Buy
- Windermere
- Homes for Sale
- Open Houses
- New Homes
- Recently Sold
Rent
- Windermere
- Apartments for Rent
- Houses for Rent
- Townhomes for Rent
- Post A Rental Listing
Mortgage

Recently Sold Homes in Windermere, FL

488 homes

Use arrow keys to navigate
SOLD
MAY 9, 2026
$910,000
3 Beds
2.5 Baths
2,475 sqft
735 Oakdale St,
Windermere, FL 34786
ALTIS REALTY
Use arrow keys to navigate
SOLD
MAY 8, 2026
$3,000,000
5 Beds
6 Baths
6,335 sqft
6133 S Hampshire Ct,
Windermere, FL 34786
KEENE'S POINTE REALTY
Use arrow keys to navigate
SOLD
MAY 8, 2026
$1,540,000
5 Beds
4 Baths
3,464 sqft
8438 Tibet Butler Dr,
Windermere, FL 34786
WRA BUSINESS & REAL ESTATE
Use arrow keys to navigate
SOLD
MAY 8, 2026
$1,100,000
4 Beds
3 Baths
2,614 sqft
11608 Claymont Cir,
Windermere, FL 34786
SOUTHERN REALTY GROUP LLC
Use arrow keys to navigate
SOLD
MAY 8, 2026
$725,000
3 Beds
2.5 Baths
2,260 sqft
8737 Iron Mountain Trl,
Windermere, FL 34786
THE REAL ESTATE COLLECTION LLC
Use arrow keys to navigate
SOLD
MAY 8, 2026
$600,000
5 Beds
3.5 Baths
2,396 sqft
11578 Ashlin Park Blvd,
Windermere, FL 34786
CENTURY 21 CARIOTI
Use arrow keys to navigate
SOLD
MAY 8, 2026
$325,000
3 Beds
2 Baths
1,442 sqft
11564 Mizzon Dr #903/110,
Windermere, FL 34786
WINDERMERE REALTY GROUP
SOLD
MAY 7, 2026
$1,400,000
6 Beds
4.5 Baths
5,316 sqft
17521 Black Rail St,
Windermere, FL 34786
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 6, 2026
$6,000,000
6 Beds
5.5 Baths
6,706 sqft
1002 Down Reserve Ct,
Windermere, FL 34786
WRA BUSINESS & REAL ESTATE
SOLD
MAY 5, 2026
$575,000
4 Beds
2 Baths
2,280 sqft
11531 Vicolo Loop,
Windermere, FL 34786
THE ROSENBLOOM TEAM
SOLD
MAY 5, 2026
$2,750
4 Beds
4 Baths
3,169 sqft
8531 Eagles Loop Cir,
Windermere, FL 34786
SOLD
MAY 5, 2026
$2,400,000
5 Beds
6.5 Baths
6,248 sqft
8402 Lake Burden Cir,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
MAY 4, 2026
$890,000
5 Beds
4 Baths
3,070 sqft
13858 Caywood Pond Dr,
Windermere, FL 34786
SPRING REALTY ONE LLC
SOLD
MAY 4, 2026
$605,000
4 Beds
2 Baths
2,215 sqft
7208 Tattant Blvd,
Windermere, FL 34786
KELLER WILLIAMS WINTER PARK
SOLD
MAY 1, 2026
$1,318,000
5 Beds
5.5 Baths
3,383 sqft
1625 Down Lake Dr,
Windermere, FL 34786
THE ROSENBLOOM TEAM
SOLD
MAY 1, 2026
$1,310,000
4 Beds
3 Baths
2,945 sqft
8447 Woburn Ct,
Windermere, FL 34786
FLORIDA REALTY INVESTMENTS
SOLD
MAY 1, 2026
$1,560,000
4 Beds
3.5 Baths
3,919 sqft
12663 Hawkstone Dr,
Windermere, FL 34786
SOLD
MAY 1, 2026
$630,000
4 Beds
2.5 Baths
2,214 sqft
7264 Backwoods Trl,
Windermere, FL 34786
NOVA REAL ESTATE SERVICES INC
SOLD
APR 30, 2026
$352,500
2 Beds
2 Baths
1,155 sqft
5317 Keenes Pheasant Dr,
