Change Real Estate Presents:

102 Oak Drive
Annapolis MD 21403

For Sale: $498,000.00 Active

List Date: 2026-04-03

Annapolis
2 bedrooms
2 bathrooms
1,433 build ft2
12,412 land ft2

About This Property

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.

Listing Agent: Amy L Presley. Samson Properties 301-526-7435 amy@trustedestatepartners.com

Property Features

Location Information
County:
Subdivision: HILLSMERE ESTATES
click to open map in a new window
Interior Features
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Stove, Washer
Interior: Kitchen - Table Space, Dining Area, Window Treatments, Wood Floors, Floor Plan - Open
Laundry:
Furnished: None
Flooring:
Water: Other, Well
Cooling: Ceiling Fan(s), Other
Heating: Other, Radiator
Fireplaces: 2
Windows: Screens
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Bedroom 1
Features: Flooring - HardWood
Level: Upper 2
Room Type: Primary Bedroom
Features: Flooring - HardWood
Level: Upper 2
Room Type: Living Room
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Kitchen
Features: Flooring - Vinyl
Level: Main
Room Type: Dining Room
Features: Flooring - HardWood
Level: Main
Room Type: Utility Room
Level: Unspecified
Room Type: Other
Level: Unspecified
Room Type: Family Room
Level: Unspecified
Room Type: Laundry
Level: Unspecified
Room Type: Attic
Level: Unspecified
Exterior Features
Year Built: 1956
Subdivision Name: Hillsmere Estates
Association Fee: $20.00 (Annually)
Association Amenities: Beach, Common Grounds, Pool - Outdoor, Tot Lots/Playground
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Amy L Presley. Samson Properties 301-526-7435 amy@trustedestatepartners.com

Property Photos [Click to enlarge]

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