Properties We Own and Manage in Western Maryland and Beyond

Oak Trail Properties LLC maintains a growing portfolio of rental homes and investment properties across Frederick, Washington, and surrounding counties. Here is a look at what we own and manage in the communities we call home. 

Local Investment

Investing in the Community, One Property at a Time 

Oak Trail Properties LLC has been building and managing a portfolio of quality rental homes since 2017. Led by a 20-year Washington County resident and Frederick County educator, our properties reflect our commitment to providing clean, safe, and affordable housing. We buy, restore, and hold single-family and multi-unit properties across western Maryland and surrounding areas. Every property in our portfolio is a reflection of our mission to make neighborhoods nicer and give residents a home they are proud to live in. 

White two-story house with blue shutters and porch, on a sunny residential street

700 Chestnut Street Apartment 1, Hagerstown MD

Welcome to 700 Chestnut Street, Hagerstown! Built in 1912, this duplex includes first and second floor apartments. Updated in 2017, the first floor apartment includes 1 bedroom, 1 bathroom, central HVAC, fenced in yard, shed, and front porch.


This property is currently rented.

White two-story house with blue shutters and an exterior staircase on a sunny street.

700 Chestnut Street Apartment 2, Hagerstown MD

Welcome to 700 Chestnut Street, Hagerstown! Built in 1912, this duplex includes first and second floor apartments. Updated in 2017, the second floor apartment includes 1 bedroom, 1 bathroom, central HVAC, fenced in yard, shed, porch, and includes lots of natural light.


This property is currently rented.

Red brick two-story building with white-trimmed windows and a central doorway on a street corner.

14 Potomac Street Boonsboro, MD

Welcome to 14 Potomac Street, Boonsboro! Built in 1849, this duplex includes 2 bedrooms, 3 bathrooms, baseboard heating, and fenced in backyard. Updated with LVP flooring.


This property is currently rented.

Red brick two-story building with white-trimmed windows and a central doorway on a street corner.

16 Potomac Street Boonsboro, MD

Welcome to 16 Potomac Street, Boonsboro! Built in 1849, this brick duplex includes 4 bedrooms, 2 full bathrooms, heatpump, and fenced in backyard. This unit was completely rennovated in 2019.


This property is currently rented.

Snow-covered two-story house with a porch, windows, and a large tree in front

301 E Wilson Blvd, Hagerstown MD

Welcome to 301 East Wilson Blvd, Hagerstown! Built in 1880, this duplex includes 2 bedrooms, 1 bathroom, natural gas furnace, garage for storage, patio, backyard, and was updated in 2020.


This property is currently rented.

Front porch of a white two-story house with brown roof trim and hanging decor

1000 Rose Hill Avenue, Hagerstown MD

Welcome to 1000 Rose Hill Avenue, Hagerstown! Built in 1880, this duplex includes 2 bedrooms, 1 bathroom, natural gas furnace, and garage for storage. Renovated in 2024 to include updated bathroom, floors, and kitchen with stainless steel appliances.


This property is currently rented.

Brick suburban house with white trim, garage, and landscaped front yard under a clear blue sky

201 Green Fern Circle, Boonsboro MD

Welcome to 201 Green Fern Circle, Boonsboro! Built in 2006, this model unit townhome includes 3 bedrooms, 2 full and 2 half baths, propane forced heat, central a/c, raised deck off kitchen, and was recently updated with new interior paint.


This property is currently rented.

Small purple house with lit porch at sunset under a pink-orange sky.

Greensburg Road, Smithsburg MD

Our most recent flip, this property sold for $210K bringing a profit of $43,000.