Florida, Winter Springs Houses For Sale — from $249K | Broker One

Houses For Sale in Florida, Winter Springs

Search Houses currently For Sale in Florida, Winter Springs 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 Springs?

Florida, Winter Springs 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 Springs

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.

For Sale
$625,000
House
4 bds · 3 ba · 2,333 sqft
TUSKA RIDGE UNIT 7, OVIEDO
2405 BLOSSOMWOOD DRIVE
For Sale
$297,000
House
3 bds · 2 ba · 1,318 sqft
NORTH ORLANDO TERRACE, WINTER SPRINGS
207 BIRCH TERRACE
For Sale
$398,900
House
3 bds · 2 ba · 1,225 sqft
SPORTSMANS PARADISE, CASSELBERRY
43 N WINTER PARK DRIVE
New
For Sale
$469,000
House
3 bds · 2 ba · 1,821 sqft
STERLING OAKS, CASSELBERRY
1616 E SANDPIPER TRAIL
+$10K
For Sale
$359,900
House
3 bds · 2 ba · 1,437 sqft
MOUNT GREENWOOD UNIT 1, WINTER SPRINGS
339 INGLENOOK CIRCLE
New
For Sale
$674,900
House
4 bds · 2 ba · 2,644 sqft
TUSKABAY, WINTER SPRINGS
4901 PETRA CT
New
For Sale
$579,900
House
3 bds · 2 ba · 2,153 sqft
SENECA BEND, OVIEDO
50 OAK BEND COURT
New
For Sale
$799,900
House
5 bds · 3 ba · 3,286 sqft
BARRINGTON ESTATES, WINTER SPRINGS
1618 WRENTHAM CT
New
For Sale
$460,000
House
3 bds · 2 ba · 1,612 sqft
OAK FOREST UNIT 3, WINTER SPRINGS
877 BENCHWOOD DRIVE
New
For Sale
$749,900
House
4 bds · 3 ba · 3,195 sqft
TUSCAWILLA UNIT 14B, WINTER SPRINGS
1838 SENECA BLVD
New
For Sale
$420,000
House
3 bds · 2 ba · 1,791 sqft
GREENBRIAR SUB PH 2, WINTER SPRINGS
907 GLEN ABBEY CIRCLE
New
For Sale
$575,000
House
4 bds · 2 ba · 2,177 sqft
OAK LEAF, CASSELBERRY
333 KIMI COURT
New
For Sale
$410,000
House
3 bds · 2 ba · 1,821 sqft
OAK FOREST UNIT 4, WINTER SPRINGS
984 TURKEY HOLLOW CIRCLE
New
For Sale
$425,000
House
3 bds · 2 ba · 1,541 sqft
STERLING PARK UNIT 03, CASSELBERRY
295 QUAIL COURT
For Sale
$249,990
House
2 bds · 2 ba · 1,105 sqft
DEERSONG 2, WINTER SPRINGS
294 SAN GABRIEL STREET
For Sale
$359,000
House
3 bds · 2 ba · 1,438 sqft
CAMELOT UNIT 2, CASSELBERRY
1241 AVALON BOULEVARD
For Sale
$349,900
House
3 bds · 2 ba · 1,161 sqft
THE SEASONS, WINTER SPRINGS
108 SUNDANCE COURT
For Sale
$849,900
House
5 bds · 4 ba · 3,739 sqft
HAMMOCK RESERVE, OVIEDO
1266 CALYPSO WAY
For Sale
$739,900
House
4 bds · 3 ba · 2,433 sqft
SEVILLE CHASE, WINTER SPRINGS
130 SEVILLE CHASE DRIVE
For Sale
$509,900
House
3 bds · 3 ba · 1,905 sqft
OAK FOREST UNIT 1, WINTER SPRINGS
1020 TAPROOT DRIVE