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220 Shoals Rd, Crumpton
$119,000
Two fantastic building parcels just off the Chester River. 1.36 acres total on a cul-de-sac at the end of a quiet road. Perc approved and ready for you to design your dream home on the Eastern Shore. Crabbing, fishing, swimming, birdwatching, you name it! Bring your house plans or just camp out and build a fire. Level building area sits on a small bluff well above the water: no flood zone! Public boat landing only a few blocks away. Easy access to Route 301. 90 minutes to Philadelphia, South Jersey, and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Less than 15 minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Property is marked by sign. Perc approval and survey on file. Parcels sold together, not separate. Drive-bys permitted. Do not enter property without an appointment.

220 Shoals Rd, Crumpton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Unrepresented Buyer Office.

13706 Main St, Queen Anne
$95,000
4 Beds ⋅ 1 Baths
Located in the small town of Queen Anne, this 4-bedroom, 1-bath farmhouse is in need of extensive repairs and renovation and is being sold as-is. The home was previously used as a rental property and offers an opportunity for investors, contractors or buyers looking for a project property with potential. Features include a covered front porch, off-street parking and a small storage shed. The property shares a well with the neighboring home, which is also available for purchase (13704 Main Street). Enjoy a location less than 3/4 mile from Hillsboro Landing with access to Tuckahoe Creek for boating and fishing and under 5 miles from Tuckahoe State Park. The park is known for its 60-acre lake, presenting fishing and boating opportunities, playgrounds, and more than 20 miles of hiking, biking, and equestrian trails.

13706 Main St, Queen Anne

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

Big Woods Rd, Church Hill
$90,000
Escape to your own private 12.26-acre retreat on Big Woods Drive in Church Hill. This wooded parcel has been thoughtfully improved for hunting and recreation, with approximately one acre strategically hinge cut to create ideal wildlife habitat and bedding areas. The result? An abundance of deer, turkey, and other native wildlife frequent the property. Whether you're looking for a private hunting tract, weekend recreational getaway, or long-term land investment, this property offers seclusion while still being conveniently located. Just about 3 miles from Route 301 North and approximately 30 minutes to the Bay Bridge, you can enjoy the quiet of the outdoors without sacrificing accessibility. If you’ve been searching for your own piece of land with privacy, mature woods, and plenty of wildlife — this is it.

Big Woods Rd, Church Hill

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: National Land Realty, LLC.

116 2nd St, Crumpton
$75,000
Rare opportunity to own a versatile parcel in the heart of Crumpton, just one block from the Chester River. This NC-20 zoned property offers a unique combination of flexibility and function, ideal for a variety of potential uses (buyer to verify). The lot is perk approved and includes an existing 3-car garage, providing immediate utility for storage, workshop space, or future plans. Located within close proximity to navigable water, this property offers the lifestyle appeal of the Eastern Shore with added convenience and accessibility. Whether you're looking to build, invest, or secure a property with multiple potential uses, this parcel delivers both present-day value and long-term opportunity. Additional property located across the street (115 2nd St) is also available for purchase separately or together.

116 2nd St, Crumpton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

109 2nd St, Chestertown
$75,000
ONLINE AUCTION: Bidding begins 11/12/2025 @ 10:00 AM. Bidding ends 11/14/2025 @ 11:40 AM. List Price is Suggested Opening Bid. Deposit: $5,000. This +/- 1.80 acres lot of land located is in Chestertown, MD within Queen Anne’s County. A prior soil evaluation completed by the Queen Anne’s County Health Department (7/17/2009) certified suitability for a conventional mound septic system, confirming the property’s true build‐ready potential (see our documents tab). Prime Location + Proven Market Value Situated just moments from the Chester River, Wilmer Park, Chestertown Historic District, marinas, and downtown amenities, this lot appears in an area where strong sales activity is underway. Recent listings and disposals nearby include several residential lots selling in the $14,000 to $85,000 range, underscoring the compelling value of a lot with confirmed build feasibility. This parcel offers an entry point into Chestertown’s growth corridor, with the unique advantage of its verified build status fully documented. Buyer to verify all utilities, access, zoning/permits, and any development feasibility directly with Queen Anne’s County. The property also provides convenient vehicular access to MD Route 213 and MD Route 291, offering smooth connections to surrounding towns and regional highways.

109 2nd St, Chestertown

Listing courtesy of Ashland Auction Group LLC. Contact:

Selling Office: Unrepresented Buyer Office.

111 Beach Harbor Dr Unit 11F, Grasonville
$44,000
2 Beds ⋅ 1 Baths
Welcome to your perfect Eastern Shore escape in the highly sought-after Beach Harbor Camper Cooperative! This is your opportunity to own a true waterfront lifestyle without the waterfront price tag. Located just steps from Jackson Creek with access out to the Chester River, this property is ideal for boating, kayaking, paddleboarding, or simply relaxing by the water all season long. Beach Harbor is known as one of the best-kept secrets on the Shore—a gated, amenity-rich community offering a private beach, boat ramps, marina access, pool, clubhouse, playground, and more. Whether you’re looking for a weekend getaway, summer retreat, or an affordable place to enjoy 3-season living, this community delivers. Spend your days on the water, your evenings with friends and family, and your weekends escaping the stress of everyday life. With easy access on and off Kent Island and just a short drive from the bridge, this location makes getting away effortless. Properties like this don’t come around often—especially with limited availability in Beach Harbor. Don’t miss your chance to own your own slice of the Eastern Shore lifestyle.

111 Beach Harbor Dr Unit 11F, Grasonville

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

Selling Office: Century 21 Downtown.

228 Merganser Dr, Chestertown
$42,000
Situated on a quiet road, this half-acre property offers a great opportunity to enjoy the Eastern Shore lifestyle. Community water access to the Chester River is located at the end of the road and includes a boat ramp, making it easy to enjoy boating, fishing, crabbing, or paddle boarding right nearby. Located within the Queen Anne’s County school district and just minutes from downtown Chestertown. A mobile home currently exists on the property and is believed to be approximately 60 years old. Buyer to verify condition and habitability of the mobile home or remove at buyer’s discretion. Seller has no knowledge or information regarding the mobile home. Original well and septic are present on the property; buyer to verify condition and functionality of both.

228 Merganser Dr, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.