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Recently Sold 1 Bedroom Homes in Winter Haven, FL

1,921 homes

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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
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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
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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.
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SOLD
JAN 23, 2026
$115,000
2 Beds
2 Baths
1,218 sqft
112 LONGFELLOW ROAD,
Winter Haven, FL 33880
FLATFEE.COM
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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
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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
SOLD
JAN 2, 2026
$275,000
2 Beds
1 Bath
1,828 sqft
2429 Avenue B SW #A,
Winter Haven, FL 33880
SOLD
DEC 31, 2025
$140,000
2 Beds
2 Baths
839 sqft
4925 Cypress Gardens Rd #99,
Winter Haven, FL 33884
SOLD
DEC 30, 2025
$210,000
2 Beds
2 Baths
1,278 sqft
3912 CYPRESS LANDING N,
Winter Haven, FL 33884
BROKERS REALTY OF CENTRAL FLOR
SOLD
DEC 30, 2025
$180,000
2 Beds
1 Bath
708 sqft
577 6TH STREET SE,
Winter Haven, FL 33880
STAR REALTY OF WINTER HAVEN
SOLD
DEC 30, 2025
$170,000
2 Beds
1 Bath
708 sqft
585 6TH STREET SE,
Winter Haven, FL 33880
STAR REALTY OF WINTER HAVEN
SOLD
DEC 30, 2025
$252,500
2 Beds
2 Baths
1,731 sqft
426 GLENEAGLES COURT,
Winter Haven, FL 33884
LOCKHART & ASSOCIATES INC
SOLD
DEC 30, 2025
$218,000
2 Beds
2 Baths
1,391 sqft
1579 VIENNA SQUARE DRIVE,
Winter Haven, FL 33884
KELLER WILLIAMS REALTY SMART 1
SOLD
DEC 30, 2025
$33,500
2 Beds
2 Baths
1,232 sqft
1901 US Highway 17/92 W #119,
Winter Haven, FL 33881
Chrissy Walter, Sunset Home Sales, My State MLS
SOLD
DEC 29, 2025
$105,000
2 Beds
2 Baths
1,012 sqft
6447 NW HOLLYBERRY LANE NE,
Winter Haven, FL 33881
GAILEY ENTERPRISES REAL ESTATE
SOLD
DEC 29, 2025
$145,000
2 Beds
2 Baths
1,073 sqft
86 Winter Ridge Rd,
Winter Haven, FL 33881
SOLD
DEC 29, 2025
$70,000
2 Beds
2 Baths
823 sqft
628 Pavare Ct,
Winter Haven, FL 33884
SOLD
DEC 29, 2025
$250,000
2 Beds
2 Baths
1,238 sqft
3436 GRENVILLE DRIVE,
Winter Haven, FL 33884
CENTURY 21 MYERS REALTY LAKE WALES
SOLD
DEC 29, 2025
$184,000
2 Beds
2 Baths
1,151 sqft
1613 LINZ CT,
Winter Haven, FL 33884
CENTURY 21 WATSON & MYERS REALTY
SOLD
DEC 26, 2025
$325,000
2 Beds
1 Bath
1,950 sqft
2438 NE 5TH STREET NE,
Winter Haven, FL 33881
CONTEMPORARY REALTY GROUP
SOLD
DEC 23, 2025
$85,000
2 Beds
1.5 Baths
992 sqft
4067 ROLLING OAKS DRIVE,
Winter Haven, FL 33880
SOUTHERN BELLE REALTY
SOLD
DEC 23, 2025
$145,000
2 Beds
1 Bath
1,974 sqft
1956 28TH STREET NW,
Winter Haven, FL 33881
LA ROSA REALTY, LLC
SOLD
DEC 22, 2025
$119,900
2 Beds
2 Baths
1,260 sqft
5850 Cypress Gardens Blvd #604,
Winter Haven, FL 33884
SOLD
DEC 22, 2025
$200,000
2 Beds
1 Bath
1,249 sqft
4077 LAKE MARIANNA DRIVE,
Winter Haven, FL 33881
BROKERS REALTY OF CENTRAL FLOR
SOLD
DEC 22, 2025
$26,600
2 Beds
2 Baths
960 sqft
1700 6th St NW #B24,
Winter Haven, FL 33881

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