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Recently Sold 2 Bedroom Homes in Winter Haven, FL

1,904 homes

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SOLD
FEB 18, 2026
$108,500
2 Beds
2 Baths
1,416 sqft
4115 ROLLING OAKS DRIVE,
Winter Haven, FL 33880
COLDWELL BANKER REALTY
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SOLD
FEB 17, 2026
$139,900
2 Beds
2 Baths
1,642 sqft
6619 WESTCHESTER DRIVE NE,
Winter Haven, FL 33881
RE/MAX HERITAGE PROFESSIONALS
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SOLD
FEB 16, 2026
$38,500
2 Beds
2 Baths
1,100 sqft
842 Nine Iron Ct,
Winter Haven, FL 33881
Cynthia 'cc' Cole, Sunset Home Sales, My State MLS
SOLD
FEB 13, 2026
$237,900
2 Beds
1 Bath
1,215 sqft
2118 Edwin St NE,
Winter Haven, FL 33881
SOLD
FEB 13, 2026
$75,000
2 Beds
1 Bath
1,064 sqft
625 Avenue A NE,
Winter Haven, FL 33881
SOLD
FEB 12, 2026
$158,000
2 Beds
2 Baths
1,073 sqft
379 Winter Ridge Blvd,
Winter Haven, FL 33881
SOLD
FEB 12, 2026
$105,000
2 Beds
2 Baths
1,252 sqft
202 Country Ln NE,
Winter Haven, FL 33881
SOLD
FEB 12, 2026
$500,000
2 Beds
1 Bath
1,020 sqft
507 Avenue A E,
Winter Haven, FL 33880
SOLD
FEB 11, 2026
$81,000
2 Beds
2 Baths
700 sqft
7094 FAIRVIEW VILLAGE CIRCLE,
Winter Haven, FL 33881
RE/MAX HERITAGE PROFESSIONALS
SOLD
FEB 11, 2026
$158,000
2 Beds
2 Baths
1,073 sqft
379 WINTER RIDGE BOULEVARD #379,
Winter Haven, FL 33881
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
FEB 10, 2026
$340,000
2 Beds
2 Baths
1,688 sqft
1069 SAWGRASS DRIVE,
Winter Haven, FL 33884
LAKE ASHTON REALTY INC.
SOLD
FEB 9, 2026
$135,000
2 Beds
2 Baths
1,073 sqft
89 Winter Ridge Rd,
Winter Haven, FL 33881
SOLD
FEB 6, 2026
$160,000
2 Beds
1 Bath
720 sqft
3324 Avenue J NW,
Winter Haven, FL 33881
SOLD
FEB 5, 2026
$135,000
2 Beds
2 Baths
1,073 sqft
89 WINTER RIDGE ROAD #89,
Winter Haven, FL 33881
TINA MARIE LLC
SOLD
JAN 30, 2026
$268,000
2 Beds
2 Baths
1,512 sqft
110 DUVAL ROAD,
Winter Haven, FL 33884
PEOPLE'S CHOICE REALTY SVC LLC
SOLD
JAN 30, 2026
$105,000
2 Beds
2 Baths
1,252 sqft
202 COUNTRY LANE NE #202,
Winter Haven, FL 33881
HOME WISE REALTY GROUP, INC.
SOLD
JAN 28, 2026
$164,000
2 Beds
2 Baths
1,344 sqft
6461 HOLLYBERRY LANE NE,
Winter Haven, FL 33881
REMAX EXPERTS
SOLD
JAN 28, 2026
$105,000
2 Beds
2 Baths
1,256 sqft
4452 LIMEWOOD STREET,
Winter Haven, FL 33880
COLDWELL BANKER REALTY
SOLD
JAN 27, 2026
$175,000
2 Beds
1 Bath
880 sqft
1604 26TH STREET NW,
Winter Haven, FL 33881
EXP REALTY LLC
SOLD
JAN 27, 2026
$180,000
2 Beds
2 Baths
1,667 sqft
