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$299,000
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Property Description
Welcome to 208 Central Drive, located in the desirable Chester Harbor community just minutes from historic Chestertown. This charming 3-bedroom, 1-bath home offers a wonderful blend of comfort, convenience, and value. It sits on 3 lots totaling approximately 0.55 acres, surrounded by mature trees and landscaping. Step inside to a bright, move-in-ready interior featuring brand-new wood flooring (2025) in the living room, hallway, and first bedroom. The home was thoughtfully updated with new lighting and ceiling fans throughout (2024-2025). The bathroom has been fully updated with a new tub/shower combination (2024), a stylish vanity, updated lighting and mirror (2024), a newer toilet (2023), and new flooring (2024). The kitchen includes a reverse osmosis water filtration system (2023), a new water filter (February 2026), and a stove/oven that is approximately five years old. Major systems have also been addressed, including a new water heater (2025), septic system inspection and pumping (2025), and three new electric heating units (2023). Outside, the expansive yard is a standout feature. Recently landscaped in 2024 and enhanced with fresh grass seed and treatment in 2025, the property offers plenty of space to enjoy. Outside includes a crab apple tree, a fig tree, a white pear tree, 2 white dogwood trees, and forsythia. Brand new rear screen door (2026) and a newly installed rear fence (2025) enhance both privacy and functionality, creating an ideal setting for relaxing or entertaining. Set on a generous lot with thoughtful updates throughout, this property offers exceptional value in a prime location just minutes from historic Chestertown, shops, dining, and waterfront. Enjoy water access to Rosin Creek in the community, which adds to the home's appeal for outdoor enthusiasts.
Full Property Details
Full Property Details for 208 Central Dr
General
- Price: $299,000
- Taxes: $1,725 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDQA2016836
- Updated: 5/1/2026
- Added to Site: 50 day(s) ago
Interior
- Interior Features: Attic, Bathroom - Tub Shower, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Table Space, Kitchen - Eat-In
- Appliances: Refrigerator, Stove
- Flooring: Carpet, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Other Rooms
- Laundry: Main Floor
Exterior
- Exterior Features: Exterior Lighting, Extensive Hardscape
Parking
- Total Spaces: 4
- Parking Features: Circular Driveway
- Parking Type: Driveway, Off Street, On Street
Location
- County: QUEEN ANNES
- Subdivision: CHESTER HARBOR
- Driving Directions: Take MD-213 toward Chestertown. Turn onto MD-291/MD-20 into town, then follow local signs to Central Dr to reach 208 Central Dr.
School Information
- School District: Queen Anne's County Public Schools
- Elementary School: Church Hill
- Middle School: Sudlersville
- High School: Queen Annes County
Community
- Pets Allowed: Yes
- Pets: No Pet Restrictions
Heating & Cooling
- Cooling Type: Window Unit(s)
- Cooling Fuel: Electric
- Heating Type: Wall Unit
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Septic = # of BR, On Site Septic
- Water: Private
- Utility Description: Cable TV Available
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Detached
- Construction: Aluminum Siding
- Foundation: Permanent
- Roof: Asphalt
- Walls/Ceilings: Dry Wall
- Stories Description: Main
- Square Feet: 1,120
- Sq. Ft. Source: Assessor
- Living Area: 1,120 Sq. Ft.
- Finished Above Grnd: 1,120 Sq. Ft.
- Year Built: 1978
- Year Built Source: Assessor
- Property Condition: Very Good
Lot Features
- Property View: Garden/Lawn
- Lot Size (Acres): 0.55
- Lot Size (Sq. Ft.): 24,000
- Lot Size Source: Assessor
- Street/Road Desc.: Gravel, Black Top
- Zoning: NC-20
- Lot Description: Landscaping, Rear Yard, SideYard(s), Front Yard
- Fencing (Description): Rear, Split Rail
Financial Considerations
- Price Per Sq. Ft.: $266.96
- Assessment Year: 2026
- County Tax: $1,725
- County Tax Freq: Annually
- Tax w/Assessment: $199,400
- Tax Amount: $1,725
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1120
Disclosures and Reports
- Ownership: Fee Simple
- Multiple Parcels: Yes
- Exclusions: Washer and Dryer, Shed
- Section: 1
- Lot Number: 362
Listed by Redfin Corp, Jennifer L. Pogoda
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Schools
Schools serving 208 Central Dr
School District:Queen Annes County Public Schools
| Name | Grades | Distance |
|---|---|---|
Church Hill Elementary School 631 Main Street, Church Hill, MD 21623 | PK-4 | 5.1 mi |
Sudlersville Middle School 600 Charles Street, Sudlersville, MD 21668 | 5-8 | 9.8 mi |
Queen Anne's County High School 125 Ruthsburg Road, Centreville, MD 21617 | 9-12 | 11.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 208 Central Dr
Date
Details
Price
Change
Source
4/27/2026
Price Reduced
$299,000
-5.08%
MLS
4/15/2026
Listed
$315,000
34.62%
MLS
11/10/2023
Sold
$234,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 208 Central Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,785
48%
$183,100
9%
2023
$1,207
—
$167,500
10%
2023
$1,207
104%
$151,900
16%
2021
$591
-28%
$130,433
2%
2020
$824
-28%
$127,500
—
2019
$1,139
148%
$127,500
—
2018
$460
-60%
$127,500
-1%
2017
$1,149
—
$128,500
—
2016
$1,149
51%
$128,500
—
2015
$759
3%
$128,500
-13%
2014
$736
—
$147,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 208 Central Dr
208 Central Drive, Chestertown, MD 21620 (MLS# MDQA2016836) is a Single Family property with 3 bedrooms and 1 full bathroom. 208 Central Drive is currently listed for $299,000 and was received on April 15, 2026. Want to learn more about 208 Central Drive? 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.

