154 Longfellow Drive, Chestertown, MD 21620

$299,000
  • 154 Longfellow Drive, Chestertown, MD 21620 Main Photo

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ACTIVE Price Reduced by $16,000 on April 9th, 2026
BEDS3 BATHS1 full SQUARE FEET1,408 MLS#MDQA2016250
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONCHESTER HARBOR SCHOOLQUEEN ANNES COUNTY PUBLIC SCHOOLS

Property Description

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.

154 Longfellow Drive | MLS# MDQA2016250

This single family home located at 154 Longfellow Drive, Chestertown, MD 21620 is currently listed for sale with an asking price of $299,000. This property was built in 1975 and has 3 bedrooms and 1 full baths with 1408 sq. ft. Longfellow Drive is located in the CHESTER HARBOR subdivision within the QUEEN ANNES COUNTY PUBLIC SCHOOLS school district. Search CHESTER HARBOR real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Basement: Partially Finished
Basement: Yes
Cooling: Central A/C
Fuel Type: Electric
Heating: Heat Pump - Electric BackUp
Home Style: Ranch/Rambler
Lot Size: 0.34 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $1,778
Year Built: 1975

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Community Amenities: Boat Ramp
Days on Site: 46
Exterior: Vinyl Siding
HOA Fee: $30.00/Annually
Lot Dimensions: 0.34 Acre(S)
Sewer: Private Septic Tank
SQFT Above Finished: 1056
SQFT Below Finished: 352
SQFT Total Finished: 1408
Structure Type: Detached
Water: Private

Local Schools

School District: QUEEN ANNES COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Cross Street Realtors LLC
Agency Phone: 4107783779

Shown By

Agency Title: RealtyMark
Agency Phone: 888-240-0600

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Estimated Payment

$ 900.82 per month $665.44 Principal & Interest $148.17 Property Tax $87.21 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 04/11/2026. The listing information on this page last changed on 04/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/11/2026 12:23:59 AM EST) or Stellar MLS (last updated Sat 04/11/2026 12:14:09 AM EST) or GSMLS (last updated Fri 04/10/2026 11:54:09 PM EST) or Emerald Coast MLS (last updated Sat 04/11/2026 12:05:32 AM EST) or Central Panhandle Association of Realtors (last updated Sat 04/11/2026 12:17:20 AM EST) or Beaches MLS (last updated Sat 04/11/2026 12:17:46 AM EST) or Naples MLS (last updated Fri 04/10/2026 11:41:10 PM EST) or Bright MLS (last updated Sat 04/11/2026 12:13:51 AM EST) or OneKey MLS (last updated Sat 04/11/2026 12:21:11 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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