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For sale
$1,999,999
4beds
3,042sqft

146 Duke Of Gloucester St, Annapolis, MD 21401

4beds
3,042sqft
Single family residence
Built in 1912
3,244 sqft
Open parking
$657 price/sqft

What's special

Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

115 days
|
768
|
17
|
Source: Bright MLS,MLS#: MDAA2144868MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Rob Carter 443-677-3058,

Douglas Realty, LLC (410) 255-3690,

Listing Team: The Re Home Group, Co-Listing Team: The Re Home Group,Co-Listing Agent: Erin Carter 443-386-5781,

Douglas Realty, LLC

Source: Bright MLS,MLS#: MDAA2144868MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
  • Main level bathrooms: 1
Basement
  • Area: 780
Heating
  • Heat Pump, Electric, Propane
Cooling
  • Other, Electric
Appliances
  • Included: Oven/Range - Gas, Range Hood, Stainless Steel Appliance(s), Microwave, Built-In Range, Dishwasher, Dryer, Exhaust Fan, Oven, Refrigerator, Washer, Water Heater, Gas Water Heater
  • Laundry: Dryer In Unit, Has Laundry, Upper Level, Washer In Unit
Features
  • Kitchen Island, Wine Storage, Bar, Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Kitchen/Living, Crown Molding, Exposed Beams, Open Floorplan, Eat-in Kitchen, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Plaster Walls, Beamed Ceilings, 9'+ Ceilings
  • Flooring: Hardwood, Tile/Brick, Wood
  • Windows: Bay/Bow
  • Basement: Other
  • Number of fireplaces: 1
  • Fireplace features: Brick, Gas/Propane
Interior area
  • Total structure area: 3,822
  • Total interior livable area: 3,042 sqft
  • Finished area above ground: 3,042
  • Finished area below ground: 0
Video & virtual tour

Property

Parking
  • Parking features: On Street
  • Has uncovered spaces: Yes
Accessibility
  • Accessibility features: None
Features
  • Levels: Four
  • Stories: 4
  • Patio & porch: Porch, Patio, Brick
  • Exterior features: Bump-outs, Chimney Cap(s), Lighting, Sidewalks, Extensive Hardscape, Rain Gutters, Street Lights
  • Pool features: None
  • Fencing: Wood,Privacy
Lot
  • Size: 3,244 Square Feet
Details
  • Additional structures: Above Grade, Below Grade
  • Parcel number: 020600005438331
  • Zoning: R
  • Special conditions: Standard

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Colonial,Federal,Craftsman
  • Property subtype: Single Family Residence
Materials
  • Brick, Wood Siding, CPVC/PVC, Tile
  • Foundation: Brick/Mortar
  • Roof: Asphalt,Metal,Flat
Condition
  • New construction: No
  • Year built: 1912
  • Major remodel year: 2017

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: Cable Available, Electricity Available, Natural Gas Available

Community & HOA

Community
  • Subdivision: Annapolis
HOA
  • Has HOA: No
Location
  • Region: Annapolis
  • Municipality: Annapolis

Financial & listing details

  • Price per square foot: $657/sqft
  • Tax assessed value: $1,206,700
  • Annual tax amount: $16,420
  • Date on market: 5/8/2026
  • Listing agreement: Exclusive Right To Sell
  • Ownership: Fee Simple
  • Road surface type: Paved

