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104 Acorn Dr, 
Chestertown, MD 21620

$275,000


3

Beds


3

Baths


1,900

Sq Ft


Townhouse

Active

Listed by

Sarah E. King

Cross Street Realtors LLC., 4434803453, stacy@csrealtors.com

Last updated:

August 24, 2026, 01:52 PM

MLS#

MDKE2006668

Source:

BRIGHTMLS

About This Home

104 Acorn Dr

Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deck—the perfect spot to unwind and look out at the wooded backdrop. Upstairs, you will find three comfortable bedrooms, including a primary suite with a private bath, alongside a dedicated laundry area. Turn-key and low-maintenance, this property is a fantastic opportunity for first-time buyers, downsizers, and investors alike.

Home Facts

Townhouse

3 Baths

3 Bedrooms

Built in 2004

Subdivision & Development:

OAK HOLLOW

Price Summary

275,000

$144 per Sq. Ft.

MLS #:

MDKE2006668

Last Updated:

August 24, 2026, 01:52 PM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

1,900 Sq. Ft.


Structure

Structure

Architectural Style:

Traditional

Building Area:

1,900 Sq. Ft.

Year Built:

2004


Lot

Lot Size (Sq. Ft):

2,178


Finances & Disclosures

Finances

Price:

$275,000

Price per Sq. Ft:

$144 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.