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MLS: #MDKE2006322, Listed By: David J. Moore, Real Broker, LLC - Chester, Source:Bright MLS

108 Pine Street

CHESTERTOWN, MD 21620
Mark as Favorite
Bed 3

Bed

Bath 1

Bath

SqFt910

Sqft

Acres0.17

Acre(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $115,000

AD Id : 76736277

MLS Id : MDKE2006322

Beds : 3

Lot Size : 0.17 Acre

Living Area Size : 910

Year Built : 1957

County : KENT

Subdivision: College Heights

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 1 Full Baths: 1
  • Roofing Information

    Composition, Shingle
  • Interior Features

    Roof: Composition, Shingle
  • Heating & Cooling

    Has Heating: Yes Heating: Other Has Cooling: Yes Cooling: Other

  • Building Information

    Year Built: 1957 Building Area Total: 910 Construction Materials: Shingle Siding, Asbestos Stories: 1 Patio And Porch Features: Porch Pool Features: None Private Pool: No

  • Lot Information

    Lot Size Acres: 0.17 Lot Size Source: Assessor Lot Size Square Feet: 7500

    Property Information

    Subdivision: COLLEGE HEIGHTS Source Property Type: Residential Postal Code Plus 4: 1209 Levels: One Property Age: 69

  • Listing Price Information

    Listing Price: $115000

  • Tax Information

    Parcel Number: 1504004418 Tax Year: 2025 Annual Tax: $1657

  • Parking Information

    Parking Total: 1 Driveway

  • School Information

    Elementary School:
    Junior High School:
    Senior High School: KENT COUNTY
  • Location Information

    Direction: 213 to Chestertown, Turn left on Hadaway Dr, Turn right Pine St, House is on left WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
1904 Pondtown Road, Chestertown, MD, 21620 $265,000 3 1 1,967 1,967 SqFt
204 Double Creek Road, Chestertown, MD, 21620 $565,000 3 3 2,927 2,927 SqFt
240 Merganser Drive, Chestertown, MD, 21620 $399,000 3 2 1,120 1,120 SqFt
118 Grant Court, Chestertown, MD, 21620 $457,500 3 2 1,664 1,664 SqFt
109 Wilton Road, Chestertown, MD, 21620 $344,900 3 2 1,392 1,392 SqFt
215 Fairview Drive, Chestertown, MD, 21620 $425,000 3 3 1,784 1,784 SqFt
208 Central Drive, Chestertown, MD, 21620 $299,000 3 1 1,120 1,120 SqFt
704 Truslow Road, Chestertown, MD, 21620 $440,000 3 3 2,060 2,060 SqFt
101 Coleman Drive, Chestertown, MD, 21620 $524,900 3 3 2,268 2,268 SqFt
231 Richard Drive, Chestertown, MD, 21620 $1,150,000 5 3 2,956 2,956 SqFt

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 ByOwner 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.

ByOwner last updated this listing 06/10/2026 @ 15:26

MLS: MDKE2006322 LISTED BY: David J. Moore, Real Broker, LLC - Chester 855-450-0442 SOURCE: Bright MLS

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