- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
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$290,000
Monthly Est:$1,443
4 Beds
- 3 Baths
3 full baths
3,010sqft
5445 Chandler Dr, Winter Haven, FL 33884
$290,000
$1,443/moEst:
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Single Family Residence
Built in 2006
$47.92/mo HOA
5,772 sqft lot
$96/sq.ft
Description
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!
- Houzeo last checked: 12 minutes ago
- Listing updated: October 30, 2026 at 12:27 pm
- Listing Provided by: Jacob Hara (407) 933-5478 | TRANSCEND REALTY (407) 518-7653
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: S5146003

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
2006
HOA Fees
$47.92/mo
Finished Area
3,010 sqft
Lot Size
5,772 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
S5146003
MLS Status
Pending
Days on Market
231
Cumulative Days on Market
195

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Location
HOA Management
Garrison Property Services
HOA Fees
$575/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Cooling
Central Air
Exterior Features
Sidewalk
Interior Features
Eat In Kitchen, High Ceilings, Thermostat, Walk In Closet(s)
Sewer
Public Sewer
Heating
Central, Electric
Flooring
Carpet, Ceramic Tile, Laminate
Appliances
Built In Oven, Cooktop, Microwave
Construction
Year Built
Year Built: 2006
Home type
Single Family Residence
Foundation Details
Slab
Construction Materials
Block, Stucco, Frame
Roof
Shingle
Utilities & Energy
Water Source
Public
Laundry Features
Inside
Utilities
Bb/hs Internet Available, Electricity Available, Sewer Available, Water Available
Other Features
Subdivision Name
Bentley Place
Price History
| Date | Event | Price |
|---|---|---|
09/04/2026 Source: | Pending | $290,000 -3.30% $96/sqft |
08/07/2026 Source: | Price Decreased | $299,900 -1.67% $100/sqft |
06/11/2026 Source: | Price Decreased | $305,000 -3.02% $101/sqft |
05/21/2026 Source: | Price Decreased | $314,500 -1.56% $104/sqft |
04/20/2026 Source: | Price Decreased | $319,500 -1.69% $106/sqft |
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Based on information from Stellar MLS® through Nov 04, 2026, 04:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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