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$450,000
Package offering for two adjacent lots in historic Chestertown. The combined package is for over a quarter of an acre, zoned R-5, within walking distance of downtown Chestertown. The convenient in-town location offers excellent potential for development, with the opportunity to build a single family home, townhouses or apartments. Plans available for proposed townhouses. Backing up to the Rail Trail, this lot enjoys easy access to local shops, restaurants, waterfront activities, and all that historic Chestertown has to offer. Water and sewer hookups available. No property address has yet been assigned to the 9,381 sq ft lot; the 3,097 parcel is designated as 620 Cannon Street. Buyer to verify zoning, permitted uses, building requirements, and utility availability. Each lot is listed separately in separate listings.

Cannon St, Chestertown

Listing courtesy of Taylor Properties. Contact:

$299,900
3 Beds ⋅ 1 Baths
MOVE IN READY!! Charming 3 bedroom ranch home in the desirable water oriented community of Chester Harbor. This recently updated home offers a wonderful blend of modern comfort, convenience and peaceful surroundings. The home features a carefully updated galley kitchen with beautiful custom countertops, soft close cabinets and stainless steel appliances. The home also offers a reverse-osmosis water system in the kitchen. Numerous updates have been completed recently, including new LVP flooring, carpet, light fixtures, a new roof in 2020, new windows in 2021, new exterior and entry doors in 2023. Perfect location for dog lovers with a recently added split-rail fence enclosing the backyard. Walking distance to Round Top Park and minutes from Downtown Chestertown where you can enjoy local restaurants, shops, waterfront attractions, the dog park and the popular farmers market every Saturday! Don't miss this opportunity to make this wonderful property your new home!

124 Wilton Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$350,000
Rare opportunity to own a cleared 9,381 sq. ft, nearly a quarter acre, lot within walking distance of downtown Chestertown. The convenient in-town location offers excellent potential for development, with the opportunity to build a single family home, townhouses or apartments. Plans available for proposed townhouses. Backing up to the Rail Trail, this lot enjoys easy access to local shops, restaurants, waterfront activities, and all that historic Chestertown has to offer. Water and sewer hookups available. The adjacent lot at the corner of Cannon and Lynchburg is also available for purchase. No property address has yet been assigned to this lot. Buyer to verify zoning, permitted uses, building requirements, and utility availability.

Cannon St, Chestertown

Listing courtesy of Taylor Properties. Contact:

$99,999
Here is your chance to get one of the last vacant lots in downtown Chestertown. And as an added bonus, the lot backs up to the Rail Trail for easy access to the Chester River waterfront and downtown Chestertown. Situated at the corner of Lynchburg and Cannon Streets, this 3,096 sq ft lot can be purchased alone, or along with the recently subdivided adjacent lot. Water and sewer hookups available. Buyer to confirm with the Town of Chestertown allowable uses and the use of the previous water/sewer allocation.

620 Cannon St, Chestertown

Listing courtesy of Taylor Properties. Contact:

$60,000
Vacant lot ready for your own choice of residence. Walking distance to the Chester River community access by boat or just enjoy the waterfront on the community deck.

233 Merganser Dr, Chestertown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$55,000
Discover the potential of this open .69-acre lot in Fairlee! Whether you’re looking to build your dream home, create a weekend retreat, or invest in future development, this property offers endless possibilities. Zoned Village, this lot could potentially allow for a duplex or multiple dwellings, making it an excellent opportunity for builders, investors, or buyers seeking additional flexibility. Nestled off the main road and deeded with a right-of-way for access, this parcel offers a peaceful, private setting while remaining conveniently close to local amenities, recreation, and the waterfront charm of the Eastern Shore. Public water and sewer may be available, offering the potential convenience of public utilities without the expense and maintenance of a private well or septic system. Buyer to verify availability of allocations and is responsible for any associated fees. Don’t miss this chance to own a versatile piece of land in a desirable location with great potential for future growth and development!

Map 36 Parcel 80 Watertower Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$225,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Haacke Drive Lot 3, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$250,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Scheeler Road Lot 2, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$225,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Haacke Drive Lot 3, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$250,000
This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Scheeler Road, this 0.85± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic. There is also potential for R-4 (Residential) zoning, subject to town planning and zoning approval. Ideal for retail, office space, or service-oriented businesses, the property is ready for development. Buyers are encouraged to confirm specific zoning regulations, permitted uses, public water and sewer hook-up fees and taxes to ensure the property suits their intended plans. Whether you are looking to expand your business or invest in a growing area, this lot offers an excellent foundation for future success. Do not miss this rare opportunity.

Scheeler Road Lot 2, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956