***OPEN HOUSE CANCELLED for 1/31/26!***Situated on an unusually large 1.8+ acre lot on charming Cobb Island, this adorable cottage-style home offers the perfect blend of comfort, character, and island living. Designed for easy main-level living, with primary bedroom, full bath and washer & dryer all on the main level. The spacious family room invites you to relax, while the galley kitchen flows into a cozy dining area—ideal for everyday living or weekend getaways. A generous foyer and second bedroom complete the main level. Upstairs, you’ll find a true retreat: an additional bedroom, another full bath, and extra living space that’s perfect for guests, a home office, or a quiet escape. Outside, the expansive lot provides endless possibilities, complemented by one large garage/shed plus two additional oversized sheds—plenty of room for storage, hobbies, or island toys. Whether you’re looking for a full-time residence or a peaceful getaway, this home delivers. Located in a water-oriented community, you’ll enjoy nearby water access, marinas, waterfront restaurants, and a local market, all while benefiting from a highly sought-after school district. This is Cobb Island living at its best—laid-back, welcoming, and full of charm.
Listed By
Agency Name: CENTURY 21 New Millennium
Agency Phone: 3016099000
Shown By
Agent Name: Mia Anderson
Agent Phone: Cell: (410) 693-3354
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 1,209.70 per month $800.98 Principal & Interest $303.75 Property Tax $104.97 Homeowner's Insurance
18323 Oakland Drive | MLS# MDCH2050900
This single family home located at 18323 Oakland Drive, Cobb Island, MD 20625 is currently listed for sale with an asking price of $359,900. This property was built in 1953 and has 3 bedrooms and 2 full baths with 1590 sq. ft. Oakland Drive is located in the COBB ISLAND subdivision within the CHARLES COUNTY PUBLIC SCHOOLS school district. Search COBB ISLAND real estate on www.miamovesyou.com today.