221 Old Bridge Road, Chestertown, MD 21620 - Photo 1

1/1

$359,900

Sold
Closed
Single Family
3 Beds
2 Full Baths
2,527 Sq. Ft.

1/1

Property Description

Charming American Foursquare on a half-acre corner lot, just one block from the Chester River on the Queen Anne's County side of Historic Chestertown. The home features a welcoming front porch, 3 bedrooms, 2 full baths, an office on the main level, hardwood floors, and many original details. Recent updates include a new upstairs bathroom, new electric panel, and a 2-year-old roof. The walk-up attic and large shed/garage provide ample storage. Walk over the bridge to downtown and the Farmer's Market. Would make a great primary or second home.

Full Property Details

Full Property Details for 221 Old Bridge Rd

General

Sold For: $359,900
Taxes: $2,555 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDQA2014888
Added to Site: 106 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Laundry, Office, Bathroom 1, Bathroom 2
Interior Features: Attic, Bathroom - Stall Shower, Bathroom - Tub Shower, Built-Ins, Ceiling Fan(s), Floor Plan - Traditional, Formal/Separate Dining Room, Water Treat System, Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas/Propane

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Upper Floor Baths: 1
Upper - Full Baths: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 3
Bedrooms Upper: 3

Exterior

Exterior Features: Outbuilding(s), Other
Porch/Patio/Deck: Porch(es), Screened

Parking

Total Spaces: 5
Parking Features: Gravel Driveway
Parking Type: Driveway

Location

County: QUEEN ANNES
Subdivision: KINGSTOWN
Driving Directions: 213 to Riverview. House is on the corner of 213 and Riverview.

School Information

School District: Queen Anne's County Public Schools
Elementary School: Church Hill
Middle School: Sudlersville
High School: Queen Anne's County

Heating & Cooling

Cooling Type: Ceiling Fan(s), Window Unit(s)
Cooling Fuel: Electric
Heating Type: Forced Air
Heating Fuel: Oil
Water Heater: Electric

Utilities

Sewer: Private Septic Tank
Water: Well
Dist. to Water: 1 Blocks

Structural Information

Architectural Style: Traditional, Other
Structure Type: Detached
Construction: Other
Basement: Yes
Basement Desc.: Unfinished
Foundation: Block
Stories Description: Main, Upper 1
Square Feet: 2,527
Sq. Ft. Source: Assessor
Living Area: 1,851 Sq. Ft.
Finished Above Grnd: 1,851 Sq. Ft.
Year Built: 1924
Year Built Source: Assessor

Lot Features

Property View: River
Lot Size (Acres): 0.51
Lot Size (Sq. Ft.): 22,216
Lot Size Source: Assessor
Zoning: NC-20
Lot Description: Backs to Trees, Corner, Rear Yard, SideYard(s)

Water Features

Water View: Yes
Water Front Type: River

Financial Considerations

Price Per Sq. Ft.: $199.84
Assessment Year: 2025
County Tax: $2,555
County Tax Freq: Annually
Tax w/Assessment: $284,700
Tax Amount: $2,555
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1851

Disclosures and Reports

Ownership: Fee Simple

Listed by TTR Sotheby's International Realty, Courtney Chipouras
Sold by Coldwell Banker Chesapeake Real Estate Company, Terri L Kulp

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Listing agent

— 221 Old Bridge Rd —

Courtney Chipouras

TTR Sotheby's International Realty

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Schools

Schools serving 221 Old Bridge Rd

School District:Queen Annes County Public Schools

Name	Grades	Distance
Church Hill Elementary School 631 Main Street, Church Hill, MD 21623	PK-4	5.7 mi
Sudlersville Middle School 600 Charles Street, Sudlersville, MD 21668	5-8	11 mi
Queen Anne's County High School 125 Ruthsburg Road, Centreville, MD 21617	9-12	11.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 221 Old Bridge Rd

