102 Oak Drive, Annapolis, MD 21403 - Photo 1

1/1

$498,000

Sold
Closed
Single Family
2 Beds
1,433 Sq. Ft.

1/1

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.

Full Property Details

Full Property Details for 102 Oak Dr

General

Sold For: $498,000
HOA FEE: $2/month
HOA FEE FREQ.: Annually
Taxes: $2,606 (2005)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDAA2141166
Added to Site: 102 day(s) ago

Interior

Number of Rooms: 10
Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Kitchen, Family Room, Bedroom 1, Laundry, Other, Utility Room, Attic
Interior Features: Kitchen - Table Space, Dining Area, Window Treatments, Wood Floors, Floor Plan - Open
Fireplace: Yes
Number of Fireplaces: 2
Fireplace(s): Screen
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Stove, Washer

Rooms

Bedrooms

Total Bedrooms: 2
Bedrooms Upper: 2
Bedrooms-Up2: 2

Additional Information

Shared Amenities: Beach, Common Grounds, Pool - Outdoor, Tot Lots/Playground
Shared Pool: Yes
Pool: Yes

Parking

Carport Spaces: 1
Total Spaces: 1
Parking Type: Off Street, Attached Carport

Location

County: ANNE ARUNDEL
Subdivision: HILLSMERE ESTATES
Driving Directions: Please use GPS

School Information

School District: Anne Arundel County Public Schools

Community

Association: Yes

Heating & Cooling

Cooling Type: Ceiling Fan(s), Other
Cooling Fuel: Electric
Heating Type: Other, Radiator
Heating Fuel: Oil
Water Heater: Oil

Utilities

Sewer: Public Sewer
Water: Other, Well

Structural Information

Architectural Style: Split Level
Structure Type: Detached
Construction: Other
Foundation: Block
Walls/Ceilings: Cathedral Ceilings, Other
Windows: Screens
Doors: Storm
Stories Description: Main, Upper 1, Upper 2
Square Feet: 1,433
Sq. Ft. Source: Estimated
Living Area: 1,433 Sq. Ft.
Finished Above Grnd: 1,433 Sq. Ft.
Year Built: 1956
Year Built Source: Estimated

Additional Structures

Other Structures: Shed

Lot Features

Property View: Trees/Woods
Lot Size (Acres): 0.28
Lot Size (Sq. Ft.): 12,412
Lot Size Source: Estimated
Street/Road Desc.: Black Top
Zoning: R2
Lot Description: Backs to Trees, Trees/Wooded
Fencing (Description): Rear

Financial Considerations

Price Per Sq. Ft.: $347.52
Association Fee: $20
Assoc Fee Freq.: Annually
Assessment Year: 2005
County Tax: $2,331
County Tax Freq: Annually
Tax w/Assessment: $349,840
Tax Amount: $2,606
Tax Year: 2005
Terms: Standard Sale

Disclosures and Reports

Ownership: Fee Simple
Section: 2
Lot Number: 8

Listed by Samson Properties, Amy L Presley and Samson Properties, Andrew Spagnolo
Sold by Long & Foster Real Estate, Inc., victoria Van Horne

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Listing agents

— 102 Oak Dr —

Amy L Presley

Samson Properties
Andrew Spagnolo

Samson Properties

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Schools

Schools serving 102 Oak Dr

School District:Anne Arundel County Public Schools

Name	Grades	Distance
Hillsmere Elementary School 3052 Arundel on the Bay Road, Annapolis, MD 21403	PK-5	0.3 mi
Annapolis Middle School 1399 Forest Drive, Annapolis, MD 21403	6-8	1.8 mi
Annapolis High School 2700 Riva Road, Annapolis, MD 21401	9-12	4.7 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 102 Oak Dr

Date

Details

Price

Change

Source

5/26/2026

Sold

$498,000

—

MLS

4/03/2026

Listed

$498,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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4
Beds
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4
Beds
4
Total Baths
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Sq. Ft.

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Beds
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Total Baths
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102 Oak Drive, Annapolis, MD 21403 (MLS# MDAA2141166) is a Single Family property that was sold at $498,000 on May 26, 2026. Want to learn more about 102 Oak Drive? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

102 Oak Dr Annapolis, MD 21403