108 Oak Leaf Dr, Chestertown, MD 21620

Local realty services provided by:CENTURY 21 The Real Estate Store
108 Oak Leaf Dr,Chestertown, MD 21620
$299,500
  • 2 Beds
  • 3 Baths
  • 1,867 sq. ft.
  • Townhouse
  • Active
Upcoming open houses
  • Sat, Apr 25
    11:00 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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

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