Change Real Estate Presents:

108 Oak Leaf Drive
Chestertown MD 21620

For Sale: $299,500.00 Active

List Date: 2026-04-16

Open House: Apr 25, 2026 at 11:00 AM to 01:00 PM
Chestertown
2 bedrooms
3 bathrooms
1,867 build ft2
3,672 land ft2

About This Property

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.

Listing Agent: Grace M Crockett. Doug Ashley Realtors, LLC 410-708-5615 crockettgm@ymail.com

Virtual Tours / Videos

https://thru-the-lens-ivuf.view.property/2381363?idx=1

Property Features

Location Information
County:
Subdivision: OAK HOLLOW
click to open map in a new window
Interior Features
Appliances: Cooktop, Dishwasher, Dryer - Front Loading, Icemaker, Microwave, Oven - Single, Refrigerator, Stainless Steel Appliances, Washer - Front Loading, WaterHeater
Interior: Bathroom - Stall Shower, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Combination Kitchen/Dining, Crown Moldings, Curved Staircase, Kitchen - Eat-In, Kitchen - Table Space, Pantry, Sprinkler System, Upgraded Countertops, Other
Laundry:
Furnished: None
Flooring: Carpet, CeramicTile, Hardwood
Water: Public
Cooling: Ceiling Fan(s), Heat Pump(s)
Heating: Heat Pump(s)
Fireplaces: None
Windows:
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Living Room
Features: Flooring - HardWood
Level: Main
Room Type: Kitchen
Features: Cathedral/Vaulted Ceiling, Countertop(s) - Granite, Balcony Access, Dining Area, Flooring - Ceramic Tile, Island, Kitchen - Electric Cooking, Lighting - Ceiling, Lighting - Pendants, Pantry
Level: Main
Room Type: Bonus Room
Level: Lower 1
Room Type: Other
Level: Lower 1
Exterior Features
Year Built: 2004
Legal Subdivision: Oakstreet, Llc
Subdivision Name: Oak Hollow
Exterior Features: Sidewalks, Street Lights, Other, Exterior Lighting
Parking: Concrete Driveway
Garage Spaces: 1.0
Association Fee: $65.00 (Monthly)
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Grace M Crockett. Doug Ashley Realtors, LLC 410-708-5615 crockettgm@ymail.com

Property Photos [Click to enlarge]

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