View 3826 GAINES COURT Winter Haven, FL MLS# P4934458
$1,859,999
6

Beds

5.1

Baths

5,400

Sq.Ft.

3826 GAINES COURT

Winter Haven, FL

Courtesy of NEW HOME ADVANTAGE LLC
View 801 CYPRESS GARDENS BOULEVARD Winter Haven, FL MLS# B4901771
$1,590,000
4,400

Sq.Ft.

801 CYPRESS GARDENS BOULEVARD

Winter Haven, FL

Courtesy of KLINE REAL ESTATE SERVICES
View 2010 8TH STREET NW Winter Haven, FL MLS# S5136173
$1,550,000
9,163

Sq.Ft.

2010 8TH STREET NW

Winter Haven, FL

Courtesy of USA DREAMS REALTY CORP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 3824 GAINES DRIVE Winter Haven, FL MLS# P4936581
$1,549,000
7

Beds

5.2

Baths

7,448

Sq.Ft.

3824 GAINES DRIVE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 205 BOMBER ROAD Winter Haven, FL MLS# O6305007
$1,500,000
1,750

Sq.Ft.

205 BOMBER ROAD

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 3001 CRYSTAL BEACH ROAD Winter Haven, FL MLS# P4933259
$1,490,000
8

Beds

7.0

Baths

7,810

Sq.Ft.

3001 CRYSTAL BEACH ROAD

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1708 6TH STREET SE Winter Haven, FL MLS# O6265199
$1,479,999
4,088

Sq.Ft.

1708 6TH STREET SE

Winter Haven, FL

Courtesy of UNITED REALTY GROUP INC
View LITCHFIELD LOOP Winter Haven, FL MLS# P4913211
$1,300,000
Studio

Beds

0.0

Baths

LITCHFIELD LOOP

Winter Haven, FL

Courtesy of NATIONAL LAND REALTY LLC
View 1701 42ND STREET NW Winter Haven, FL MLS# L4953426
$1,300,000
Studio

Beds

0.0

Baths

1701 42ND STREET NW

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 2995 CYPRESS GARDENS ROAD Winter Haven, FL MLS# P4935853
$1,300,000
1,800

Sq.Ft.

2995 CYPRESS GARDENS ROAD

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 3000 CYPRESS GARDENS ROAD Winter Haven, FL MLS# P4932714
$1,299,000
4,659

Sq.Ft.

3000 CYPRESS GARDENS ROAD

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View US HWY 540 W Winter Haven, FL MLS# TB8402112
  • Virtual Tour
1 of 21
$1,250,000
Studio

Beds

0.0

Baths

US HWY 540 W

Winter Haven, FL

Courtesy of REMAX EXPERTS
View 1123 CYPRESS POINT W Winter Haven, FL MLS# P4934938
$1,199,000
3

Beds

3.1

Baths

2,713

Sq.Ft.

1123 CYPRESS POINT W

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 250 BRIGHAM ROAD NW Winter Haven, FL MLS# P4934742
$1,195,000
5

Beds

5.1

Baths

3,235

Sq.Ft.

250 BRIGHAM ROAD NW

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1200 W LAKE OTIS DRIVE SE Winter Haven, FL MLS# P4919411
$1,150,000
6

Beds

5.1

Baths

6,100

Sq.Ft.

1200 W LAKE OTIS DRIVE SE

Winter Haven, FL

Courtesy of COLLANY PROPERTIES
View us HIGHWAY 27 Winter Haven, FL MLS# A11795210
$1,130,000
Studio

Beds

0.0

Baths

us HIGHWAY 27

Winter Haven, FL

Courtesy of CENTURY 21 WORLD CONNECTION
View 4741 EMERALD PALMS COURT Winter Haven, FL MLS# P4935960
$1,100,000
4

Beds

4.0

Baths

3,197

Sq.Ft.

4741 EMERALD PALMS COURT

Winter Haven, FL

Courtesy of THE K TEAM REAL ESTATE SERVICES LLC
View CYPRESS GARDENS ROAD Winter Haven, FL MLS# L4957987
  • Recently Listed with Virtual Tour
1 of 13
$1,100,000
Studio

Beds

0.0

Baths

CYPRESS GARDENS ROAD

Winter Haven, FL

Courtesy of ADVANTAGE REALTY 1
View 0 S HAVENDALE BOULEVARD NW Winter Haven, FL MLS# P4936313
$1,050,000
Studio

Beds

0.0

Baths

0 S HAVENDALE BOULEVARD NW

Winter Haven, FL

Courtesy of OSF REAL ESTATE SERVICE
View 103 EAGLE LAKE LOOP ROAD Winter Haven, FL MLS# B4901530
$1,000,000
2

Beds

1.0

Baths

840

Sq.Ft.

103 EAGLE LAKE LOOP ROAD

Winter Haven, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC

About Winter Haven

Listings in Winter Haven, FL

1,125

Estimated median home price

$297,499
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 - 100K53
$100K - 200K180
$200K - 300K373
$300K - 400K328
$400K - 500K86
$500K - 600K22
$600K - 700K18
$700K - 800K20
$800K - 900K7
$900K - 1M8
$1M - Max30

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family821
Townhouse22
Condo69
Commercial29
Rental261
Lots and Land72
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home94
Farms0

(Data as of 12/28/2025)

Information deemed reliable but not guaranteed.

Data is updated as of 12/28/2025.

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.

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 12/28/2025.

Copyright 2025 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 12/28/2025.

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 12/28/2025.