Available Listings

$395,000
Active

Chestertown Area Townhome

Active

349 High Street Chestertown, MD 21620

7 Bed
4 Baths
3664 sqft
MLS# MDKE2004076
Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts!Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike. Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential.Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless. While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts.This property is a bona fide fixer-upper and is exclusively offered in its current as is condition, awaiting the transformative touch of its next custodian. With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted.Seize the chance to breathe new life into this home and craft a future brimming with possibility. Embrace the challenge, unleash your creativity, and make your mark on Chestertown's captivating tapestry of history and culture.Schedule your viewing today and prepare to embark on an unforgettable journey of restoration and renewal!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Cheryl Hurt
$379,000
Coming Soon

Still Pond Area Residential Home

Coming Soon

12776 Still Pond Road Still Pond, MD 21667

3 Bed
2 Baths
1735 sqft
Welcome to 12776 Still Pond Road: an endearing early 20th Century Victorian in the quiet town of Still Pond. This could be the perfect Eastern Shore retreat or full time residence. Historic Charm abounds with pocket doors, hardwood floors, mahogany front porch, oak fireplace mantels, and much more. Upgrades within the last 5 years include: architectural shingle roof, 6 mini-split systems for central heating and air, water conditioner, water heater, fireplace mantel and propane insert, and a brand new Septic System in 2024. Almost 3/4 of an acre allows plenty of space for the dogs and kids to play. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Quick drive 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. Minutes from a brand new YMCA with full gym, racquet sports, lap pool, sauna, etc. Enjoy country living on the Eastern Shore. More info and pictures to come.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Joseph Ciganek
$340,000
Active

Rising Sun Area Residential Home

Active

442 Telegraph Road Rising Sun, MD 21911

3 Bed
3 Baths
2072 sqft
MLS# MDCC2016704
Welcome Home to This Charming Farmhouse Retreat!Nestled just outside the quaint town of Rising Sun, this beautifully updated farmhouse offers the perfect blend of classic charm and modern upgrades. Situated on a spacious 0.88-acre lot, this property is ideal for those seeking peaceful country living with convenient access to town amenities. Step onto the inviting front porch, perfect for relaxing evenings in a rocking chair while enjoying the serene surroundings.Inside, you'll find a warm and welcoming layout featuring 3 generously sized bedrooms, 1 full bathroom, and 2 convenient half baths. The heart of the home is the updated kitchen, complete with a large peninsula that offers ample counter space and room for bar stools—ideal for casual dining or entertaining. Adjacent to the kitchen, the formal dining and living rooms boast rich hardwood flooring and plenty of natural light. All bedrooms are located on the upper level, each offering comfortable space and easy access to the full bath. This home has seen several recent upgrades, including a new metal roof, new gutters and gutter guards, new siding, new windows, and a brand-new hot water heater (2025). Additionally, the property features an owned propane tank, offering added value and efficiency. Don’t miss the opportunity to own this delightful farmhouse filled with charm and thoughtful updates—your peaceful countryside retreat awaits!
Listing Courtesy of BRIGHT IDX / Chesapeake Real Estate Company / Brittany Lombardi
$319,999
Coming Soon

Elkton Area Residential Home

Coming Soon

400 Big Elk Chapel Road Elkton, MD 21921

3 Bed
2 Baths
1600 sqft
Fair Hill – Foxchase Manor Community. 3 Bed | 1.5 Bath | .46 Acres. Offered by the original owner, this well-maintained ranch-style home is located in the desirable Foxchase Manor community—just minutes from the Fair Hill Nature Center. Nestled on nearly half an acre, the home provides comfort, solid upgrades, and a peaceful setting in one of Fair Hill’s most sought-after neighborhoods.The main level features hardwood flooring and a traditional layout with three bedrooms and one and a half baths. The partially finished basement expands the living space with a family room, a flexible-use room perfect for a home office, gym, or guest suite, a half bath, and ample storage. Outdoors, enjoy a private brick patio ideal for relaxing or entertaining.Major system updates include a 50-year architectural roof (installed in 2022), newer vinyl tilt windows, and a 2017 hvac/heat pump. A woodburner stove in the basement provides efficient heating for the entire home. The septic drainfield was upgraded in 2015 with a dual-field system, and there’s a convenient shed for extra storage.Located within the Rising Sun High, Cherry Hill Middle, and Kenmore Elementary school district (buyer to verify), this property is being sold as-is, offering a unique opportunity to own a quality home with a strong foundation and room to personalize.
Listing Courtesy of BRIGHT IDX / Chesapeake Real Estate Company / Tinamarie Reamy