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Florida, Winter Park Houses For Sale — from $429K | 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.

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For Sale
$550,000
House
3 bds · 2 ba · 1,583 sqft
DOMMERICH ESTATES 1ST ADD, MAITLAND
200 SENECA TRAIL
New
For Sale
$1,349,000
House
3 bds · 3 ba · 2,464 sqft
PACKWOOD SUB, MAITLAND
120 MINNEHAHA ROAD
New
For Sale
$448,000
House
3 bds · 1 ba · 1,304 sqft
DUBSDREAD HEIGHTS, WINTER PARK
712 BAFFIE AVENUE
New
For Sale
$850,000
House
4 bds · 3 ba · 2,301 sqft
OSCEOLA OR LAKEVIEW DEED, WINTER PARK
870 N PHELPS AVENUE
New
For Sale
$1,995,000
House
4 bds · 3 ba · 3,314 sqft
EASTGATE SUB, WINTER PARK
2007 EDWIN BOULEVARD
New
For Sale
$1,950,000
House
5 bds · 4 ba · 3,560 sqft
KENILWORTH SHORES SEC 03, WINTER PARK
513 DUNRAVEN DRIVE
New
For Sale
$724,900
House
4 bds · 3 ba · 1,692 sqft
WINTER PARK PINES, WINTER PARK
266 N RANGER BOULEVARD
New
For Sale
$769,900
House
3 bds · 3 ba · 2,145 sqft
GOLFSIDE SEC 02, WINTER PARK
1003 GOLFSIDE DRIVE
New
For Sale
$479,900
House
3 bds · 2 ba · 1,614 sqft
ORWIN MANOR WESTMINSTER SEC, WINTER PARK
1660 ORANGE AVENUE
New
For Sale
$780,000
House
5 bds · 3 ba · 2,194 sqft
WINTER PARK PINES, WINTER PARK
739 ROUGHBEARD ROAD
New
For Sale
$429,900
House
3 bds · 2 ba · 1,398 sqft
WINTER PARK ESTATES SEC 5, WINTER PARK
2818 AMBERGATE ROAD
New
For Sale
$475,000
House
3 bds · 2 ba · 1,085 sqft
METZINGERS ADD, WINTER PARK
1211 SCHULTZ AVENUE
For Sale
$1,890,000
House
4 bds · 3 ba · 3,307 sqft
PARKLANDO 03, WINTER PARK
2614 PARKLAND DRIVE
For Sale
$2,990,000
House
5 bds · 4 ba · 4,050 sqft
KENILWORTH SHORES SEC 01, WINTER PARK
532 LANGHOLM DRIVE
For Sale
$2,089,000
House
4 bds · 3 ba · 3,479 sqft
CHARMONT, WINTER PARK
1951 WINTER PARK ROAD
For Sale
$1,599,000
House
4 bds · 3 ba · 2,942 sqft
LAKE KILLARNEY SHORES, WINTER PARK
533 COUNTRY CLUB DRIVE
For Sale
$1,250,000
House
3 bds · 2 ba · 1,747 sqft
KILLARNEY ESTATES, WINTER PARK
120 BROADVIEW AVENUE
For Sale
$1,050,000
House
3 bds · 2 ba · 2,009 sqft
ORWIN MANOR LAKE SHORE SEC, ORLANDO
1205 DORCHESTER STREET
For Sale
$1,600,000
House
6 bds · 4 ba · 3,707 sqft
COLLEGE PARK CASTLE CONDO, ORLANDO
3306 HARRISON AVENUE
For Sale
$3,695,999
House
4 bds · 5 ba · 3,658 sqft
LAKE KNOWLES TERRACE ADD 02, WINTER PARK
1742 TEMPLE DRIVE