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98 Duke Of Gloucester Street, Annapolis, MD 21401

$2,700,000
  • 98 Duke Of Gloucester Street, Annapolis, MD 21401 Main Photo

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BEDS4 BATHS3 full SQUARE FEET3,565 MLS#MDAA2139684
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONHISTORIC DISTRICT SCHOOLANNE 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!

98 Duke Of Gloucester Street | MLS# MDAA2139684

This single family home located at 98 Duke Of Gloucester Street, Annapolis, MD 21401 is currently listed for sale with an asking price of $2,700,000. This property was built in 1915 and has 4 bedrooms and 3 full baths with 3565 sq. ft. Duke Of Gloucester Street is located in the HISTORIC DISTRICT subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HISTORIC DISTRICT real estate on www.eileenvoyles.com today.

Upcoming Open Houses

Open House Sunday April 12th, 12:00pm - 2:00pm

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Connecting Stairway, Other, Shelving, Workshop, Unfinished
Cooling: Heat Pump(s), Central A/C
Fireplaces: 1
Fuel Type: Natural Gas
Garage: 2
Heating: Heat Pump(s), Forced Air
Home Style: Traditional
Lot Size: 0.12 Acres
Stories: 3.0
Taxes: $19,461
Year Built: 1915

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Microwave, Oven - Wall, Oven - Self Cleaning, Oven/Range - Gas, Refrigerator, Range Hood, Washer, Water Heater
Exterior: Wood Siding
Exterior: Bump-outs, Extensive Hardscape, Exterior Lighting, Gutter System, Outbuilding(s)
Fencing: Wood, Picket
Fireplace: Equipment, Screen, Gas/Propane
Flooring: Hardwood, Carpet, Tile/Brick
Interior: Attic, Dining Area, Kitchen - Eat-In, Combination Kitchen/Living, Primary Bath(s), Crown Moldings, Window Treatments, Wood Floors, Floor Plan - Traditional
Location: Downtown
Lot: Corner, Cleared, Landscaping, Level, Rear Yard
Lot Dimensions: 0.12 Acre(S)
Municipality: Annapolis
Parking Features: Brick Driveway, Concrete Driveway, Electric Vehicle Charging Station(s)
Parking Notes: 4 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Sewer: Public Sewer
Special View Info: Harbor, Street, Trees/Woods, City
SQFT Above Finished: 3565
SQFT Total Finished: 3565
Structure Type: Detached
Total Garage/Parking Spaces: 4
Utilities: Cable TV Available, Electric Available, Natural Gas Available, Phone Available, Sewer Available, Water Available
Water: Public
Windows: Bay/Bow, Screens, Skylights

Local Schools

High School: ANNAPOLIS
Middle School: WILEY H. BATES
Elementary School: ANNAPOLIS
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Long & Foster Real Estate, Inc.
Agency Phone: 4102633400

Shown By

Agent Name: Eileen Voyles
Agent Phone: (717) 508-4610
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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Estimated Payment

$ 8,418.28 per month $6,009.03 Principal & Interest $1,621.75 Property Tax $787.50 Homeowner's Insurance

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