Skip to content
Property for sale at 1008 CHESTER DRIVE, CLEARWATER, FL, 33756
Property for sale at 1008 CHESTER DRIVE, CLEARWATER, FL, 33756
1 / 21

1008 Chester DriveClearwater, FL, 33756

4beds
2baths
1,273sqft
Single Family Residence
Built in 1955
$449,900
For sale
Price per sqft
$353
Days on market
136
Listed
Jun 24
MLS #TB8522980Updated Oct 3, 2026

About this property

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. THE SELLER IS WILLING TO PAY $5K TOWARDS BUYER CLOSING COST.

Top Villas Intelligence

Projected rental revenue and ownership costs
Sign in to view rental intelligenceSee projected rental revenue, ownership costs, operating yield, and supporting evidence.
Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
1008 Chester Drive
City
Clearwater
State
FL
ZIP code
33756
Year built
1955
New construction
No
Faces
North
Rooms
4
Living area
1,273 sqft
Total building area
2,012 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 3:19 PM EST

Price & sale history

EventPrice
Listed for saleMLS #TB8522980$449,900
SoldMLS #U8163335$376,000
Price increasedMLS #U8163335$376,000Change: +2.2%+$8,000
Listed for saleMLS #U8163335$368,000
History may be incomplete.
Explore nearby sales

Location

Property for sale at 1008 CHESTER DRIVE, CLEARWATER, FL, 33756
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.