Winter Haven Homes for Sale under $400K

718 listings
4253 CEDARWOOD STREET, WINTER HAVEN, FL 33880
Newly Listed

Home for Sale

$99,000

2 bd · 2 ba · 1,056 sqft

4253 CEDARWOOD STREET, WINTER HAVEN, FL 33880

100 EL CAMINO DR # 309, WINTER HAVEN, FL 33884
Newly Listed

Condo for Sale

$99,000

2 bd · 2 ba · 1,579 sqft

100 EL CAMINO DR # 309, WINTER HAVEN, FL 33884

333 LAKE HOWARD DR NW # 314D, WINTER HAVEN, FL 33880
65 Days on Market

Condo for Sale

$99,000

3 bd · 2 ba · 1,226 sqft

333 LAKE HOWARD DR NW # 314D, WINTER HAVEN, FL 33880

1700 6TH ST NW # C24, WINTER HAVEN, FL 33881
Newly Listed

Condo for Sale

$99,000

2 bd · 1 ba · 840 sqft

1700 6TH ST NW # C24, WINTER HAVEN, FL 33881

150 EL DORADO # 105, WINTER HAVEN, FL 33884
67 Days on Market

Condo for Sale

$98,500

2 bd · 2 ba · 1,372 sqft

150 EL DORADO # 105, WINTER HAVEN, FL 33884

400 EL CAMINO DRIVE # 210, WINTER HAVEN, FL 33884
164 Days on Market

Condo for Sale

$96,000

3 bd · 3 ba · 1,666 sqft

400 EL CAMINO DRIVE # 210, WINTER HAVEN, FL 33884

4173 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880
120 Days on Market

Home for Sale

$95,000

2 bd · 2 ba · 720 sqft

4173 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880

1100 MARTINIQUE DRIVE # 117, WINTER HAVEN, FL 33884
Newly Listed

Condo for Sale

$95,000

1 bd · 1 ba · 1,078 sqft

1100 MARTINIQUE DRIVE # 117, WINTER HAVEN, FL 33884

124 6TH WAHNETA STREET W, WINTER HAVEN, FL 33880
12 Days on Market

Home for Sale

$92,000

3 bd · 2 ba · 868 sqft

124 6TH WAHNETA STREET W, WINTER HAVEN, FL 33880

1700 6TH STREET NW # C21, WINTER HAVEN, FL 33881
12 Days on Market

Condo for Sale

$92,000

2 bd · 2 ba · 840 sqft

1700 6TH STREET NW # C21, WINTER HAVEN, FL 33881

4165 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880
67 Days on Market

Home for Sale

$90,000

2 bd · 2 ba · 1,152 sqft

4165 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880

134 LAKE HAZEL DRIVE, WINTER HAVEN, FL 33884
17 Days on Market

Home for Sale

$90,000

2 bd · 2 ba · 1,352 sqft

134 LAKE HAZEL DRIVE, WINTER HAVEN, FL 33884

4127 SPRUCEWOOD STREET, WINTER HAVEN, FL 33880
226 Days on Market

Home for Sale

$85,000

2 bd · 2 ba · 1,035 sqft

4127 SPRUCEWOOD STREET, WINTER HAVEN, FL 33880

508 LAKESIDE RANCH WAY, WINTER HAVEN, FL 33881
459 Days on Market

Home for Sale

$79,000

2 bd · 2 ba · 1,128 sqft

508 LAKESIDE RANCH WAY, WINTER HAVEN, FL 33881

1700 6TH STREET NW # A38, WINTER HAVEN, FL 33881
16 Days on Market

Condo for Sale

$78,800

2 bd · 1 ba · 840 sqft

1700 6TH STREET NW # A38, WINTER HAVEN, FL 33881

95 PARSON DRIVE, WINTER HAVEN, FL 33884
360 Days on Market

Home for Sale

$75,000

3 bd · 2 ba · 1,176 sqft

95 PARSON DRIVE, WINTER HAVEN, FL 33884

4038 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880
97 Days on Market

Home for Sale

$74,900

2 bd · 2 ba · 1,056 sqft

4038 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880

100 EL CAMINO DRIVE # 101, WINTER HAVEN, FL 33884
129 Days on Market

Condo for Sale

$74,900

2 bd · 2 ba · 1,361 sqft

100 EL CAMINO DRIVE # 101, WINTER HAVEN, FL 33884

4027 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880
Newly Listed

Home for Sale

$70,000

2 bd · 2 ba · 1,200 sqft

4027 ROLLING OAKS DRIVE, WINTER HAVEN, FL 33880

100 EL CAMINO DRIVE # 111, WINTER HAVEN, FL 33884
216 Days on Market

Condo for Sale

$65,000

1 bd · 1 ba · 931 sqft

100 EL CAMINO DRIVE # 111, WINTER HAVEN, FL 33884

400 EL CAMINO DRIVE # 223, WINTER HAVEN, FL 33884
228 Days on Market

Condo for Sale

$59,900

1 bd · 1 ba · 850 sqft

400 EL CAMINO DRIVE # 223, WINTER HAVEN, FL 33884

7041 FAIRVIEW VILLAGE CIRCLE, WINTER HAVEN, FL 33881
195 Days on Market

Home for Sale

$57,900

2 bd · 1 ba · 248 sqft

7041 FAIRVIEW VILLAGE CIRCLE, WINTER HAVEN, FL 33881

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 8, 2026.

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