OPEN HOUSE SATURDAY 3/7/26 FROM 11am-1pm HOPE TO SEE YOU THERE !!! Enjoy easy single-story living in this well-maintained 3-bedroom, 2-bath home situated on a ½-acre lot backing to peaceful farmland. Offering privacy and scenic views, this property blends comfort, space, and thoughtful upgrades throughout. Recent improvements include vinyl siding, a newer roof, and luxury vinyl plank flooring, with original hardwoods underneath for added value and charm. The spacious 12×27 eat-in kitchen is ideal for gatherings and features granite countertops and stainless steel appliances. Both bathrooms are generously sized, with the primary bath showcasing a classic cast iron tub with shower head. A newly added laundry/mudroom enhances everyday convenience and leads directly to a new 14×16 concrete patio and fenced rear yard, perfect for pets, play, or outdoor entertaining. Stay cozy during the colder months with a family room woodstove and warm forced-air heat. The detached two-car garage is topped with a durable 5-year-old metal roof, offering both storage and peace of mind. Town water and sewer add to the home’s practicality. Ideally located between the historic charm of Chestertown and the waterfront town of Rock Hall, this home offers access to quaint shops, fine waterfront dining, boating, hiking and biking trails, the YMCA, and the arts and cultural events of Washington College. A wonderful opportunity to enjoy a simpler lifestyle with a little something for everyone. Approximately 1.5 hour drive to Washington, DC and the Delaware beaches. If this lifestyle is for you, call me to schedule your personal showing.
Pending
$330,000
23055 Old Fairlee Rd, Chestertown, MD 21620
3beds
1,628sqft
Est.:
Single Family Residence
Built in 1948
0.5 Acres Lot
$331,200 Zestimate®
$203/sqft
$-- HOA
What's special
Fenced rear yardSingle-story livingPrivacy and scenic viewsWarm forced-air heatDetached two-car garageStainless steel appliancesNewer roof
- 14 days |
- 684 |
- 24 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: March 09, 2026 at 06:14am
Listed by:
Debbie Callahan 443-988-8094,
Benson & Mangold, LLC (443) 988-0483
Source: Bright MLS,MLS#: MDKE2006062
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Rooms
- Room types: Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry, Bathroom 2, Primary Bathroom
Primary bedroom
- Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 X 11
Bedroom 2
- Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12 X 11
Bedroom 3
- Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank
- Level: Main
- Area: 72 Square Feet
- Dimensions: 9 X 8
Primary bathroom
- Features: Bathroom - Tub Shower, Granite Counters, Double Sink, Flooring - Ceramic Tile
- Level: Main
- Area: 78 Square Feet
- Dimensions: 13 X 6
Bathroom 2
- Features: Bathroom - Tub Shower, Flooring - Laminated
- Level: Main
- Area: 35 Square Feet
- Dimensions: 7 X 5
Family room
- Features: Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Wood Stove
- Level: Main
- Area: 294 Square Feet
- Dimensions: 21 X 14
Kitchen
- Features: Ceiling Fan(s), Granite Counters, Dining Area, Flooring - Luxury Vinyl Plank, Eat-in Kitchen, Kitchen - Gas Cooking, Recessed Lighting
- Level: Main
- Area: 324 Square Feet
- Dimensions: 27 X 12
Laundry
- Features: Flooring - Vinyl, Recessed Lighting
- Level: Main
- Area: 105 Square Feet
- Dimensions: 15 X 7
Heating
- Forced Air, Wood Stove, Propane, Wood
Cooling
- Ceiling Fan(s), Ductless, Window Unit(s), Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
- Laundry: Laundry Room
Features
- Attic, Bathroom - Tub Shower, Breakfast Area, Family Room Off Kitchen, Floor Plan - Traditional, Eat-in Kitchen, Primary Bath(s), Recessed Lighting
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Wood Burning Stove
Interior area
- Total structure area: 1,628
- Total interior livable area: 1,628 sqft
- Finished area above ground: 1,628
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Detached, Driveway
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Size: 0.5 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1506019226
- Zoning: V
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1948
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Fairlee
HOA
- Has HOA: No
Location
- Region: Chestertown
Financial & listing details
- Price per square foot: $203/sqft
- Tax assessed value: $203,833
- Annual tax amount: $2,311
- Date on market: 3/4/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$331,200
$315,000 - $348,000
$2,399/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/9/2026 | Pending sale | $330,000$203/sqft |
Source:  Bright MLS #MDKE2006062 Report a problem | ||
| 3/4/2026 | Listed for sale | $330,000+65.8%$203/sqft |
Source: Bright MLS #MDKE2006062 Report a problem | ||
| 6/26/2019 | Sold | $199,000$122/sqft |
Source: Public Record Report a problem | ||
| 5/8/2019 | Pending sale | $199,000$122/sqft |
Source: Doug Ashley Realtors, LLC #MDKE114918 Report a problem | ||
| 4/25/2019 | Price change | $199,000-4.8%$122/sqft |
Source: Doug Ashley Realtors, LLC #MDKE114918 Report a problem | ||
| 4/15/2019 | Listed for sale | $209,000+39.3%$128/sqft |
Source: Doug Ashley Realtors, LLC #MDKE114918 Report a problem | ||
| 7/24/2006 | Sold | $150,000$92/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $203,833 +5.3% |
| 2024 | $2,195 +13.2% | $193,600 +13.2% |
| 2023 | $1,940 +16.2% | $171,033 -11.7% |
| 2022 | $1,669 +16.9% | $193,600 +53.8% |
| 2021 | $1,428 +0.8% | $125,900 +0.8% |
| 2020 | $1,417 +0.8% | $124,933 -0.8% |
| 2019 | $1,406 +0.8% | $125,900 +2.4% |
| 2018 | $1,395 | $123,000 |
| 2017 | $1,395 -3.3% | $123,000 |
| 2016 | $1,443 | $123,000 -0.9% |
| 2015 | $1,443 | $124,100 |
| 2014 | $1,443 | $124,100 |
| 2013 | -- | $124,100 -7% |
| 2012 | -- | $133,500 |
| 2011 | -- | $133,500 |
| 2010 | -- | $133,500 -10.7% |
| 2009 | -- | $149,480 +17.9% |
| 2008 | -- | $126,786 +21.8% |
| 2007 | -- | $104,093 +27.9% |
| 2006 | -- | $81,400 +9.1% |
| 2005 | -- | $74,592 +10% |
| 2004 | -- | $67,786 +11.2% |
| 2003 | -- | $60,980 +0.4% |
| 2002 | -- | $60,712 +0.4% |
| 2001 | -- | $60,446 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$1,865/mo
Principal & interest
$1606
Property taxes
$259
More affordability tools
Climate risks
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 5/10Rock Hall Elementary SchoolGrades: PK-5Distance: 6.9 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 5.9 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 6.2 mi
Schools provided by the listing agent
- District: Kent 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.
Local experts in 21620
- Maryland
- Kent County
- Chestertown
- 21620
- 23055 Old Fairlee Rd
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