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$369,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,036 Sq. Ft.
  • Updated 2 days ago
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This lovely 1920 Chestertown colonial is full of character, charm and artistic detail. Thoughtfully updated, the home offers a bright, open floor plan that highlights its handcrafted touches. The living room features re-stored hardwood floors and a cozy gas fireplace, creating a warm cozy space. Natural light pours into the open and airy kitchen with newer painted cabinets, stenciled floors, shiplap walls, and a laundry/half bath just off kitchen. From the kitchen step straight into the private fenced courtyard, your own peaceful retreat. With a large brick patio, privacy plantings, and ample garden space to create your own haven. Upstairs you'll find two nice sized bedrooms, re-finished hardwood floors and a good size full bath with walk in shower. If you're looking for that quiet oasis in a downtown location, this is it!

Full Property Details for 101 S College Ave

General

  • Price: $369,000
  • Taxes: $3,551 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006918
  • Updated: 8/24/2026
  • Added to Site: 2 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Kitchen
  • Interior Features: Ceiling Fan(s), Floor Plan - Open, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane
  • Appliances: Dishwasher, Exhaust Fan, Icemaker, Oven/Range - Gas, Refrigerator, Water Heater
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Upper: 2

Other Rooms

  • Laundry: Has Laundry, Main Floor

Exterior

  • Exterior Features: Extensive Hardscape
  • Porch/Patio/Deck: Brick, Patio(s), Terrace

Parking

  • Parking Features: Public
  • Parking Type: On Street

Location

  • Municipality: Chestertown
  • County: KENT
  • Driving Directions: GPS
  • Location Details: Downtown
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Kent County Public Schools

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Farmhouse/National Folk
  • Structure Type: Detached
  • Construction: Mixed
  • Foundation: Crawl Space
  • Roof: Architectural Shingle
  • Stories Description: Main, Upper 1
  • Square Feet: 1,036
  • Sq. Ft. Source: Assessor
  • Living Area: 1,036 Sq. Ft.
  • Finished Above Grnd: 1,036 Sq. Ft.
  • Year Built: 1920
  • Year Built Source: Estimated
  • Property Condition: Good

Lot Features

  • Property View: Courtyard
  • Lot Size (Acres): 0.03
  • Lot Size (Sq. Ft.): 1,238
  • Lot Size Source: Estimated
  • Zoning: R-5
  • Fencing (Description): Privacy

Financial Considerations

  • Price Per Sq. Ft.: $356.18
  • Assessment Year: 2026
  • City/TownTax: $981
  • City/TownTax Freq: Annually
  • County Tax: $2,570
  • County Tax Freq: Annually
  • Tax w/Assessment: $248,800
  • Tax Amount: $3,551
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 1036

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Doug Ashley Realtors, LLC, Michele A Palmer

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Listing agent

— 101 S College Ave —

  • Michele A Palmer

    Doug Ashley Realtors, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 S College Ave

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-50.1 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.7 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-125.1 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 101 S College Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/24/2026
Listed
$369,000
20.81%
MLS
8/08/2023
Sold
$305,435
—
Public Record
Get Price Alerts and Save Property
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 for 101 S College Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,144
—
$248,800
10%
2025
$3,144
5%
$226,600
19%
2024
$2,984
62%
$190,400
23%
2023
$1,838
—
$154,200
31%
2022
$1,838
—
$118,000
—
2020
$1,837
—
$117,600
—
2021
$1,837
1%
$117,200
—
2020
$1,827
1%
$116,800
—
2019
$1,815
3%
$116,800
—
2018
$1,757
—
$116,800
—
2017
$1,757
307%
$116,800
—
2016
$432
-75%
$116,800
—
2015
$1,757
97%
$116,800
-2%
2014
$893
—
$118,800
—
View All
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 for 101 S College Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Doug Ashley Realtors, LLC, Michele A Palmer

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101 S College Avenue, Chestertown, MD 21620 (MLS# MDKE2006918) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 101 S College Avenue is currently listed for $369,000 and was received on August 24, 2026. Want to learn more about 101 S College Avenue? 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.

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