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.
Sold for $359,900
$359,900
221 Old Bridge Rd, Chestertown, MD 21620
3beds
1,851sqft
Single Family Residence
Built in 1924
0.51 Acres Lot
$357,900 Zestimate®
$194/sqft
$2,935 Estimated rent
Home value
$357,900
$304,000 - $422,000
$2,935/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$2,935/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$2,935/mo
Rent Zestimate®
Refinance and save
$2,080/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$2,080/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: November 25, 2025 at 10:15am
Listed by:
Courtney Chipouras 410-200-1224,
TTR Sotheby's International Realty
Bought with:
Terri Kulp, RS-0026123
Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS,MLS#: MDQA2014888
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Bedroom 1
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Upper
Bedroom 2
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Upper
Bedroom 3
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Upper
Bathroom 1
- Features: Bathroom - Stall Shower
- Level: Main
Bathroom 2
- Features: Flooring - Ceramic Tile, Bathroom - Tub Shower
- Level: Upper
Dining room
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Main
Kitchen
- Features: Flooring - Ceramic Tile
- Level: Main
Laundry
- Level: Main
Living room
- Features: Flooring - HardWood, Fireplace - Gas, Ceiling Fan(s)
- Level: Main
Office
- Features: Flooring - HardWood
- Level: Main
Heating
- Forced Air, Oil
Cooling
- Ceiling Fan(s), Window Unit(s), Electric
Appliances
- Included: Water Treat System, Electric Water Heater
- Laundry: Laundry Room
Features
- Attic, Bathroom - Stall Shower, Bathroom - Tub Shower, Built-in Features, Ceiling Fan(s), Floor Plan - Traditional, Formal/Separate Dining Room
- Flooring: Wood
- Basement: Unfinished
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
Interior area
- Total structure area: 2,527
- Total interior livable area: 1,851 sqft
- Finished area above ground: 1,851
- Finished area below ground: 0
Property
Parking
- Total spaces: 5
- Parking features: Gravel, Driveway
- Uncovered spaces: 5
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Screened
- Exterior features: Other
- Pool features: None
- Has view: Yes
- View description: River
- Has water view: Yes
- Water view: River
- Waterfront features: River
Lot
- Size: 0.51 Acres
- Features: Backs to Trees, Corner Lot, Rear Yard, SideYard(s)
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 1802006731
- Zoning: NC-20
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional,Other
- Property subtype: Single Family Residence
Materials
- Other
- Foundation: Block
Condition
- New construction: No
- Year built: 1924
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Chestertown
- Subdivision: Kingstown
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 11/24/2025 | Sold | $359,900-2.7%$194/sqft |
Source:  Bright MLS #MDQA2014888 Report a problem | ||
| 11/11/2025 | Pending sale | $369,900$200/sqft |
Source: Bright MLS #MDQA2014888 Report a problem | ||
| 10/30/2025 | Contingent | $369,900$200/sqft |
Source: Bright MLS #MDQA2014888 Report a problem | ||
| 10/3/2025 | Listed for sale | $369,900+85.2%$200/sqft |
Source: Bright MLS #MDQA2014888 Report a problem | ||
| 8/8/2014 | Sold | $199,750-0.1%$108/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,742 +7.3% | $284,700 +5% |
| 2024 | $2,555 +5.2% | $271,233 +5.2% |
| 2023 | $2,428 +5.5% | $257,767 +5.5% |
Find assessor info on the county website
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 4/10Church Hill Elementary SchoolGrades: PK-4Distance: 5.7 mi
- 5/10Sudlersville Middle SchoolGrades: 5-8Distance: 11 mi
- 4/10Queen Anne's County High SchoolGrades: 9-12Distance: 11.2 mi
Schools provided by the listing agent
- Elementary: Church Hill
- Middle: Sudlersville
- High: Queen Anne's County
- District: Queen Anne's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
- Maryland
- Queen Annes County
- Chestertown
- 21620
- 221 Old Bridge Rd