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98 Duke Of Gloucester St, Annapolis, MD 21401
98 Duke Of Gloucester St, Annapolis, MD 21401
98 Duke Of Gloucester St, Annapolis, MD 21401

98 Duke Of Gloucester St Annapolis, MD 21401

$2,700,000

COMING SOON
Beds
4
Baths
3
Sqft
3,565
Acres
0.12
Year
1915
Days on Site
1
Property Type
Residential
Sub Type
Per Square Foot
$757
Date Listed
Mar 22, 2026

Description of 98 Duke Of Gloucester St, Annapolis, MD 21401

Listing details for 98 Duke Of Gloucester St, Annapolis, MD 21401 : 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!
Listing Updated : 03-22-2026 at 9:01 AM EDT

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Listing Provided By

Kellie Gough McLendon, 4107033327, [email protected], Long & Foster Real Estate, Inc.

Source

Bright MLS, MLS#: MDAA2139684

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This beautiful 4 beds 3 baths home is located at 98 Duke Of Gloucester St, Annapolis, MD 21401 and is listed for sale at $2,700,000.00. This home was built in 1915, contains 3565 square feet of living space, and sits on a 0.12 acre lot. This residential home is priced at $757.36 per square foot.

If you'd like to request a tour or more information on 98 Duke Of Gloucester St, Annapolis, MD 21401, please call us at (202) 441-2348 so that we can assist you in your real estate search. To find homes like 98 Duke Of Gloucester St, Annapolis, MD 21401, you can search homes for sale in Annapolis , or visit the neighborhood of Historic District , or by 21401 . We are here to help when you're ready to contact us!

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Data last updated: February 5, 2026 6:11 AM UTC

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non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties that appear for sale on this website may no longer be available because they are under contract, have Been Sold, or are no longer being offered for sale.  Some real estate firms do not participate in IDX, and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the seller's request.