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.
Sold for $300,000
$300,000
154 Longfellow Dr, Chestertown, MD 21620
3beds
1,408sqft
Single Family Residence
Built in 1975
0.34 Acres Lot
$301,100 Zestimate®
$213/sqft
$2,172 Estimated rent
Home value
$301,100
Estimated sales range
Not available
$2,172/mo
Zestimate® history
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$1,837/mo
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List your homeWhat's special
Single-level homeNew hvac systemLarge partially finished basement
Zillow last checked:
Listing updated:
Listed by:
Katie Stecklair 410-708-5414,
Cross Street Realtors LLC
Bought with:
Candice Santoro, RB-0031444
CR Realty
Source: Bright MLS,MLS#: MDQA2016250
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 3
Basement
- Area: 1056
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Basement: Partially Finished
- Has fireplace: No
Interior area
- Total structure area: 2,112
- Total interior livable area: 1,408 sqft
- Finished area above ground: 1,056
- Finished area below ground: 352
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck
- Pool features: None
Lot
- Size: 0.34 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1802001993
- Zoning: NC-20
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1975
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Private
Community & neighborhood
Location
- Region: Chestertown
- Subdivision: Chester Harbor
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $30 annually
- Amenities included: Boat Ramp
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2026 | Sold | $300,000+0.3%$213/sqft |
Source:  Bright MLS #MDQA2016250 Report a problem | ||
| 4/15/2026 | Contingent | $299,000$212/sqft |
Source: Bright MLS #MDQA2016250 Report a problem | ||
| 4/9/2026 | Price change | $299,000-5.1%$212/sqft |
Source: Bright MLS #MDQA2016250 Report a problem | ||
| 3/13/2026 | Listed for sale | $315,000+70.3%$224/sqft |
Source: Bright MLS #MDQA2016250 Report a problem | ||
| 1/14/2020 | Sold | $185,000+24.6%$131/sqft |
Source: Public Record Report a problem | ||
| 3/13/2011 | Listing removed | $148,500$105/sqft |
Source: Wyble Enterprises #QA7424338 Report a problem | ||
| 2/14/2011 | Price change | $148,500-15.1%$105/sqft |
Source: Wyble Enterprises #QA7424338 Report a problem | ||
| 5/7/2010 | Price change | $175,000-5.4%$124/sqft |
Source: BIRDVIEW Technologies. Inc. #QA7253003 Report a problem | ||
| 2/6/2010 | Listed for sale | $185,000+79.6%$131/sqft |
Source: NRT MidAtlantic #QA7253003 Report a problem | ||
| 7/10/2000 | Sold | $103,000$73/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,839 +10.7% | $188,800 +7.1% |
| 2024 | $1,660 +7.7% | $176,233 +7.7% |
| 2023 | $1,542 +8.3% | $163,667 +8.3% |
| 2022 | $1,423 +0.5% | $151,100 +2.3% |
| 2021 | $1,416 +2.4% | $147,633 +2.4% |
| 2020 | $1,383 +2.5% | $144,167 +2.5% |
| 2019 | $1,349 | $140,700 |
| 2018 | $1,349 -4.2% | $140,700 |
| 2017 | $1,409 -10.5% | $140,700 -2.1% |
| 2016 | $1,575 | $143,700 |
| 2015 | $1,575 | $143,700 |
| 2014 | $1,575 | $143,700 -10.8% |
| 2013 | -- | $161,100 |
| 2012 | -- | $161,100 |
| 2011 | -- | $161,100 -15.6% |
| 2010 | -- | $190,940 +10.4% |
| 2009 | -- | $172,890 +11.7% |
| 2008 | -- | $154,840 +13.2% |
| 2007 | -- | $136,790 +9.1% |
| 2006 | -- | $125,382 +10% |
| 2005 | -- | $113,976 +11.1% |
| 2004 | -- | $102,570 +4.9% |
| 2003 | -- | $97,786 +5.1% |
| 2002 | -- | $93,003 +5.4% |
| 2001 | -- | $88,220 |
Find assessor info on the county website
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 4/10Church Hill Elementary SchoolGrades: PK-4Distance: 5.3 mi
- 5/10Sudlersville Middle SchoolGrades: 5-8Distance: 10 mi
- 4/10Queen Anne's County High SchoolGrades: 9-12Distance: 12 mi
Schools provided by the listing agent
- District: Queen Anne's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$301,100
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$301,100
- Maryland
- Queen Annes County
- Chestertown
- 21620
- 154 Longfellow Dr
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