Save
Ask
Tour
Hide
Share
$299,500
New Listing

108 OAK LEAF DRIVE
CHESTERTOWN, MD 21620

For Sale|Townhouse|Active
2
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,867
SqFt
$160
/SqFt
2004
Built
Subdivision:
OAK HOLLOW
County:
KENT
Listing courtesy of Doug Ashley Realtors, LLC
Call Now: (717) 398-8793
Is this the listing for you? We can help make it yours.
(717) 398-8793
Upcoming Open Houses
Sat, Apr 25, 11:00 AM - 1:00 PM
108 OAK LEAF DRIVE108 OAK LEAF DRIVE108 OAK LEAF DRIVE108 OAK LEAF DRIVE
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$1,366
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

This beautifully maintained end-unit townhome, owned by its original owner, has been meticulously cared for and is now ready for its next chapter. The end-unit location provides additional natural light, creating a bright and inviting atmosphere throughout. The home has been freshly painted and features brand-new carpeting, while the ceramic tile and hardwood flooring in other areas are in excellent condition. The kitchen is equipped with a full set of newer appliances, offering both style and reliability, and the home also includes a newer washer and dryer—giving you the convenience of updated, move-in ready essentials from day one. Major systems have already been taken care of, including a new heating and cooling system (inside and out), a new hot water heater, and a newer roof and shutters. A flexible bonus room on the ground level currently houses the washer and dryer and can easily serve as a home office, TV room, or additional living space—whatever suits your needs. There is also an additional washer and dryer hookup on the upper level if preferred. Step out from the kitchen onto a private balcony, perfect for relaxing or entertaining. Truly move-in ready, this home offers a clean slate to make your own, along with the peace of mind that comes from years of thoughtful maintenance—making it feel like the perfect townhome.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$299,500
Days On Site 
0 Days
Bedrooms 
2
Inside Area (SqFt) 
1,867 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.08 Acres
Year Built 
2004
MLS® Number 
MDKE2006224
Status 
Active
Property Tax 
$3,282
HOA/Condo/Coop Fees 
$65 monthly
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
4 hours agoListing updated with changes from the MLS®
5 hours agoListing first seen on site
General Features
Acres 
0.08
Attached Garage 
Yes
Foundation 
Block
Garage 
Yes
Garage Spaces 
1
Levels 
Three Or More
Parking 
OversizedGarage Door OpenerConcreteGarageDrivewayOtherInside EntranceAttached
Parking Spaces 
3
Pets 
Cats OKDogs OKYes
Property Sub Type 
Townhouse
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
1867
SqFt Total 
1867
Style 
Traditional
Water Source 
Public
Zoning 
R3/R4
Interior Features
Appliances 
OvenWasherElectric Water HeaterCooktopDishwasherIce MakerMicrowaveRefrigeratorStainless Steel Appliance(s)Water Heater
Cooling 
Heat PumpCeiling Fan(s)Electric
Flooring 
CarpetCeramic TileHardwood
Heating 
ElectricHeat Pump
Interior 
Eat-in KitchenCeiling Fan(s)PantryOtherCrown Molding
Bonus Room 
Kitchen 
Level - MainFeatures - Pantry
Living Room 
Level - Main
Other 
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
BrickBlockConcreteVinyl SidingBlown-In Insulation
Exterior 
OtherLighting
Patio And Porch 
Deck
Pool Features 
None
Roof 
Shingle
Community Features
Association Dues 
65
Community Features 
SidewalksStreet Lights
HOA Fee Frequency 
Monthly
School District 
KENT COUNTY PUBLIC SCHOOLS
Schools
School District
KENT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Doug Ashley Realtors, LLC



The real estate listing information is 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 consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share