1,012 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 588 LAKE SMART BOULEVARD Winter Haven, FL MLS# S5160167
$364,990
3

Beds

2.1

Baths

1,963

Sq.Ft.

588 LAKE SMART BOULEVARD

Winter Haven, FL

Courtesy of CENTURY 21 NEXT LEVEL REALTY
View 104 WODEN WAY Winter Haven, FL MLS# P4934554
  • Virtual Tour
1 of 49
$364,900
3

Beds

2.0

Baths

2,218

Sq.Ft.

104 WODEN WAY

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 1069 SANDPIPER LOOP Winter Haven, FL MLS# TB8543322
$364,900
4

Beds

3.0

Baths

2,034

Sq.Ft.

1069 SANDPIPER LOOP

Winter Haven, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1783 WHITE ELEPHANT LOOP Winter Haven, FL MLS# O6453743
  • Recently Listed with Virtual Tour
1 of 59
$364,900
5

Beds

3.0

Baths

2,244

Sq.Ft.

1783 WHITE ELEPHANT LOOP

Winter Haven, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 5441 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8547214
  • New Construction with Virtual Tour
1 of 30
$362,499
5

Beds

3.0

Baths

2,470

Sq.Ft.

5441 SAN PIETRO DRIVE

Winter Haven, FL

Courtesy of CASA FRESCA REALTY
View 821 SUN BURST ROAD Winter Haven, FL MLS# O6239172
$360,000
5

Beds

3.0

Baths

2,601

Sq.Ft.

821 SUN BURST ROAD

Winter Haven, FL

Courtesy of NEWBERRY REALTY & DEV GRP INC.
View 306 TERRANOVA BOULEVARD Winter Haven, FL MLS# TB8522219
$360,000
4

Beds

3.0

Baths

2,413

Sq.Ft.

306 TERRANOVA BOULEVARD

Winter Haven, FL

Courtesy of LPT REALTY LLC
View 4230 ROBERTA DRIVE Winter Haven, FL MLS# O6445712
$360,000
5

Beds

3.0

Baths

2,616

Sq.Ft.

4230 ROBERTA DRIVE

Winter Haven, FL

Courtesy of FORTEX REALTY INC
View 2145 RIVER HAWK LOOP Winter Haven, FL MLS# S5155175
  • New Construction with Virtual Tour
1 of 31
$359,900
4

Beds

2.0

Baths

2,522

Sq.Ft.

2145 RIVER HAWK LOOP

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 464 TERRANOVA STREET Winter Haven, FL MLS# TB8548427
$359,900
3

Beds

2.0

Baths

1,893

Sq.Ft.

464 TERRANOVA STREET

Winter Haven, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 4043 BEDFORD AVENUE Winter Haven, FL MLS# L4965727
  • Adult Community
1 of 65
$359,900
2

Beds

2.0

Baths

1,871

Sq.Ft.

4043 BEDFORD AVENUE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 131 RUBY LAKE DRIVE Winter Haven, FL MLS# P4938379
$359,000
3

Beds

2.0

Baths

1,914

Sq.Ft.

131 RUBY LAKE DRIVE

Winter Haven, FL

Courtesy of STAR REALTY OF WINTER HAVEN
View 1500 AVENUE G NE Winter Haven, FL MLS# L4963311
$359,000
3

Beds

2.0

Baths

2,280

Sq.Ft.

1500 AVENUE G NE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1380 S LAKE ROY DRIVE Winter Haven, FL MLS# L4962667
$359,000
4

Beds

3.0

Baths

2,468

Sq.Ft.

1380 S LAKE ROY DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 437 BROWARD TERRACE Winter Haven, FL MLS# L4964735
$359,000
4

Beds

2.0

Baths

1,687

Sq.Ft.

437 BROWARD TERRACE

Winter Haven, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 754 SANTA MARIA DR Winter Haven, FL MLS# P4939817
$359,000
4

Beds

3.0

Baths

2,200

Sq.Ft.

754 SANTA MARIA DR

Winter Haven, FL

Courtesy of CENTURY 21 WATSON & MYERS REALTY
View 1475 GRAND CAYMAN CIRCLE Winter Haven, FL MLS# L4965284
$359,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

1475 GRAND CAYMAN CIRCLE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY
View 593 TERRANOVA CIRCLE Winter Haven, FL MLS# O6450720
$359,000
3

Beds

2.0

Baths

1,728

Sq.Ft.

593 TERRANOVA CIRCLE

Winter Haven, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 1124 SAWGRASS DRIVE Winter Haven, FL MLS# P4939422
  • Adult Community with Virtual Tour
1 of 71
$355,000
3

Beds

2.0

Baths

1,917

Sq.Ft.

1124 SAWGRASS DRIVE

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 2303 JAGGER LANE Winter Haven, FL MLS# G5118766
$355,000
4

Beds

2.0

Baths

1,882

Sq.Ft.

2303 JAGGER LANE

Winter Haven, FL

Courtesy of HOMESMART

About Winter Haven

Listings in Winter Haven, FL

1,096

Estimated median home price

$280,000
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 - 200K190
$200K - 300K409
$300K - 400K278
$400K - 500K64
$500K - 600K24
$600K - 700K14
$700K - 800K18
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family797
Townhouse47
Condo72
Commercial22
Rental257
Lots and Land69
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home77
Farms0

(Data as of 11/15/2026)

Information deemed reliable but not guaranteed.

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 11/15/2026.

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 11/15/2026.