View 1501 N LAKE HOWARD DRIVE Winter Haven, FL MLS# P4940266
$375,000
3

Beds

2.0

Baths

2,200

Sq.Ft.

1501 N LAKE HOWARD DRIVE

Winter Haven, FL

Courtesy of JULIE MATTHEWS GROUP LLC
View 384 HOLLY RIDGE ROAD Winter Haven, FL MLS# O6454181
  • Recently Listed with Virtual Tour
1 of 68
$339,975
3

Beds

2.0

Baths

2,066

Sq.Ft.

384 HOLLY RIDGE ROAD

Winter Haven, FL

Courtesy of OAK AVENUE REAL ESTATE LLC
View 1151 CAREFREE COVE DRIVE Winter Haven, FL MLS# TB8562206
$399,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

1151 CAREFREE COVE DRIVE

Winter Haven, FL

Courtesy of HOMECOIN.COM
The time to sell is now! THE TIME TO SELL IS NOW!
View 3937 GIORGIO DRIVE Winter Haven, FL MLS# TB8561842
  • Recently Listed with Virtual Tour
1 of 6
$334,000
4

Beds

2.0

Baths

1,840

Sq.Ft.

3937 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL 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 6052 KALEY DRIVE Winter Haven, FL MLS# S5160457
$375,000
4

Beds

2.1

Baths

2,200

Sq.Ft.

6052 KALEY DRIVE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 824 ANDREW STREET Winter Haven, FL MLS# O6453123
  • Recently Listed
1 of 4
$333,140
4

Beds

2.1

Baths

1,986

Sq.Ft.

824 ANDREW STREET

Winter Haven, FL

Courtesy of DRB GROUP REALTY, LLC
View 2766 ADELINE AVENUE Winter Haven, FL MLS# O6452454
  • Recently Listed with Virtual Tour
1 of 28
$320,990
4

Beds

2.0

Baths

1,828

Sq.Ft.

2766 ADELINE AVENUE

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 353 MEREDITH BOULEVARD Winter Haven, FL MLS# O6452648
$344,990
4

Beds

2.1

Baths

2,227

Sq.Ft.

353 MEREDITH BOULEVARD

Winter Haven, FL

Courtesy of DRB GROUP REALTY, LLC
View 1859 GALLOWAY TERRACE Winter Haven, FL MLS# L4965381
$350,000
4

Beds

2.0

Baths

2,103

Sq.Ft.

1859 GALLOWAY TERRACE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 588 LAKE SMART BOULEVARD Winter Haven, FL MLS# S5160167
  • Recently Listed with Virtual Tour
1 of 24
$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 6240 PINEHURST LOOP Winter Haven, FL MLS# P4940234
  • Adult Community with Virtual Tour
1 of 73
$399,000
3

Beds

2.0

Baths

2,057

Sq.Ft.

6240 PINEHURST LOOP

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View Address not provided Winter Haven, FL MLS# L4964863
$425,000
4

Beds

4.0

Baths

2,024

Sq.Ft.

Address not provided

Winter Haven, FL

Courtesy of HOSANNA REAL ESTATE SERVICES
View 3984 GIORGIO DRIVE Winter Haven, FL MLS# TB8557849
$335,000
4

Beds

3.0

Baths

2,387

Sq.Ft.

3984 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 3945 GIORGIO DRIVE Winter Haven, FL MLS# TB8557850
$345,000
4

Beds

3.0

Baths

2,387

Sq.Ft.

3945 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 3992 GIORGIO DRIVE Winter Haven, FL MLS# TB8557846
  • New Construction with Virtual Tour
1 of 8
$370,000
4

Beds

3.0

Baths

2,631

Sq.Ft.

3992 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 226 SUNFISH DRIVE Winter Haven, FL MLS# TB8560021
$325,000
4

Beds

2.0

Baths

2,746

Sq.Ft.

226 SUNFISH DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
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
View 241 VOLUSIA DRIVE Winter Haven, FL MLS# L4965656
$339,900
3

Beds

2.0

Baths

2,273

Sq.Ft.

241 VOLUSIA DRIVE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 221 MANDOLIN DRIVE Winter Haven, FL MLS# L4965776
$330,000
4

Beds

2.0

Baths

1,665

Sq.Ft.

221 MANDOLIN DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY

About Winter Haven

Listings in Winter Haven, FL

1,098

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 - 200K191
$200K - 300K410
$300K - 400K277
$400K - 500K64
$500K - 600K25
$600K - 700K14
$700K - 800K18
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family797
Townhouse47
Condo73
Commercial22
Rental260
Lots and Land69
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home78
Farms0

(Data as of 11/14/2026)

Information deemed reliable but not guaranteed.

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 11/14/2026.