154 Longfellow Drive Chestertown, MD $ 299,000
154 Longfellow Drive
$ 299,000
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154 Longfellow Drive

Chestertown, MD, 21620
$ 299,000
Bedrooms3 Baths1.0 Sq 1,408

Monthly Estimate*

$ 1,841

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Single Family Home for sale in Chestertown, MD

for $299,000 with 3 bedrooms and 1 full bath. This 1,408 square foot home was built in 1975 on a lot size of 0.34.

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.

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Single Family Contingent

Price

$ 299,000

Bedrooms

3

Full Bath

1

Property Type

Single Family

Taxes

$ 1,778

Style

Ranch/Rambler

Lot Size

0.34

Year Built

1975

Town/City

Chestertown

County/Region

Queen Annes

MLS | Web ID

MDQA2016250

Features
General
Living Area 1408
Sewer Private Septic Tank
Heating Heat Pump - Electric BackUp
Cooling Central A/C
Possession Immediate
Roof Shingle
Zoning NC-20
HOA Fee 30.00
Patio/Porch Features Deck(s)
Architectural Style Ranch/Rambler
Construction Materials Vinyl Siding
School District QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
Year Built 1975
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section 1
Accessibility None
Assoc Fee Paid Per Annually
County QUEEN ANNES
New Construction N
Property Type Residential
Association Amenities Boat Ramp
HOA Y
Subdivision Name CHESTER HARBOR
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 1
Status ACTIVE UNDER CONTRACT
Directions Take 213 to Kingstown and turn onto Round Top Rd. In 0.8 miles turn left onto Longfellow Dr. Property is on your right in 0.3 miles.
City CHESTERTOWN
Disclosures Lead Based Paint - Federal Lead Based Paint - State
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 15000.00
Tax Annual Amount 1778.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 283.14
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision CHESTER HARBOR
Tax Lot 71
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Interior
Heating Fuel Electric
Basement Partially Finished
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1056
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 352
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 1
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Exterior
Pool No Pool
Water Source Private
Type of Parking Driveway
Foundation Details Slab
Water View Y/N N
Lot Size Acres 0.34
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 127500.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 154
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* Excluded Features
List By
Cross Street Realtors Llc

Broker

katie@csrealtors.com

Email

Affordability Calculator

$1,989
Per Month
93%
7%
0%
Monthly Principal & Interest
$1,841
Monthly Property Taxes
$148
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534667 Elementary School
3535740 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/9/2026$299,000 -5.08% Price Down
2/24/2026$315,000 Listed Price

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154 Longfellow Drive, Chestertown, MD, 21620 is a Single Family Home for sale at $299,000 with 1,408 sqft and a lot size of 0.34. 154 Longfellow Drive has 3 bedrooms, 1.0 baths, and was built in 1975. The property's zip code is 21620 which is in Chestertown, MD