Winter Haven Homes for Sale under $400K

719 listings
1192 NORMANDY HEIGHTS CIRCLE, WINTER HAVEN, FL 33880
44 Days on Market

House for Sale

$338,000

4 bd · 3 ba · 2,093 sqft

1192 NORMANDY HEIGHTS CIRCLE, WINTER HAVEN, FL 33880

688 AUGUSTA ROAD, WINTER HAVEN, FL 33884
133 Days on Market

House for Sale

$337,000

3 bd · 2 ba · 1,586 sqft

688 AUGUSTA ROAD, WINTER HAVEN, FL 33884

5171 KINSLEY DRIVE, WINTER HAVEN, FL 33884
316 Days on Market

House for Sale

$336,899

4 bd · 3 ba · 2,050 sqft

5171 KINSLEY DRIVE, WINTER HAVEN, FL 33884

728 CANBERRA ROAD, WINTER HAVEN, FL 33884
18 Days on Market

House for Sale

$336,000

3 bd · 2 ba · 2,253 sqft

728 CANBERRA ROAD, WINTER HAVEN, FL 33884

441 MCKENNA DRIVE, WINTER HAVEN, FL 33881
101 Days on Market

House for Sale

$335,000

4 bd · 3 ba · 2,360 sqft

441 MCKENNA DRIVE, WINTER HAVEN, FL 33881

4495 MANDOLIN BOULEVARD, WINTER HAVEN, FL 33884
151 Days on Market

House for Sale

$335,000

4 bd · 2 ba · 1,903 sqft

4495 MANDOLIN BOULEVARD, WINTER HAVEN, FL 33884

4519 RAPALLO AVENUE, WINTER HAVEN, FL 33884
45 Days on Market

House for Sale

$334,900

4 bd · 3 ba · 2,074 sqft

4519 RAPALLO AVENUE, WINTER HAVEN, FL 33884

5312 NICKLAUS DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$334,900

3 bd · 2 ba · 1,700 sqft

5312 NICKLAUS DRIVE, WINTER HAVEN, FL 33884

3151 LAUREL OAK LANE, WINTER HAVEN, FL 33884
58 Days on Market

House for Sale

$333,900

4 bd · 3 ba · 2,029 sqft

3151 LAUREL OAK LANE, WINTER HAVEN, FL 33884

326 MEADOWBROOK BOULEVARD, WINTER HAVEN, FL 33881
214 Days on Market

House for Sale

$331,995

5 bd · 3 ba · 2,696 sqft

326 MEADOWBROOK BOULEVARD, WINTER HAVEN, FL 33881

4498 RAPALLO AVENUE E, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$330,900

4 bd · 4 ba · 2,227 sqft

4498 RAPALLO AVENUE E, WINTER HAVEN, FL 33884

919 AVENUE S SE, WINTER HAVEN, FL 33880
285 Days on Market

House for Sale

$330,000

3 bd · 2 ba · 1,751 sqft

919 AVENUE S SE, WINTER HAVEN, FL 33880

5386 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$329,999

4 bd · 3 ba · 2,226 sqft

5386 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884

5445 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884
34 Days on Market

House for Sale

$329,999

4 bd · 3 ba · 2,039 sqft

5445 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884

5449 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884
33 Days on Market

House for Sale

$329,999

4 bd · 3 ba · 2,039 sqft

5449 SAN PIETRO DRIVE, WINTER HAVEN, FL 33884

1765 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$329,990

4 bd · 2 ba · 1,828 sqft

1765 HUMMINGBIRD ROAD, WINTER HAVEN, FL 33884

1642 TEAGAN LANE, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$329,900

4 bd · 3 ba · 1,896 sqft

1642 TEAGAN LANE, WINTER HAVEN, FL 33884

2610 SAN MARCO WAY, WINTER HAVEN, FL 33884
28 Days on Market

House for Sale

$329,900

4 bd · 2 ba · 1,819 sqft

2610 SAN MARCO WAY, WINTER HAVEN, FL 33884

312 TOWHEE ROAD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$329,900

4 bd · 2 ba · 2,020 sqft

312 TOWHEE ROAD, WINTER HAVEN, FL 33881

292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$329,900

4 bd · 2 ba · 1,820 sqft

292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

5871 WINDRIDGE DRIVE, WINTER HAVEN, FL 33881
72 Days on Market

House for Sale

$329,100

4 bd · 4 ba · 3,050 sqft

5871 WINDRIDGE DRIVE, WINTER HAVEN, FL 33881

2595 SAN MARCO WAY, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$329,000

4 bd · 2 ba · 2,004 sqft

2595 SAN MARCO WAY, WINTER HAVEN, FL 33884

202 SAINT LUCIE ROAD, WINTER HAVEN, FL 33884
Newly Listed

House for Sale

$328,999

3 bd · 2 ba · 1,764 sqft

202 SAINT LUCIE ROAD, WINTER HAVEN, FL 33884

339 LAKE SMART CIRCLE, WINTER HAVEN, FL 33881
71 Days on Market

House for Sale

$328,000

3 bd · 3 ba · 2,173 sqft

339 LAKE SMART 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 719 active listings here. MLS inventory updated November 4, 2026.

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