Date
Details
Price
Change
Source
4/16/2026
Listed
$379,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$379,900 Just Listed
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Property Description
WELCOME HOME... this might just be THE BEST BUY IN OCEAN PINES RIGHT NOW! Set on a QUIET, spacious ¼-acre CORNER LOT in the stylish community of Ocean Pines, this comfortable single-level home checks all the boxes! Offering 3 bedrooms and 2 baths, plus an oversized separate 1½-car garage-perfect for your beach toys, jet skis, workshop, motorcycle, or even that classic car you've been dreaming about. Inside, the kitchen features beautiful CHERRY CABINETRY and GRANITE COUNTERTOPS, and a COZY DEN with a wood stove, efficient enough to heat the entire home. There's also a bright, roomy living room with an elegant gas fireplace-perfect for relaxing year-round. Love the outdoors? The large 3-SEASON ROOM is ideal for morning coffee, crab feasts, or just unwinding "outdoors" without ever leaving home. There's even a HUGE floored attic for extra storage! And the lifestyle? Ocean Pines truly has it all-Golf, a YACHT CLUB, Marina, tennis, pickleball, indoor and outdoor POOLS, walking trails, fishing ponds, dog parks, and even it's own private BEACH CLUB just 10 minutes away in Ocean City. Where you'll find Night Life, Restaurants, shopping, The Boardwalk, Fishing, Crabbing, Boating, and FUN, FUN, FUN (don't forget the French Fries)! If you've been waiting for the right opportunity at the beach... THIS IS IT! DON'T WAIT, HOMES LIKE THIS DON'T LAST LONG!
Full Property Details
Full Property Details for 92 High Sheriff Trail
General
- Price: $379,900
- HOA FEE: $76/month
- HOA FEE FREQ.: Annually
- Taxes: $2,788 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDWO2036154
- Updated: Today (4/16/2026)
- Added to Site: Today
Interior
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas/Propane
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main Floor Baths: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Additional Information
- Shared Amenities: Beach Club, Boat Ramp, Club House, Golf Club, Golf Course, Marina/Marina Club, Pier/Dock, Pool - Indoor, Pool - Outdoor, Tennis Courts, Tot Lots/Playground
- Shared Pool: Yes
- Pool: Yes
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 1
- Parking Type: Detached Garage, Driveway
- Garage Description: Additional Storage Area, Garage - Side Entry, Garage - Front Entry, Oversized
Location
- Area: Worcester Ocean Pines
- County: WORCESTER
- Subdivision: OCEAN PINES - SHERWOOD FOREST
- Driving Directions: South Gate of Ocean Pines. Right at the 4-way stop. Ocean Pkwy, to Right on first Camelot Circle. Left on High Sheriff Trl. Corner house on the right.
School Information
- School District: Worcester County Public Schools
Community
- Association: Yes
- Assoc. Fees Include: Common Area Maintenance, Management, Reserve Funds, Road Maintenance, Snow Removal
Heating & Cooling
- Cooling Type: Other
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Coastal, Contemporary, Ranch/Rambler
- Structure Type: Detached
- Construction: Stick Built, Vinyl Siding
- Foundation: Crawl Space
- Roof: Architectural Shingle
- Stories Description: Main
- Square Feet: 1,342
- Sq. Ft. Source: Assessor
- Living Area: 1,342 Sq. Ft.
- Finished Above Grnd: 1,342 Sq. Ft.
- Year Built: 1993
- Year Built Source: Assessor
- Property Condition: Good
Lot Features
- Lot Size (Acres): 0.24
- Lot Size (Sq. Ft.): 10,251
- Lot Size Source: Assessor
- Zoning: R-2
Financial Considerations
- Price Per Sq. Ft.: $283.08
- Association Fee: $915
- Assoc Fee Freq.: Annually
- Assessment Year: 2026
- County Tax: $2,452
- County Tax Freq: Annually
- Tax w/Assessment: $326,700
- Tax Amount: $2,788
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1342
Disclosures and Reports
- Ownership: Fee Simple
- Section: 10
- Lot Number: 1055
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Meet the listing agent
Meet the listing agent
— 92 High Sheriff Trail —
(443) 235-7455 mobile
(410) 524-1203 office
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 92 High Sheriff Trail
School District:Worcester County Public Schools
| Name | Grades | Distance |
|---|---|---|
Showell Elementary School 11318 Showell School Road, Berlin, MD 21811 | PK-3 | 2.7 mi |
Berlin Intermediate School 309 Franklin Avenue, Berlin, MD 21811 | 4-6 | 4.3 mi |
Stephen Decatur Middle School, Berlin, MD 9815 Seahawk Road, Berlin, MD 21811 | 7-8 | 3.1 mi |
Stephen Decatur High School 9913 Seahawk Road, Berlin, MD 21811 | 9-12 | 2.9 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 92 High Sheriff Trail
Tax History
Tax History for 92 High Sheriff Trail
Year
Property Taxes
Change
Tax Assessment
Change
2023
$2,068
—
$300,800
20%
2023
$2,068
8%
$251,500
10%
2021
$1,917
—
$228,100
11%
2021
$1,917
3%
$204,700
4%
2021
$1,860
3%
$197,400
4%
2020
$1,804
4%
$190,100
4%
2019
$1,731
3%
$182,800
3%
2018
$1,688
3%
$178,267
3%
2017
$1,645
3%
$173,733
3%
2016
$1,602
7%
$169,200
—
2015
$1,492
—
$169,200
—
2014
$1,492
—
$169,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 92 High Sheriff Trail
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- Single Family
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- Updated 12 days ago
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Listed by Vicki Harmon and Lynn Makowiecki
Sold by Long & Foster Real Estate, Inc., Timothy D Meadowcroft
Sold by Long & Foster Real Estate, Inc., Timothy D Meadowcroft
92 High Sheriff Trail, Ocean Pines, MD 21811 (MLS# MDWO2036154) is a Single Family property with 3 bedrooms and 2 full bathrooms. 92 High Sheriff Trail is currently listed for $379,900 and was received on April 16, 2026. This property is listed by Craig Hyatt from our Ocean City - 123rd Office.Want to learn more about 92 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.