317 Rolling Road Chestertown, MD ^$ 229,900

317 Rolling Road

^$ 229,900

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Recently Listed

317 Rolling Road

Chestertown, MD, 21620

^$ 229,900

Bedrooms3 Baths2.0 Sq 2,344

Monthly Estimate*

^$ 1,588

317 Rolling Road, Chestertown, MD 21620 - Image 1

317 Rolling Road, Chestertown, MD 21620 - Image 2

317 Rolling Road, Chestertown, MD 21620 - Image 3

317 Rolling Road, Chestertown, MD 21620 - Image 4

317 Rolling Road, Chestertown, MD 21620 - Image 5

317 Rolling Road, Chestertown, MD 21620 - Image 6

317 Rolling Road, Chestertown, MD 21620 - Image 7

317 Rolling Road, Chestertown, MD 21620 - Image 8

Single Family Home for sale in Chestertown, MD

for $229,900 with 3 bedrooms and 2 full baths. This 2,344 square foot home was built in 1977 on a lot size of 0.34.

Located in the College Heights neighborhood of Chestertown, this 3-bedroom, 2-bath home is situated on a .34 acre lot and is full of potential! Enjoy the convenience of stepping right out your back door to the dog park, all while being within walking distance of downtown Chestertowns shops, restaurants, and waterfront. With a little TLC and your personal touch, this property is a great opportunity to make a home your own in a fantastic location!

Single Family Active

Price

^$ 229,900

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 3,936

Style

Split Level

Lot Size

0.34

Year Built

1977

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2007226

Features

General

Living Area 2344

Sewer Public Sewer

Heating Heat Pump(s)

Cooling Other Heat Pump(s)

Possession Settlement

Roof Asphalt

Appliances Built-In Range Dryer Refrigerator Washer

Zoning R-2

Architectural Style Split Level

Construction Materials Frame Vinyl Siding

School District KENT COUNTY PUBLIC SCHOOLS

Year Built 1977

Levels 2

Tax Year 2026

Ownership Fee Simple

Cool Fuel Electric

Accessibility None

County KENT

New Construction N

Property Type Residential

HOA N

Subdivision Name COLLEGE HEIGHTS

Garage Y/N N

Water Access Y/N N

Other Structures Above Grade Below Grade

Full Baths 2

Status ACTIVE

Directions GPS

City CHESTERTOWN

Disclosures Lead Based Paint - Federal Prop Disclaimer Other

Senior Community Y/N N

Lot Size Units Square Feet

Lot Size Square Feet 15000.00

Tax Annual Amount 3936.0

Home Warranty Y/N N

Structure Type Detached

Condo/Coop Association fee Y/N N

Bathrooms Full Main Level 2

Bathrooms Count Main Level 2.00

Price Per Sq Ft Total AG 192.87

Lease Considered Y/N N

Vacation Rental Y/N N

Standard Status Active

Year Built Source Assessor

Legal Subdivision COLLEGE HEIGHTS

Interior

Interior Amenities Breakfast Area Dining Area Floor Plan - Traditional

Heating Fuel Electric

Basement Connecting Stairway Full Rear Entrance Walkout Level

Total Fireplaces 1

Fireplace Features Brick

Hot Water Electric

Basement (Y/N) Y

Heating Y/N Y

Fireplace Y/N Y

Above Grade Finished Area 1192

Half Baths 0

Central Air Y/N N

Total Bedrooms 3

Below Grade Finished Area 1152

Main Level Bedrooms 3

Below Grade Finished Area Unit Type Square Feet

Below Grade Finished Area Source Assessor

Above Grade Finished Area Source Assessor

Above Grade Finished Area Unit Type Square Feet

Total Baths 2

Exterior

Pool No Pool

Lot Features Cleared Other

Water Source Public

Type of Parking Driveway

Foundation Details Block

Water View Y/N N

Lot Size Acres 0.34

Lot Size Source Assessor

Waterfront Y/N N

Land Assessed Value 91200.00

Navigable Water Y/N N

Water Oriented Y/N N

Internal Only

Street Number 1 317

* Excluded Features

List By

Select Land & Homes, Llc

Broker

bnorrisselect@gmail.com

Affordability Calculator

$1,916

Per Month

Monthly Principal & Interest: $1,588
Monthly Property Taxes: $328
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Chestertown, MD

Average List Price ^$524,512

Percent of Sale Price 128%

About Chestertown, MD

5,312 Population

10% Since 2002

^$47,055 Median Income

32.86 Median Age

18% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3535796 Elementary School

3533824 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
10/30/2026	$229,900		Listed Price

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317 Rolling Road, Chestertown, MD, 21620 is a Single Family Home for sale at $229,900 with 2,344 sqft and a lot size of 0.34. 317 Rolling Road has 3 bedrooms, 2.0 baths, and was built in 1977. The property's zip code is 21620 which is in Chestertown, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker Reciprocity^SM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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317 Rolling Road

Single Family Home for sale in Chestertown, MD

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