$545,000

Under Contract

2 Windjammer Rd, Ocean Pines, MD, 21811

5

Beds

2

Baths

2,258

Square feet

0.23

Acres

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!

Listing Details

OfficeBerkshire Hathaway HomeServices PenFed Realty - OP
Contact Info4102083500

Facts & Features

MLS® # MDWO2040224
Price $545,000
Bedrooms 5
Bathrooms 2.00
Full Baths 2
Square Footage 2,258
Acres 0.23
Year Built 1984
Type Residential
Sub-Type Detached
Style Contemporary
Status Active Under Contract

Community Information

Address 2 Windjammer Rd
Area Worcester Ocean Pines
Subdivision OCEAN PINES - NEWPORT
City Ocean Pines
County WORCESTER-MD
State MD
Zip Code 21811
Senior Community No

Amenities

Amenities Entry Level Bedroom, Ceiling Fan(s), Walk-in Closet(s)
# of Garages 2
Garages Additional Storage Area, Garage - Front Entry, Oversized
View Canal, Water
Is Waterfront Yes
Waterfront Canal
Has Pool Yes
HOA 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

Interior

Interior Features Floor Plan - Open
Appliances Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer
Heating Heat Pump(s)
Cooling Central A/C
Fireplace No
Stories 2

Exterior

Exterior Frame, Vinyl Siding
Exterior Features Deck(s),Screened,Porch(es),Breezeway,Balcony
Lot Description Bulkheaded, Cleared, Corner
Roof Asphalt
Construction Frame, Vinyl Siding, Stick Built
Foundation Block, Crawl Space
Other Structures 10000001172,10000001174

School Information

District WORCESTER COUNTY PUBLIC SCHOOLS
Elementary BERLIN INTERMEDIATE SCHOOL
Middle STEPHEN DECATUR
High STEPHEN DECATUR

Additional Information

Date Listed August 1st, 2026
Days on Market 18
Zoning R-3
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

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