Windermere, FL 34786
COLDWELL BANKER REALTY
SOLD
APR 30, 2026
$540,000
4 Beds
2.5 Baths
2,460 sqft
6718 Romney Ln,
Windermere, FL 34786
LPT REALTY, LLC
SOLD
APR 30, 2026
$731,000
4 Beds
3.5 Baths
2,745 sqft
13320 Fernow St,
Windermere, FL 34786
HOMEVEST REALTY
SOLD
APR 30, 2026
$631,900
4 Beds
3.5 Baths
2,664 sqft
6573 Helmsley Cir,
Windermere, FL 34786
WATSON REALTY CORP.
SOLD
APR 30, 2026
$390,000
3 Beds
2.5 Baths
1,565 sqft
12879 Emersondale Ave,
Windermere, FL 34786
UNIONE REALTY INC
SOLD
APR 30, 2026
$500,000
4 Beds
2.5 Baths
2,035 sqft
12121 Silverlake Park Dr,
Windermere, FL 34786
EXP REALTY LLC
SOLD
APR 30, 2026
$640,000
4 Beds
2.5 Baths
2,908 sqft
6638 Bridgewater Village Rd,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
APR 30, 2026
$585,000
3 Beds
3.5 Baths
2,720 sqft
6626 Bridgewater Village Rd,
Windermere, FL 34786
CENTURY 21 CARIOTI
SOLD
APR 30, 2026
$400,000
3 Beds
2.5 Baths
1,588 sqft
11854 Water Run Alley,
Windermere, FL 34786
PREMIER SOTHEBYS INT'L REALTY
SOLD
APR 30, 2026
$3,100,000
5 Beds
6.5 Baths
5,501 sqft
5024 Sawyer Cove Way,
Windermere, FL 34786
STOCKWORTH REALTY GROUP
SOLD
APR 30, 2026
$970,000
4 Beds
2.5 Baths
3,239 sqft
14377 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
APR 29, 2026
$1,330,000
5 Beds
4.5 Baths
3,856 sqft
1826 Windermeredown Pl,
Windermere, FL 34786
VINTAGE REALTY GROUP LLC
SOLD
APR 29, 2026
$2,171,470
5 Beds
4.5 Baths
3,994 sqft
1020 Oakdale St,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
APR 29, 2026
$1,500,000
4 Beds
4.5 Baths
3,447 sqft
11821 Waterstone Loop Dr,
Windermere, FL 34786
VOLKE REAL ESTATE LLC
SOLD
APR 28, 2026
$390,000
3 Beds
2.5 Baths
2,028 sqft
8226 Serenity Spring Dr #2402,
Windermere, FL 34786
EXP REALTY LLC
SOLD
APR 28, 2026
$990,000
4 Beds
4 Baths
3,100 sqft
14285 Crest Palm Ave,
Windermere, FL 34786
OLYMPUS EXECUTIVE REALTY INC
SOLD
APR 27, 2026
$1,030,000
4 Beds
3.5 Baths
3,080 sqft
6569 Crestmont Glen Ln,
Windermere, FL 34786
THE AGENCY FL
SOLD
APR 27, 2026
$375,000
3 Beds
2.5 Baths
1,428 sqft
12683 Langstaff Dr,
Windermere, FL 34786
KELLER WILLIAMS REALTY AT THE LAKES
SOLD
APR 27, 2026
$545,000
4 Beds
2.5 Baths
2,214 sqft
7885 Berkshire Oak Aly,
Windermere, FL 34786
U S GLORY REALTY
SOLD
APR 25, 2026
$975,000
4 Beds
3.5 Baths
3,088 sqft
9155 Panzani Pl,
Windermere, FL 34786
WEMERT GROUP REALTY LLC
SOLD
APR 24, 2026
$620,000
5 Beds
3 Baths
2,555 sqft
6846 Helmsley Cir,
Windermere, FL 34786
COMPASS FLORIDA LLC
SOLD
APR 24, 2026
$630,000
4 Beds
3.5 Baths
2,665 sqft
12989 Westside Village Loop,
Windermere, FL 34786
NUMBER 1 BROKER, 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