A
Seller's Agent in 2026
Amy Presley
Samson Properties
(301) 526-7435
1 in this area
73 Total Sales
102 Oak Dr Annapolis, MD 21403
2
Beds
--
Bath
1,433
Sq Ft
0.28
Acres Lot
Highlights
- Beach
- View of Trees or Woods
- Wooded Lot
- Hillsmere Elementary School Rated 9+
- Open Floorplan
- Cathedral Ceiling
About This Home
As of May 2026Located 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.
Last Agent to Sell the Property
(240) 630-8689 amy@trustedestatepartners.com Samson Properties Brokerage Phone: 2406308689 License #672627 Listed on: 04/03/2026
Co-Listed By
(301) 760-2136 kara@samsonproperties.net Samson Properties Brokerage Phone: 2406308689 License #673008
Last Buyer's Agent
(703) 683-0400 vicki.vanhorne@longandfoster.com Long & Foster Real Estate, Inc. License #0225246467
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
- 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
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Closed on
Jun 6, 2006
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$84,000
Interest Rate
6.62%
Mortgage Type
Stand Alone Second
Purchase Details
Closed on
Jun 2, 2006
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$84,000
Interest Rate
6.62%
Mortgage Type
Stand Alone Second
Purchase Details
Closed on
Dec 2, 1994
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$139,826
Interest Rate
8.81%
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $420,000 | -- | |
| Deed | $420,000 | -- | |
| Deed | $140,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/26/2026 05/26/26 | Sold | $498,000 | 0.0% | $348 / Sq Ft |
| 04/18/2026 04/18/26 | Pending | -- | -- | -- |
| 04/03/2026 04/03/26 | For Sale | $498,000 | -- | $348 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
Source: Public Records
Agents Affiliated with this Home
-
Amy Presley
-
Andrew Spagnolo
Seller Co-Listing Agent in 2026
Andrew Spagnolo
Samson Properties
(240) 601-4431
1 in this area
75 Total Sales
-
Vicki Van Horne
V
Buyer's Agent in 2026
Vicki Van Horne
Long & Foster
(202) 368-7409
1 in this area
46 Total Sales
Map
Source: Bright MLS
MLS Number: MDAA2141166
APN: 02-412-09593700
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