1,189 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 23 OAKWOOD RD Winter Haven, FL MLS# L4961490
  • Recently Listed with Virtual Tour
1 of 54
$574,900
4

Beds

2.0

Baths

2,125

Sq.Ft.

23 OAKWOOD RD

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.
View 2213 ROSE BOULEVARD Winter Haven, FL MLS# L4961368
  • Recently Listed with Virtual Tour
1 of 35
$299,900
4

Beds

2.0

Baths

1,851

Sq.Ft.

2213 ROSE BOULEVARD

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 218 DENNIS AVENUE Winter Haven, FL MLS# L4961409
  • Recently Listed with Virtual Tour
1 of 27
$246,900
3

Beds

1.0

Baths

1,174

Sq.Ft.

218 DENNIS AVENUE

Winter Haven, FL

Courtesy of LIVE FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1787 LAKEHILL DRIVE Winter Haven, FL MLS# P4938572
  • Recently Listed
1 of 41
$759,900
4

Beds

3.1

Baths

2,944

Sq.Ft.

1787 LAKEHILL DRIVE

Winter Haven, FL

Courtesy of JOHN WOOD REALTY, INC.
View 3147 WHISPERING TRAILS STREET Winter Haven, FL MLS# O6402822
  • Recently Listed with Virtual Tour
1 of 25
$215,000
3

Beds

2.0

Baths

1,303

Sq.Ft.

3147 WHISPERING TRAILS STREET

Winter Haven, FL

Courtesy of NEWBERRY REALTY & DEV GRP INC.
View 2656 WYNDSOR OAKS WAY Winter Haven, FL MLS# TB8501985
  • Recently Listed with Virtual Tour
1 of 33
$750,000
5

Beds

5.0

Baths

3,703

Sq.Ft.

2656 WYNDSOR OAKS WAY

Winter Haven, FL

Courtesy of HOMECOIN.COM
View 811 22ND STREET NW Winter Haven, FL MLS# S5148769
  • Recently Listed with Virtual Tour
1 of 39
$269,990
3

Beds

3.0

Baths

1,408

Sq.Ft.

811 22ND STREET NW

Winter Haven, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1820 5TH STREET SE Winter Haven, FL MLS# P4938556
  • Recently Listed with Virtual Tour
1 of 39
$205,000
2

Beds

2.0

Baths

1,338

Sq.Ft.

1820 5TH STREET SE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View AVENUE C E Winter Haven, FL MLS# L4961406
  • Recently Listed with Virtual Tour
1 of 9
$130,000
Studio

Beds

0.0

Baths

AVENUE C E

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 524 HAINES TRAIL Winter Haven, FL MLS# L4961454
  • Recently Listed with Virtual Tour
1 of 19
$329,000
3

Beds

2.0

Baths

1,980

Sq.Ft.

524 HAINES TRAIL

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 244 MEREDITH BOULEVARD Winter Haven, FL MLS# G5111556
  • Recently Listed with Virtual Tour
1 of 35
$299,990
4

Beds

2.0

Baths

1,938

Sq.Ft.

244 MEREDITH BOULEVARD

Winter Haven, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 248 MEREDITH BOULEVARD Winter Haven, FL MLS# G5111557
  • Recently Listed with Virtual Tour
1 of 34
$284,990
4

Beds

2.0

Baths

1,598

Sq.Ft.

248 MEREDITH BOULEVARD

Winter Haven, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 256 MEREDITH BOULEVARD Winter Haven, FL MLS# G5111558
  • Recently Listed with Virtual Tour
1 of 44
$374,990
5

Beds

3.0

Baths

2,531

Sq.Ft.

256 MEREDITH BOULEVARD

Winter Haven, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 884 CAMBRIDGE DRIVE Winter Haven, FL MLS# TB8502061
  • Recently Listed with Virtual Tour
1 of 26
$275,000
4

Beds

2.1

Baths

2,368

Sq.Ft.

884 CAMBRIDGE DRIVE

Winter Haven, FL

Courtesy of FOUNDATION REALTY GROUP
View 3407 FOX RIDGE STREET Winter Haven, FL MLS# L4961410
$269,900
3

Beds

2.0

Baths

1,143

Sq.Ft.

3407 FOX RIDGE STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 138 WHITTIER LANE Winter Haven, FL MLS# P4938568
  • Recently Listed with Virtual Tour
1 of 66
$350,000
4

Beds

3.0

Baths

1,665

Sq.Ft.

138 WHITTIER LANE

Winter Haven, FL

Courtesy of DALTON WADE INC
View 825 NW AVENUE Y AVENUE NW Winter Haven, FL MLS# S5148593
  • Recently Listed with Virtual Tour
1 of 42
$295,000
3

Beds

1.0

Baths

1,497

Sq.Ft.

825 NW AVENUE Y AVENUE NW

Winter Haven, FL

Courtesy of MCO REALTY
View 300 AVENUE V NE Winter Haven, FL MLS# L4961309
  • Recently Listed with Virtual Tour
1 of 31
$200,000
3

Beds

1.0

Baths

912

Sq.Ft.

300 AVENUE V NE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 277 MARIPOSA Winter Haven, FL MLS# L4961311
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 5/9 12:00 PM - 2:00 PM
$215,000
2

Beds

2.0

Baths

1,142

Sq.Ft.

277 MARIPOSA

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 240 NASSAU ROAD Winter Haven, FL MLS# TB8501411
  • Recently Listed with Virtual Tour
1 of 46
$399,900
3

Beds

2.0

Baths

2,035

Sq.Ft.

240 NASSAU ROAD

Winter Haven, FL

Courtesy of CIRCUITOUS REALTY

About Winter Haven

Listings in Winter Haven, FL

1,191

Estimated median home price

$289,900
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 - 100K64
$100K - 200K187
$200K - 300K437
$300K - 400K327
$400K - 500K79
$500K - 600K24
$600K - 700K16
$700K - 800K22
$800K - 900K4
$900K - 1M6
$1M - Max25

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family871
Townhouse31
Condo68
Commercial28
Rental196
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family20
Mobile Home105
Farms0

(Data as of 5/4/2026)

Information deemed reliable but not guaranteed.

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 5/4/2026.

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.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board 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 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.

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 5/4/2026.

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 5/4/2026.