Winter Haven Florida Homes for Rent

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View 2727 RUTLEDGE COURT Winter Haven, FL MLS# L4959118
  • Recently Listed with Virtual Tour
1 of 25
$1,950
3

Beds

2.0

Baths

1,536

Sq.Ft.

2727 RUTLEDGE COURT

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 222 7TH STREET NW 2 Winter Haven, FL MLS# L4959079
  • Recently Listed with Virtual Tour
1 of 40
$1,600
1

Beds

1.0

Baths

600

Sq.Ft.

222 7TH STREET NW 2

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 725 REGGIE ROAD Winter Haven, FL MLS# O6378638
  • Recently Listed with Virtual Tour
1 of 27
$2,300
5

Beds

2.1

Baths

2,215

Sq.Ft.

725 REGGIE ROAD

Winter Haven, FL

Courtesy of APEXPRO PROPERTY SOLUTIONS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6408 DOMIZIO DRIVE Winter Haven, FL MLS# O6378562
  • Recently Listed with Virtual Tour
1 of 88
$2,400
4

Beds

2.1

Baths

2,370

Sq.Ft.

6408 DOMIZIO DRIVE

Winter Haven, FL

Courtesy of CROWN INVESTMENT BROKERS
View 263 HAYLEY STREET Winter Haven, FL MLS# O6377313
  • Recently Listed with Virtual Tour
1 of 22
$2,100
4

Beds

2.1

Baths

1,879

Sq.Ft.

263 HAYLEY STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 137 WOODLAND DRIVE Winter Haven, FL MLS# L4958926
  • Recently Listed with Virtual Tour
1 of 12
$2,000
3

Beds

2.0

Baths

1,390

Sq.Ft.

137 WOODLAND DRIVE

Winter Haven, FL

Courtesy of TRIBUTE REALTY LLC
View 124 SHELLEY DRIVE Winter Haven, FL MLS# L4959020
  • Recently Listed with Virtual Tour
1 of 24
$2,150
4

Beds

2.0

Baths

1,960

Sq.Ft.

124 SHELLEY DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1111 CYPRESS GARDENS BOULEVARD SE 15 Winter Haven, FL MLS# L4958999
  • Recently Listed with Virtual Tour
1 of 12
$800
1

Beds

1.0

Baths

400

Sq.Ft.

1111 CYPRESS GARDENS BOULEVARD SE 15

Winter Haven, FL

Courtesy of AT YOUR SERVICE REALTY, LLC
View 1333 SALISBURY DRIVE Winter Haven, FL MLS# O6378066
  • Recently Listed with Virtual Tour
1 of 16
$1,975
4

Beds

3.0

Baths

1,798

Sq.Ft.

1333 SALISBURY DRIVE

Winter Haven, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 6432 DOMIZIO DRIVE Winter Haven, FL MLS# O6376359
  • Recently Listed with Virtual Tour
1 of 29
$1,990
4

Beds

2.1

Baths

1,880

Sq.Ft.

6432 DOMIZIO DRIVE

Winter Haven, FL

Courtesy of ACRE TERRA GROUP LLC
View 3904 OSPREY POINTE CIRCLE Winter Haven, FL MLS# P4937653
  • Recently Listed with Virtual Tour
1 of 20
$2,150
3

Beds

2.0

Baths

1,709

Sq.Ft.

3904 OSPREY POINTE CIRCLE

Winter Haven, FL

Courtesy of CARREROU ENTERPRISES, LLC
View 4932 KAIA AVENUE Winter Haven, FL MLS# O6377464
  • New Construction with Virtual Tour
1 of 30
$1,900
4

Beds

2.0

Baths

1,665

Sq.Ft.

4932 KAIA AVENUE

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 252 SANTA ROSA DRIVE Winter Haven, FL MLS# TB8470100
  • Recently Listed with Virtual Tour
1 of 16
$2,495
3

Beds

2.0

Baths

2,116

Sq.Ft.

252 SANTA ROSA DRIVE

Winter Haven, FL

Courtesy of PRESTIGE LIFESTYLES REALTY
View 730 W CENTRAL AVENUE 3 Winter Haven, FL MLS# L4959065
  • Recently Listed with Virtual Tour
1 of 14
$1,200
2

Beds

1.0

Baths

800

Sq.Ft.

730 W CENTRAL AVENUE 3

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View 2040 SAN MARCOS DRIVE SE 105 Winter Haven, FL MLS# O6376896
$1,400
2

Beds

2.0

Baths

1,078

Sq.Ft.

2040 SAN MARCOS DRIVE SE 105

Winter Haven, FL

Courtesy of ACRE TERRA GROUP LLC
View 150 EL DORADO 208 Winter Haven, FL MLS# S5142561
  • Recently Listed with Virtual Tour
1 of 22
$1,500
1

Beds

1.0

Baths

1,078

Sq.Ft.

150 EL DORADO 208

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 141 OSPREY HEIGHTS DRIVE Winter Haven, FL MLS# L4958895
  • Recently Listed with Virtual Tour
1 of 22
$1,700
3

Beds

2.0

Baths

1,109

Sq.Ft.

141 OSPREY HEIGHTS DRIVE

Winter Haven, FL

Courtesy of S & D REAL ESTATE SERVICE LLC
View 1405 N LAKE SHIPP DRIVE SW Winter Haven, FL MLS# O6376745
  • Recently Listed with Virtual Tour
1 of 17
$1,800
3

Beds

2.0

Baths

1,632

Sq.Ft.

1405 N LAKE SHIPP DRIVE SW

Winter Haven, FL

Courtesy of MAIN STREET RENEWAL LLC
View 1725 WALLACE MANOR LOOP Winter Haven, FL MLS# S5142478
$1,895
4

Beds

2.0

Baths

1,776

Sq.Ft.

1725 WALLACE MANOR LOOP

Winter Haven, FL

Courtesy of SELECT PREMIER REALTY
View 429 KENSINGTON VIEW DRIVE Winter Haven, FL MLS# TB8468775
  • Recently Listed with Virtual Tour
1 of 12
$1,929
4

Beds

2.0

Baths

1,819

Sq.Ft.

429 KENSINGTON VIEW DRIVE

Winter Haven, FL

Courtesy of DALTON WADE INC

About Winter Haven

Listings in Winter Haven, FL

1,145

Estimated median home price

$289,900
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 - 100K75
$100K - 200K180
$200K - 300K408
$300K - 400K306
$400K - 500K84
$500K - 600K14
$600K - 700K15
$700K - 800K20
$800K - 900K6
$900K - 1M7
$1M - Max30

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family824
Townhouse26
Condo73
Commercial27
Rental231
Lots and Land72
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home108
Farms0

(Data as of 2/3/2026)

Information deemed reliable but not guaranteed.

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 2/3/2026.

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 2/3/2026.

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 2/3/2026.