2 Windjammer Road

Closed 9/10/26
Closed 9/10/26
Waterfront property in coastal community
Sold
Last Sold Price
$500,000
5 beds2,258 sqft
2 Windjammer Rd, Ocean Pines, MD 21811
Single FamilyProperty Type
0.23 acresLot Size
1984Year Built
$221/sq ftPrice per sq ft
$1,580/yrHOA Fees
6 carsParking Spaces

Description

Waterfront investment opportunity in Ocean Pines! 2 Windjammer Rd represents an incredible chance to buy into a premier coastal location at a low waterfront price point and build instant equity through your own improvements. Please note: This is an trustee sale. The property is being sold strictly AS-IS and is priced accordingly. Bring your vision and tools to this classic handyman special! The spacious main house features 2,258 square feet of potential, boasting a side porch with vinyl tech windows,...Waterfront investment opportunity in Ocean Pines! 2 Windjammer Rd represents an incredible chance to buy into a premier coastal location at a low waterfront price point and build instant equity through your own improvements. Please note: This is an trustee sale. The property is being sold strictly AS-IS and is priced accordingly. Bring your vision and tools to this classic handyman special! The spacious main house features 2,258 square feet of potential, boasting a side porch with vinyl tech windows, and a rear deck perfect for entertaining. The unique layout offers incredible versatility with an open floor plan for the living/dining/kitchen areas. There are a total of 5 bedrooms and 2 full baths in the main house- 2 beds and 1 bath on entry level, 3 beds and 1 bath on upper level. The second-floor balcony provides private access (with additional steps from the ground level) to a separate room over the garage. This bonus area includes finished, climate-controlled guest quarters (approx 600 sq feet) complete with its own full bathroom, kitchenette, and stairs to loft area. The over-sized 2 car garage is attached to the main home by a deck/breezeway and offers space for covered parking plus workshop area and additional storage. Boaters and water lovers take note: the true highlight of this property is its prime waterfront location. Enjoy your own private dock with direct access out of the canal and into Assawoman Bay. There is a long list of amenities in Ocean Pines, including: championship golf course, five swimming pools (including an indoor pool and the oceanfront Beach Club in Ocean City), two marinas, racquet sports, a yacht club, and multiple parks and trails. Positioned in an ideal coastal hub, you are just a short drive from the historic charm of downtown Berlin, the legendary beaches and boardwalk of Ocean City, MD, and the pristine, natural beauty of Assateague National and State Beaches. Don't miss this rare waterfront flip, rental asset, or dream coastal project!
  • Listed by: Sally Todd Stout 410.726.3506 sallytoddrealtor@yahoo.com • Berkshire Hathaway HomeServices PenFed Realty - OP
Listing closed: 09/10/2026 12:00 AM • Source: BRIGHT, MLS#: MDWO2040224
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Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Sold By Atlantic Shores Sotheby's International Realty

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Property Taxes

$337

HOA Dues

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Property Information for 2 Windjammer Road

