Change Real Estate Presents:

154 Longfellow Drive
Chestertown MD 21620

For Sale: $299,000.00 Active Under Contract

List Date: 2026-03-13

Chestertown
3 bedrooms
1 bathrooms
1,408 build ft2
15,000 land ft2

About This Property

Located in the water-oriented community of Chester Harbor just outside of historic Chestertown, 154 Longfellow Drive offers the ideal blend of convenience and Eastern Shore living. This single-level home is situated on a cleared and fenced 0.34 acre-parcel and a voluntary HOA fee provides access to the community boat ramp and waterfront park. Less than a mile and a half from Route 213, enjoy efficient commuting and quick access to Chestertown, Church Hill, Centreville, Easton, and Kent Island. Inside the home, enjoy an updated full bath, a new HVAC system and well pump, a six year old septic system (flushed in 2025), as well as a large, partially finished basement - perfect for storage.

Listing Agent: Kaitlin Grace Stecklair. Cross Street Realtors LLC 410-708-5414 katie@csrealtors.com

Property Features

Location Information
County:
Subdivision: CHESTER HARBOR
Interior Features
Appliances:
Interior:
Laundry:
Furnished: None
Flooring:
Water: Private
Cooling: Central A/C
Heating: Heat Pump - Electric BackUp
Fireplaces: None
Windows:
Utilities:
Sewer: Private Septic Tank
Exterior Features
Year Built: 1975
Legal Subdivision: Chester Harbor
Subdivision Name: Chester Harbor
Association Fee: $30.00 (Annually)
Association Amenities: Boat Ramp
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Kaitlin Grace Stecklair. Cross Street Realtors LLC 410-708-5414 katie@csrealtors.com

Property Photos [Click to enlarge]

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