Welcome to 209 Princess Anne Drive, a delightful 3-bedroom, 2-bathroom home nestled on a double lot in the heart of Chestertown, Maryland. As you step into the grand foyer, you'll immediately appreciate the spaciousness and elegance this home offers. This meticulously maintained residence boasts three comfortable bedrooms that provide ample space for relaxation and privacy. The property also features a shed equipped with camper hook-ups, perfect for outdoor enthusiasts or additional storage needs. The two-car garage offers both convenience and security for your vehicles and belongings. Outdoor living is a highlight of this home, with a back deck and patio space perfect for entertaining or u
Welcome home to this 3 BR 2 bath home in Kingstown Manor, situated on 1/2 acre just seconds from the Chester River. Newly refinished flooring throughout! The gorgeous, custom tiled backsplash, updated kitchen includes stainless steel appliances and is open to the dining area with built in bench seating. From the dining area you can exit the rear door onto the patio overlooking the fenced backyard with mature trees. Cased openings separate the kitchen and dining from the living room with adjoining office. Both the primary and hall baths are updated with custom tiled showers. Updates to the home also include roof, septic, HVAC, windows, doors and water softener with reverse osmosis.
Where Shore living begins! This well maintained home is established within the quiet subdivision of Kingstowne Manor. Located just on the Queen Anne's County side of the Chester River Bridge, this location offers opportunities from both Kent and Queen Anne's Counties. Just minutes from the heart of Historic Chestertown where you'll find plenty to discover through the Local Shops & Restaurants, weekly Farmers Market, Parks for Recreation and many Events throughout the year. You can fly your flag proudly as you pull into 201 Princess Anne. The asphalt drive will provide a smooth transition home and offer you plenty of area for parking. Bring your boat for quick access to the serene Ches
Last waterfront parcel available in subdivision! Discover the opportunity to claim your own piece of history with this 2.3 acre waterfront parcel on Truslow Farm, the beloved namesake of Truslow Rd. , now available for sale for the first time. Situated amidst the serene beauty of this cherished farm, these parcels represent a few of the last untouched waterfront canvases on the Chester River, eagerly awaiting your imagination to bring them to life. For years, the Truslow family has nurtured this land, and now it's your turn to write the next chapter. These parcels offer the perfect opportunity to build your dream home and waterfront escape. Located just across the river from the vibrant eve
Nestled in a prime suburban commercial zone, this versatile property offers 1,300 sq ft of living space, perfect for both residential and/or commercial use. The freshly resealed driveway accommodates up to 6+ vehicles, with the potential for parking lot expansion, ensuring ample space for guests or clients. The property features two inviting front entries: one through an 8x16 sunporch, ideal for enjoying morning coffee or greeting visitors, and another through the welcoming living room with a large bay window that floods the space with natural light. The rear entry provides convenient access to the kitchen and basement. The kitchen is equipped with all essential appliances and features lami
This exquisitely renovated 1800s home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory. No expense has been spared in selecting the finest finishes and materials for this renovation and it extends beyond the interior, with the creation of an outdoor oasis. This meticulously landscaped gardens and charming patio provide a private retreat right in the heart of Historic Downtown Chestertown. Chestertown is conveniently located on Maryland's Eastern Shore, less 80 miles from Washington DC and 90 miles from Philadelphia
This exquisitely renovated 1800s 2 Bedroom home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory with preserving its charm and character of its historic roots while incorporating modern updates for a truly exception living experience. Located in the heart of Chestertown with very easy walk to shops, restaurants, parks and just two blocks from the Chester River waterfront. Chestertown is conveniently located on Maryland's Eastern Shore, less 80 miles from Washington DC and 90 miles from Philadelphia
Charming Historic Chestertown investment opportunity! Once updated this building can accommodate two street-front shops and a spacious apartment upstairs. The back of the building has extra living space with a private entrance and full bathroom. The attic is flooded with natural light! One could use the attic as-is for extra storage, or it could be renovated, adding additional living space. Back deck overlooks sweet courtyard, perfect for relaxing. GREAT location and tons of character - enjoy the Chestertown Farmer's Market year round, the Chester River just a few blocks away, shops and restaurants right down the street - you cannot beat this Historic District location and opportunity. Se
RARE AND UNIQUE CUSTOM BUILT CONTEMPORARY on a corner . 37acre lot in the highly desirable neighborhood of Mile Tree Village. This gorgeous, meticulously maintained home offers all on one floor living in light-filled, easy care, open floor plan comfort. Features include cathedral and vaulted ceilings in the main living area and master bedroom; handsome light-toned maple flooring throughout the central living area; a glass doored corner gas fireplace in the living room; ample cabinet, pantry, storage and closet space; an oversized attached two car garage; roofed, sitably sized front and side porches; a lovely large rear patio with awning; and a custom-built stone terrace with a waterfall fou
Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your private space overlooking the river - along with an enclosed sunroom featuring gorgeous river views through walls of windows. Enjoy abundant outdoor areas and stunning water views from nearly every room. The dock features 3+ feel MLW, with slips available for purchase. This condominium embodies the ideal waterfront living experience. Located in the heart of historic Chestertown, this unique property includes off-street parking and provides the convenience of walking into town for dining and shopping. Situated on Maryland's scenic Eastern Shore, it's less than 85 miles from W
Discover the epitome of luxury living in this exquisite townhome nestled within the prestigious water-oriented community of Chester River Landing. Designed with elegance and comfort in mind, this residence offers an unparalleled lifestyle that combines sophistication with the serene beauty of waterfront community living. The heart of the home, the open kitchen is designed for both functionality and style. It features sleek countertops, ample cabinet space, and a large island that doubles as a breakfast bar, making it perfect for meal preparation and casual dining. Enjoy the convenience and efficiency of top-of-the-line appliances throughout the home, including a stainless steel refrigerator
Come By this brand new Cape Cod nestled in charming Pear Tree Point! This 3-bedroom, 3-bathroom haven offers the tranquility of coastal living with the ease of new construction. Step inside and discover the warmth of this open floor plan luxury vinyl plank flooring flowing throughout the main level. Unwind in the light-filled living area, perfect for entertaining, or retreat to the inviting main-floor primary bedroom suite, designed for ultimate relaxation. This private sanctuary boasts an attached bathroom with modern fixtures and finishes, and spacious walk-in closets. Unleash your inner chef in the stunning kitchen, featuring stylish shaker cabinets, gleaming granite countertops, and a s
Welcome to 101 Landing Lane, an exquisite residence offering exceptional living in the prestigious Chester River Landing Community. Boasting an expansive 3,300 square feet of meticulously designed living space, this home features luxurious amenities and elegant finishes across three levels, ensuring comfort and style at every turn. Step inside to discover the warmth of hardwood floors that flow seamlessly throughout the home. The main level features a spacious guest bedroom and a full bath, perfect for accommodating visitors with style and ease. A well-appointed study on this level offers a quiet retreat for work or relaxation, ensuring a versatile and functional living space. The lower-lev
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 sid
Construction will be done in 3 weeks, but come see it TODAY! Just over 1500 sq' - Three (3) bedrooms and Two and a half (2.5) baths. It boasts water views of the Chester River and an open-concept layout. The kitchen has stainless steel appliances, and the main-level master suite has a walk-in closet and ensuite. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High speed internet is available. The home is located at the end of a quiet, private street. Queen Anne's County Impact Fees have been paid by the Seller.
This stunning renovation is the jewel of Chestertown's revitalized upper historic district! A beautiful view of Washington College (9th best college in the country by Princeton Review), invites a walk around campus, to the river, or to downtown shops & restaurants. This home is conveniently located so that a short three blocks takes you to the new Starbucks… yay coffee with friends! Extensive interior & exterior renovations along with plumbing, mechanical, and electrical upgrades throughout make the beauty of this stunning home more than just looks! Possible owner financing with attractive rates could make it yours! The redesigned layout and flow is comfortable and e
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront commu
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront commu
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront commu
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront commu
A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take i
This BRAND NEW 3-bedroom, 2.5-bathroom Cape Cod home is move-in ready! It boasts water views of the Chester River and an open-concept layout. The kitchen has stainless steel appliances, and the main-level master suite has a walk-in closet and ensuite. Upstairs, you'll find two more generously sized bedrooms and an additional full bathroom. High speed internet is available. The home is located at the end of a quiet, private street. Queen Anne's County Impact Fees have been paid by the Seller.
SMITH-RINGGOLD HOUSE.ca. 1750 OWNER IS MEETING THE MARKET for this rare property WITH PRICE NOW AT $1,6500,000. This exceptional property is a rare find: an authentic waterfront 18th century home with 21st century comfort in heart of Historic Districtnof Chestertown on Maryland's Eastern Shore. Originally a merchant’s home , the Smith-Ringgold house has been tastefully modified representing four defined periods and enlarged over the course of its 250-year history. William Ringgold added rooms toward the River in about 1759 that doubled the space. (Often, one would find 18th c. additions such as this creating a telescope style design. ) The present owner took two-years to res
Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront commu