Homes under $1M in Winter Haven, FL

572 for sale · 1,886 homes listed · Updated September 27, 2026 · Page 30 of 38

664 clubhouse road, Winter Haven 33884 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,395 sqft
54 lake link circle southeast, Winter Haven 33884 Off market since Sep 2026 $329,900 · 3 bd · 2 ba · 1,752 sqft
2452 salzburg loop, Winter Haven 33884 Off market since Sep 2026 $300,000 · 2 bd · 2 ba · 1,729 sqft
136 lake mariam road southeast, Winter Haven 33884 Off market since Sep 2026 $385,000 · 4 bd · 3 ba · 2,356 sqft
4146 sprucewood street, Winter Haven 33880 Off market since Sep 2026 $140,000 · 2 bd · 2 ba · 1,344 sqft
108 edgewater drive, Winter Haven 33881 Off market since Sep 2026 $195,000 · 4 bd · 2 ba · 1,450 sqft
1605 36th street northwest, Winter Haven 33881 Off market since Sep 2026 $210,000 · 5 bd · 2 ba · 1,700 sqft
199 8th street southeast, Winter Haven 33880 Off market since Sep 2026 $405,000 · 5 bd · 2 ba · 2,992 sqft
3614 plymouth drive, Winter Haven 33884 Off market since Sep 2026 $310,000 · 3 bd · 2 ba · 2,109 sqft
2820 san marco way east, Winter Haven 33884 Off market since Sep 2026 $335,900 · 4 bd · 4 ba · 2,227 sqft
2095 west hartridge terrace, Winter Haven 33881 Off market since Sep 2026 $289,000 · 3 bd · 2 ba · 1,816 sqft
180 solis drive, Winter Haven 33880 Off market since Sep 2026 $268,520 · 3 bd · 2 ba · 1,460 sqft
2121 greenway drive, Winter Haven 33881 Off market since Sep 2026 $261,000 · 3 bd · 2 ba · 1,264 sqft
528 mckenna drive, Winter Haven 33881 Off market since Sep 2026 $330,000 · 4 bd · 3 ba · 1,964 sqft
306 terranova boulevard, Winter Haven 33884 Off market since Sep 2026 $370,000 · 4 bd · 3 ba · 2,413 sqft
3025 captain jax way, Winter Haven 33884 Off market since Sep 2026 $245,140 · 3 bd · 3 ba · 1,423 sqft
516 reggie road, Winter Haven 33884 Off market since Jul 2026 $325,000 · 4 bd · 3 ba · 2,109 sqft
4049 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $286,900 · 3 bd · 2 ba · 1,504 sqft
1700 6th street northwest c21, Winter Haven 33881 Off market since Sep 2026 $92,000 · 2 bd · 2 ba · 840 sqft
681 lake dexter circle, Winter Haven 33884 Off market since Jul 2026 $349,000 · 3 bd · 3 ba · 1,320 sqft
622 crystals boulevard, Winter Haven 33884 Off market since Sep 2026 $229,500 · 3 bd · 2 ba · 1,328 sqft
204 4th jpv street, Winter Haven 33880 Off market since Jul 2026 $175,000 · 3 bd · 2 ba · 1,068 sqft
3530 evening star drive, Winter Haven 33881 Off market since Sep 2026 $315,000 · 4 bd · 2 ba · 1,822 sqft
105 lake sears drive, Winter Haven 33880 Off market since Aug 2026 $279,900 · 3 bd · 2 ba · 1,513 sqft
1454 austin street, Winter Haven 33884 Off market since Sep 2026 $320,000 · 5 bd · 3 ba · 2,254 sqft
6604 winterset gardens road, Winter Haven 33884 Off market since Jul 2026 $250,000 · 3 bd · 3 ba · 2,459 sqft
129 florida drive, Winter Haven 33881 Off market since Jul 2026 $140,000 · 3 bd · 1 ba · 1,088 sqft
2711 gladiola road, Winter Haven 33884 Off market since Sep 2026 $254,900 · 3 bd · 3 ba · 1,673 sqft
1738 hummingbird road, Winter Haven 33884 Off market since Sep 2026 $316,900 · 4 bd · 2 ba · 1,720 sqft
3129 avenue west northwest, Winter Haven 33881 Off market since Sep 2026 $212,000 · 3 bd · 1 ba · 1,500 sqft
1525 oakview circle southeast, Winter Haven 33880 Off market since Sep 2026 $199,000 · 2 bd · 2 ba · 1,333 sqft
815 lake ned road, Winter Haven 33884 Off market since Sep 2026 $649,900 · 4 bd · 3 ba · 3,155 sqft
1061 sawgrass drive, Winter Haven 33884 Off market since Sep 2026 $449,900 · 3 bd · 2 ba · 2,069 sqft
4242 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $110,000 · 2 bd · 2 ba · 1,056 sqft
5308 green drive, Winter Haven 33884 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,495 sqft
321 alexzander way, Winter Haven 33881 Off market since Sep 2026 $339,900 · 5 bd · 3 ba · 2,696 sqft
6053 southern oaks drive southeast, Winter Haven 33884 Off market since Jul 2026 $136,900 · 2 bd · 2 ba · 1,104 sqft
1642 teagan lane, Winter Haven 33884 Off market since Sep 2026 $329,900 · 4 bd · 3 ba · 1,896 sqft
2216 starboard, Winter Haven 33881 Off market since Sep 2026 $215,000 · 3 bd · 3 ba · 1,549 sqft
2230 west central avenue, Winter Haven 33880 Off market since Sep 2026 $314,500 · 3 bd · 2 ba · 1,788 sqft
1801 sandhill lane, Winter Haven 33884 Off market since Sep 2026 $585,000 · 4 bd · 3 ba · 2,916 sqft
406 lake daisy drive, Winter Haven 33884 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,406 sqft
1405 28th street northwest, Winter Haven 33881 Off market since Sep 2026 $220,000 · 2 bd · 1 ba · 1,137 sqft
3319 avenue u northwest, Winter Haven 33881 Off market since Sep 2026 $145,000 · 2 bd · 1 ba · 840 sqft
5445 san pietro drive, Winter Haven 33884 Off market since Sep 2026 $319,999 · 4 bd · 3 ba · 2,039 sqft
211 golf aire boulevard, Winter Haven 33884 Sold on Jul 21, 2026 $299,900 · 3 bd · 2 ba · 1,650 sqft
415 8th street northeast, Winter Haven 33881 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,652 sqft
3420 avenue r northwest, Winter Haven 33881 Off market since Sep 2026 $205,000 · 2 bd · 1 ba · 672 sqft
1814 sandhill lane, Winter Haven 33884 Off market since Sep 2026 $462,000 · 4 bd · 3 ba · 2,550 sqft
715 avenue b southwest, Winter Haven 33880 Off market since Sep 2026 $239,900 · 3 bd · 2 ba · 1,580 sqft