154 Longfellow Drive, Chestertown, MD 21620 - Photo 1

1/1

$300,000

Sold
Closed
Single Family
3 Beds
1 Full Bath
2,112 Sq. Ft.
Updated 6 days ago

1/1

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.

Full Property Details

Full Property Details for 154 Longfellow Dr

General

Sold For: $300,000
HOA FEE: $3/month
HOA FEE FREQ.: Annually
Taxes: $1,778 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDQA2016250
Added to Site: 83 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 3
Bedrooms Main & Up: 3

Additional Information

Shared Amenities: Boat Ramp

Exterior

Porch/Patio/Deck: Deck(s)

Parking

Parking Type: Driveway

Location

County: QUEEN ANNES
Subdivision: CHESTER HARBOR
Driving 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.

School Information

School District: Queen Anne's County Public Schools

Community

Association: Yes

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric
Heating Type: Heat Pump - Electric BackUp
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Private Septic Tank
Water: Private

Structural Information

Architectural Style: Ranch/Rambler
Structure Type: Detached
Construction: Vinyl Siding
Basement: Yes
Basement Desc.: Partially Finished
Foundation: Slab
Roof: Shingle
Stories Description: Main
Square Feet: 2,112
Sq. Ft. Source: Assessor
Living Area: 1,408 Sq. Ft.
Finished Above Grnd: 1,056 Sq. Ft.
Finished Below Grnd: 352 Sq. Ft.
Year Built: 1975
Year Built Source: Assessor

Additional Structures

Other Structures: Shed

Lot Features

Lot Size (Acres): 0.34
Lot Size (Sq. Ft.): 15,000
Lot Size Source: Assessor
Zoning: NC-20

Financial Considerations

Price Per Sq. Ft.: $283.14
Association Fee: $30
Assoc Fee Freq.: Annually
Assessment Year: 2026
County Tax: $1,778
County Tax Freq: Annually
Tax w/Assessment: $211,200
Tax Amount: $1,778
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1408

Disclosures and Reports

Ownership: Fee Simple
Section: 1
Lot Number: 71

Listed by Cross Street Realtors LLC, Kaitlin Grace Stecklair
Sold by CR Realty, Candice Santoro

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Listing agent

— 154 Longfellow Dr —

Kaitlin Grace Stecklair

Cross Street Realtors LLC

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Schools

Schools serving 154 Longfellow Dr

School District:Queen Annes County Public Schools

Name	Grades	Distance
Church Hill Elementary School 631 Main Street, Church Hill, MD 21623	PK-4	5.3 mi
Sudlersville Middle School 600 Charles Street, Sudlersville, MD 21668	5-8	10 mi
Queen Anne's County High School 125 Ruthsburg Road, Centreville, MD 21617	9-12	11.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 154 Longfellow Dr

Date

Details

Price

Change

Source

5/27/2026

Sold

$300,000

0.33%

MLS

4/09/2026

Price Reduced

$299,000

-5.08%

MLS

3/13/2026

Listed

$315,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Beds
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Beds
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Total Baths
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Sq. Ft.

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Total Bath

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Beds
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Sq. Ft.

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Beds
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Total Baths
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Sq. Ft.

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154 Longfellow Drive, Chestertown, MD 21620 (MLS# MDQA2016250) is a Single Family property that was sold at $300,000 on May 27, 2026. Want to learn more about 154 Longfellow Drive? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

154 Longfellow Dr Chestertown, MD 21620