976 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 6125 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4940136
  • Recently Listed with Virtual Tour
1 of 90
$425,000
3

Beds

2.0

Baths

2,045

Sq.Ft.

6125 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of GLOBAL LIFESTYLE LLC
View Address not provided Winter Haven, FL MLS# L4964863
  • Recently Listed with Virtual Tour
1 of 5
$425,000
4

Beds

4.0

Baths

2,024

Sq.Ft.

Address not provided

Winter Haven, FL

Courtesy of HOSANNA REAL ESTATE SERVICES
View 1714 UPLAND LANE Winter Haven, FL MLS# O6425448
$424,900
4

Beds

3.0

Baths

2,565

Sq.Ft.

1714 UPLAND LANE

Winter Haven, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1757 HUMMINGBIRD ROAD Winter Haven, FL MLS# O6406366
  • New Construction with Virtual Tour
1 of 30
$423,900
4

Beds

3.0

Baths

2,336

Sq.Ft.

1757 HUMMINGBIRD ROAD

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1108 SAWGRASS DRIVE Winter Haven, FL MLS# S5149437
  • Adult Community with Virtual Tour
1 of 33
$422,999
2

Beds

2.0

Baths

1,533

Sq.Ft.

1108 SAWGRASS DRIVE

Winter Haven, FL

Courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
View 724 W CENTRAL AVENUE Winter Haven, FL MLS# O6342320
$420,000
5

Beds

5.0

Baths

3,015

Sq.Ft.

724 W CENTRAL AVENUE

Winter Haven, FL

Courtesy of REAL BROKER, LLC
View 900 LAKE MARTHA DRIVE NE Winter Haven, FL MLS# L4965109
$420,000
4

Beds

4.0

Baths

3,408

Sq.Ft.

900 LAKE MARTHA DRIVE NE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1855 AVENUE P SW Winter Haven, FL MLS# L4965020
  • Recently Listed with Virtual Tour
1 of 28
$419,900
3

Beds

2.0

Baths

1,176

Sq.Ft.

1855 AVENUE P SW

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 3097 BUCKEYE POINTE DRIVE Winter Haven, FL MLS# S5150948
$419,000
5

Beds

2.1

Baths

2,577

Sq.Ft.

3097 BUCKEYE POINTE DRIVE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 215 S LAKE HOWARD DRIVE Winter Haven, FL MLS# L4965431
$419,000
3

Beds

2.0

Baths

2,099

Sq.Ft.

215 S LAKE HOWARD DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 4734 MONTEREY DRIVE Winter Haven, FL MLS# L4964145
$418,000
4

Beds

3.0

Baths

2,687

Sq.Ft.

4734 MONTEREY DRIVE

Winter Haven, FL

Courtesy of PROPERTY SHOPPE OF CENTRAL FL
View 5009 STRADA DRIVE Winter Haven, FL MLS# O6428009
$415,000
4

Beds

2.1

Baths

2,434

Sq.Ft.

5009 STRADA DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 230 SHORE DRIVE Winter Haven, FL MLS# P4940268
  • Recently Listed with Virtual Tour
1 of 72
$415,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

230 SHORE DRIVE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 1764 VANILLA STREET Winter Haven, FL MLS# TB8558005
  • New Construction with Virtual Tour
1 of 1
$410,620
4

Beds

3.0

Baths

2,292

Sq.Ft.

1764 VANILLA STREET

Winter Haven, FL

Courtesy of CASA FRESCA REALTY
View 900 LAKE JESSIE DRIVE Winter Haven, FL MLS# S5146723
$410,000
3

Beds

3.0

Baths

1,828

Sq.Ft.

900 LAKE JESSIE DRIVE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 2097 WHISPERING TRAILS BOULEVARD Winter Haven, FL MLS# O6455563
  • Recently Listed with Virtual Tour
1 of 24
$410,000
4

Beds

3.0

Baths

2,150

Sq.Ft.

2097 WHISPERING TRAILS BOULEVARD

Winter Haven, FL

Courtesy of ELITE EVOLUTION PROPERTIES
View 427 W LAKE ELBERT DR NE Winter Haven, FL MLS# P4940340
  • Recently Listed with Virtual Tour
1 of 61
$409,900
3

Beds

3.0

Baths

1,867

Sq.Ft.

427 W LAKE ELBERT DR NE

Winter Haven, FL

Courtesy of ASSOCIATE REALTY
View 1739 UPLAND LANE Winter Haven, FL MLS# W7885115
  • New Construction with Virtual Tour
1 of 23
$409,635
4

Beds

3.0

Baths

2,551

Sq.Ft.

1739 UPLAND LANE

Winter Haven, FL

Courtesy of MALTBIE REALTY GROUP
View 119 SUNFISH DRIVE Winter Haven, FL MLS# S5157925
$409,000
3

Beds

2.1

Baths

2,613

Sq.Ft.

119 SUNFISH DRIVE

Winter Haven, FL

Courtesy of EXIT REALTY 4CORNERS
View 1321 OAKMONT DRIVE Winter Haven, FL MLS# P4940018
  • Adult Community with Virtual Tour
1 of 74
$409,000
3

Beds

2.0

Baths

2,312

Sq.Ft.

1321 OAKMONT DRIVE

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.

About Winter Haven

Listings in Winter Haven, FL

1,088

Estimated median home price

$279,900
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 - 100K62
$100K - 200K195
$200K - 300K395
$300K - 400K277
$400K - 500K63
$500K - 600K24
$600K - 700K14
$700K - 800K18
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family789
Townhouse46
Condo72
Commercial23
Rental266
Lots and Land71
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home75
Farms0

(Data as of 11/7/2026)

Information deemed reliable but not guaranteed.

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 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.

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 on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 11/7/2026.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 11/7/2026.