102 Oak Dr Annapolis, MD 21403
Estimated payment $2,859/month
Highlights
- Beach
- View of Trees or Woods
- Wooded Lot
- Hillsmere Elementary School Rated 9+
- Open Floorplan
- Cathedral Ceiling
About This Home
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 Agent
(240) 630-8689 amy@trustedestatepartners.com Samson Properties Brokerage Phone: 2406308689 License #672627 Listed on: 04/03/2026
Co-Listing Agent
(301) 760-2136 kara@samsonproperties.net Samson Properties Brokerage Phone: 2406308689 License #673008
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,607
Year Built
- Built in 1956
Lot Details
- 12,412 Sq Ft Lot
- Back Yard Fenced
- Wooded Lot
- Backs to Trees or Woods
- Property is zoned R2
HOA Fees
- $2 Monthly HOA Fees
Home Design
- Split Level Home
- Block Foundation
Interior Spaces
- 2 Bedrooms
- 1,433 Sq Ft Home
- Property has 2 Levels
- Open Floorplan
- Cathedral Ceiling
- Ceiling Fan
- 2 Fireplaces
- Screen For Fireplace
- Window Treatments
- Window Screens
- Family Room
- Living Room
- Dining Room
- Utility Room
- Wood Flooring
- Views of Woods
- Storm Doors
- Attic
Kitchen
- Eat-In Kitchen
- Stove
- Dishwasher
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 1 Parking Space
- 1 Attached Carport Space
- Off-Street Parking
Outdoor Features
- Shed
Utilities
- Cooling Available
- Radiator
- Heating System Uses Oil
- Well
- Oil Water Heater
Listing and Financial Details
- Tax Lot 8
- Assessor Parcel Number 020241209593700
- $108 Front Foot Fee per year
Community Details
Overview
- Hillsmere Estates Subdivision
Amenities
- Common Area
Recreation
- Beach
- Community Playground
- Community Pool
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,665 | $378,667 | -- | -- |
| 2024 | $4,665 | $364,133 | $0 | $0 |
| 2023 | $4,540 | $349,600 | $245,200 | $104,400 |
| 2022 | $4,314 | $347,800 | $0 | $0 |
| 2020 | $4,237 | $344,200 | $245,200 | $99,000 |
| 2019 | $8,098 | $335,133 | $0 | $0 |
| 2018 | $3,306 | $326,067 | $0 | $0 |
| 2017 | $3,862 | $317,000 | $0 | $0 |
| 2016 | -- | $303,133 | $0 | $0 |
| 2015 | -- | $289,267 | $0 | $0 |
| 2014 | -- | $275,400 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/18/2026 04/18/26 | Pending | -- | -- | -- |
| 04/03/2026 04/03/26 | For Sale | $498,000 | -- | $348 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $420,000 | -- | |
| Deed | $420,000 | -- | |
| Deed | $140,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $84,000 | Stand Alone Second | |
| Open | $336,000 | Purchase Money Mortgage | |
| Closed | $336,000 | Purchase Money Mortgage | |
| Previous Owner | $139,826 | No Value Available |
Source: Bright MLS
MLS Number: MDAA2141166
APN: 02-412-09593700
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