Homes under $400K in Winter Springs, FL

63 for sale · 134 homes listed · Updated September 25, 2026 · Page 1 of 3

• 113 lido road, Winter Springs 32708 $359,900 · 4 bd · 2 ba · 1,312 sqft
• 270 san gabriel street, Winter Springs 32708 $242,000 · 3 bd · 2 ba · 1,089 sqft
• 506 club drive, Winter Springs 32708 $215,000 · 2 bd · 2 ba · 1,002 sqft
• 709 sailfish road, Winter Springs 32708 $392,500 · 3 bd · 2 ba · 1,737 sqft
• 600 northern way 201, Winter Springs 32708 $274,900 · 3 bd · 2 ba · 1,425 sqft
• 600 northern way 1608, Winter Springs 32708 $272,000 · 3 bd · 2 ba · 1,425 sqft
• 421 horizon drive, Winter Springs 32708 $285,000 · 3 bd · 2 ba · 1,069 sqft
• 499 club drive, Winter Springs 32708 $210,000 · 2 bd · 2 ba · 1,224 sqft
• 476 club drive, Winter Springs 32708 $267,500 · 3 bd · 2 ba · 1,460 sqft
• 130 deer song drive, Winter Springs 32708 $310,000 · 3 bd · 2 ba · 1,105 sqft
• 702 glasgow court, Winter Springs 32708 $301,000 · 4 bd · 3 ba · 1,878 sqft
• 4113 hedge maple place, Winter Springs 32708 $276,200 · 2 bd · 3 ba · 1,330 sqft
• 240 moree loop 3, Winter Springs 32708 $170,000 · 3 bd · 2 ba · 1,187 sqft
• 299 woodgreen lane, Winter Springs 32708 $275,000 · 3 bd · 3 ba · 1,326 sqft
• 1024 dinero drive, Winter Springs 32708 $393,000 · 3 bd · 2 ba · 1,463 sqft
• 50 sheoah boulevard 33, Winter Springs 32708 $167,777 · 2 bd · 2 ba · 972 sqft
• 335 kirkcaldy drive, Winter Springs 32708 $324,900 · 3 bd · 2 ba · 1,178 sqft
• 221 sherry avenue, Winter Springs 32708 $351,900 · 4 bd · 2 ba · 1,700 sqft
• 343 san miguel street 343, Winter Springs 32708 $155,000 · 2 bd · 2 ba · 945 sqft
• 108 sundance court, Winter Springs 32708 $349,900 · 3 bd · 2 ba · 1,161 sqft
• 207 birch terrace, Winter Springs 32708 $297,000 · 3 bd · 2 ba · 1,318 sqft
• 429 sheoah boulevard 9, Winter Springs 32708 $199,000 · 3 bd · 2 ba · 1,187 sqft
• 1357 mill stream lane, Winter Springs 32708 $390,000 · 3 bd · 3 ba · 1,606 sqft
• 498 green spring circle, Winter Springs 32708 $249,000 · 2 bd · 2 ba · 1,363 sqft
• 830 dunbar terrace, Winter Springs 32708 $344,000 · 3 bd · 3 ba · 1,792 sqft
• 605 casa park court h, Winter Springs 32708 $229,000 · 2 bd · 3 ba · 1,156 sqft
• 220 moree loop 2, Winter Springs 32708 $140,000 · 1 bd · 1 ba · 710 sqft
• 142 bayberry court, Winter Springs 32708 $359,000 · 4 bd · 2 ba · 1,425 sqft
• 758 north gretna court, Winter Springs 32708 $390,000 · 4 bd · 3 ba · 2,150 sqft
• 457 gee hammock lane, Winter Springs 32708 $365,000 · 3 bd · 3 ba · 1,435 sqft
• 1453 casa park circle, Winter Springs 32708 $244,999 · 2 bd · 2 ba · 1,156 sqft
• 629 alton road, Winter Springs 32708 $384,900 · 3 bd · 2 ba · 1,210 sqft
• 227 mcleods way, Winter Springs 32708 $390,000 · 3 bd · 4 ba · 1,872 sqft
• 472 harbor winds court, Winter Springs 32708 $329,000 · 3 bd · 3 ba · 1,680 sqft
• 321 kirkcaldy drive, Winter Springs 32708 $350,000 · 2 bd · 2 ba · 1,502 sqft
• 617 pinebranch circle, Winter Springs 32708 $339,900 · 3 bd · 3 ba · 1,602 sqft
• 1224 andes drive, Winter Springs 32708 $394,900 · 3 bd · 2 ba · 1,695 sqft
• 212 south cortez avenue, Winter Springs 32708 $375,000 · 4 bd · 3 ba · 1,344 sqft
• 311 san miguel street, Winter Springs 32708 $178,900 · 2 bd · 2 ba · 945 sqft
• 923 torrey pine drive, Winter Springs 32708 $360,000 · 2 bd · 2 ba · 1,193 sqft
• 70 moree loop 61, Winter Springs 32708 $179,900 · 2 bd · 2 ba · 1,080 sqft
• 662 nighthawk circle, Winter Springs 32708 $374,400 · 3 bd · 3 ba · 1,583 sqft
• 1307 park villa place, Winter Springs 32708 $239,900 · 2 bd · 2 ba · 1,156 sqft
• 611 casa park a court, Winter Springs 32708 $234,900 · 2 bd · 3 ba · 1,156 sqft
• 272 san gabriel street, Winter Springs 32708 $275,000 · 3 bd · 2 ba · 1,105 sqft
• 311 san miguel street 311, Winter Springs 32708 $178,900 · 2 bd · 2 ba · 945 sqft
• 736 summerland drive, Winter Springs 32708 $295,900 · 3 bd · 2 ba · 1,298 sqft
• 600 northern way 1108, Winter Springs 32708 $267,500 · 3 bd · 3 ba · 1,411 sqft
• 412 horizon drive, Winter Springs 32708 $284,000 · 3 bd · 2 ba · 1,101 sqft
• 203 cottonwood drive, Winter Springs 32708 $349,000 · 3 bd · 2 ba · 1,168 sqft