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Recently Sold Single Family Homes in Windermere, FL

411 homes

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SOLD
MAR 23, 2026
$710,000
4 Beds
4 Baths
3,019 sqft
9047 Reflection Pointe Dr,
Windermere, FL 34786
CHARLES RUTENBERG REALTY ORLANDO
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SOLD
MAR 20, 2026
$1,060,000
4 Beds
4 Baths
4,676 sqft
2107 Westover Reserve Blvd,
Windermere, FL 34786
REAL BROKER, LLC
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SOLD
MAR 20, 2026
$637,000
4 Beds
3.5 Baths
3,078 sqft
13826 Eden Isle Blvd,
Windermere, FL 34786
BLUE CHIP INTERNATIONAL REALTY LLC
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SOLD
MAR 20, 2026
$625,000
4 Beds
3 Baths
2,371 sqft
6841 Helmsley Cir,
Windermere, FL 34786
COLDWELL BANKER REALTY
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SOLD
MAR 20, 2026
$635,000
3 Beds
2.5 Baths
3,094 sqft
6734 Bridgewater Village Rd,
Windermere, FL 34786
EXP REALTY LLC
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SOLD
MAR 19, 2026
$2,900,000
4 Beds
5.5 Baths
4,849 sqft
6186 Louise Cove Dr,
Windermere, FL 34786
THE SIMON SIMAAN GROUP
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SOLD
MAR 19, 2026
$566,500
3 Beds
2 Baths
1,753 sqft
7125 Beek St,
Windermere, FL 34786
SUNNY 365 REALTY GROUP
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 Blvd,
Windermere, FL 34786
LAKESIDE REALTY WINDERMERE INC
SOLD
MAR 16, 2026
$965,000
5 Beds
4 Baths
3,516 sqft
2046 Westover Reserve Blvd,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
MAR 16, 2026
$880,000
4 Beds
3.5 Baths
3,080 sqft
11314 Ledgement Ln,
Windermere, FL 34786
MARK SPAIN REAL ESTATE
SOLD
MAR 13, 2026
$2,250,000
5 Beds
5 Baths
5,291 sqft
9204 Tibet Pointe Cir,
Windermere, FL 34786
THE SIMON SIMAAN GROUP
SOLD
MAR 13, 2026
$426,000
3 Beds
2.5 Baths
1,583 sqft
12944 Garridan Ave,
Windermere, FL 34786
407 PROPERTIES
SOLD
MAR 12, 2026
$5,000,000
5 Beds
6.5 Baths
7,600 sqft
9733 Carillon Park Dr,
Windermere, FL 34786
LAKESIDE REALTY WINDERMERE INC
SOLD
MAR 12, 2026
$3,450,000
4 Beds
5 Baths
5,138 sqft
12120 Montalcino Cir,
Windermere, FL 34786
KELLER WILLIAMS CLASSIC
SOLD
MAR 12, 2026
$780,000
4 Beds
3.5 Baths
3,235 sqft
8778 Peachtree Park Ct,
Windermere, FL 34786
HOMEVEST REALTY
SOLD
MAR 11, 2026
$4,500,000
6 Beds
7 Baths
6,816 sqft
1003 Down Reserve Ct,
Windermere, FL 34786
PREMIER SOTHEBYS INT'L REALTY
SOLD
MAR 10, 2026
$1,699,000
4 Beds
5 Baths
4,329 sqft
13120 Zori Ln,
Windermere, FL 34786
CORCORAN PREMIER REALTY
SOLD
MAR 9, 2026
$2,250,000
5 Beds
4.5 Baths
4,688 sqft
409 W 2nd Ave,
Windermere, FL 34786
UPSIDE REAL ESTATE INC
SOLD
MAR 9, 2026
$645,000
4 Beds
2 Baths
2,555 sqft
6139 Andreozzi Ln,
Windermere, FL 34786
THE SIMON SIMAAN GROUP
SOLD
MAR 6, 2026
$820,000
2 Beds
1.5 Baths
2,115 sqft
416 Magnolia St,
Windermere, FL 34786
UPSIDE REAL ESTATE INC
SOLD
MAR 6, 2026
$2,800,000
4 Beds
4 Baths
3,479 sqft
5410 Bay Side Dr,
Orlando, FL 32819
NOVA REAL ESTATE SERVICES INC
SOLD
MAR 6, 2026
$1,830,000
5 Beds
4.5 Baths
3,685 sqft
6564 Lagoon St,
Windermere, FL 34786
NOVA REAL ESTATE SERVICES INC
SOLD
MAR 6, 2026
$599,000
4 Beds
3 Baths
2,246 sqft
5463 Gemgold Ct,
Windermere, FL 34786
INFINITY REALTY GROUP LLC
SOLD
MAR 5, 2026
$1,900,000
3 Beds
2.5 Baths
2,981 sqft
10209 Trout Rd,
Orlando, FL 32836
SOUTHERN REALTY GROUP LLC
SOLD
MAR 4, 2026
$484,000
3 Beds
2 Baths
1,492 sqft
4818 Breezy Palms Ct,
Windermere, FL 34786
KELLER WILLIAMS WINTER PARK
SOLD
MAR 3, 2026
$1,330,000
4 Beds
3.5 Baths
3,359 sqft
7135 Horizon Cir,
Windermere, FL 34786
THE BOSCH GROUP
SOLD
MAR 3, 2026
$515,000
4 Beds
2 Baths
2,159 sqft
11322 Rapallo Ln,
Windermere, FL 34786
REDFIN CORPORATION
SOLD
MAR 3, 2026
$660,000
3 Beds
2 Baths
2,514 sqft
1077 Lascala Dr,
Windermere, FL 34786
MEMARPOURI REALTY LLC
SOLD
FEB 27, 2026
$830,000
4 Beds
3 Baths
2,773 sqft
9495 Westover Club Cir,
Windermere, FL 34786
ALL FLORIDA PREMIER REALTY GROUP LLC
SOLD
FEB 27, 2026
$700,000
4 Beds
3.5 Baths
2,626 sqft
7522 Derexa Dr,
Windermere, FL 34786
UPWELL REALTY LLC
SOLD
FEB 27, 2026
$1,069,990
4 Beds
3.5 Baths
3,404 sqft
14421 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
FEB 27, 2026
$1,290,376
4 Beds
4 Baths
3,100 sqft
14201 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
FEB 26, 2026
$1,044,990
6 Beds
4.5 Baths
4,571 sqft
14427 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
FEB 26, 2026
$1,100,000
6 Beds
4.5 Baths
3,628 sqft
14261 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
FEB 26, 2026
$1,079,990
6 Beds
3.5 Baths
3,550 sqft
14310 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
FEB 25, 2026
$585,700
4 Beds
2 Baths
2,987 sqft
2128 Lake Crescent Ct,
Windermere, FL 34786
SOLD
FEB 25, 2026
$565,000
4 Beds
3 Baths
2,428 sqft
13850 Amelia Pond Dr,
Windermere, FL 34786
CENTURY 21 CARIOTI
SOLD
FEB 24, 2026
$526,050
5 Beds
2.5 Baths
2,521 sqft
11813 Via Lucerna Cir,
Windermere, FL 34786
REALHOME SERVICE & SOLUTIONS INC
SOLD
FEB 24, 2026
$590,000
4 Beds
3 Baths
2,406 sqft
4533 River Gem Ave,
Windermere, FL 34786
COLDWELL BANKER RESIDENTIAL RE

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