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For sale
    • $545,000

    2 Windjammer Rd, Ocean Pines, MD 21811

    5beds
    2,258sqft
    : 
    $3,876/mo
    Get pre-qualified
    Single Family Residence
    Built in 1984
    9,953 Square Feet Lot
    $527,600 Zestimate®
    $241/sqft
    $132/mo HOA

    What's special

    Prime waterfront location
    Waterfront investment opportunity in Ocean Pines! 2 Windjammer Rd represents an incredible chance to buy into a premier coastal location at a low waterfront price point and build instant equity through your own improvements. Please note: This is an trustee sale. The property is being sold strictly AS-IS and is priced accordingly. Bring your vision and tools to this classic handyman special! The spacious main house features 2,258 square feet of potential, boasting a side porch with vinyl tech windows, and a rear deck perfect for entertaining. The unique layout offers incredible versatility with an open floor plan for the living/dining/kitchen areas. There are a total of 5 bedrooms and 2 full baths in the main house- 2 beds and 1 bath on entry level, 3 beds and 1 bath on upper level. The second-floor balcony provides private access (with additional steps from the ground level) to a separate room over the garage. This bonus area includes finished, climate-controlled guest quarters (approx 600 sq feet) complete with its own full bathroom, kitchenette, and stairs to loft area. The over-sized 2 car garage is attached to the main home by a deck/breezeway and offers space for covered parking plus workshop area and additional storage. Boaters and water lovers take note: the true highlight of this property is its prime waterfront location. Enjoy your own private dock with direct access out of the canal and into Assawoman Bay. There is a long list of amenities in Ocean Pines, including: championship golf course, five swimming pools (including an indoor pool and the oceanfront Beach Club in Ocean City), two marinas, racquet sports, a yacht club, and multiple parks and trails. Positioned in an ideal coastal hub, you are just a short drive from the historic charm of downtown Berlin, the legendary beaches and boardwalk of Ocean City, MD, and the pristine, natural beauty of Assateague National and State Beaches. Don't miss this rare waterfront flip, rental asset, or dream coastal project!
    1 day
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    688
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    35
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Sally Todd Stout 410-726-3506,

    Berkshire Hathaway HomeServices PenFed Realty - OP 4102083500

    Source: Bright MLS,MLS#: MDWO2040224MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 1
      • Main level bedrooms: 2
      Rooms
      • Room types: Living Room, Dining Room, Kitchen
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer, Electric Water Heater
      • Laundry: Main Level
      Features
      • Entry Level Bedroom, Ceiling Fan(s), Walk-In Closet(s), Combination Dining/Living, Family Room Off Kitchen, Open Floorplan, Cathedral Ceiling(s)
      • Flooring: Laminate
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 2,258
      • Total interior livable area: 2,258 sqft
      • Finished area above ground: 2,258
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: Storage, Garage Faces Front, Oversized, Detached, Driveway
      • Garage spaces: 2
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: 2+ Access Exits
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Screened, Porch, Breezeway
      • Exterior features: Balcony
      • Pool features: Community
      • Has view: Yes
      • View description: Canal, Water
      • Has water view: Yes
      • Water view: Canal,Water
      • Waterfront features: Private Dock Site, Canal, Private Access
      • Frontage length: Water Frontage Ft: 70
      Lot
      • Size: 9,953 Square Feet
      • Features: Bulkheaded, Cleared, Corner Lot
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 2403078795
      • Zoning: R-3
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Frame, Vinyl Siding, Stick Built
      • Foundation: Block, Crawl Space
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1984

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Ocean Pines - Newport
      HOA
      • Has HOA: Yes
      • Amenities included: Beach Club, Boat Ramp, Clubhouse, Golf Course, Marina/Marina Club, Pool, Basketball Court, Common Grounds, Community Center, Dog Park, Golf Course Membership Available, Jogging Path, Pier/Dock, Indoor Pool, Pool Mem Avail, Racquetball, Recreation Facilities
      • Services included: Common Area Maintenance, Management, Reserve Funds, Road Maintenance
      • HOA fee: $1,580 annually
      • HOA name: OCEAN PINES ASSOCIATION
      Location
      • Region: Ocean Pines
      • Municipality: OCEAN PINES

      Financial & listing details

      • Price per square foot: $241/sqft
      • Tax assessed value: $457,167
      • Annual tax amount: $4,043
      • Date on market: 8/1/2026
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: As Shown
      • Exclusions: Staging Items
      • Ownership: Fee Simple

        Estimated market value

        $527,600

        $501,000 - $554,000

        $2,696/mo

        Price history

        DateEventPrice
        8/1/2026Listed for sale$545,000+74.7%$241/sqft
        Source: Bright MLS #MDWO2040224 Report a problem
        10/22/2002Sold$312,000$138/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,043 +1.8%$436,133 +5.1%
        2024$3,973 +4.7%$415,100 +4.7%
        2023$3,794 +5%$396,400 -4.5%
        2022$3,615 +5.2%$415,100 +15.6%
        2021$3,436 +2.5%$359,000 +2.5%
        2020$3,351 +2.6%$350,133 -2.5%
        2019$3,266 +3.8%$359,000 +8%
        2018$3,148 +3.3%$332,400 +3.3%
        2017$3,047 +6.4%$321,700 +3.4%
        2016$2,863 $311,000 +3.6%
        2015$2,863 $300,300
        2014$2,863 $300,300
        2013-- $300,300 -15.6%
        2012-- $355,600
        2011-- $355,600
        2010-- $355,600 -28.9%
        2009-- $499,850 +10.4%
        2008-- $452,610 +11.7%
        2007-- $405,370 +13.2%
        2006-- $358,130 +18.6%
        2005-- $301,942 +22.9%
        2004-- $245,756 +29.6%
        2003-- $189,570 +9.8%
        2002-- $172,596 +10.9%
        2001-- $155,623
        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.
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        Climate risks

        Neighborhood: 21811

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Berlin Intermediate School
        • Middle: Stephen Decatur
        • High: Stephen Decatur
        • District: Worcester 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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