View 2831 Pioneer Trail . Winter Haven, FL MLS# A12033460
  • Recently Listed with Virtual Tour
1 of 24
$2,300
3

Beds

2.0

Baths

1,843

Sq.Ft.

2831 Pioneer Trail .

Winter Haven, FL

Courtesy of GIOLOCATION, LLC.
View 5657 STRUTHERS COURT Winter Haven, FL MLS# O6415136
  • Recently Listed with Virtual Tour
1 of 18
$1,475
2

Beds

1.0

Baths

780

Sq.Ft.

5657 STRUTHERS COURT

Winter Haven, FL

Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
View 2831 Pioneer Trail . Winter Haven, FL MLS# A12033460
  • Recently Listed with Virtual Tour
1 of 48
$2,300
3

Beds

2.0

Baths

1,843

Sq.Ft.

2831 Pioneer Trail .

Winter Haven, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 866 SUMMER GLEN DRIVE Winter Haven, FL MLS# P4938960
$2,000
4

Beds

2.0

Baths

1,739

Sq.Ft.

866 SUMMER GLEN DRIVE

Winter Haven, FL

Courtesy of CENTURY 21 WATSON & MYERS REALTY
View 912 LAKE JESSIE DRIVE A Winter Haven, FL MLS# L4962722
  • Recently Listed with Virtual Tour
1 of 7
$1,800
1

Beds

1.0

Baths

800

Sq.Ft.

912 LAKE JESSIE DRIVE A

Winter Haven, FL

View 2430 WILLOW WAY Winter Haven, FL MLS# S5151380
  • New Construction with Virtual Tour
1 of 31
$1,795
2

Beds

2.1

Baths

1,425

Sq.Ft.

2430 WILLOW WAY

Winter Haven, FL

Courtesy of TRANSCEND REALTY
View 624 HONEY BELL ROAD Winter Haven, FL MLS# S5151468
  • Recently Listed
1 of 42
$2,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

624 HONEY BELL ROAD

Winter Haven, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 534 AVENUE H SE Winter Haven, FL MLS# P4938908
  • Recently Listed with Virtual Tour
1 of 6
$875
1

Beds

1.0

Baths

555

Sq.Ft.

534 AVENUE H SE

Winter Haven, FL

Courtesy of STAR REALTY OF WINTER HAVEN
View 265 MEADOWBROOK BOULEVARD Winter Haven, FL MLS# O6414019
  • Recently Listed with Virtual Tour
1 of 29
$2,200
3

Beds

2.0

Baths

1,426

Sq.Ft.

265 MEADOWBROOK BOULEVARD

Winter Haven, FL

Courtesy of MCO MANAGEMENT GROUP LLC
View 287 INMAN BOULEVARD Winter Haven, FL MLS# S5151261
$2,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

287 INMAN BOULEVARD

Winter Haven, FL

View 209 AVENUE B SE Winter Haven, FL MLS# S5151255
  • Virtual Tour
1 of 14
$1,500
2

Beds

1.0

Baths

720

Sq.Ft.

209 AVENUE B SE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 3408 COSTELLO CIRCLE Winter Haven, FL MLS# O6414344
  • New Construction with Virtual Tour
1 of 18
$1,800
4

Beds

2.0

Baths

1,713

Sq.Ft.

3408 COSTELLO CIRCLE

Winter Haven, FL

View 2102 CHRIS DRIVE Winter Haven, FL MLS# O6413284
  • New Construction with Virtual Tour
1 of 28
$2,100
4

Beds

2.0

Baths

1,824

Sq.Ft.

2102 CHRIS DRIVE

Winter Haven, FL

Courtesy of NOSSA REALTY LLC
View 513 AVENUE J SE Winter Haven, FL MLS# K4903535
$1,299
2

Beds

1.0

Baths

875

Sq.Ft.

513 AVENUE J SE

Winter Haven, FL

View 103 4TH STREET SE A Winter Haven, FL MLS# K4903538
$1,399
2

Beds

1.0

Baths

1,014

Sq.Ft.

103 4TH STREET SE A

Winter Haven, FL

Courtesy of 1513 REALTY LLC
View 1343 BENEVENTO DRIVE Winter Haven, FL MLS# O6413294
$2,000
4

Beds

2.0

Baths

1,849

Sq.Ft.

1343 BENEVENTO DRIVE

Winter Haven, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 1202 EAGLE POND DRIVE 1202 Winter Haven, FL MLS# L4962446
$1,450
2

Beds

2.0

Baths

1,017

Sq.Ft.

1202 EAGLE POND DRIVE 1202

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 2001 SAN MARCOS DRIVE SE 11 Winter Haven, FL MLS# P4938907
$1,325
2

Beds

2.0

Baths

960

Sq.Ft.

2001 SAN MARCOS DRIVE SE 11

Winter Haven, FL

Courtesy of STAR REALTY OF WINTER HAVEN
View 1050 MICHELANGELO LANE Winter Haven, FL MLS# P4938891
$2,100
3

Beds

2.0

Baths

1,659

Sq.Ft.

1050 MICHELANGELO LANE

Winter Haven, FL

Courtesy of PROPERTY MANAGEMENT OF POLK
View 1200 6TH STREET NE Winter Haven, FL MLS# TB8514467
$1,585
3

Beds

2.0

Baths

1,224

Sq.Ft.

1200 6TH STREET NE

Winter Haven, FL

About Winter Haven

Listings in Winter Haven, FL

1,229

Estimated median home price

$287,000
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 - 100K67
$100K - 200K191
$200K - 300K458
$300K - 400K330
$400K - 500K85
$500K - 600K30
$600K - 700K17
$700K - 800K16
$800K - 900K4
$900K - 1M5
$1M - Max26

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family907
Townhouse42
Condo68
Commercial26
Rental231
Lots and Land79
Condo/Town/CoOp0
CoOp0
Multi Family14
Mobile Home89
Farms0

(Data as of 6/27/2026)

Information deemed reliable but not guaranteed.

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 6/27/2026.

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 6/27/2026.

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 6/27/2026.