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267 listings in Windermere
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Windermere, FL
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Listings

$930,000
6752 TRELLIS VINE LOOP
WINDERMERE, 34786
5 bd·3.5 ba·3,820 sqft
251 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

$1,296,000
13596 GORGONA ISLE DR
WINDERMERE, 34786
6 bd·4.5 ba·3,794 sqft
285 days on market
Pool
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

$7,250,000
5074 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
5 bd·6.5 ba·7,099 sqft
265 days on market
Pool
Source: Stellar MLS

$679,999
13339 ROSKIN LN
WINDERMERE, 34786
4 bd·2.5 ba·2,947 sqft
265 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

$689,000
13519 BICTON LN
WINDERMERE, 34786
4 bd·3.5 ba·2,594 sqft
254 days on market
Listed by DIAMOND REAL ESTATE GROUP
Source: Stellar MLS

New
$560,000
8225 BRYCE CANYON AVE
WINDERMERE, 34786
4 bd·2.5 ba·1,840 sqft
1 day on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS

$5,975,000
9725 CHESTNUT RIDGE DR
WINDERMERE, 34786
7 bd·6 ba·8,000 sqft
263 days on market
WaterfrontPool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS

New
$4,395,000
12418 PARK AVE
WINDERMERE, 34786
0 days on market
Waterfront
Listed by JULIAN PROPERTIES, INC.
Source: Stellar MLS

$1,999,000
713 MAIN ST
WINDERMERE, 34786
6 bd·5 ba·5,031 sqft
321 days on market
Listed by THE REAL ESTATE COLLECTION LLC
Source: Stellar MLS

$9,250,000
4226 DOWNEAST LN
WINDERMERE, 34786
310 days on market
Waterfront
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

$2,950,000
6130 GROSVENOR SHORE DR
WINDERMERE, 34786
4 bd·4.5 ba·4,676 sqft
296 days on market
Pool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS

$4,750,000
9575 WESTOVER ROBERTS RD
WINDERMERE, 34786
7 bd·8 ba·8,931 sqft
311 days on market
WaterfrontPool
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS

$779,900
4415 BLUE MAJOR DR
WINDERMERE, 34786
5 bd·3 ba·3,211 sqft
342 days on market
Listed by M2M REALTY
Source: Stellar MLS

$9,250,000
4226 DOWNEAST LN
WINDERMERE, 34786
5 bd·3 ba·5,316 sqft
363 days on market
WaterfrontPool
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS

$1,100,000
1361 WHITNEY ISLES DR
WINDERMERE, 34786
4 bd·4 ba·2,787 sqft
361 days on market
Listed by ALVES AND HOWELL REALTY
Source: Stellar MLS

$2,175,000
436 E 7TH AVE
WINDERMERE, 34786
4 bd·5 ba·3,136 sqft
307 days on market
New construction
Listed by TALENT REALTY SOLUTIONS
Source: Stellar MLS

$575,000
9802 6TH AVE
WINDERMERE, 34786
262 days on market
Listed by UPSIDE REAL ESTATE INC
Source: Stellar MLS

$800,000
8724 PEACHTREE PARK CT
WINDERMERE, 34786
4 bd·3.5 ba·3,315 sqft
385 days on market
Listed by VESTI LLC
Source: Stellar MLS

$595,000
1516 HEMPEL AVE
WINDERMERE, 34786
314 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS

$900,000
0 USA
WINDERMERE, 34786
341 days on market
Listed by LAKESIDE REALTY WINDERMERE INC
Source: Stellar MLS

$1,775,000
12001 LAKE BUTLER BLVD
WINDERMERE, 34786
3 bd·3 ba·3,135 sqft
347 days on market
Pool
Listed by JULIAN PROPERTIES, INC.
Source: Stellar MLS

$4,778,000
9721 CARILLON PARK DR
WINDERMERE, 34786
6 bd·8 ba·8,305 sqft
387 days on market
WaterfrontPool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS

$3,200,000
4819 ALEXANDRA GARDEN CT
WINDERMERE, 34786
4 bd·4.5 ba·3,745 sqft
320 days on market
Pool
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS

$1,630,000
11923 LAKE BUTLER BLVD
WINDERMERE, 34786
3 bd·2 ba·2,238 sqft
354 days on market
Listed by JULIAN PROPERTIES, INC.
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated October 2, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.