102 Oak Drive , Annapolis, MD 21403Asking Price of: $498,000

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Primary property photo for 102 Oak Drive

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Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, and major commuter routes, this home provides easy access to shopping, dining, and everyday essentials. Residents of Hillsmere Shores also enjoy easy access to Quiet Waters Park, with miles of scenic walking and biking trails, dog parks, playgrounds, and year-round outdoor recreation. Inside, the home is filled with natural light, creating bright and inviting living spaces. Designed for both everyday living and entertaining, the layout offers flexibility to suit a variety of needs. The finished family room provides direct access to the backyard, where thoughtfully designed hardscaping with extensive brickwork creates multiple areas for outdoor dining, grilling, and gathering. A hot tub adds to the appeal, offering a perfect spot to relax and unwind. With its great neighborhood setting and convenient location, 102 Oak Drive presents an excellent opportunity to enjoy all that Annapolis has to offer.

Property Details

Address: 102 Oak Drive , Annapolis, MD 21403
Bedrooms: 2
Bathrooms: 2 full
Size: 1,433 square feet
Type: Split Level
Subdivision: HILLSMERE ESTATES
Area: ANNAPOLIS
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
MLS ID: MDAA2141166
Status: ACTIVE

Property School Information

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Features

Taxes: $2,606
Wooded: Yes
Parking Notes: 1 Total Parking Spaces
Special View Info: Trees/Woods
Lot Size: 0.28 Acres
Lot Dimensions: 0.28 Acre(S)
Heating: Other,Radiator
Fuel Type: Oil
Cooling: Ceiling Fan(s),Other
Year Built: 1956
Fireplaces: 2
Water: Other,Well
Sewer: Public Sewer
Stories: 2.0
HOA Fee: $20.00/Annually
Additional Structures: Above Grade
Fencing Description: Rear
Lot Description: Backs to Trees, Trees/Wooded
Structure Type: Detached
Total Garage/Parking Spaces: 1
Appliances: Washer/Dryer Hookups Only,Dishwasher,Dryer,Stove,Washer
Rooms: Living Room,Dining Room,Primary Bedroom,Kitchen,Family Room,Bedroom 1,Laundry,Other,Utility Room,Attic
Community Amenities: Beach,Common Grounds,Pool - Outdoor,Tot Lots/Playground
SQFT Total Finished: 1433
SQFT Above Finished: 1433
Interior: Kitchen - Table Space,Dining Area,Window Treatments,Wood Floors,Floor Plan - Open
Fireplace: Screen
Windows: Screens

Property information as of Monday, April 13, 2026 at 12:08 AM America/New_York

Listed By

Agency Name: Samson Properties
Agency Phone: 2406308689

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535

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