29 Days on Market
House for Sale
$300,000
4 bd · 2 ba · 2,207 sqft
Bedrooms
Bathrooms
Winter Haven Homes for Sale under $400K
718 listings
55 Days on Market
House for Sale
$300,000
4 bd · 2 ba · 1,823 sqft
125 ANDREAS STREET, WINTER HAVEN, FL 33881
45 Days on Market
House for Sale
$300,000
2 bd · 2 ba · 1,729 sqft
2452 SALZBURG LOOP, WINTER HAVEN, FL 33884
60 Days on Market
House for Sale
$299,999
3 bd · 2 ba · 1,951 sqft
265 MAJESTIC GARDENS LANE, WINTER HAVEN, FL 33880
34 Days on Market
House for Sale
$299,990
4 bd · 2 ba · 1,665 sqft
4045 GIORGIO DRIVE, WINTER HAVEN, FL 33884
71 Days on Market
House for Sale
$299,990
4 bd · 3 ba · 1,988 sqft
5013 KAIA AVENUE, WINTER HAVEN, FL 33884
141 Days on Market
House for Sale
$299,950
3 bd · 2 ba · 1,517 sqft
265 LAKE THOMAS DRIVE, WINTER HAVEN, FL 33880
143 Days on Market
House for Sale
$299,900
4 bd · 3 ba · 3,010 sqft
5445 CHANDLER DRIVE, WINTER HAVEN, FL 33884
52 Days on Market
House for Sale
$299,900
4 bd · 2 ba · 1,851 sqft
563 HONEY BELL ROAD, WINTER HAVEN, FL 33880
64 Days on Market
House for Sale
$299,900
4 bd · 2 ba · 1,851 sqft
996 SUMMER GLEN DRIVE, WINTER HAVEN, FL 33880
47 Days on Market
House for Sale
$299,900
3 bd · 2 ba · 1,816 sqft
2095 W HARTRIDGE TERRACE, WINTER HAVEN, FL 33881
66 Days on Market
House for Sale
$299,500
2 bd · 2 ba · 1,260 sqft
132 DUVAL ROAD, WINTER HAVEN, FL 33884
200 Days on Market
House for Sale
$299,000
3 bd · 2 ba · 1,817 sqft
1301 EVALYN DRIVE SE, WINTER HAVEN, FL 33880
88 Days on Market
House for Sale
$299,000
4 bd · 2 ba · 1,694 sqft
445 MCKENNA DRIVE, WINTER HAVEN, FL 33881
Newly Listed
House for Sale
$299,000
3 bd · 2 ba · 1,540 sqft
1104 TYLER LOOP, WINTER HAVEN, FL 33884
Newly Listed
House for Sale
$298,990
5 bd · 2 ba · 1,708 sqft
2774 ADELINE AVENUE, WINTER HAVEN, FL 33881
Newly Listed
House for Sale
$296,630
3 bd · 2 ba · 1,269 sqft
3968 GIORGIO DRIVE, WINTER HAVEN, FL 33884
168 Days on Market
House for Sale
$295,990
3 bd · 2 ba · 1,504 sqft
3105 FIREBRUSH LANE, WINTER HAVEN, FL 33884
102 Days on Market
House for Sale
$295,990
4 bd · 2 ba · 1,498 sqft
2786 ADELINE AVENUE, WINTER HAVEN, FL 33881
58 Days on Market
House for Sale
$295,900
3 bd · 3 ba · 1,568 sqft
5121 SYLAS JAX AVENUE, WINTER HAVEN, FL 33884
339 Days on Market
House for Sale
$295,900
4 bd · 2 ba · 1,707 sqft
1228 DENALI DRIVE, WINTER HAVEN, FL 33881
65 Days on Market
House for Sale
$295,000
3 bd · 2 ba · 1,629 sqft
2415 BRASSIE COURT, WINTER HAVEN, FL 33884
83 Days on Market
House for Sale
$295,000
4 bd · 2 ba · 1,828 sqft
6103 GREY HERON DRIVE, 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
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)