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    Annapolis, MD Short Term Rental Properties for Sale

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    Historic Annapolis Multifamily Investment Opportunity
    $1,375,000
    2,649 SF

    Historic Annapolis Multifamily Investment Opportunity

    165 King George St, Annapolis, MD 21401

    Three furnished units near the Naval Academy with flexible rental options.

    • Multiple Income Opportunities: Rent one, two, or all three units (long‑term or short‑term).
    • Fully Furnished Units: All three units are fully furnished, including kitchen appliances, dishware, linens, and furniture.
    • Prime Location: Steps away from the Naval Academy in the heart of Historic Annapolis.
    • Three Separate Living Units: Offers three fully finished, above‑grade units, each with its own kitchen and bathroom.
    • Historic Charm with Modern Amenities: Combines original architectural details with updated features.
    Updated: Jan 3
    View details
    Eastport Two-Unit Building with Views
    $779,000

    Eastport Two-Unit Building with Views

    320 Chester Ave, Annapolis, MD 21403

    Charming 2-unit building in Eastport with water views.

    • Water views from both units
    • Two separate units, ideal for investors or owner‑occupancy with rental income
    • Prime Eastport location, steps from restaurants, marinas, and downtown Annapolis
    • Each unit has a private entrance and deck
    • Both units include a full kitchen, spacious bedroom, full bath, and in‑unit laundry
    View details
    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.

    Federal Hill Multifamily Building
    $1,195,000
    3,600 SF

    Federal Hill Multifamily Building

    Three-story multifamily building in Baltimore's Federal Hill neighborhood.

    635 E Fort Ave, Baltimore, MD 21230
    View details
    Renovated Duplex Near Johns Hopkins
    $325,000
    1,600 SF

    Renovated Duplex Near Johns Hopkins

    Fully renovated duplex, ideal for long-term rental or Airbnb.

    513 N Patterson Park Ave, Baltimore, MD 21205
    View details
    Spacious Row House with ADU
    $639,000

    Spacious Row House with ADU

    Three-level row house with ADU in Southeast DC.

    5217 F St SE, Washington, DC 20019
    View details
    Income-Generating Duplex Near H Street
    $510,000
    1,120 SF

    Income-Generating Duplex Near H Street

    Two updated one-bedroom units near H Street corridor.

    1729-1731 Gales Pl NE, 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 1,742 square feet of properties for sale, with an estimated market value of $1,375,000.

    Prices for short term rental properties in Annapolis, MD start at $1,375,000, averaging $1,375,000, and reaching up to $1,375,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    • 21403

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