112 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 6485 PEPPERTREE PATH NE Winter Haven, FL MLS# L4966219
  • Recently Listed with Virtual Tour
1 of 40
$159,000
2

Beds

2.0

Baths

1,566

Sq.Ft.

6485 PEPPERTREE PATH NE

Winter Haven, FL

Courtesy of RE/MAX EXPERTS
View 6053 SOUTHERN OAKS DRIVE SE Winter Haven, FL MLS# L4966370
  • Recently Listed with Virtual Tour
1 of 23
$136,900
2

Beds

2.0

Baths

1,104

Sq.Ft.

6053 SOUTHERN OAKS DRIVE SE

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 186 E LAKE DEER DRIVE Winter Haven, FL MLS# O6456155
  • Recently Listed with Virtual Tour
1 of 39
$149,900
2

Beds

1.0

Baths

1,482

Sq.Ft.

186 E LAKE DEER DRIVE

Winter Haven, FL

Courtesy of CORBELO LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 807 EAGLE POND DRIVE 807 Winter Haven, FL MLS# L4965808
  • Recently Listed with Virtual Tour
1 of 53
$159,000
2

Beds

2.0

Baths

1,017

Sq.Ft.

807 EAGLE POND DRIVE 807

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 3349 TIMBERLINE ROAD W Winter Haven, FL MLS# L4966253
  • Recently Listed with Virtual Tour
1 of 7
$180,000
2

Beds

1.1

Baths

994

Sq.Ft.

3349 TIMBERLINE ROAD W

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 2037 SAN MARCOS DRIVE SE 325 Winter Haven, FL MLS# O6453052
  • Recently Listed with Virtual Tour
1 of 9
$180,000
2

Beds

2.0

Baths

826

Sq.Ft.

2037 SAN MARCOS DRIVE SE 325

Winter Haven, FL

Courtesy of PRIMESTATE REALTY, INC.
View 235 6TH STREET NW 507 Winter Haven, FL MLS# L4965153
  • New Construction with Virtual Tour
1 of 44
$140,000
1

Beds

1.0

Baths

714

Sq.Ft.

235 6TH STREET NW 507

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY
View 1606 EAGLE POND DRIVE Winter Haven, FL MLS# S5160340
  • Recently Listed with Virtual Tour
1 of 41
$155,000
2

Beds

2.0

Baths

1,017

Sq.Ft.

1606 EAGLE POND DRIVE

Winter Haven, FL

Courtesy of MAZELG REALTY
View 1828 AVENUE O SW Winter Haven, FL MLS# A4711107
  • Recently Listed with Virtual Tour
1 of 6
$175,000
3

Beds

2.0

Baths

1,354

Sq.Ft.

1828 AVENUE O SW

Winter Haven, FL

Courtesy of FLATFEE.COM
View 3223 AVENUE S NW Winter Haven, FL MLS# NS1089559
  • Recently Listed with Virtual Tour
1 of 33
$182,900
2

Beds

1.0

Baths

728

Sq.Ft.

3223 AVENUE S NW

Winter Haven, FL

Courtesy of THE BARNETT GROUP, INC.
View 3223 AVENUE S NW Winter Haven, FL MLS# NS1089559
  • Recently Listed with Virtual Tour
1 of 33
$182,900
2

Beds

1.0

Baths

728

Sq.Ft.

3223 AVENUE S NW

Winter Haven, FL

View 213 4TH JPV STREET Winter Haven, FL MLS# L4966002
  • Recently Listed with Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,234

Sq.Ft.

213 4TH JPV STREET

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 2600 LUCERNE ROAD 508 Winter Haven, FL MLS# O6452537
$160,000
2

Beds

2.0

Baths

845

Sq.Ft.

2600 LUCERNE ROAD 508

Winter Haven, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1810 4TH COURT SE Winter Haven, FL MLS# L4965947
$149,900
2

Beds

2.0

Baths

1,444

Sq.Ft.

1810 4TH COURT SE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 4925 CYPRESS GARDENS ROAD 97 Winter Haven, FL MLS# P4940253
  • Recently Listed with Virtual Tour
1 of 27
$180,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

4925 CYPRESS GARDENS ROAD 97

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY LAKE WALES
View 0 38TH STREET NW Winter Haven, FL MLS# TB8561135
  • Recently Listed with Virtual Tour
1 of 26
$180,000
0.0

Baths

0 38TH STREET NW

Winter Haven, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 100 EL CAMINO DRIVE 208 Winter Haven, FL MLS# O6451540
  • Recently Listed with Virtual Tour
1 of 8
$139,900
1

Beds

1.0

Baths

1,078

Sq.Ft.

100 EL CAMINO DRIVE 208

Winter Haven, FL

Courtesy of CAPITAL HOMES INC
View 1550 11TH STREET NE B3 Winter Haven, FL MLS# P4940166
$142,500
2

Beds

2.0

Baths

1,148

Sq.Ft.

1550 11TH STREET NE B3

Winter Haven, FL

Courtesy of BROKERS REALTY OF CENTRAL FLOR
View 2050 SAN MARCOS DRIVE SE 211 Winter Haven, FL MLS# P4940172
$155,000
2

Beds

2.0

Baths

1,078

Sq.Ft.

2050 SAN MARCOS DRIVE SE 211

Winter Haven, FL

Courtesy of BROKERS REALTY OF CENTRAL FLOR
View 6685 BRIARHILL DRIVE NE Winter Haven, FL MLS# P4940184
  • Adult Community with Virtual Tour
1 of 62
$164,900
2

Beds

2.0

Baths

1,534

Sq.Ft.

6685 BRIARHILL DRIVE NE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE

About Winter Haven

Listings in Winter Haven, FL

1,082

Estimated median home price

$280,000
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 - 100K56
$100K - 200K191
$200K - 300K400
$300K - 400K277
$400K - 500K63
$500K - 600K23
$600K - 700K15
$700K - 800K17
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family785
Townhouse46
Condo72
Commercial22
Rental262
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home78
Farms0

(Data as of 11/11/2026)

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 11/12/2026.