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For sale by owner
  • Price increase: $20K (4/22)
    $510,000

    21158 N Bayside Rd, Cape Charles, VA 23310

    4beds
    2,900sqft
    : 
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    SingleFamily
    Built in 1937
    1 Acres Lot
    $-- Zestimate®
    $176/sqft
    $-- HOA

    What's special

    Bonus roomUnique trunk roomSlate roofMagnificent brick georgian homeKeystones over the windowsEnclosed back porchExpansive covered front porch
    A TIMELESS LEGACY AWAITS. Step back to an era of craftsmanship and enduring style. Built in 1937, this magnificent brick Georgian home is a rare gem on the Eastern Shore, offering a living experience that no new construction can replicate. With its impressive scale and architectural details, this isn't just a house; it's a legacy property waiting for a new steward to write its next chapter. The home welcomes you through its original, oversized wood front door, framed by sidelights and a graceful fanlight. Inside, a grand entryway with a sweeping staircase and a long hallway sets a tone of classic elegance. The first floor boasts soaring 10-foot ceilings, enhancing the sense of space and light. Entertain family and friends in the formal dining room. Relax by the large fireplace in the living room, perfect for gathering on cool evenings. Historic details abound, including a slate roof, keystones over the windows, and working wood shutters. The original glass windows feature custom architectural grids in the top panes, a testament to the home's heritage. A butler's pantry off the kitchen, a Georgian hyphen connecting to the back entrance, and an enclosed back porch add to the home's conveniences. -- The home offers 4 bedrooms, a bonus room, and two and a half baths, providing ample space for family and guests. Three bedrooms are located on the second floor, along with a unique trunk room. Additional rooms are on the third floor, including 1-2 bedrooms, a storage room, and a bathroom with a claw foot bathtub. -- Enjoy the peaceful neighborhood from the expansive covered front porch. A second-floor balcony overlooks the backyard, offering the perfect spot for morning coffee, birdwatching, or a quiet moment to watch the sunset. A small covered porte cochere provides easy access to the basement. A new HVAC system provides efficient heating and AC. The original radiators have been thoughtfully left in place for those who appreciate their historic charm, offering the option to restore a classic heating system. -- Outside the home, the property offers immense potential. The almost two acres of land are a blank canvas for your dreams. This generous plot allows you to create a grand estate garden, build additional structures, or simply enjoy the open space and privacy. This is a rare opportunity to design an outdoor sanctuary that complements the home's timeless elegance. -- This unique home is located in the charming town of Cheriton, just outside the popular beach town of Cape Charles, with easy access to both the seaside for the Atlantic Ocean and bayside for the Chesapeake Bay. This home is a true gem, offering a perfect blend of historic charm and comfortable living in a beautiful and convenient location. This is a property for a discerning buyer who values history, space, and the opportunity to create a truly one-of-a-kind homestead. -- Serious inquiries only. Showings are available by appointment only. All showing requests must be accompanied by a pre-approval letter from a lender or a proof of funds statement.
    What the owner loves about this home
    The timeless classic style, the solid strong home, and the incredible surrounding land.
    135 days
    |
    776
    |
    27
    |
    Listed by:

    Property Owner (757) 695-8245

    This property is for sale by owner and Zillow, Inc. is displaying it at the owner's request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Forced air, Electric
      Cooling
      • Central
      Appliances
      • Included: Dryer, Microwave, Range / Oven, Refrigerator, Washer
      Features
      • Flooring: Hardwood
      • Basement: Unfinished
      • Has fireplace: Yes
      Interior area
      • Total interior livable area: 2,900 sqft

      Property

      Parking
      • Parking features: Carport, Garage - Attached
      Features
      • Exterior features: Brick
      Lot
      • Size: 1 Acres
      Details
      • Parcel number: 084C203000000003

      Construction

      Type & style
      • Home type: SingleFamily
      Materials
      • Roof: Slate
      Condition
      • New construction: No
      • Year built: 1937

      Community & HOA

      Location
      • Region: Cape Charles

      Financial & listing details

      • Price per square foot: $176/sqft
      • Tax assessed value: $369,100
      • Annual tax amount: $2,528
      • Date on market: 1/28/2026
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,832/mo

        Price history

        DateEventPrice
        4/22/2026Price change$510,000+4.1%$176/sqft
        Source: Owner Report a problem
        1/28/2026Listed for sale$490,000$169/sqft
        Source: Owner Report a problem
        12/23/2025Listing removed--
        Source: Owner Report a problem
        8/29/2025Listed for sale$490,000+9.4%$169/sqft
        Source: Owner Report a problem
        8/28/2025Listing removed$2,700$1/sqft
        Source: Zillow Rentals Report a problem
        6/16/2025Price change$2,700-12.9%$1/sqft
        Source: Zillow Rentals Report a problem
        5/11/2025Price change$3,100-6.1%$1/sqft
        Source: Zillow Rentals Report a problem
        4/26/2025Listed for rent$3,300$1/sqft
        Source: Zillow Rentals Report a problem
        11/5/2024Listing removed$448,000$154/sqft
        Source: Eastern Shore AOR #60369 Report a problem
        4/22/2024Price change$448,000+12.3%$154/sqft
        Source: Eastern Shore AOR #60369 Report a problem
        5/19/2022Pending sale$399,000$138/sqft
        Source: Eastern Shore AOR #54857 Report a problem
        5/18/2022Contingent$399,000$138/sqft
        Source: Eastern Shore AOR #54857 Report a problem
        11/3/2021Listed for sale$399,000$138/sqft
        Source: Eastern Shore AOR #54857 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,528 -2.5%$369,100 +8.2%
        2023$2,593 $341,200
        2022$2,593 +59.7%$341,200 +75.5%
        2021$1,623 $194,400
        2020$1,623 -1%$194,400 -1.6%
        2019$1,639 $197,500
        2018$1,639 $197,500
        2017-- $197,500 -1%
        2016-- $199,500
        2015-- $199,500 -17.9%
        2011-- $243,100
        2010-- $243,100

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

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          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.
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          Climate risks

          Neighborhood: 23310

          Getting around

          25 / 100
          Car-Dependent
          43 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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