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 community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!
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 community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!
Built on a 40-foot bluff overlooking the Chesapeake Bay facing west for nightly sunsets, this is a tour-de-force of design and luxury on the Eastern Shore of Maryland, with truly stunning views from every room. Follow your dreams with this resort-like property as a primary or secondary home. Drive along the maple-lined lighted drive to 1.5 acres of award-winning, irrigated, landscaped grounds designed by South Fork Studio. Walk through the mahogany gate into the courtyard with fountain along the bluestone path around the Gunite pool. The main house on the water (c. 2011 and updated in 2018) has 3 bedrooms and 2 and 1/2 baths, and a wall of large windows with an automatic shade system that follows the sun's path. Open floor plan living with private first-floor owner's suite (double shower, Toto washlet, and custom walk-in closet). Wake up to views of the Bay and Bald Eagles fishing. Custom hand-crafted hardwood flooring, millwork, cabinetry, and New Zealand wool carpeting. Built-in Sub-Zero and Wolf appliances and top-of-the line luxury materials throughout. Automated control for whole-home media and sound, lighting, HVAC, irrigation, swimming pool, alarm system, and window shades. Gas-started wood-burning fireplace in the living room. Ipe decking, 3 outdoor showers, and numerous spaces to entertain friends and family. A custom-lighted staircase and brand-new dock (2023) with boat lift and large Ipe dining table sit above the rip-wrapped shoreline. The guest house and three-car garage, designed by Purple Cherry Architects and built by the acclaimed Taylor-Loughry partnership in 2019, cleverly create the privacy, mystery and architectural stature of the entire four-parcel domain. Currently, the guest house presents 1 bedroom, 1 full bathroom with laundry, a kitchenette and a very large multi-purpose room with cathedral ceiling that overlooks the center core of the gardens, saltwater and heated pool, custom cedar pergola, and Chesapeake Bay. The pool building contains the latest technology in pool filtration, whole-property water filtration system, well pump, irrigation system, pool heater, and storage. There is also on-demand hot water throughout the property and radiant heated flooring in all full bathrooms. This property awaits a most discerning and capable buyer yearning for a discreet and well-designed lifestyle. Only 15 minutes from historic downtown Chestertown.
Lovely Cape Cod in desirable Byford Heights. First-floor Primary Bedroom and Bathroom. 2 large bedrooms with full Bathroom on 2nd floor. Beautiful Hardwood floors. Easy flowing floor plan guides you from bright living room to the dining room and then the kitchen. The Kitchen has lots of quality cabinets and space for a kitchen table. The kitchen overlooks the Family Room with Fireplace for cozy evenings. Want to sit outside, enjoy the extra large screened-in porch. Off the porch is a Fenced- in Dog Run. Plenty of room for tables and lounge furniture.
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 community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!
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 community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!
This cottage home rests on 3/4 of an acre surrounded by wood and wildlife. Home is in need of complete remodel. Home has hardwood floors, Roof and windows have been replaced. Home is being sold As Is with No Financing Conditions. Located just outside of Chestertown towards Crumpton off of Ewingtown Rd.
Welcome home to Tolchester Village. This 2 bedroom 1 bathroom townhome is short distance to Rock Hall or Chestertown. This efficient townhome offers a tranquil setting with an abundance of wildlife in a park like setting just of the back patio area for entertaining. Plenty of parking in this 18 unit community.
Cute and compact 3 bed, 1 bath rancher in Chester Harbor. Just minutes outside town on the Queen Anne's County side of Chestertown. Fully fenced backyard. Roof is 1 year old. Reverse osmosis system. Queen Anne's County schools. 3rd bedroom was not photographed as seller is storing boxes in that room. Property is being sold as is.
This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.
Wonderful renovation, modern, efficient, and move in ready! Home features vaulted ceilings with open flexible floorplan and 2 brand new luxury bathrooms. Energy efficient instant hot water heater. Large side deck, plenty of parking, small storage shed, and updated BAT system septic. Spacious yard for a garden and family events. Can't pass up this AFFORDABLE price point for like new construction, but not a townhouse!
Brick Rancher located in the much sought after community Byford Heights. Kitchen was renovated in 2021 after a fire, caused by a microwave malfunction. The roof was also replaced at that time. The furnace was replaced in 2023 and the interior was freshly painted in 2023. The wood floors were refinished in 2024. It is safe to say this home is in move in condition. There is a wood burning fireplace in the kitchen/dining room. The den could easily be converted to a formal dining room or a 3rd bedroom, if needed. The sun porch has new carpet and is located just off the kitchen.
