Winter Haven Homes for Sale under $400K

718 listings
3013 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
15 Days on Market

Townhome for Sale

$219,990

3 bd · 3 ba · 1,386 sqft

3013 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

10 ENCLAVE DRIVE, WINTER HAVEN, FL 33884
50 Days on Market

Townhome for Sale

$219,900

2 bd · 2 ba · 1,368 sqft

10 ENCLAVE DRIVE, WINTER HAVEN, FL 33884

434 AVENUE D SE, WINTER HAVEN, FL 33880
11 Days on Market

House for Sale

$219,900

2 bd · 1 ba · 900 sqft

434 AVENUE D SE, WINTER HAVEN, FL 33880

3715 AVENUE J NW, WINTER HAVEN, FL 33881
308 Days on Market

House for Sale

$217,000

3 bd · 2 ba · 892 sqft

3715 AVENUE J NW, WINTER HAVEN, FL 33881

5 MOONLIGHT LANE, WINTER HAVEN, FL 33884
14 Days on Market

House for Sale

$215,000

2 bd · 2 ba · 952 sqft

5 MOONLIGHT LANE, WINTER HAVEN, FL 33884

1328 3RD STREET NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$215,000

3 bd · 2 ba · 1,118 sqft

1328 3RD STREET NE, WINTER HAVEN, FL 33881

2739 RUTLEDGE COURT, WINTER HAVEN, FL 33884
252 Days on Market

Townhome for Sale

$215,000

3 bd · 2 ba · 1,419 sqft

2739 RUTLEDGE COURT, WINTER HAVEN, FL 33884

2508 AVENUE A SW, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$215,000

3 bd · 1 ba · 850 sqft

2508 AVENUE A SW, WINTER HAVEN, FL 33880

2330 SE ROYAL ISLE, WINTER HAVEN, FL 33880
100 Days on Market

Townhome for Sale

$215,000

2 bd · 3 ba · 1,312 sqft

2330 SE ROYAL ISLE, WINTER HAVEN, FL 33880

1303 37TH STREET NW, WINTER HAVEN, FL 33881
75 Days on Market

House for Sale

$215,000

3 bd · 2 ba · 640 sqft

1303 37TH STREET NW, WINTER HAVEN, FL 33881

221 AVENUE C NE, WINTER HAVEN, FL 33881
15 Days on Market

House for Sale

$215,000

3 bd · 2 ba · 720 sqft

221 AVENUE C NE, WINTER HAVEN, FL 33881

1910 40TH STREET NW, WINTER HAVEN, FL 33881
143 Days on Market

Home for Sale

$215,000

4 bd · 2 ba · 784 sqft

1910 40TH STREET NW, WINTER HAVEN, FL 33881

2216 STARBOARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$215,000

3 bd · 3 ba · 1,549 sqft

2216 STARBOARD, WINTER HAVEN, FL 33881

2115 KINGS CROSSING SW, WINTER HAVEN, FL 33880
58 Days on Market

House for Sale

$215,000

2 bd · 2 ba · 1,396 sqft

2115 KINGS CROSSING SW, WINTER HAVEN, FL 33880

2710 WOODLAWN DRIVE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$215,000

3 bd · 1 ba · 1,092 sqft

2710 WOODLAWN DRIVE, WINTER HAVEN, FL 33881

128 11TH WAHNETA STREET W, WINTER HAVEN, FL 33880
Newly Listed

House for Sale

$214,500

3 bd · 1 ba · 1,008 sqft

128 11TH WAHNETA STREET W, WINTER HAVEN, FL 33880

3821 AVENUE J NW, WINTER HAVEN, FL 33881
66 Days on Market

House for Sale

$213,900

3 bd · 2 ba · 1,252 sqft

3821 AVENUE J NW, WINTER HAVEN, FL 33881

306 EAGLE POND DRIVE, WINTER HAVEN, FL 33884
Newly Listed

Condo for Sale

$211,000

2 bd · 2 ba · 1,017 sqft

306 EAGLE POND DRIVE, WINTER HAVEN, FL 33884

125 EDGEWATER DRIVE, WINTER HAVEN, FL 33881
84 Days on Market

House for Sale

$210,000

4 bd · 3 ba · 1,703 sqft

125 EDGEWATER DRIVE, WINTER HAVEN, FL 33881

1665 TEAGAN LANE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$210,000

3 bd · 1 ba · 1,060 sqft

1665 TEAGAN LANE, WINTER HAVEN, FL 33884

444 AVENUE B NE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$210,000

4 bd · 2 ba · 1,464 sqft

444 AVENUE B NE, WINTER HAVEN, FL 33881

Listing
21 Days on Market

Condo for Sale

$210,000

2 bd · 2 ba · 1,090 sqft

1581 OAKVIEW CIRCLE SE, WINTER HAVEN, FL 33880
170 Days on Market

House for Sale

$210,000

2 bd · 2 ba · 1,220 sqft

1581 OAKVIEW CIRCLE SE, WINTER HAVEN, FL 33880

323 ORANGE BLOSSOM DRIVE # 323, WINTER HAVEN, FL 33880
Newly Listed

Condo for Sale

$209,900

2 bd · 3 ba · 1,280 sqft

323 ORANGE BLOSSOM DRIVE # 323, 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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