View THOMPSON NURSERY ROAD Winter Haven, FL MLS# O6026008
$4,500,000
Studio

Beds

0.0

Baths

THOMPSON NURSERY ROAD

Winter Haven, FL

Courtesy of COMMERCIAL REAL ESTATE PROF IN
View CYPRESS GARDENS BOULEVARD Winter Haven, FL MLS# P4931056
$3,750,000
Studio

Beds

0.0

Baths

CYPRESS GARDENS BOULEVARD

Winter Haven, FL

Courtesy of LAND SOURCE REALTY, LLC
View 304 AVENUE E SW Winter Haven, FL MLS# P4926297
  • Virtual Tour
1 of 49
$3,500,000
7,440

Sq.Ft.

304 AVENUE E SW

Winter Haven, FL

Courtesy of NEXTHOME NORRIS & COMPANY REAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 3000 Lucerne Park Rd Winter Haven, FL MLS# A11677869
$3,500,000
Studio

Beds

0.0

Baths

3000 Lucerne Park Rd

Winter Haven, FL

Courtesy of ONE SOTHEBY'S INTERNATIONAL RE
View 500 AVENUE R SW Winter Haven, FL MLS# L4957998
  • Virtual Tour
1 of 57
$3,500,000
93,312

Sq.Ft.

500 AVENUE R SW

Winter Haven, FL

Courtesy of HIGGENBOTHAM AUCTIONEERS
View 301 SW 6TH STREET SW Winter Haven, FL MLS# P4932443
$3,000,000
18,000

Sq.Ft.

301 SW 6TH STREET SW

Winter Haven, FL

Courtesy of NEXTHOME NORRIS & COMPANY REAL
View 1505 DUNDEE ROAD Winter Haven, FL MLS# TB8373653
$2,600,000
2,004

Sq.Ft.

1505 DUNDEE ROAD

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 100 ORANGE CO CIRCLE Winter Haven, FL MLS# P4937519
  • Recently Listed with Virtual Tour
1 of 6
$2,600,000
18,970

Sq.Ft.

100 ORANGE CO CIRCLE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 6840 CYPRESS GARDENS BOULEVARD Winter Haven, FL MLS# O6295586
$2,300,000
2,854

Sq.Ft.

6840 CYPRESS GARDENS BOULEVARD

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 950 N LAKE OTIS DRIVE SE Winter Haven, FL MLS# TB8443606
$2,250,000
4

Beds

4.1

Baths

5,178

Sq.Ft.

950 N LAKE OTIS DRIVE SE

Winter Haven, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 100 HWY 17 N Winter Haven, FL MLS# L4956677
$2,100,000
Studio

Beds

0.0

Baths

100 HWY 17 N

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 13 BOGEY DRIVE Winter Haven, FL MLS# L4958559
  • Recently Listed with Virtual Tour
1 of 100
$1,950,000
4

Beds

4.0

Baths

4,708

Sq.Ft.

13 BOGEY DRIVE

Winter Haven, FL

Courtesy of THE MARKET REALTY COMPANY
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
  • Virtual Tour
1 of 54
$1,550,000
9,163

Sq.Ft.

2010 8TH STREET NW

Winter Haven, FL

Courtesy of USA DREAMS REALTY CORP.
View 3824 GAINES DRIVE Winter Haven, FL MLS# P4936581
  • Virtual Tour
1 of 84
$1,499,000
7

Beds

5.2

Baths

7,448

Sq.Ft.

3824 GAINES DRIVE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 1708 6TH STREET SE Winter Haven, FL MLS# O6265199
  • Virtual Tour
1 of 11
$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

About Winter Haven

Listings in Winter Haven, FL

1,107

Estimated median home price

$292,999
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 64
$100K - 200K 176
$200K - 300K 383
$300K - 400K 309
$400K - 500K 80
$500K - 600K 17
$600K - 700K 16
$700K - 800K 19
$800K - 900K 5
$900K - 1M 9
$1M - Max 29

Homes for Sale by Type in Winter Haven, FL

Property Type Count
Single Family 798
Townhouse 20
Condo 75
Commercial 29
Rental 244
Lots and Land 69
Condo/Town/CoOp 0
CoOp 0
Multi Family 14
Mobile Home 99
Farms 0

(Data as of 1/16/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 1/17/2026.

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 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 1/17/2026.

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 1/17/2026.

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 1/17/2026.