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102 Oak Dr, 
Annapolis, MD 21403

$498,000


2

Beds


Bath


1,433

Sq Ft


Single Family

Pending

Listed by

Amy L Presley

Andrew Spagnolo

Samson Properties, 2406308689

Last updated:

April 21, 2026, 07:34 AM

MLS#

MDAA2141166

Source:

BRIGHTMLS

About This Home

102 Oak Dr

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.

Home Facts

Single Family

2 Bedrooms

Built in 1956

Price Summary

498,000

$347 per Sq. Ft.

MLS #:

MDAA2141166

Last Updated:

April 21, 2026, 07:34 AM

Added:

18 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Interior

Living Area:

1,433 Sq. Ft.


Structure

Structure

Architectural Style:

Split Level

Building Area:

1,433 Sq. Ft.

Year Built:

1956


Lot

Lot Size (Sq. Ft):

12,196


Finances & Disclosures

Finances

Price:

$498,000

Price per Sq. Ft:

$347 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.