Sold
Last Sold Price
3 beds2,296 sqft$148/sqft
204 Rolling Rd, Chestertown, MD 21620
Single FamilyProperty Type
0.34 acresLot Size
1975Year Built
$148/sq ftPrice per sq ft
3 carsParking Spaces

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.
  • Listed by: Michael ONeill 443.480.4275 murphy@cbchesapeake.com • Coldwell Banker Chesapeake Real Estate Company
Listing closed: 03/19/2026 12:00 AM • Source: BRIGHT, MLS#: MDKE2005896

Location

Listing Courtesy of Coldwell Banker Chesapeake Real Estate Company

Sold By Select Land & Homes, LLC

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Property Information for 204 Rolling Road

Property Details
  • Taxes: $3,565 / year
  • MLS Type: Residential / Fee Simple
  • County: Kent County
  • 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
Building Information
  • Stories: 2
  • Year Built: 1975
  • Lot Size: 0.34 AC / 14,875 SF
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-Additions-Total-
Tax Record2026$3,831 ($319 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,296 SqFtAbove Grade Finished SqFt2,296 SqFtStories1Lot Size14,875 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975ZoningR-2CountyKENTAPN04-003756

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 204 Rolling Road, Chestertown, MD 21620
$340,000
3
2,296
14,875
$220,000
3
1,728
15,378
2
1,624
16,087
2.5
2,508
16,112
$187,500
3
11,282
$250,000
4
2,138
12,450

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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