Price history

DateEventPrice
5/8/2026Listed for sale$1,999,999+42.9%$657/sqft
Source: Bright MLS #MDAA2144868 Report a problem
9/29/2025Sold$1,399,900$460/sqft
Source: Public Record Report a problem
7/25/2025Sold$1,399,900$460/sqft
Source: Bright MLS #MDAA2108604 Report a problem
7/8/2025Contingent$1,399,900$460/sqft
Source: Bright MLS #MDAA2108604 Report a problem
6/13/2025Price change$1,399,900-9.6%$460/sqft
Source: Bright MLS #MDAA2108604 Report a problem
5/19/2025Listed for sale$1,549,000$509/sqft
Source: Bright MLS #MDAA2108604 Report a problem
4/6/2025Contingent$1,549,000$509/sqft
Source: Bright MLS #MDAA2108604 Report a problem
3/27/2025Price change$1,549,000+3.3%$509/sqft
Source: Bright MLS #MDAA2108604 Report a problem
7/21/2024Price change$1,499,000-3.3%$493/sqft
Source: Bright MLS #MDAA2085098 Report a problem
7/9/2024Price change$1,550,000-3.1%$510/sqft
Source: Bright MLS #MDAA2085098 Report a problem
5/30/2024Listed for sale$1,600,000+82.9%$526/sqft
Source: Bright MLS #MDAA2085098 Report a problem
11/20/2017Sold$875,000-7.9%$288/sqft
Source: EXIT Realty solds #3607621260031234993 Report a problem
10/11/2017Pending sale$950,000$312/sqft
Source: EXIT Premier Realty #AA10035047 Report a problem
9/8/2017Listed for sale$950,000+106.5%$312/sqft
Source: EXIT Premier Realty #AA10035047 Report a problem
4/14/2017Sold$460,000+2.2%$151/sqft
Source: EXIT Realty solds #309699978896711602 Report a problem
3/15/2017Pending sale$449,900$148/sqft
Source: EXIT Preferred Realty LLC #AA9803485 Report a problem
3/1/2017Listed for sale$449,900-8.2%$148/sqft
Source: EXIT Preferred Realty LLC #AA9803485 Report a problem
12/21/2016Listing removed$489,900$161/sqft
Source: EXIT PREFERRED REALTY #AA9803485 Report a problem
12/19/2016Pending sale$489,900$161/sqft
Source: EXIT Preferred Realty LLC #AA9803485 Report a problem
12/5/2016Price change$489,900-4.7%$161/sqft
Source: EXIT Preferred Realty LLC #AA9803485 Report a problem
11/4/2016Listed for sale$513,900+23.8%$169/sqft
Source: EXIT Preferred Realty LLC #AA9803485 Report a problem
9/20/2016Listing removed--
Source: Auction.com Report a problem
8/20/2016Listed for sale--
Source: Auction.com Report a problem
5/20/2003Sold$415,000+64.4%$136/sqft
Source: Public Record Report a problem
5/28/1998Sold$252,500$83/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$16,420 +5.3%$1,145,833 +5.6%
2024$15,591 +6%$1,084,967 +5.9%
2023$14,706 +3.3%$1,024,100 +1.4%
2022$14,236 +1.4%$1,010,367 +1.4%
2021$14,043 +1.3%$996,633 +1.4%
2020$13,859 +5.1%$982,900
2019$13,182 +7%$982,900 +11%
2018$12,317 +12.8%$885,500 +5.8%
2017$10,920 $836,800
2016-- $836,800
2015-- $836,800 -4.7%
2014-- $878,000
2013-- $878,000
2012-- $878,000 -5.6%
2011-- $929,950 +22.6%
2010-- $758,300 +16.1%
2009-- $653,316 +57.4%
2008-- $415,000
2007-- $415,000 -39.8%
2006-- $689,096 +23.9%
2005-- $555,970 +13.8%
2004-- $488,732 +16%
2003-- $421,496 +19%
2002-- $354,260 +9.8%
2001-- $322,772

Find assessor info on the county website

Monthly payment

Est. payment
$11,478/mo
Principal & interest
$10061
Property taxes
$1417
More affordability toolsChevron Right

Estimated market value

Not available

Estimated sales range

Not available

$5,159/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 21401

Nearby schools

Annapolis Elementary School
Grades PK-5 • 0.1 miles
5/10
GreatSchools® Rating
Test Score Rating
3/10
Student Progress Rating
6/10
Wiley H. Bates Middle School
Grades 6-8 • 0.9 miles
5/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
3/10
Annapolis High School
Grades 9-12 • 4.1 miles
4/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
4/10

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