108 Oak Leaf Dr, Chestertown, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate Premier
Upcoming open houses
- Sat, Apr 2511:00 am - 01:00 pm
Listed by: grace m crockett
Office: doug ashley realtors, llc.
MLS#:MDKE2006224
Source:BRIGHTMLS
Price summary
- Price:$299,500
- Price per sq. ft.:$160.42
- Monthly HOA dues:$65
About this home
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....
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Home facts
- Year built:2004
- Listing ID #:MDKE2006224
- Added:8 day(s) ago
- Updated:April 24, 2026 at 01:42 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Flooring:Carpet, Ceramic Tile, Hardwood
- Dining Description:Combination Kitchen/Dining
- Kitchen Description:Carpet, Cooktop, Crown Moldings, Dishwasher, Icemaker, Kitchen - Eat-In, Kitchen - Table Space, Microwave, Oven - Single, Pantry, Refrigerator, Stainless Steel Appliances, Upgraded Countertops, Water Heater
- Bedroom Description:Carpet
- Living area:1,867 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Heat Pump(s)
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Architectural Shingle
- Year built:2004
- Building area:1,867 sq. ft.
- Lot area:0.08 Acres
- Architectural Style:Traditional
- Construction Materials:Block, Blown-In Insulation, Brick, Concrete, Stick Built, Vinyl Siding
- Exterior Features:Deck(s), Exterior Lighting, Sidewalks, Street Lights
- Foundation Description:Block
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$299,500
- Price per sq. ft.:$160.42
- Tax amount:$3,282 (2025)
Features and amenities
- Laundry features:Dryer - Front Loading, Washer - Front Loading
- Amenities:Carpet, Ceiling Fan(s), Crown Moldings, Curved Staircase, Sprinkler System
Parking
- Parking description:Additional Storage Area, Attached Garage, Concrete Driveway, Garage - Front Entry, Garage Door Opener, Inside Access, Oversized
- Garage:Yes
- Garage spaces:1
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