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$325,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,404 Sq. Ft.
  • 1 Car Garage
  • Updated 1 day ago
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Charming and full of potential, this 3-bedroom, 1.5-bath Cape Cod home offers a prime in-town Chestertown location with thoughtful updates already in place. New roof (December 2025), heat pump (2022), and new carpet upstairs provide peace of mind, while classic features like hardwood floors, abundant natural light, and a wood-burning fireplace add warmth and character. The flexible layout includes a main-level bedroom and full bath, a formal dining room, and a bright living room. Upstairs, two additional bedrooms and a half bath, easily converted back to a full, offer room to grow. A bonus room off the main level is perfect for a home office, mudroom expansion, or hobby space. The sunroom connects seamlessly to a private backyard. A sizable driveway and detached garage offer ample off-street parking. Architectural plans for a full renovation and addition are available with an acceptable offer. This is an incredible opportunity to customize and add value in a sought-after location. Just a short stroll to Downtown Chestertown, Washington College, and the Chester River, this home offers both convenience and long-term potential.

Full Property Details for 217 Philosophers Terrace

General

  • Price: $325,000
  • Taxes: $3,352 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006332
  • Updated: 4/1/2026
  • Added to Site: 1 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Basement, Bedroom 1, Sun/Florida Room, Bathroom 1, Half Bath
  • Interior Features: Bathroom - Tub Shower, Ceiling Fan(s), Carpet, Entry Level Bedroom, Floor Plan - Traditional, Formal/Separate Dining Room, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - 1/2 Baths: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 2
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Basement

Exterior

  • Exterior Features: Flood Lights
  • Porch/Patio/Deck: Enclosed

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 3
  • Parking Features: Asphalt Driveway
  • Parking Type: Detached Garage, Driveway, On Street
  • Garage Description: Garage - Front Entry, Garage Door Opener

Location

  • Municipality: Chestertown
  • County: KENT
  • Driving Directions: Washington Avenue to Campus Avenue to right on Philosophers. #217 is on the left. Sign in yard.
  • City Limits: Yes

School Information

  • School District: Kent County Public Schools
  • Elementary School: Garnett
  • Middle School: Kent County
  • High School: Kent County

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Heat Pump(s), Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Oil
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Cape Cod
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Foundation: Block
  • Stories Description: Main, Upper 1
  • Square Feet: 1,404
  • Sq. Ft. Source: Assessor
  • Living Area: 1,404 Sq. Ft.
  • Finished Above Grnd: 1,404 Sq. Ft.
  • Year Built: 1950
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,688
  • Lot Size Source: Assessor
  • Zoning: R-3
  • Lot Description: Rear Yard, Backs to Trees

Financial Considerations

  • Price Per Sq. Ft.: $231.48
  • Assessment Year: 2026
  • City/TownTax: $926
  • City/TownTax Freq: Annually
  • County Tax: $2,426
  • County Tax Freq: Annually
  • Tax w/Assessment: $214,600
  • Tax Amount: $3,352
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1404

Disclosures and Reports

  • Ownership: Fee Simple

Listed by TTR Sotheby's International Realty, Courtney Chipouras

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Listing agent

— 217 Philosophers Terrace —

  • Courtney Chipouras

    TTR Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 217 Philosophers Terrace

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-50.3 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.2 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-125.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 217 Philosophers Terrace Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$325,000
58.54%
MLS
11/02/2011
Sold
$205,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 217 Philosophers Terrace

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,352
3%
$213,900
3%
2024
$3,263
6%
$208,233
3%
2023
$3,066
—
$202,567
3%
2022
$3,066
—
$196,900
—
2020
$3,076
—
$196,600
—
2021
$3,076
—
$196,300
—
2020
$3,065
1%
$196,000
—
2019
$3,046
3%
$196,000
—
2018
$2,948
-1%
$196,000
-1%
2017
$2,975
306%
$197,800
—
2016
$732
-75%
$197,800
—
2015
$2,975
-9%
$197,800
-9%
2014
$3,271
—
$217,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by TTR Sotheby's International Realty, Courtney Chipouras

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217 Philosophers Terrace, Chestertown, MD 21620 (MLS# MDKE2006332) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 217 Philosophers Terrace is currently listed for $325,000 and was received on April 01, 2026. Want to learn more about 217 Philosophers Terrace? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

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