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  • $2,613,600

    419 2nd St, Annapolis, MD 21403

    4beds
    3,096sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $2,613,600 Zestimate®
    $844/sqft
    $5,334 Estimated rent

    Home value

    $2,613,600

    $2.33M - $2.95M

    $5,334/mo

    Zestimate® history
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    $5,334/mo

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    Rent Zestimate®

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    $12,901/mo

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    $12,901/mo

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    What's special

    Private poolGrassy backyardPrivate drivewayAmple street parkingStunning outdoor entertainment areaSpacious bedrooms

    Charming Eastport Home Perfect for Family Getaways & Naval Academy Visitors Nestled in the picturesque and vibrant neighborhood of Eastport, Annapolis, this elegant single-family home offers the perfect blend of historic charm and modern amenities. Just a short stroll from the Naval Academy and downtown Annapolis, you'll enjoy easy access to the best the area has to offer. Located on quiet, tree-lined Second Street, this property features a private driveway and ample street parking. You're only one block from the renowned Chart House restaurant and water-taxi pickup, and just around the corner from lively 4th Street, home to popular spots like Ruth's Chris Steakhouse, Forward Brewery, Adam's Ribs, and Davis Pub. Ideal for family gatherings, this home offers three spacious bedrooms in the main house, plus a detached, fully heated and air-conditioned cottage with its own TV and private space perfect for additional guests or a quiet retreat. The house comfortably sleeps up to 8 with two full bathrooms upstairs and a convenient half-bath on the main floor. Designed for both comfort and style, the home features updated furnishings and tasteful decor throughout. Step outside to the stunning outdoor entertainment area, where you can unwind on the covered back porch (complete with heat lamps and a TV), relax in the grassy backyard, or gather around the patio's Solo Stove. And for those warm summer days, take a refreshing dip in the private pool, with full use available during Commissioning Week. Whether you're in town for the Naval Academy or looking to enjoy all the charm Annapolis has to offer, this home is the perfect base for your next getaway. ONE WEEK- $12,000 includes utilities. Rental WEEKS AVAILABILITY - OCT BOAT SHOWS, NAVY GRADUATION 2027

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Baseboard, Wall Furnace
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Carpet, Hardwood
    • Furnished: Yes
    Interior area
    • Total interior livable area: 3,096 sqft

    Property

    Parking
    • Parking features: Detached, Off Street
    • Details: Contact manager
    Features
    • Exterior features: Heating system: Baseboard, Heating system: Wall
    • Has private pool: Yes
    Details
    • Parcel number: 0600006987650

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & neighborhood

    Location
    • Region: Annapolis

    HOA & financial

    Other fees
    • Deposit fee: $2,500

    Other

    Other facts
    • Available date: 10/01/2025

    Price history

    DateEventPrice
    10/6/2020Sold$1,700,000+400%$549/sqft
    Source: Public Record Report a problem
    12/11/1996Sold$340,000+3%$110/sqft
    Source: Public Record Report a problem
    6/21/1996Sold$330,000-38.7%$107/sqft
    Source: Public Record Report a problem
    8/20/1993Sold$537,900$174/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$17,095 -5.1%$1,443,967 +15.2%
    2024$18,016 +18%$1,253,733 +17.9%
    2023$15,272 +6.3%$1,063,500 +4.3%
    2022$14,366 +4.5%$1,019,567 +4.5%
    2021$13,747 +4.6%$975,633 +4.7%
    2020$13,137 +1%$931,700
    2019$13,001 +2.6%$931,700 +2.3%
    2018$12,673 +7.8%$911,100 +1.1%
    2017$11,755 $900,800 +6.1%
    2016-- $849,333 +6.5%
    2015-- $797,867 +6.9%
    2014-- $746,400
    2013-- $746,400
    2012-- $746,400 -11%
    2011-- $839,050
    2010-- $839,050
    2009-- $839,050 -4.3%
    2008-- $876,380 +9.8%
    2007-- $798,162 +10.9%
    2006-- $719,946 +12.2%
    2005-- $641,730 +13.6%
    2004-- $564,852 +15.8%
    2003-- $487,976 +18.7%
    2002-- $411,100 +7%
    2001-- $384,136

    Find assessor info on the county website

    Neighborhood: 21403

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $2,613,600
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    Estimated market value
    $2,613,600