Winter Haven Homes for Sale under $400K

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2600 LUCERNE PARK ROAD # 521, WINTER HAVEN, FL 33881

59 Days on Market

Townhome for Sale

$159,000

2 bd · 2 ba · 845 sqft

2600 LUCERNE PARK ROAD # 521, WINTER HAVEN, FL 33881

6315 GROVE POINTE DRIVE SE, WINTER HAVEN, FL 33884

197 Days on Market

Home for Sale

$158,000

2 bd · 2 ba · 1,248 sqft

6315 GROVE POINTE DRIVE SE, WINTER HAVEN, FL 33884

6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881

120 Days on Market

Home for Sale

$155,900

2 bd · 2 ba · 1,596 sqft

6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881

6308 BAYBERRY BOULEVARD NE, WINTER HAVEN, FL 33881

565 Days on Market

Home for Sale

$155,700

2 bd · 2 ba · 1,152 sqft

6308 BAYBERRY BOULEVARD NE, WINTER HAVEN, FL 33881

8304 WATERVIEW WAY # 8304, WINTER HAVEN, FL 33884

83 Days on Market

Condo for Sale

$154,900

2 bd · 2 ba · 930 sqft

8304 WATERVIEW WAY # 8304, WINTER HAVEN, FL 33884

3319 AVENUE U NW, WINTER HAVEN, FL 33881

28 Days on Market

House for Sale

$150,000

2 bd · 1 ba · 840 sqft

3319 AVENUE U NW, WINTER HAVEN, FL 33881

489 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

Newly Listed

Home for Sale

$150,000

2 bd · 2 ba · 1,008 sqft

489 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

622 RIDGE TERRACE, WINTER HAVEN, FL 33881

63 Days on Market

Condo for Sale

$150,000

2 bd · 2 ba · 1,073 sqft

622 RIDGE TERRACE, WINTER HAVEN, FL 33881

700 MIRROR TERRACE NW # 511, WINTER HAVEN, FL 33881

Newly Listed

Condo for Sale

$149,900

2 bd · 2 ba · 1,190 sqft

700 MIRROR TERRACE NW # 511, WINTER HAVEN, FL 33881

333 LAKE HOWARD DRIVE NW # 211B, WINTER HAVEN, FL 33880

Newly Listed

Condo for Sale

$149,900

3 bd · 2 ba · 1,218 sqft

333 LAKE HOWARD DRIVE NW # 211B, WINTER HAVEN, FL 33880

6133 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

102 Days on Market

Home for Sale

$149,900

2 bd · 2 ba · 1,234 sqft

6133 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

2049 SAN MARCOS DRIVE SE # 127, WINTER HAVEN, FL 33880

Newly Listed

Condo for Sale

$149,900

1 bd · 1 ba · 666 sqft

2049 SAN MARCOS DRIVE SE # 127, WINTER HAVEN, FL 33880

649 BROADMOOR CIRCLE, WINTER HAVEN, FL 33884

167 Days on Market

Home for Sale

$149,700

2 bd · 2 ba · 1,278 sqft

649 BROADMOOR CIRCLE, WINTER HAVEN, FL 33884

235 6TH STREET NW # 205, WINTER HAVEN, FL 33881

Newly Listed

Condo for Sale

$149,500

2 bd · 1 ba · 873 sqft

235 6TH STREET NW # 205, WINTER HAVEN, FL 33881

689 LAKE HOWARD DRIVE NW # 213, WINTER HAVEN, FL 33880

Newly Listed

Condo for Sale

$149,000

2 bd · 2 ba · 1,072 sqft

689 LAKE HOWARD DRIVE NW # 213, WINTER HAVEN, FL 33880

2710 AVENUE J NW, WINTER HAVEN, FL 33881

64 Days on Market

House for Sale

$149,000

2 bd · 1 ba · 672 sqft

2710 AVENUE J NW, WINTER HAVEN, FL 33881

6473 PEPPERTREE PATH NE, WINTER HAVEN, FL 33881

69 Days on Market

Home for Sale

$146,000

2 bd · 2 ba · 1,107 sqft

6473 PEPPERTREE PATH NE, WINTER HAVEN, FL 33881

215 10TH WAHNETA STREET W, WINTER HAVEN, FL 33880

474 Days on Market

House for Sale

$145,089

3 bd · 2 ba · 800 sqft

215 10TH WAHNETA STREET W, WINTER HAVEN, FL 33880

447 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

45 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,000 sqft

447 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

345 24TH STREET NW # 25, WINTER HAVEN, FL 33880

176 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,008 sqft

345 24TH STREET NW # 25, WINTER HAVEN, FL 33880

6044 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

