1,178 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 3108 BUCKEYE POINTE DRIVE Winter Haven, FL MLS# L4959442
$423,000
4

Beds

2.0

Baths

2,249

Sq.Ft.

3108 BUCKEYE POINTE DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 1108 SAWGRASS DRIVE Winter Haven, FL MLS# S5149437
  • Recently Listed 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 5122 KINSLEY DRIVE Winter Haven, FL MLS# S5143312
  • New Construction with Virtual Tour
1 of 21
$422,948
5

Beds

3.1

Baths

3,030

Sq.Ft.

5122 KINSLEY DRIVE

Winter Haven, FL

Courtesy of AXEN REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5225 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4936039
$420,000
3

Beds

2.0

Baths

2,031

Sq.Ft.

5225 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 1097 SANDPIPER LOOP Winter Haven, FL MLS# L4959736
$420,000
3

Beds

2.0

Baths

1,912

Sq.Ft.

1097 SANDPIPER LOOP

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1908 CROSSROADS BOULEVARD Winter Haven, FL MLS# P4935563
$419,900
4

Beds

3.0

Baths

2,781

Sq.Ft.

1908 CROSSROADS BOULEVARD

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 446 TERRANOVA STREET Winter Haven, FL MLS# P4937910
$419,900
3

Beds

2.0

Baths

2,121

Sq.Ft.

446 TERRANOVA STREET

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY LAKE WALES
View 4020 CARTERET DRIVE Winter Haven, FL MLS# O6389154
  • Adult Community with Virtual Tour
1 of 33
$419,900
4

Beds

3.0

Baths

2,282

Sq.Ft.

4020 CARTERET DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 104 SANDERLING DRIVE Winter Haven, FL MLS# O6392989
$419,000
4

Beds

2.0

Baths

2,277

Sq.Ft.

104 SANDERLING DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 258 TERRANOVA BOULEVARD Winter Haven, FL MLS# TB8499276
$419,000
4

Beds

2.0

Baths

2,639

Sq.Ft.

258 TERRANOVA BOULEVARD

Winter Haven, FL

Courtesy of AVENUE HOMES LLC
View 357 RUBY LAKE LOOP Winter Haven, FL MLS# L4960449
$415,000
3

Beds

2.0

Baths

2,107

Sq.Ft.

357 RUBY LAKE LOOP

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 592 LAKE SMART BOULEVARD Winter Haven, FL MLS# S5148989
  • Recently Listed with Virtual Tour
1 of 72
$415,000
5

Beds

3.0

Baths

2,944

Sq.Ft.

592 LAKE SMART BOULEVARD

Winter Haven, FL

Courtesy of MY REALTY GROUP, LLC.
View 75 SUNSET VIEW DRIVE 75 Winter Haven, FL MLS# P4938635
  • Recently Listed with Virtual Tour
1 of 44
$415,000
2

Beds

2.0

Baths

2,249

Sq.Ft.

75 SUNSET VIEW DRIVE 75

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 439 ITUNA CIRCLE Winter Haven, FL MLS# L4960076
$414,635
6

Beds

3.1

Baths

3,162

Sq.Ft.

439 ITUNA CIRCLE

Winter Haven, FL

Courtesy of CAMBRIDGE REALTY OF CENTRAL FL
View 314 TERRANOVA BOULEVARD Winter Haven, FL MLS# O6401702
$410,000
3

Beds

2.0

Baths

1,884

Sq.Ft.

314 TERRANOVA BOULEVARD

Winter Haven, FL

Courtesy of MARK SPAIN REAL ESTATE
View 5413 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8465857
  • New Construction with Virtual Tour
1 of 26
$409,999
5

Beds

3.0

Baths

2,892

Sq.Ft.

5413 SAN PIETRO DRIVE

Winter Haven, FL

Courtesy of CASA FRESCA REALTY
View 1783 WHITE ELEPHANT LOOP Winter Haven, FL MLS# TB8498625
  • New Construction with Virtual Tour
1 of 31
$409,900
5

Beds

3.0

Baths

2,244

Sq.Ft.

1783 WHITE ELEPHANT LOOP

Winter Haven, FL

Courtesy of LGI REALTY- FLORIDA, LLC
View 1280 DENALI DRIVE Winter Haven, FL MLS# G5107453
$409,000
3

Beds

2.1

Baths

2,566

Sq.Ft.

1280 DENALI DRIVE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 144 BEVERLY DRIVE Winter Haven, FL MLS# O6397768
$405,900
4

Beds

3.0

Baths

2,492

Sq.Ft.

144 BEVERLY DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 6212 PINEHURST LOOP Winter Haven, FL MLS# P4935966
  • Adult Community with Virtual Tour
1 of 79
$405,000
3

Beds

2.0

Baths

2,175

Sq.Ft.

6212 PINEHURST LOOP

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.

About Winter Haven

Listings in Winter Haven, FL

1,180

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

PriceCount
$0 - 100K59
$100K - 200K177
$200K - 300K430
$300K - 400K333
$400K - 500K84
$500K - 600K25
$600K - 700K17
$700K - 800K19
$800K - 900K5
$900K - 1M6
$1M - Max25

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family876
Townhouse33
Condo64
Commercial25
Rental196
Lots and Land69
Condo/Town/CoOp0
CoOp0
Multi Family14
Mobile Home97
Farms0

(Data as of 5/19/2026)

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 5/19/2026.

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 5/19/2026.

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 5/19/2026.