5445 Chandler Drive
WINTER HAVEN, FL 33884
4
Bed
3
Bath
3,010Sqft
0.13Acre(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 3 Full Baths: 3Interior Features
Eat-in Kitchen, High Ceilings, Thermostat, Walk-In Closet(s) Roof: Shingle Appliances: Built-In Oven, Cooktop, Microwave Laundry Features: InsideRoofing Information
Shingle -
Flooring Information
Flooring: Carpet, Ceramic Tile, Laminate Construction Materials: Block, Stucco, Frame -
Heating & Cooling
Heating: Central, Electric Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 2006 -
Exterior Features
Sidewalk, Sliding Doors Construction Materials: Block, Stucco, Frame Foundation Details: Slab
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Lot Information
Lot Square Feet: 5772 Lot Acres: 0.13 Lot Size (SqMt): 536Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$325000
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Tax Information
Tax Book Number: 130-26-27 Tax Lot: 33 Tax Legal Description: BENTLEY PLACE PB 130 PGS 26-27 LOT 33 Annual Tax: $5826.64 Tax Year: 2025 Parcel Number: 26-29-01-663574-000330
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Virtual Tour
Garage Information
Has Garage: Yes Garage Space: 2Homeowners Association Information
HOA: $575.00 Annually
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Utility Information
BB/HS Internet Available, Electricity Available, Sewer Available, Water Available Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: BENTLEY PLACE City: WINTER HAVEN Direction: Take 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).
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 330 Sterling Drive, Winter Haven, FL, 33884 | $295,000 | 3 | 2 | 1,426 | 1,426 SqFt |
| 237 Mclean Point, Winter Haven, FL, 33884 | $720,000 | 4 | 4 | 2,961 | 2,961 SqFt |
| Undisclosed Address, Winter Haven, FL, 33884 | $499,000 | 5 | 6 | 3,778 | 3,778 SqFt |
| 3829 Giorgio, Winter Haven, FL, 33884 | $242,000 | 3 | 2 | -- | |
| 173 Tracy Circle, Winter Haven, FL, 33884 | $310,000 | 3 | 2 | 1,788 | 1,788 SqFt |
| 3310 White Indigo Road, Winter Haven, FL, 33884 | $298,900 | 4 | 2 | 1,665 | 1,665 SqFt |
| 318 Greenfield Road, Winter Haven, FL, 33884 | $350,000 | 3 | 2 | 1,964 | 1,964 SqFt |
| 241 Greenfield Road, Winter Haven, FL, 33884 | $359,950 | 2 | 2 | 2,523 | 2,523 SqFt |
| 5347 Mickey Avenue, Winter Haven, FL, 33884 | $349,521 | 4 | 3 | 2,077 | 2,077 SqFt |
| 5171 Kinsley Drive, Winter Haven, FL, 33884 | $336,899 | 4 | 3 | 2,050 | 2,050 SqFt |
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Based on information submitted to the MLS GRID as of 06/09/2026 @ 06:20. 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.
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ByOwner last updated this listing 06/09/2026 @ 06:20
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