55 High Sheriff Trail Ocean Pines, MD $ 406,900
55 High Sheriff Trail
$ 406,900
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55 High Sheriff Trail

Ocean Pines, MD, 21811
$ 406,900
Bedrooms4 Baths3.0 Sq 1,584

Monthly Estimate*

$ 2,539

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Single Family Home for sale in Ocean Pines, MD

for $406,900 with 4 bedrooms and 3 full baths. This 1,584 square foot home was built in 1979 on a lot size of 0.32.

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 updatesschedule your showing today!

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Single Family Contingent

Price

$ 406,900

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 2,364

Style

Ranch/Rambler

Lot Size

0.32

Year Built

1979

Town/City

Ocean Pines

County/Region

Worcester

MLS | Web ID

MDWO2031992

Features
General
Living Area 1584
Sewer Public Sewer
Heating Forced Air
Cooling Central A/C
Possession Negotiable
Appliances Dryer Washer Dishwasher Microwave Refrigerator Icemaker Stove
Zoning R-2
HOA Fee 875.00
Association Fee Includes Common Area Maintenance Management Reserve Funds Road Maintenance Snow Removal
Patio/Porch Features Deck(s)
Architectural Style Ranch/Rambler
Construction Materials Frame
School District WORCESTER COUNTY PUBLIC SCHOOLS
Year Built 1979
Levels 1
Other Fees 200.00
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Section 10
Building Name NONE AVAILABLE
Accessibility None
Assoc Fee Paid Per Annually
County WORCESTER
New Construction N
Property Type Residential
Association 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
HOA Y
Subdivision Name OCEAN PINES - SHERWOOD FOREST
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE UNDER CONTRACT
Directions Turn into South Gate turn right on Camelot and rt on High Sheriff
City OCEAN PINES
Disclosures Prop Disclaimer
Other Fees Frequency One Time
Association Name OCEAN PINES ASSOCIATION
Senior Community Y/N N
MLS Area Worcester Ocean Pines
Lot Size Units Square Feet
Lot Size Square Feet 14024.00
Tax Annual Amount 2364.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 256.88
Historic Y/N N
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision OCEAN PINES SEC 10
Tax Lot 742
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Interior
Heating Fuel Electric
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Skylights Screens
Fireplace Y/N Y
Above Grade Finished Area 1584
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Main Level Bedrooms 4
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool Yes - Community
Water Source Public
Type of Parking Driveway
Foundation Details Block Crawl Space
Water View Y/N N
Lot Size Acres 0.32
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 0.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 55
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* Excluded Features
List By
Hileman Real Estate-Berlin

Broker

bethany@po2team.com

Email

Affordability Calculator

$2,736
Per Month
93%
7%
0%
Monthly Principal & Interest
$2,539
Monthly Property Taxes
$197
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533548 Elementary School
3533416 Middle School
Stephen Decatur High School High School
Pricing History
DatePricePrice ChangeDescription
10/3/2025$406,900 -3.10% Price Down
8/22/2025$419,900 Listed Price

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55 High Sheriff Trail, Ocean Pines, MD, 21811 is a Single Family Home for sale at $406,900 with 1,584 sqft and a lot size of 0.32. 55 High Sheriff Trail has 4 bedrooms, 3.0 baths, and was built in 1979. The property's zip code is 21811 which is in Ocean Pines, MD