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$315,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 2,112 Sq. Ft.
  • Updated 1 day ago
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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 for 154 Longfellow Dr

General

  • Price: $315,000
  • HOA FEE: $3/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,778 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDQA2016250
  • Updated: 2/24/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 3/14/2026

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.: $298.3
  • 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
  • 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

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Listing agent

— 154 Longfellow Dr —

  • Kaitlin Grace Stecklair

    Cross Street Realtors LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 154 Longfellow Dr

School District:Queen Annes County Public Schools
NameGradesDistance
Church Hill Elementary School
631 Main Street, Church Hill, MD 21623
PK-45.3 mi
Sudlersville Middle School
600 Charles Street, Sudlersville, MD 21668
5-810 mi
Queen Anne's County High School
125 Ruthsburg Road, Centreville, MD 21617
9-1211.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 154 Longfellow Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/24/2026
Listed
$315,000
70.27%
MLS
1/10/2020
Sold
$185,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 154 Longfellow Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
$1,542
—
$188,800
7%
2023
$1,542
—
$176,233
8%
2023
$1,542
7%
$163,667
14%
2021
$1,443
2%
$144,167
2%
2020
$1,409
—
$140,700
—
2019
$1,409
—
$140,700
—
2018
$1,409
-2%
$140,700
-2%
2017
$1,438
—
$143,700
—
2016
$1,438
—
$143,700
—
2015
$1,438
-10%
$143,700
-11%
2014
$1,605
—
$161,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 154 Longfellow Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Cross Street Realtors LLC, Kaitlin Grace Stecklair

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154 Longfellow Drive, Chestertown, MD 21620 (MLS# MDQA2016250) is a Single Family property with 3 bedrooms and 1 full bathroom. 154 Longfellow Drive is currently listed for $315,000 and was received on February 24, 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.

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