Florida, Winter Park Houses For Sale — from $355K | 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
$2,725,000
House
5 bds · 4 ba · 3,784 sqft
CONWILL ESTATES, WINTER PARK
1773 WALNUT AVENUE
New
For Sale
$1,319,950
House
4 bds · 2 ba · 3,474 sqft
MAITLAND SHORES FIRST ADD, WINTER PARK
952 MOSS LANE
New
For Sale
$1,925,000
House
5 bds · 4 ba · 3,246 sqft
LAKE FOREST PARK, WINTER PARK
2260 MULBRY DRIVE
New
For Sale
$355,000
House
4 bds · 2 ba · 1,582 sqft
TANGLEWOOD SEC 3 REP, WINTER PARK
5218 LAKE HOWELL ROAD
New
For Sale
$589,000
House
3 bds · 2 ba · 1,384 sqft
MAGNOLIA GARDENS SUB, WINTER PARK
7 CARVER COURT
New
For Sale
$679,000
House
3 bds · 3 ba · 1,664 sqft
GHIO TERRACE SEC 01, ORLANDO
2620 MARBLE AVENUE
New
For Sale
$365,000
House
3 bds · 1 ba · 1,185 sqft
RIDGE HIGH SUB, WINTER PARK
2136 LINDEN ROAD
New
For Sale
$629,000
House
2 bds · 2 ba · 1,249 sqft
ORANGEWOOD PARK, WINTER PARK
2825 MULFORD AVENUE
New
For Sale
$5,999,990
House
4 bds · 4 ba · 3,880 sqft
MAITLAND SHORES FIRST ADD, WINTER PARK
2661 VIA TUSCANY
New
For Sale
$669,900
House
3 bds · 2 ba · 1,420 sqft
WINTER PARK PINES, WINTER PARK
274 N RANGER BOULEVARD
New
For Sale
$699,000
House
4 bds · 2 ba · 1,509 sqft
BROOKSHIRE HEIGHTS, WINTER PARK
2260 COLDSTREAM DRIVE
New
For Sale
$380,000
House
3 bds · 1 ba · 1,143 sqft
WINTER PARK ESTATES, WINTER PARK
2626 AMBERGATE ROAD
New
For Sale
$639,000
House
3 bds · 2 ba · 1,783 sqft
KENILWORTH SHORES SEC 01, WINTER PARK
508 BRECHIN DRIVE
New
For Sale
$419,900
House
2 bds · 1 ba · 1,240 sqft
ANDERSON PARK, ORLANDO
2819 ELIZABETH AVENUE
New
For Sale
$1,300,000
House
3 bds · 2 ba · 1,873 sqft
EDGEWOOD SUB, WINTER PARK
1922 HAMMERLIN AVENUE
For Sale
$1,799,900
House
5 bds · 4 ba · 3,252 sqft
CHARLES JOY SUB, ORLANDO
10 W HARVARD STREET
For Sale
$360,000
House
4 bds · 2 ba · 1,664 sqft
RIDGE HIGH SUB, WINTER PARK
2122 RIDGE DRIVE
For Sale
$1,350,000
House
4 bds · 4 ba · 2,998 sqft
ELIZABETH HEIGHTS SUB, WINTER PARK
1320 ORCHID AVENUE
For Sale
$725,000
House
3 bds · 2 ba · 1,563 sqft
LAKEVIEW TERRACE, WINTER PARK
1850 BRYAN AVENUE
For Sale
$700,000
House
4 bds · 3 ba · 2,016 sqft
CONWILL ESTS, WINTER PARK
1592 ARBOR PARK DRIVE