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255 listings in WINDERMERE
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WINDERMERE, FL
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Listings
$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
153 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
Listed by LA ROSA REALTY BEACHES 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
174 days on market
New construction
Listed by OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS
$2,290,000
9648 WEATHERSTONE CT
WINDERMERE, 34786
6 bd·4 ba·4,482 sqft
172 days on market
WaterfrontPool
Listed by THE AGENCY FL
Source: Stellar MLS
$1,375,000
12411 MONTALCINO CIR
WINDERMERE, 34786
4 bd·4.5 ba·3,399 sqft
200 days on market
Pool
Listed by WILLIAM RAVEIS FLORIDA, LLC
Source: Stellar MLS
$584,900
9011 CHAPMAN OAK CT
WINDERMERE, 34786
4 bd·2 ba·2,050 sqft
208 days on market
Pool
Listed by TOWNE CENTER REALTY
Source: Stellar MLS
$15,500,000
12488 PARK AVE
WINDERMERE, 34786
10 bd·14.5 ba·13,425 sqft
161 days on market
WaterfrontPool
Listed by ONE LUXURY INTERNATIONAL LLC
Source: Stellar MLS
$1,089,000
715 MAGNOLIA ST
WINDERMERE, 34786
4 bd·3 ba·3,390 sqft
155 days on market
Listed by IRIS INTERNATIONAL
Source: Stellar MLS
$4,100,000
9144 ISLEWORTH GARDENS DR
WINDERMERE, 34786
3 bd·4 ba·5,004 sqft
204 days on market
Pool
Listed by MEGAN DOWDY REALTY, LLC
Source: Stellar MLS
$1,130,000
6152 GOLDEN DEWDROP TRL
WINDERMERE, 34786
8 bd·5 ba·4,830 sqft
182 days on market
Listed by VESTI LLC
Source: Stellar MLS
$939,990
14371 CREST PALM AVE
WINDERMERE, 34786
4 bd·4 ba·3,153 sqft
208 days on market
New construction
Listed by OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS
$749,995
9237 SABAL PALM CIR
WINDERMERE, 34786
3 bd·2 ba·2,469 sqft
68 days on market
Listed by OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS
$825,000
13125 FILLY CT
WINDERMERE, 34786
125 days on market
Listed by VINTAGE REALTY GROUP LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated October 14, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.