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259 listings in Windermere
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Windermere, FL
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Listings
New
$3,250,000
6126 PAYNE STEWART DR
WINDERMERE, 34786
3 bd·3.5 ba·2,848 sqft
1 day on market
Pool
Listed by IRWIN REALTY GROUP LLC
Source: Stellar MLS
$560,000
11543 CHARNOCK DR
WINDERMERE, 34786
4 bd·2.5 ba·2,214 sqft
41 days on market
Listed by PM ELITE REALTY LLC
Source: Stellar MLS
New
$4,395,000
5186 VARDON DR
WINDERMERE, 34786
6 bd·6 ba·4,739 sqft
1 day on market
Pool
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS
$625,000
12809 HOLDENBURY LN
WINDERMERE, 34786
4 bd·2.5 ba·2,683 sqft
36 days on market
Waterfront
Listed by WATSON REALTY CORP
Source: Stellar MLS
$549,990
13317 LUSH LIME ALY
WINDERMERE, 34786
3 bd·2.5 ba·1,699 sqft
33 days on market
New construction
Listed by ASHTON WOODS FLORIDA REALTY LLC
Source: Stellar MLS
$525,000
13738 EDEN ISLE BLVD
WINDERMERE, 34786
4 bd·2 ba·2,020 sqft
34 days on market
Pool
Listed by THE PROPERTY FIRM
Source: Stellar MLS
$7,450,000
9343 TIBET POINTE CIR
WINDERMERE, 34786
7 bd·9 ba·8,362 sqft
12 days on market
WaterfrontPool
Listed by NOVA REAL ESTATE SERVICES INC
Source: Stellar MLS
$2,995,000
13101 BELLARIA CIR
WINDERMERE, 34786
6 bd·8 ba·7,321 sqft
29 days on market
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS
$489,900
13535 BRAMHAM LN
WINDERMERE, 34786
3 bd·2 ba·1,820 sqft
35 days on market
Listed by CENTURY 21 CARIOTI
Source: Stellar MLS
$945,000
9010 REFLECTION POINTE DR
WINDERMERE, 34786
4 bd·3.5 ba·3,264 sqft
3 days on market
Pool
Listed by PREMIER SOTHEBYS INT'L REALTY
Source: Stellar MLS
New
$19,500,000
5192 VARDON DR
WINDERMERE, 34786
6 bd·9 ba·13,494 sqft
1 day on market
WaterfrontPool
Listed by IRWIN REALTY GROUP LLC
Source: Stellar MLS
$1,300,000
101 LEE ST
WINDERMERE, 34786
5 bd·4 ba·4,186 sqft
48 days on market
Pool
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
$645,000
7252 BACKWOODS TRL
WINDERMERE, 34786
4 bd·3 ba·2,214 sqft
44 days on market
Listed by REALSOURCE PROPERTY MANGNT LLC
Source: Stellar MLS
$689,900
6614 BRIDGEWATER VILLAGE RD
WINDERMERE, 34786
5 bd·3 ba·3,006 sqft
40 days on market
Listed by MY REALTY GROUP, LLC.
Source: Stellar MLS
$379,900
8608 BROOKVALE DR
WINDERMERE, 34786
3 bd·2.5 ba·1,480 sqft
30 days on market
Listed by AGENT TRUST REALTY CORPORATION
Source: Stellar MLS
$18,750,000
5036 LATROBE DR
WINDERMERE, 34786
6 bd·8 ba·15,337 sqft
2 days on market
WaterfrontPoolNew construction
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS
$700,000
628 FOREST ST
WINDERMERE, 34786
1 bd·1 ba·750 sqft
14 days on market
Listed by VINTAGE REALTY GROUP LLC
Source: Stellar MLS
$445,000
12333 VIA DERNA PL
WINDERMERE, 34786
3 bd·2.5 ba·1,919 sqft
44 days on market
Listed by KARDOSH REALTY
Source: Stellar MLS
$2,685,000
8142 TIBET BUTLER DR
WINDERMERE, 34786
5 bd·6.5 ba·5,747 sqft
47 days on market
Pool
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
$1,249,999
14360 CREST PALM AVE
WINDERMERE, 34786
6 bd·4.5 ba·4,585 sqft
56 days on market
Listed by KELLER WILLIAMS WINTER PARK
Source: Stellar MLS
New
$7,200,000
5373 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
5 bd·5.5 ba·5,993 sqft
1 day on market
Pool
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
$3,300,000
515 W 2ND AVE
WINDERMERE, 34786
4 bd·5.5 ba·3,966 sqft
7 days on market
WaterfrontPool
Listed by VINTAGE REALTY GROUP LLC
Source: Stellar MLS
$349,900
12417 CRUXBURY DR
WINDERMERE, 34786
2 bd·2.5 ba·1,311 sqft
61 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS
$5,250,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 25, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.