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$349,900

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,590 Sq. Ft.
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***Priced Under Appraised Value***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.

Full Property Details for 18323 Oakland Dr

General

  • Sold For: $349,900
  • Taxes: $3,645 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDCH2050900
  • Added to Site: 166 day(s) ago

Interior

  • Rooms/Areas: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Bonus Room
  • Appliances: Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Microwave, Refrigerator, Stove, Washer - Front Loading
  • Flooring: Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 1
  • Bedrooms Main & Up: 2

Other Rooms

  • Laundry: Main Floor

Exterior

  • Exterior Features: Exterior Lighting, Outbuilding(s), Secure Storage

Parking

  • Total Spaces: 3
  • Parking Type: Driveway

Location

  • County: CHARLES
  • Subdivision: COBB ISLAND
  • Driving 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.

School Information

  • School District: Charles County Public Schools
  • Elementary School: Dr. Thomas L. Higdon
  • Middle School: Piccowaxen
  • High School: La Plata

Heating & Cooling

  • Cooling Type: Programmable Thermostat, Multi Units
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Hot Water, Wall Unit
  • Heating Fuel: Electric, Oil
  • Water Heater: Oil

Utilities

  • Sewer: Public Sewer
  • Water: Well

Structural Information

  • Architectural Style: Cottage, Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Walls/Ceilings: Dry Wall
  • Stories Description: Main, Upper 1
  • Square Feet: 1,590
  • Sq. Ft. Source: Assessor
  • Living Area: 1,590 Sq. Ft.
  • Finished Above Grnd: 1,590 Sq. Ft.
  • Year Built: 1953
  • Year Built Source: Assessor
  • Property Condition: Very Good

Additional Structures

  • Other Structures: Shed, Storage Barn/Shed

Lot Features

  • Lot Size (Acres): 1.82
  • Lot Size (Sq. Ft.): 79,279
  • Lot Size Source: Estimated
  • Zoning: RV
  • Lot Description: Front Yard, Level, Partly Wooded, Rear Yard, SideYard(s)

Financial Considerations

  • Price Per Sq. Ft.: $220.06
  • Assessment Year: 2025
  • County Tax: $3,318
  • County Tax Freq: Annually
  • Tax w/Assessment: $258,000
  • Tax Amount: $3,645
  • Tax Year: 2025
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 1590

Disclosures and Reports

  • Ownership: Fee Simple
  • Multiple Parcels: Yes
  • Section: A
  • Lot Number: 152-155 & 187-188

Listed by CENTURY 21 New Millennium, Christy M Gartland
Sold by RE/MAX One, Kimberly Bean

Listing agent

— 18323 Oakland Dr —

  • Christy M Gartland

    CENTURY 21 New Millennium

Listing Office Email: courtney.murphy@c21nm.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 18323 Oakland Dr

School District:Charles County Public Schools
NameGradesDistance
Dr. Thomas L. Higdon Elementary School
12872 Rock Point Road, Newburg, MD 20664
PK-58.6 mi
Piccowaxen Middle School
12834 Rock Point Road, Newburg, MD 20664
6-88.8 mi
La Plata High School
6035 Radio Station Road, La Plata, MD 20646
9-1220.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 18323 Oakland Dr

Date
Details
Price
Change
Source
6/04/2026
Sold
$349,900
—
MLS
3/27/2026
Price Reduced
$349,900
-2.78%
MLS
1/24/2026
Listed
$359,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by CENTURY 21 New Millennium, Christy M Gartland
Sold by RE/MAX One, Kimberly Bean

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18323 Oakland Drive, Cobb Island, MD 20625 (MLS# MDCH2050900) is a Single Family property that was sold at $349,900 on June 04, 2026. Want to learn more about 18323 Oakland Drive? Do you have questions about finding other Single Family real estate for sale in Cobb Island? You can browse all Cobb Island real estate or contact a Coldwell Banker agent to request more information.