Sold
Last Sold Price
4 beds2,652 sqft
201 Rolling Rd, Chestertown, MD 21620
Single FamilyProperty Type
0.45 acresLot Size
1975Year Built
$113/sq ftPrice per sq ft

Description

Very nice Colonial Style home in College Heights Chestertown. Kitchen with center island which opens to dining area. Large family room with access to screened in porch overlooking fenced in ground pool. Plus den or private office space and half bath on first floor. Second floor features 4 bedrooms and full bath. Property backs to park like setting. Private driveway via shared access of easement between adjacent property.Very nice Colonial Style home in College Heights Chestertown. Kitchen with center island which opens to dining area. Large family room with access to screened in porch overlooking fenced in ground pool. Plus den or private office space and half bath on first floor. Second floor features 4 bedrooms and full bath. Property backs to park like setting. Private driveway via shared access of easement between adjacent property.
  • Listed by: Mark T McGuire 443.786.4418 fcs@goeaston.net • Benson & Mangold, LLC
Listing closed: 01/31/2022 12:00 AM • Source: BRIGHT, MLS#: MDKE2000754

Recent comparable sales

Median sold price

$340,000

Avg days on market

59

Sale-to-list ratio

93.5%

Chestertown, MD

9 comparable properties found

$392,500 | 128 Edmore Road, Chestertown, MD 21620
1/60
1

$392,500

Sold 10/30/25

4
Bedrooms
2,568
Square Feet
0.34
Acres
a front view of a house with yard
1/38
2

$590,000

Sold 01/12/26

4
Bedrooms
2,869
Square Feet
0.81
Acres
$312,000 | 306 Cedar Street, Chestertown, MD 21620
1/43
3

$312,000

Sold 06/13/25

4
Bedrooms
1,404
Square Feet
0.44
Acres
$300,000 | 304 Hadaway Drive, Chestertown, MD 21620
1/2
4

$300,000

Sold 07/30/26

4
Bedrooms
1,325
Square Feet
0.41
Acres
$340,000 | 204 Rolling Road, Chestertown, MD 21620
1/32
5

$340,000

Sold 03/19/26

3
Bedrooms
2,296
Square Feet
0.34
Acres
$535,000 | 209 North Queen Street, Chestertown, MD 21620
1/64
6

$535,000

Sold 03/13/25

4
Bedrooms
2,328
Square Feet
0.08
Acres
front view of a house with a yard
1/2
7

$539,000

Sold 06/16/25

4
Bedrooms
3,050
Square Feet
0.07
Acres
$325,000 | 228 Concord Road, Chestertown, MD 21620
1/27
8

$325,000

Sold 12/12/24

4
Bedrooms
1,500
Square Feet
0.34
Acres
a view of a house with a yard
1/16
9

$325,000

Sold 02/27/25

3
Bedrooms
2,460
Square Feet
0.34
Acres

Location

Listing Courtesy of Benson & Mangold, LLC

Sold By Rosendale Realty

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$1,831 per month

30 year fixed, 6.71% Interest

Principal and Interest

$1,545

Property Taxes

$285

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 201 Rolling Road

Property Details
  • Taxes: $3,425 / year
  • MLS Type: Residential / Fee Simple
  • County: Kent County
  • Tax ID Number: 1504012526
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Colonial
  • Levels/Stories: 2
  • Waterfront: No
  • Garage: No
  • Subdivision: COLLEGE HEIGHTS
  • Subdivision: COLLEGE HEIGHTS (KENT MD)
  • Legal Subdivision: COLLEGE HEIGHTS
  • Municipality: CHESTERTOWN
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 2,652.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: Yes
  • Construction Completed: Yes
  • Property Condition: Excellent
Building Information
  • Stories: 2
  • Year Built: 1975
  • Lot Size: 0.45 AC / 19,650 SF
Location
Location
  • In City Limits: Yes
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • High School: KENT COUNTY (KENT MD)
  • 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: 2014
  • Tax Assessed Value: $222,100
  • Year Assessed: 2020
  • County Tax: $2,582
  • Improvement Assessed Value: $129,700
  • City Town Tax: $842
  • Land Assessed Value: $92,400
  • Clean Green Assessed: No
  • Land Use Code: 110
  • Zoning: R-2
  • Tax Lot: 29
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Concessions: Yes
  • Concessions Amount: $15,000
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Den, Bedroom 1, Laundry
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 3
  • Room Length: 11.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 11 X 11
  • Room Features: Flooring - Carpet
Room 2
  • Room Type: Bedroom 1
  • Room Length: 24.0
