For Sale

Listed by David Moore

Source: Bright MLS #MDKE2006544

100 Prospect Street, Chestertown, MD, 21620

$215,000

3
1
1373 sq. ft.
3475 sq. ft.

SingleFam

What's around 100 Prospect Street

About this property

Fully Renovated Rancher in the Heart of Chestertown — Walk to Everything. Most homes in this price range make you choose: updated systems or a great location. This one delivers both. Tucked on a quiet corner lot just steps from Washington College, the Chester River marina, weekend Farmers Market, and Chestertown's thriving restaurant and shop scene, 100 Prospect Ave puts the best of the Eastern Shore's most walkable town right outside your front door — without the noise or traffic. The home has been completely overhauled from the outside in. New metal roof, gutters, downspouts, vinyl siding, and windows protect your investment from the elements before you ever step inside. Inside, a new HVAC system, updated 200-amp electrical panel, new hot water heater, and fully replaced water main and plumbing mean zero deferred maintenance — just move in and live. Refinished hardwood floors and new vinyl flooring run throughout open, light-filled spaces. The updated bathroom features a new vanity, and the laundry room comes equipped with a brand-new washer and dryer. The kitchen opens directly into the dining area and flows into the family room — a layout that makes everyday living easy and entertaining effortless. Start your mornings on the enclosed porch. Host friends on a generous corner lot with room to breathe. Park conveniently on the private gravel pad with direct kitchen access. This is what move-in ready actually looks like. Schedule your tour today.

Looking for more information on 100 Prospect Street?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties for sale nearby

For Sale
$3,000,000
25440 Learman Road
Chestertown MD 21620
3
4
9
Single-Family
Listing courtesy of TTR Sotheby's International Realty
Under Contract
$457,500
118 Grant Court
Chestertown MD 21620
3
2
7
Single-Family
Listing courtesy of RE/MAX Executive
Under Contract
$499,000
1014 Twin Ct
Chestertown MD 21620
3
2
6
Single-Family
Listing courtesy of Cross Street Realtors LLC

Other properties for sale by Real Broker, LLC

Pending
$319,900
10584 Klamath Road
Chestertown MD 21620
3
2
Single-Family
Listing courtesy of Real Broker, LLC
Under Contract
$409,900
12448 Painted Horse Trail
Chesapeake Ranch Estates MD 20657
Single-Family
Listing courtesy of Real Broker, LLC
For Sale
$115,000
108 Pine Street
Chestertown MD 21620
3
1
1
Single-Family
Listing courtesy of Real Broker, LLC

Browse properties sold in nearby areas

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker, LLC participates, and is provided by BRIGHT through a licensing agreement. 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. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent