Winter Haven Homes for Sale under $400K

718 listings
128 AVENUE D SW, WINTER HAVEN, FL 33880
77 Days on Market

House for Sale

$175,000

5 bd · 2 ba · 2,200 sqft

128 AVENUE D SW, WINTER HAVEN, FL 33880

208 LAKE HOWARD DRIVE NW # 104, WINTER HAVEN, FL 33880
165 Days on Market

Condo for Sale

$174,900

2 bd · 2 ba · 1,152 sqft

208 LAKE HOWARD DRIVE NW # 104, WINTER HAVEN, FL 33880

6643 WESTCHESTER DRIVE NE, WINTER HAVEN, FL 33881
74 Days on Market

Home for Sale

$174,900

2 bd · 2 ba · 1,456 sqft

6643 WESTCHESTER DRIVE NE, WINTER HAVEN, FL 33881

341 AVENUE L NE, WINTER HAVEN, FL 33881
76 Days on Market

House for Sale

$174,000

3 bd · 1 ba · 1,188 sqft

341 AVENUE L NE, WINTER HAVEN, FL 33881

2500 21ST STREET NW # 15, WINTER HAVEN, FL 33881
109 Days on Market

Condo for Sale

$174,000

2 bd · 3 ba · 1,184 sqft

2500 21ST STREET NW # 15, WINTER HAVEN, FL 33881

112 PALM DRIVE, WINTER HAVEN, FL 33880
21 Days on Market

House for Sale

$172,900

2 bd · 2 ba · 720 sqft

112 PALM DRIVE, WINTER HAVEN, FL 33880

6114 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884
88 Days on Market

Home for Sale

$169,900

2 bd · 2 ba · 1,288 sqft

6114 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

6081 SOUTHERN OAKS DRIVE SE, WINTER HAVEN, FL 33884
179 Days on Market

Home for Sale

$169,500

2 bd · 2 ba · 1,080 sqft

6081 SOUTHERN OAKS DRIVE SE, WINTER HAVEN, FL 33884

702 COUNTRY LANE NE # 702, WINTER HAVEN, FL 33881
Newly Listed

Condo for Sale

$169,500

2 bd · 2 ba · 1,252 sqft

702 COUNTRY LANE NE # 702, WINTER HAVEN, FL 33881

645 BROADMOOR CIRCLE # 645, WINTER HAVEN, FL 33884
38 Days on Market

Condo for Sale

$169,000

2 bd · 2 ba · 1,278 sqft

645 BROADMOOR CIRCLE # 645, WINTER HAVEN, FL 33884

2500 21ST STREET NW # 23, WINTER HAVEN, FL 33881
124 Days on Market

Condo for Sale

$169,000

2 bd · 3 ba · 1,334 sqft

2500 21ST STREET NW # 23, WINTER HAVEN, FL 33881

1004 MEDINAH DRIVE, WINTER HAVEN, FL 33884
17 Days on Market

Home for Sale

$165,000

2 bd · 2 ba · 1,278 sqft

1004 MEDINAH DRIVE, WINTER HAVEN, FL 33884

1105 EAGLE POND DRIVE # 1105, WINTER HAVEN, FL 33884
Newly Listed

Condo for Sale

$165,000

2 bd · 2 ba · 1,017 sqft

1105 EAGLE POND DRIVE # 1105, WINTER HAVEN, FL 33884

665 BROADMOOR CIRCLE, WINTER HAVEN, FL 33884
Newly Listed

Home for Sale

$165,000

2 bd · 2 ba · 1,139 sqft

665 BROADMOOR CIRCLE, WINTER HAVEN, FL 33884

28 CASARENA COURT, WINTER HAVEN, FL 33881
98 Days on Market

Townhome for Sale

$165,000

2 bd · 3 ba · 2,045 sqft

28 CASARENA COURT, WINTER HAVEN, FL 33881

344 WINTER RIDGE BOULEVARD # 344, WINTER HAVEN, FL 33881
Newly Listed

Condo for Sale

$164,999

3 bd · 2 ba · 1,073 sqft

344 WINTER RIDGE BOULEVARD # 344, WINTER HAVEN, FL 33881

3214 AVENUE Q NW, WINTER HAVEN, FL 33881
79 Days on Market

House for Sale

$164,900

2 bd · 1 ba · 936 sqft

3214 AVENUE Q NW, WINTER HAVEN, FL 33881

700 MIRROR TERRACE NW # 507, WINTER HAVEN, FL 33881
Newly Listed

Condo for Sale

$164,900

2 bd · 2 ba · 1,351 sqft

700 MIRROR TERRACE NW # 507, WINTER HAVEN, FL 33881

628 LAKESIDE RANCH LANE, WINTER HAVEN, FL 33881
Newly Listed

Home for Sale

$164,800

2 bd · 2 ba · 1,325 sqft

628 LAKESIDE RANCH LANE, WINTER HAVEN, FL 33881

532 WINTER TERRACE, WINTER HAVEN, FL 33881
88 Days on Market

Townhome for Sale

$164,000

3 bd · 2 ba · 1,073 sqft

532 WINTER TERRACE, WINTER HAVEN, FL 33881

1776 6TH STREET NW # 807, WINTER HAVEN, FL 33881
Newly Listed

Condo for Sale

$162,000

2 bd · 2 ba · 1,347 sqft

1776 6TH STREET NW # 807, WINTER HAVEN, FL 33881

5203 WATERVIEW WAY # 5203, WINTER HAVEN, FL 33884
26 Days on Market

Condo for Sale

$159,900

2 bd · 2 ba · 930 sqft

5203 WATERVIEW WAY # 5203, WINTER HAVEN, FL 33884

6235 KNOTTY PINE DRIVE SE, WINTER HAVEN, FL 33884
Newly Listed

Home for Sale

$159,900

2 bd · 2 ba · 1,080 sqft

6235 KNOTTY PINE DRIVE SE, WINTER HAVEN, FL 33884

6309 GROVE POINTE DRIVE SE, WINTER HAVEN, FL 33884
Newly Listed

Home for Sale

$159,750

2 bd · 2 ba · 1,248 sqft

6309 GROVE POINTE DRIVE SE, 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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