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$2,700,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 5,123 Sq. Ft.
  • 2 Car Garage
  • Updated 12 days ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 4/11 12:00 PM - 2:00 PM

98 Duke Of Gloucester Street,Annapolis, MD 21401

98 Duke Of Gloucester StreetAnnapolisMD21401

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LOCATION! 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. The 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!

Full Property Details for 98 Duke of Gloucester St

General

  • Price: $2,700,000
  • Taxes: $19,461 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2139684
  • Updated: 3/22/2026
  • Added to Site: 12 day(s) ago
  • Expected Market Date: 4/9/2026

Interior

  • Interior Features: Attic, Dining Area, Kitchen - Eat-In, Combination Kitchen/Living, Primary Bath(s), Crown Moldings, Window Treatments, Wood Floors, Floor Plan - Traditional
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Equipment, Screen, Gas/Propane
  • Appliances: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Microwave, Oven - Wall, Oven - Self Cleaning, Oven/Range - Gas, Refrigerator, Range Hood, Washer, Water Heater
  • Flooring: Hardwood, Carpet, Tile/Brick

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4
  • Bedrooms-Up2: 1

Other Rooms

  • Laundry: Upper Floor

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: Bump-outs, Extensive Hardscape, Exterior Lighting, Gutter System, Outbuilding(s)
  • Porch/Patio/Deck: Balcony, Deck(s), Enclosed, Patio(s), Porch(es), Roof

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking Features: Brick Driveway, Concrete Driveway, Electric Vehicle Charging Station(s)
  • Parking Type: Off Street, Driveway, Attached Garage, Detached Garage
  • Garage Description: Garage Door Opener, Additional Storage Area

Location

  • Municipality: Annapolis
  • County: ANNE ARUNDEL
  • Subdivision: HISTORIC DISTRICT
  • Cross Streets: St. Mary's St
  • Driving Directions: West St to Church Circle, Right on Duke of Gloucester, house on left. To reach parking spots, turn left on St. Mary's St, parking on left in front of garages.
  • Location Details: Downtown
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Anne Arundel County Public Schools
  • Elementary School: Annapolis
  • Middle School: Wiley H. Bates
  • High School: Annapolis

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Heat Pump(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electric Available, Natural Gas Available, Phone Available, Sewer Available, Water Available

Structural Information

  • Architectural Style: Traditional, Craftsman
  • Structure Type: Detached
  • Construction: Wood Siding
  • Basement: Yes
  • Basement Desc.: Connecting Stairway, Other, Shelving, Workshop, Unfinished
  • Foundation: Brick/Mortar
  • Walls/Ceilings: 9'+ Ceilings, Dry Wall
  • Windows: Bay/Bow, Screens, Skylights
  • Doors: Storm
  • Entry Floor Number: 1
  • Stories/Levels: 4
  • Stories Description: Lower 1, Main, Upper 1, Upper 2
  • Square Feet: 5,123
  • Sq. Ft. Source: Assessor
  • Living Area: 3,565 Sq. Ft.
  • Finished Above Grnd: 3,565 Sq. Ft.
  • Year Built: 1915
  • Year Built Source: Assessor
  • Property Condition: Very Good

Additional Structures

  • Other Structures: 2nd Garage

Lot Features

  • Property View: Harbor, Street, Trees/Woods, City
  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,345
  • Lot Size Source: Assessor
  • Zoning: R
  • Lot Description: Corner, Cleared, Landscaping, Level, Rear Yard
  • Fencing (Description): Wood, Picket

Water Features

  • Water View: Yes

Financial Considerations

  • Price Per Sq. Ft.: $757.36
  • Assessment Year: 2026
  • City/TownTax: $10,022
  • City/TownTax Freq: Annually
  • County Tax: $9,439
  • County Tax Freq: Annually
  • Tax w/Assessment: $1,447,900
  • Tax Amount: $19,461
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 3565

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Kitchen, dining and family room (fork and knife) chandeliers
  • Inclusions: Primary Bedroom attached tv and wall mounted bracket, basement freezer, Electric Vehicle charger in garage

Listed by Long & Foster Real Estate, Inc., Kellie Gough McLendon and Long & Foster Real Estate, Inc., Lori R Gough

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Listing agents

— 98 Duke of Gloucester St —

  • Kellie Gough McLendon

    Long & Foster Real Estate, Inc.

  • Lori R Gough

    Long & Foster Real Estate, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 98 Duke of Gloucester St

School District:Anne Arundel County Public Schools
NameGradesDistance
Annapolis Elementary School
180 Green Street, Annapolis, MD 21401
PK-50.1 mi
Wiley H. Bates Middle School
701 Chase Street, Annapolis, MD 21401
6-81 mi
Annapolis High School
2700 Riva Road, Annapolis, MD 21401
9-124.2 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 98 Duke of Gloucester St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/22/2026
Listed
$2,700,000
192757.14%
MLS
2/01/2018
Sold
$1,400
—
Public Record
Get Price Alerts and Save Property
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 for 98 Duke of Gloucester St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$17,024
11%
$1,358,067
7%
2023
$15,311
—
$1,268,233
8%
2023
$15,311
-6%
$1,178,400
2%
2022
$16,277
43%
$1,155,200
2%
2018
$11,383
-14%
$1,132,000
2%
2021
$13,184
7%
$1,108,800
15%
2020
$12,334
8%
$963,567
18%
2019
$11,383
30%
$818,333
22%
2018
$8,784
98%
$673,100
—
2017
$4,442
-53%
$673,100
-18%
2016
$9,424
-19%
$820,033
-6%
2015
$11,569
-26%
$873,100
-26%
2014
$15,614
—
$1,173,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Long & Foster Real Estate, Inc., Kellie Gough McLendon and Long & Foster Real Estate, Inc., Lori R Gough

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98 Duke Of Gloucester Street, Annapolis, MD 21401 (MLS# MDAA2139684) is a Single Family property with 4 bedrooms and 3 full bathrooms. 98 Duke Of Gloucester Street is currently listed for $2,700,000 and was received on March 22, 2026. Want to learn more about 98 Duke Of Gloucester Street? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

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