Homes under $750K in Winter Park, FL
192 for sale · 380 homes listed · Updated September 25, 2026 · Page 2 of 8
- 316 beckett court, Winter Park 32792 $450,000 · 4 bd · 2 ba · 1,651 sqft
- 1946 strathaven road, Winter Park 32792 $599,000 · 4 bd · 3 ba · 2,102 sqft
- 2418 euston road, Winter Park 32789 $624,444 · 3 bd · 3 ba · 2,228 sqft
- 1320 gladiolas drive, Winter Park 32792 $469,900 · 4 bd · 2 ba · 1,624 sqft
- 1840 aster drive, Winter Park 32792 $389,950 · 3 bd · 2 ba · 1,667 sqft
- 860 north denning drive, Winter Park 32789 $674,900 · 3 bd · 3 ba · 1,411 sqft
- 715 south ranger boulevard, Winter Park 32792 $695,000 · 4 bd · 3 ba · 2,312 sqft
- 2054 eastbrook boulevard, Winter Park 32792 $500,000 · 4 bd · 3 ba · 2,031 sqft
- 1250 formosa avenue, Winter Park 32789 $535,000 · 3 bd · 4 ba · 1,937 sqft
- 5503 albert drive, Winter Park 32792 $399,900 · 3 bd · 2 ba · 1,366 sqft
- 2715 prince john road, Winter Park 32792 $494,900 · 3 bd · 2 ba · 1,565 sqft
- 2500 lee road 220, Winter Park 32789 $199,900 · 2 bd · 1 ba · 851 sqft
- 151 north orlando avenue 142, Winter Park 32789 $199,900 · 1 bd · 1 ba · 582 sqft
- 1535 lawndale circle, Winter Park 32792 $425,000 · 3 bd · 2 ba · 1,676 sqft
- 8433 commander cove, Winter Park 32792 $455,000 · 4 bd · 3 ba · 1,903 sqft
- 1316 blue stem lane, Winter Park 32792 $725,000 · 4 bd · 3 ba · 2,196 sqft
- 2008 houndslake drive, Winter Park 32792 $475,000 · 4 bd · 2 ba · 2,250 sqft
- 1605 puritan avenue, Winter Park 32792 $379,000 · 3 bd · 2 ba · 1,285 sqft
- 1500 gay road 3c, Winter Park 32789 $235,000 · 2 bd · 2 ba · 1,026 sqft
- 2712 tortoise cove, Winter Park 32792 $235,000 · 2 bd · 1 ba · 924 sqft
- 1564 lawndale circle, Winter Park 32792 $450,000 · 4 bd · 3 ba · 1,980 sqft
- 7488 whisperwood drive 28, Winter Park 32792 $199,000 · 2 bd · 3 ba · 1,578 sqft
- 4353 steed terrace, Winter Park 32792 $599,900 · 4 bd · 2 ba · 2,275 sqft
- 259 orange terrace drive, Winter Park 32789 $449,900 · 3 bd · 2 ba · 1,248 sqft
- 1003 lake bell drive, Winter Park 32789 $549,900 · 3 bd · 2 ba · 1,837 sqft
- 981 aragon avenue, Winter Park 32789 $494,999 · 2 bd · 1 ba · 857 sqft
- 2041 jewell avenue, Winter Park 32789 $439,900 · 3 bd · 1 ba · 1,508 sqft
- 1000 south semoran boulevard 306, Winter Park 32792 $138,000 · 1 bd · 1 ba · 796 sqft
- 1000 south semoran boulevard 408, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 1000 south semoran boulevard 404, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 2372 sun valley circle 2372, Winter Park 32792 $285,000 · 2 bd · 2 ba · 1,495 sqft
- 2305 sun valley circle, Winter Park 32792 $279,900 · 2 bd · 2 ba · 1,295 sqft
- 5184 lazy oaks drive, Winter Park 32792 $275,000 · 2 bd · 2 ba · 1,008 sqft
- 1250 south denning drive 109, Winter Park 32789 $190,000 · 1 bd · 1 ba · 658 sqft
- 2450 grand teton circle 2450, Winter Park 32792 $250,000 · 3 bd · 2 ba · 1,311 sqft
- 436 west swoope avenue, Winter Park 32789 $699,000 · 4 bd · 4 ba · 2,602 sqft
- 885 carnation drive, Winter Park 32792 $368,000 · 4 bd · 2 ba · 1,240 sqft
- 1418 lone feather trail, Winter Park 32792 $699,500 · 4 bd · 3 ba · 2,197 sqft
- 1401 aster court, Winter Park 32792 $414,900 · 4 bd · 2 ba · 1,653 sqft
- 2487 harbour way, Winter Park 32792 $270,000 · 3 bd · 3 ba · 1,803 sqft
- 1500 gay road 4d, Winter Park 32789 $164,500 · 1 bd · 1 ba · 732 sqft
- 7450 wynnewood square 189, Winter Park 32792 $185,000 · 2 bd · 3 ba · 1,031 sqft
- 2526 passamonte drive 10f, Winter Park 32792 $335,000 · 3 bd · 3 ba · 1,790 sqft
- 2568 lotafun avenue, Winter Park 32789 $395,000 · 3 bd · 2 ba · 1,201 sqft
- 2033 canny cove, Winter Park 32792 $389,000 · 3 bd · 3 ba · 1,907 sqft
- 2703 tierra circle, Winter Park 32792 $464,000 · 3 bd · 2 ba · 1,737 sqft
- 3562 bougainvillea drive, Winter Park 32792 $334,000 · 3 bd · 2 ba · 1,149 sqft
- 5409 albert drive, Winter Park 32792 $410,000 · 3 bd · 2 ba · 1,483 sqft
- 1000 south semoran boulevard 305, Winter Park 32792 $115,000 · 1 bd · 1 ba · 735 sqft
- 1886 clematis lane, Winter Park 32792 $425,000 · 3 bd · 2 ba · 1,238 sqft