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Sale Pending at 5445 Chandler Dr, Winter Haven, FL 33884 | MLS# S5146003 | Listing updated on 2026-10-30
Photo 1 of Sale Pending at 5445 Chandler Dr, Winter Haven, FL 33884 | MLS# S5146003 | Listing updated on 2026-10-30
Photo 2 of Sale Pending at 5445 Chandler Dr, Winter Haven, FL 33884 | MLS# S5146003 | Listing updated on 2026-10-30
Photo 3 of Sale Pending at 5445 Chandler Dr, Winter Haven, FL 33884 | MLS# S5146003 | Listing updated on 2026-10-30
Photo 4 of Sale Pending at 5445 Chandler Dr, Winter Haven, FL 33884 | MLS# S5146003 | Listing updated on 2026-10-30
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$290,000

Monthly Est:$1,443

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,010sqft

5445 Chandler Dr, Winter Haven, FL 33884

$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 i
nvestors 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 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Polk County

  • City

    Winter Haven

  • 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

DateEventPrice

09/04/2026

Source: mls_logoStellar MLS-FL #MFRS5146003

Pending

$290,000 -3.30%

$96/sqft

08/07/2026

Source: mls_logoStellar MLS-FL #MFRS5146003

Price Decreased

$299,900 -1.67%

$100/sqft

06/11/2026

Source: mls_logoStellar MLS-FL #MFRS5146003

Price Decreased

$305,000 -3.02%

$101/sqft

05/21/2026

Source: mls_logoStellar MLS-FL #MFRS5146003

Price Decreased

$314,500 -1.56%

$104/sqft

04/20/2026

Source: mls_logoStellar MLS-FL #MFRS5146003

Price Decreased

$319,500 -1.69%

$106/sqft

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Nearby Homes

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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