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Residential Land with Home for Sale in Cobb Island, Maryland

18323 Oakland Dr, Cobb Island, MD 20625

$359,900
1.82 acres
pending
Under contract

*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.

1,590
Sq feet
3
Beds
2
Full baths
1953
Built

Location

Street address
18323 Oakland Dr
Community
Cobb Island
School district
Charles County Public Schools
Elevation
13 feet
Coordinates
38.2622, -76.8407

Property details

Acreage
1.82 acres
MLS #
TREND MDCH2050900
Posted

Property taxes

Recent
$3,645

Details and features

Listing

Type
Residential
Franchise
Century 21 Real Estate

Exterior

Parking Spaces
3
Parking
Driveway

Structure

Style
Colonial, Cottage
Stories
2
Heating
Baseboard, Hot Water
Cooling
Multi Units
Materials
Vinyl Siding

Interior

Rooms
Bathroom x 2, Bedroom x 3
Appliances
Dishwasher, Disposal, Exhaust Fan, Front Loading Dryer, Front Loading Washer, Microwave, Refrigerator, Stove

Nearby schools

NameTypeDistrict
Dr. Thomas L. HigdonElementaryCharles County Public Schools
PiccowaxenMiddleCharles County Public Schools
La PlataHighCharles County Public Schools

Listing history

DateEventPriceChangeSource
Jan 30, 2026Under contract$359,900TREND
Jan 24, 2026New listing$359,900TREND
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This 1.82-acre property is located at 18323 Oakland Dr in Cobb Island, MD 20625. The property is pending sale. It has a 1,590 sq ft 3 bedroom, 2 bath house built in 1953.

Checked 2 hours ago — Updated

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