396 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,248 sqft

6044 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

6433 JACARANDA AVENUE NE, WINTER HAVEN, FL 33881

160 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 912 sqft

6433 JACARANDA AVENUE NE, WINTER HAVEN, FL 33881

6773 BRENTWOOD DRIVE NE, WINTER HAVEN, FL 33881

Newly Listed

Home for Sale

$145,000

2 bd · 2 ba · 1,056 sqft

6773 BRENTWOOD DRIVE NE, WINTER HAVEN, FL 33881

108 9TH ELOISE STREET, WINTER HAVEN, FL 33880

Newly Listed

House for Sale

$144,900

3 bd · 1 ba · 1,080 sqft

108 9TH ELOISE STREET, WINTER HAVEN, FL 33880

59 Days on Market

Townhome for Sale

$159,000

2 bd · 2 ba · 845 sqft

2600 LUCERNE PARK ROAD # 521, WINTER HAVEN, FL 33881

197 Days on Market

Home for Sale

$158,000

2 bd · 2 ba · 1,248 sqft

6315 GROVE POINTE DRIVE SE, WINTER HAVEN, FL 33884

120 Days on Market

Home for Sale

$155,900

2 bd · 2 ba · 1,596 sqft

6561 CHINABERRY DR NE, WINTER HAVEN, FL 33881

565 Days on Market

Home for Sale

$155,700

2 bd · 2 ba · 1,152 sqft

6308 BAYBERRY BOULEVARD NE, WINTER HAVEN, FL 33881

83 Days on Market

Condo for Sale

$154,900

2 bd · 2 ba · 930 sqft

8304 WATERVIEW WAY # 8304, WINTER HAVEN, FL 33884

28 Days on Market

House for Sale

$150,000

2 bd · 1 ba · 840 sqft

3319 AVENUE U NW, WINTER HAVEN, FL 33881

Newly Listed

Home for Sale

$150,000

2 bd · 2 ba · 1,008 sqft

489 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

63 Days on Market

Condo for Sale

$150,000

2 bd · 2 ba · 1,073 sqft

622 RIDGE TERRACE, WINTER HAVEN, FL 33881

Newly Listed

Condo for Sale

$149,900

2 bd · 2 ba · 1,190 sqft

700 MIRROR TERRACE NW # 511, WINTER HAVEN, FL 33881

Newly Listed

Condo for Sale

$149,900

3 bd · 2 ba · 1,218 sqft

333 LAKE HOWARD DRIVE NW # 211B, WINTER HAVEN, FL 33880

102 Days on Market

Home for Sale

$149,900

2 bd · 2 ba · 1,234 sqft

6133 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

Newly Listed

Condo for Sale

$149,900

1 bd · 1 ba · 666 sqft

2049 SAN MARCOS DRIVE SE # 127, WINTER HAVEN, FL 33880

167 Days on Market

Home for Sale

$149,700

2 bd · 2 ba · 1,278 sqft

649 BROADMOOR CIRCLE, WINTER HAVEN, FL 33884

Newly Listed

Condo for Sale

$149,500

2 bd · 1 ba · 873 sqft

235 6TH STREET NW # 205, WINTER HAVEN, FL 33881

Newly Listed

Condo for Sale

$149,000

2 bd · 2 ba · 1,072 sqft

689 LAKE HOWARD DRIVE NW # 213, WINTER HAVEN, FL 33880

64 Days on Market

House for Sale

$149,000

2 bd · 1 ba · 672 sqft

2710 AVENUE J NW, WINTER HAVEN, FL 33881

69 Days on Market

Home for Sale

$146,000

2 bd · 2 ba · 1,107 sqft

6473 PEPPERTREE PATH NE, WINTER HAVEN, FL 33881

474 Days on Market

House for Sale

$145,089

3 bd · 2 ba · 800 sqft

215 10TH WAHNETA STREET W, WINTER HAVEN, FL 33880

45 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,000 sqft

447 VILLAGE CIRCLE SW, WINTER HAVEN, FL 33880

176 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,008 sqft

345 24TH STREET NW # 25, WINTER HAVEN, FL 33880

396 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 1,248 sqft

6044 GRAND OAKS DRIVE SE, WINTER HAVEN, FL 33884

160 Days on Market

Home for Sale

$145,000

2 bd · 2 ba · 912 sqft

6433 JACARANDA AVENUE NE, WINTER HAVEN, FL 33881

Newly Listed

Home for Sale

$145,000

2 bd · 2 ba · 1,056 sqft

6773 BRENTWOOD DRIVE NE, WINTER HAVEN, FL 33881

Newly Listed

House for Sale

$144,900

3 bd · 1 ba · 1,080 sqft

108 9TH ELOISE STREET, 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

(786) 370-8570

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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