108 Pine St

Chestertown, MD 21620

$115,000
Price
3
Beds
910 Sq. Ft.
$126 / Sq. Ft.
910
Sq. Ft.
$126
per Sq. Ft.
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a front view of a house with a yard outdoor seating and garage

Description

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...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.
  1. Listed by David J. Moore • Real Broker, LLC
    P: (410)-777-5848 connect@davidjmoore.net

Property Details for 108 Pine Street

Tax ID Number
1504004418
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Other
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 05/05/2026 09:51 AM

Property Details for 108 Pine Street

StatusActive
MLS #MDKE2006322
Days on Market21
Taxes$1,657 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1957
Lot Size0.17 AC / 7,500 SF
CountyKent County
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Location

Listing Courtesy of Real Broker, LLC
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Building Information for 108 Pine Street

Stories1Year Built1957Building Size-Lot Size0.17 AC / 7,500 SF

Payment Calculator

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$711 per month

30 year fixed, 6.36% Interest

Principal and Interest

$573

Property Taxes

$138

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 108 Pine Street

Location
Location
  • In City Limits: Yes
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: 3rd Party
  • High School: KENT COUNTY (KENT MD)
  • HighSchoolSource: 3rd Party
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $109,333
  • Year Assessed: 2026
  • County Tax: $1,199
  • Improvement Assessed Value: $49,100
  • City Town Tax: $457
  • Land Assessed Value: $67,500
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R-2
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 910.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 4504515
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 1
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Outdoor Living Structures: Porch(es)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Other
  • Cooling Fuel: Other
  • Heating Type: Other
  • Heating Fuel: Other
  • Hot Water: Other
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office

Property History for 108 Pine Street

DateEvent & SourcePriceAppreciation
May 5, 2026

Listed (Active)

BRIGHT #MDKE2006322

—
Apr 8, 2026

Pending

BRIGHT #MDKE2006322

—
Apr 2, 2026

Listed (Active)

BRIGHT #MDKE2006322

$115,000—
DateEvent & SourcePrice
05/05/2026

Listed (Active)

BRIGHT #MDKE2006322

—
04/08/2026

Pending

BRIGHT #MDKE2006322

—
04/02/2026

Listed (Active)

BRIGHT #MDKE2006322

$115,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 108 Pine Street

Taxable ValueLand$67,500Additions$38,200Total$105,700
Tax Record2025$1,657 ($138 / month)
Home Facts
Beds0Baths1Total Finished SqFt910 SqFtAbove Grade Finished SqFt910 SqFtStories1Lot Size7,500 SqFtStyleSingle Family ResidenceYear Built1957ZoningR-2CountyKENTAPN04-004418

Schools near 108 Pine Street

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Rock Hall Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Rock Hall Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 108 Pine Street, Chestertown, MD 21620

108 Pine Street is a single family home for sale in Chestertown, MD 21620. This property was listed for sale on April 2, 2026 by Real Broker, LLC, it's currently listed at $115,000. This listing's school district is Kent County Public Schools. Nearby schools include H. H. Garnett Elementary School, Kent County Middle School and Kent County High School. 108 Pine Street is a 3-bed, 1-bath, 910 sqft single family home built in 1957.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Real Broker, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/05/2026 09:51 AM