5445 Chandler Dr Winter Haven, FL 33884
Southeast Winterhaven NeighborhoodEstimated payment $2,142/month
Highlights
- High Ceiling
- 2 Car Attached Garage
- Walk-In Closet
- Frank E. Brigham Academy Rated 9+
- Eat-In Kitchen
- Living Room
About This Home
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!
Listing Agent
TRANSCEND REALTY Brokerage Phone: 407-518-7653 License #3221182 Listed on: 03/17/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,827
Year Built
- Built in 2006
Lot Details
- 5,772 Sq Ft Lot
- Southwest Facing Home
HOA Fees
- $48 Monthly HOA Fees
Parking
- 2 Car Attached Garage
Home Design
- Slab Foundation
- Frame Construction
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 3,010 Sq Ft Home
- 2-Story Property
- High Ceiling
- Family Room
- Living Room
- Laundry in unit
Kitchen
- Eat-In Kitchen
- Built-In Oven
- Cooktop
- Microwave
Flooring
- Carpet
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Walk-In Closet
- 3 Full Bathrooms
Utilities
- Central Heating and Cooling System
- Thermostat
- High Speed Internet
Community Details
- Garrison Property Services Association, Phone Number (863) 353-2558
- Bentley Place Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 33
- Assessor Parcel Number 26-29-01-663574-000330
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,827 | $306,792 | ||
| 2024 | $5,183 | $278,902 | ||
| 2023 | $5,183 | $253,547 | $0 | $0 |
| 2022 | $4,556 | $230,497 | $0 | $0 |
| 2021 | $4,143 | $209,543 | $29,000 | $180,543 |
| 2020 | $3,806 | $191,333 | $28,000 | $163,333 |
| 2018 | $3,553 | $173,388 | $27,000 | $146,388 |
| 2017 | $3,119 | $160,803 | $0 | $0 |
| 2016 | $2,961 | $149,402 | $0 | $0 |
| 2015 | $2,849 | $135,820 | $0 | $0 |
| 2014 | $2,407 | $123,473 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 09/04/2026 09/04/26 | Price Changed | $290,000 | -3.3% | $96 / Sq Ft |
| 08/07/2026 08/07/26 | Price Changed | $299,900 | -1.7% | $100 / Sq Ft |
| 06/11/2026 06/11/26 | Price Changed | $305,000 | -3.0% | $101 / Sq Ft |
| 05/21/2026 05/21/26 | Price Changed | $314,500 | -1.6% | $104 / Sq Ft |
| 04/20/2026 04/20/26 | Price Changed | $319,500 | -1.7% | $106 / Sq Ft |
| 03/17/2026 03/17/26 | For Sale | $325,000 | -- | $108 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Special Warranty Deed | $227,900 | Kampf Title & Guaranty Corp |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $182,250 | Fannie Mae Freddie Mac |
Source: Stellar MLS
MLS Number: S5146003
APN: 26-29-01-663574-000330
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All data is obtained from various sources and may not have been verified by 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. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.