Homes for Sale under $300K in 33881

172 listings
125 ANDREAS STREET, WINTER HAVEN, FL 33881
55 Days on Market

House for Sale

$300,000

4 bd · 2 ba · 1,823 sqft

125 ANDREAS STREET, WINTER HAVEN, FL 33881

2095 W HARTRIDGE TERRACE, WINTER HAVEN, FL 33881
47 Days on Market

House for Sale

$299,900

3 bd · 2 ba · 1,816 sqft

2095 W HARTRIDGE TERRACE, WINTER HAVEN, FL 33881

445 MCKENNA DRIVE, WINTER HAVEN, FL 33881
88 Days on Market

House for Sale

$299,000

4 bd · 2 ba · 1,694 sqft

445 MCKENNA DRIVE, WINTER HAVEN, FL 33881

2774 ADELINE AVENUE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$298,990

5 bd · 2 ba · 1,708 sqft

2774 ADELINE AVENUE, WINTER HAVEN, FL 33881

2786 ADELINE AVENUE, WINTER HAVEN, FL 33881
102 Days on Market

House for Sale

$295,990

4 bd · 2 ba · 1,498 sqft

2786 ADELINE AVENUE, WINTER HAVEN, FL 33881

1228 DENALI DRIVE, WINTER HAVEN, FL 33881
339 Days on Market

House for Sale

$295,900

4 bd · 2 ba · 1,707 sqft

1228 DENALI DRIVE, WINTER HAVEN, FL 33881

3268 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881
54 Days on Market

House for Sale

$295,000

3 bd · 2 ba · 1,690 sqft

3268 COUNTRY WALK CLUB CIRCLE, WINTER HAVEN, FL 33881

6103 GREY HERON DRIVE, WINTER HAVEN, FL 33881
83 Days on Market

House for Sale

$295,000

4 bd · 2 ba · 1,828 sqft

6103 GREY HERON DRIVE, WINTER HAVEN, FL 33881

1382 SALISBURY DRIVE, WINTER HAVEN, FL 33881
109 Days on Market

House for Sale

$293,999

4 bd · 3 ba · 1,764 sqft

1382 SALISBURY DRIVE, WINTER HAVEN, FL 33881

724 BAYSIDE BOULEVARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$291,680

3 bd · 2 ba · 1,486 sqft

724 BAYSIDE BOULEVARD, WINTER HAVEN, FL 33881

713 BAYSIDE BOULEVARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$290,555

3 bd · 2 ba · 1,479 sqft

713 BAYSIDE BOULEVARD, WINTER HAVEN, FL 33881

961 DREXEL AVENUE NE, WINTER HAVEN, FL 33881
158 Days on Market

House for Sale

$290,000

3 bd · 2 ba · 1,856 sqft

961 DREXEL AVENUE NE, WINTER HAVEN, FL 33881

232 LAKE LUCERNE WAY, WINTER HAVEN, FL 33881
40 Days on Market

House for Sale

$290,000

3 bd · 2 ba · 1,965 sqft

232 LAKE LUCERNE WAY, WINTER HAVEN, FL 33881

6194 GREY HERON DRIVE, WINTER HAVEN, FL 33881
86 Days on Market

House for Sale

$290,000

3 bd · 2 ba · 1,711 sqft

6194 GREY HERON DRIVE, WINTER HAVEN, FL 33881

255 HAINES BOULEVARD, WINTER HAVEN, FL 33881
44 Days on Market

House for Sale

$290,000

4 bd · 2 ba · 1,793 sqft

255 HAINES BOULEVARD, WINTER HAVEN, FL 33881

296 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$289,990

4 bd · 2 ba · 1,625 sqft

296 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881

337 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881
129 Days on Market

House for Sale

$289,990

3 bd · 2 ba · 1,480 sqft

337 MEREDITH BOULEVARD, WINTER HAVEN, FL 33881

116 HARBOR DRIVE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$289,900

4 bd · 2 ba · 1,476 sqft

116 HARBOR DRIVE, WINTER HAVEN, FL 33881

2791 ADELINE AVENUE, WINTER HAVEN, FL 33881
161 Days on Market

House for Sale

$289,740

4 bd · 2 ba · 1,498 sqft

2791 ADELINE AVENUE, WINTER HAVEN, FL 33881

2778 ADELINE AVENUE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$288,990

4 bd · 2 ba · 1,498 sqft

2778 ADELINE AVENUE, WINTER HAVEN, FL 33881

1085 BRENTON MANOR DRIVE, WINTER HAVEN, FL 33881
230 Days on Market

House for Sale

$288,500

3 bd · 2 ba · 1,770 sqft

1085 BRENTON MANOR DRIVE, WINTER HAVEN, FL 33881

884 CAMBRIDGE DRIVE, WINTER HAVEN, FL 33881
68 Days on Market

House for Sale

$287,500

4 bd · 3 ba · 2,368 sqft

884 CAMBRIDGE DRIVE, WINTER HAVEN, FL 33881

3184 ROYAL TERN DRIVE, WINTER HAVEN, FL 33881
38 Days on Market

House for Sale

$286,900

3 bd · 2 ba · 1,725 sqft

3184 ROYAL TERN DRIVE, WINTER HAVEN, FL 33881

3018 ROYAL TERN DRIVE, WINTER HAVEN, FL 33881
Newly Listed

House for Sale

$285,999

3 bd · 2 ba · 1,690 sqft

3018 ROYAL TERN DRIVE, WINTER HAVEN, FL 33881

Talk to a local agent

Looking at Homes for Sale under $300K in 33881?

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 33881, updated continuously. Florida Lux Real Estate currently tracks 172 active listings here. MLS inventory updated October 15, 2026.

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