USAMDChestertownOak Hollow107 Oak Leaf Dr
107 Oak Leaf Dr | Image 1
107 Oak Leaf Dr | Image 2
107 Oak Leaf Dr | Image 3
107 Oak Leaf Dr | Image 4
107 Oak Leaf Dr | Image 5
107 Oak Leaf Dr | Image 6
107 Oak Leaf Dr | Image 7

$295,000

For Sale

20 days ago

107 Oak Leaf Dr, Chestertown, MD

Townhouse

MLS® MDKE2006114

3 Bed

3 Bath

1947 sqft

--

  • Key Facts
  • Description
  • Map

Key Facts

Type Townhouse
Levels Residential
Size 1947 sqft
Garage Yes
Taxes $3,521
Days Active 20
Lot Size 0.09 acres
Approx. Age 2004
Avg. Price Per Sqft $151
MLS® Number MDKE2006114

Property Address: 107 Oak Leaf Dr, CHESTERTOWN, MD, 21620-1180

Average square foot calculated using Size range provided by listing agent.

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.
MLS® NumberMDKE2006114
Laundry Level
Central VacNo
FireplaceNo
Acreage0.09
Exterior
GarageYes
Approx. Age2004
Basement
DrivewayAttached Garage, Driveway
Garage Spaces1
Heat
A/C
Heating Fuel

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 12, 2026List Date
$295,000List Price
  • Commute

Commute

Starting Address
Destination Address
107 Oak Leaf Dr, CHESTERTOWN, MD

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Explore eXpFind an AgentJoin eXpInvestor RelationsCompany CareersHome Guides
eXp LifeZoocasaSUCCESS®SUCCESS® LendingeXp RevenoseXp CommercialeXp LuxuryeXp Land and RanchAccessibility
Terms and ConditionsPrivacy Rights RequestPrivacy PolicyCookie PolicyBrand GuidelinesHelpSitemap

2219 Rimland Drive, Suite 301, Bellingham, Washington, 98226

1 833-303-0610

[email protected]

eXp REALTY

© 2024 eXp Realty. eXp World Holdings, Inc. All Rights Reserved.

DMCA Notice

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply

Fair Housing and Reasonable Accommodations

MLS Compliance Statements

Karen Richards - Designated Managing Broker, Broker Operations - TX

Texas Real Estate Commission information about brokerage services

Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations.The Fair Housing Notice →

*Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H.Learn More →

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny - Designated Broker

eXp Realty of Southern California, Inc. | CA DRE#01325837 | Jason Crawford – Designated Broker

eXp Realty of Greater Los Angeles, Inc. | CA DRE# 01240990 | Mike Mendibles - Designated Broker

eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas - Designated Broker

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved