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$325,000
3 Beds ⋅ 2 Baths
Nestled in the serene SASSAFRAS subdivision, this ranch-style residence offers a harmonious blend of comfort and elegance. Built in 2007, this home showcases a thoughtful design that emphasizes an open floor plan, perfect for both relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, highlighted by luxury vinyl plank flooring that flows seamlessly throughout the living spaces. The heart of the home is the country-style kitchen, equipped with modern appliances including a built-in microwave, dishwasher, and electric oven/range. The kitchen effortlessly transitions into a cozy breakfast area, making it an ideal spot for morning coffee or casual meals. The spacious living area is designed for gatherings, featuring ample natural light from double-hung windows that frame picturesque views of the garden and lawn. The layout includes three well-appointed bedrooms, with the primary suite offering a private oasis complete with a soaking tub and a stall shower in the en-suite bathroom. Each bedroom provides a tranquil retreat, ensuring comfort and privacy for all. This property boasts a generous 0.47-acre lot, meticulously cleared to create a beautiful outdoor space. The front yard welcomes you with lush greenery, while the rear yard offers a perfect canvas for gardening or outdoor activities. With side yards that provide additional space, the possibilities for outdoor enjoyment are endless. Enjoy the peaceful surroundings and the charm of the neighborhood, where the views of the street and garden create a picturesque backdrop for your daily life. The additional shed on the property provides extra storage, enhancing the functionality of this lovely home. This residence is not just a house; it's a lifestyle. Experience the perfect blend of modern amenities and serene living, all within a community that values comfort and tranquility. Embrace the opportunity to make this exceptional property your own, where every detail has been crafted for a life of ease and enjoyment.

33741 Galena Sassafras Rd, Galena

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$363,000
3 Beds ⋅ 3 Baths
Welcome to Galena a little big town. Located just down the road from the Sassafras River this area has excellent access to the Chesapeake Bay, shopping, restaurants and more. With just about an hours drive you can be in Baltimore, Philadelphia or Annapolis. What an opportunity to build instant equity. Spacious home in great community, backing to farmland. This home is located in the community, but not within town limits. Enjoy public utilities without the town tax! Home has been maintained over the years, featuring new HVAC less than a year ago as well as roof replacment 10 years ago. Nicely laid out with living room, dining room, eat in kitchen, laundry room, powder room and great family room on the main level. The second level has a primary suite with loft, two additional bedrooms and hall bath. There is also a nicely proportioned two car attached garage. Home will benefit from updating to make it your own.

206 Maplewood Ln, Galena

Listing courtesy of L. C. Parker Real Estate. Contact:

$250,000
Nestled in a serene enclave, this exceptional 0.55-acre lot offers a rare opportunity to create your dream retreat, perfectly positioned just a block away from the tranquil waters of Swan Creek and The Chesapeake Bay. and just across the street from The Haven on Swan Creek. The property boasts a level, cleared landscape, with water-views of The Haven. Perfect for a permanent residence or a seasonal escape. Keep your boat at any one of several marinas nearby, just a stroll or bike ride away. Town water and sewer both available on Hynson Road. The lot is flagged. A survey plat is available upon request.

Hynson Rd., Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$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:

$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:

$765,000
4 Beds ⋅ 4 Baths
Country elegance at its finest with this recently updated and spacious Cape Cod in the water oriented community of Clearview, just minutes from historic Chestertown. The amenities here are a major plus with Franklin pond and community access directly to Churn Creek. The home has had a transformation in the last 2 years with updated bathrooms, floors, kitchen, landscaping, and a new HVAC unit. The main floor master suite allows you to live in luxury with two walk in closets, hardwood double doors, and brand new bathroom with soaking tub and walk in steam shower. Upstairs is a blend of spacious bedrooms and bathrooms galore with an office nook to look out at nature. Storage is no issue with a full basement ready to take on as many holiday decorations as your heart desires. The property is sprawling on over 4 acres that abut the community pond and green space. Outdoor living is celebrated here with a massive deck out back for entertaining and covered front porch for birdwatching. The abundance of our Eastern Shore is just a short ride away with local staples such as Red Acres Hydroponics and Lockbriar Farms for your produce right in Worton and the Chestertown Farmer's Market for the rest. Invest wisely while improving your quality of life.

24274 Waterview Dr, Worton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. 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:

$50,000
Build your Eastern Shore getaway on this desirable in‑town lot in the heart of Rock Hall, just moments from marinas, waterfront dining, and all the charms of this beloved harbor town. Rare opportunity to own a cleared, town‑served building lot on East Sharp Street, offering approximately 0.31 acres (about 13,500+ square feet) in Rock Hall’s R‑1 low‑density residential district. With public water and public sewer available at the street and no existing structures to remove, this property is truly build‑ready for your custom home, weekend retreat, or full‑time residence. Enjoy the convenience of being within Rock Hall town limits—close to shops, restaurants, public beach, and multiple marinas—while still having a deep, private lot that lends itself to a long drive, landscaped backyard, and room for decks or a future garden. Whether you’re dreaming of a low‑maintenance coastal cottage or a year‑round home base for boating and fishing on the Bay, this lot is a prime canvas in one of Kent County’s most sought‑after waterfront communities...

21451 E Sharp St, Rock Hall

Listing courtesy of Bayside Realty. Contact: (443) 829-5828
$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
$75,000
Seller Says Bring All Offers! This rural 0.38-acre lot presents a unique investment opportunity in a quaint small-town atmosphere. The property is cleared and ready for your building plans, offering a blank canvas for various residential projects. With road frontage, it ensures easy access and visibility, enhancing its appeal for future buyers or renters. Notably, the lot is not currently in development, allowing for flexibility in planning and construction. The absence of existing structures means lower initial costs and the potential for higher returns on investment. The cleared land allows for immediate construction, reducing time to market and maximizing rental income or resale value. Sellers have already invested in the public water/sewer setup allocation and with this property's strategic location positions it as a lucrative opportunity for savvy investors looking to expand their portfolios. With the right vision and execution, this lot can yield significant financial returns in a competitive real estate market. Don't miss out on the chance to secure a valuable asset with great potential.

11930 Kennedyville Rd, Kennedyville

Listing courtesy of Remax Vision. Contact:

$663,000
Discover 18.62 acres of waterfront land on Tavern Creek, offering 1,086 feet of shoreline and stunning natural surroundings. Zoned Resource Conservation and currently tilled, this property provides a rare opportunity for those seeking space, privacy, and water access. A small portion of the shoreline lies within the flood zone; buyer to confirm buildability.

Swan Creek Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$375,000
3 Beds ⋅ 2 Baths
UPDATE - New carpet just installed! Convenient one-level living in this 3BR, 2.5 bath rancher. The house has a desirable split bedroom layout with the primary bedroom, bath & closet off the kitchen and two bedrooms and another full bath off the other side of the house. The sun room has a propane stove and exits to a 12' x 15' deck. There's a 10' x 16' shed. Nice quiet, in-town location.

21336 Haven Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$469,000
2 Beds ⋅ 2 Baths
Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals and fun Rock Hall has to offer without the maintenance headaches. This unit has been used as a high quality short term rental for more than a year.

21090 W Sharp St Unit #112, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact: