For SaleOpen House1d on marketOpen HouseHistoric · 111 yrs
98 Duke Of Gloucester St
Annapolis, MD, 21401 • 21401 • Anne Arundel County
$2,700,000
$757/sqft
Down payment assistance available
4Beds
3Baths
3,565Sqft
0.12 acLot
1915Built
Property DNA
Waterfront Property
Direct water access
Scenic Views
Harbor · Street · Trees/Woods · City
Traditional Style
Built 1915 · 111 years of history
Historic District
21401
Outdoor Living
Deck · Enclosed · Patio · Porch · Roof
1 Fireplace
Equipment · Screen · Gas/Propane
Special Features
Above Grade · Below Grade · Outbuilding
2-Car Garage
Garage Door Opener · Storage · Driveway · Concrete · Electric Vehicle Charging Station(s) · Off Street · Attached · Detached
This home is getting attention
Listed 1 day ago · 662 views · 31 saves
Market activity
Demand and pricing signals for this listing
662 views
People checking out this listing
31 saves
Buyers have saved this home
1 day on market
Just listed — act fast
$757/sqft
Price per square foot
About this home
Single Family · Built 1915 · Historic
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!
Standout features identified
Our analysis highlights craftsman-inspired fir siding, multiple outdoor living spaces, and newer kitchen island as key attractions of this home.
Estimated monthly payment
Based on current rates
$17,005/month
Principal & Interest$13,405
Property Tax$2,700
Insurance$900
Down payment20% ($540,000)
3%50%
Est. 6.33% rate · 30yr fixed · $2,160,000 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1915
HeatingHeat Pump, Forced Air, Natural Gas
CoolingHeat Pump, Central Air, Electric
Parking2 Attached Garage spaces
Lot5,345 sqft
Days on Zillow1 Day
Price/sqft$757
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleTraditional
ConditionVery Good
Year built1915
Stories3
Systems
HeatingHeat Pump, Forced Air, Natural Gas
CoolingHeat Pump, Central Air, Electric
ConstructionWood Siding
Water / SewerPublic / Public Sewer
Parking & Outdoor
ParkingGarage Door Opener, Storage, Driveway, Concrete, Electric Vehicle Charging Station(s), Off Street, Attached, Detached
Garage2 spaces
BasementConnecting Stairway,Other,Shelving,Workshop,Unfinished
Fireplaces1
FencingWood,Picket
Lot5,345 sqft
Location & Tax
Neighborhood21401
ZoningR
Annual tax$19,461
Parcel0600004465600
Bathrooms & Fees
Full baths3
Features & details
19 categories of property features
Interior Features
Interior
Attic
Dining Area
Eat-in Kitchen
Combination Kitchen/Living
Primary Bath(s)
Crown Molding
Floor Plan - Traditional
9'+ Ceilings
Dry Wall
Appliances
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
Flooring
Hardwood
Carpet
Tile/Brick
Wood
Heating
Heat Pump
Forced Air
Natural Gas
Cooling
Heat Pump
Central Air
Electric
Laundry
Upper Level
Fireplace
Equipment
Screen
Gas/Propane
Windows
Bay/Bow
Screens
Skylight(s)
Window Treatments
Accessibility
None
Exterior Features
Exterior
Bump-outs
Extensive Hardscape
Lighting
Rain Gutters
Balcony
Parking
Garage Door Opener
Storage
Driveway
Concrete
Electric Vehicle Charging Station(s)
Off Street
Attached
Detached
Construction
Wood Siding
Patio & Porch
Deck
Enclosed
Patio
Porch
Roof
Lot Features
Corner Lot
Cleared
Landscaped
Level
Rear Yard
Downtown
Security
Security System
Views
Harbor
Street
Trees/Woods
City
Pool Features
None
Utilities
Cable Available
Electricity Available
Natural Gas Available
Phone Available
Sewer Available
Water Available
Other Structures
Above Grade
Below Grade
Outbuilding
Room details
1 room detailed
Basement
1,558 sqft
Listing insights
Market data and value estimates
StatusFor Sale
Days on market1
Est. value$2,228,500
Est. rent$4,377/mo
Tax rate0.85%
Price/sqft$757
On marketApr 8, 2026
PostedApr 8, 2026
Last sold$1,400,000
MLS updatedApr 8, 2026
Tour days9
Views662
Favorites31
How are the schools in Annapolis?
