Berkshire Hathaway HomeServices Homesale Realty
+18003833535
98 Duke Of Gloucester Street, Annapolis, MD 21401Asking Price of: $2,700,000
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Berkshire Hathaway HomeServices Homesale Realty
LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property Buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes Annapolis so special—while maintaining a sense of privacy rarely found in the city. Parking is truly unmatched, with four dedicated spaces including two garages (with EV charger), a private driveway, and a parking pad—an extraordinary amenity in the Historic District. This American Four Square home features 4/5 spacious bedrooms and three full baths, with beautifully designed living and dining spaces that flow seamlessly for both everyday living and effortless entertaining. Elevated above street level, the property enjoys enhanced privacy and light. The main level includes a parlor with a gas fireplace that you could convert to a bedroom and full bath, offering flexibility for guests, office space, or multigenerational living. Thoughtful upgrades blend modern comfort with timeless character. Recent improvements include a newer kitchen island, a porch enclosure with mini-split HVAC (2019), and a floating deck with a new roof off the primary bedroom (2023)—creating inviting outdoor spaces for relaxing and entertaining. Practical enhancements provide peace of mind, including two new HVAC systems (2025) and a hot water heater with recirculating pump (2026). Bump outs in the family room, dining room and primary bedroom enhance the living spaces. Craftsman-inspired fir siding, a fully fenced private yard with amazing landscaping, and multiple outdoor living spaces complete this rare downtown offering. A property that combines historic Annapolis charm, modern updates, exceptional parking, and walkable convenience—this is downtown living at its very best!
Photos for 98 Duke Of Gloucester Street, Annapolis, MD 21401
+18003833535
Details for 98 Duke Of Gloucester Street, Annapolis, MD 21401
+18003833535
Property Details
- Address: 98 Duke Of Gloucester Street, Annapolis, MD 21401
- Bedrooms: 4
- Bathrooms: 3 full
- Size: 3,565 square feet
- Type: Traditional
- Subdivision: HISTORIC DISTRICT
- Area: Annapolis
- School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
- MLS ID: MDAA2139684
- Status: ACTIVE
Property School Information
- High School: ANNAPOLIS
- Middle School: WILEY H. BATES
- Elementary School: ANNAPOLIS
- School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Property Features
- Garage: 2
- Taxes: $19,461
- Basement: Yes
- Exterior: Wood Siding
- Parking Notes: 4 Total Parking Spaces
- Special View Info: Harbor,Street,Trees/Woods,City
- Lot Size: 0.12 Acres
- Lot Dimensions: 0.12 Acre(S)
- Heating: Heat Pump(s),Forced Air
- Fuel Type: Natural Gas
- Cooling: Heat Pump(s),Central A/C
- Year Built: 1915
- Fireplaces: 1
- Water: Public
- Sewer: Public Sewer
- Stories: 3.0
- Municipality: Annapolis
- Additional Structures: Above Grade,Below Grade
- Fencing Description: Wood, Picket
- Location Description: Downtown
- Lot Description: Corner, Cleared, Landscaping, Level, Rear Yard
- Structure Type: Detached
- Total Garage/Parking Spaces: 4
- Parking Features: Brick Driveway,Concrete Driveway,Electric Vehicle Charging Station(s)
- Pet Restrictions: No Pet Restrictions
- Appliances: Dishwasher,Disposal,Dryer,Exhaust Fan,Extra Refrigerator/Freezer,Microwave,Oven - Wall,Oven - Self Cleaning,Oven/Range - Gas,Refrigerator,Range Hood,Washer,Water Heater
- Basement: Connecting Stairway,Other,Shelving,Workshop,Unfinished
- SQFT Total Finished: 3565
- SQFT Above Finished: 3565
- Exterior: Bump-outs,Extensive Hardscape,Exterior Lighting,Gutter System,Outbuilding(s)
- Interior: Attic,Dining Area,Kitchen - Eat-In,Combination Kitchen/Living,Primary Bath(s),Crown Moldings,Window Treatments,Wood Floors,Floor Plan - Traditional
- Fireplace: Equipment,Screen,Gas/Propane
- Flooring: Hardwood,Carpet,Tile/Brick
- Windows: Bay/Bow,Screens,Skylights
- Utilities: Cable TV Available,Electric Available,Natural Gas Available,Phone Available,Sewer Available,Water Available
Property information as of Sunday, April 12, 2026 at 3:16 PM America/New_York
Contact information for 98 Duke Of Gloucester Street, Annapolis, MD 21401
+18003833535
Listed By
Agency Name: Long & Foster Real Estate, Inc.
Agency Phone: 4102633400
Shown By
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603