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108 PINE ST, CHESTERTOWN, MD 21620

3 Beds

1 Bath

910SqFt

Pending

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.

Property Details
Price$115,000
Bedrooms3
Full Baths1
Total Baths1
Property StyleRanch/Rambler
Lot Size Area UnitsSquare Feet
Acres0.17
Property TypeResidential
MLS Sub typeOther
Stories1
Year Built1957
SubdivisionCOLLEGE HEIGHTS
RoofShingle,Composite
HeatingOther
AccessibilityNone
Geographic Data
Directions213 to Chestertown, Turn left on Hadaway Dr, Turn right Pine St, House is on left
CountyKENT
Latitude39.22163
Longitude-76.06743
Address Information
Address108 PINE ST, CHESTERTOWN, MD 21620
Postal Code21620
CityCHESTERTOWN
StateMD
CountryUnited States
Listing Information
Listing OfficeReal Broker, LLC
Listing Office Emaildmvbroker@therealbrokerage.com
Listing AgentDavid J. Moore
Special listing conditionsStandard
OwnershipFee Simple
TermsCash,FHA 203(k)
School Information
DistrictKENT COUNTY PUBLIC SCHOOLS
High SchoolKENT COUNTY
MLS Information
Days on market7
MLS StatusPending
Listing DateApr 2, 2026
Listing Last ModifiedApr 20, 2026
Tax ID1504004418
Tax Year2025
Tax Annual Amount1657
MLS #MDKE2006322

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Last updated: 2026-04-30T07:30:26.255617Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.