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267 listings in Windermere
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Windermere, FL
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Listings

New
$1,500,000
11035 SCHOONER WAY
WINDERMERE, 34786
4 bd·3 ba·3,517 sqft
1 day on market
Pool
Listed by LAKESIDE REALTY WINDERMERE INC
Source: Stellar MLS

$1,725,000
2503 BUTLER BAY DR N
WINDERMERE, 34786
4 bd·3 ba·3,297 sqft
155 days on market
WaterfrontPool
Listed by THE SIMON SIMAAN GROUP
Source: Stellar MLS

$475,000
11861 VERMILLION AVE
WINDERMERE, 34786
3 bd·2.5 ba·1,600 sqft
60 days on market
Listed by KARDOSH REALTY
Source: Stellar MLS

$1,090,000
1407 HEMPEL AVE
WINDERMERE, 34786
4 bd·3 ba·2,842 sqft
123 days on market
Pool
Listed by MY REALTY GROUP, LLC.
Source: Stellar MLS

New
$3,750,000
9960 6TH ST
WINDERMERE, 34786
5 bd·5.5 ba·6,182 sqft
1 day on market
PoolNew construction
Listed by NOVA REAL ESTATE SERVICES INC
Source: Stellar MLS

$5,300,000
5199 LATROBE DR
WINDERMERE, 34786
6 bd·6.5 ba·4,665 sqft
57 days on market
Pool
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS

New
$1,200,000
10984 PARK RIDGE GOTHA RD
WINDERMERE, 34786
0 days on market
Listed by HOME SOLD REALTY LLC
Source: Stellar MLS

$2,899,000
4303 ISABELLA CIR
WINDERMERE, 34786
7 bd·5 ba·5,122 sqft
150 days on market
Pool
Listed by SERHANT
Source: Stellar MLS

$499,990
7867 BERKSHIRE OAK ALY
WINDERMERE, 34786
4 bd·2.5 ba·2,221 sqft
151 days on market
Listed by MULTI CHOICE REALTY LLC
Source: Stellar MLS

$359,000
14442 DESERT HAVEN ST #4305
WINDERMERE, 34786
3 bd·2.5 ba·1,534 sqft
128 days on market
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

$299,500
8180 BOAT HOOK LOOP #109
WINDERMERE, 34786
2 bd·2 ba·1,161 sqft
142 days on market
Listed by ROMAN'S PRO REALTY LLC
Source: Stellar MLS

$1,070,990
14341 CREST PALM AVE
WINDERMERE, 34786
4 bd·4 ba·3,153 sqft
144 days on market
New construction
Listed by OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS

$6,595,000
6462 DEACON CIR
WINDERMERE, 34786
5 bd·5 ba·7,178 sqft
77 days on market
WaterfrontPool
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS

New
$549,900
1661 ROBERTS LANDING RD
WINDERMERE, 34786
0 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS

$415,000
8866 HERENCIA ALY
WINDERMERE, 34786
3 bd·2.5 ba·1,577 sqft
146 days on market
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

New
$27,000,000
5603 MARLEON DR
WINDERMERE, 34786
7 bd·9 ba·22,108 sqft
1 day on market
WaterfrontPool
Listed by PREMIER SOTHEBYS INT'L REALTY
Source: Stellar MLS

$1,572,000
33 MAIN ST
WINDERMERE, 34786
4 bd·2 ba·2,130 sqft
85 days on market
Waterfront
Listed by SAND DOLLAR REALTY GROUP INC
Source: Stellar MLS

$440,000
7612 FAIRGROVE AVE
WINDERMERE, 34786
3 bd·2.5 ba·1,742 sqft
35 days on market
Listed by FLORIDA FANTASY REAL ESTATE INC
Source: Stellar MLS

$6,995,000
9349 TIBET POINTE CIR
WINDERMERE, 34786
5 bd·7 ba·7,529 sqft
164 days on market
WaterfrontPool
Listed by CORCORAN PREMIER REALTY
Source: Stellar MLS

$5,390,000
12264 MONTALCINO CIR
WINDERMERE, 34786
4 bd·5.5 ba·7,872 sqft
86 days on market
Pool
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

$1,375,000
9119 BALMORAL MEWS SQ
WINDERMERE, 34786
4 bd·4 ba·4,052 sqft
151 days on market
Pool
Source: Stellar MLS

$1,795,000
11051 HAWKSHEAD CT
WINDERMERE, 34786
5 bd·5 ba·3,728 sqft
118 days on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS

$4,999,500
5138 FAIRWAY OAKS DR
WINDERMERE, 34786
4 bd·5 ba·4,330 sqft
137 days on market
Pool
Listed by ISLEWORTH REALTY LLC
Source: Stellar MLS

$919,990
14353 CREST PALM AVE
WINDERMERE, 34786
4 bd·3 ba·2,740 sqft
169 days on market
New construction
Listed by OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated June 5, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.