Skip main navigation
Sold for $1,600,000
  • $1,600,000

    500 Chester Ave, Annapolis, MD 21403

    4beds
    3,190sqft
    Single Family Residence
    Built in 1982
    6,840 Square Feet Lot
    $1,636,300 Zestimate®
    $502/sqft
    $4,849 Estimated rent

    Home value

    $1,636,300

    $1.52M - $1.77M

    $4,849/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $4,849/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $4,849/mo

    Rent Zestimate®

    Refinance and save

    $9,707/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $9,707/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Experience Eastport living at its finest in this updated contemporary home boasting an open floor plan with hardwood floors and views of the Chesapeake Bay. This home features a two-car garage and ample driveway parking for at least two additional cars. Enjoy three decks for seamless indoor-outdoor living, along with four bedrooms and 2.5 bathrooms. The beautifully landscaped yard includes an irrigation system , vegetable garden, fire pit and is fully fenced. The primary bedroom is private and includes a spacious walk-in closet, convenient laundry facilities, steam shower, soaking tub, and private deck with views of the Bay Bridge. The main living area is designed for entertaining with an inviting, open concept, warmed by a cozy gas fireplace, built-in bookcases, and abundant natural light. Additional features include a convenient half bath and two additional decks, perfect for enjoying the views and fresh bay breezes. Great location in Eastport with walkability to restaurants, coffee, marinas, City Dock, and Historic Annapolis.

    Zillow last checked:

    Listing updated:

    Listed by:

    Day Weitzman 410-353-0721,

    Coldwell Banker Realty,

    Co-Listing Agent: Robert Weitzman 410-703-6012,

    Coldwell Banker Realty

    Bought with:

    Sarah Greenlee Morse, 657838

    TTR Sotheby's International Realty

    Source: Bright MLS,MLS#: MDAA2089884MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    • Main level bedrooms: 3
    Basement
    • Area: 0
    Heating
    • Heat Pump, Electric, Natural Gas
    Cooling
    • Central Air, Heat Pump, Electric
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Tankless Water Heater, Cooktop, Oven, Stainless Steel Appliance(s), Gas Water Heater
    • Laundry: Laundry Room
    Features
    • Breakfast Area, Kitchen - Table Space, Primary Bath(s), Entry Level Bedroom, Open Floorplan, Built-in Features, Central Vacuum, Combination Dining/Living, Combination Kitchen/Dining, Family Room Off Kitchen, Kitchen - Gourmet, Kitchen Island, Pantry, Recessed Lighting, Bathroom - Stall Shower, Walk-In Closet(s), 9'+ Ceilings, High Ceilings, Vaulted Ceiling(s)
    • Flooring: Carpet, Wood
    • Doors: Sliding Glass
    • Windows: Window Treatments
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Gas/Propane
    Interior area
    • Total structure area: 3,190
    • Total interior livable area: 3,190 sqft
    • Finished area above ground: 3,190
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 4
    • Parking features: Garage Door Opener, Garage Faces Front, Driveway, Attached
    • Attached garage spaces: 2
    • Uncovered spaces: 2
    Accessibility
    • Accessibility features: Accessible Entrance
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Deck
    • Exterior features: Lawn Sprinkler, Balcony
    • Pool features: None
    • Fencing: Board,Full,Back Yard
    • Has view: Yes
    • View description: Water, Garden
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: River
    • Body of water: Back Creek
    Lot
    • Size: 6,840 sqft
    • Features: Corner Lot, Landscaped
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 020611190029929
    • Zoning: RESIDENTIAL
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    • Property subtype: Single Family Residence
    Materials
    • HardiPlank Type
    • Foundation: Slab
    • Roof: Composition
    Condition
    • New construction: No
    • Year built: 1982

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & neighborhood

    Security
    • Security features: Fire Sprinkler System
    Location
    • Region: Annapolis
    • Subdivision: Eastport
    • Municipality: Annapolis

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    1/9/2025Sold$1,600,000$502/sqft
    Source: Public Record Report a problem
    9/6/2024Sold$1,600,000-1.5%$502/sqft
    Source: Bright MLS #MDAA2089884 Report a problem
    8/6/2024Contingent$1,625,000$509/sqft
    Source: Bright MLS #MDAA2089884 Report a problem
    7/25/2024Listed for sale$1,625,000+80.6%$509/sqft
    Source: Bright MLS #MDAA2089884 Report a problem
    8/24/2017Sold$900,000-5.3%$282/sqft
    Source: Public Record Report a problem
    8/1/2017Pending sale$950,000$298/sqft
    Source: Berkshire Hathaway HomeServices PenFed Realty #AA9947531 Report a problem
    5/20/2017Listed for sale$950,000+1.6%$298/sqft
    Source: Berkshire Hathaway HomeServices PenFed Realty #AA9947531 Report a problem
    1/8/2011Listing removed$935,000$293/sqft
    Source: Prudential Carruthers REALTORS #AA7203304 Report a problem
    11/14/2009Listed for sale$935,000+125.3%$293/sqft
    Source: Prudential Carruthers REALTORS #AA7203304 Report a problem
    10/26/1998Sold$415,000+6.4%$130/sqft
    Source: Public Record Report a problem
    9/22/1993Sold$390,000$122/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$16,770 +8.6%$1,170,267 +8.9%
    2024$15,442 +9.8%$1,074,633 +9.8%
    2023$14,058 +5.1%$979,000 +3.1%
    2022$13,378 +3.2%$949,500 +3.2%
    2021$12,963 +3.2%$920,000 +3.3%
    2020$12,556 -0.1%$890,500
    2019$12,565 +1.4%$890,500
    2018$12,387 +3.6%$890,500 -2.8%
    2017$11,953 $915,900 +5.6%
    2016-- $867,300 +5.9%
    2015-- $818,700 +6.3%
    2014-- $770,100
    2013-- $770,100
    2012-- $770,100 -7.3%
    2011-- $830,460
    2010-- $830,460
    2009-- $830,460 -2.7%
    2008-- $853,090 +12.6%
    2007-- $757,380 +14.5%
    2006-- $661,670 +16.9%
    2005-- $565,960 +11.5%
    2004-- $507,712 +13%
    2003-- $449,466 +14.9%
    2002-- $391,220 +6.2%
    2001-- $368,520

    Find assessor info on the county website

    Neighborhood: 21403

    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.

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,636,300
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,636,300