Property Details
  • Taxes: $4,043 / year
  • MLS Type: Residential / Fee Simple
  • County: Worcester County
  • Tax ID Number: 2403078795
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: Yes
  • Structure Type: Detached
  • Style: Contemporary
  • Levels/Stories: 2
  • Furnished: Partially
  • Waterfront: Yes
  • Waterfront Features: Private Dock Site
  • Views: Canal, Water
  • Garage: Yes
  • Expected On Market Date: 08-01-2026
  • Subdivision: OCEAN PINES - NEWPORT
  • Subdivision: OCEAN PINES - NEWPORT (WORCESTER MD)
  • Building Name: NONE AVAILABLE (OCEAN PINES MD)
  • Cross Street: 0.00
  • Legal Subdivision: OCEAN PINES SEC 01
  • Municipality: OCEAN PINES
  • Total Parking Spaces: 6
  • Central Air: Yes
  • Basement: No
  • Above Grade Finished SQFT: 2,258.00
  • Above Grade Fin SQFT Source: Estimated
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: .00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: .00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 2
  • Year Built: 1984
  • Lot Size: 0.23 AC / 9,953 SF
Location
Location
  • In City Limits: No
  • Transportation: Airport less than 10 miles
  • School District Name: WORCESTER COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138066543
  • SchoolDistrictSource: Listing Agent
  • Elementary School: BERLIN INTERMEDIATE SCHOOL (WORCESTER MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: STEPHEN DECATUR (WORCESTER MD)
  • MiddleSchoolSource: Listing Agent
  • High School: STEPHEN DECATUR (WORCESTER MD)
  • County: WORCESTER
  • MLS Area: Worcester Ocean Pines
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Private Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Type: Canal
  • Water Frontage In Feet: 70.0
Association / Community Info
Association / Community Info
  • HOA Name: OCEAN PINES ASSOCIATION
  • HOA Phone: 410-641-7717
  • HOA Condo Coop Fee Includes: Common Area Maintenance, Management, Reserve Funds, Road Maintenance
  • HOA Condo Coop Amenities: Beach Club, Boat Ramp, Club House, Golf Course, Marina/Marina Club, Pool - Outdoor, Basketball Courts, Common Grounds, Community Center, Dog Park, Golf Course Membership Available, Jog/Walk Path, Pickleball Courts, Pier/Dock, Pool - Indoor, Pool Mem Avail, Racquet Ball, Recreational Center
  • Property Manager Y/N: No
  • Other Fees: $200
  • Other Fees Frequency: One Time
  • Senior Community: No
  • Association Recreation Fee Y/N: No
  • Type of Condo: Home Owner Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $457,167
  • Year Assessed: 2026
  • Improvement Assessed Value: $0
  • City Town Tax: $0
  • Land Assessed Value: $0
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: R-3
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Living Room, Dining Room, Kitchen
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
Room 3
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 2,258.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,415.00
  • Total SQFT: 2,258.00
  • Total SQFT Source: Estimated
  • Floors In Unit Count: 2
  • Construction Materials: Frame, Vinyl Siding, Stick Built
  • Roof: Asphalt
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8052/1889/8834/805218898834_512_384_WM_lsgT7gfjZyEohBVq.jpg
  • Wall and Ceiling Types: Cathedral Ceilings
  • Flooring Type: Laminate Plank, Laminated
  • Foundation Details: Block, Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 2
  • Other Structure: Garage(s)
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Size Dimensions: 0.00 x 0.00
  • Lot Dimensions Source: Assessor
  • Lot Features: Bulkheaded, Cleared, Corner
  • Road Responsibility: Public
  • Location Type: Canal
  • Parcel ID: 5384711
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway
  • Num of Detached Garage Spaces: 2
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 2
  • Garage Features: Additional Storage Area, Garage - Front Entry, Oversized
Interior Features
Interior Features
  • Interior Features: Entry Level Bedroom, Ceiling Fan(s), Walk-in Closet(s), Combination Dining/Living, Family Room Off Kitchen, Floor Plan - Open
  • Fireplace: No
Exterior Features
Exterior Features
  • Outdoor Living Structures: Deck(s), Screened, Porch(es), Breezeway, Balcony
  • Pool: Yes - Community
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Coastal Association of REALTORS (MD)
  • List Agent URL: www.sallytoddstout.com

Property History for 2 Windjammer Road

DateEvent & SourcePriceAppreciation
Sep 10, 2026

Closed

BRIGHT #MDWO2040224

$500,000—
Aug 17, 2026

Pending

BRIGHT #MDWO2040224

—
Aug 17, 2026

Active Under Contract

BRIGHT #MDWO2040224

—
DateEvent & SourcePrice
09/10/2026

Closed

BRIGHT #MDWO2040224

$500,000
08/17/2026

Pending

BRIGHT #MDWO2040224

—
08/17/2026

Active Under Contract

BRIGHT #MDWO2040224

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2 Windjammer Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,025 ($335 / month)
Home Facts
Beds0Baths3Total Finished SqFt2,415 SqFtAbove Grade Finished SqFt2,415 SqFtStories2Lot Size9,953 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984ZoningR-3CountyWORCESTERAPN03-078795

Schools near 2 Windjammer Road

This home is within Worcester County Public Schools.
Rating
School
Type
Grades
Distance
Showell Elementary School
Public - PK to 4
Berlin Intermediate School
Public - 5 to 6
Stephen Decatur Middle School
Public - 7 to 8
Stephen Decatur High School
Public - 9 to 12
Rating
School
Distance
Showell Elementary School
PublicPK to 4

Berlin Intermediate School
Public5 to 6

Stephen Decatur Middle School
Public7 to 8

Stephen Decatur High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 09/11/2026 02:06 PM