Homes under $400K in Winter Springs, FL

68 homes for sale · Updated August 12, 2026 · Page 1 of 2

• 600 northern way 502, Winter Springs 32708 $249,900 · 3 bd · 2 ba · 1,425 sqft
• 113 lido road, Winter Springs 32708 $365,000 · 4 bd · 2 ba · 1,312 sqft
• 30 moree loop 39, Winter Springs 32708 $210,000 · 3 bd · 3 ba · 1,400 sqft
• 270 san gabriel street, Winter Springs 32708 $249,900 · 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 $397,500 · 3 bd · 2 ba · 1,737 sqft
• 116 philadelphia way, Winter Springs 32708 $304,900 · 3 bd · 3 ba · 1,468 sqft
• 446 club drive, Winter Springs 32708 $269,000 · 3 bd · 2 ba · 1,460 sqft
• 600 northern way 1608, Winter Springs 32708 $272,000 · 3 bd · 2 ba · 1,425 sqft
• 421 horizon drive, Winter Springs 32708 $289,000 · 3 bd · 2 ba · 1,069 sqft
• 455 old farm lane, Winter Springs 32708 $326,000 · 2 bd · 2 ba · 1,085 sqft
• 499 club drive, Winter Springs 32708 $210,000 · 2 bd · 2 ba · 1,224 sqft
• 476 club drive, Winter Springs 32708 $275,000 · 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
• 710 briarwood drive, Winter Springs 32708 $355,000 · 4 bd · 2 ba · 1,769 sqft
• 4113 hedge maple place, Winter Springs 32708 $276,200 · 2 bd · 3 ba · 1,330 sqft
• 240 moree loop 3, Winter Springs 32708 $179,000 · 3 bd · 2 ba · 1,187 sqft
• 276 san gabriel street, Winter Springs 32708 $279,000 · 3 bd · 2 ba · 1,089 sqft
• 807 buckie drive, Winter Springs 32708 $375,000 · 3 bd · 2 ba · 1,574 sqft
• 299 woodgreen lane, Winter Springs 32708 $283,500 · 3 bd · 3 ba · 1,326 sqft
• 1384 mill stream lane, Winter Springs 32708 $360,000 · 3 bd · 4 ba · 1,932 sqft
• 335 kirkcaldy drive, Winter Springs 32708 $329,900 · 3 bd · 2 ba · 1,178 sqft
• 221 sherry avenue, Winter Springs 32708 $352,900 · 4 bd · 2 ba · 1,700 sqft
• 335 lansbrook lane, Winter Springs 32708 $324,000 · 2 bd · 2 ba · 1,129 sqft
• 497 club drive, Winter Springs 32708 $199,900 · 2 bd · 2 ba · 1,224 sqft
• 600 northern way 1804, Winter Springs 32708 $290,000 · 4 bd · 3 ba · 1,726 sqft
• 108 sundance court, Winter Springs 32708 $349,900 · 3 bd · 2 ba · 1,161 sqft
• 412 blue bayou lane, Winter Springs 32708 $374,900 · 3 bd · 4 ba · 1,854 sqft
• 207 birch terrace, Winter Springs 32708 $297,000 · 3 bd · 2 ba · 1,318 sqft
• 504 green spring circle, Winter Springs 32708 $235,000 · 2 bd · 3 ba · 1,363 sqft
• 429 sheoah boulevard 9, Winter Springs 32708 $199,000 · 3 bd · 2 ba · 1,187 sqft
• 1357 mill stream lane, Winter Springs 32708 $394,900 · 3 bd · 3 ba · 1,606 sqft
• 203 sweetgum, Winter Springs 32708 $399,000 · 3 bd · 2 ba · 1,218 sqft
• 453 gee hammock lane, Winter Springs 32708 $375,000 · 3 bd · 3 ba · 1,519 sqft
• 498 green spring circle, Winter Springs 32708 $249,000 · 2 bd · 2 ba · 1,363 sqft
• 830 dunbar terrace, Winter Springs 32708 $357,000 · 3 bd · 3 ba · 1,792 sqft
• 101 south flamingo avenue, Winter Springs 32708 $365,500 · 3 bd · 2 ba · 1,368 sqft
• 605 casa park court h, Winter Springs 32708 $239,000 · 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 $375,000 · 4 bd · 2 ba · 1,425 sqft
• 457 gee hammock lane, Winter Springs 32708 $370,000 · 3 bd · 3 ba · 1,435 sqft
• 162 constitution way, Winter Springs 32708 $299,900 · 3 bd · 3 ba · 1,468 sqft
• 233 spindle palm cove, Winter Springs 32708 $386,990 · 3 bd · 3 ba · 1,476 sqft
• 1453 casa park circle, Winter Springs 32708 $244,999 · 2 bd · 2 ba · 1,156 sqft
• 1393 san diego court, Winter Springs 32708 $296,000 · 2 bd · 2 ba · 987 sqft
• 655 nighthawk circle, Winter Springs 32708 $370,000 · 2 bd · 2 ba · 1,497 sqft
• 717 lancewood drive, Winter Springs 32708 $359,900 · 3 bd · 2 ba · 1,616 sqft
• 331 san gabriel street, Winter Springs 32708 $230,000 · 3 bd · 2 ba
• 3880 white birch run, Winter Springs 32708 $263,000 · 3 bd · 3 ba · 1,306 sqft