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!
Sold for $3,050,000
$3,050,000
98 Duke Of Gloucester St, Annapolis, MD 21401
4beds
3,565sqft
Single Family Residence
Built in 1915
5,345 Square Feet Lot
$3,060,300 Zestimate®
$856/sqft
$4,402 Estimated rent
Home value
$3,060,300
$2.85M - $3.27M
$4,402/mo
Zestimate® history
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List your homeWhat's special
Craftsman-inspired fir sidingMultiple outdoor living spacesNewer kitchen islandTwo new hvac systems
Zillow last checked:
Listing updated:
Listed by:
Kellie Gough McLendon 410-703-3327,
Long & Foster Real Estate, Inc.,
Co-Listing Agent: Lori R Gough 410-320-0851,
Long & Foster Real Estate, Inc.
Bought with:
Elizabeth Dooner, 631665
Coldwell Banker Realty
Source: Bright MLS,MLS#: MDAA2139684
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 1
Basement
- Area: 1558
Heating
- Heat Pump, Forced Air, Natural Gas
Cooling
- Heat Pump, Central Air, Electric
Appliances
- Included: Dishwasher, Disposal, Dryer, Exhaust Fan, Extra Refrigerator/Freezer, Microwave, Oven, Self Cleaning Oven, Oven/Range - Gas, Refrigerator, Range Hood, Washer, Water Heater, Electric Water Heater
- Laundry: Upper Level
Features
- Attic, Dining Area, Eat-in Kitchen, Combination Kitchen/Living, Primary Bath(s), Crown Molding, Floor Plan - Traditional, 9'+ Ceilings, Dry Wall
- Flooring: Hardwood, Carpet, Tile/Brick, Wood
- Doors: Storm Door(s)
- Windows: Bay/Bow, Screens, Skylight(s), Window Treatments
- Basement: Connecting Stairway,Other,Shelving,Workshop,Unfinished
- Number of fireplaces: 1
- Fireplace features: Equipment, Screen, Gas/Propane
Interior area
- Total structure area: 5,123
- Total interior livable area: 3,565 sqft
- Finished area above ground: 3,565
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Garage Door Opener, Storage, Driveway, Concrete, Electric Vehicle Charging Station(s), Off Street, Attached, Detached
- Attached garage spaces: 2
- Uncovered spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck, Enclosed, Patio, Porch, Roof
- Exterior features: Bump-outs, Extensive Hardscape, Lighting, Rain Gutters, Balcony
- Pool features: None
- Fencing: Wood,Picket
- Has view: Yes
- View description: Harbor, Street, Trees/Woods, City
- Has water view: Yes
- Water view: Harbor
Lot
- Size: 5,345 sqft
- Features: Corner Lot, Cleared, Landscaped, Level, Rear Yard, Downtown
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 020600004465600
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Brick/Mortar
Condition
- Very Good
- New construction: No
- Year built: 1915
- Major remodel year: 2016
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Natural Gas Available, Phone Available, Sewer Available, Water Available
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Annapolis
- Subdivision: Historic District
- Municipality: Annapolis
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Negotiable
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Sold | $3,050,000+13%$856/sqft |
Source:  Bright MLS #MDAA2139684 Report a problem | ||
| 4/14/2026 | Pending sale | $2,700,000$757/sqft |
Source: Bright MLS #MDAA2139684 Report a problem | ||
| 4/8/2026 | Listed for sale | $2,700,000+92.9%$757/sqft |
Source: Bright MLS #MDAA2139684 Report a problem | ||
