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$115,000 Just Listed
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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.
Full Property Details
Full Property Details for 108 Pine St
General
- Price: $115,000
- Taxes: $1,657 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDKE2006322
- Updated: Today (4/2/2026)
- Added to Site: Today
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Exterior
- Porch/Patio/Deck: Porch(es)
Parking
- Total Spaces: 1
- Parking Type: Driveway
Location
- Municipality: Chestertown
- County: KENT
- Subdivision: COLLEGE HEIGHTS
- Driving Directions: 213 to Chestertown, Turn left on Hadaway Dr, Turn right Pine St, House is on left
- City Limits: Yes
School Information
- School District: Kent County Public Schools
- High School: Kent County
Heating & Cooling
- Cooling Type: Other
- Cooling Fuel: Other
- Heating Type: Other
- Heating Fuel: Other
- Water Heater: Other
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Other
- Construction: Shingle Siding, Asbestos
- Roof: Shingle, Composite
- Stories Description: Main
- Square Feet: 910
- Sq. Ft. Source: Assessor
- Living Area: 910 Sq. Ft.
- Finished Above Grnd: 910 Sq. Ft.
- Year Built: 1957
- Year Built Source: Assessor
- Property Condition: Major Rehab Needed
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,500
- Lot Size Source: Assessor
- Zoning: R-2
Financial Considerations
- Price Per Sq. Ft.: $126.37
- Assessment Year: 2026
- City/TownTax: $457
- City/TownTax Freq: Annually
- County Tax: $1,199
- County Tax Freq: Annually
- Tax w/Assessment: $109,333
- Tax Amount: $1,657
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 910
Disclosures and Reports
- Ownership: Fee Simple
Listed by Real Broker, LLC, David J. J Moore
Get Pre-Approved Today
Schools
Schools serving 108 Pine St
School District:Kent County Public Schools
| Name | Grades | Distance |
|---|---|---|
H. H. Garnett Elementary School 320 Calvert Street, Chestertown, MD 21620 | PK-5 | 0.6 mi |
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620 | 6-8 | 0.4 mi |
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678 | 9-12 | 4.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 108 Pine St
Date
Details
Price
Change
Source
4/02/2026
Listed
$115,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 108 Pine St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,657
2%
$105,700
2%
2024
$1,617
6%
$103,200
2%
2023
$1,529
—
$100,700
3%
2022
$1,529
-1%
$98,200
—
2020
$1,539
—
$98,200
—
2021
$1,539
-2%
$98,200
-2%
2020
$1,567
1%
$100,200
—
2019
$1,555
4%
$100,033
—
2018
$1,502
—
$99,867
—
2017
$1,500
307%
$99,700
—
2016
$369
-75%
$99,700
—
2015
$1,500
92%
$99,700
-5%
2014
$781
—
$104,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 108 Pine St
108 Pine Street, Chestertown, MD 21620 (MLS# MDKE2006322) is a Single Family property with 3 bedrooms and 1 full bathroom. 108 Pine Street is currently listed for $115,000 and was received on April 02, 2026. Want to learn more about 108 Pine Street? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

