WINTER HAVEN, FL 33884 5445 CHANDLER DRIVE

5445 CHANDLER DRIVE WINTER HAVEN, FL - Image 15445 CHANDLER DRIVE WINTER HAVEN, FL - Image 25445 CHANDLER DRIVE WINTER HAVEN, FL - Image 3
34 more
5445 CHANDLER DRIVE WINTER HAVEN, FL - Image 45445 CHANDLER DRIVE WINTER HAVEN, FL - Image 55445 CHANDLER DRIVE WINTER HAVEN, FL - Image 65445 CHANDLER DRIVE WINTER HAVEN, FL - Image 75445 CHANDLER DRIVE WINTER HAVEN, FL - Image 85445 CHANDLER DRIVE WINTER HAVEN, FL - Image 95445 CHANDLER DRIVE WINTER HAVEN, FL - Image 105445 CHANDLER DRIVE WINTER HAVEN, FL - Image 115445 CHANDLER DRIVE WINTER HAVEN, FL - Image 125445 CHANDLER DRIVE WINTER HAVEN, FL - Image 135445 CHANDLER DRIVE WINTER HAVEN, FL - Image 145445 CHANDLER DRIVE WINTER HAVEN, FL - Image 155445 CHANDLER DRIVE WINTER HAVEN, FL - Image 165445 CHANDLER DRIVE WINTER HAVEN, FL - Image 175445 CHANDLER DRIVE WINTER HAVEN, FL - Image 185445 CHANDLER DRIVE WINTER HAVEN, FL - Image 195445 CHANDLER DRIVE WINTER HAVEN, FL - Image 205445 CHANDLER DRIVE WINTER HAVEN, FL - Image 215445 CHANDLER DRIVE WINTER HAVEN, FL - Image 225445 CHANDLER DRIVE WINTER HAVEN, FL - Image 235445 CHANDLER DRIVE WINTER HAVEN, FL - Image 245445 CHANDLER DRIVE WINTER HAVEN, FL - Image 255445 CHANDLER DRIVE WINTER HAVEN, FL - Image 265445 CHANDLER DRIVE WINTER HAVEN, FL - Image 275445 CHANDLER DRIVE WINTER HAVEN, FL - Image 285445 CHANDLER DRIVE WINTER HAVEN, FL - Image 295445 CHANDLER DRIVE WINTER HAVEN, FL - Image 305445 CHANDLER DRIVE WINTER HAVEN, FL - Image 315445 CHANDLER DRIVE WINTER HAVEN, FL - Image 325445 CHANDLER DRIVE WINTER HAVEN, FL - Image 335445 CHANDLER DRIVE WINTER HAVEN, FL - Image 345445 CHANDLER DRIVE WINTER HAVEN, FL - Image 355445 CHANDLER DRIVE WINTER HAVEN, FL - Image 365445 CHANDLER DRIVE WINTER HAVEN, FL - Image 375445 CHANDLER DRIVE WINTER HAVEN, FL - Image 38
Presented By: TRANSCEND REALTY with 407-518-7653. - 407-518-7653
  • MLS# S5146003
  • 03/17/2026
  • Request Tour
  • Request Info
Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Baths • 3
  • SQFT • 3,010
  • Garage • 2

Home Details

Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!
Presented By: TRANSCEND REALTY with 407-518-7653. - 407-518-7653

Interior Features for 5445 CHANDLER DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Ceramic Tile, Laminate
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesEating Space In Kitchen, High Ceilings, Thermostat, Walk-In Closet(s)
Laundry FeaturesInside
Total Stories2

General for 5445 CHANDLER DRIVE

Additional Parcels Y/NNo
AppliancesBuilt-In Oven, Cooktop, Microwave
Assoc Fee Paid PerAnnually
Association NameGarrison Property Services
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER HAVEN
Construction MaterialsBlock, Stucco, Wood Frame
CoolingCentral Air
CountyPolk
DirectionsTake Hwy 27 to Cypress Gardens Blvd./SR 540 and head west. Continue to Cypress Gardens Rd. and turn right (north). From there, turn left onto Harbor Isle Blvd., then make a left onto Chandler Dr. Follow Chandler Dr. to the property—5445 Chandler will be on the left (southwest side of the road).
Facing DirectionSouthwest
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
HOA Fee$575
HeatingCentral, Electric
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionBENTLEY PLACE PB 130 PGS 26-27 LOT 33
LevelsTwo
Listing TermsCash, Conventional, FHA, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet5772
Lot Size UnitsSquare Feet
MLS Area33884 - Winter Haven / Cypress Gardens
Minimum Lease1-2 Years
Monthly HOA Amount47.92
New ConstructionNo
Occupancy TypeVacant
OwnershipFee Simple
Pets AllowedBreed Restrictions, Cats OK, Dogs OK
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameBENTLEY PLACE
Tax Annual Amount5826.64
Tax Lot33
Tax Year2025
Total Rooms7
UtilitiesBB/HS Internet Available, Electricity Available, Sewer Available, Water Available
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2006

Exterior for 5445 CHANDLER DRIVE

Building Area Total3010
Covered Spaces2
Exterior AmenitiesSidewalk, Sliding Doors
Foundation DetailsSlab
Lot Size Acres0.13
Lot Size Area5772
Private PoolNo
Road Surface TypeAsphalt
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Steven Pugh

Broker Associate | Team Leader
Price $314,500
MLS#S5146003
List Date 03/17/2026
Property Type Single Family
Request Tour
Request Info
Visit My Website

Similar Properties to 5445 CHANDLER DRIVE

MLS® Disclaimer

MLS Logo Copyright © MFRMLS.com All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this website comes in part from the Internet Data Exchange program of MFR MLS. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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.

33. Required DMCA Notice

DMCA Disclaimer

The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.