View 21 CASARENA COURT Winter Haven, FL MLS# L4956453
$285,000
2

Beds

2.1

Baths

2,045

Sq.Ft.

21 CASARENA COURT

Winter Haven, FL

Courtesy of HOMETRUST REAL ESTATE & PTY MGT
View 200 BLACK SKIMMER LANE Winter Haven, FL MLS# L4957126
$285,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

200 BLACK SKIMMER LANE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 541 HEATHER GLEN DR Winter Haven, FL MLS# O6377141
$285,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

541 HEATHER GLEN DR

Winter Haven, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1108 BRENTON MANOR DRIVE Winter Haven, FL MLS# O6375346
$285,000
3

Beds

2.0

Baths

1,584

Sq.Ft.

1108 BRENTON MANOR DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 825 NW AVENUE Y AVENUE NW Winter Haven, FL MLS# S5148593
$285,000
3

Beds

1.0

Baths

1,497

Sq.Ft.

825 NW AVENUE Y AVENUE NW

Winter Haven, FL

Courtesy of MCO REALTY
View 1688 TEAGAN LANE Winter Haven, FL MLS# TB8509963
  • Recently Listed
1 of 25
$285,000
3

Beds

2.0

Baths

1,432

Sq.Ft.

1688 TEAGAN LANE

Winter Haven, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 3875 OSPREY POINTE CIRCLE Winter Haven, FL MLS# O6411657
  • Recently Listed with Virtual Tour
1 of 40
$285,000
3

Beds

2.0

Baths

1,729

Sq.Ft.

3875 OSPREY POINTE CIRCLE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 111 KRENSON BAY LOOP Winter Haven, FL MLS# S5145191
$284,999
3

Beds

2.0

Baths

1,543

Sq.Ft.

111 KRENSON BAY LOOP

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 5397 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8490691
  • New Construction with Virtual Tour
1 of 21
$284,999
3

Beds

2.0

Baths

1,615

Sq.Ft.

5397 SAN PIETRO DRIVE

Winter Haven, FL

Courtesy of CASA FRESCA REALTY
View 4747 MANDOLIN LOOP Winter Haven, FL MLS# P4937079
$284,900
3

Beds

2.0

Baths

1,506

Sq.Ft.

4747 MANDOLIN LOOP

Winter Haven, FL

Courtesy of ALLSTATE REALTY SERVICES
View 511 MARCIA LOOP Winter Haven, FL MLS# L4957392
$284,900
4

Beds

2.1

Baths

2,159

Sq.Ft.

511 MARCIA LOOP

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 3407 FOX RIDGE STREET Winter Haven, FL MLS# L4961410
$284,900
3

Beds

2.0

Baths

1,143

Sq.Ft.

3407 FOX RIDGE STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 136 KRENSON BAY LOOP Winter Haven, FL MLS# O6374266
$284,800
3

Beds

2.0

Baths

1,698

Sq.Ft.

136 KRENSON BAY LOOP

Winter Haven, FL

Courtesy of XCELLENCE
View 4160 GIORGIO DRIVE Winter Haven, FL MLS# O6366024
  • New Construction with Virtual Tour
1 of 27
$284,590
4

Beds

2.0

Baths

1,665

Sq.Ft.

4160 GIORGIO DRIVE

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 2925 DAYTON DRIVE Winter Haven, FL MLS# P4937324
  • Adult Community with Virtual Tour
1 of 54
$284,500
3

Beds

2.0

Baths

2,109

Sq.Ft.

2925 DAYTON DRIVE

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY LAKE WALES
View 1112 TYLER LOOP Winter Haven, FL MLS# O6368343
  • New Construction with Virtual Tour
1 of 30
$283,990
4

Beds

2.1

Baths

1,880

Sq.Ft.

1112 TYLER LOOP

Winter Haven, FL

Courtesy of LENNAR REALTY
View 6221 BOTTLECELLA BOULEVARD Winter Haven, FL MLS# O6395254
  • New Construction with Virtual Tour
1 of 27
$283,490
4

Beds

2.1

Baths

1,880

Sq.Ft.

6221 BOTTLECELLA BOULEVARD

Winter Haven, FL

Courtesy of LENNAR REALTY
View 708 BAYSIDE BOULEVARD Winter Haven, FL MLS# L4959038
$282,475
3

Beds

2.0

Baths

1,486

Sq.Ft.

708 BAYSIDE BOULEVARD

Winter Haven, FL

Courtesy of CAMBRIDGE REALTY OF CENTRAL FL
View 619 ITUNA CIRCLE Winter Haven, FL MLS# L4959404
  • New Construction
1 of 2
$282,475
3

Beds

2.0

Baths

1,486

Sq.Ft.

619 ITUNA CIRCLE

Winter Haven, FL

Courtesy of CAMBRIDGE REALTY OF CENTRAL FL
View 4952 KAIA AVENUE Winter Haven, FL MLS# O6345029
  • New Construction with Virtual Tour
1 of 25
$281,900
4

Beds

2.0

Baths

1,665

Sq.Ft.

4952 KAIA AVENUE

Winter Haven, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

About Winter Haven

Listings in Winter Haven, FL

1,150

Estimated median home price

$289,700
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 - 100K65
$100K - 200K177
$200K - 300K418
$300K - 400K314
$400K - 500K83
$500K - 600K25
$600K - 700K13
$700K - 800K20
$800K - 900K5
$900K - 1M5
$1M - Max25

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family854
Townhouse26
Condo63
Commercial24
Rental209
Lots and Land76
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home91
Farms0

(Data as of 6/5/2026)

Information deemed reliable but 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.

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 6/5/2026.

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.

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 6/5/2026.

Data is updated as of 6/5/2026.

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.

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 6/5/2026.