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About This Home

This 2-bedroom, 2-bathroom single family at 102 OAK Drive in ANNAPOLIS, MD is listed for $498,000 ($348 per sqft). Built in 1956, the home offers 1,433 sqft of living space on a 0.28 acres lot.

Agent 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.

Key Features

  • Built in 1956
  • 0.28 acre lot
  • 2 stories
  • 1 parking spaces
  • Fireplace

Property Details

2 stories
2 full
1 space
1956

Amenities

Fireplace

Monthly Cost Estimate

$2,683/mo

20% down · 6.5% · 30 years

Principal$360
Interest$2,158
Insurance$145
HOA$20

Estimates only. Actual payments may vary.

Location

102 OAK Drive

ANNAPOLIS, MD 21403

HILLSMERE ESTATES

Features & Amenities

Interior Features

Kitchen - Table SpaceDining AreaWindow TreatmentsWood FloorsFloor Plan - Open

Property Details

Parking

Off StreetCarport

Heating

Other (Heating)

Cooling

Ceiling Fan(s)

Appliances

Washer/Dryer Hookups OnlyDishwasherDryerStoveWasher

Questions & Answers

This 2-bedroom, 2-bathroom single family at 102 OAK Drive is listed at $498,000 ($348/sqft). The estimated monthly payment is $2,178 based on 20% down at 6.5% interest.

HOA fees are $20/month.

Key features include: Built in 1956, 0.28 acre lot, 2 stories, 1 parking spaces, Fireplace. Interior Features: Kitchen - Table Space, Dining Area, Window Treatments.

This property is listed by Amy L Presley and can be reached at 3015267435 or amy@trustedestatepartners.com.

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AP

Amy L Presley

Agent at Samson Properties

(301) 526-7435

Listed by Samson Properties

MLS# MDAA2141166· Source: listhub· Updated 8 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

102 OAK Drive, ANNAPOLIS, MD 21403

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