View 4313 CHERRYWOOD STREET Winter Haven, FL MLS# TB8455650
  • Adult Community with Virtual Tour
1 of 37
$114,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

4313 CHERRYWOOD STREET

Winter Haven, FL

Courtesy of JT REALTY & ASSOCIATES
View 241 PAINE DRIVE Winter Haven, FL MLS# P4937288
  • Virtual Tour
1 of 28
$279,000
3

Beds

2.0

Baths

1,730

Sq.Ft.

241 PAINE DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 2334 AVENUE E NW Winter Haven, FL MLS# TB8456875
  • Virtual Tour
1 of 36
$189,900
3

Beds

1.0

Baths

1,118

Sq.Ft.

2334 AVENUE E NW

Winter Haven, FL

Courtesy of STAR BAY REALTY CORP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 301 26TH STREET SW Winter Haven, FL MLS# O6367791
  • Virtual Tour
1 of 13
$169,900
3

Beds

1.0

Baths

950

Sq.Ft.

301 26TH STREET SW

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 120 H AVENUE SE Winter Haven, FL MLS# P4937218
$50,000
Studio

Beds

0.0

Baths

120 H AVENUE SE

Winter Haven, FL

Courtesy of STAR REALTY OF WINTER HAVEN
View 204 SWEET CIRCLE Winter Haven, FL MLS# G5105600
  • Adult Community with Virtual Tour
1 of 51
$125,000
2

Beds

2.0

Baths

1,596

Sq.Ft.

204 SWEET CIRCLE

Winter Haven, FL

Courtesy of MOSAIC SERVICES LLC
View 312 ULRICH AVENUE Winter Haven, FL MLS# O6367899
  • Virtual Tour
1 of 23
$75,000
Studio

Beds

0.0

Baths

312 ULRICH AVENUE

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 4165 ROLLING OAKS DRIVE Winter Haven, FL MLS# B4902127
  • Adult Community with Virtual Tour
1 of 19
$99,900
2

Beds

2.0

Baths

1,152

Sq.Ft.

4165 ROLLING OAKS DRIVE

Winter Haven, FL

Courtesy of SOUTHERN BELLE REALTY
View 6721 CANTERBURY DRIVE NE Winter Haven, FL MLS# S5140139
  • Adult Community
1 of 34
$89,000
2

Beds

2.0

Baths

782

Sq.Ft.

6721 CANTERBURY DRIVE NE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 1776 6TH STREET NW 808 Winter Haven, FL MLS# L4957914
  • Adult Community with Virtual Tour
1 of 27
$145,000
2

Beds

2.0

Baths

1,347

Sq.Ft.

1776 6TH STREET NW 808

Winter Haven, FL

Courtesy of NEXTHOME NORRIS & COMPANY REAL
View 2218 AVENUE B SW Winter Haven, FL MLS# TB8457270
  • Virtual Tour
1 of 46
$280,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

2218 AVENUE B SW

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 3022 HICKORY STREET NW Winter Haven, FL MLS# A4674941
$273,000
3

Beds

1.0

Baths

1,602

Sq.Ft.

3022 HICKORY STREET NW

Winter Haven, FL

Courtesy of THE URBAN GROUP, INC.
View 1607 2ND STREET SE Winter Haven, FL MLS# P4937275
  • Virtual Tour
1 of 28
$185,000
2

Beds

1.0

Baths

576

Sq.Ft.

1607 2ND STREET SE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 231 TURTLE BAY AVENUE Winter Haven, FL MLS# L4957836
  • New Construction with Virtual Tour
1 of 9
$234,990
3

Beds

2.1

Baths

1,604

Sq.Ft.

231 TURTLE BAY AVENUE

Winter Haven, FL

Courtesy of CAMBRIDGE REALTY OF CENTRAL FL
View 845 ORCHID SPRINGS DRIVE Winter Haven, FL MLS# S5140064
$139,500
2

Beds

1.1

Baths

888

Sq.Ft.

845 ORCHID SPRINGS DRIVE

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 440 KENSINGTON VIEW DRIVE Winter Haven, FL MLS# G5105497
$265,000
3

Beds

2.0

Baths

1,688

Sq.Ft.

440 KENSINGTON VIEW DRIVE

Winter Haven, FL

Courtesy of PREFERRED RE BROKERS III
View 4251 CEDARWOOD STREET Winter Haven, FL MLS# P4937233
  • Adult Community with Virtual Tour
1 of 64
$118,000
2

Beds

2.0

Baths

1,216

Sq.Ft.

4251 CEDARWOOD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 3265 CONINE DRIVE W Winter Haven, FL MLS# S5140034
$135,000
2

Beds

1.0

Baths

708

Sq.Ft.

3265 CONINE DRIVE W

Winter Haven, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 7904 WATERVIEW WAY 7904 Winter Haven, FL MLS# L4957843
$174,500
2

Beds

2.0

Baths

930

Sq.Ft.

7904 WATERVIEW WAY 7904

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 4155 ROLLING OAKS DRIVE Winter Haven, FL MLS# B4902122
  • Adult Community with Virtual Tour
1 of 13
$49,900
2

Beds

2.0

Baths

1,176

Sq.Ft.

4155 ROLLING OAKS DRIVE

Winter Haven, FL

Courtesy of SOUTHERN BELLE REALTY

About Winter Haven

Listings in Winter Haven, FL

1,139

Estimated median home price

$290,000
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 72
$100K - 200K 180
$200K - 300K 404
$300K - 400K 309
$400K - 500K 84
$500K - 600K 13
$600K - 700K 16
$700K - 800K 18
$800K - 900K 5
$900K - 1M 7
$1M - Max 31

Homes for Sale by Type in Winter Haven, FL

Property Type Count
Single Family 816
Townhouse 25
Condo 75
Commercial 29
Rental 249
Lots and Land 72
Condo/Town/CoOp 0
CoOp 0
Multi Family 13
Mobile Home 106
Farms 0

(Data as of 1/28/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 1/29/2026.

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 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 1/29/2026.

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 1/29/2026.

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 1/29/2026.