$449,900
1008 CHESTER DRIVE, CLEARWATER, FL 33756
Beds
4
Baths
2
Sq Ft
1,273 sq ft
Year Built
1955
Lot Size
0.18 acres
Garage
1
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.
Property Overview
Interior Features
Exterior & Lot
Utilities
Parking
HOA & Community
Financial Details
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.
Location
1008 CHESTER DRIVE, CLEARWATER, FL 33756
Listing Information
Schedule a Tour
Pick a Day
Preferred Time
Home Price
$449,900
Loan Term
How to Buy This Home
Multiple financing options available for this $449,900 home in CLEARWATER.
🏛️
FHA Loan
$15,747 Down
Government-backed, low down payment. Credit scores as low as 580.
🎖️
VA Loan
$0 Down
Zero down for eligible veterans, active duty, and military families.
🏦
Conventional
$22,495 Down
Traditional financing. As low as 3-5% down with good credit.
Florida Down Payment Assistance Programs
You may qualify for up to $35,000 in assistance to cover your down payment and closing costs.
Florida Hometown Heroes
Up to $35,000
First-time buyers working in FL
FL Assist
Up to $10,000
FHA, VA, or USDA borrowers
FL HLP Second Mortgage
Up to $10,000
First-time buyers, 0% deferred
Pinellas County SHIP
Varies
Income-qualifying Pinellas residents
Can You Afford This Home?
Quick check based on the 28% debt-to-income rule. Not a guarantee — just a starting point.
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: October 3, 2026.