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Rich & Lisa Small
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102 Oak Drive, Annapolis, MD 21403

$498,000
  • 102 Oak Drive, Annapolis, MD 21403 Main Photo

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PENDING
BEDS2 BATHS SQUARE FEET1,433 MLS#MDAA2141166
STATUSPENDING PROPERTY TYPEResidential - Single Family SUBDIVISIONHILLSMERE ESTATES SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

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.

102 Oak Drive | MLS# MDAA2141166

This single family home located at 102 Oak Drive, Annapolis, MD 21403 is currently listed for sale with an asking price of $498,000. This property was built in 1956 and has 2 bedrooms with 1433 sq. ft. Oak Drive is located in the HILLSMERE ESTATES subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HILLSMERE ESTATES real estate on www.richsmallteam.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fan(s), Other
Fireplaces: 2
Fuel Type: Oil
Heating: Other, Radiator
Home Style: Split Level
Lot Size: 0.28 Acres
Stories: 2.0
Taxes: $2,606
Year Built: 1956

Feature Descriptions

Additional Structures: Above Grade
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Stove, Washer
Community Amenities: Beach, Common Grounds, Pool - Outdoor, Tot Lots/Playground
Days on Site: 19
Fencing: Rear
Fireplace: Screen
HOA Fee: $20.00/Annually
Interior: Kitchen - Table Space, Dining Area, Window Treatments, Wood Floors, Floor Plan - Open
Lot: Backs to Trees, Trees/Wooded
Lot Dimensions: 0.28 Acre(S)
Number of Rooms: 10
Parking Notes: 1 Total Parking Spaces
Rooms: Living Room, Dining Room, Primary Bedroom, Kitchen, Family Room, Bedroom 1,Laundry, Other, Utility Room, Attic
Sewer: Public Sewer
Special View Info: Trees/Woods
SQFT Above Finished: 1433
SQFT Total Finished: 1433
Structure Type: Detached
Total Garage/Parking Spaces: 1
Water: Other, Well
Windows: Screens
Wooded: Yes

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Samson Properties
Agency Phone: 2406308689

Shown By

Agent Name: Rich & Lisa Small
Agent Phone: (484) 388-9259
Agency Title: RealtyMark

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Estimated Payment

$ 1,470.75 per month $1,108.33 Principal & Interest $217.17 Property Tax $145.25 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/23/2026. The listing information on this page last changed on 04/23/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 04/23/2026 12:23:05 AM EST) or Stellar MLS (last updated Thu 04/23/2026 12:14:07 AM EST) or GSMLS (last updated Wed 04/22/2026 11:54:09 PM EST) or Emerald Coast MLS (last updated Thu 04/23/2026 12:05:24 AM EST) or Central Panhandle Association of Realtors (last updated Thu 04/23/2026 12:17:20 AM EST) or Beaches MLS (last updated Thu 04/23/2026 12:19:41 AM EST) or Naples MLS (last updated Wed 04/22/2026 11:40:20 PM EST) or Bright MLS (last updated Thu 04/23/2026 12:14:50 AM EST) or OneKey MLS (last updated Thu 04/23/2026 12:21:15 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: Rich's PA License #: RS337611 Lisa's PA License #: RS270728

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