SoldJun 30, 2026

Listed by David Moore

Source: Bright MLS #MDKE2006322

108 Pine Street, Chestertown, MD, 21620

$85,000

3
1
1
910 sq. ft.
7500 sq. ft.

SingleFam

30+ days on the market

Sold: Jun 30, 2026

What's around 108 Pine Street

About this property

Previous Buyer failed to perform - Your opportunity has come around again - Don't miss out this time. FULL RENOVATION PROJECT - Prime Chestertown Location Priced for Immediate Equity Creation. This 3-bedroom, 1-bath single-family home at $115,000 represents a clear value-add opportunity in one of Chestertown’s most “walkable” corridors. With estimated renovation investment of $60K-$80K+, comparable renovated properties in this location are selling for $275K-$300K, creating potential equity of $80K-$125K for buyers with vision and capability. Close proximity to Washington College creates built-in rental demand from students, faculty, and staff. Plus easy access to Downtown Chestertown shops, restaurants, and waterfront parks are minutes away on foot. Starbucks and grocery stores are easily accessible. This is a prime location renovation opportunity where comparable updated homes command premium pricing. The renovation reality. This property requires full renovation and is priced accordingly. Systems, finishes, and layout will need comprehensive updating. Estimated investment ranges from $60,000 to $80,000+ depending on finish level and scope decisions. This is a project for experienced investors, renovation contractors, or buyers with construction capability who understand forced appreciation through strategic improvements. The opportunity math works. Purchase at $115,000. Invest $60K-$80K in renovations. All-in cost: $175K-$195K. Recent comparable sales for fully renovated 3-bedroom homes in walkable Chestertown locations are selling in the $275K-$300K range. Your potential equity position: $80,000 to $125,000 upon completion. Multiple exit strategies. Flip after renovation for immediate profit. Hold as rental property serving Washington College market with strong rental history in the area. Owner-occupy and build instant equity while creating your ideal home. The location flexibility supports whatever investment strategy fits your goals. Property sold AS-IS. Serious buyers should conduct thorough inspections and due diligence. This is a renovation project, not a cosmetic update - price reflects condition and opportunity. Act quickly on clear value plays. Properties offering this equity spread in prime walkable locations move fast when priced correctly.

Looking for more information on 108 Pine Street?

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

Similar properties sold nearby

SoldJul 16, 2026
$325,000
10572 Watonga Road
Chestertown MD 21620
3
2
Single-Family
Listing courtesy of Serhant and Long & Foster Real Estate, Inc.
SoldJul 16, 2026
$435,000
215 Fairview Drive
Kingstown MD 21620
3
3
4
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Berkshire Hathaway Homeservice Homesale Realty
SoldJul 14, 2026
$453,000
704 Truslow Rd
Kingstown MD 21620
3
3
2
Single-Family
Listing courtesy of REMAX Executive | Chester and Coldwell Banker Chesapeake Real Estate Company

Other properties sold by David Moore

SoldJul 17, 2026
$1,240,000
43 Greenwood Shoals
Grasonville MD 21638
3
3
6
Single-Family
Listing courtesy of Real Broker, LLC and Coldwell Banker Realty
SoldJul 8, 2026
$320,000
10584 Klamath Road
Chestertown MD 21620
3
2
Single-Family
Listing courtesy of Real Broker, LLC and Chesapeake Real Estate Associates, LLC
SoldJul 2, 2026
$240,000
67/317 Shipyard Drive
Cambridge MD 21613
3
4
1
Condo
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