3 schools rated nearby
Location
Annapolis, MD, 21401
Price history
17 events
DateEventPrice$/sqftSource
Apr 8, 2026Listed For Sale$2,700,000$757Bright MLS
Feb 14, 2018Sold$1,400,000$393Public Record
Oct 17, 2017Listing Removed$1,650,000$463TTR Sotheby's International Realty
Jul 26, 2017Price Change$1,650,000$463TTR Sotheby's International Realty
Apr 25, 2017Price Change$1,750,000$491Owner
Apr 8, 2017Price Change$1,699,000$477Owner
Apr 6, 2017Price Change$1,700,000$477Owner
Mar 30, 2017Listed For Sale$1,750,000$491Owner
Jun 9, 2014Sold$615,000$173Public Record
Mar 1, 2014Listing Removed$689,000$193Champion Realty
Feb 17, 2014Listed For Sale$689,000$193Champion Realty
Oct 31, 2013Listing Removed$695,000$195Long & Foster Real Estate
Sep 4, 2013Price Change$695,000$195Long & Foster Real Estate
Jul 24, 2013Price Change$750,000$210Long & Foster Real Estate
Apr 17, 2013Listed For Sale$824,000$231Long & Foster Real Estate
Jan 31, 2013Listing Removed$925,000$259Long & Foster Real Estate
Dec 18, 2012Listed For Sale$925,000$259Long & Foster Real Estate
Listed For Sale$2,700,000
Apr 8, 2026•$757/sqft•Bright MLS
Sold$1,400,000
Feb 14, 2018•$393/sqft•Public Record
Listing Removed$1,650,000
Oct 17, 2017•$463/sqft•TTR Sotheby's International Realty
Price Change$1,650,000
Jul 26, 2017•$463/sqft•TTR Sotheby's International Realty
Price Change$1,750,000
Apr 25, 2017•$491/sqft•Owner
Price Change$1,699,000
Apr 8, 2017•$477/sqft•Owner
Price Change$1,700,000
Apr 6, 2017•$477/sqft•Owner
Listed For Sale$1,750,000
Mar 30, 2017•$491/sqft•Owner
Sold$615,000
Jun 9, 2014•$173/sqft•Public Record
Listing Removed$689,000
Mar 1, 2014•$193/sqft•Champion Realty
Listed For Sale$689,000
Feb 17, 2014•$193/sqft•Champion Realty
Listing Removed$695,000
Oct 31, 2013•$195/sqft•Long & Foster Real Estate
Price Change$695,000
Sep 4, 2013•$195/sqft•Long & Foster Real Estate
Price Change$750,000
Jul 24, 2013•$210/sqft•Long & Foster Real Estate
Listed For Sale$824,000
Apr 17, 2013•$231/sqft•Long & Foster Real Estate
Listing Removed$925,000
Jan 31, 2013•$259/sqft•Long & Foster Real Estate
Listed For Sale$925,000
Dec 18, 2012•$259/sqft•Long & Foster Real Estate
Tax history
25 years of records
YearTax paidAssessed value
Apr 10, 2025$17,024$1,358,067
Apr 10, 2024$18,225$1,268,233
Apr 10, 2023$16,922$1,178,400
Apr 10, 2022$16,277$1,155,200
Apr 10, 2021$15,950$1,132,000
Apr 10, 2020$15,634$1,108,800
Apr 10, 2019$13,596$1,108,800
Apr 10, 2018$11,383$818,333
Apr 10, 2017$8,784$673,100
Apr 10, 2016—$673,100
Apr 10, 2015—$820,033
Apr 10, 2014—$873,100
Apr 10, 2013—$1,173,100
Apr 10, 2012—$1,173,100
Apr 10, 2011—$1,252,370
Apr 10, 2010—$1,177,862
Apr 10, 2009—$1,103,356
Apr 10, 2008—$1,028,850
Apr 10, 2007—$894,590
Apr 10, 2006—$760,330
Apr 10, 2005—$626,070
Apr 10, 2004—$562,240
Apr 10, 2003—$498,410
Apr 10, 2002—$434,580
Apr 10, 2001—$407,140
Nearby homes
Neighborhood details
Local context around this listing
Annapolis, MD • Anne Arundel County
Nearby cities
AnnapolisArnoldCroftonEdgewaterElkridgeGlen BurnieOdentonPasadena
Nearby zip codes
2140121402214032140421405214092141121412
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