Last Sold Price
3 beds2,296 sqft$148/sqft
204 Rolling Rd, Chestertown, MD 21620

Description

Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The basement provides ample partially finished storage space in a completely dry environment due to serious...Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The basement provides ample partially finished storage space in a completely dry environment due to serious structural improvements, sump pump and french drain system. Bring your hobby down there or your trusty work bench. The roof, HVAC, and hot water heater are all less than 10 years old. The front yard provides a polished experience with tasteful landscaping. The rear yard is quite large for a house in town and includes a raised bed garden and tidy shed. Experience the relaxed lifestyle of Chestertown with the Historic District's shops, Washington College, and the Margo Bailey park just a short walk away.
LISTING CLOSED: 03/19/2026 12:00 AM

  1. Listed by Michael ONeill • Coldwell Banker Chesapeake Real Estate Company
    P: (443) 480-4275 murphy@cbchesapeake.com

Property Details for 204 Rolling Road

Status
MLS #
MDKE2005896
Days on Market
58
Taxes
$3,565 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1975
Lot Size
0.34 AC / 14,875 SF
Tax ID Number
1504003756
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
2
Waterfront
No
Garage
No
Expected On Market Date
11-22-2025
Subdivision
COLLEGE HEIGHTS
Subdivision
COLLEGE HEIGHTS (KENT MD)
Legal Subdivision
COLLEGE HEIGHTS
Municipality
Chestertown
Total Parking Spaces
3
Central Air
Yes
Basement
Yes
Room Count
0
Above Grade Finished SQFT
2,296.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
1,040.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
1,040.00
Total Below Grade SQFT Source
Assessor
New Construction
No

Location

Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

Sold By Select Land & Homes, LLC

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Building Information for 204 Rolling Road

Stories2Year Built1975Building Size-Lot Size0.34 AC / 14,875 SF

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Principal and Interest

$1,728

Property Taxes

$297

HOA Dues

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Property Information for 204 Rolling Road

Location
Location
  • In City Limits: Yes
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • 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: $227,500
  • Year Assessed: 2025
  • County Tax: $2,580
  • Improvement Assessed Value: $136,300
  • City Town Tax: $985
  • Land Assessed Value: $91,200
  • 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: 2
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 0
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 2,296.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 4504483
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 3
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Wood
  • Accessibility Features: Other
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS

Property History for 204 Rolling Road

DateEvent & SourcePriceAppreciation
Mar 19, 2026

Closed (Public Record)

Public Record #1934043643

$340,000
Mar 19, 2026

Closed

BRIGHT #MDKE2005896

$340,000
Jan 17, 2026

Pending

BRIGHT #MDKE2005896

DateEvent & SourcePrice
03/19/2026

Closed (Public Record)

Public Record #1934043643

$340,000
03/19/2026

Closed

BRIGHT #MDKE2005896

$340,000
01/17/2026

Pending

BRIGHT #MDKE2005896

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

Public Records for 204 Rolling Road

Taxable ValueLand$91,200Additions$136,300Total$227,500
Tax Record2025$3,565 ($297 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,296 SqFtAbove Grade Finished SqFt2,296 SqFtStories1Lot Size14,875 SqFtStyleSingle Family ResidenceYear Built1975ZoningR-2CountyKENTAPN04-003756Fireplace TypeHas Fireplace

Schools near 204 Rolling Road

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
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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Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

© 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 04/22/2026 04:43 PM