Florida, Winter Park Houses For Sale — from $345K | Broker One

Houses For Sale in Florida, Winter Park

Search Houses currently For Sale in Florida, Winter Park with photos, pricing, and property details updated daily. Filter by price, bedrooms, bathrooms, lot size, year built, and waterfront access to find exactly what you need.

Why buy in Florida, Winter Park?

Florida, Winter Park offers a mix of established neighborhoods and new construction, with proximity to top-rated schools, parks, dining, and major commute routes. Whether you are a first-time buyer, upsizing for a growing family, or looking for an investment property, the local market has options across every price range.

What to know before buying in Florida, Winter Park

Check property tax history, flood zone status, HOA rules, and recent comparable sales before making an offer. Our listings include assessed values, building details, and owner history to help you make informed decisions. Check for unpermitted work and review code violations on any property you are considering.

New
For Sale
$1,849,900
House
3 bds · 2 ba · 2,036 sqft
COLLEGE PLACE REP, WINTER PARK
318 VITORIA AVENUE
New
For Sale
$2,099,990
House
4 bds · 3 ba · 3,330 sqft
KENILWORTH SHORES SEC 01, WINTER PARK
525 S LAKEMONT AVENUE
New
For Sale
$540,000
House
3 bds · 2 ba · 1,618 sqft
UNRECORDED PLAT, WINTER PARK
228 RIPPLING LANE
New
For Sale
$530,000
House
3 bds · 1 ba · 1,314 sqft
BROOKSHIRE HEIGHTS 1ST ADD, WINTER PARK
2552 BROOKSHIRE AVENUE
+$70K
For Sale
$2,299,000
House
5 bds · 5 ba · 2,868 sqft
CHARMONT, WINTER PARK
1840 LAUREL ROAD
New
For Sale
$1,749,000
House
4 bds · 3 ba · 2,715 sqft
WINTER PARK VILLAGE, WINTER PARK
2525 LAFAYETTE AVENUE
New
For Sale
$4,750,000
House
5 bds · 4 ba · 4,542 sqft
LAKE MAITLAND, WINTER PARK
2525 TEMPLE DRIVE
New
For Sale
$345,000
House
4 bds · 2 ba · 1,640 sqft
EATON ESTATES, MAITLAND
501 FITZGERALD DRIVE
New
For Sale
$795,550
House
3 bds · 2 ba · 1,990 sqft
MAITLAND WOODS THIRD ADD, MAITLAND
211 TALMEDA TRAIL
New
For Sale
$675,000
House
3 bds · 2 ba · 1,770 sqft
WINTER PARK PINES, WINTER PARK
433 GILBERT ROAD
For Sale
$2,250,000
House
4 bds · 5 ba · 4,929 sqft
BALDWIN PARK 6, ORLANDO
2734 MEETING PLACE
For Sale
$549,000
House
4 bds · 2 ba · 2,015 sqft
FOREST BROOK SEC 2-A, MAITLAND
564 BROOKSIDE CIRCLE
For Sale
$795,000
House
3 bds · 2 ba · 1,563 sqft
LAKEVIEW TERRACE, WINTER PARK
1850 BRYAN AVENUE
For Sale
$990,000
House
4 bds · 3 ba · 3,044 sqft
SYBELIA PLACE, MAITLAND
313 MACARTHUR PLACE
For Sale
$1,399,000
House
5 bds · 4 ba · 3,192 sqft
HILLCREST HEIGHTS 2ND ADD, ORLANDO
2422 MUSSELWHITE AVENUE
For Sale
$1,419,900
House
4 bds · 3 ba · 2,984 sqft
LAWNDALE, WINTER PARK
1546 MILLER AVENUE
For Sale
$469,000
House
3 bds · 2 ba · 1,737 sqft
CASA ALOMA, WINTER PARK
2703 TIERRA CIRCLE
For Sale
$699,000
House
3 bds · 2 ba · 1,497 sqft
DOMMERICH ESTATES 1ST ADD MAITLAND, MAITLAND
553 ARAPAHO TRAIL
For Sale
$684,000
House
4 bds · 2 ba · 1,605 sqft
WINTER PARK PINES REP, WINTER PARK
2833 PRINCE JOHN ROAD
For Sale
$1,549,000
House
5 bds · 5 ba · 3,251 sqft
MIDWAY ADD, ORLANDO
106 W KING STREET