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Annapolis, MD Short Term Rental Properties for Sale

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Renovated Triplex in Murray Hill
$1,248,000
2,800 SF

Renovated Triplex in Murray Hill

805 SPA Road, Annapolis, MD 21401

Completely renovated triplex with rental potential in Annapolis' Murray Hill.

  • Completely renovated 9‑bedroom, 4.5‑bath triplex in desirable Murray Hill, Annapolis.
  • Excellent investment opportunity with 3 separate rental units under one roof.
  • Potential for short‑term or long‑term rentals, multi‑generational living, or owner‑occupied 'housing hack'.
  • All new systems: wiring, plumbing, 3 kitchens, 4.5 baths, HVAC, and hot water heater (unit 2).
  • Ample parking with space for up to 8 cars.
Updated: Apr 10
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Historic Annapolis Multifamily Investment
$1,375,000
2,649 SF

Historic Annapolis Multifamily Investment

165 KING GEORGE Street, Annapolis, MD 21401

Three fully furnished units near the Naval Academy.

  • Versatile property with multiple living arrangement options.
  • Prime location: Steps away from the Naval Academy in Historic Annapolis.
  • Three fully furnished, above‑grade units, each with kitchen appliances, dishware, linens, and furniture included.
  • Each unit has its own kitchen and bathroom, with shared laundry in the basement.
  • Historic charm with modern components and high ceilings in all three units.
Updated: Dec 5, 2025
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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Annapolis, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Renovated Duplex in Franklin Square
$319,900
1,757 SF

Renovated Duplex in Franklin Square

Turnkey, income-producing duplex near downtown Baltimore.

1412 W SARATOGA Street, Baltimore, MD 21223
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Turnkey Multifamily Property in Hillcrest
$849,900

Turnkey Multifamily Property in Hillcrest

Renovated, furnished 5-unit property in Southeast Washington, DC.

2859 DENVER St SE, Washington, DC 20020
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Furnished Townhouse in Rock Hall
$335,000
1,628 SF

Furnished Townhouse in Rock Hall

Three-bedroom townhouse in water-oriented community, fully furnished and ready!

21119 STRIPER RUN, Rock Hall, MD 21661
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Luxury Multifamily Building with Options
$27,500,000

Luxury Multifamily Building with Options

Newly constructed, fully furnished 67-unit building with flexible usage options.

1324 N North Capitol St Nw, Washington, DC 20002
View details

Annapolis, MD Short Term Rental Properties Investment Opportunities Market Analysis

Explore 2 short term rental properties for sale in Annapolis, MD on our real estate platform. These investment opportunities span a total of 5,449 square feet of properties for sale, with an estimated market value of $2,623,000.

Sale prices for short term rental properties in Annapolis, MD start at $1,248,000, averaging $1,311,500, and reaching up to $1,375,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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