1008 CHESTER DRIVE Clearwater, FL $ 449,900
1008 CHESTER DRIVE
$ 449,900
Recently Listed
Share Save

1008 CHESTER DRIVE

Clearwater, FL, 33756
$ 449,900
Bedrooms4 Baths2.0 Sq 1,273

Monthly Estimate*

$ 2,841

1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 1
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 2
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 3
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 4
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 5
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 6
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 7
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 8
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 9
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 10
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 11
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 12
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 13
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 14
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 15
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 16
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 17
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 18
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 19
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 20
1008 CHESTER DRIVE, Clearwater, FL 33756 - Image 21

Single Family Home for sale in Clearwater, FL

for $449,900 with 4 bedrooms and 2 full baths. This 1,273 square foot home was built in 1955 on a lot size of 0.18.

Welcome to this beautifully full remodeled 4 bedroom, 2 bathroom home located in the desirable city of Clearwater. This property offers a perfect blend comfort, funtionality, and investment potential. One of the standout features is a converted garage that serves as a private in-law suite, complete with its own separate entrance and kitchenette, ideal for guests, extended family, or as an income producing rental opportunity. The home has been thoughfully updated throughout, featuring modern finishes, upgraded fixtures, and a fresh contemporary design. Whether you are looking for a primary residence or an investment property, this home offers versatility to meet your needs. Conveniently located near beaches, shopping, dining, and major roadways, this move in ready property is a must see.

See more

Single Family Active

Price

$ 449,900

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 5,973

Style

Single Family Residence

Lot Size

0.18

Year Built

1955

Town/City

Clearwater

County/Region

Pinellas

MLS | Web ID

TB8522980

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Electricity Connected Sewer Connected Water Connected
Roof Shingle
Appliances Convection Oven Cooktop Dishwasher Dryer Electric Water Heater Microwave Refrigerator Washer
Garage Spaces 1
Construction Materials Block
Year Built 1955
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Pinellas
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SIRMONS HEIGHTS 1ST ADD
Facing Direction North
Garage Y/N true
Total Rooms 4
Full Baths 2
Status Active
Directions From Gulf to Bay BLV head south on S Hillcrest Ave turn right onto Druid RD make the second left onto Chester DR. The Property will be on the right.
City CLEARWATER
Senior Community Y/N false
MLS Area 33756 - Clearwater/Belleair
Lot Size Units Square Feet
Lot Size Square Feet 8028
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Land Lease Y/N false
Tax Annual Amount 5973
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 70
Legal Description SIRMONS HEIGHTS 1ST ADD LOT 70
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
DockY/N false
See more
Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Solid Wood Cabinets
Flooring Ceramic Tile
Furnished Y/N Partially
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Laundry Closet
Total Bedrooms 4
Total Baths 2
See more
Exterior
Exterior Amenities Private Entrance Private Mailbox Private Yard
Water Source Public
Lot Size Area 8028
Foundation Details Slab
Building Area Total 2012
Lot Size Acres 0.18
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 1
See more
* Excluded Features

Affordability Calculator

$3,338
Per Month
85%
15%
0%
Monthly Principal & Interest
$2,841
Monthly Property Taxes
$498
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/24/2026$449,900 Listed Price

Map


See all

1008 CHESTER DRIVE, Clearwater, FL, 33756 is a Single Family Home for sale at $449,900 with 1,273 sqft and a lot size of 0.18. 1008 CHESTER DRIVE has 4 bedrooms, 2.0 baths, and was built in 1955. The property's zip code is 33756 which is in Clearwater, FL