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$247,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,280 Sq. Ft.
  • Updated 4 days ago
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Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you'll find three bedrooms and a full bath. Notable updates include a new HVAC system installed in 2020 and a sewer line replacement completed approximately four years ago, providing added peace of mind for the next owner. Enjoy outdoor entertaining, gardening, or relaxing in the private fenced backyard. Conveniently located near shopping, dining, schools, parks, the YMCA, and historic downtown Chestertown, this home is an excellent opportunity for first-time buyers, downsizers, or investors alike. Schedule your showing today!

Full Property Details for 104 Conley Dr

General

  • Price: $247,000
  • Taxes: $2,583 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006686
  • Updated: 6/17/2026
  • Added to Site: 4 day(s) ago

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: 3
  • Bedrooms Upper: 3

Parking

  • Parking Type: Driveway

Location

  • Municipality: Chestertown
  • County: KENT
  • Subdivision: CHESTER ARMS
  • Driving Directions: GPS
  • 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
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Traditional
  • Structure Type: End of Row/Townhouse
  • Construction: Vinyl Siding
  • Foundation: Slab
  • Stories Description: Main, Upper 1
  • Square Feet: 1,280
  • Sq. Ft. Source: Assessor
  • Living Area: 1,280 Sq. Ft.
  • Finished Above Grnd: 1,280 Sq. Ft.
  • Year Built: 1979
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.07
  • Lot Size (Sq. Ft.): 3,000
  • Lot Size Source: Assessor
  • Zoning: R-4

Financial Considerations

  • Price Per Sq. Ft.: $192.97
  • Assessment Year: 2026
  • City/TownTax: $713
  • City/TownTax Freq: Annually
  • County Tax: $1,869
  • County Tax Freq: Annually
  • Tax w/Assessment: $184,300
  • Tax Amount: $2,583
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1280

Disclosures and Reports

  • Ownership: Fee Simple
  • Inclusions: Couch and Rug in Living Room
  • Lot Number: 33

Listed by Cummings & Co. Realtors, Heather Kooser

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Listing agent

— 104 Conley Dr —

  • Heather Kooser

    Cummings & Co. Realtors

Listing Office Email: realtor@cummingsrealtors.com

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 104 Conley Dr

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-51 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
9-124.2 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 104 Conley Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/17/2026
Listed
$247,000
6.47%
MLS
5/31/2024
Sold
$232,000
—
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 104 Conley Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,583
12%
$164,800
12%
2024
$2,315
31%
$147,733
13%
2023
$1,769
—
$130,667
15%
2022
$1,769
-1%
$113,600
—
2020
$1,780
—
$113,600
—
2021
$1,780
-2%
$113,600
-3%
2020
$1,825
1%
$116,700
—
2019
$1,814
3%
$116,700
—
2018
$1,755
-1%
$116,700
-1%
2017
$1,776
306%
$118,100
—
2016
$437
-75%
$118,100
—
2015
$1,776
96%
$118,100
-2%
2014
$904
—
$120,200
—
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.

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with our affiliated lender
NMLS#: 1598647

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Listed by Cummings & Co. Realtors, Heather Kooser

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104 Conley Drive, Chestertown, MD 21620 (MLS# MDKE2006686) is a Townhouse property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 104 Conley Drive is currently listed for $247,000 and was received on June 17, 2026. Want to learn more about 104 Conley Drive? Do you have questions about finding other Townhouse 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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