View 1100 CAREFREE COVE DRIVE Winter Haven, FL MLS# O6407265
  • Virtual Tour
1 of 18
OPEN HOUSE: Monday 6/29 9:00 AM - 7:00 PM
$208,000
3

Beds

2.0

Baths

1,019

Sq.Ft.

1100 CAREFREE COVE DRIVE

Winter Haven, FL

View 1004 MEDINAH DRIVE Winter Haven, FL MLS# P4938711
$165,000
2

Beds

2.0

Baths

1,278

Sq.Ft.

1004 MEDINAH DRIVE

Winter Haven, FL

Courtesy of HUMAN TOUCH REAL ESTATE FIRM
View 1590 VIENNA SQUARE DRIVE Winter Haven, FL MLS# O6406908
  • Adult Community with Virtual Tour
1 of 44
$210,000
2

Beds

2.0

Baths

1,231

Sq.Ft.

1590 VIENNA SQUARE DRIVE

Winter Haven, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 306 EAGLE POND DRIVE Winter Haven, FL MLS# TB8509154
$211,000
2

Beds

2.0

Baths

1,017

Sq.Ft.

306 EAGLE POND DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 341 AVENUE L NE Winter Haven, FL MLS# O6407035
  • Virtual Tour
1 of 43
$179,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

341 AVENUE L NE

Winter Haven, FL

View 900 AVENUE Z SE A1 Winter Haven, FL MLS# L4961664
$124,900
2

Beds

1.0

Baths

840

Sq.Ft.

900 AVENUE Z SE A1

Winter Haven, FL

View 1055 30TH STREET NW Winter Haven, FL MLS# TB8507249
$199,900
4

Beds

1.0

Baths

1,020

Sq.Ft.

1055 30TH STREET NW

Winter Haven, FL

Courtesy of YELLOWFIN REALTY
View 4212 CEDARWOOD STREET Winter Haven, FL MLS# A4692973
  • Adult Community with Virtual Tour
1 of 29
$133,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

4212 CEDARWOOD STREET

Winter Haven, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 900 AVENUE Z SE D6 Winter Haven, FL MLS# P4938685
$109,999
2

Beds

1.0

Baths

840

Sq.Ft.

900 AVENUE Z SE D6

Winter Haven, FL

Courtesy of WHITMORE PROPERTIES
View 1303 37TH STREET NW Winter Haven, FL MLS# TB8506143
$215,000
3

Beds

2.0

Baths

640

Sq.Ft.

1303 37TH STREET NW

Winter Haven, FL

Courtesy of MARK SPAIN REAL ESTATE
View 3440 GRENVILLE DRIVE Winter Haven, FL MLS# O6401312
  • Adult Community with Virtual Tour
1 of 39
$229,800
2

Beds

2.0

Baths

1,275

Sq.Ft.

3440 GRENVILLE DRIVE

Winter Haven, FL

Courtesy of LOVELAND PROPERTIES
View 3006 ELM STREET Winter Haven, FL MLS# P4938656
  • Virtual Tour
1 of 34
$215,000
3

Beds

1.1

Baths

1,172

Sq.Ft.

3006 ELM STREET

Winter Haven, FL

Courtesy of DALTON WADE INC
View 1910 NW 26TH STREET Winter Haven, FL MLS# L4961863
$164,500
3

Beds

2.0

Baths

1,780

Sq.Ft.

1910 NW 26TH STREET

Winter Haven, FL

Courtesy of LOKATION
View 4880 OLD LUCERNE PARK ROAD Winter Haven, FL MLS# L4961698
$129,990
2

Beds

1.0

Baths

660

Sq.Ft.

4880 OLD LUCERNE PARK ROAD

Winter Haven, FL

View 2995 THORNHILL ROAD Winter Haven, FL MLS# O6402370
$169,999
3

Beds

2.0

Baths

1,188

Sq.Ft.

2995 THORNHILL ROAD

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 2826 AVENUE Q NW Winter Haven, FL MLS# L4961628
$207,990
3

Beds

1.0

Baths

840

Sq.Ft.

2826 AVENUE Q NW

Winter Haven, FL

Courtesy of OPULENT REALTY INTERNATIONAL
View 1100 MARTINIQUE DRIVE 207 Winter Haven, FL MLS# P4938584
$69,999
1

Beds

1.0

Baths

826

Sq.Ft.

1100 MARTINIQUE DRIVE 207

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 333 LAKE HOWARD DRIVE NW 203C Winter Haven, FL MLS# L4961519
  • Adult Community with Virtual Tour
1 of 43
$109,900
2

Beds

2.0

Baths

1,030

Sq.Ft.

333 LAKE HOWARD DRIVE NW 203C

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 2330 SE ROYAL ISLE Winter Haven, FL MLS# O6402947
$215,000
2

Beds

2.1

Baths

1,312

Sq.Ft.

2330 SE ROYAL ISLE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 4253 CEDARWOOD STREET Winter Haven, FL MLS# P4938563
  • Adult Community with Virtual Tour
1 of 70
$99,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

4253 CEDARWOOD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY

About Winter Haven

Listings in Winter Haven, FL

1,222

Estimated median home price

$286,370
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 - 100K67
$100K - 200K190
$200K - 300K456
$300K - 400K327
$400K - 500K84
$500K - 600K30
$600K - 700K17
$700K - 800K16
$800K - 900K4
$900K - 1M5
$1M - Max26

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family901
Townhouse42
Condo69
Commercial25
Rental230
Lots and Land79
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home90
Farms0

(Data as of 6/29/2026)

Information deemed reliable but not guaranteed.

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.

Data is updated as of 6/29/2026.

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.

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 6/29/2026.