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 on 11/24/25
Zestimate®
$359,900
221 Old Bridge Rd, Chestertown, MD 21620
3beds
1,851sqft
Single Family Residence
Built in 1924
0.51 Acres Lot
$359,900 Zestimate®
$194/sqft
$2,617 Estimated rent
Home value
$359,900
$342,000 - $378,000
$2,617/mo
Zestimate® history
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Owner options
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What's special
Zillow last checked: 8 hours ago
Listing updated: November 25, 2025 at 05:22am
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 | ||
| 11/11/2025 | Pending sale | $369,900$200/sqft |
Source: Bright MLS #MDQA2014888 | ||
| 10/30/2025 | Contingent | $369,900$200/sqft |
Source: Bright MLS #MDQA2014888 | ||
| 10/3/2025 | Listed for sale | $369,900+85.2%$200/sqft |
Source: Bright MLS #MDQA2014888 | ||
| 8/8/2014 | Sold | $199,750-0.1%$108/sqft |
Source: Public Record | ||
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.
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