107 Longfellow Drive, Chestertown, MD 21620 - Photo 1

1/1

$278,500

Sold
Closed
Single Family
3 Beds
1 Full Bath
3 Car Garage
Updated 1 day ago

1/1

Property Description

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

Full Property Details for 107 Longfellow Dr

General

Sold For: $278,500
Taxes: $528 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDQA2016720
Added to Site: 46 day(s) ago

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
Terms: Standard Sale

Disclosures and Reports

Ownership: Fee Simple
Multiple Parcels: Yes
Section: 1

Listed by Doug Ashley Realtors, LLC, Douglas J Ashley
Sold by Lofgren-Sargent Real Estate, Arian Sargent Lucas

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Listing agent

— 107 Longfellow Dr —

Douglas J Ashley

Doug Ashley Realtors, LLC

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Schools

Schools serving 107 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	5.1 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	11.4 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

Date

Details

Price

Change

Source

5/14/2026

Sold

$278,500

-5.59%

MLS

4/03/2026

Listed

$295,000

—

MLS

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

11200 Boyer Ln, Worton, MD 21678 - Photo 1

Just Listed

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Lots/Land
Active
Updated 5 days ago

2
Acres

Listed by Chesapeake Real Estate Associates, LLC, Maryn J. LeClair

22300 Frazier Rd, Rock Hall, MD 21661 - Photo 1

Just Listed

$447,000

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Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
2,556
Sq. Ft.

Listed by Cross Street Realtors LLC, Chris Kendall and Cross Street Realtors LLC, Jody Baker

21190 Green Ln, Rock Hall, MD 21661 - Photo 1

Just Listed

$850,000

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Lots/Land
Active
Updated 4 days ago

10.4
Acres

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337 Roe Ingleside Rd, Centreville, MD 21617 - Photo 1

Just Listed

$649,000

337 Roe Ingleside Rd Centreville, MD 21617

Single Family
Active
Updated 2 days ago

4
Beds
3
Total Baths
3,216
Sq. Ft.

Listed by Taylor Properties, Brenda K Fornos

11167 Oak Ln, Worton, MD 21678 - Photo 1

Price Reduced

-$10,500 (-3.51%)

$288,500

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Single Family
Active
Updated 3 days ago

3
Beds
1
Total Bath
960
Sq. Ft.

Listed by Chesapeake Real Estate Associates, LLC, Martine H McGinty

136 Condor Ct, Church Hill, MD 21623 - Photo 1

Price Reduced

-$2,500 (-1.82%)

$135,000

136 Condor Ct Church Hill, MD 21623

Lots/Land
Active
Updated 4 days ago

1
Acres

Listed by RE/MAX One, Barbara Best

26663 Maple Ave, Still Pond, MD 21667 - Photo 1

Price Reduced

-$19,900 (-7.37%)

$250,000

26663 Maple Ave Still Pond, MD 21667

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,440
Sq. Ft.

Listed by Real Estate Consultants, Aaron G Butler

209 3rd St, Crumpton, MD 21628 - Photo 1

Price Reduced

-$112,500 (-25%)

$337,500

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Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
1,250
Sq. Ft.

Listed by EXP Realty, LLC, Antoinette A. Brooks

213 Central Dr, Chestertown, MD 21620 - Photo 1

Sold

$317,000

213 Central Dr Chestertown, MD 21620

Single Family
Closed

3
Beds
2
Total Baths
1,232
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Peter D Heller
Sold by Chesapeake Real Estate Associates, LLC, Erin Anderson

119 Darden Rd, Chestertown, MD 21620 - Photo 1

Sold

$270,000

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Single Family
Closed

3
Beds
2
Total Baths
1,424
Sq. Ft.

Listed by Compass, Solomon Zaldivar
Sold by Clark & Co Realty, LLC, Karen T Clark

112 Metcalf Rd, Chestertown, MD 21620 - Photo 1

Sold

$250,000

112 Metcalf Rd Chestertown, MD 21620

Townhouse
Closed

3
Beds
2
Total Baths
1,280
Sq. Ft.

Listed by Rosendale Realty, April L Heim
Sold by Chesapeake Real Estate Associates, LLC, Maryn J. LeClair

101 Metcalf Rd, Chestertown, MD 21620 - Photo 1

Sold

$264,900

101 Metcalf Rd Chestertown, MD 21620

Townhouse
Closed

3
Beds
2
Total Baths
1,280
Sq. Ft.

Listed by Real Broker, LLC, David J. J Moore
Sold by Chesapeake Real Estate Associates, LLC, Erin Anderson

107 Longfellow Drive, Chestertown, MD 21620 (MLS# MDQA2016720) is a Single Family property that was sold at $278,500 on May 14, 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.

107 Longfellow Dr Chestertown, MD 21620