98 Duke Of Gloucester Street, Annapolis, MD 21401

$3,050,000
4
BD
3
BA
3,565
SqFt

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Sold Price
$3,050,000
List Price
$2,700,000
Closing Date
Apr 30, 2026
Days on Market
6
Status
CLOSED
MLS#
MDAA2139684
Bedrooms
4
Bathrooms
3
Full Baths
3
Living Area
3,565
Lot Size (Acres)
0.12
Style
Traditional
Year Built
1915
County
Anne Arundel
School District
Anne Arundel County Public Schools

Property Description

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!

Additional Information

Subdivision
Historic District
Taxes
$19461
Stories
4
Interior Features
Attic, Dining Area, Kitchen - Eat-In, Combination Kitchen/Living, Primary Bath(s), Crown Moldings, Window Treatments, Wood Floors, Floor Plan - Traditional
School District
Anne Arundel County Public Schools
Elementary School
Annapolis
Middle School
Wiley H. Bates
High School
Annapolis
Fireplaces
1
Fireplace Description
Equipment, Screen, Gas/Propane
Flooring
Hardwood, Carpet, Tile/Brick
Garage
Yes
Garage Spaces
2
Exterior Features
Bump-outs, Extensive Hardscape, Exterior Lighting, Gutter System, Outbuilding(s)
View
Harbor, Street, Trees/Woods, City
Heating
Heat Pump(s), Forced Air
Heating Fuel
Natural Gas
Cooling
Heat Pump(s), Central A/C
Utilities
Cable TV Available, Electric Available, Natural Gas Available, Phone Available, Sewer Available, Water Available
Water
Public
Sewer
Public Sewer
Basement
Yes

Mortgage Calculator

Amount of Loan
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Term of Loan
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Calculator source: Real Geeks

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .