View 6394 LOLLY BAY LOOP NE Winter Haven, FL MLS# L4958069
  • Adult Community with Virtual Tour
1 of 20
OPEN HOUSE: Sunday 3/22 10:00 AM - 2:00 PM
$189,900
2

Beds

2.0

Baths

1,620

Sq.Ft.

6394 LOLLY BAY LOOP NE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 2500 21ST STREET NW 58 Winter Haven, FL MLS# O6368144
$150,000
3

Beds

2.1

Baths

1,334

Sq.Ft.

2500 21ST STREET NW 58

Winter Haven, FL

Courtesy of DALTON WADE INC
View 831 ORCHID SPRINGS DRIVE #831 Winter Haven, FL MLS# L4957905
$119,000
2

Beds

1.1

Baths

851

Sq.Ft.

831 ORCHID SPRINGS DRIVE #831

Winter Haven, FL

Courtesy of CLARK REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 120 3RD WAHNETA STREET W Winter Haven, FL MLS# P4937327
$155,500
2

Beds

2.0

Baths

896

Sq.Ft.

120 3RD WAHNETA STREET W

Winter Haven, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 120 H AVENUE SE Winter Haven, FL MLS# P4937218
$50,000
Studio

Beds

0.0

Baths

120 H AVENUE SE

Winter Haven, FL

Courtesy of STAR REALTY OF WINTER HAVEN
View 4165 ROLLING OAKS DRIVE Winter Haven, FL MLS# B4902127
  • Adult Community with Virtual Tour
1 of 19
$90,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

4165 ROLLING OAKS DRIVE

Winter Haven, FL

Courtesy of SOUTHERN BELLE REALTY
View 6721 CANTERBURY DRIVE NE Winter Haven, FL MLS# S5140139
  • Adult Community
1 of 34
$89,000
2

Beds

2.0

Baths

782

Sq.Ft.

6721 CANTERBURY DRIVE NE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 1776 6TH STREET NW 808 Winter Haven, FL MLS# L4957914
  • Adult Community with Virtual Tour
1 of 27
$136,000
2

Beds

2.0

Baths

1,347

Sq.Ft.

1776 6TH STREET NW 808

Winter Haven, FL

Courtesy of NEXTHOME NORRIS & COMPANY REAL
View 1607 2ND STREET SE Winter Haven, FL MLS# P4937275
  • Virtual Tour
1 of 28
$185,000
2

Beds

1.0

Baths

576

Sq.Ft.

1607 2ND STREET SE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 845 ORCHID SPRINGS DRIVE Winter Haven, FL MLS# S5140064
$139,500
2

Beds

1.1

Baths

888

Sq.Ft.

845 ORCHID SPRINGS DRIVE

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 4251 CEDARWOOD STREET Winter Haven, FL MLS# P4937233
  • Adult Community with Virtual Tour
1 of 64
$118,000
2

Beds

2.0

Baths

1,216

Sq.Ft.

4251 CEDARWOOD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 3265 CONINE DRIVE W Winter Haven, FL MLS# S5140034
$135,000
2

Beds

1.0

Baths

708

Sq.Ft.

3265 CONINE DRIVE W

Winter Haven, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 7904 WATERVIEW WAY 7904 Winter Haven, FL MLS# L4957843
$174,500
2

Beds

2.0

Baths

930

Sq.Ft.

7904 WATERVIEW WAY 7904

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 4155 ROLLING OAKS DRIVE Winter Haven, FL MLS# B4902122
  • Adult Community with Virtual Tour
1 of 13
$49,900
2

Beds

2.0

Baths

1,176

Sq.Ft.

4155 ROLLING OAKS DRIVE

Winter Haven, FL

Courtesy of SOUTHERN BELLE REALTY
View 5850 CYPRESS GARDENS BOULEVARD 405 Winter Haven, FL MLS# G5104966
$139,900
2

Beds

1.1

Baths

1,332

Sq.Ft.

5850 CYPRESS GARDENS BOULEVARD 405

Winter Haven, FL

Courtesy of ORLANDO HOMES & INVESTMENTS
View 6756 KENSINGTON DRIVE NE Winter Haven, FL MLS# L4957707
  • Adult Community with Virtual Tour
1 of 32
$138,000
2

Beds

2.0

Baths

1,232

Sq.Ft.

6756 KENSINGTON DRIVE NE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 6644 PRINCETON DRIVE NE Winter Haven, FL MLS# L4958289
  • Adult Community with Virtual Tour
1 of 39
$129,900
2

Beds

2.0

Baths

1,296

Sq.Ft.

6644 PRINCETON DRIVE NE

Winter Haven, FL

Courtesy of LIVE FLORIDA REALTY
View 5815 RED FOX DRIVE Winter Haven, FL MLS# L4954702
  • Virtual Tour
1 of 31
$119,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

5815 RED FOX DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 226 4TH STREET NE Winter Haven, FL MLS# S5138680
  • Virtual Tour
1 of 30
$199,900
3

Beds

1.0

Baths

1,438

Sq.Ft.

226 4TH STREET NE

Winter Haven, FL

Courtesy of META ONE REALTY GROUP LLC
View 201 MAPLE STREET Winter Haven, FL MLS# TB8448121
  • Virtual Tour
1 of 17
$95,000
3

Beds

1.0

Baths

720

Sq.Ft.

201 MAPLE STREET

Winter Haven, FL

Courtesy of ELEVE REAL ESTATE LLC

About Winter Haven

Listings in Winter Haven, FL

1,189

Estimated median home price

$290,490
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

Price Count
$0 - 100K 75
$100K - 200K 185
$200K - 300K 411
$300K - 400K 330
$400K - 500K 85
$500K - 600K 21
$600K - 700K 20
$700K - 800K 18
$800K - 900K 6
$900K - 1M 7
$1M - Max 31

Homes for Sale by Type in Winter Haven, FL

Property Type Count
Single Family 859
Townhouse 23
Condo 77
Commercial 30
Rental 202
Lots and Land 79
Condo/Town/CoOp 0
CoOp 0
Multi Family 16
Mobile Home 104
Farms 0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 3/22/2026.

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 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 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 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 3/22/2026.