NEW PRICE $2,200,000 | |
|
7989 Quaker Neck Rd
Chestertown, MD 21620
Open House:
Sun May 17, 11:00AM-1:00PM
Sat May 23, 11:00AM-1:00PM
Sun May 31, 11:00AM-1:00PM
Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with sandy beach, and stunning new...
| | | |
| |
|
5419 Ragged Point Road
Cambridge, MD 21613
Open House:
Sat May 30, 12:00PM-4:00PM Sun May31, 1:00PM-4:00PM
An exceptional private retreat with approximately 1,500 feet of stunning waterfrontage, creating a rare sense of seclusion and serenity. This impressive 4,000+ square foot contemporary home is thoughtfully designed to capture panoramic water views from every room, seamlessly blending indoor and outdoor living...
| | | |
| |
|
105 High Street
Chestertown, MD 21620
Open House:
Sat May 16, 10:00AM-12:00PM
This masterpiece is finally complete. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-Élysées in Paris. The neighboring properties on this sought after corner are some of the area's most...
| | | |
| |
|
407 High Street Chestertown, MD 21620
Open House:
Sat May 30, 10:00AM-1:00PM
Built in 1780/1840, Highcroft is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back for entertaining. Just steps to restaurants, bars, and shops. More details and pictures coming soon!
| | | |
| |
|
222 Mooring Circle # 126 Stevensville, MD 21620
Open House: Sat May 16 , 1:00 PM - 3:00 PM
Welcome home to refined coastal living on Maryland’s Eastern Shore in this beautifully designed 3-bedroom, 3-bath home located in the premier 55+ community of Bay Bridge Cove in Stevensville, Maryland. This lovely and well-maintained home was built in 2022 and offers 2,074 square feet over two levels. The home blends light-...
| | | |
JUST LISTED $499,000 | |
|
109 Flintstone Drive North East, MD 21901
Spacious and beautifully updated 4 bedroom, 3.5 bath home with a finished walkout lower level offering exceptional flexibility for multi-generational living or guest space. The lower level features a complete in-law suite with a possible 5th bedroom, living room with slider leading to walk-up stairs, full kitchen, and full bathroom with private access possibilities. The main level offers...
| | | |
NEW PRICE $499,000 | |
|
4 Hidden Hills Court
Seaford, DE 19973
Open House: Sat May 16, 2:00 PM - 4:00PM
Welcome to the desirable Rivers End community, where lifestyle and location come together. Residents enjoy a community fishing pond, recreational area, and basketball courts, along with neighborhood events and the convenience of golf cart–friendly streets...
| | | |
| |
|
6202 Rock Hall Avenue
Rock Hall, MD 21661
Open House:
Sat, May 30, 10:00AM-12:00PM
This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with...
| | | |
NEW PRICE $419,900 | |
|
103 Trafford Drive
Chestertown, MD 21620 Tastefully updated 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in all the right places for modern convenience and classic charm. A brand new kitchen, crown and baseboard moldings, tray ceilings, wonderful new oak ...
| | | |
|
NEW PRICE
$379,000
| |
|
104 Main Street
Betterton, MD 21610
Open House:
Sun, May 24, 11:00PM-1:00PM
Sweet Victorian in downtown Betterton, just a short walk to Betterton Beach. Home has been lovingly cared for by the same owners for nearly 50 years. The main floor features the living room, dining room, and kitchen. As well as a laundry room with half bath, an office, an entry room in the front, and mud room in the back. On the second...
| | | |
COMING SOON $384,000 | |
|
23416 Cloquet Road Chestertown, MD 21620
Custom-Perfected Home with Luxury Finishes — Without the Luxury Price. This beautifully reimagined 3-bedroom, 2-bath home (1,512 sq. ft.) sits on a generous .34-acre lot and offers high-end upgrades you’d expect to find in a designer showcase. The owners completely overhauled the home from top to bottom—correcting builder issues and enhancing every detail with thoughtful, custom touches.Step inside to discover modern farmhouse ...
| | | |
NEW PRICE $309,999 | |
|
16 Willis Avenue Easton, MD 21601
Open House:
Sat, May 16, 3:00 PM-5:00 PM
Sun, May 17, 12:00 PM-2:00 PM
Charming 3-Bedroom Rancher in an Ideal Easton Location!Nestled in a prime Easton location, 16 Willis Avenue offers the perfect combination of comfort, convenience, and charm. This well-maintained 3-bedroom, 1-bath rancher is ...
| | | | |
COUNTY SPOTLIGHT: Discover Kent County, MD
Where historic waterfront towns, scenic Chesapeake Bay views, and a relaxed Eastern Shore lifestyle come together. From Chestertown’s rich colonial heritage to the boating community of Rock Hall, explore why so many buyers are drawn to this unique corner of the Shore. Whether you're searching for a waterfront retreat, country estate, or small-town living, our local experts are here to help you find your perfect place. Ready to explore all that Kent County has to offer?
| | | |
The Maryland Eastern Shore housing market is sending mixed signals. Buyer demand remains active across many local communities, yet some home prices are beginning to soften as affordability pressures, inventory changes, and evolving buyer behavior reshape the market.
In this week’s edition of The Real Estate Market Pulse, we take a closer look at why strong demand isn’t always translating into rising prices — and what these local trends could mean for buyers, sellers, and homeowners moving forward.
Tune in for insight into what’s really happening across the Eastern Shore housing market and how to navigate today’s changing conditions with confidence.
| | |
Selling your home and want to
know how much it's worth?
| | |
Chestertown Office
114 S Cross Street,
Chestertown, MD 21620
410.778.0330 | 410.885.2200
| | |
Easton Office
17 N Harrison Street
Easton, MD 21601 410.822.9000
| | | | |