  • Room Width: 23.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 24 X 23
  • Room Features: Flooring - HardWood
Room 3
  • Room Type: Bedroom 4
  • Room Length: 10.0
  • Room Width: 9.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 10 X 9
  • Room Features: Flooring - Carpet
Room 4
  • Room Type: Kitchen
  • Room Length: 24.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 24 X 11
  • Room Features: Flooring - HardWood
Room 5
  • Room Type: Den
  • Room Length: 13.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 13 X 11
  • Room Features: Flooring - HardWood
Room 6
  • Room Type: Bedroom 2
  • Room Length: 15.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 15 X 11
  • Room Features: Flooring - Carpet
Room 7
  • Room Type: Living Room
  • Room Length: 21.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 21 X 13
  • Room Features: Flooring - Other
Room 8
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Vinyl
Building Info
Building Info
  • Total Finished SQFT: 2,652.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping
  • Fencing: Partially
  • Parcel ID: 4505069
Parking
Parking
  • Type Of Parking: Off Street
  • Parking Features: Shared Driveway
Interior Features
Interior Features
  • Interior Features: Kitchen - Table Space, Combination Kitchen/Dining, Wood Floors, Recessed Lighting, Floor Plan - Traditional
  • Fireplace: No
  • Fireplaces Count: 0
  • Appliances: Dishwasher, Dryer, Refrigerator, Stove, Washer
  • Accessibility Features: None
  • Window Features: Double Pane, Screens, Skylights
Exterior Features
Exterior Features
  • Exterior Features: Outbuilding(s)
  • Outdoor Living Structures: Screened
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground, Vinyl
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric
  • Hot Water: Bottled Gas
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS

Property History for 201 Rolling Road

DateEvent & SourcePriceAppreciation
Jan 31, 2022

Closed (Public Record)

Public Record #1483340782

$299,000

+5.8% / yr

Jan 31, 2022

Closed

BRIGHT #MDKE2000754

$299,000
Jan 4, 2022

Pending

BRIGHT #MDKE2000754

DateEvent & SourcePrice
01/31/2022

Closed (Public Record)

Public Record #1483340782

$299,000

+5.8% / yr

01/31/2022

Closed

BRIGHT #MDKE2000754

$299,000
01/04/2022

Pending

BRIGHT #MDKE2000754

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

Public Records for 201 Rolling Road

Taxable ValueLand-Additions-Total-
Tax Record2026$4,603 ($384 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,652 SqFtAbove Grade Finished SqFt2,652 SqFtStories2Lot Size19,650 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1975ZoningR-2CountyKENTAPN04-012526

Schools near 201 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.

Similar Homes

New listings in 21620

$489,000 | 105 North Water Street, Unit 3, Chestertown, MD 21620
Coming SoonOpen: 10/3 11:00AM - 01:00PM

$489,000

2
Bedrooms
1,098
Square Feet
$315,000 | 24775 Langford Road, Chestertown, MD 21620
1/25
New

$315,000

3
Bedrooms
1,008
Square Feet
1.22
Acres
$659,999 | 7712 Water View Lane, Chestertown, MD 21620
1/2
Coming SoonOpen: 9/26 10:00AM - 02:00PM

$659,999

3
Bedrooms
2,716
Square Feet
0.92
Acres
$1,295,000 | 8276 Broad Neck Road, Chestertown, MD 21620
1/82

$1,295,000

4
Bedrooms
3,383
Square Feet
19.81
Acres
$289,000 | 8732 Elm Road, Chestertown, MD 21620
1/22

$289,000

3
Bedrooms
1,056
Square Feet
0.33
Acres
$200,000 | 223 Mt Vernon Avenue, Chestertown, MD 21620
1/4
Coming Soon

$200,000

4
Bedrooms
1,816
Square Feet
0.18
Acres
$300,000 | 104 Lincoln Drive, Chestertown, MD 21620
1/30
Virtual Tour

$300,000

3
Bedrooms
960
Square Feet
0.50
Acres
$275,000 | 7482 Poplar Avenue, Chestertown, MD 21620
1/40

$275,000

3
Bedrooms
975
Square Feet
0.45
Acres
$568,900 | 329 Union Church Road, Chestertown, MD 21620
1/10
Coming Soon

$568,900

4
Bedrooms
2,464
Square Feet
1.03
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 201 Rolling Road, Chestertown, MD 21620
$299,000
4
2,652
19,650
2.5
2,508
16,112
$107,440
2.5
1,728
18,216
$340,000
3
2,296
14,875
$220,000
3
1,728
15,378
$310,000
3
1,198
11,211

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 Benson & Mangold, 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 09/15/2022 11:07 AM