Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 1-bathroom single family at 208 CENTRAL Drive in Chestertown, MD is listed for $299,000 ($267 per sqft). Built in 1978, the home offers 1,120 sqft of living space on a 0.55 acres lot.

Agent Description

Welcome to 208 Central Drive, located in the desirable Chester Harbor community just minutes from historic Chestertown. This charming 3-bedroom, 1-bath home offers a wonderful blend of comfort, convenience, and value. It sits on 3 lots totaling approximately 0.55 acres, surrounded by mature trees and landscaping.

Step inside to a bright, move-in-ready interior featuring brand-new wood flooring (2025) in the living room, hallway, and first bedroom. The home was thoughtfully updated with new lighting and ceiling fans throughout (2024-2025). The bathroom has been fully updated with a new tub/shower combination (2024), a stylish vanity, updated lighting and mirror (2024), a newer toilet (2023), and new flooring (2024).

The kitchen includes a reverse osmosis water filtration system (2023), a new water filter (February 2026), and a stove/oven that is approximately five years old. Major systems have also been addressed, including a new water heater (2025), septic system inspection and pumping (2025), and three new electric heating units (2023).

Outside, the expansive yard is a standout feature. Recently landscaped in 2024 and enhanced with fresh grass seed and treatment in 2025, the property offers plenty of space to enjoy. Outside includes a crab apple tree, a fig tree, a white pear tree, 2 white dogwood trees, and forsythia.

Brand new rear screen door (2026) and a newly installed rear fence (2025) enhance both privacy and functionality, creating an ideal setting for relaxing or entertaining. Set on a generous lot with thoughtful updates throughout, this property offers exceptional value in a prime location just minutes from historic Chestertown, shops, dining, and waterfront. Enjoy water access to Rosin Creek in the community, which adds to the home's appeal for outdoor enthusiasts.

Key Features

  • Built in 1978
  • 0.55 acre lot
  • 4 parking spaces

Property Details

1 story
1 full
4 spaces
1978

Amenities

A/C

Monthly Cost Estimate

$1,599/mo

20% down · 6.5% · 30 years

Principal$216
Interest$1,296
Insurance$87

Estimates only. Actual payments may vary.

Location

208 CENTRAL Drive

Chestertown, MD 21620

CHESTER HARBOR

Features & Amenities

Interior Features

AtticBathroom - Tub ShowerCombination Kitchen/DiningCombination Kitchen/LivingDining AreaEntry Level BedroomFamily Room Off KitchenFloor Plan - TraditionalKitchen - Table SpaceKitchen - Eat-In

Property Details

Construction

Aluminum Siding

Parking

DrivewayOff StreetOn Street

Heating

Other (Heating)

Cooling

Window Unit(s)

Appliances

RefrigeratorStove

Questions & Answers

This 3-bedroom, 1-bathroom single family at 208 CENTRAL Drive is listed at $299,000 ($267/sqft). The estimated monthly payment is $1,296 based on 20% down at 6.5% interest.

Key features include: Built in 1978, 0.55 acre lot, 4 parking spaces. Interior Features: Attic, Bathroom - Tub Shower, Combination Kitchen/Dining.

This property is listed by Jennifer L. Pogoda and can be reached at 5712187889 or jennifer.pogoda@redfin.com.

JP

Jennifer L. Pogoda

Agent at Redfin Corp

(571) 218-7889

Listed by Redfin Corp · View on Broker Site

MLS# MDQA2016836· Source: listhub· Updated 47 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

208 CENTRAL Drive, Chestertown, MD 21620

Open this listing in: