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$295,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 3 Car Garage
  • Updated 11 hours ago
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There is so much potential for this 3 bedroom, 1 bath ranch, in need of a little updating, with attached carport located in Chester Harbor. There is a full unfinished basement and a 3 car detached garage all situated on 2 parcels that include 5 lots. Chester harbor offers water access to Rosin Creek.

Full Property Details for 107 Longfellow Dr

General

  • Price: $295,000
  • Taxes: $528 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDQA2016720
  • Updated: Today (4/3/2026)
  • Added to Site: Today

Interior

  • Rooms/Areas: Living Room, Bedroom 2, Bedroom 3, Kitchen, Basement, Bedroom 1, Laundry
  • Interior Features: Attic, Combination Kitchen/Dining, Floor Plan - Traditional
  • Appliances: Refrigerator, Stove
  • Flooring: Carpet, Vinyl

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Main & Up: 3

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Carport Spaces: 1
  • Total Spaces: 4
  • Parking Features: Paved Driveway
  • Parking Type: Attached Carport, Detached Garage
  • Garage Description: Garage - Rear Entry

Location

  • County: QUEEN ANNES
  • Subdivision: CHESTER HARBOR
  • Driving Directions: From Chestertown take 213 south. Make left onto Roundtop Road. Make left on Longfellow Drive. House on the corner of Longfellow and Roundtop.

School Information

  • School District: Queen Anne's County Public Schools

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Aluminum Siding
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Connecting Stairway, Outside Entrance, Unfinished
  • Foundation: Block
  • Roof: Architectural Shingle
  • Walls/Ceilings: Dry Wall, Paneled Walls
  • Windows: Storm
  • Doors: Storm
  • Stories Description: Main
  • Sq. Ft. Source: Assessor
  • Year Built: 1974
  • Year Built Source: Estimated
  • Property Condition: Average

Lot Features

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

Water Features

  • Water Front Type: Creek/Stream
  • Water Front Name: Rosin Creek

Financial Considerations

  • Assessment Year: 2026
  • County Tax: $528
  • County Tax Freq: Annually
  • Tax w/Assessment: $73,167
  • Tax Amount: $528
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Multiple Parcels: Yes
  • Section: 1

Listed by Doug Ashley Realtors, LLC, Douglas J Ashley

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Listing agent

— 107 Longfellow Dr —

  • Douglas J Ashley

    Doug Ashley 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 107 Longfellow Dr

School District:Queen Annes County Public Schools
NameGradesDistance
Church Hill Elementary School
631 Main Street, Church Hill, MD 21623
PK-45.1 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
9-1211.4 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 107 Longfellow Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/03/2026
Listed
$295,000
293.33%
MLS
5/10/2005
Sold
$75,000
—
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 107 Longfellow Dr

Year
Property Taxes
Change
Tax Assessment
Change
2023
$402
—
$56,000
14%
2023
$402
—
$49,333
16%
2023
$402
17%
$42,667
19%
2021
$345
—
$36,000
—
2020
$345
9%
$36,000
9%
2019
$317
10%
$33,067
10%
2018
$289
11%
$30,133
11%
2017
$261
—
$27,200
—
2016
$261
—
$27,200
—
2015
$261
-62%
$27,200
-62%
2014
$692
—
$72,100
—
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 107 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 Doug Ashley Realtors, LLC, Douglas J Ashley

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107 Longfellow Drive, Chestertown, MD 21620 (MLS# MDQA2016720) is a Single Family property with 3 bedrooms and 1 full bathroom. 107 Longfellow Drive is currently listed for $295,000 and was received on April 03, 2026. Want to learn more about 107 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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