275 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 323 ORANGE BLOSSOM DRIVE 323 Winter Haven, FL MLS# P4938498
$205,000
2

Beds

2.1

Baths

1,280

Sq.Ft.

323 ORANGE BLOSSOM DRIVE 323

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.
View 2508 AVENUE A SW Winter Haven, FL MLS# TB8530904
$205,000
3

Beds

1.0

Baths

850

Sq.Ft.

2508 AVENUE A SW

Winter Haven, FL

Courtesy of MARK SPAIN REAL ESTATE
View 434 AVENUE D SE Winter Haven, FL MLS# L4963822
  • Virtual Tour
1 of 27
$205,000
2

Beds

1.0

Baths

900

Sq.Ft.

434 AVENUE D SE

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1015 CAREFREE COVE DRIVE Winter Haven, FL MLS# L4960484
$204,900
4

Beds

1.1

Baths

1,104

Sq.Ft.

1015 CAREFREE COVE DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY
View 3821 AVENUE J NW Winter Haven, FL MLS# TB8508879
$203,900
3

Beds

2.0

Baths

1,252

Sq.Ft.

3821 AVENUE J NW

Winter Haven, FL

Courtesy of POWERS REAL ESTATE SOLUTIONS LLC
View 3115 CAPTAIN JAX WAY Winter Haven, FL MLS# O6453785
  • Recently Listed with Virtual Tour
1 of 21
$201,790
3

Beds

2.1

Baths

1,386

Sq.Ft.

3115 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 3047 CAPTAIN JAX WAY Winter Haven, FL MLS# O6453196
  • New Construction with Virtual Tour
1 of 26
$201,190
3

Beds

2.1

Baths

1,386

Sq.Ft.

3047 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 3083 CAPTAIN JAX WAY Winter Haven, FL MLS# O6453390
  • New Construction with Virtual Tour
1 of 30
$201,190
3

Beds

2.1

Baths

1,386

Sq.Ft.

3083 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 1101 28TH STREET NW Winter Haven, FL MLS# O6414725
$200,999
2

Beds

1.0

Baths

968

Sq.Ft.

1101 28TH STREET NW

Winter Haven, FL

Courtesy of OUTLET REALTY
View 6825 S LAKE HENRY DRIVE NE Winter Haven, FL MLS# S5143698
  • Adult Community with Virtual Tour
1 of 42
$200,000
2

Beds

2.0

Baths

1,790

Sq.Ft.

6825 S LAKE HENRY DRIVE NE

Winter Haven, FL

Courtesy of RE/MAX HERITAGE PROFESSIONALS
View 1100 CAREFREE COVE DRIVE Winter Haven, FL MLS# O6407265
  • Virtual Tour
1 of 13
OPEN HOUSE: Friday 10/30 9:00 AM - 7:00 PM
$200,000
3

Beds

2.0

Baths

1,019

Sq.Ft.

1100 CAREFREE COVE DRIVE

Winter Haven, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1605 36TH STREET NW Winter Haven, FL MLS# O6418690
$200,000
5

Beds

2.0

Baths

1,700

Sq.Ft.

1605 36TH STREET NW

Winter Haven, FL

Courtesy of INTELLIGENCE CHOICE REALTY LLC
View 651 LAKE DEXTER CIRCLE Winter Haven, FL MLS# P4939989
$200,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

651 LAKE DEXTER CIRCLE

Winter Haven, FL

Courtesy of BROKERS REALTY OF CENTRAL FLOR
View 1328 3RD STREET NE Winter Haven, FL MLS# O6421049
$199,999
3

Beds

2.0

Baths

1,118

Sq.Ft.

1328 3RD STREET NE

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3048 CAPTAIN JAX WAY Winter Haven, FL MLS# O6401056
  • New Construction with Virtual Tour
1 of 20
$199,990
3

Beds

2.1

Baths

1,386

Sq.Ft.

3048 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 3056 CAPTAIN JAX WAY Winter Haven, FL MLS# O6401065
  • New Construction with Virtual Tour
1 of 20
$199,990
3

Beds

2.1

Baths

1,386

Sq.Ft.

3056 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 3021 CAPTAIN JAX WAY Winter Haven, FL MLS# O6433582
  • New Construction with Virtual Tour
1 of 26
$199,990
3

Beds

2.1

Baths

1,386

Sq.Ft.

3021 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 321 ORANGE BLOSSOM DRIVE Winter Haven, FL MLS# S5146754
$199,950
2

Beds

2.1

Baths

1,407

Sq.Ft.

321 ORANGE BLOSSOM DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 601 AVENUE U NE Winter Haven, FL MLS# P4935845
  • Virtual Tour
1 of 39
$199,900
2

Beds

1.0

Baths

1,274

Sq.Ft.

601 AVENUE U NE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 1374 BENEVENTO DRIVE Winter Haven, FL MLS# O6390730
$199,900
4

Beds

2.0

Baths

1,849

Sq.Ft.

1374 BENEVENTO DRIVE

Winter Haven, FL

Courtesy of FLORIDA REALTY INVESTMENTS

About Winter Haven

Listings in Winter Haven, FL

1,127

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 - 100K68
$100K - 200K198
$200K - 300K422
$300K - 400K270
$400K - 500K67
$500K - 600K29
$600K - 700K16
$700K - 800K18
$800K - 900K4
$900K - 1M7
$1M - Max28

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family815
Townhouse48
Condo73
Commercial23
Rental281
Lots and Land77
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home78
Farms0

(Data as of 10/30/2026)

Information deemed reliable but not guaranteed.

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/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.

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 10/30/2026.