Homes under $500K in Winter Springs, FL
90 for sale · 194 homes listed · Updated September 25, 2026 · Page 1 of 4
- 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
- 1201 wolverine trail, Winter Springs 32708 $490,000 · 4 bd · 2 ba · 1,979 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
- 632 blenheim loop, Winter Springs 32708 $484,900 · 4 bd · 3 ba · 1,996 sqft
- 1012 forest circle, Winter Springs 32708 $410,900 · 3 bd · 2 ba · 1,609 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
- 1128 spotted sandpiper loop, Winter Springs 32708 $455,000 · 4 bd · 4 ba · 2,344 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
- 1304 ortega street, Winter Springs 32708 $474,900 · 4 bd · 3 ba · 2,152 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
- 114 stone gable circle, Winter Springs 32708 $479,000 · 3 bd · 2 ba · 1,814 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
- 717 adidas road, Winter Springs 32708 $414,900 · 2 bd · 2 ba · 1,812 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
- 1389 ponce de leon boulevard, Winter Springs 32708 $499,000 · 4 bd · 2 ba · 2,056 sqft
- 221 spindle palm cove, Winter Springs 32708 $424,990 · 4 bd · 3 ba · 1,678 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
- 963 sequoia drive, Winter Springs 32708 $420,000 · 3 bd · 2 ba · 1,831 sqft
- 619 coral way, Winter Springs 32708 $464,000 · 3 bd · 2 ba · 1,919 sqft
- 1453 casa park circle, Winter Springs 32708 $244,999 · 2 bd · 2 ba · 1,156 sqft
- 1541 corkery court 1541, Winter Springs 32708 $489,900 · 2 bd · 3 ba · 1,926 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
- 1380 mill stream lane, Winter Springs 32708 $419,900 · 3 bd · 4 ba · 2,068 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