Price Reduced20
$299,500
3 bd · 2 ba · 1,216 sqft
9126 Fairlee Rd, Chestertown, MD
Mikeshia D Lindsey · Chesapeake Real Estate Associates, LLC
Est. $1,995/moGet pre-qualified$261/sqft · 55 days on Realty
3
Beds
2
Baths
1,132
Sqft
1976
Built
Welcome home...spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy light filled living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just a little TLC and updating, this home could be everything you've been looking for. Offering privacy, space, and endless potential, it's a great opportunity to make it your own. Located just minutes from the historic waterfront town of Chestertown, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and plenty of ways to experience the scenic beauty of the Chester River. The area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. NOTE: Virtually staged/digitally enhanced photos. Images are for illustrative purposes and may not represent the property's current condition or actual furnishings.
Listing agent
Karen T Clark
Courtesy of Clark & Co Realty, LLC
(410) 490-2183
Bright MLS · Listing MDQA2018166
Range $276,752 – $313,248 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $350,635 in February 2025; lowest $189,764 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$59,000
Estimated monthly payment
$1,995/mo
Loan amount $236,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 3 restaurants and cafés, 14 parks and green spaces, and 6 transit stops.
Place data from OpenStreetMap.
Phat Daddy’s BBQ Shack
Spring Avenue
Dunkin' Donuts
High Street
Domino's
Washington Avenue
Kings Town Park
Rosin Creek
Roundtop Park
Riverfront Garden
Cannon Street
Chestertown Historic District
Wilmer Park
Chestertown Historical Monuments
Fountain Park
High Street
Kingstown Apartments
Southern States
Dollar General
Kent County Social Services Department
Chestertown Hospital
Tractor Supply Co
School ratings (A+ to F) from HJN community data.
Kent County Middle School
6-8 · Regular · Kent County Public Schools
354 students · 10.4:1 student–teacher
Henry Highland Garnet Elementary School
PK-5 · Regular · Kent County Public Schools
322 students · 11.9:1 student–teacher
Chestertown Christian Academy
PK-12 · Regular
193 students · 11.0:1 student–teacher
Radcliffe Creek School
KG-8 · Regular
73 students · 4.6:1 student–teacher
Kent School
PK-8 · Regular
127 students · 7.3:1 student–teacher
Bright MLSThis content last refreshed on 2026-11-05 17:11:10 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced20
$299,500
3 bd · 2 ba · 1,216 sqft
9126 Fairlee Rd, Chestertown, MD
Mikeshia D Lindsey · Chesapeake Real Estate Associates, LLC
8$229,900
3 bd · 2 ba · 2,344 sqft
317 Rolling Rd, Chestertown, MD
William H Norris III · Select Land & Homes, LLC
Price Reduced24$281,500
3 bd · 2 ba · 1,080 sqft
8820 Cumberland St, Chestertown, MD
Frederick A Golding · RE/MAX Advantage Realty
Price Reduced21$267,000
3 bd · 2 ba · 1,404 sqft
10540 Tonopah Rd, Chestertown, MD
Michele A Palmer · Doug Ashley Realtors, LLC
Price Reduced22$315,000
2 bd · 2 ba · 1,440 sqft
22974 Bay Shore Rd, Chestertown, MD
Mae Nordhoff · Benson & Mangold, LLC
25$320,000
3 bd · 2 ba · 1,096 sqft
222 Dutchess Rd, Chestertown, MD
John J Burke · Gunther-McClary Real Estate




