207 Rolling Road

Closed 10/9/09

Sold

Last Sold Price

$187,500

3 beds1 bath

207 Rolling Rd, Chestertown, MD 21620

Single FamilyProperty Type

0.26 acresLot Size

1972Year Built

Description

Move right in! Delightful 3 BD 1 BA home within walking distance to the college and historic district. Fully fenced yard, screened porch, full basement, remodeled kitchen and bathroom, with hardwood and ceramic tile floors throughout. Freshly painted interior and exterior.Move right in! Delightful 3 BD 1 BA home within walking distance to the college and historic district. Fully fenced yard, screened porch, full basement, remodeled kitchen and bathroom, with hardwood and ceramic tile floors throughout. Freshly painted interior and exterior.

Listed by: Tracy A Stone 443.480.0610 tstone@cbchesapeake.com • Coldwell Banker Residential Brokerage

Listing closed: 10/09/2009 12:00 AM • Source: BRIGHT, MLS#: 1006041272

Recent comparable sales

Median sold price

$222,000

Avg days on market

Sale-to-list ratio

93.8%

1/13

$212,000

Sold 12/30/24

3
Bedrooms: 1
Bathrooms: 1,275
Square Feet: 0.26
Acres

111 Elm Street, Chestertown, MD 21620

1/29

$195,000

Sold 07/31/26

3
Bedrooms: 1
Bathrooms: 1,200
Square Feet: 0.15
Acres

139 Prospect Street, Chestertown, MD 21620

1/21

$215,000

Sold 07/21/26

3
Bedrooms: 1
Bathrooms: 1,373
Square Feet: 0.08
Acres

100 Prospect Street, Chestertown, MD 21620

1/2

$222,000

Sold 09/08/26

3
Bedrooms: 1
Bathrooms: 1,341
Square Feet: 0.29
Acres

202 Pine Street, Chestertown, MD 21620

1/33

$239,000

Sold 11/25/24

3
Bedrooms: 1
Bathrooms: 1,202
Square Feet: 0.21
Acres

5 Rolling Road, Chestertown, MD 21620

1/27

$235,000

Sold 08/07/25

3
Bedrooms: 1
Bathrooms: 1,056
Square Feet: 0.34
Acres

118 Tuxedo Road, Chestertown, MD 21620

1/2

$175,000

Sold 06/05/26

3
Bedrooms: 1
Bathrooms: 1,296
Square Feet: 2.08
Acres

113 Pear Tree Point Road, Chestertown, MD 21620

1/20

$249,000

Sold 06/12/26

3
Bedrooms: 1
Bathrooms: 1,356
Square Feet: 0.26
Acres

112 Elm Street, Chestertown, MD 21620

1/2

$228,000

Sold 07/13/26

3
Bedrooms: 2
Bathrooms: 2,260
Square Feet: 0.34
Acres

221 Dutchess Road, Chestertown, MD 21620

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Location

Listing Courtesy of Coldwell Banker Residential Brokerage

Sold By Coldwell Banker Residential Brokerage

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$1,169 per month

30 year fixed, 6.71% Interest

Principal and Interest

$969

Property Taxes

$200

HOA Dues

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Property Information for 207 Rolling Road

Property Details

Taxes: $2,400 / year
MLS Type: Residential / Fee Simple
County: Kent County
Tax ID Number: 1504007905
Ownership: Fee Simple
Condo Coop Association: No
HOA: No
Structure Type: Detached
Style: Ranch/Rambler
Levels/Stories: 1
Waterfront: No
Garage: No
Subdivision: CHESTERTOWN
Subdivision: CHESTERTOWN (KENT MD)
Legal Subdivision: COLLEGE HEIGHTS
Municipality: CHESTERTOWN
Central Air: Yes
Basement: Yes
New Construction: No
Construction Completed: No
Property Condition: Very Good

Building Information

Stories: 1
Year Built: 1972
Lot Size: 0.26 AC / 11,282 SF

Location

In City Limits: Yes
County: KENT

Waterfront / Water Access

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Taxes and Assessment

Tax Year: 2008
Tax Assessed Value: $201,150

Year Assessed: 2008
County Tax: $1,789
Improvement Assessed Value: $90,830
City Town Tax: $611
Land Assessed Value: $110,320
Zoning: R-2
Tax Lot: 32

Lease Information

Concessions: No
Concessions Amount: $0

Rooms

Main

# Bedrooms Count Main Level: 3
# Bathrooms Count Main Level: 1

# Bathrooms Full Main Level: 1
# Bathrooms Half Main Level: 0

Upper Level 1

# Bedrooms Count Upper Level: 0
# Bathrooms Full Upper Level: 0

# Bathrooms Half Upper Level: 0

Upper Level 2

# Bedrooms Count Upper Level: 0
# Bathrooms Full Upper Level: 0

# Bathrooms Half Upper Level: 0

Lower Level 1

# Bedrooms Lower Level: 0
# Bathrooms Full Lower Level: 0

# Bathrooms Half Lower Level: 0

Lower Level 2

# Bedrooms Lower Level: 0
# Bathrooms Full Lower Level: 0

# Bathrooms Half Lower Level: 0

Rooms

Room List: Living Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1
Stories: Lower 1, Lower 2, Main, Upper 1, Upper 2

Building Info

Tax Total Finished SQFT: 1,196.00
Total Finished SQFT Units: Square Feet

Construction Materials: Aluminum Siding
Roof: Asphalt
Ext Main Mid-res: http://bright-media.brightmls.com/bright/images/0000/3012/5669/7735/301256697735_512_384_WM_ft435YINs8yOqioF.jpg
Basement Type: Connecting Stairway, Outside Entrance, Full
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1
# Bathrooms Full: 1
# Bathrooms Half: 0
Other Structure: Shed, Bank Barn

Lot / Land Information

Lot Size Area: 11,282.00
Parcel ID: 4504758

Parking

Type Of Parking: Off Street

Interior Features

Interior Features: Kitchen - Country, Wood Floors, Floor Plan - Traditional
Fireplace: No

Fireplaces Count: 0
Appliances: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer
Accessibility Features: Ramp - Main Level

Exterior Features

Pool: No Pool

Utilities

Heating: Yes
Cooling Type: Central A/C, Whole House Fan

Cooling Fuel: Electric
Heating Type: Baseboard
Heating Fuel: Electric
Hot Water: Electric
Water Source: Public
Sewer Septic: Public Sewer

Property History for 207 Rolling Road

Date	Event & Source	Price	Appreciation
Oct 9, 2009	Closed (Public Record) Public Record #277406437	$187,500	+4.8% / yr
Oct 9, 2009	Closed BRIGHT #1006041272	$187,500	—
Aug 15, 2009	Pending BRIGHT #1006041272		—
Oct 30, 2008	Listed (Active) BRIGHT #1006041272	$235,000	—
Jul 2, 2003	Closed (Public Record) Public Record #117767818	$140,000	—
Jul 1, 2003	Closed BRIGHT #MDKE103872	$140,000	—
Jun 4, 2003	Pending BRIGHT #MDKE103872		—
May 23, 2003	Listed (Active) BRIGHT #MDKE103872	$149,900	—
Sep 5, 2000	Closed BRIGHT #MDKE105330	$93,500	—
Jul 14, 2000	Pending BRIGHT #MDKE105330		—
Jun 1, 2000	Listed (Active) BRIGHT #MDKE105330	$99,500	—
Feb 27, 1998	Closed BRIGHT #MDKE107156	$85,000	—
Feb 6, 1998	Pending BRIGHT #MDKE107156		—
Oct 27, 1997	Listed (Active) BRIGHT #MDKE107156	$94,900	—
Apr 5, 1997	Withdrawn BRIGHT #MDKE112916	$94,900	—
Apr 4, 1997	Withdrawn BRIGHT #1006186998	$123,000	—
Dec 31, 1996	Withdrawn BRIGHT #1005483776		—
Mar 1, 1996	Listed (Active) BRIGHT #1006186998	$123,000	—
Feb 28, 1995	Listed (Active) BRIGHT #1005483776	$117,500	—

