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Chestertown MD Real Estate & Homes for Sale

33 Properties Found


26–33 of 33 properties displayed
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Open House:

Saturday, 2/15 11:00-2:00PM

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,100
Status:
Active
MLS#:
MDKE2004252
Type:
Townhouse
Subdivision:
CHESTER RIVER LANDING
Lot size:
0.03 Acres
Year built:
2015
Courtesy: Coldwell Banker Realty
View additional info

Discover 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. Boat Slips are Available for lease or purchase. 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, oven and dishwasher. Open room on first floor could be used for a third bedroom for guests. Enjoy the sunset from the upper deck or below on the screened in porch by the pond with fountain. The porch was renovated this spring with high tech flex screens and ceiling was waterproofed providing for increased time for usage while keeping the area dry. Chester River Landing is nestled along the serene Chester River, this charming waterfront community exudes a perfect blend of relaxation and recreational opportunities. The centerpiece of the community is a picturesque floating pier that gently sways with the rhythm of the water. This well-maintained pier offers numerous available slips, making it an ideal haven for boating enthusiasts who enjoy easy access to their watercraft. Enjoy the community pool during the day then take in the sunset on the pier with picnic tables and a gas grille. As the day transitions into evening, the fire pit area becomes a popular gathering spot. Encircled by cozy adirondack chairs, the fire pit offers a warm and inviting ambiance, perfect for sharing stories, roasting marshmallows, and enjoying the company of neighbors under the starlit sky. All of this while located in the Historic Town of Chestertown, known for its waterfront charm, restaurants, and weekend festivals! Don't miss your chance to make this remarkable property your own!

Beds:
7
Baths:
3 Full/1 Half
Sq.Ft.:
3,664
Status:
Active
MLS#:
MDKE2004076
Type:
Townhouse
Subdivision:
HISTORIC DISTRICT CHESTERTOWN
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

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!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,512
Status:
Active
MLS#:
MDQA2009842
Type:
Single Family, Single Family-Detached
Subdivision:
PEAR TREE POINT
Lot size:
0.41 Acres
Year built:
2024
Courtesy: Cross Street Realtors LLC, 4434803453
View additional info

Located within the much desired Queen Anne's County School District!! Brand new construction, just freshened up for fall with new shrubs and a newly seeded lawn - Three (3) bedrooms and Two and a half (2.5) baths. Water views of the Chester River and an open-concept layout. Stainless steel appliances in the kitchen, a main-level master suite with 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. Minutes to downtown Chestertown. Queen Anne's County Impact Fees have been paid by the Seller.

Beds:
2
Baths:
1 Full
Sq.Ft.:
787
Status:
Active
MLS#:
MDKE2003742
Type:
Condo
Subdivision:
CHESTERTOWN HISTORIC DISTRICT
Year built:
1886
Courtesy: Gunther-McClary Real Estate
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A stately 1800â??s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. This unit offers a 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. Deeded slips are also available for purchase, with boat lifts! 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 in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâ??s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region.

Beds:
1
Baths:
1 Full
Sq.Ft.:
652
Status:
Active
MLS#:
MDKE2003722
Type:
Condo
Subdivision:
CHESTERTOWN HISTORIC DISTRICT
Year built:
1886
Courtesy: Gunther-McClary Real Estate
View additional info

A stately 1800â??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 in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâ??s scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 1 Bed 1 bath has a brand new kitchen, with island, and upgraded bathroom along with up and down river views.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
4,804
Status:
Active
MLS#:
MDQA2009012
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
9.58 Acres
Year built:
2010
Courtesy: TTR Sotheby's International Realty
View additional info

Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This Chester River waterfront estate is situated on 10 acres , offering deep water, pier, 25' x 50 ' in-ground pool, screened porch , 3 bedroom/3.5 bath main house and a carriage house. The architectural design and the superb craftsmanship are evident as soon as you enter the driveway. Beautiful trees(Peach,Pear, Pines, Poplars, Sycamores, Magnolias' Crepe Myrtles) enhance the park-like setting. Notable features are geo-thermal heat; gas and wood burning fireplaces, chef's kitchen; first floor spacious primary bedroom suite , and open living areas. As far as the exterior, the stucco siding is either over brick or block so no stucco is over frame. Some poplar siding on main house and cedar siding on carriage house.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2001612
Type:
Townhouse
Subdivision:
Chestertown Historic District
Lot size:
0.06 Acres
Courtesy: Gunther-McClary Real Estate
View additional info

Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,490
Status:
Active
MLS#:
MDKE2001598
Type:
Townhouse
Subdivision:
CHESTERTOWN HISTORIC DISTRICT
Lot size:
0.09 Acres
Year built:
2022
Courtesy: Gunther-McClary Real Estate
View additional info

Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away. Available Jan 2025

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