Winter Haven Homes for Sale under $400K

718 listings
128 CENTER STREET, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$189,900

2 bd · 1 ba · 806 sqft

128 CENTER STREET, WINTER HAVEN, FL 33880

121 BATES AVENUE SE, WINTER HAVEN, FL 33880
49 Days on Market

House for Sale

$189,000

2 bd · 1 ba · 1,080 sqft

121 BATES AVENUE SE, WINTER HAVEN, FL 33880

1213 8TH STREET NW, WINTER HAVEN, FL 33881
88 Days on Market

Home for Sale

$189,000

2 bd · 2 ba · 972 sqft

1213 8TH STREET NW, WINTER HAVEN, FL 33881

345 AVENUE P NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$189,000

3 bd · 1 ba · 744 sqft

345 AVENUE P NE, WINTER HAVEN, FL 33881

6450 HOLLYBERRY LANE NE, WINTER HAVEN, FL 33881
30 Days on Market

Home for Sale

$188,500

2 bd · 2 ba · 1,144 sqft

6450 HOLLYBERRY LANE NE, WINTER HAVEN, FL 33881

1012 MEDINAH DR SE, WINTER HAVEN, FL 33884
339 Days on Market

Home for Sale

$187,900

2 bd · 2 ba · 1,458 sqft

1012 MEDINAH DR SE, WINTER HAVEN, FL 33884

307 AVENUE X NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$185,000

3 bd · 2 ba · 1,200 sqft

307 AVENUE X NE, WINTER HAVEN, FL 33881

2270 FIRESTONE PLACE, WINTER HAVEN, FL 33884
255 Days on Market

Home for Sale

$185,000

2 bd · 2 ba · 1,439 sqft

2270 FIRESTONE PLACE, WINTER HAVEN, FL 33884

790 AVENUE Q SE, WINTER HAVEN, FL 33880
13 Days on Market

House for Sale

$185,000

2 bd · 1 ba · 934 sqft

790 AVENUE Q SE, WINTER HAVEN, FL 33880

505 HOLT CIRCLE, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$185,000

4 bd · 2 ba · 1,304 sqft

505 HOLT CIRCLE, WINTER HAVEN, FL 33880

3931 AVENUE R NW, WINTER HAVEN, FL 33881
489 Days on Market

House for Sale

$185,000

3 bd · 2 ba · 928 sqft

3931 AVENUE R NW, WINTER HAVEN, FL 33881

1986 AVENUE F, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$184,999

2 bd · 1 ba · 885 sqft

1986 AVENUE F, WINTER HAVEN, FL 33880

4079 LAKE MARIANNA DRIVE, WINTER HAVEN, FL 33881
41 Days on Market

House for Sale

$184,900

3 bd · 2 ba · 1,054 sqft

4079 LAKE MARIANNA DRIVE, WINTER HAVEN, FL 33881

6086 SOUTHERN OAKS DRIVE SE, WINTER HAVEN, FL 33884
137 Days on Market

Home for Sale

$180,000

2 bd · 2 ba · 1,040 sqft

6086 SOUTHERN OAKS DRIVE SE, WINTER HAVEN, FL 33884

213 CLEVELAND AVENUE, WINTER HAVEN, FL 33881
49 Days on Market

House for Sale

$180,000

2 bd · 1 ba · 728 sqft

213 CLEVELAND AVENUE, WINTER HAVEN, FL 33881

2218 ABBEY ROAD, WINTER HAVEN, FL 33880
392 Days on Market

Home for Sale

$179,999

2 bd · 2 ba · 1,252 sqft

2218 ABBEY ROAD, WINTER HAVEN, FL 33880

6107 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884
452 Days on Market

Home for Sale

$179,900

2 bd · 2 ba · 1,340 sqft

6107 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

306 PALMETTO AVENUE NW, WINTER HAVEN, FL 33881
95 Days on Market

House for Sale

$179,000

3 bd · 1 ba · 768 sqft

306 PALMETTO AVENUE NW, WINTER HAVEN, FL 33881

415 AVENUE E SE, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$179,000

2 bd · 2 ba · 720 sqft

415 AVENUE E SE, WINTER HAVEN, FL 33880

2500 21ST STREET NW # 22, WINTER HAVEN, FL 33881
43 Days on Market

Condo for Sale

$178,990

2 bd · 3 ba · 1,334 sqft

2500 21ST STREET NW # 22, WINTER HAVEN, FL 33881

1026 MEDINAH DRIVE, WINTER HAVEN, FL 33884
24 Days on Market

Home for Sale

$177,500

2 bd · 2 ba · 1,398 sqft

1026 MEDINAH DRIVE, WINTER HAVEN, FL 33884

704 EAGLE POND DRIVE # 704, WINTER HAVEN, FL 33884
63 Days on Market

Condo for Sale

$176,900

2 bd · 2 ba · 1,017 sqft

704 EAGLE POND DRIVE # 704, WINTER HAVEN, FL 33884

300 AVENUE V NE, WINTER HAVEN, FL 33881
84 Days on Market

House for Sale

$175,000

3 bd · 1 ba · 912 sqft

300 AVENUE V NE, WINTER HAVEN, FL 33881

13 CACTUS CIRCLE E, WINTER HAVEN, FL 33880
14 Days on Market

Home for Sale

$175,000

3 bd · 2 ba · 1,560 sqft

13 CACTUS CIRCLE E, WINTER HAVEN, FL 33880

Talk to a local agent

Looking at Winter Haven Homes for Sale under $400K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Winter Haven, updated continuously. Florida Lux Real Estate currently tracks 718 active listings here. MLS inventory updated November 7, 2026.

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