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Recently Sold 4 Bedroom Homes in Windermere, FL

360 homes

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SOLD
JUL 17, 2026
$642,500
4 Beds
3.5 Baths
3,072 sqft
6648 HELSTON LANE,
Windermere, FL 34786
SUNNY 365 REALTY GROUP
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SOLD
JUL 13, 2026
$1,375,000
4 Beds
3.5 Baths
3,660 sqft
1125 KELSO BOULEVARD,
Windermere, FL 34786
WEICHERT REALTORS HALLMARK PROPERTIES
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SOLD
JUL 10, 2026
$1,355,000
4 Beds
4.5 Baths
3,288 sqft
1703 ROBERTS LANDING ROAD,
Windermere, FL 34786
INTERNATIONAL NETWORK REALTY
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SOLD
JUL 10, 2026
$675,000
4 Beds
2.5 Baths
2,026 sqft
9376 WOODBREEZE BOULEVARD,
Windermere, FL 34786
CHARLES RUTENBERG REALTY ORLANDO
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SOLD
JUL 10, 2026
$725,000
4 Beds
3.5 Baths
3,413 sqft
11903 CAVE RUN AVENUE,
Windermere, FL 34786
LOKATION
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SOLD
JUL 9, 2026
$1,400,000
4 Beds
3.5 Baths
3,844 sqft
2509 RIDGEWIND WAY,
Windermere, FL 34786
COMPASS FLORIDA LLC
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SOLD
JUL 7, 2026
$730,000
4 Beds
2.5 Baths
2,208 sqft
1028 LASCALA DRIVE,
Windermere, FL 34786
FLORIDA REALTY INVESTMENTS
SOLD
JUL 7, 2026
$455,000
4 Beds
3 Baths
1,980 sqft
6552 HELMSLEY CIRCLE,
Windermere, FL 34786
THE REAL ESTATE COLLECTION LLC
SOLD
JUL 6, 2026
$2,249,000
4 Beds
3 Baths
3,975 sqft
325 MAGNOLIA STREET,
Windermere, FL 34786
REVEL REALTY LLC
SOLD
JUL 6, 2026
$915,000
4 Beds
3.5 Baths
3,299 sqft
8796 PEACHTREE PARK COURT,
Windermere, FL 34786
COLDWELL BANKER REALTY
SOLD
JUL 2, 2026
$4,898,000
4 Beds
4.5 Baths
5,752 sqft
6117 LOUISE COVE DRIVE,
Windermere, FL 34786
ISLEWORTH REALTY LLC
SOLD
JUL 2, 2026
$610,000
4 Beds
3.5 Baths
2,812 sqft
5224 LEMON TWIST LANE,
Windermere, FL 34786
RE/MAX PRIME PROPERTIES
SOLD
JUL 1, 2026
$1,200,000
4 Beds
3 Baths
3,349 sqft
2127 LILYPAD LANE,
Windermere, FL 34786
UNITED REAL ESTATE PREFERRED
SOLD
JUL 1, 2026
$512,290
4 Beds
2.5 Baths
2,236 sqft
11234 RAPALLO LANE,
Windermere, FL 34786
FANNIE HILLMAN & ASSOCIATES
SOLD
JUL 1, 2026
$1,951,000
4 Beds
4.5 Baths
3,751 sqft
12699 HAWKSTONE DRIVE,
Windermere, FL 34786
LAKEFIELD REALTY GROUP LLC
SOLD
JUN 30, 2026
$493,100
4 Beds
2 Baths
2,005 sqft
13807 Orange Crest Dr,
Windermere, FL 34786
SOLD
JUN 30, 2026
$565,000
4 Beds
3 Baths
2,229 sqft
6897 NORTHWICH DRIVE,
Windermere, FL 34786
REALTY ONE GROUP INSPIRATION
SOLD
JUN 30, 2026
$3,500,000
4 Beds
5.5 Baths
6,054 sqft
12812 JACOB GRACE COURT,
Windermere, FL 34786
EXP REALTY LLC
SOLD
JUN 30, 2026
$430,000
4 Beds
3.5 Baths
