Skip main navigation
For sale
  • Price cut: $25K (7/24)
    $825,000

    418 Chesapeake Ave, Annapolis, MD 21403

    2beds
    1,128sqft
    : 
    $5,580/mo
    Get pre-qualified
    Single Family Residence
    Built in 1905
    3,790 Square Feet Lot
    $806,500 Zestimate®
    $731/sqft
    $-- HOA

    What's special

    First-floor laundryConvenient mudroom side entranceHalf bathLight-filled layoutDedicated dining areaTwo generously sized bedroomsWelcoming front porch
    Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and AC), ideal for a workshop, home office, or studio. This move-in-ready home is steps away from marinas, street-end waterfront parks, shopping, dining, and downtown Annapolis.
    30 days
    |
    2,171
    |
    91
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Steve Knopf 443-995-5805,

    Engel & Volkers Annapolis (443) 292-6767,

    Co-Listing Agent: Parker D Jones 410-980-0110,

    Engel & Volkers Annapolis

    Source: Bright MLS,MLS#: MDAA2147534MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Rooms
      • Room types: Living Room, Bedroom 2, Kitchen, Bedroom 1, Laundry, Full Bath, Half Bath
      Bedroom 1
      • Features: Flooring - Carpet
      • Level: Upper
      Bedroom 2
      • Level: Upper
      Other
      • Level: Upper
      Half bath
      • Level: Main
      Kitchen
      • Features: Breakfast Bar, Countertop(s) - Solid Surface
      • Level: Main
      Laundry
      • Level: Main
      Living room
      • Level: Main
      Mud room
      • Level: Main
      Screened porch
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Water Heater, Cooktop, Electric Water Heater
      • Laundry: Main Level, Has Laundry, Laundry Room, Mud Room
      Features
      • Breakfast Area, Combination Dining/Living, Kitchen Island
      • Flooring: Hardwood
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,128
      • Total interior livable area: 1,128 sqft
      • Finished area above ground: 1,128
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Parking features: Free, On Street
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Breezeway, Porch, Screened, Screened Porch
      • Exterior features: Storage
      • Pool features: None
      • Fencing: Back Yard
      Lot
      • Size: 3,790 Square Feet
      • Features: Level, Urban
      Details
      • Additional structures: Above Grade, Below Grade, Outbuilding
      • Parcel number: 020600004117400
      • Zoning: R2NC
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Slab
      Condition
      • New construction: No
      • Year built: 1905

      Utilities & green energy

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

      Community & HOA

      Community
      • Security: Electric Alarm, Motion Detectors, Smoke Detector(s)
      • Subdivision: Eastport
      HOA
      • Has HOA: No
      Location
      • Region: Annapolis
      • Municipality: Annapolis

      Financial & listing details

      • Price per square foot: $731/sqft
      • Tax assessed value: $956,800
      • Annual tax amount: $12,059
      • Date on market: 6/24/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple

        Estimated market value

        $806,500

        $766,000 - $847,000

        $2,878/mo

        Price history

        DateEventPrice
        7/24/2026Price change$825,000-2.9%$731/sqft
        Source: Bright MLS #MDAA2147534 Report a problem
        6/24/2026Listed for sale$850,000+60.4%$754/sqft
        Source: Bright MLS #MDAA2147534 Report a problem
        2/27/2025Listing removed$3,850$3/sqft
        Source: Zillow Rentals Report a problem
        2/14/2025Price change$3,850-3.8%$3/sqft
        Source: Zillow Rentals Report a problem
        1/15/2025Listed for rent$4,000+64.9%$4/sqft
        Source: Zillow Rentals Report a problem
        1/14/2020Sold$530,000-3.5%$470/sqft
        Source: Public Record Report a problem
        12/4/2019Pending sale$549,000$487/sqft
        Source: Keller Williams Select Realtors #MDAA418438 Report a problem
        11/12/2019Listed for sale$549,000+11.5%$487/sqft
        Source: Keller Williams Select Realtors #MDAA418438 Report a problem
        4/18/2016Sold$492,500-1.3%$437/sqft
        Source: Public Record Report a problem
        3/2/2016Pending sale$499,000$442/sqft
        Source: Berkshire Hathaway HomeServices PenFed Realty #AA9558900 Report a problem
        2/1/2016Listed for sale$499,000+134.8%$442/sqft
        Source: Berkshire Hathaway HomeServices PenFed Realty #AA9558900 Report a problem
        1/14/2016Listing removed$2,425$2/sqft
        Source: Annapolis Accommodations Report a problem
        11/5/2015Price change$2,425-3%$2/sqft
        Source: Annapolis Accommodations Inc. #AA9505899 Report a problem
        10/25/2015Price change$2,500-3.8%$2/sqft
        Source: Annapolis Accommodations Inc. #AA9505899 Report a problem
        10/14/2015Listed for rent$2,600$2/sqft
        Source: Zillow Rental Network Report a problem
        6/10/1999Sold$212,500+46.6%$188/sqft
        Source: Public Record Report a problem
        2/2/1995Sold$145,000$129/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,697 -7.1%$841,567 +15.9%
        2024$10,437 +18.9%$726,333 +18.9%
        2023$8,775 +6.6%$611,100 +4.6%
        2022$8,230 +4.9%$584,067 +4.9%
        2021$7,849 +5%$557,033 +5.1%
        2020$7,473 -12.3%$530,000 -13.2%
        2019$8,517 +2.6%$610,600 +2.3%
        2018$8,300 +7.8%$596,667 +1.2%
        2017$7,696 $589,700 +7.9%
        2016-- $546,700 +8.5%
        2015-- $503,700 +9.3%
        2014-- $460,700
        2013-- $460,700
        2012-- $460,700 -15.5%
        2011-- $545,470
        2010-- $545,470
        2009-- $545,470 -13.3%
        2008-- $628,960 +20.8%
        2007-- $520,620 +26.3%
        2006-- $412,280 +35.6%
        2005-- $303,940 +13.3%
        2004-- $268,200 +8.2%
        2003-- $247,786 +26%
        2002-- $196,720 +9.4%
        2001-- $179,890
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21403

        Getting around

        74 / 100
        Very Walkable
        38 / 100
        Some Transit
        68 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Anne Arundel County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes