Winter Haven Homes for Sale under $400K

718 listings
516 REGGIE ROAD, WINTER HAVEN, FL 33884
28 Days on Market

House for Sale

$315,000

4 bd · 3 ba · 2,109 sqft

516 REGGIE ROAD, WINTER HAVEN, FL 33884

3308 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881
95 Days on Market

House for Sale

$314,990

4 bd · 2 ba · 1,851 sqft

3308 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881

1738 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$314,900

4 bd · 2 ba · 1,720 sqft

1738 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884

1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$314,900

4 bd · 2 ba · 1,863 sqft

1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884
78 Days on Market

House for Sale

$314,900

4 bd · 2 ba · 1,863 sqft

1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884

3132 COUNTRY CLUB CIRCLE, WINTER HAVEN, FL 33881
190 Days on Market

House for Sale

$314,900

4 bd · 2 ba · 1,851 sqft

3132 COUNTRY CLUB CIRCLE, WINTER HAVEN, FL 33881

3960 GIORGIO DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$313,780

4 bd · 2 ba · 1,607 sqft

3960 GIORGIO DRIVE, WINTER HAVEN, FL 33884

4491 RAPALLO AVENUE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$312,900

3 bd · 2 ba · 1,744 sqft

4491 RAPALLO AVENUE, WINTER HAVEN, FL 33884

132 ALACHUA DRIVE, WINTER HAVEN, FL 33884
162 Days on Market

House for Sale

$310,000

3 bd · 2 ba · 2,466 sqft

132 ALACHUA DRIVE, WINTER HAVEN, FL 33884

1325 DIEGO TERRACE, WINTER HAVEN, FL 33884
11 Days on Market

House for Sale

$310,000

4 bd · 3 ba · 1,933 sqft

1325 DIEGO TERRACE, WINTER HAVEN, FL 33884

3614 PLYMOUTH DRIVE, WINTER HAVEN, FL 33884
45 Days on Market

House for Sale

$310,000

3 bd · 2 ba · 2,109 sqft

3614 PLYMOUTH DRIVE, WINTER HAVEN, FL 33884

709 SARNER PASS WAY, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$310,000

4 bd · 3 ba · 3,016 sqft

709 SARNER PASS WAY, WINTER HAVEN, FL 33881

1004 AVENUE G NE, WINTER HAVEN, FL 33881
722 Days on Market

House for Sale

$310,000

3 bd · 2 ba · 1,398 sqft

1004 AVENUE G NE, WINTER HAVEN, FL 33881

372 LAKE DAISY CIR, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$310,000

4 bd · 2 ba · 1,907 sqft

372 LAKE DAISY CIR, WINTER HAVEN, FL 33884

4919 ST JAMES DRIVE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$310,000

3 bd · 2 ba · 1,577 sqft

4919 ST JAMES DRIVE, WINTER HAVEN, FL 33881

1340 DAISY FIELD DR, WINTER HAVEN, FL 33884
361 Days on Market

House for Sale

$310,000

4 bd · 2 ba · 1,882 sqft

1340 DAISY FIELD DR, WINTER HAVEN, FL 33884

3155 COUNTRY CLUB CIRCLE, WINTER HAVEN, FL 33881
59 Days on Market

House for Sale

$310,000

4 bd · 2 ba · 1,851 sqft

3155 COUNTRY CLUB CIRCLE, WINTER HAVEN, FL 33881

328 VAIL DRIVE, WINTER HAVEN, FL 33884
72 Days on Market

House for Sale

$310,000

3 bd · 2 ba · 1,712 sqft

328 VAIL DRIVE, WINTER HAVEN, FL 33884

2108 CARTGATE LANE, WINTER HAVEN, FL 33884
70 Days on Market

House for Sale

$310,000

3 bd · 2 ba · 1,961 sqft

2108 CARTGATE LANE, WINTER HAVEN, FL 33884

4599 REYNOSA DRIVE SW, WINTER HAVEN, FL 33880
209 Days on Market

House for Sale

$309,999

3 bd · 2 ba · 2,309 sqft

4599 REYNOSA DRIVE SW, WINTER HAVEN, FL 33880

1746 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$309,990

3 bd · 2 ba · 1,593 sqft

1746 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884

156 MANSEAU DRIVE, WINTER HAVEN, FL 33880
15 Days on Market

House for Sale

$309,900

3 bd · 2 ba · 1,323 sqft

156 MANSEAU DRIVE, WINTER HAVEN, FL 33880

4130 BEDFORD AVENUE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$309,900

2 bd · 2 ba · 1,819 sqft

4130 BEDFORD AVENUE, WINTER HAVEN, FL 33884

2820 TRADITIONS BOULEVARD S, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$309,900

3 bd · 2 ba · 1,823 sqft

2820 TRADITIONS BOULEVARD S, WINTER HAVEN, FL 33884

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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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