Date	Event & Source	Price
10/09/2009	Closed (Public Record) Public Record #277406437	$187,500 +4.8% / yr
10/09/2009	Closed BRIGHT #1006041272	$187,500
08/15/2009	Pending BRIGHT #1006041272	—
10/30/2008	Listed (Active) BRIGHT #1006041272	$235,000
07/02/2003	Closed (Public Record) Public Record #117767818	$140,000
07/01/2003	Closed BRIGHT #MDKE103872	$140,000
06/04/2003	Pending BRIGHT #MDKE103872	—
05/23/2003	Listed (Active) BRIGHT #MDKE103872	$149,900
09/05/2000	Closed BRIGHT #MDKE105330	$93,500
07/14/2000	Pending BRIGHT #MDKE105330	—
06/01/2000	Listed (Active) BRIGHT #MDKE105330	$99,500
02/27/1998	Closed BRIGHT #MDKE107156	$85,000
02/06/1998	Pending BRIGHT #MDKE107156	—
10/27/1997	Listed (Active) BRIGHT #MDKE107156	$94,900
04/05/1997	Withdrawn BRIGHT #MDKE112916	$94,900
04/04/1997	Withdrawn BRIGHT #1006186998	$123,000
12/31/1996	Withdrawn BRIGHT #1005483776	—
03/01/1996	Listed (Active) BRIGHT #1006186998	$123,000
02/28/1995	Listed (Active) BRIGHT #1005483776	$117,500

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

Public Records for 207 Rolling Road

Taxable ValueLand-Additions-Total-

Tax Record2026$2,867 ($239 / month)

Home Facts

Beds0Baths1Total Finished SqFt1,196 SqFtAbove Grade Finished SqFt1,196 SqFtStories1Lot Size11,282 SqFtStyleSingle Family ResidenceYear Built1972Year Renovated1972ZoningR-2CountyKENTAPN04-007905

Schools near 207 Rolling Road

This home is within Kent County Public Schools.


Rating	School	Type	Grades	Distance
6/10	H. H. Garnett Elementary School	Public - Nearby school	PK to 5	0.8 mi
3/10	Kent County Middle School	Public - Serves this home	6 to 8	0.2 mi
5/10	Kent County High School	Public - Serves this home	9 to 12	4.8 mi
8/10	Rock Hall Elementary School	Public - Nearby school	PK to 5	11.2 mi
4/10	Galena Elementary School	Public - Nearby school	PK to 5	12.7 mi
NR	Chestertown Christian Academy	Private - Nearby school	PK to 12	0.3 mi
NR	Chester River Adventist School	Private - Nearby school	1 to 8	0.6 mi
NR	Radcliffe Creek School	Private - Nearby school	K to 8	1.0 mi


Rating	School	Distance
6/10	H. H. Garnett Elementary School PublicPK to 5 Nearby school	0.8 mi
3/10	Kent County Middle School Public6 to 8 Serves this home	0.2 mi
5/10	Kent County High School Public9 to 12 Serves this home	4.8 mi
8/10	Rock Hall Elementary School PublicPK to 5 Nearby school	11.2 mi
4/10	Galena Elementary School PublicPK to 5 Nearby school	12.7 mi
NR	Chestertown Christian Academy PrivatePK to 12 Nearby school	0.3 mi
NR	Chester River Adventist School Private1 to 8 Nearby school	0.6 mi
NR	Radcliffe Creek School PrivateK to 8 Nearby school	1.0 mi

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

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 207 Rolling Road, Chestertown, MD 21620	$187,500	3	1	–	11,282
205 Rolling Road, Chestertown, MD 21620	$250,000	4	2	2,138	12,450
209 Rolling Road, Chestertown, MD 21620	–	–	1	1,120	10,824
208 Rolling Road, Chestertown, MD 21620	–	–	2	1,624	16,087
203 Rolling Road, Chestertown, MD 21620	–	–	2.5	2,508	16,112
212 Rolling Road, Chestertown, MD 21620	$320,000	3	2	1,148	17,548
206 Rolling Road, Chestertown, MD 21620	$220,000	3	2	1,728	15,378
210 Rolling Road, Chestertown, MD 21620	$200,000	–	2	1,344	16,810
204 Rolling Road, Chestertown, MD 21620	$340,000	3	2	2,296	14,875
211 Rolling Road, Chestertown, MD 21620	–	–	2.5	1,638	10,624
214 Rolling Road, Chestertown, MD 21620	–	–	1.5	1,792	15,000
116 School Road, Chestertown, MD 21620	–	–	1.5	1,180	12,750
201 Rolling Road, Chestertown, MD 21620	$299,000	4	2	2,652	19,650
114 School Road, Chestertown, MD 21620	$249,900	3	2	1,102	12,750
400 Schauber Road, Chestertown, MD 21620	–	–	–	5,612	784,080
317 Rolling Road, Chestertown, MD 21620	–	–	2	1,192	15,000

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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 Residential Brokerage

© 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 05/19/2020 04:10 AM

Chestertown, MD

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