$498,000

102 OAK DR, Annapolis, MD 21403

2 beds |
2 baths |
1,433 sqft

Single-Family Home
Built in 1956
0.28acre lot
—— car garage
$348/sqft
Listed 2 days ago

Property Description

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 Status:: Active
Data Last Updated:: April 5, 2026 at 11:17PM
Listing Office:: Samson Properties : 2406308689
Listing Agent:: Amy L Presley : 3015267435
MLS ID:: MDAA2141166

General: Kitchen - Table SpaceDining AreaWindow TreatmentsWood FloorsFloor Plan - Open
Rooms: Living RoomDining RoomPrimary BedroomKitchenFamily RoomBedroom 1LaundryOtherUtility RoomAttic
Appliances: Washer/Dryer Hookups OnlyDishwasherDryerStoveWasher
A/C: Ceiling Fan(s)Other
Heating: OtherRadiatorOil
Fireplace: ScreenFireplaceFireplaces: 2
Disability Feature: None

General: Above Grade
Style: Split Level

Windows: Screens
General: Other2Block

HOA Amenities: BeachCommon GroundsPool - OutdoorTot Lots/Playground20.0Annually
Originating MLS: BRIGHT_MAIN
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
County: ANNE ARUNDEL-MD

Zoning: R2020241209593700
View: Trees/Woods
Fencing: Rear

Water: OtherWell
Sewer: Public Sewer

Source: BRIGHT_MAIN

This listing courtesy of Amy L Presley , Samson Properties

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Hillsmere Elementary School

3052 Arundel on the Bay Rd, Annapolis, MD, 21403

Grades EE-5

0.31 miles away

Annapolis Middle School

1399 Forest Dr, Annapolis, MD, 21403

Grades 6-8

1.75 miles away

Phoenix Academy

1411 Cedar Park Rd, Annapolis, MD, 21401

Grades 1-12

3.34 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.