1,100 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View CYPRESS GARDENS BOULEVARD Winter Haven, FL MLS# P4931056
$3,750,000
0.0

Baths

CYPRESS GARDENS BOULEVARD

Winter Haven, FL

Courtesy of LAND SOURCE REALTY, LLC
View 750 AVE C SW Winter Haven, FL MLS# TB8535686
  • Virtual Tour
1 of 14
$3,100,000
28

Beds

28.0

Baths

16,012

Sq.Ft.

750 AVE C SW

Winter Haven, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 304 AVENUE E SW Winter Haven, FL MLS# P4926297
  • Virtual Tour
1 of 49
$3,000,000
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 100 ORANGE CO CIRCLE Winter Haven, FL MLS# P4937519
$2,600,000
18,970

Sq.Ft.

100 ORANGE CO CIRCLE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 2300 CANNON TERRACE NW A,B,C,D,E,F Winter Haven, FL MLS# P4938049
$2,600,000
900

Sq.Ft.

2300 CANNON TERRACE NW A,B,C,D,E,F

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 7350 CYPRESS GARDENS BOULEVARD Winter Haven, FL MLS# TB8502610
$2,400,000
2,213

Sq.Ft.

7350 CYPRESS GARDENS BOULEVARD

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 75 SAGE ROAD Winter Haven, FL MLS# P4938703
  • Virtual Tour
1 of 13
$2,200,000
0.0

Baths

75 SAGE ROAD

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 888 TWIN OAKS LANE Winter Haven, FL MLS# L4966009
  • Recently Listed with Virtual Tour
1 of 100
$2,000,000
5

Beds

4.1

Baths

4,565

Sq.Ft.

888 TWIN OAKS LANE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View COUNTRY CLUB ROAD S Winter Haven, FL MLS# L4962034
$1,999,999
0.0

Baths

COUNTRY CLUB ROAD S

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY
View 220 AVENUE O SE Winter Haven, FL MLS# P4939622
  • Virtual Tour
1 of 70
$1,899,900
4,566

Sq.Ft.

220 AVENUE O SE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 1509 HAVENDALE Boulevard NW Winter Haven, FL MLS# B26095209
  • Recently Listed with Virtual Tour
1 of 13
$1,860,000
4,040

Sq.Ft.

1509 HAVENDALE Boulevard NW

Winter Haven, FL

View 13 BOGEY DRIVE Winter Haven, FL MLS# P4940054
  • Virtual Tour
1 of 61
$1,750,000
4

Beds

4.0

Baths

3,476

Sq.Ft.

13 BOGEY DRIVE

Winter Haven, FL

Courtesy of THE K TEAM REAL ESTATE SERVICES LLC
View 165 5TH STREET SW Winter Haven, FL MLS# L4961632
$1,650,000
0.0

Baths

165 5TH STREET SW

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.
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 3250 DUNDEE ROAD Winter Haven, FL MLS# L4962388
$1,550,000
7,341

Sq.Ft.

3250 DUNDEE ROAD

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.
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 3640 CRUMP ROAD Winter Haven, FL MLS# L4964316
  • Virtual Tour
1 of 63
$1,399,900
4

Beds

3.0

Baths

3,309

Sq.Ft.

3640 CRUMP ROAD

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View LITCHFIELD LOOP Winter Haven, FL MLS# P4913211
$1,300,000
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
0.0

Baths

1701 42ND STREET NW

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 1921 MANOR CIRCLE SE Winter Haven, FL MLS# L4965515
  • Recently Listed with Virtual Tour
1 of 88
$1,295,000
3

Beds

2.1

Baths

2,375

Sq.Ft.

1921 MANOR CIRCLE SE

Winter Haven, FL

Courtesy of NEXTHOME NORRIS & COMPANY REAL

About Winter Haven

Listings in Winter Haven, FL

1,101

Estimated median home price

$279,900
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 - 100K66
$100K - 200K193
$200K - 300K406
$300K - 400K273
$400K - 500K62
$500K - 600K29
$600K - 700K13
$700K - 800K19
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family795
Townhouse45
Condo72
Commercial24
Rental273
Lots and Land76
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home77
Farms0

(Data as of 11/2/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 11/3/2026.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 11/3/2026.