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For sale
  • $299,900

    29550 Deal Island Rd, Princess Anne, MD 21853

    3beds
    2,298sqft
    : 
    $2,471/mo
    Get pre-qualified
    Single Family Residence
    Built in 1960
    1.75 Acres Lot
    $291,100 Zestimate®
    $131/sqft
    $-- HOA

    What's special

    Surrounded by mature treesBeautifully maintained interiorStainless steel appliancesPlenty of parkingConvenient circular driveway
    Welcome to 29550 Deal Island Rd, an impressive 3-bedroom, 2-bathroom home situated on a generous 1.75-acre lot in Princess Anne! Combining fantastic living space with exceptional privacy, this property offers over 2,000 square feet of comfort, flexibility, and practical functionality. Arriving at the home, you are greeted by a convenient circular driveway that provides plenty of parking and easy access around the property. Step inside to a beautifully maintained interior featuring warm, gorgeous hardwood floors throughout the bedrooms. The kitchen stands out as a focal point, appointed with sleek granite countertops and stainless steel appliances that make meal prep a joy. Both full bathrooms have been completely renovated from top to bottom with brand-new, modern finishes. Heading downstairs, you’ll find an expanse of versatile living space. The vast lower level features a massive family room—the perfect setup for movie nights, hosting game days, or spending quality time together. Adjacent to the main area is a wide, dedicated laundry room with ample space for folding, storage, and extra utility. Outside, the property caters to every hobbyist, mechanic, or outdoor enthusiast. In addition to the attached 2-car garage, the deep backyard features an expansive detached 2-car garage and workshop. With plenty of clearance and square footage, it is ideal for storing boats, setting up a car workshop, or creating the ultimate hobby space. Surrounded by mature trees and 1.75 acres of room to spread out, you can enjoy peace, quiet, and complete privacy right at home. Don't miss out on this unique mix of space, updates, and workshop potential—schedule your private tour today!
    6 days
    280
    57

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    David Sher 248-450-4303,

    ERA Martin Associates 4107491818,

    Co-Listing Agent: Erin Failaev 443-783-0099,

    ERA Martin Associates

    Source: Bright MLS,MLS#: MDSO2007866MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 3
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Electric Water Heater
      Features
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 2,298
      • Total interior livable area: 2,298 sqft
      • Finished area above ground: 2,298

      Property

      Parking
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Bi-Level,Three
      • Stories: 3
      • Pool features: None
      Lot
      • Size: 1.75 Acres
      Details
      • Additional structures: Above Grade
      • Parcel number: 2001006789
      • Zoning: R
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Brick/Mortar
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1960

      Utilities & green energy

      • Sewer: Septic Exists
      • Water: Well

      Community & HOA

      Community
      • Subdivision: None Available
      HOA
      • Has HOA: No
      Location
      • Region: Princess Anne

      Financial & listing details

      • Price per square foot: $131/sqft
      • Tax assessed value: $210,500
      • Annual tax amount: $1,891
      • Date on market: 9/15/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple

        Estimated market value

        $291,100

        $277,000 - $306,000

        $1,787/mo

        Price history

        DateEventPrice
        9/16/2026Listed for sale$299,900+109.7%$131/sqft
        Source: Bright MLS #MDSO2007866 Report a problem
        5/29/2026Sold$143,000-18.1%$62/sqft
        Source: Bright MLS #MDSO2007260 Report a problem
        5/9/2026Contingent$174,500$76/sqft
        Source: Bright MLS #MDSO2007260 Report a problem
        4/23/2026Listed for sale$174,500$76/sqft
        Source: Bright MLS #MDSO2007260 Report a problem
        4/16/2026Listing removed$174,500$76/sqft
        Source: Bright MLS #MDSO2006920 Report a problem
        2/27/2026Price change$174,500-5.4%$76/sqft
        Source: Bright MLS #MDSO2006920 Report a problem
        2/14/2026Price change$184,500-5.1%$80/sqft
        Source: Bright MLS #MDSO2006920 Report a problem
        1/30/2026Listed for sale$194,500+39.9%$85/sqft
        Source: Bright MLS #MDSO2006920 Report a problem
        7/6/2010Sold$139,000-12.6%$60/sqft
        Source: Public Record Report a problem
        11/14/2009Listing removed$159,000$69/sqft
        Source: NCI #443928 Report a problem
        10/10/2009Price change$159,000-3.6%$69/sqft
        Source: NCI #443928 Report a problem
        8/29/2009Listed for sale$164,900-2.4%$72/sqft
        Source: NCI #443928 Report a problem
        7/18/2009Listing removed$169,000$74/sqft
        Source: NCI #443928 Report a problem
        6/14/2009Price change$169,000-0.5%$74/sqft
        Source: NCI #443928 Report a problem
        6/11/2009Price change$169,900-5.6%$74/sqft
        Source: NCI #443928 Report a problem
        5/22/2009Price change$179,900-2.7%$78/sqft
        Source: NCI #443928 Report a problem
        4/10/2009Price change$184,900-2.6%$80/sqft
        Source: NCI #443928 Report a problem
        7/22/2008Listed for sale$189,900$83/sqft
        Source: NCI #443928 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,891 +7.7%$184,200 +16.7%
        2024$1,756 +20%$157,900 +20%
        2023$1,463 +2.5%$131,600
        2022$1,427 +2.6%$131,600 +5.2%
        2021$1,391 +2.7%$125,067 +2.7%
        2020$1,354 $121,800
        2019$1,354 $121,800
        2018$1,354 -2.2%$121,800 -2.2%
        2017$1,384 +1.5%$124,500 +1.5%
        2016$1,364 +1.5%$122,633 +1.5%
        2015$1,343 +69.1%$120,767 +1.6%
        2014$794 $118,900
        2013-- $118,900
        2012-- $118,900 -25.1%
        2011-- $158,750 +2.7%
        2010-- $154,510 +2.8%
        2009-- $150,270 +2.9%
        2008-- $146,030 +8.5%
        2007-- $134,650 +9.2%
        2006-- $123,270 +10.2%
        2005-- $111,890 +3.6%
        2004-- $108,000 +3.7%
        2003-- $104,110 +3.9%
        2002-- $100,220 +0.8%
        2001-- $99,470
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21853

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Somerset 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.

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