Listing Courtesy of: BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Kristina Hyland
107 Oak Leaf Drive Chestertown, MD 21620
Coming Soon (2 Days)
$295,000 (USD)
OPEN HOUSE TIMES
-
OPENSun, Mar 112 noon - 2:00 pm
Description
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.PROFESSIONAL PICTURES TO COME!
MLS #:
MDKE2006114
MDKE2006114
Taxes
$3,521(2025)
$3,521(2025)
Lot Size
3,740 SQFT
3,740 SQFT
Type
Townhouse
Townhouse
Year Built
2004
2004
Style
Traditional
Traditional
School District
Kent County Public Schools
Kent County Public Schools
County
Kent County
Kent County
Listed By
Kristina Hyland, Coldwell Banker Chesapeake Real Estate Company
Source
BRIGHT IDX
Last checked Feb 18 2026 at 8:55 AM GMT+0000
BRIGHT IDX
Last checked Feb 18 2026 at 8:55 AM GMT+0000
Bathroom Details
- Full Bathrooms: 2
- Half Bathroom: 1
Interior Features
- Dishwasher
- Dryer
- Washer
- Refrigerator
- Water Heater
- Walls/Ceilings: High
- Combination Kitchen/Dining
- Kitchen - Eat-In
- Walls/Ceilings: Cathedral Ceilings
- Kitchen - Island
- Walls/Ceilings: Dry Wall
- Recessed Lighting
- Kitchen - Table Space
- Cooktop - Down Draft
- Stainless Steel Appliances
- Pantry
- Ceiling Fan(s)
- Primary Bath(s)
- Bathroom - Tub Shower
- Bathroom - Soaking Tub
- Bathroom - Stall Shower
- Bathroom - Walk-In Shower
Subdivision
- Oak Hollow
Lot Information
- Corner
- Level
- Adjoins - Open Space
Property Features
- Above Grade
- Below Grade
- Foundation: Slab
Heating and Cooling
- Heat Pump(s)
- Other
Homeowners Association Information
- Dues: $65
Flooring
- Hardwood
- Carpet
- Ceramic Tile
Exterior Features
- Brick
- Frame
- Vinyl Siding
- Concrete
- Stick Built
- Roof: Architectural Shingle
Utility Information
- Utilities: Propane
- Sewer: Public Sewer
- Fuel: Electric
Stories
- 3
Living Area
- 1,947 sqft
Listing Price History
Date
Event
Price
% Change
$ (+/-)
Feb 16, 2026
Price Changed
$295,000
-1%
-$3,000
Feb 12, 2026
Price Changed
$298,000
1%
$4,000
Location
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2/18/26 00:55