| 2/14/2018 | Sold | $1,400,000-15.2%$393/sqft |
Source: Public Record Report a problem | ||
| 10/17/2017 | Listing removed | $1,650,000$463/sqft |
Source: TTR Sotheby's International Realty #AA9925689 Report a problem | ||
| 7/26/2017 | Price change | $1,650,000-5.7%$463/sqft |
Source: TTR Sotheby's International Realty #AA9925689 Report a problem | ||
| 4/25/2017 | Price change | $1,750,000+3%$491/sqft |
Source: Owner Report a problem | ||
| 4/8/2017 | Price change | $1,699,000-0.1%$477/sqft |
Source: Owner Report a problem | ||
| 4/6/2017 | Price change | $1,700,000-2.9%$477/sqft |
Source: Owner Report a problem | ||
| 3/30/2017 | Listed for sale | $1,750,000+184.6%$491/sqft |
Source: Owner Report a problem | ||
| 6/9/2014 | Sold | $615,000-10.7%$173/sqft |
Source: Public Record Report a problem | ||
| 3/1/2014 | Listing removed | $689,000$193/sqft |
Source: Champion Realty #AA8272691 Report a problem | ||
| 2/17/2014 | Listed for sale | $689,000-0.9%$193/sqft |
Source: Champion Realty #AA8272691 Report a problem | ||
| 10/31/2013 | Listing removed | $695,000$195/sqft |
Source: Long & Foster Real Estate #AA8056204 Report a problem | ||
| 9/4/2013 | Price change | $695,000-7.3%$195/sqft |
Source: Long & Foster Real Estate #AA8056204 Report a problem | ||
| 7/24/2013 | Price change | $750,000-9%$210/sqft |
Source: Long & Foster Real Estate #AA8056204 Report a problem | ||
| 4/17/2013 | Listed for sale | $824,000-10.9%$231/sqft |
Source: Long & Foster Real Estate #AA8056204 Report a problem | ||
| 1/31/2013 | Listing removed | $925,000$259/sqft |
Source: Long & Foster Real Estate #AA7977721 Report a problem | ||
| 12/18/2012 | Listed for sale | $925,000$259/sqft |
Source: Long & Foster Real Estate #AA7977721 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,024 -6.6% | $1,358,067 +7.1% |
| 2024 | $18,225 +7.7% | $1,268,233 +7.6% |
| 2023 | $16,922 +4% | $1,178,400 +2% |
| 2022 | $16,277 +2% | $1,155,200 +2% |
| 2021 | $15,950 +2% | $1,132,000 +2.1% |
| 2020 | $15,634 +15% | $1,108,800 |
| 2019 | $13,596 +19.4% | $1,108,800 +35.5% |
| 2018 | $11,383 +29.6% | $818,333 +21.6% |
| 2017 | $8,784 | $673,100 |
| 2016 | -- | $673,100 -17.9% |
| 2015 | -- | $820,033 -6.1% |
| 2014 | -- | $873,100 -25.6% |
| 2013 | -- | $1,173,100 |
| 2012 | -- | $1,173,100 -6.3% |
| 2011 | -- | $1,252,370 +6.3% |
| 2010 | -- | $1,177,862 +6.8% |
| 2009 | -- | $1,103,356 +7.2% |
| 2008 | -- | $1,028,850 +15% |
| 2007 | -- | $894,590 +17.7% |
| 2006 | -- | $760,330 +21.4% |
| 2005 | -- | $626,070 +11.4% |
| 2004 | -- | $562,240 +12.8% |
| 2003 | -- | $498,410 +14.7% |
| 2002 | -- | $434,580 +6.7% |
| 2001 | -- | $407,140 |
Find assessor info on the county website
Neighborhood: 21401
Nearby schools
GreatSchools rating
- 5/10Annapolis Elementary SchoolGrades: PK-5Distance: 0.1 mi
- 5/10Wiley H. Bates Middle SchoolGrades: 6-8Distance: 1 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 4.2 mi
Schools provided by the listing agent
- Elementary: Annapolis
- Middle: Wiley H. Bates
- High: Annapolis
- District: Anne Arundel County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,060,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$3,060,300
- Maryland
- Anne Arundel County
- Annapolis
- 21401
- 98 Duke Of Gloucester St
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