New
$350,000
3 bd · 2 ba · 1,784 sqft
615 Pearl Rd, Winter Springs, FL
Kelly Sue Stonebreaker · RE/MAX TOWN & COUNTRY REALTY
Homes Under $400K in Winter Springs, FL
Hide MapHomes Under $400K in Winter Springs, FL
24 of 67 Listings
New$350,000
3 bd · 2 ba · 1,784 sqft
615 Pearl Rd, Winter Springs, FL
Kelly Sue Stonebreaker · RE/MAX TOWN & COUNTRY REALTY
NewOpen house Sat, Oct 3 · 11:00 AM$399,000
3 bd · 4 ba · 1,932 sqft
1436 Winter Wharf Ln, Winter Springs, FL
Johnna Brizendine · COLDWELL BANKER REALTY
New50$284,900
3 bd · 2 ba · 960 sqft
711 Thistle Pl, Winter Springs, FL
Kim Laney · FLORIDA REALTY INVESTMENTS
New75$340,000
2 bd · 2 ba · 1,560 sqft
672 Nighthawk Cir, Winter Springs, FL
Daniel Prior LLC · CREEGAN GROUP
Open house Sat, Oct 3 · 12:00 PM41$394,900
3 bd · 2 ba · 1,463 sqft
1024 Dinero Dr, Winter Springs, FL
Jesse McNinch · LPT REALTY LLC
Open house Sat, Oct 3 · 10:00 AM42$365,000
2 bd · 2 ba · 1,289 sqft
725 Adidas Rd, Winter Springs, FL
Becky Johnson · EXP REALTY LLC
28$399,900
3 bd · 2 ba · 1,550 sqft
813 Leopard Trail, Winter Springs, FL
Ian Anderson · EXP Realty LLC
36$206,999
2 bd · 2 ba · 898 sqft
131 Kristi Ann Ct, Winter Springs, FL
Megan Bish · 407 PROPERTIES
22$275,000
3 bd · 2 ba · 1,366 sqft
700 Castlewood Dr, Winter Springs, FL
Mel Bernstein · PREMIER SOTHEBYS INT'L REALTY
25$275,000
3 bd · 2 ba · 1,366 sqft
728 Ridgewood Way, Winter Springs, FL
Mel Bernstein · PREMIER SOTHEBYS INT'L REALTY
29$220,000
2 bd · 2 ba · 896 sqft
130 Rhoden Ln, Winter Springs, FL
Kelly Popchock · KELLER WILLIAMS REALTY AT THE PARKS
55$309,000
3 bd · 2 ba · 1,101 sqft
414 Horizon Dr, Winter Springs, FL
Sara Nicholas, PA · CHARLES RUTENBERG REALTY ORLANDO
Open house Sun, Oct 4 · 2:00 PM45$330,000
2 bd · 3 ba · 1,558 sqft
512 Pinebranch Cir, Winter Springs, FL
Steven Luppert · COMPASS FLORIDA LLC
34$325,000
3 bd · 2 ba · 1,201 sqft
654 Cypress Ln, Winter Springs, FL
Wayne Mottley · ELEGANT REALTY LLC
18$210,000
2 bd · 2 ba · 898 sqft
113 Kristi Ann Ct, Winter Springs, FL
Jose Perez · COLDWELL BANKER REALTY
Price Reduced21$166,000
2 bd · 2 ba · 936 sqft
417 Sheoah Blvd #17, Winter Springs, FL
Valerie Casals · INVESTOR'S REAL ESTATE LLC
46$349,000
3 bd · 2 ba · 1,168 sqft
203 Cottonwood Dr, Winter Springs, FL
Johnna Brizendine · COLDWELL BANKER REALTY
54$399,000
3 bd · 3 ba · 1,476 sqft
1406 Blumberg Blvd, Winter Springs, FL
Dominick Florio · RE/MAX TOWN & COUNTRY REALTY
37$344,900
3 bd · 3 ba · 1,605 sqft
1482 Creekside Cir, Winter Springs, FL
Ken Pozek · REAL BROKER, LLC
22$369,500
3 bd · 4 ba · 1,854 sqft
412 Blue Bayou Ln, Winter Springs, FL
Gislene Moorman · ICONNECT REAL ESTATE
Price Reduced56$295,900
3 bd · 2 ba · 1,298 sqft
736 Summerland Dr, Winter Springs, FL
Jose Hernandez · LA ROSA REALTY CW PROPERTIES L
Price Reduced27$245,000
3 bd · 3 ba · 1,411 sqft
600 Northern Way #1108, Winter Springs, FL
Tae Harper · ALFANO PROPERTY MANAGEMENT
53$178,900
2 bd · 2 ba · 945 sqft
311 San Miguel St #311, Winter Springs, FL
Michael Ussery · COLDWELL BANKER COAST REALTY
Price Reduced35$234,900
2 bd · 3 ba · 1,156 sqft
611 Casa Park a Ct, Winter Springs, FL
Erica Diltz · BALDWIN PARK REALTY LLC
Homes Under $400K in Winter Springs, FL: 67 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Single Family Residence | 29 | 43.3% |
| Townhouse | 24 | 35.8% |
| Condominium | 12 | 17.9% |
Daytona Beach Area Association of REALTORSStellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.5% of asking price
Buyers here are paying below asking. MLS · 42 sales · as of Sep 28, 2026