Change Real Estate Presents:

107 Oak Leaf Drive
Chestertown MD 21620

Sold for $295,000.00 Closed

Close Date: 2026-03-31

Chestertown
3 bedrooms
3 bathrooms
1,947 build ft2
3,740 land ft2

About This Property

Desirable end-unit, 3-story townhome located in the heart of Chestertown, just moments from downtown and adjacent to the new YMCA. This well-maintained home features newer carpet and paint, a one-year-old stove (purchased new for $4,000), and a hot water heater just two years old. A newer full-size stackable washer and dryer adds convenience. Enjoy both sunrise and sunset views with an east-facing front that fills the home with beautiful morning light and a west-facing rear offering stunning evening sunsets. The balcony has been recently stained, and the first-floor patio has been thoughtfully converted into a deck with built-in wood flower boxes—perfect for outdoor enjoyment. The versatile first level offers flexible space ideal for a bedroom, office, or exercise room, complete with a gas fireplace and sliding door access to the deck. The garage includes a built-in loft, workbench, and shelving for added storage and functionality. Upstairs, the primary suite features a vaulted ceiling and a spacious en-suite bath with soaking tub and walk-in shower. A mature maple tree enhances the backyard setting, providing charm and seasonal beauty. Move-in ready and ideally located—this home offers comfort, updates, and convenience all in one.

Listing Agent: Kristina L Hyland. Coldwell Banker Chesapeake Real Estate Company 410-725-9225 kristina@cbchesapeake.com

Property Features

Location Information
County:
Subdivision: OAK HOLLOW
click to open map in a new window
Interior Features
Appliances: Cooktop - Down Draft, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliances, Washer, WaterHeater
Interior: Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Kitchen/Dining, Kitchen - Eat-In, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting
Laundry:
Furnished: None
Flooring: Carpet, CeramicTile, Hardwood
Water: Public
Cooling: Other
Heating: Heat Pump(s)
Fireplaces: 1
Windows:
Utilities: Propane
Sewer: Public Sewer
Exterior Features
Year Built: 2004
Legal Subdivision: Oakstreet, Llc
Subdivision Name: Oak Hollow
Exterior Features: Sidewalks, Street Lights, Other
Garage Spaces: 1.0
Association Fee: $65.00 (Monthly)
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Kristina L Hyland. Coldwell Banker Chesapeake Real Estate Company 410-725-9225 kristina@cbchesapeake.com

Property Photos [Click to enlarge]

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