Stunning home with 180-degree views of the Chesapeake Bay Welcome to 9220 N. Bayview Avenue. This quintessential Cape Cod is perched on a half-acre of beautifully landscaped property with amazing views of the Bay. Highlights include a bright open floorplan with hardwood floors and a view from every space, a loaded kitchen with quartz countertops and stainless steel appliances, a cozy sunroom with gas fireplace, a full basement, and a truly magical setting to enjoy for years to come. All of this under 2 miles to the Tolchester Marina, a short drive to the renowned boating community of Rock Hall, and a 20 minute drive to the charming and historic town of Chestertown. Step inside this home to the open floorplan with hardwood floors, recessed lighting, and a peaceful view of the Bay everywhere you turn. The open floorplan joins the kitchen, living room, and dining area and offers the perfect place to savor your everyday routine and your surroundings. The cozy sunroom is perfect for a TV room, sitting room, or to relax by the fireplace. Step outside to the wrap-around deck and patio to grill, dine, relax, and enjoy the fruits of your labor with your private and exclusive Bay view. Back inside, hardwood floors extend into all 3 bedrooms (each with ceiling fans) and wake up every morning in the corner bayfront bedroom with the same amazing view. Completing the main level are two full baths, featuring quartz vanity and glass shower/tub. Upstairs, you will find an unfinished space perfect for two additional bedrooms in the future, should your needs require it, in addition to ample storage space. You will not find a property like this one. Revel in the spectacular sunsets, the twinkling lights of Baltimore across the Bay, the sights, sounds, and activity of the Chesapeake Bay and its abundant wildlife, and a true boater's paradise, should that be your passion. This home had been treasured by it's original owners and it is ready for its next beautiful storyline.
Rare opportunity for a garage/ workshop in a great residential location. Spacious, situated on a triangular lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Buyer to confirm with Kent County Planning & Zoning regarding any plans to build or convert to residential home.
Welcome to your peaceful retreat in the quiet community of Kingstown on the Queen Anne's side of Chestertown! This stick-built rancher by Alton Darling offers a serene setting with its backing to woods and open space, ensuring tranquility and privacy. Step inside to discover one level living that features four bedrooms with two bedrooms with attached private bath for ultimate convenience and comfort. The screened-in back porch invites you to relax and enjoy the natural beauty that surrounds you. This home received an upgrade in '17, ensuring efficiency and cost savings. The roof, replaced within the last ten years, provides peace of mind for years to come. Recent upgrades include new carpet in the living areas and bedrooms, as well as new flooring in the bathrooms, adding a fresh and modern touch. All major repairs have been completed, leaving the opportunity for the new owner to personalize and add their final touches to make it their own. Queen Anne's County offers extensive park and recreational programs, perfect for outdoor enthusiasts. Meanwhile, Chestertown boasts a vibrant cultural scene with fine dining options, theaters, a farmer's market, Washington College, and access to the scenic Chester River. Be sure to mark your calendars! Photos will be uploaded next week, and the house is expected to go live on 4/12. Don't miss the chance to experience this delightful property firsthand at the Open House on 4/13 from 11-2. Schedule your visit today and envision the peaceful lifestyle that awaits you in this charming home.
