View 2128 BRETTON RIDGE BOULEVARD Winter Haven, FL MLS# O6382048
  • Recently Listed with Virtual Tour
1 of 45
$289,900
4

Beds

2.0

Baths

1,560

Sq.Ft.

2128 BRETTON RIDGE BOULEVARD

Winter Haven, FL

Courtesy of KISHROY REALTY GROUP LLC
View 619 ITUNA CIRCLE Winter Haven, FL MLS# L4959404
  • New Construction
1 of 2
$282,475
3

Beds

2.0

Baths

1,486

Sq.Ft.

619 ITUNA CIRCLE

Winter Haven, FL

Courtesy of CAMBRIDGE REALTY OF CENTRAL FL
View 4057 GIORGIO DRIVE Winter Haven, FL MLS# O6382512
$317,990
4

Beds

2.1

Baths

2,305

Sq.Ft.

4057 GIORGIO DRIVE

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1798 WHITE ELEPHANT LOOP Winter Haven, FL MLS# TB8476320
  • New Construction with Virtual Tour
1 of 19
$298,900
3

Beds

2.0

Baths

1,526

Sq.Ft.

1798 WHITE ELEPHANT LOOP

Winter Haven, FL

Courtesy of LGI REALTY- FLORIDA, LLC
View 4121 GIORGIO DRIVE Winter Haven, FL MLS# O6382578
  • New Construction with Virtual Tour
1 of 34
$329,990
5

Beds

3.0

Baths

2,447

Sq.Ft.

4121 GIORGIO DRIVE

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1633 NANTUCKET WAY Winter Haven, FL MLS# TB8476372
  • Recently Listed with Virtual Tour
1 of 20
$338,900
4

Beds

2.0

Baths

1,863

Sq.Ft.

1633 NANTUCKET WAY

Winter Haven, FL

Courtesy of LGI REALTY- FLORIDA, LLC
View 4956 JACKSON STREET Winter Haven, FL MLS# P4937828
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 3/1 11:00 AM - 2:00 PM
$350,000
4

Beds

2.0

Baths

1,876

Sq.Ft.

4956 JACKSON STREET

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 141 BROWNING CIRCLE Winter Haven, FL MLS# P4937835
  • Recently Listed
1 of 43
$298,000
2

Beds

2.0

Baths

1,629

Sq.Ft.

141 BROWNING CIRCLE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 208 LAKE HOWARD DRIVE NW 104 Winter Haven, FL MLS# P4937862
  • Recently Listed with Virtual Tour
1 of 17
$179,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

208 LAKE HOWARD DRIVE NW 104

Winter Haven, FL

Courtesy of COLLANY PROPERTIES
View 939 26TH STREET NW Winter Haven, FL MLS# TB8476783
  • Recently Listed with Virtual Tour
1 of 18
$295,000
3

Beds

2.0

Baths

1,710

Sq.Ft.

939 26TH STREET NW

Winter Haven, FL

Courtesy of BOARDWALK REALTY ASSOCIATES, LLC
View 183 LAKE THOMAS Winter Haven, FL MLS# P4937839
  • Recently Listed with Virtual Tour
1 of 28
$465,000
4

Beds

2.0

Baths

2,385

Sq.Ft.

183 LAKE THOMAS

Winter Haven, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 2235 CHRIS DRIVE Winter Haven, FL MLS# O6381525
  • Recently Listed with Virtual Tour
1 of 21
$250,000
3

Beds

2.0

Baths

1,487

Sq.Ft.

2235 CHRIS DRIVE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 3343 LIVINGSTON WAY Winter Haven, FL MLS# P4937723
  • Recently Listed with Virtual Tour
1 of 43
$225,000
2

Beds

2.0

Baths

1,118

Sq.Ft.

3343 LIVINGSTON WAY

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY LAKE WALES
View 5750 HARBOR ISLE BOULEVARD Winter Haven, FL MLS# S5143689
$247,000
3

Beds

2.0

Baths

1,238

Sq.Ft.

5750 HARBOR ISLE BOULEVARD

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 4056 ROLLING OAKS DRIVE Winter Haven, FL MLS# P4937783
  • Recently Listed with Virtual Tour
1 of 70
$130,000
2

Beds

2.0

Baths

1,104

Sq.Ft.

4056 ROLLING OAKS DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 4204 CEDARWOOD STREET Winter Haven, FL MLS# P4937790
  • Adult Community with Virtual Tour
1 of 67
$129,000
2

Beds

2.0

Baths

1,496

Sq.Ft.

4204 CEDARWOOD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 4018 CYPRESS LANDING S Winter Haven, FL MLS# TB8475857
$290,000
3

Beds

2.0

Baths

1,675

Sq.Ft.

4018 CYPRESS LANDING S

Winter Haven, FL

Courtesy of LING REALTY, LLC
View 31 CACTUS CIRCLE N Winter Haven, FL MLS# L4959400
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Sunday 3/1 10:00 AM - 12:00 PM
$235,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

31 CACTUS CIRCLE N

Winter Haven, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 113 CITRUS DRIVE Winter Haven, FL MLS# O6382305
$239,000
3

Beds

2.0

Baths

2,016

Sq.Ft.

113 CITRUS DRIVE

Winter Haven, FL

Courtesy of THE AGENCY FL
View 705 SQUIRES GROVE DRIVE Winter Haven, FL MLS# O6381328
$319,999
5

Beds

3.0

Baths

2,616

Sq.Ft.

705 SQUIRES GROVE DRIVE

Winter Haven, FL

Courtesy of PREFERRED REAL ESTATE BROKERS

About Winter Haven

Listings in Winter Haven, FL

1,186

Estimated median home price

$289,995
Winter Haven FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Haven, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Haven, FL.

Homes for Sale by Price in Winter Haven, FL

Price Count
$0 - 100K 80
$100K - 200K 185
$200K - 300K 418
$300K - 400K 329
$400K - 500K 81
$500K - 600K 17
$600K - 700K 19
$700K - 800K 16
$800K - 900K 6
$900K - 1M 6
$1M - Max 29

Homes for Sale by Type in Winter Haven, FL

Property Type Count
Single Family 850
Townhouse 23
Condo 78
Commercial 29
Rental 227
Lots and Land 77
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 111
Farms 0

(Data as of 2/28/2026)

Information deemed reliable but not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 2/28/2026.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 2/28/2026.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 2/28/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 2/28/2026.