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$349,990

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,176 Sq. Ft.
  • Updated 7 days ago
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Discover the perfect blend of comfort, space, and coastal living in this inviting home tucked away just off the parkway in desirable Ocean Pines, a short drive from the beautiful beaches of Ocean City!Step inside to a spacious living room featuring upgraded flooring and an inviting atmosphere perfect for relaxing or entertaining. The upgraded kitchen offers functionality and style, while the adjoining open sunroom provides endless possibilities. Imagine using this versatile space as a dining room, a second living area, a home office, or the perfect spot to enjoy your morning coffee.Just beyond the sunroom, step outside to a large deck featuring a charming arbor-an ideal setting for summer barbecues, outdoor dining, and gathering with family and friends. With three bedrooms and two-and-a-half baths, this home offers plenty of room to spread out and enjoy everything coastal living has to offer.Ocean Pines is known for its exceptional community amenities, including indoor and outdoor swimming pools, a yacht club, pickleball courts, scenic walking and biking trails, and a golf course. Residents also enjoy access to a private beach club in Ocean City, offering a convenient place to spend sunny days at the beach along with free parking. Whether you're looking for a full-time residence, a relaxing second home, or the perfect vacation getaway, this home offers the opportunity to embrace the laid-back coastal lifestyle you've been dreaming of. Enjoy the best of Ocean Pines living, with the beautiful beaches of Ocean City and the natural beauty of Assateague Island just a short drive away!

Full Property Details for 129 High Sheriff Trail

General

  • Price: $349,990
  • HOA FEE: $76/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,613 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWO2042024
  • Updated: 10/15/2026
  • Added to Site: 7 day(s) ago

Interior

  • Appliances: Dryer, Washer, Dishwasher, Microwave, Refrigerator, Stove

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 Pool: Yes
  • Pool: Yes

Parking

  • Parking Type: Off Street

Location

  • Area: Worcester Ocean Pines
  • County: WORCESTER
  • Subdivision: OCEAN PINES - SHERWOOD FOREST
  • Driving Directions: Enter Ocean Pines through the South Gate. Turn onto Camelot, then make a right followed by a quick left onto High Sheriff Trail. The property will be on the left.

School Information

  • School District: Worcester County Public Schools

Community

  • Association: Yes
  • Pets Allowed: Yes
  • Pets: Case by Case Basis

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Frame, Stick Built, Vinyl Siding
  • Foundation: Block, Crawl Space
  • Roof: Asphalt
  • Stories Description: Main
  • Square Feet: 1,176
  • Sq. Ft. Source: Assessor
  • Living Area: 1,176 Sq. Ft.
  • Finished Above Grnd: 1,176 Sq. Ft.
  • Year Built: 1996
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,500
  • Lot Size Source: Assessor
  • Zoning: R-2

Financial Considerations

  • Price Per Sq. Ft.: $297.61
  • Association Fee: $915
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2026
  • County Tax: $2,297
  • County Tax Freq: Annually
  • Tax w/Assessment: $281,833
  • Tax Amount: $2,613
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 1176

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 10
  • Lot Number: 950

Listed by Atlantic Shores Sotheby's International Realty, Heidi Thomas

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Listing agent

— 129 High Sheriff Trail —

  • Heidi Thomas

    Atlantic Shores Sotheby's International Realty

Listing Office Email: ryan@ryanhaley.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 129 High Sheriff Trail

School District:Worcester County Public Schools
NameGradesDistance
Showell Elementary School
11318 Showell School Road, Berlin, MD 21811
PK-32.9 mi
Berlin Intermediate School
309 Franklin Avenue, Berlin, MD 21811
4-64.4 mi
Stephen Decatur Middle School, Berlin, MD
9815 Seahawk Road, Berlin, MD 21811
7-83.1 mi
Stephen Decatur High School
9913 Seahawk Road, Berlin, MD 21811
9-123 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 129 High Sheriff Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/15/2026
Listed
$349,990
93.36%
MLS
5/19/2015
Sold
$181,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 129 High Sheriff Trail

Year
Property Taxes
Change
Tax Assessment
Change
2026
$2,601
24%
$281,833
8%
2023
$2,091
—
$260,167
19%
2023
$2,091
22%
$218,467
10%
2021
$1,707
—
$198,433
11%
2021
$1,707
4%
$178,400
4%
2021
$1,644
4%
$171,767
4%
2020
$1,580
5%
$165,133
4%
2019
$1,501
3%
$158,500
3%
2018
$1,458
3%
$154,000
3%
2017
$1,416
3%
$149,500
3%
2016
$1,373
13%
$145,000
—
2015
$1,211
3%
$145,000
—
2014
$1,181
—
$145,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

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NMLS#: 1598647

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Listed by Atlantic Shores Sotheby's International Realty, Heidi Thomas

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129 High Sheriff Trl, Ocean Pines, MD 21811 (MLS# MDWO2042024) is a Single Family property with 3 bedrooms and 2 full bathrooms. 129 High Sheriff Trl is currently listed for $349,990 and was received on October 15, 2026. Want to learn more about 129 High Sheriff Trl? 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.

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