Winter Haven Homes for Sale under $400K

718 listings
3661 QUEENS COVE BOULEVARD, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$259,990

3 bd · 2 ba · 1,632 sqft

3661 QUEENS COVE BOULEVARD, WINTER HAVEN, FL 33880

406 LAKE DAISY DRIVE, WINTER HAVEN, FL 33884
9 Days on Market

House for Sale

$259,900

3 bd · 2 ba · 1,406 sqft

406 LAKE DAISY DRIVE, WINTER HAVEN, FL 33884

137 NEMO LANE, WINTER HAVEN, FL 33881
149 Days on Market

Townhome for Sale

$259,900

3 bd · 3 ba · 1,544 sqft

137 NEMO LANE, WINTER HAVEN, FL 33881

5125 SYLAS JAX AVENUE, WINTER HAVEN, FL 33884
76 Days on Market

House for Sale

$259,900

3 bd · 2 ba · 1,358 sqft

5125 SYLAS JAX AVENUE, WINTER HAVEN, FL 33884

851 AVENUE R NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$259,400

3 bd · 2 ba · 1,384 sqft

851 AVENUE R NE, WINTER HAVEN, FL 33881

404 LAKE NED ROAD, WINTER HAVEN, FL 33884
16 Days on Market

House for Sale

$259,000

3 bd · 2 ba · 1,439 sqft

404 LAKE NED ROAD, WINTER HAVEN, FL 33884

1709 LINZ CT, WINTER HAVEN, FL 33884
296 Days on Market

Home for Sale

$259,000

2 bd · 2 ba · 1,164 sqft

1709 LINZ CT, WINTER HAVEN, FL 33884

392 KENSINGTON VIEW DRIVE, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$259,000

3 bd · 2 ba · 1,258 sqft

392 KENSINGTON VIEW DRIVE, WINTER HAVEN, FL 33880

3334 AVENUE J NW, WINTER HAVEN, FL 33881
11 Days on Market

House for Sale

$259,000

3 bd · 2 ba · 1,473 sqft

3334 AVENUE J NW, WINTER HAVEN, FL 33881

1703 LINZ COURT, WINTER HAVEN, FL 33884
502 Days on Market

Home for Sale

$259,000

2 bd · 2 ba · 1,164 sqft

1703 LINZ COURT, WINTER HAVEN, FL 33884

820 26TH STREET NW, WINTER HAVEN, FL 33881
35 Days on Market

House for Sale

$259,000

3 bd · 2 ba · 1,122 sqft

820 26TH STREET NW, WINTER HAVEN, FL 33881

1678 LINZ COURT, WINTER HAVEN, FL 33884
46 Days on Market

House for Sale

$258,500

2 bd · 2 ba · 1,158 sqft

1678 LINZ COURT, WINTER HAVEN, FL 33884

412 NE Avenue M NE, Winter Haven, FL 33881
159 Days on Market

House for Sale

$258,500

3 bd · 2 ba · 1,451 sqft

412 NE Avenue M NE, Winter Haven, FL 33881

151 1ST STREET, WINTER HAVEN, FL 33880
58 Days on Market

House for Sale

$258,000

3 bd · 2 ba · 1,259 sqft

151 1ST STREET, WINTER HAVEN, FL 33880

1701 36TH STREET NW, WINTER HAVEN, FL 33881
169 Days on Market

House for Sale

$257,999

4 bd · 2 ba · 1,815 sqft

1701 36TH STREET NW, WINTER HAVEN, FL 33881

1601 ROSELAWN STREET SW, WINTER HAVEN, FL 33880
155 Days on Market

House for Sale

$256,500

2 bd · 1 ba · 1,099 sqft

1601 ROSELAWN STREET SW, WINTER HAVEN, FL 33880

5308 GREEN DRIVE, WINTER HAVEN, FL 33884
41 Days on Market

House for Sale

$255,000

3 bd · 2 ba · 1,495 sqft

5308 GREEN DRIVE, WINTER HAVEN, FL 33884

1024 31ST STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$255,000

4 bd · 2 ba · 1,532 sqft

1024 31ST STREET NW, WINTER HAVEN, FL 33881

603 MAGGIE CIRCLE, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$255,000

3 bd · 2 ba · 1,482 sqft

603 MAGGIE CIRCLE, WINTER HAVEN, FL 33880

109 2ND JPV STREET, WINTER HAVEN, FL 33880
14 Days on Market

House for Sale

$255,000

3 bd · 1 ba · 1,040 sqft

109 2ND JPV STREET, WINTER HAVEN, FL 33880

3865 OSPREY POINTE CIRCLE, WINTER HAVEN, FL 33884
204 Days on Market

House for Sale

$255,000

3 bd · 2 ba · 1,603 sqft

3865 OSPREY POINTE CIRCLE, WINTER HAVEN, FL 33884

405 HICKORY LANE, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$255,000

3 bd · 2 ba · 1,325 sqft

405 HICKORY LANE, WINTER HAVEN, FL 33880

3022 FIREBRUSH LANE, WINTER HAVEN, FL 33884
Newly Listed

Townhome for Sale

$254,900

3 bd · 3 ba · 1,673 sqft

3022 FIREBRUSH LANE, WINTER HAVEN, FL 33884

2711 GLADIOLA ROAD, WINTER HAVEN, FL 33884
43 Days on Market

Townhome for Sale

$254,900

3 bd · 3 ba · 1,673 sqft

2711 GLADIOLA ROAD, WINTER HAVEN, FL 33884

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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