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!
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!
Property Details
Price:
$299,900
MLS #:
S5146003
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BENTLEY PLACE
Neighborhood:
33884winterhavencypressgardens
Listed Date:
Mar 17, 2026
Finished Sq Ft:
3,010
Total Sq Ft:
3,010
Lot Size:
5,772 sqft / 0.13 acres (approx)
Year Built:
2006
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Microwave
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Laminate
Heating
Central, Electric
Interior Features
Eating Space In Kitchen, High Ceilings, Thermostat, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
Sidewalk, Sliding Doors
Garage Spaces
2
Roof
Shingle
Financial
HOA Fee
$575
HOA Fee Frequency
Annually
HOA Name
Garrison Property Services
HOA Phone
863-353-2558
Tax Year
2025
Taxes
$5,827
Map
Community
- Address5445 CHANDLER DRIVE WINTER HAVEN FL
- SubdivisionBENTLEY PLACE
- CityWINTER HAVEN
- CountyPolk
- Zip Code33884
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Aug 29, 2026
840
Single Family Listed
120
Avg DOM
180
Avg $ / SqFt
$328,937
Avg List Price
Property Summary
- Located in the BENTLEY PLACE subdivision, 5445 CHANDLER DRIVE WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $299,900 and features 4 beds, 3 baths, and has approximately 3,010 square feet of living space, and was originally constructed in 2006. The current price per square foot is $100. The average price per square foot for Single Family listings in WINTER HAVEN is $180. The average listing price for Single Family in WINTER HAVEN is $328,937. To schedule a showing of MLS#s5146003 at 5445 CHANDLER DRIVE in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of TRANSCEND REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5445 CHANDLER DRIVE
WINTER HAVEN, FL