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18323 Oakland Drive Cobb Island, MD $ 359,900
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18323 Oakland Drive
$ 359,900
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Open House 1/31 10am - 12pm
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18323 Oakland Drive

Cobb Island, MD, 20625
$ 359,900
Bedrooms3 Baths2.0 Sq 1,590

Monthly Estimate*

$ 2,216

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Single Family Home for sale in Cobb Island, MD

for $359,900 with 3 bedrooms and 2 full baths. This 1,590 square foot home was built in 1953 on a lot size of 1.82.

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 areaideal for everyday living or weekend getaways. A generous foyer and second bedroom complete the main level. Upstairs, youll find a true retreat: an additional bedroom, another full bath, and extra living space thats 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 shedsplenty of room for storage, hobbies, or island toys. Whether youre looking for a full-time residence or a peaceful getaway, this home delivers. Located in a water-oriented community, youll 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 bestlaid-back, welcoming, and full of charm.

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Open House

1/31/2026 10:00 AM - 12:00 PM
18323 Oakland Drive Cobb Island, MD
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 359,900

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,645

Style

Cottage,Colonial

Lot Size

1.82

Year Built

1953

Town/City

Cobb Island

County/Region

Charles

MLS | Web ID

MDCH2050900
Features
General
Living Area 1590
Sewer Public Sewer
Heating Baseboard - Hot Water Wall Unit
Cooling Programmable Thermostat Multi Units
Possession Settlement
Appliances Dishwasher Disposal Dryer - Front Loading Exhaust Fan Microwave Refrigerator Stove Washer - Front Loading
Zoning RV
Architectural Style Cottage Colonial
Construction Materials Vinyl Siding
School District CHARLES COUNTY PUBLIC SCHOOLS
Year Built 1953
Levels 1.5
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section A
Accessibility Level Entry - Main
Additional Parcels Description Additional parcels including which total approximately 1.82 acres.
County CHARLES
New Construction N
Property Type Residential
HOA N
Subdivision Name COBB ISLAND
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions 301 to RT257(Rock Point Rd) right on Cobb Island Rd left on Neale Sound Dr continue left on Neale Sound Dr right on Oakland Dr to house on the right.
City COBB ISLAND
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 79279.20
Tax Annual Amount 3645.0
Property Condition Very Good
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 226.35
Acceptable Financing Conventional FHA VA Cash USDA
Additional Parcels Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision COBB ISLAND SUB
Tax Lot 152-155 & 187-188
Association Recreation Fee N
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Interior
Heating Fuel Electric Oil
Flooring Luxury Vinyl Plank
Hot Water Oil
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1590
Half Baths 0
Central Air Y/N N
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Family Room Foyer Bonus Room
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Exterior Lighting Outbuilding(s) Secure Storage
Pool No Pool
Lot Features Front Yard Level Partly Wooded Rear Yard SideYard(s)
Water Source Well
Type of Parking Driveway
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 1.82
Lot Size Source Estimated
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 18323
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* Excluded Features
List By
Century 21 New Millennium

Broker

christy.gartland@c21nm.com

Email

Affordability Calculator

$2,520
Per Month
88%
12%
0%
Monthly Principal & Interest
$2,216
Monthly Property Taxes
$304
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3538223 Elementary School
3535736 Middle School
La Plata High School High School
Pricing History
DatePricePrice ChangeDescription
1/24/2026$359,900 Listed Price

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18323 Oakland Drive, Cobb Island, MD, 20625 is a Single Family Home for sale at $359,900 with 1,590 sqft and a lot size of 1.82. 18323 Oakland Drive has 3 bedrooms, 2.0 baths, and was built in 1953. The property's zip code is 20625 which is in Cobb Island, MD

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