View 1908 CROSSROADS BOULEVARD Winter Haven, FL MLS# P4935563
$454,900
4

Beds

3.0

Baths

2,781

Sq.Ft.

1908 CROSSROADS BOULEVARD

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 240 SANTA ROSA DRIVE Winter Haven, FL MLS# L4958092
  • Recently Listed with Virtual Tour
1 of 35
$452,900
4

Beds

2.1

Baths

2,850

Sq.Ft.

240 SANTA ROSA DRIVE

Winter Haven, FL

Courtesy of LIVE FLORIDA REALTY
View 1610 1ST STREET S Winter Haven, FL MLS# O6357668
$450,000
1,092

Sq.Ft.

1610 1ST STREET S

Winter Haven, FL

Courtesy of PARK PLACE REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View ISLAND WAY Winter Haven, FL MLS# L4957543
  • Virtual Tour
1 of 31
$450,000
Studio

Beds

0.0

Baths

ISLAND WAY

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 1724 2ND STREET NW D Winter Haven, FL MLS# L4957728
$450,000
6

Beds

3.0

Baths

2,496

Sq.Ft.

1724 2ND STREET NW D

Winter Haven, FL

Courtesy of NUGGET REALTY
View 14 PILOT PLACE Winter Haven, FL MLS# P4935800
  • Virtual Tour
1 of 73
$449,900
4

Beds

3.1

Baths

2,723

Sq.Ft.

14 PILOT PLACE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 724 W CENTRAL AVENUE Winter Haven, FL MLS# O6342320
$449,000
5

Beds

5.0

Baths

3,015

Sq.Ft.

724 W CENTRAL AVENUE

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 108 LAKE REGION BOULEVARD N Winter Haven, FL MLS# L4957549
$449,000
4

Beds

2.1

Baths

2,495

Sq.Ft.

108 LAKE REGION BOULEVARD N

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 5225 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4936039
$448,900
3

Beds

2.0

Baths

2,031

Sq.Ft.

5225 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 10 JIMMY LEE ROAD Winter Haven, FL MLS# P4937095
$448,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

10 JIMMY LEE ROAD

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 143 BROAD STREET Winter Haven, FL MLS# P4936067
$445,000
4

Beds

3.0

Baths

2,720

Sq.Ft.

143 BROAD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 260 LAKE SMART CIRCLE Winter Haven, FL MLS# O6301547
$440,000
4

Beds

2.0

Baths

1,982

Sq.Ft.

260 LAKE SMART CIRCLE

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5332 HOGAN LANE Winter Haven, FL MLS# P4935945
  • Virtual Tour
1 of 95
$438,888
3

Beds

2.0

Baths

1,677

Sq.Ft.

5332 HOGAN LANE

Winter Haven, FL

Courtesy of GLOBAL LIFESTYLE LLC
View 5358 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8425964
  • New Construction with Virtual Tour
1 of 14
$436,175
5

Beds

3.1

Baths

3,182

Sq.Ft.

5358 SAN PIETRO DRIVE

Winter Haven, FL

Courtesy of CASA FRESCA REALTY
View 325 TERRANOVA BOULEVARD Winter Haven, FL MLS# L4955902
$435,000
4

Beds

3.0

Baths

2,374

Sq.Ft.

325 TERRANOVA BOULEVARD

Winter Haven, FL

Courtesy of SOHO RE AND CONSTRUCTION
View 203 22ND STREET NW Winter Haven, FL MLS# S5139096
$435,000
6

Beds

4.0

Baths

2,952

Sq.Ft.

203 22ND STREET NW

Winter Haven, FL

Courtesy of LA ROSA REALTY LLC
View 1530 11TH STREET NE Winter Haven, FL MLS# O6302754
$434,900
Studio

Beds

0.0

Baths

1530 11TH STREET NE

Winter Haven, FL

Courtesy of EXIT REALTY PREMIER LEGACY
View 4273 STAFFORD DRIVE Winter Haven, FL MLS# P4935622
$434,900
3

Beds

2.0

Baths

1,475

Sq.Ft.

4273 STAFFORD DRIVE

Winter Haven, FL

Courtesy of THOMAS REALTY
View 99 14TH STREET SE Winter Haven, FL MLS# O6353914
$429,900
3

Beds

2.0

Baths

2,122

Sq.Ft.

99 14TH STREET SE

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1995 AVENUE F SW Winter Haven, FL MLS# L4958117
  • Recently Listed with Virtual Tour
1 of 62
OPEN HOUSE: Sunday 1/11 9:00 AM - 5:00 PM
$427,900
4

Beds

4.0

Baths

2,613

Sq.Ft.

1995 AVENUE F SW

Winter Haven, FL

Courtesy of FLORIDA REAL ESTATE COMPANY

About Winter Haven

Listings in Winter Haven, FL

1,073

Estimated median home price

$295,000
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

PriceCount
$0 - 100K55
$100K - 200K171
$200K - 300K363
$300K - 400K305
$400K - 500K81
$500K - 600K18
$600K - 700K17
$700K - 800K19
$800K - 900K7
$900K - 1M8
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family774
Townhouse20
Condo70
Commercial28
Rental243
Lots and Land69
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home94
Farms0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 1/8/2026.

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 1/8/2026.

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 1/8/2026.

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 1/8/2026.