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House for sale at 165 King George St, Annapolis, MD 21401 | MLS# MDAA2132270 | Listing updated on 2026-08-31
Photo 1 of House for sale at 165 King George St, Annapolis, MD 21401 | MLS# MDAA2132270 | Listing updated on 2026-08-31
Photo 2 of House for sale at 165 King George St, Annapolis, MD 21401 | MLS# MDAA2132270 | Listing updated on 2026-08-31
Photo 3 of House for sale at 165 King George St, Annapolis, MD 21401 | MLS# MDAA2132270 | Listing updated on 2026-08-31
Photo 4 of House for sale at 165 King George St, Annapolis, MD 21401 | MLS# MDAA2132270 | Listing updated on 2026-08-31
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$1,200,000

Monthly Est:$5,973

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon2,649sqft

165 King George St, Annapolis, MD 21401

$5,973/moEst:

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  • Duplex

  • Built in 1900

  • $-- HOA

  • 1,890 sqft lot

  • $453/sq.ft

Description

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself.

There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

  • Houzeo last checked: 8 minutes ago
  • Listing updated: August 31, 2026 at 11:58 pm
  • Listing Provided by: Michele M Michael (410) 320-7600 | CENTURY 21 New Millennium (410) 266-9005
  • Source: Bright MLS-NJ | MLS#: MDAA2132270 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    4

  • County

    Anne Arundel Md County

  • City

    Annapolis

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    2,649 sqft

  • Lot Size

    1,890 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDAA2132270

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    270

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Ceiling Fan(s), Crown Moldings, Wood Floors, Built Ins, Bathroom Tub Shower, Bathroom Walk In Shower, Breakfast Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan Traditional, Kitchen Table Space, Kitchen Galley, Pantry, Recessed Lighting, Upgraded Countertops

  • Cooling

    Central A/c, Multi Units, Programmable Thermostat, Zoned

  • Flooring

    Hardwood, Ceramic Tile, Carpet

  • Heating

    Heat Pump(s), Zoned

  • Exterior Features

    Bbq Grill, Fire Escape

  • Appliances

    Built In Microwave, Dishwasher, Dryer, Oven/range Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Duplex

  • Roof

    Metal, Architectural Shingle

  • Architectural Style

    Traditional

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Cedar, Shingle Siding

Utilities & Energy

  • Water Source

    Public

  • Basement

    Connecting Stairway, Interior Access, Unfinished, Windows, Full

  • Utilities

    Cable Tv, Phone

  • Security Features

    Main Entrance Lock, Smoke Detector

Other Features

  • Subdivision Name

    Historic District

  • Lot Features

    Landscaping

Price History

DateEventPrice

08/31/2026

Source: mls_logoBright MLS-NJ #MDAA2132270

Price Decreased

$1,200,000 -12.73%

$453/sqft

12/06/2025

Source: mls_logoBright MLS-NJ #MDAA2132242

Price Decreased

$1,375,000 -6.78%

$519/sqft

04/20/2025

Source: mls_logoBright MLS-NJ #MDAA2112630

Off Market

$1,475,000 -7.75%

$557/sqft

03/07/2025

Source: mls_logoBright MLS-NJ #MDAA2103044

Listed for Sale

$1,599,000

$604/sqft

02/01/2025

Source: mls_logoBright MLS-NJ #MDAA2103046

Off Market

$1,599,000 +23.95%

$604/sqft

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Based on information from Bright MLS through Oct 10, 2026, 04:15PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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