Homes under $1M in Winter Haven, FL

572 for sale · 1,886 homes listed · Updated September 27, 2026 · Page 31 of 38

2865 whispering trails drive, Winter Haven 33884 Off market since Sep 2026 $234,900 · 3 bd · 2 ba · 1,253 sqft
1365 sheridan street southwest, Winter Haven 33880 Off market since Sep 2026 $222,000 · 2 bd · 1 ba · 1,199 sqft
1328 3rd street northeast, Winter Haven 33881 Off market since Sep 2026 $199,999 · 3 bd · 2 ba · 1,118 sqft
6235 knotty pine drive southeast, Winter Haven 33884 Off market since Sep 2026 $155,000 · 2 bd · 2 ba · 1,080 sqft
5449 san pietro drive, Winter Haven 33884 Off market since Sep 2026 $309,999 · 4 bd · 3 ba · 2,039 sqft
5394 san pietro drive, Winter Haven 33884 Off market since Sep 2026 $312,999 · 4 bd · 3 ba · 2,039 sqft
328 hamilton shores drive northeast, Winter Haven 33881 Off market since Sep 2026 $765,000 · 5 bd · 4 ba · 3,812 sqft
1 enclave drive, Winter Haven 33884 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,676 sqft
1826 6th street southeast, Winter Haven 33880 Off market since Sep 2026 $400,000 · 4 bd · 3 ba · 2,112 sqft
428 mckenna drive, Winter Haven 33881 Off market since Sep 2026 $260,000 · 4 bd · 2 ba · 1,840 sqft
5148 magnolia preserve boulevard, Winter Haven 33880 Off market since Sep 2026 $318,000 · 4 bd · 2 ba · 1,654 sqft
626 pavare court, Winter Haven 33884 Off market since Sep 2026 $129,900 · 2 bd · 2 ba · 851 sqft
1475 south lake howard drive, Winter Haven 33880 Off market since Sep 2026 $520,000 · 4 bd · 4 ba · 2,118 sqft
372 lake daisy circle, Winter Haven 33884 Off market since Sep 2026 $310,000 · 4 bd · 2 ba · 1,907 sqft
233 kensington view boulevard, Winter Haven 33880 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,491 sqft
110 morning glory circle, Winter Haven 33884 Off market since Sep 2026 $265,000 · 3 bd · 3 ba · 1,685 sqft
308 vaniman avenue, Winter Haven 33880 Off market since Sep 2026 $229,900 · 3 bd · 2 ba · 1,228 sqft
611 morgan road, Winter Haven 33880 Off market since Sep 2026 $695,000 · 3 bd · 3 ba · 2,077 sqft
5811 marsh landing drive, Winter Haven 33881 Off market since Sep 2026 $269,000 · 3 bd · 2 ba · 1,873 sqft
728 canberra road, Winter Haven 33884 Off market since Aug 2026 $330,000 · 3 bd · 2 ba · 2,253 sqft
931 summer glen drive, Winter Haven 33880 Off market since Sep 2026 $225,000 · 3 bd · 2 ba · 1,851 sqft
7902 waterview way, Winter Haven 33884 Off market since Sep 2026 $189,900 · 2 bd · 2 ba · 930 sqft
4050 palma ceia circle, Winter Haven 33884 Off market since Sep 2026 $879,000 · 3 bd · 4 ba · 2,820 sqft
307 avenue x northeast, Winter Haven 33881 Off market since Sep 2026 $185,000 · 3 bd · 2 ba · 1,200 sqft
1753 hummingbird road, Winter Haven 33884 Off market since Sep 2026 $438,900 · 5 bd · 3 ba · 2,490 sqft
6666 briarhill drive northeast, Winter Haven 33881 Off market since Sep 2026 $140,000 · 2 bd · 2 ba · 1,144 sqft
1802 white elephant loop, Winter Haven 33884 Off market since Sep 2026 $314,900 · 4 bd · 2 ba · 1,863 sqft
1628 hummingbird road, Winter Haven 33884 Sold on Aug 14, 2026 $284,900 · 3 bd · 2 ba · 1,593 sqft
333 lake howard drive northwest 211b, Winter Haven 33880 Off market since Sep 2026 $149,900 · 3 bd · 2 ba · 1,218 sqft
444 avenue b northeast, Winter Haven 33881 Off market since Sep 2026 $179,000 · 4 bd · 2 ba · 1,464 sqft
1404 axel circle, Winter Haven 33880 Off market since Sep 2026 $365,000 · 5 bd · 3 ba · 2,523 sqft
41 greenfield court, Winter Haven 33884 Off market since Sep 2026 $355,000 · 3 bd · 2 ba · 2,054 sqft
3856 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $259,000 · 3 bd · 2 ba · 1,288 sqft
709 sarner pass way, Winter Haven 33881 Off market since Sep 2026 $279,900 · 4 bd · 3 ba · 3,016 sqft
706 avenue i northeast, Winter Haven 33881 Off market since Sep 2026 $295,000 · 3 bd · 2 ba · 1,925 sqft
1776 6th street northwest 807, Winter Haven 33881 Off market since Sep 2026 $162,000 · 2 bd · 2 ba · 1,347 sqft
1500 avenue g northeast, Winter Haven 33881 Off market since Sep 2026 $359,000 · 3 bd · 2 ba · 2,280 sqft
221 avenue c northeast, Winter Haven 33881 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 720 sqft
139 avenue g southeast, Winter Haven 33880 Off market since Sep 2026 $180,000 · 2 bd · 1 ba · 896 sqft
629 avenue a northeast, Winter Haven 33881 Off market since Sep 2026 $225,000 · 2 bd · 2 ba · 1,293 sqft
1700 6th street northwest a38, Winter Haven 33881 Off market since Sep 2026 $78,800 · 2 bd · 1 ba · 840 sqft
362 holly ridge road, Winter Haven 33880 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,355 sqft
315 lanceolate drive, Winter Haven 33880 Off market since Sep 2026 $469,000 · 3 bd · 2 ba · 2,153 sqft
5 moonlight lane, Winter Haven 33884 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 952 sqft
4 enclave drive, Winter Haven 33884 Off market since Sep 2026 $240,000 · 3 bd · 2 ba · 1,526 sqft
4919 st james drive, Winter Haven 33881 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,577 sqft
1015 robin lane, Winter Haven 33884 Off market since Sep 2026 $359,900 · 3 bd · 2 ba · 1,632 sqft
5203 waterview way 5203, Winter Haven 33884 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 930 sqft
1903 3rd street northeast, Winter Haven 33881 Off market since Sep 2026 $160,000 · 3 bd · 1 ba · 988 sqft
1831 carnostie road, Winter Haven 33884 Off market since Sep 2026 $278,000 · 4 bd · 2 ba · 1,680 sqft