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Overview

4 bd2 ba1,273 sqft1 car garageSingle Family
TypeSingle Family
HOANone listed
Built1955
Lot8,028 sqft
Living area1,273 sqft
Price / sqft$353
Garage1 car

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About this home

Ceiling Fans(s)Eat-in KitchenSolid Wood CabinetsPrivate EntrancePrivate MailboxPrivate YardConvection OvenCooktop

1008 Chester Dr is a 1955-built home in Sirmons Heights 1st Add, Clearwater. Inside you'll find 4 bedrooms, 2 bathrooms, and 1,273 square feet of living space. Listed at $449,900 (about $353/sqft), 112 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1955
Price / sqft
$353
On market
112 days
Annual tax
$5,973
Flood zone
X · Low risk
Lot
8,028 sqft
Type
Single Family Residence

At a glance

Single family
Built 1955
1 car garage
8,028 sqft lot
Lot size
1,273 sqft
Living area

Payment

Est. monthly payment
$3,069/mo
Down payment (20%)
$89,980
Property taxes
$498/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1955
Lot
8,028 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
112
Ceiling Fans(s)
Eat-in Kitchen
Solid Wood Cabinets
Private Entrance
Private Mailbox
Private Yard
Convection Oven
Cooktop
Dishwasher
Dryer
Electric Water Heater
Microwave
Refrigerator
Washer
Flood Zone X
Annual Tax (2025)
$5,973
Parcel #
15-29-15-82206-000-0700

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Sirmons Heights 1st Add
County
Pinellas
MLS Area
33756 - Clearwater/Belleair
Lot Size
8,028 sqft

Price history

Date
Event
Price
6/23/2026
Listed for sale
Source: Stellar MLS #TB8522980
$449,900
$353/sqft

Neighborhood

1008 Chester Dr
Clearwater, FL, 33756 · 33756 - Clearwater/Belleair

Market insights

Offer Insights

Choose an offer strength

List price: $449,900
$445,000 – $449,900
98.9% – 100% of listTops out right at the list price
80% of listList price
66 of the last 130 home closings in 33756 landed at this number or higher (51%). The median one sat 32 days before it went under contract, and this one is on day 112.

Sample: 130 closed home sales in 33756 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,069/mo
Principal & interest$2,346
Property taxes$498
Insurance$225
Down payment20% · $89,980
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$449,900

$353 per sq ft

Beds and baths

4 beds, 2 baths

Size

1,273 sq ft

Time on market

112 days

Year built

1955

Monthly payment

About $3,069/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,973 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byJPT REALTY LLCListing agent: Mabel QuevedoListing data from Stellar MLS, MLS# TB8522980.

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