This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The floors are refinished hardwood. Unit B is a studio-style apartment with a full kitchenette. The 1-bedroom with a wooded view is a pleasant living space. A full bath is off the kitchen. It also offers access to a clean basement for extra storage. This rare find is a prime real estate investment for a home-based business, rental property, In-law suite, college students, or may even be easily converted back to a single-family home. Brand New Well Recently Installed! You could live on one side and rent the other! The possibilities are. endless. The Chester River and parks are right up the street for fishing/boating. Washington College is less than 1 mile away! Call for more details!
For sale
Price increase: $31K (8/24)
$299,000
866 Washington Ave, Chestertown, MD 21620
3beds
1,224sqft
Est.:
Single Family Residence
Built in 1949
9,054 Square Feet Lot
$290,500 Zestimate®
$244/sqft
$-- HOA
What's special
Studio-style apartmentWooded viewDining room
- 32 days
- on Zillow |
- 560 |
- 28 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: August 18, 2025 at 12:29am
Listed by:
Kathleen Brenton 410-829-3430,
Brenton Realty Group 4104794663
Source: Bright MLS,MLS#: MDKE2005480

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Basement
- Area: 0
Heating
- Forced Air, Propane
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Refrigerator, Cooktop, Washer/Dryer Stacked, Water Heater, Water Conditioner - Owned, Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit
Features
- Kitchenette, Other, Entry Level Bedroom, 2nd Kitchen, Dining Area, Efficiency, Formal/Separate Dining Room, Dry Wall
- Flooring: Hardwood, Laminate, Vinyl, Wood
- Doors: Double Entry
- Basement: Connecting Stairway
- Has fireplace: No
Interior area
- Total structure area: 1,224
- Total interior livable area: 1,224 sqft
- Finished area above ground: 1,224
- Finished area below ground: 0
Property
Parking
- Parking features: Circular Driveway, Crushed Stone, Gravel, Off Street, Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
- Has view: Yes
- View description: Street
- Frontage type: Road Frontage
Lot
- Size: 9,054 Square Feet
- Features: Backs to Trees, Open Lot, Downtown
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504003063
- Zoning: IV
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1949
- Major remodel year: 2023
Utilities & green energy
- Electric: 120/240V
- Sewer: Septic Exists
- Water: Well
- Utilities for property: Propane, Electricity Available
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
- Subdivision: Chester Heights-rt 213 N
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: chestertown
Financial & listing details
- Price per square foot: $244/sqft
- Tax assessed value: $250,100
- Annual tax amount: $2,698
- Date on market: 7/23/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional,Cash,FHA,USDA Loan,VA Loan
- Ownership: Fee Simple
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