Welcome to your future haven in the picturesque community of Crestview! Nestled in the heart of Chestertown, this magnificent home at 207 Pondview Ct offers a harmonious blend of natural beauty and modern luxury, creating an unparalleled living experience. Upon arrival, you'll be captivated by the tranquility of the serene community pond that gracefully borders this residence. Imagine starting your day with the calming sight of water views right from your backyard, a serene oasis that beckons relaxation and peaceful moments. This spacious home features 4+ bedrooms and 3.5 baths, offering ample room for comfortable living and entertaining. The main level boasts a luxurious primary bedroom complete with a spa-like bath featuring a soaking tub, separate shower, and three spacious closets. A cozy sitting room off the primary bedroom leads to the inviting living room, adorned with a wall of windows that showcase mesmerizing pond views. Glass French doors seamlessly connect the living room to the formal dining room, creating a perfect flow for hosting gatherings and creating cherished memories with family and friends. The well-equipped kitchen is a chef's delight, boasting abundant cabinet space, a convenient breakfast bar, and a charming dining area perfect for casual meals. Step outside through the sliding door to the deck, where you can bask in the beauty of the pond and enjoy alfresco dining in a serene setting. Ascending the stairs to the second floor, you'll find a loft area that overlooks the living room and offers more breathtaking pond views. To the left of the loft is one of the three guest bedrooms, complete with a private bath. On the right side of the loft, you'll discover the second guest bedroom and a guest hall bath. At the end of the hall awaits the third guest bedroom, accompanied by an additional bonus room ideal for a hobby room, game room, or studioâa versatile space limited only by your imagination. The finished walkout basement provides even more opportunity for leisure and entertainment, with additional living space that can be customized to suit your preferences. There's also a workshop area and ample storage in the unfinished basement, along with plumbing in place for an additional bath if desired. With its desirable location and unparalleled amenities, including the captivating pond view, 207 Pondview Ct presents an extraordinary opportunity to own a home that combines comfort, style, and natural beauty. Don't miss out on this chance to experience the charm and tranquility of Crestview living at its finest. Schedule a viewing today and make this dream home yours!
Introducing a fantastic opportunity for move-in ready living in the heart of Chestertown! This townhouse, priced under $250,000, offers the ideal blend of convenience and comfort. Situated for easy access to local amenities including shops, schools, and the YMCA, this property provides low-maintenance living at its finest. Featuring a fenced rear yard, this home is perfect for outdoor entertaining, children's play or enjoying time with your furry companions. The main floor comprises a spacious living room, an inviting eat-in kitchen and a convenient half bath, providing ample space for everyday living and entertaining. Upstairs, three bedrooms and a full bath await, providing comfortable accommodation for residents or guests. Recent renovations include updated HVAC systems and replaced sewer/water lines, ensuring peace of mind and modern functionality. Whether you're a first-time buyer or seeking a hassle-free lifestyle, this townhouse presents an excellent opportunity to call Chestertown home. Don't miss out on your chance to own this perfect starter home!
A stately 1800âs 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 Marylandâs 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 2 Bed 1 bath has a brand new kitchen and upgraded bathroom along with broad southeast river views.
A stately 1800âs 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 Marylandâs 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.
A stately 1800âs 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 Marylandâs 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 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views.
A stately 1800âs 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 Marylandâs 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.
Beautifully renovated waterfront on the Chester River, located between historic downtown Chestertown and the Chester River Yacht and Country Club. Renovations include including new kitchen and bathrooms. This property boasts a deep water dock with lift for your boating, swimming and fishing pleasures. Come and enjoy all the Chestertown has to offer with just a short walk to down town shops, restaurants and parks..
Look no more. This home is cute as a button and packs a ton of recent upgrades. . Starting from the top down: New roof, updated heating, hot water heater, wood flooring, kitchen counters, primary bathroom, encapsulated crawl space. This home is move in ready and has so much to offer. Great floor plan, covered front porch, fenced rear yard ready for pets, gardens, fire pits. The home is close to Chestertown has easy access to DE shopping, and is close to all that the area has to offer. Voluntary HOA $25/ year(Shopping, Farmer's Market, Chester River, The list goes On and On). Shed is "As IS" Stay tuned. OPEN HOUSE SAT 6th 12- 2PM
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.
New construction, almost done! Updated pictures coming soon!! Anticipated completion May 1st. This 3-bedroom, 2.5-bathroom Cape Cod boasts water views of the Chester River. Featuring an open-concept layout, stainless steel appliances, and a main-level master with walk-in closet, and ensuite. Upstairs, discover two generously sized bedrooms accompanied by an additional full bathroom. Located at the end of a quiet, private street. *Current interior photos are of another home built by the same builder - for informational purposes only*
Chestertown is located in Maryland. Chestertown, Maryland has a population of 5,132. Chestertown is less family-centric than the surrounding county with 10.44% of the households containing married families with children. The county average for households married with children is 18.5%.
The median household income in Chestertown, Maryland is $46,356. The median household income for the surrounding county is $56,638 compared to the national median of $57,652. The median age of people living in Chestertown is 37.4 years.
The average high temperature in July is 86.5 degrees, with an average low temperature in January of 25.9 degrees. The average rainfall is approximately 45 inches per year, with 16.4 inches of snow per year.
