Homes Under $500K in Windermere, FL
44 listings available — swipe to find your perfect match.
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$320,0008259 Maritime Flag St Unit 4
Windermere, FL
$499,00010624 Reams Rd
Windermere, FL
$414,90012930 Vennetta Way
Windermere, FL
$425,00011636 Water Run Aly
Windermere, FL
$459,00012333 Via Derna Pl
Windermere, FL
$395,0008638 Brookvale Dr
Windermere, FL
$449,0008937 Matriarca Aly
Windermere, FL
$490,0006310 Golden Dewdrop Trl
Windermere, FL
$449,98013369 Gorgona Isle Dr
Windermere, FL
$430,00013366 Abuela Aly
Windermere, FL
$470,00012305 Via Derna Pl
Windermere, FL
$325,0008180 Boat Hook Loop Unit 108/301
Windermere, FL
$499,0008648 Powder Ridge Trl
Windermere, FL
$325,0006343 Merrick Landing Blvd
Windermere, FL
$420,00012804 Salomon Cove Dr
Windermere, FL
$464,99913733 Bressler Aly
Windermere, FL
$455,00011401 Evesham Dr
Windermere, FL
$355,00012327 Cruxbury Dr
Windermere, FL
$399,9008226 Serenity Spring Dr Unit 2402
Windermere, FL
$411,90011686 Water Run Aly
Windermere, FL
$399,00011854 Water Run Aly
Windermere, FL
$449,9005849 Soter Ln
Windermere, FL
$475,0007432 Leighside Dr
Windermere, FL
$399,00012879 Emersondale Ave
Windermere, FL
There are currently 44 homes listed under $500,000 in Windermere, FL. This price range is popular with first-time buyers and investors looking for value in the Windermere market. HomeSwipr makes it easy to browse every listing — swipe right on the homes you love and our AI learns your taste to surface better matches over time.