


100 Prospect St, Chestertown, MD 21620
Listing Courtesy of Real Broker, LLC - Chester




























Est.$1,479/moCustomize payment
$188/sqft
Price per square foot
Built in 1991
35 years old
Charming and inviting! Welcome to 139 Prospect St., a delightful 3-bedroom, 1-bath rancher offering approximately 1,200 square feet of comfortable living space. This well-maintained home features thoughtful updates to the kitchen and bath, blending modern touches with classic appeal. Step onto the inviting front porch and into a spacious living room that flows seamlessly into the eat-in kitchen - perfect for everyday living and easy entertaining. A private hallway leads to a generously sized primary bedroom and two additional spacious bedrooms. Outside, enjoy off-street parking and a large, de...
Listing updated: April 19, 2026 at 3:48 PM
Listed by:
Barbara A McCaffrey 443-926-6075, Redfin Corp
Source: Bright MLS · MLS #MDKE2006250
Est. monthly payment
Down payment
Based on 20% down ($45,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| Mar 27, 2026 | Listed for sale | $225,000 |
139 Prospect St, Chestertown, MD 21620
Similar homes sold within 0.5 miles in the last 90 days.

132 Prospect St
Chestertown, MD
$155K
Sold May 15, 2026 · Listed $157K

217 Philosophers Ter
Chestertown, MD
$370K
Sold May 1, 2026 · Listed $325K

201 Greenwood Ave
Chestertown, MD
$495K
Sold Apr 17, 2026 · Listed $495K
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/5/2026.