W 2ND AVENUE,
Windermere, FL 34786
UPSIDE REAL ESTATE INC
SOLD
MAR 6, 2026
$1,830,000
5 Beds
4.5 Baths
3,685 sqft
6564 LAGOON STREET,
Windermere, FL 34786
NOVA REAL ESTATE SERVICES INC
SOLD
FEB 24, 2026
$526,050
5 Beds
2.5 Baths
2,521 sqft
11813 VIA LUCERNA CIRCLE,
Windermere, FL 34786
REALHOME SERVICE & SOLUTIONS INC
SOLD
FEB 23, 2026
$960,000
5 Beds
3 Baths
2,843 sqft
11550 DELWICK DRIVE,
Windermere, FL 34786
TRIMARCHI REALTY CORP
SOLD
FEB 17, 2026
$620,000
5 Beds
2.5 Baths
2,759 sqft
6891 NORTHWICH DRIVE,
Windermere, FL 34786
TITAN REALTY GROUP LLC
SOLD
FEB 13, 2026
$805,000
5 Beds
3.5 Baths
3,546 sqft
14551 YELLOW BUTTERFLY ROAD,
Windermere, FL 34786
ICON REALTY ASSOCIATES INC
SOLD
FEB 10, 2026
$3,075,000
5 Beds
5.5 Baths
7,561 sqft
13125 CASABELLA DRIVE,
Windermere, FL 34786
ON ME REALTY
SOLD
FEB 6, 2026
$1,550,000
5 Beds
3.5 Baths
3,967 sqft
6222 LECCO WAY,
Windermere, FL 34786
EMPIRE NETWORK REALTY
SOLD
JAN 30, 2026
$770,000
5 Beds
5.5 Baths
3,600 sqft
13327 FERNOW STREET,
Windermere, FL 34786
KELLER WILLIAMS WINTER PARK
SOLD
JAN 23, 2026
$1,220,000
5 Beds
4.5 Baths
3,190 sqft
2828 INGEBORG COURT,
Windermere, FL 34786
ALIGN REAL ESTATE LLC
SOLD
JAN 23, 2026
$3,450,000
5 Beds
5.5 Baths
7,263 sqft
10545 DOWN LAKEVIEW CIRCLE,
Windermere, FL 34786
COLONIALTOWN REALTY
SOLD
JAN 16, 2026
$830,000
5 Beds
3.5 Baths
2,788 sqft
11031 LEDGEMENT LANE,
Windermere, FL 34786
THE WILKINS WAY LLC
SOLD
JAN 15, 2026
$900,000
5 Beds
3.5 Baths
3,662 sqft
13224 SWANSEA AVENUE,
Windermere, FL 34786
VINTAGE REALTY GROUP LLC
SOLD
JAN 13, 2026
$1,600,000
5 Beds
4.5 Baths
5,704 sqft
6161 BLAKEFORD DRIVE,
Windermere, FL 34786
THOMAS LYNNE REALTY GROUP LLC
SOLD
JAN 13, 2026
$800,000
5 Beds
6 Baths
3,345 sqft
6905 Nobleton Dr,
Windermere, FL 34786
SOLD
JAN 9, 2026
$1,400,000
5 Beds
4 Baths
3,238 sqft
11474 CLAYMONT CIRCLE,
Windermere, FL 34786
WATSON REALTY CORP.
SOLD
JAN 9, 2026
$840,000
5 Beds
4 Baths
2,872 sqft
6926 CUCAMELON COURT,
Windermere, FL 34786
CENTURY 21 CARIOTI
SOLD
DEC 30, 2025
$1,035,000
5 Beds
3.5 Baths
3,764 sqft
14244 CREST PALM AVENUE,
Windermere, FL 34786
STELLAR NON-MEMBER OFFICE
SOLD
DEC 29, 2025
$1,875,000
5 Beds
5.5 Baths
4,044 sqft
13036 LAKE ROPER COURT,
Windermere, FL 34786
PREMIER SOTHEBYS INT'L REALTY
SOLD
DEC 23, 2025
$1,082,946
5 Beds
3.5 Baths
3,764 sqft
14342 CREST PALM AVENUE,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
AUG 28, 2026
$2,925,000
6 Beds
5.5 Baths
6,000 sqft
5538 W LAKE BUTLER ROAD,
Windermere, FL 34786
STOCKWORTH REALTY GROUP
SOLD
AUG 13, 2026
$1,800,000
6 Beds
4.5 Baths
5,922 sqft
5421 TILDENS GROVE BOULEVARD,
Windermere, FL 34786
DERENTHAL REALTY

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511