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$390,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1,584 Sq. Ft.
  • Updated 9 hours ago
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See This Home
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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!

Full Property Details for 55 High Sheriff Trail

General

  • Sold For: $390,000
  • HOA FEE: $73/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,364 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2031992
  • Added to Site: 211 day(s) ago

Interior

  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Dryer, Washer, Dishwasher, Microwave, Refrigerator, Icemaker, Stove

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Main Floor Baths: 3
  • Main - Full Baths: 3

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Main & Up: 4

Additional Information

  • Shared Amenities: Baseball Field, Basketball Courts, Beach Club, Club House, Common Grounds, Bike Trail, Golf Club, Golf Course, Golf Course Membership Available, Marina/Marina Club, Pool - Indoor, Pool - Outdoor, Pool Mem Avail, Recreational Center, Swimming Pool, Tennis Courts, Tot Lots/Playground
  • Shared Pool: Yes
  • Pool: Yes

Exterior

  • Porch/Patio/Deck: Deck(s)

Parking

  • Parking Type: Driveway

Location

  • Area: Worcester Ocean Pines
  • County: WORCESTER
  • Subdivision: OCEAN PINES - SHERWOOD FOREST
  • Driving Directions: Turn into South Gate, turn right on Camelot and rt on High Sheriff

School Information

  • School District: Worcester County Public Schools
  • Elementary School: Showell
  • Middle School: Stephen Decatur
  • High School: Stephen Decatur

Community

  • Association: Yes
  • Assoc. Name: OCEAN PINES ASSOCIATION
  • Assoc. Fees Include: Common Area Maintenance, Management, Reserve Funds, Road Maintenance, Snow Removal

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Frame
  • Foundation: Block, Crawl Space
  • Walls/Ceilings: Cathedral Ceilings
  • Windows: Skylights, Screens
  • Stories Description: Main
  • Square Feet: 1,584
  • Sq. Ft. Source: Assessor
  • Living Area: 1,584 Sq. Ft.
  • Finished Above Grnd: 1,584 Sq. Ft.
  • Year Built: 1979
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.32
  • Lot Size (Sq. Ft.): 14,024
  • Lot Size Source: Assessor
  • Zoning: R-2

Financial Considerations

  • Price Per Sq. Ft.: $256.88
  • Association Fee: $875
  • Assoc Fee Freq.: Annually
  • Other Fee: $200
  • Other Fee Freq.: One Time
  • Assessment Year: 2025
  • County Tax: $2,087
  • County Tax Freq: Annually
  • Tax w/Assessment: $260,200
  • Tax Amount: $2,364
  • Tax Year: 2024
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 1584

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 10
  • Lot Number: 742

Listed by Hileman Real Estate-Berlin, Bethany A. Drew
Sold by Hileman Real Estate-Berlin, Teresa Bradford

Listing agent

— 55 High Sheriff Trail —

  • Bethany A. Drew

    Hileman Real Estate-Berlin

Listing Office Email: debbie@hilemanrealestate.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 55 High Sheriff Trail

School District:Worcester County Public Schools
NameGradesDistance
Showell Elementary School
11318 Showell School Road, Berlin, MD 21811
PK-32.7 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-64.1 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-82.9 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-122.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 55 High Sheriff Trail

Date
Details
Price
Change
Source
4/03/2026
Sold
$390,000
-4.15%
MLS
10/03/2025
Price Reduced
$406,900
-3.1%
MLS
9/05/2025
Listed
$419,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Hileman Real Estate-Berlin, Bethany A. Drew
Sold by Hileman Real Estate-Berlin, Teresa Bradford

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55 High Sheriff Trail, Ocean Pines, MD 21811 (MLS# MDWO2031992) is a Single Family property that was sold at $390,000 on April 03, 2026. Want to learn more about 55 High Sheriff Trail? Do you have questions about finding other Single Family real estate for sale in Ocean Pines? You can browse all Ocean Pines real estate or contact a Coldwell Banker agent to request more information.