454 SAN JOSE DRIVE,
Winter Haven, FL 33884
KELLER WILLIAMS REALTY SMART
SOLD
JAN 23, 2026
$144,500
2 Beds
2 Baths
1,148 sqft
1550 11TH STREET NE #B6,
Winter Haven, FL 33881
CHAIN OF LAKES REALTY INC
SOLD
JAN 23, 2026
$200,000
2 Beds
2.5 Baths
1,309 sqft
436 AVENUE G SE,
Winter Haven, FL 33880
CATHY S. MARINO REALTY, INC.
SOLD
JAN 23, 2026
$115,000
2 Beds
2 Baths
1,218 sqft
112 LONGFELLOW ROAD,
Winter Haven, FL 33880
FLATFEE.COM
SOLD
JAN 22, 2026
$255,774
2 Beds
2.5 Baths
2,045 sqft
28 Casarena Ct,
Winter Haven, FL 33881
SOLD
JAN 20, 2026
$280,000
2 Beds
1 Bath
1,952 sqft
24 Jimmy Lee Rd,
Winter Haven, FL 33880
SOLD
JAN 16, 2026
$138,000
2 Beds
2 Baths
989 sqft
6782 Brentwood Dr NE,
Winter Haven, FL 33881
SOLD
JAN 16, 2026
$130,000
2 Beds
1 Bath
1,480 sqft
334 8th St NE,
Winter Haven, FL 33881
SOLD
JAN 16, 2026
$249,900
2 Beds
2 Baths
1,600 sqft
381 TROON COURT,
Winter Haven, FL 33884
CENTURY 21 WATSON & MYERS REALTY
SOLD
JAN 15, 2026
$222,000
2 Beds
2 Baths
1,232 sqft
466 MUIRFIELD COURT,
Winter Haven, FL 33884
CENTURY 21 MYERS REALTY LAKE WALES
SOLD
JAN 15, 2026
$53,500
2 Beds
2 Baths
1,344 sqft
109 Rigi Slope,
Winter Haven, FL 33881
Chrissy Walter, Sunset Home Sales, My State MLS
SOLD
JAN 15, 2026
$40,000
2 Beds
2 Baths
1901 US Highway 17 #92,
Lake Alfred, FL 33850
Linda Wilson, Sunset Home Sales, My State MLS
SOLD
JAN 14, 2026
$138,000
2 Beds
2 Baths
1,113 sqft
6782 BRENTWOOD DRIVE NE,
Winter Haven, FL 33881
RE/MAX HERITAGE PROFESSIONALS
SOLD
JAN 13, 2026
$75,000
2 Beds
2 Baths
960 sqft
2025 San Marcos Dr SE #35,
Winter Haven, FL 33880
SOLD
JAN 12, 2026
$242,000
2 Beds
2 Baths
1,329 sqft
1644 LINZ CT,
Winter Haven, FL 33884
CENTURY 21 WATSON & MYERS REALTY
SOLD
JAN 12, 2026
$65,000
2 Beds
2 Baths
298 Alpine Dr,
Winter Haven, FL 33881
Chrissy Walter, Sunset Home Sales, My State MLS
SOLD
JAN 8, 2026
$105,000
2 Beds
2 Baths
1,176 sqft
4077 ROLLING OAKS DRIVE,
Winter Haven, FL 33880
RE/MAX HERITAGE PROFESSIONALS
SOLD
JAN 7, 2026
$220,000
2 Beds
2 Baths
1,025 sqft
136 KINGS POND AVENUE,
Winter Haven, FL 33880
OPENDOOR BROKERAGE LLC
SOLD
JAN 6, 2026
$15,000
2 Beds
2 Baths
20 Charles Dr,
Winter Haven, FL 33880
Chrissy Walter, Sunset Home Sales, My State MLS
SOLD
JAN 5, 2026
$172,000
2 Beds
2 Baths
1,342 sqft
6149 GRAND OAKS DRIVE SE,
Winter Haven, FL 33884
NEXTHOME LOTT PREMIER REALTY
SOLD
JAN 5, 2026
$225,000
2 Beds
2 Baths
1,536 sqft
2654 RUTLEDGE COURT,
Winter Haven, FL 33884
KELLER WILLIAMS REALTY SMART 1

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511