Date

Details

Price

Change

Source

11/24/2025

Sold

$359,900

-2.7%

MLS

10/03/2025

Listed

$369,900

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

224 Main St, Church Hill, MD 21623 - Photo 1

Just Listed

$99,900

224 Main St Church Hill, MD 21623

Single Family
Active
Updated 21 hours ago

3
Beds
2
Total Baths
2,668
Sq. Ft.

Listed by Doug Ashley Realtors, LLC, Douglas J Ashley

112 Browning Ln, Centreville, MD 21617 - Photo 1

Just Listed

$770,000

112 Browning Ln Centreville, MD 21617

Single Family
Active
Updated 3 days ago

5
Beds
4
Total Baths
4,089
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Ralph Wesley Russum and Coldwell Banker Chesapeake Real Estate Company, Kathryn P Moore

319 Red Lion Branch Rd, Millington, MD 21651 - Photo 1

Just Listed

$315,000

319 Red Lion Branch Rd Millington, MD 21651

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,512
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., Barbara M Wallace

31569 Jim Davis, Galena, MD 21635 - Photo 1

Just Listed

$519,000

31569 Jim Davis Galena, MD 21635

Single Family
Active
Updated 4 days ago

5
Beds
3
Total Baths
2,660
Sq. Ft.

Listed by Remax Vision, Lori Cichocki

202 Church Street N, Sudlersville, MD 21668 - Photo 1

Price Reduced

-$19,100 (-8.72%)

$199,900

202 Church Street N Sudlersville, MD 21668

Single Family
Active
Updated 5 days ago

3
Beds
3
Total Baths
3,336
Sq. Ft.

Listed by RE/MAX Chesapeake, Brittany Fox and RE/MAX Chesapeake, Travis W Myers

109 Recovery Dr E, Centreville, MD 21617 - Photo 1

Price Reduced

-$10,000 (-1.25%)

$789,900

109 Recovery Dr E Centreville, MD 21617

Single Family
Active
Updated 2 hours ago

3
Beds
3
Total Baths
1,974
Sq. Ft.

Listed by Taylor Properties, Lona Sue Todd

202 Virginia Ave, Galena, MD 21635 - Photo 1

202 Virginia Ave Galena, MD 21635

Single Family
Active
Updated 1 day ago

3
Beds
1
Total Bath
1,340
Sq. Ft.

Listed by Village Real Estate Company LLC, John T Carroll and Village Real Estate Company LLC, SUSAN BISBEE

119 Wye Knot Rd, Queenstown, MD 21658 - Photo 1

Price Reduced

-$31,000 (-4.77%)

$619,000

119 Wye Knot Rd Queenstown, MD 21658

Single Family
Active
Updated 3 days ago

3
Beds
3
Total Baths
2,028
Sq. Ft.

Listed by Benson & Mangold, LLC, Kimberly J Crouch

225 Duke of Kent St, Chestertown, MD 21620 - Photo 1

Sold

$395,000

225 Duke of Kent St Chestertown, MD 21620

Single Family
Closed

3
Beds
3
Total Baths
1,850
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland
Sold by Corner House Realty, John Joseph Legambi Jr.

200 Fey Rd, Chestertown, MD 21620 - Photo 1

Sold

$375,000

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Single Family
Closed

3
Beds
2
Total Baths
1,572
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., Erik M Hoferer
Sold by TTR Sotheby's International Realty, Liddy Campbell

221 Richard Dr, Chestertown, MD 21620 - Photo 1

Sold

$398,000

221 Richard Dr Chestertown, MD 21620

Single Family
Closed

2
Beds
3
Total Baths
1,711
Sq. Ft.

Listed by TTR Sotheby's International Realty, Liddy Campbell
Sold by TTR Sotheby's International Realty, Courtney Chipouras

303 E Campus Ave, Chestertown, MD 21620 - Photo 1

Sold

$364,000

303 E Campus Ave Chestertown, MD 21620

Single Family
Closed
Updated 21 hours ago

3
Beds
2
Total Baths
1,532
Sq. Ft.

Listed by Doug Ashley Realtors, LLC, Grace M Crockett
Sold by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland

221 Old Bridge Road, Chestertown, MD 21620 (MLS# MDQA2014888) is a Single Family property that was sold at $359,900 on November 24, 2025. Want to learn more about 221 Old Bridge Road? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

221 Old Bridge Rd Chestertown, MD 21620