Homes under $500K in Winter Springs, FL
61 for sale · 194 homes listed · Updated September 27, 2026 · Page 4 of 4
- 986 turkey hollow circle, Winter Springs 32708 Off market since Jul 2026 $489,000 · 4 bd · 2 ba · 1,864 sqft
- 1201 wolverine trail, Winter Springs 32708 Off market since Sep 2026 $490,000 · 4 bd · 2 ba · 1,979 sqft
- 116 philadelphia way, Winter Springs 32708 Off market since Sep 2026 $304,900 · 3 bd · 3 ba · 1,468 sqft
- 446 club drive, Winter Springs 32708 Off market since Sep 2026 $269,000 · 3 bd · 2 ba · 1,460 sqft
- 600 northern way 201, Winter Springs 32708 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,425 sqft
- 872 falkirk drive, Winter Springs 32708 Off market since Aug 2026 $423,997 · 3 bd · 2 ba · 1,554 sqft
- 600 northern way 1608, Winter Springs 32708 Off market since Sep 2026 $272,000 · 3 bd · 2 ba · 1,425 sqft
- 1126 trotwood boulevard, Winter Springs 32708 Off market since Jul 2026 $460,000 · 4 bd · 2 ba · 2,066 sqft
- 421 horizon drive, Winter Springs 32708 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,069 sqft
- 632 blenheim loop, Winter Springs 32708 Off market since Sep 2026 $484,900 · 4 bd · 3 ba · 1,996 sqft
- 1012 forest circle, Winter Springs 32708 Off market since Sep 2026 $410,900 · 3 bd · 2 ba · 1,609 sqft
- 455 old farm lane, Winter Springs 32708 Off market since Sep 2026 $326,000 · 2 bd · 2 ba · 1,085 sqft
- 1254 spotted sandpiper loop, Winter Springs 32708 Off market since Jul 2026 $485,000 · 4 bd · 4 ba · 2,359 sqft
- 499 club drive, Winter Springs 32708 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 1,224 sqft
- 476 club drive, Winter Springs 32708 Off market since Sep 2026 $267,500 · 3 bd · 2 ba · 1,460 sqft
- 130 deer song drive, Winter Springs 32708 Off market since Sep 2026 $310,000 · 3 bd · 2 ba · 1,105 sqft
- 702 glasgow court, Winter Springs 32708 Off market since Sep 2026 $301,000 · 4 bd · 3 ba · 1,878 sqft
- 710 briarwood drive, Winter Springs 32708 Off market since Sep 2026 $355,000 · 4 bd · 2 ba · 1,769 sqft
- 4113 hedge maple place, Winter Springs 32708 Off market since Sep 2026 $276,200 · 2 bd · 3 ba · 1,330 sqft
- 240 moree loop 3, Winter Springs 32708 Off market since Sep 2026 $170,000 · 3 bd · 2 ba · 1,187 sqft
- 1128 spotted sandpiper loop, Winter Springs 32708 Off market since Sep 2026 $455,000 · 4 bd · 4 ba · 2,344 sqft
- 276 san gabriel street, Winter Springs 32708 Off market since Sep 2026 $278,900 · 3 bd · 2 ba · 1,089 sqft
- 1200 royal oak drive, Winter Springs 32708 Off market since Sep 2026 $485,000 · 3 bd · 3 ba · 2,378 sqft
- 299 woodgreen lane, Winter Springs 32708 Off market since Sep 2026 $275,000 · 3 bd · 3 ba · 1,326 sqft
- 1024 dinero drive, Winter Springs 32708 Off market since Sep 2026 $393,000 · 3 bd · 2 ba · 1,463 sqft
- 585 shadow glenn place, Winter Springs 32708 Off market since Jul 2026 $259,900 · 3 bd · 3 ba · 1,348 sqft
- 50 sheoah boulevard 33, Winter Springs 32708 Off market since Sep 2026 $167,777 · 2 bd · 2 ba · 972 sqft
- 1304 ortega street, Winter Springs 32708 Off market since Sep 2026 $474,900 · 4 bd · 3 ba · 2,152 sqft
- 335 kirkcaldy drive, Winter Springs 32708 Off market since Sep 2026 $324,900 · 3 bd · 2 ba · 1,178 sqft
- 221 sherry avenue, Winter Springs 32708 Off market since Sep 2026 $351,900 · 4 bd · 2 ba · 1,700 sqft
- 497 club drive, Winter Springs 32708 Off market since Sep 2026 $199,900 · 2 bd · 2 ba · 1,224 sqft
- 1406 blumberg boulevard, Winter Springs 32708 Off market since Aug 2026 $420,000 · 3 bd · 3 ba · 1,476 sqft
- 343 san miguel street 343, Winter Springs 32708 Off market since Sep 2026 $155,000 · 2 bd · 2 ba · 945 sqft
- 108 sundance court, Winter Springs 32708 Off market since Sep 2026 $349,900 · 3 bd · 2 ba · 1,161 sqft
- 412 blue bayou lane, Winter Springs 32708 Off market since Aug 2026 $374,900 · 3 bd · 4 ba · 1,854 sqft
- 207 birch terrace, Winter Springs 32708 Off market since Sep 2026 $297,000 · 3 bd · 2 ba · 1,318 sqft
- 70 moree loop 63, Winter Springs 32708 Off market since Jul 2026 $170,000 · 2 bd · 2 ba · 1,080 sqft
- 114 stone gable circle, Winter Springs 32708 Off market since Sep 2026 $479,000 · 3 bd · 2 ba · 1,814 sqft
- 429 sheoah boulevard 9, Winter Springs 32708 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,187 sqft
- 661 andover circle, Winter Springs 32708 Off market since Aug 2026 $425,000 · 3 bd · 2 ba · 1,735 sqft
- 1357 mill stream lane, Winter Springs 32708 Off market since Sep 2026 $390,000 · 3 bd · 3 ba · 1,606 sqft
- 1326 tarflower drive, Winter Springs 32708 Off market since Aug 2026 $420,000 · 4 bd · 3 ba · 1,678 sqft
- 101 south flamingo avenue, Winter Springs 32708 Off market since Aug 2026 $365,500 · 3 bd · 2 ba · 1,368 sqft
- 113 kristi ann court, Winter Springs 32708 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 898 sqft