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Under contract
  • Price cut: $13K (10/3)
    $406,900

    55 High Sheriff Trl, Ocean Pines, MD 21811

    4beds
    1,584sqft
    : 
    Single Family Residence
    Built in 1979
    0.32 Acres Lot
    $394,000 Zestimate®
    $257/sqft
    $73/mo HOA

    What's special

    Remodeled kitchenCathedral ceilingsStainless steel appliancesWall-to-wall windowsSun-filled sunroomWhite ash hardwood flooringGranite countertops
    Spacious and updated, this 4-bedroom, 3-bath home sits on a large lot with a bright open floor plan and cathedral ceilings. The remodeled kitchen boasts stainless steel appliances, granite countertops, and a center island with breakfast bar seating. Two primary suites offer flexible living, perfect for guests or multi-generational needs. Elegant white ash hardwood flooring runs throughout, adding warmth and style. A sun-filled sunroom with wall-to-wall windows invites relaxation, while expansive front and back decks provide the ideal outdoor retreat. A newer roof (2018) adds peace of mind. This home offers the perfect blend of comfort, function, and modern updates—schedule your showing today!
    104 days
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    27
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    Zillow last checked: 8 hours ago

    Listing updated: November 13, 2025 at 06:09am

    Listed by:

    Bethany Drew 410-208-9200,

    Hileman Real Estate-Berlin (410) 208-9200

    Source: Bright MLS,MLS#: MDWO2031992MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 3
    • Main level bedrooms: 4
    Basement
    • Area: 0
    Heating
    • Forced Air, Electric
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Dryer, Washer, Dishwasher, Microwave, Refrigerator, Ice Maker, Cooktop, Electric Water Heater
    Features
    • Cathedral Ceiling(s)
    • Windows: Skylight(s), Screens
    • Has basement: No
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,584
    • Total interior livable area: 1,584 sqft
    • Finished area above ground: 1,584
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Driveway
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: None
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Deck
    • Pool features: Community
    Lot
    • Size: 0.32 Acres
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 2403108511
    • Zoning: R-2
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch/Rambler
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Block, Crawl Space
    Condition
    • New construction: No
    • Year built: 1979

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Ocean Pines - Sherwood Forest
    HOA
    • Has HOA: Yes
    • Amenities included: Baseball Field, Basketball Court, Beach Club, Clubhouse, Common Grounds, Bike Trail, Golf Club, Golf Course, Golf Course Membership Available, Marina/Marina Club, Indoor Pool, Pool, Pool Mem Avail, Recreation Facilities, Tennis Court(s), Tot Lots/Playground
    • Services included: Common Area Maintenance, Management, Reserve Funds, Road Maintenance, Snow Removal
    • HOA fee: $875 annually
    • HOA name: OCEAN PINES ASSOCIATION
    Location
    • Region: Ocean Pines

    Financial & listing details

    • Price per square foot: $257/sqft
    • Tax assessed value: $260,200
    • Annual tax amount: $2,364
    • Date on market: 9/5/2025
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple
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    Estimated market value

    $394,000

    $374,000 - $414,000

    $2,358/mo

    Price history

    Price history
    DateEventPrice
    11/13/2025Contingent$406,900$257/sqft
    Source: Bright MLS #MDWO2031992 Report a problem
    10/3/2025Price change$406,900-3.1%$257/sqft
    Source: Bright MLS #MDWO2031992 Report a problem
    9/5/2025Listed for sale$419,900+153%$265/sqft
    Source: Bright MLS #MDWO2031992 Report a problem
    4/27/2018Sold$166,000-5.1%$105/sqft
    Source: Public Record Report a problem
    3/9/2018Price change$175,000-0.3%$110/sqft
    Source: Coldwell Banker Residential Brokerage - Ocean City/120th St #512226 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$2,412 +2%$260,200 +5.3%
    2024$2,364 +12.7%$247,000 +12.7%
    2023$2,097 +14.6%$219,100 -11.3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,417/mo
    Principal & interest
    $1944
    Property taxes
    $258
    Other costs
    $215

      Climate risks

      Neighborhood: 21811

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Showell
      • 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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