David Vane

102 Duke Of Gloucester Street

Annapolis, MD
$ 1,750,000 Beds 4 Baths 3.5 Sq 2,718
Monthly Estimate* How much can I afford?

If you love a home that breathes history, youll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the areas most historic streetsnamed in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced. Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Marys Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastportan extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural light and the energy of a true Annapolis residence that has been has been lived in, loved, and appreciated in its time. Rich wood, original details, and an authentic sense of place create an atmosphere that simply cannot be replicated in a new build. Among its most beautiful details are the original panes of glass showcased at the front of the home, along with rare, old-growth Georgia hard-pine edge-grain floors, and an original letter boxcraftsmanship and materials that are increasingly difficult, if not impossible, to find today. The second floor showcases an especially inviting primary suite with a huge bath filled with warm morning light a peaceful place to begin each day surrounded by the character of historic Annapolis. An additional full bath and bedrooms right down the hall. A bright and spacious grand room crowns the 3rd floor to be used as you like for an additional bedroom, exercise, and artist haven, office - you decide! The lower level is fitted with the original brick floors and offers a private full suitean exceptional space for guests, extended family, or separate living arrangement. Additionally it includes its own secluded workshop, a rare and charming feature for someone who enjoys working with their hands, tackling projects, or simply having a dedicated place to create. Easily accessed from the kitchen breakfast area, the rear yard is one of the propertys most unexpected treasures. This generous outdoor space, not often found in downtown, offers privacy, a place to garden, entertain or simply letting the dog run and play. You will have your own highly desired and remarkably convenient parking for downtown living with room for two full-size vehicles or up to three compact cars, complemented by additional ample street parking. A fire-suppression system adds an additional layer of peace of mind to this historic residence. The sewer line was updated within the last 8 years and the roof was replaced in 2016 with 50 year rated shingles. But perhaps what makes this home most special is what cannot be measured in square footage. It has soul. The wood is rich. The light is warm. The architecture carries the imprint of another era. And the location is nearly impossible to duplicate. For those who appreciate the romance of an old homethe imperfections, the craftsmanship, the history, and the stories embedded within its walls102 Duke of Gloucester Street offers something increasingly rare: a genuine piece of Annapolis that still still feels like a home.

ACTIVE

  • Price
  • $ 1,750,000
  • City
  • Annapolis
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • ANNE ARUNDEL
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.08 Acres
  • Zip
  • 21401
  • Sqr Footage
  • 2,718
  • Year Built
  • 1920
  • Taxes
  • $ 16323
  • Style
  • Colonial,Victorian
  • MLS#
  • MDAA2156954
Listed By: Scott Jonathan Wallace Jr. with Coldwell Banker Realty - 4102638686;
Data Source: Bright MLS

Features

General

Living Area 2718
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Other
Possession 0-30 Days CD
Roof Asphalt
Appliances Cooktop,Dryer,Microwave,Oven - Single,Refrigerator,Stainless Steel Appliances,Stove,Washer
Zoning R
Association Fee Includes None
Architectural Style Colonial,Victorian
Construction Materials Frame
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1920
View Creek/Stream,Water
Levels 4
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County ANNE ARUNDEL
New Construction No
Property Type Residential
Association Amenities None
HOA No
Subdivision Name COLONIAL ANNAPOLIS HISTORIC DISTRICT
Garage Y/N No
Water Access Y/N No
Other Structures Above Grade,Below Grade
Full Baths 3
Status ACTIVE
Directions From West Street,continue toward downtown/Church Circle. Enter Church Circle,stay to the right,then turn right onto Duke of Gloucester Street. Continue down Duke of Gloucester to 102 located on the l
City ANNAPOLIS
Senior Community Y/N No
Lot Size Units Square Feet
Lot Size Square Feet 3485.00
Tax Assessed Value 1165300.0
Tax Annual Amount 16323.0
Home Warranty Y/N No
Structure Type Detached
Condo/Coop Association fee Y/N No
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 917.19
Acceptable Financing Cash,Conventional
Additional Parcels Y/N No
Historic Y/N Yes
Lease Considered Y/N No
Vacation Rental Y/N No
Total SQFT 2718
Standard Status Active
Year Built Source Estimated
Association Recreation Fee No

Interior Features

Interior Amenities 2nd Kitchen,Additional Stairway,Ceiling Fan(s),Dining Area,Double/Dual Staircase,Stain/Lead Glass
Heating Fuel Natural Gas
Basement English,Full,Fully Finished,Outside Entrance,Walkout Stairs,Windows,Workshop
Flooring Wood
Total Fireplaces 1
Hot Water Natural Gas
Basement (Y/N) Yes
Heating Y/N Yes
Window Features Wood Frame
Fireplace Y/N Yes
Above Grade Finished Area 1908
Half Baths 1
Central Air Y/N No
Total Bedrooms 4
Below Grade Finished Area 810
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Estimated
Bedrooms Count All Lower Levels 1
Bedrooms Count All Upper Levels 3
Bedrooms Count Lower Level 1 1
Bedrooms Count Upper Level 1 3
Bathrooms Half Main Level 1
Bathrooms Full Upper Level 1 2
Bathrooms Full Lower Level 1 1
Bathrooms Full All Upper Levels 2
Bathrooms Full All Lower Levels 1
Bathrooms Count Upper Level 2 0.00
Bathrooms Count Upper Level 1 2.00
Bathrooms Count Lower Level 1 1.00
Bathrooms Count All Upper Levels 2
Bathrooms Count All Lower Levels 1
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 4

Exterior Features

Pool No Pool
Parking Features Brick Driveway
Lot Features Other
Water Source Public
Type of Parking Off Street
Land Use Code R
Foundation Details Block
Spa No
Water View Y/N Yes
Lot Size Acres 0.08
Lot Size Source Estimated
Waterfront Y/N No
Horse Y/N No
Land Assessed Value 875900.00
Navigable Water Y/N No
Water Oriented Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Columbia, MD office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

9/14/2026 Listed $1,750,000

Property vs Zip Code Average in 21401

Price
AVG $1.82M
$1.75M
Taxes
AVG $24,468
$16,323
Year Built
AVG 1955
1920
Visits
AVG 515
49
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

102 Duke Of Gloucester Street Annapolis, MD is a Single Family Home for sale at $1750000 with 2718 sqft and a lot size of 0.08 Acres Acre(s). 102 Duke Of Gloucester Street Annapolis has 4 bedrooms, 3 baths and was built in 1920. The property's zip code is 21401 which is in Annapolis, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

David Vane

David Vane

Broker, Co-Founder

240-832-5671

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