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104 Conley Dr, 
Chestertown, MD 21620

$239,900

3

Beds

2

Baths

1,280

Sq Ft

Townhouse

Active

Listed by

Heather Kooser

Cummings & Co. Realtors, 4108230033, realtor@cummingsrealtors.com

Last updated:

August 14, 2026, 01:59 PM

MLS#

MDKE2006686

Source:

BRIGHTMLS

About This Home

104 Conley Dr

Price Improvement! Now offered at $239,900 Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a full bath. Notable updates include a new HVAC system installed in 2020 and a sewer line replacement completed approximately four years ago, providing added peace of mind for the next owner. Enjoy outdoor entertaining, gardening, or relaxing in the private fenced backyard. Conveniently located near shopping, dining, schools, parks, the YMCA, and historic downtown Chestertown, this home is an excellent opportunity for first-time buyers, downsizers, or investors alike. Schedule your showing today!

Home Facts

Townhouse

2 Baths

3 Bedrooms

Built in 1979

Subdivision & Development:

CHESTER ARMS

Price Summary

239,900

$187 per Sq. Ft.

MLS #:

MDKE2006686

Last Updated:

August 14, 2026, 01:59 PM

Added:

1 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

1,280 Sq. Ft.

Structure

Structure

Architectural Style:

Traditional

Building Area:

1,280 Sq. Ft.

Year Built:

1979

Lot

Lot Size (Sq. Ft):

3,049

Finances & Disclosures

Finances

Price:

$239,900

Price per Sq. Ft:

$187 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

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 Contact, 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 a 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.