View 4925 CYPRESS GARDENS ROAD 100 Winter Haven, FL MLS# P4938418
  • Recently Listed with Virtual Tour
1 of 56
$195,000
2

Beds

2.0

Baths

1,008

Sq.Ft.

4925 CYPRESS GARDENS ROAD 100

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 425 AVENUE B NE Winter Haven, FL MLS# P4938413
  • Recently Listed with Virtual Tour
1 of 10
$157,920
2

Beds

1.0

Baths

672

Sq.Ft.

425 AVENUE B NE

Winter Haven, FL

Courtesy of COLLANY PROPERTIES
View 3323 AVENUE J NW Winter Haven, FL MLS# O6397583
  • Recently Listed with Virtual Tour
1 of 24
$200,000
3

Beds

2.0

Baths

1,200

Sq.Ft.

3323 AVENUE J NW

Winter Haven, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 112 SANDBURG LANE Winter Haven, FL MLS# O6397818
  • Recently Listed
1 of 22
$185,000
3

Beds

2.0

Baths

1,436

Sq.Ft.

112 SANDBURG LANE

Winter Haven, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 221 AVENUE F SE Winter Haven, FL MLS# L4960995
  • Recently Listed with Virtual Tour
1 of 39
$185,000
2

Beds

2.0

Baths

804

Sq.Ft.

221 AVENUE F SE

Winter Haven, FL

Courtesy of HARPER REALTY FL, LLC
View 508 AVENUE I SE Winter Haven, FL MLS# TB8495578
$189,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

508 AVENUE I SE

Winter Haven, FL

Courtesy of STORMS REALTY
View 626 PAVARE COURT 626 Winter Haven, FL MLS# P4938351
  • Recently Listed with Virtual Tour
1 of 27
$145,900
2

Beds

2.0

Baths

823

Sq.Ft.

626 PAVARE COURT 626

Winter Haven, FL

Courtesy of TRUE FLORIDA REALTY LLC
View 6473 PEPPERTREE PATH NE Winter Haven, FL MLS# P4938365
  • Recently Listed with Virtual Tour
1 of 38
$146,000
2

Beds

2.0

Baths

1,107

Sq.Ft.

6473 PEPPERTREE PATH NE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 1511 GAINES ROAD Winter Haven, FL MLS# TB8493080
  • Recently Listed
1 of 20
$155,000
3

Beds

1.1

Baths

860

Sq.Ft.

1511 GAINES ROAD

Winter Haven, FL

Courtesy of HOME SOLD REALTY LLC
View 6309 GROVE POINTE DRIVE SE Winter Haven, FL MLS# P4938313
  • Recently Listed with Virtual Tour
1 of 54
$159,750
2

Beds

2.0

Baths

1,248

Sq.Ft.

6309 GROVE POINTE DRIVE SE

Winter Haven, FL

Courtesy of GOOD COMPANY REALTY INC.
View 104 CAVALIER ROAD Winter Haven, FL MLS# P4938348
  • Recently Listed with Virtual Tour
1 of 27
$174,900
3

Beds

1.0

Baths

1,384

Sq.Ft.

104 CAVALIER ROAD

Winter Haven, FL

Courtesy of DALTON WADE INC
View 2500 21ST STREET NW 15 Winter Haven, FL MLS# S5147117
  • Recently Listed with Virtual Tour
1 of 21
$194,000
2

Beds

2.1

Baths

1,184

Sq.Ft.

2500 21ST STREET NW 15

Winter Haven, FL

Courtesy of WF REALTY CORP.
View 6561 CHINABERRY DR NE Winter Haven, FL MLS# L4960831
$155,900
2

Beds

2.0

Baths

1,596

Sq.Ft.

6561 CHINABERRY DR NE

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.
View 6643 WESTCHESTER DRIVE NE Winter Haven, FL MLS# L4960802
  • Recently Listed with Virtual Tour
1 of 46
$185,000
2

Beds

2.0

Baths

1,456

Sq.Ft.

6643 WESTCHESTER DRIVE NE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 6773 BRENTWOOD DRIVE NE Winter Haven, FL MLS# P4938301
  • Recently Listed with Virtual Tour
1 of 63
$145,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

6773 BRENTWOOD DRIVE NE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 5847 RED FOX DRIVE Winter Haven, FL MLS# L4960707
$160,000
2

Beds

2.0

Baths

960

Sq.Ft.

5847 RED FOX DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 2642 RUTLEDGE COURT Winter Haven, FL MLS# A4688023
  • Recently Listed with Virtual Tour
1 of 6
$199,900
2

Beds

2.0

Baths

1,419

Sq.Ft.

2642 RUTLEDGE COURT

Winter Haven, FL

Courtesy of FLATFEE.COM
View 4622 CYPRESS GARDENS ROAD Winter Haven, FL MLS# S5146684
$180,000
2

Beds

2.0

Baths

1,706

Sq.Ft.

4622 CYPRESS GARDENS ROAD

Winter Haven, FL

Courtesy of REALTYCITY INC
View 213 CLEVELAND AVENUE Winter Haven, FL MLS# P4938281
  • Recently Listed with Virtual Tour
1 of 38
$190,000
2

Beds

1.0

Baths

728

Sq.Ft.

213 CLEVELAND AVENUE

Winter Haven, FL

Courtesy of DALTON WADE INC
View 1507 VIENNA SQUARE DRIVE Winter Haven, FL MLS# P4938251
  • Adult Community with Virtual Tour
1 of 58
$185,000
2

Beds

2.0

Baths

1,231

Sq.Ft.

1507 VIENNA SQUARE DRIVE

Winter Haven, FL

Courtesy of CENTURY 21 WATSON & MYERS REALTY

About Winter Haven

Listings in Winter Haven, FL

1,215

Estimated median home price

$289,990
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 - 100K75
$100K - 200K191
$200K - 300K433
$300K - 400K330
$400K - 500K85
$500K - 600K26
$600K - 700K15
$700K - 800K17
$800K - 900K8
$900K - 1M7
$1M - Max28

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family882
Townhouse24
Condo70
Commercial29
Rental184
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family21
Mobile Home107
Farms0

(Data as of 4/13/2026)

Information deemed reliable but not guaranteed.

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 4/14/2026.