217 Philosophers Terrace, Chestertown, MD 21620 - Photo 1

1/1

$370,000

Sold
Closed
Single Family
3 Beds
1 Full Bath
1 Partial Bath
1,404 Sq. Ft.
1 Car Garage

1/1

Property Description

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), central air unit (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

Full Property Details for 217 Philosophers Terrace

General

Sold For: $370,000
Taxes: $3,352 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDKE2006332
Added to Site: 47 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
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1404

Disclosures and Reports

Ownership: Fee Simple

Listed by TTR Sotheby's International Realty, Courtney Chipouras
Sold by Cross Street Realtors LLC, Sarah E. King

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

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

Schools

Schools serving 217 Philosophers Terrace

School District:Kent County Public Schools

Name	Grades	Distance
H. H. Garnett Elementary School 320 Calvert Street, Chestertown, MD 21620	PK-5	0.3 mi
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620	6-8	0.2 mi
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678	9-12	5.1 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

Date

Details

Price

Change

Source

5/01/2026

Sold

$370,000

13.85%

MLS

4/01/2026

Listed

$325,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

11200 Boyer Ln, Worton, MD 21678 - Photo 1

Just Listed

$75,000

11200 Boyer Ln Worton, MD 21678

Lots/Land
Active
Updated 4 days ago

2
Acres

Listed by Chesapeake Real Estate Associates, LLC, Maryn J. LeClair

21190 Green Ln, Rock Hall, MD 21661 - Photo 1

Just Listed

$850,000

21190 Green Ln Rock Hall, MD 21661

Lots/Land
Active
Updated 3 days ago

10.4
Acres

Listed by Rock Hall Properties Real Estate, Cindy Genther and Rock Hall Properties Real Estate, Sarah A Ulrick

22300 Frazier Rd, Rock Hall, MD 21661 - Photo 1

Just Listed

$447,000

22300 Frazier Rd Rock Hall, MD 21661

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
2,556
Sq. Ft.

Listed by Cross Street Realtors LLC, Chris Kendall and Cross Street Realtors LLC, Jody Baker

235 Green St, Centreville, MD 21617 - Photo 1

Just Listed

$499,900

235 Green St Centreville, MD 21617

Single Family
Active
Updated 7 hours ago

4
Beds
4
Total Baths
2,662
Sq. Ft.

Listed by Coldwell Banker Waterman Realty, Jennifer Norfolk

11167 Oak Ln, Worton, MD 21678 - Photo 1

Price Reduced

-$10,500 (-3.51%)

$288,500

11167 Oak Ln Worton, MD 21678

Single Family
Active
Updated 2 days ago

3
Beds
1
Total Bath
960
Sq. Ft.

Listed by Chesapeake Real Estate Associates, LLC, Martine H McGinty

136 Condor Ct, Church Hill, MD 21623 - Photo 1

Price Reduced

-$2,500 (-1.82%)

$135,000

136 Condor Ct Church Hill, MD 21623

Lots/Land
Active
Updated 3 days ago

1
Acres

Listed by RE/MAX One, Barbara Best

26663 Maple Ave, Still Pond, MD 21667 - Photo 1

Price Reduced

-$19,900 (-7.37%)

$250,000

26663 Maple Ave Still Pond, MD 21667

Single Family
Active

3
Beds
2
Total Baths
1,440
Sq. Ft.

Listed by Real Estate Consultants, Aaron G Butler

209 3rd St, Crumpton, MD 21628 - Photo 1

Price Reduced

-$112,500 (-25%)

$337,500

209 3rd St Crumpton, MD 21628

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
1,250
Sq. Ft.

Listed by EXP Realty, LLC, Antoinette A. Brooks

303 E Campus Ave, Chestertown, MD 21620 - Photo 1

Sold

$364,000

303 E Campus Ave Chestertown, MD 21620

Single Family
Closed

3
Beds
2
Total Baths
1,532
Sq. Ft.

Listed by Doug Ashley Realtors, LLC, Grace M Crockett
Sold by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland

303 Cedar St, Chestertown, MD 21620 - Photo 1

Sold

$325,000

303 Cedar St Chestertown, MD 21620

Single Family
Closed

3
Beds
3
Total Baths
2,577
Sq. Ft.

Listed by Select Land & Homes, LLC, Hayley A Norris and Select Land & Homes, LLC, Charles Coates
Sold by Cross Street Realtors LLC, Casey Scattergood

411 Greenwood Ave, Chestertown, MD 21620 - Photo 1

Sold

$415,000

411 Greenwood Ave Chestertown, MD 21620

Single Family
Closed

3
Beds
3
Total Baths
1,676
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Mary C Carlisle
Sold by Monument Sotheby's International Realty, Rachael Altemose

204 Rolling Rd, Chestertown, MD 21620 - Photo 1

Sold

$340,000

204 Rolling Rd Chestertown, MD 21620

Single Family
Closed

3,336
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Michael ONeill
Sold by Select Land & Homes, LLC, Hayley A Norris

217 Philosophers Terrace, Chestertown, MD 21620 (MLS# MDKE2006332) is a Single Family property that was sold at $370,000 on May 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.

217 Philosophers Terrace Chestertown, MD 21620