1,905 sqft
7560 BENTONSHIRE AVENUE,
Windermere, FL 34786
SOLD BY SIX REALTY, LLC
SOLD
JUN 30, 2026
$4,850,000
4 Beds
5.5 Baths
6,950 sqft
6142 GROSVENOR SHORE DRIVE,
Windermere, FL 34786
ISLEWORTH REALTY LLC
SOLD
JUN 30, 2026
$1,750,000
4 Beds
4.5 Baths
4,550 sqft
12235 MONTALCINO CIRCLE,
Windermere, FL 34786
SOUTHERN REALTY GROUP LLC
SOLD
JUN 30, 2026
$690,000
4 Beds
3 Baths
2,224 sqft
8360 VIVARO ISLE WAY,
Windermere, FL 34786
MD3 HOMES LLC
SOLD
JUN 29, 2026
$1,100,000
4 Beds
3 Baths
2,582 sqft
8411 WOBURN COURT,
Windermere, FL 34786
THE AGENCY FL
SOLD
JUN 29, 2026
$1,265,000
4 Beds
3 Baths
2,937 sqft
5837 CAYMUS LOOP,
Windermere, FL 34786
SOUTHERN REALTY GROUP LLC
SOLD
JUN 24, 2026
$2,000,000
4 Beds
4 Baths
3,906 sqft
5926 BLAKEFORD DRIVE,
Windermere, FL 34786
SOUTHERN REALTY GROUP LLC
SOLD
JUN 24, 2026
$720,000
4 Beds
3 Baths
2,606 sqft
1430 GLENWICK DRIVE,
Windermere, FL 34786
PREMIUM REAL ESTATE SERVICES
SOLD
JUN 23, 2026
$675,000
4 Beds
4 Baths
3,049 sqft
4819 INDIAN DEER ROAD,
Windermere, FL 34786
ENTERA REALTY LLC
SOLD
JUN 23, 2026
$1,750,000
4 Beds
5 Baths
3,519 sqft
84 OAKDALE ST,
Windermere, FL 34786
CORCORAN PREMIER REALTY
SOLD
JUN 18, 2026
$2,175,000
4 Beds
4.5 Baths
4,471 sqft
606 E 6TH AVENUE,
Windermere, FL 34786
ELITE GLOBAL REAL ESTATE LLC
SOLD
JUN 18, 2026
$611,000
4 Beds
3 Baths
2,553 sqft
918 ALGARE LOOP,
Windermere, FL 34786
SOUTHERN PRESTIGE REALTY INC
SOLD
JUN 18, 2026
$1,330,000
4 Beds
3.5 Baths
4,319 sqft
5825 OXFORD MOOR BOULEVARD,
Windermere, FL 34786
EXP REALTY LLC
SOLD
JUN 17, 2026
$700,000
4 Beds
3.5 Baths
3,360 sqft
13609 ANCILLA BOULEVARD,
Windermere, FL 34786
WRA BUSINESS & REAL ESTATE
SOLD
JUN 16, 2026
$974,500
4 Beds
3 Baths
2,811 sqft
1317 GLENHEATHER DRIVE,
Windermere, FL 34786
STOCKWORTH REALTY GROUP
SOLD
JUN 16, 2026
$645,000
4 Beds
3.5 Baths
2,615 sqft
6799 HELMSLEY CIRCLE,
Windermere, FL 34786
WRA BUSINESS & REAL ESTATE
SOLD
JUN 16, 2026
$620,000
4 Beds
4 Baths
2,847 sqft
6840 HELMSLEY CIRCLE,
Windermere, FL 34786
IAD REAL ESTATE
SOLD
JUN 12, 2026
$1,040,000
4 Beds
3 Baths
3,181 sqft
2806 WINDSOR HILL DRIVE,
Windermere, FL 34786
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUN 12, 2026
$1,050,000
4 Beds
3 Baths
4,018 sqft
2931 SUNBITTERN COURT,
Windermere, FL 34786
REVEL REALTY LLC
SOLD
JUN 12, 2026
$580,000
4 Beds
3.5 Baths
2,633 sqft
8323 LOOKOUT POINTE DRIVE,
Windermere, FL 34786
WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
SOLD
JUN 10, 2026
$2,100,000
4 Beds
3.5 Baths
3,525 sqft
505 JENNIFER LANE,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
JUN 8, 2026
$1,975,000
4 Beds
4.5 Baths
5,084 sqft
3413 LILAS COURT,
Windermere, FL 34786
ONE LUXURY INTERNATIONAL LLC

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