Newly Listed
Condo for Sale
$229,900
2 bd · 2 ba · 1,090 sqft
Bedrooms
Bathrooms
Winter Haven Homes for Sale under $400K
718 listings
Newly Listed
House for Sale
$229,900
4 bd · 2 ba · 1,599 sqft
306 FERN ROAD, WINTER HAVEN, FL 33880
56 Days on Market
House for Sale
$229,900
3 bd · 2 ba · 1,651 sqft
381 SAN JOSE DRIVE, WINTER HAVEN, FL 33884
359 Days on Market
Home for Sale
$229,900
2 bd · 2 ba · 1,368 sqft
14 ENCLAVE DRIVE, WINTER HAVEN, FL 33884
587 Days on Market
Home for Sale
$229,500
2 bd · 2 ba · 1,231 sqft
1561 VIENNA SQUARE DRIVE, WINTER HAVEN, FL 33884
28 Days on Market
House for Sale
$226,700
4 bd · 2 ba · 1,048 sqft
2390 29TH STREET NW, WINTER HAVEN, FL 33881
31 Days on Market
House for Sale
$226,000
3 bd · 3 ba · 1,000 sqft
221 AVENUE L NE, WINTER HAVEN, FL 33881
179 Days on Market
Home for Sale
$225,999
4 bd · 2 ba · 1,813 sqft
2436 EDWIN STREET NE, WINTER HAVEN, FL 33881
Newly Listed
House for Sale
$225,000
2 bd · 1 ba · 1,137 sqft
1405 28TH STREET NW, WINTER HAVEN, FL 33881
Newly Listed
House for Sale
$225,000
3 bd · 2 ba · 1,153 sqft
3004 AVENUE S NW, WINTER HAVEN, FL 33881
440 Days on Market
Home for Sale
$225,000
2 bd · 2 ba · 1,118 sqft
1224 VIENNA SQUARE DRIVE, WINTER HAVEN, FL 33884
61 Days on Market
House for Sale
$225,000
3 bd · 3 ba · 1,088 sqft
3420 AVENUE T NW, WINTER HAVEN, FL 33881
277 Days on Market
House for Sale
$225,000
3 bd · 2 ba · 1,683 sqft
1740 2ND STREET NE, WINTER HAVEN, FL 33881
Newly Listed
Home for Sale
$225,000
3 bd · 2 ba · 1,676 sqft
1 ENCLAVE DRIVE, WINTER HAVEN, FL 33884
103 Days on Market
House for Sale
$225,000
3 bd · 2 ba · 1,232 sqft
245 16TH STREET NE, WINTER HAVEN, FL 33881
Newly Listed
House for Sale
$225,000
3 bd · 2 ba · 2,006 sqft
2824 SAN MARCO WAY, WINTER HAVEN, FL 33884
64 Days on Market
House for Sale
$225,000
3 bd · 2 ba · 1,678 sqft
1406 MEADOW DRIVE NE, WINTER HAVEN, FL 33881
80 Days on Market
Townhome for Sale
$224,900
3 bd · 2 ba · 1,407 sqft
606 ORANGE BLOSSOM DRIVE, WINTER HAVEN, FL 33880
Newly Listed
House for Sale
$224,500
4 bd · 2 ba · 1,784 sqft
1500 AVENUE H NE, WINTER HAVEN, FL 33881
53 Days on Market
House for Sale
$220,900
3 bd · 2 ba · 1,410 sqft
936 AVENUE T SE, WINTER HAVEN, FL 33880
Newly Listed
House for Sale
$220,000
3 bd · 2 ba ·
304 Corso Loop, Winter Haven, FL 33884
VILLAMAR PHASE 1
58 Days on Market
House for Sale
$220,000
3 bd · 2 ba · 1,131 sqft
542 LAKE DEXTER BOULEVARD, WINTER HAVEN, FL 33884
45 Days on Market
House for Sale
$220,000
2 bd · 2 ba · 1,181 sqft
719 AVENUE Q SE, WINTER HAVEN, FL 33880
121 Days on Market
House for Sale
$219,999
2 bd · 2 ba · 1,140 sqft
414 AVENUE C AVENUE NE, 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.
Live MLS inventory in Winter Haven, updated continuously. Florida Lux Real Estate currently tracks 718 active listings here. MLS inventory updated November 7, 2026.
Discover Your Perfect Home
Homes for Sale under $400K in Nearby Cities
Select Property Type
Winter Haven Condos for Sale by Type & Price
Bedroom Size Homes in Winter Haven
Homes by Price in Winter Haven
Lifestyle & New in Winter Haven
Rentals in Winter Haven
Homes Nearby Winter Haven: Neighborhoods
- INWOOD Homes for Sale(28)
- OAKWOOD ESTATES Homes for Sale(23)
- VILLAMAR Homes for Sale(22)
- HARMONY ON LAKE ELOISE Homes for Sale(19)
- LUCERNE PARK RESERVE Homes for Sale(14)
Show more (10)Show less
- GARDEN GROVE OAKS Homes for Sale(10)
- VILLA MAR Homes for Sale(10)
- JAN PHYL VILLAGE Homes for Sale(9)
- SEASONS AT ANNABELLE ESTATES Homes for Sale(9)
- WILLOWBROOK NORTH Homes for Sale(9)
- LAKE ASHTON WEST PH 01 Homes for Sale(8)
- WILLOWBROOK SOUTH Homes for Sale(8)
- WINTER HAVEN HARBOUR APTS CONDO Homes for Sale(8)
- ASHTON COVEY Homes for Sale(7)
- FLA HIGHLANDS CO SUB Homes for Sale(7)
Homes Nearby Winter Haven: Cities
Homes Nearby Winter Haven: ZIP Codes
- 33884 Homes for Sale(383)
- 33881 Homes for Sale(304)
- 33880 Homes for Sale(223)
- 33839 Homes for Sale(68)
- 33823 Homes for Sale(292)