Pending
3D Tour3D Tour
Sale Pending at 108 Oak Leaf Dr, Chestertown, MD 21620 | MLS# MDKE2006224 | Listing updated on 2026-05-04
Photo 1 of Sale Pending at 108 Oak Leaf Dr, Chestertown, MD 21620 | MLS# MDKE2006224 | Listing updated on 2026-05-04
Photo 2 of Sale Pending at 108 Oak Leaf Dr, Chestertown, MD 21620 | MLS# MDKE2006224 | Listing updated on 2026-05-04
Photo 3 of Sale Pending at 108 Oak Leaf Dr, Chestertown, MD 21620 | MLS# MDKE2006224 | Listing updated on 2026-05-04
Photo 4 of Sale Pending at 108 Oak Leaf Dr, Chestertown, MD 21620 | MLS# MDKE2006224 | Listing updated on 2026-05-04
35+
Beds Icon

Virtual Tour

Beds Icon

Street View

$299,500

Monthly Est:$1,491

  • Beds Icon2 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,867sqft

108 Oak Leaf Dr, Chestertown, MD 21620

$1,491/moEst:

Get Pre-Approved

  • Townhouse

  • Built in 2004

  • $65/mo HOA

  • 3,672 sqft lot

  • $160/sq.ft

Description

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 take...

Continue Reading
  • Houzeo last checked: 14 minutes ago
  • Listing updated: May 4, 2026 at 11:15 pm
  • Listing Provided by: Grace M Crockett (410) 708-5615 | Doug Ashley Realtors, LLC (410) 810-0010
  • Source: Bright MLS-NJ | MLS#: MDKE2006224 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Townhouse

  • No. of Stories

    -

  • County

    Kent Md County

  • City

    Chestertown

  • Neighborhood

    --

  • Year Built

    2004

  • HOA Fees

    $65/mo

  • Finished Area

    1,867 sqft

  • Lot Size

    3,672 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDKE2006224

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    19

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

HOA Management

N/A

HOA Fees

$65/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 3

Interior

  • Exterior Features

    Sidewalks, Street Lights, Other, Exterior Lighting

  • Flooring

    Carpet, Ceramic Tile, Hardwood

  • Interior Features

    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

  • Sewer

    Public Sewer

  • Cooling

    Ceiling Fan(s), Heat Pump(s)

  • Heating

    Heat Pump(s)

  • Appliances

    Cooktop, Dishwasher, Dryer Front Loading, Icemaker, Microwave, Oven Single, Refrigerator, Stainless Steel Appliances, Washer Front Loading, Water Heater

Construction

  • Year Built

    Year Built: 2004

  • Home type

    Townhouse

  • Foundation Details

    Block

  • Property Condition

    Excellent

  • Architectural Style

    Traditional

  • Construction Materials

    Brick, Block, Concrete, Vinyl Siding, Stick Built, Blown In Insulation

  • Roof

    Architectural Shingle

Utilities & Energy

  • Water Source

    Public

  • Parking Features

    Concrete Driveway

Other Features

  • Subdivision Name

    Oak Hollow

  • Patio And Porch Features

    Deck

Price History

DateEventPrice

05/04/2026

Source: mls_logoBright MLS-NJ #MDKE2006224

Pending

$299,500

$160/sqft

04/16/2026

Source: mls_logoBright MLS-NJ #MDKE2006224

Listed for Sale

$299,500

$160/sqft

Based on information from Bright MLS through Sep 19, 2026, 04:00PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

Advertising Broker: Joe Hawkins | Hawkins Real Estate Company, LLC

Click to see all homes
static map image
Satellite
Close IconHouzeo

Do Real Estate on the Go!

For Sale
Price
Beds & Baths
Home Type
Filters
Save Search Share