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Guy Peters
REALTOR®, CRS
(717) 586-2181
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108 Pine Street, Chestertown, MD 21620

$115,000
  • 108 Pine Street, Chestertown, MD 21620 Main Photo

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New to the Market Price Reduced $27,641 on April 1st, 2026
BEDS3 BATHS1 full SQUARE FEET910 MLS#MDKE2006322
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONCOLLEGE HEIGHTS SCHOOLKENT COUNTY PUBLIC SCHOOLS

Property Description

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.

108 Pine Street | MLS# MDKE2006322

This single family home located at 108 Pine Street, Chestertown, MD 21620 is currently listed for sale with an asking price of $115,000. This property was built in 1957 and has 3 bedrooms and 1 full baths with 910 sq. ft. Pine Street is located in the COLLEGE HEIGHTS subdivision within the KENT COUNTY PUBLIC SCHOOLS school district. Search COLLEGE HEIGHTS real estate on www.guypetersrealtor.com today.

Property Features

Property Type: Residential - Single Family
Home Style: Ranch/Rambler
Lot Size: 0.17 Acres
Roof Type: Shingle, Composite
Stories: 1.0
Taxes: $1,657
Year Built: 1957

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Exterior: Shingle Siding, Asbestos
Lot Dimensions: 0.17 Acre(S)
Municipality: Chestertown
Parking Notes: 1 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 910
SQFT Total Finished: 910
Structure Type: Other
Total Garage/Parking Spaces: 1
Water: Public

Local Schools

High School: KENT COUNTY
School District: KENT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Real Broker, LLC
Agency Phone: 8554500442

Shown By

Agent Name: Guy Peters
Agent Phone: (717) 586-2181
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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Estimated Payment

$ 427.57 per month $255.94 Principal & Interest $138.08 Property Tax $33.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/03/2026. The listing information on this page last changed on 04/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/03/2026 12:00:00 AM EST) or Bright MLS (last updated Thu 04/02/2026 11:50:56 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Licensed in Pennsylvania
Guy Peters 

2600 Eastern Boulevard, York, PA 17402
717-757-7811

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