Winter Haven Homes for Sale under $400K

719 listings
1500 AVENUE G NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$359,000

3 bd · 2 ba · 2,280 sqft

1500 AVENUE G NE, WINTER HAVEN, FL 33881

816 ANDREW STREET, WINTER HAVEN, FL 33881
11 Days on Market

House for Sale

$356,315

4 bd · 3 ba · 2,227 sqft

816 ANDREW STREET, WINTER HAVEN, FL 33881

270 MEADOWBROOK BOULEVARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$355,900

5 bd · 3 ba · 2,696 sqft

270 MEADOWBROOK BOULEVARD, WINTER HAVEN, FL 33881

321 ALEXZANDER WAY, WINTER HAVEN, FL 33881
17 Days on Market

House for Sale

$355,000

5 bd · 3 ba · 2,696 sqft

321 ALEXZANDER WAY, WINTER HAVEN, FL 33881

1124 SAWGRASS DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$355,000

3 bd · 2 ba · 1,917 sqft

1124 SAWGRASS DRIVE, WINTER HAVEN, FL 33884

5337 HOGAN LANE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$355,000

3 bd · 2 ba · 1,833 sqft

5337 HOGAN LANE, WINTER HAVEN, FL 33884

1097 NORMANDY HEIGHTS CIRCLE, WINTER HAVEN, FL 33880
14 Days on Market

House for Sale

$355,000

4 bd · 2 ba · 2,307 sqft

1097 NORMANDY HEIGHTS CIRCLE, WINTER HAVEN, FL 33880

5331 MICKEY AVENUE, WINTER HAVEN, FL 33884
245 Days on Market

House for Sale

$354,999

4 bd · 3 ba · 2,670 sqft

5331 MICKEY AVENUE, WINTER HAVEN, FL 33884

3228 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881
272 Days on Market

House for Sale

$354,900

5 bd · 3 ba · 2,616 sqft

3228 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881

1734 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$350,990

4 bd · 3 ba · 2,308 sqft

1734 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884

3831 POMELO DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$350,490

5 bd · 3 ba · 2,077 sqft

3831 POMELO DRIVE, WINTER HAVEN, FL 33884

2236 LABRADOR LOOP, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$350,165

4 bd · 2 ba · 2,021 sqft

2236 LABRADOR LOOP, WINTER HAVEN, FL 33884

0 38TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 1,322 sqft

0 38TH STREET NW, WINTER HAVEN, FL 33881

2810 WINTERSET PARK, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 1,898 sqft

2810 WINTERSET PARK, WINTER HAVEN, FL 33884

0 38TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 1,327 sqft

0 38TH STREET NW, WINTER HAVEN, FL 33881

302 STERLING DRIVE, WINTER HAVEN, FL 33884
26 Days on Market

House for Sale

$350,000

4 bd · 2 ba · 2,460 sqft

302 STERLING DRIVE, WINTER HAVEN, FL 33884

0 38TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 1,322 sqft

0 38TH STREET NW, WINTER HAVEN, FL 33881

934 CATTLEMAN STREET, Winter Haven, FL 33884
359 Days on Market

House for Sale

$350,000

5 bd · 3 ba · 2,215 sqft

934 CATTLEMAN STREET, Winter Haven, FL 33884

INMAN GRVS PH 2

1218 37TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 2,431 sqft

1218 37TH STREET NW, WINTER HAVEN, FL 33881

0 38TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$350,000

3 bd · 2 ba · 1,322 sqft

0 38TH STREET NW, WINTER HAVEN, FL 33881

6022 GREY HERON DRIVE, WINTER HAVEN, FL 33881
18 Days on Market

House for Sale

$350,000

5 bd · 3 ba · 2,577 sqft

6022 GREY HERON DRIVE, WINTER HAVEN, FL 33881

1522 ECKART DRIVE, WINTER HAVEN, FL 33881
105 Days on Market

House for Sale

$349,999

3 bd · 2 ba · 1,524 sqft

1522 ECKART DRIVE, WINTER HAVEN, FL 33881

1514 HAMLIN STREET, WINTER HAVEN, FL 33881
9 Days on Market

House for Sale

$349,900

3 bd · 2 ba · 2,035 sqft

1514 HAMLIN STREET, WINTER HAVEN, FL 33881

802 MARCIA LOOP, WINTER HAVEN, FL 33884
95 Days on Market

House for Sale

$349,900

3 bd · 2 ba · 1,539 sqft

802 MARCIA LOOP, 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 719 active listings here. MLS inventory updated November 4, 2026.

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