Search
259 listings in Windermere
Live MLS data, refreshed nightly. Click any listing for full details, photos, and a direct line to Jill.
Windermere, FL
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
Loading map…
Listings
$4,750,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
$4,250,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by STOCKWORTH REALTY GROUP
Source: Stellar MLS
New
$3,189,000
5050 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
4 bd·4.5 ba·3,365 sqft
1 day on market
Pool
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
$425,000
9764 GOTHA RD
WINDERMERE, 34786
2 bd·1 ba·1,216 sqft
47 days on market
Listed by HOMEVEST REALTY
Source: Stellar MLS
$2,500,000
5526 MARLEON DR
WINDERMERE, 34786
5 bd·4 ba·4,661 sqft
15 days on market
Pool
Listed by SERHANT
Source: Stellar MLS
$1,299,000
2540 HEMPEL COVE CT
WINDERMERE, 34786
5 bd·3 ba·3,356 sqft
58 days on market
Pool
Listed by ALIGN REAL ESTATE LLC
Source: Stellar MLS
$646,428
13325 LUSH LIME ALY
WINDERMERE, 34786
3 bd·2.5 ba·1,714 sqft
55 days on market
New construction
Listed by ASHTON WOODS FLORIDA REALTY LLC
Source: Stellar MLS
$320,000
8168 BOAT HOOK LOOP #303
WINDERMERE, 34786
3 bd·2 ba·1,442 sqft
67 days on market
Listed by SOUTHERN REALTY GROUP LLC
Source: Stellar MLS
$1,895,000
930 EAST BLVD
WINDERMERE, 34786
4 bd·4.5 ba·2,868 sqft
26 days on market
WaterfrontPool
Listed by CORCORAN PREMIER REALTY
Source: Stellar MLS
$3,580,000
4302 ISABELLA CIR
WINDERMERE, 34786
5 bd·6.5 ba·5,362 sqft
29 days on market
Pool
Listed by JC FLORIDA REALTY LLC
Source: Stellar MLS
$1,450,000
14274 CREST PALM AVE
WINDERMERE, 34786
7 bd·4.5 ba·4,443 sqft
28 days on market
Pool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS
$870,000
9043 HORIZON POINTE TRL
WINDERMERE, 34786
4 bd·3 ba·3,746 sqft
2 days on market
Pool
Listed by CENTURY 21 CARIOTI
Source: Stellar MLS
$354,000
7430 BENTONSHIRE AVE
WINDERMERE, 34786
2 bd·2.5 ba·1,412 sqft
74 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS
$775,000
8291 PROCIDA ISLE LN
WINDERMERE, 34786
4 bd·3 ba·2,224 sqft
52 days on market
Pool
Listed by KELLER WILLIAMS REALTY AT THE LAKES
Source: Stellar MLS
$1,646,000
1480 HEMPEL AVE
WINDERMERE, 34786
5 bd·4.5 ba·4,219 sqft
80 days on market
Pool
Listed by AGENT TRUST REALTY CORPORATION
Source: Stellar MLS
$910,000
1243 DINGENS AVE
WINDERMERE, 34786
4 bd·3 ba·2,670 sqft
77 days on market
Listed by REALMULTIPROPERTY LLC
Source: Stellar MLS
$575,000
6828 HELMSLEY CIR
WINDERMERE, 34786
4 bd·3 ba·2,064 sqft
52 days on market
Listed by LPT REALTY, LLC
Source: Stellar MLS
$3,599,000
3986 ISABELLA CIR
WINDERMERE, 34786
5 bd·6 ba·5,342 sqft
77 days on market
Pool
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS
$939,000
9609 WESTOVER CLUB CIR
WINDERMERE, 34786
5 bd·4.5 ba·3,797 sqft
50 days on market
Pool
Listed by ALPHA R.E. OF CENTRAL FL LLC
Source: Stellar MLS
$410,000
11425 BROWNSTONE ST
WINDERMERE, 34786
3 bd·2.5 ba·1,881 sqft
82 days on market
Listed by REDFIN CORPORATION
Source: Stellar MLS
$2,240,000
6102 S HAMPSHIRE CT
WINDERMERE, 34786
4 bd·5.5 ba·4,812 sqft
79 days on market
Pool
Listed by SOUTHERN REALTY GROUP LLC
Source: Stellar MLS
$2,050,000
11113 LAKE BUTLER BLVD
WINDERMERE, 34786
5 bd·5.5 ba·4,094 sqft
74 days on market
Listed by QUATTRO R E SOLUTIONS LLC
Source: Stellar MLS
$527,500
8630 POWDER RIDGE TRAIL
WINDERMERE, 34786
3 bd·2.5 ba·1,853 sqft
74 days on market
Listed by SUNCOAST CHOICE REALTY
Source: Stellar MLS
$649,900
5421 GEMGOLD CT
WINDERMERE, 34786
4 bd·2.5 ba·2,754 sqft
87 days on market
Listed by IRM INVEST., REAL EST.& MGMT.
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 11, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.