221 Old Bridge Road

Closed 11/24/25
Closed 11/24/25
221 Old Bridge Rd-American Foursquare in Kingstown
Welcoming front porch
Living room with fireplace
Living room hardwood floors
Dining room with built in cabinet
Dining room
Office on main floor-could be a bedroom
Office on main floor-could be a bedroom
Kitchen
Kitchen
Bedroom 1 virtually staged
Bedroom 1
Upstairs bathroom with clawfoot tub shower
Upstairs bathroom recently renovated
Bedroom 2
Bedroom 3
Laundry room on 1st floor
Full bathroom on first floor
Rear view of home
Back porch entrance
Large driveway
Oversized shed could be converted to a garage
Large level back yard
Private corner lot
Just one block to the Chester River
Queen Anne's County side of Chestertown
A short walk to the Chester River
Just over the bridge from Historic Chestertown
Charming American Foursquare Home
Sold
Last Sold Price
$359,900
3 beds1,851 sqft$194/sqft
221 Old Bridge Rd, Chestertown, MD 21620
Single FamilyProperty Type
0.51 acresLot Size
1924Year Built
$194/sq ftPrice per sq ft
5 carsParking Spaces

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....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.
  • Listed by: Courtney Chipouras 410.200.1224 courtney@mychesapeakehome.com • TTR Sotheby's International Realty
Listing closed: 11/24/2025 12:00 AM • Source: BRIGHT, MLS#: MDQA2014888
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Location

Listing Courtesy of TTR Sotheby's International Realty

Sold By Coldwell Banker Chesapeake Real Estate Company

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Property Taxes

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Property Information for 221 Old Bridge Road

Property Details
  • Taxes: $2,555 / year
  • MLS Type: Residential / Fee Simple
  • County: Queen Anne's County
  • Tax ID Number: 1802006731
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Traditional, Other
  • Levels/Stories: 2
  • Waterfront: No
  • Views: River
  • Garage: No
  • Expected On Market Date: 10-04-2025
  • Subdivision: KINGSTOWN
  • Subdivision: KINGSTOWN (QUEEN ANNES MD)
  • Total Parking Spaces: 5
  • Central Air: No
  • Basement: Yes
  • Above Grade Finished SQFT: 1,851.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: 676.00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: 676.00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 2
  • Year Built: 1924
  • Lot Size: 0.51 AC / 22,216 SF
Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: Listing Agent
  • Elementary School: CHURCH HILL (QUEEN ANNES MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: SUDLERSVILLE (QUEEN ANNES MD)
  • MiddleSchoolSource: Listing Agent
  • High School: QUEEN ANNE'S COUNTY (QUEEN ANNES MD)
  • HighSchoolSource: Listing Agent
  • County: QUEEN ANNES
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: Yes
  • Navigable Water: No
  • Tidal Water: No
  • Water Body Type: River
  • Riparian Rights Y/N: No
  • Distance To Body Of Water: 1.00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $284,700
  • Year Assessed: 2025
  • County Tax: $2,555
  • Improvement Assessed Value: $203,000
  • Land Assessed Value: $81,700
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: R
  • Zoning: NC-20
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Laundry, Office, Bathroom 1, Bathroom 2
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s)
Room 2
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s)
Room 3
  • Room Type: Bedroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s)
Room 4
  • Room Type: Bathroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile, Bathroom - Tub Shower
Room 5
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Fireplace - Gas, Ceiling Fan(s)
Room 6
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s)
Room 7
  • Room Type: Office
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 8
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile
Room 9
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Bathroom - Stall Shower
Room 10
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,851.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Backs to Trees, Corner, Rear Yard, SideYard(s)
  • Parcel ID: 4513193
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 5
  • Parking Features: Gravel Driveway
Interior Features
Interior Features
  • 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
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Exterior Features: Outbuilding(s), Other
  • Outdoor Living Structures: Porch(es), Screened
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Window Unit(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Private Septic Tank
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.selectlandandhomes.com

Property History for 221 Old Bridge Road

DateEvent & SourcePriceAppreciation
Nov 24, 2025

Closed (Public Record)

Public Record #1922335632

$359,900

+5.3% / yr

Nov 24, 2025

Closed

BRIGHT #MDQA2014888

$359,900—
Oct 29, 2025

Pending

BRIGHT #MDQA2014888

—
DateEvent & SourcePrice
11/24/2025

Closed (Public Record)

Public Record #1922335632

$359,900

+5.3% / yr

11/24/2025

Closed

BRIGHT #MDQA2014888

$359,900
10/29/2025

Pending

BRIGHT #MDQA2014888

—

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

Public Records for 221 Old Bridge Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,606 ($217 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,851 SqFtAbove Grade Finished SqFt1,851 SqFtStories2Lot Size22,216 SqFtStyleSingle Family ResidenceYear Built1924Year Renovated1924ZoningNC-20CountyQUEEN ANNE'SAPN02-006731

Schools near 221 Old Bridge Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Church Hill Elementary School
Public - PK to 4
Sudlersville Middle School
Public - 5 to 8
Queen Anne's County High School
Public - 9 to 12
Chester River Adventist School
Private - 1 to 8
Rating
School
Distance
Church Hill Elementary School
PublicPK to 4

Sudlersville Middle School
Public5 to 8

Queen Anne's County High School
Public9 to 12

Chester River Adventist School
Private1 to 8

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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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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 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 11/25/2025 06:15 PM