TOP 30 Luxury homes in Chestertown, Maryland

17 results found

Chestertown Cove Apartments is a luxurious residential community located at 408 Morgnec Road in Chestertown, Maryland. Our apartments offer modern amenities and spacious floor plans, perfect for those seeking a comfortable and convenient living experience. Residents can enjoy beautiful views of the cove and easy access to nearby shopping, dining, and entertainment options. With a friendly and professional management team on-site, Chestertown Cove Apartments is the ideal place to call home in the charming town of Chestertown.

Chestertown Landing Apartments is a waterfront community situated at 100 Schooner Way in Chestertown, Maryland. Our luxurious apartments offer stunning views of the Chester River and are conveniently located near shopping, dining, and entertainment options. Residents can enjoy a variety of amenities including a swimming pool, fitness center, and community clubhouse. With spacious floor plans, modern finishes, and a prime location, Chestertown Landing Apartments provides the perfect blend of comfort and convenience for residents looking for upscale living in a picturesque setting.

Chestertown Landing II is a premier waterfront apartment complex located at 200 Clipper Way in Chestertown, Maryland, United States. Nestled along the scenic Chester River, this community offers luxurious living with stunning views and convenient access to outdoor recreation. Residents can enjoy spacious and modern apartments, top-notch amenities such as a fitness center, swimming pool, and clubhouse, as well as a prime location near shopping, dining, and entertainment options. Experience waterfront living at its finest at Chestertown Landing II.

Chestertown Furniture Center is a premier furniture and home goods store located at 6612 Church Hill Road in Chestertown, Maryland. With a wide selection of high-quality furniture pieces for every room in the house, as well as a variety of home decor items, Chestertown Furniture Center is the perfect destination for those looking to enhance their living space. Whether you are looking for a new sofa, dining table, or accent pieces to add personality to your home, our friendly and knowledgeable staff are here to help you find the perfect pieces to suit your style and budget. Visit us today and discover why Chestertown Furniture Center is the go-to destination for all your home furnishing needs.

Calvert Heights is a prestigious institution located at 103 Hawkins Drive in Chestertown, Maryland, United States. Known for its academic excellence and strong sense of community, Calvert Heights offers a wide range of programs and resources to support student success. With a dedicated faculty and staff, state-of-the-art facilities, and a vibrant campus atmosphere, Calvert Heights is committed to providing a top-tier education and preparing students for future success. Whether you're interested in STEM fields, the arts, or humanities, Calvert Heights has something for everyone. Come visit us today and see why Calvert Heights is the perfect place to pursue your academic goals.

Kent Crossing and Colonial Manor Apartments offer luxurious living just outside of downtown Chestertown, Maryland. Located at 101 Morgnec Road, these properties boast inspired floor plans and high-quality construction. Residents will enjoy being in close proximity to all the amenities and attractions that downtown Chestertown has to offer. Whether you're looking for a one-bedroom apartment or a spacious two-bedroom unit, Kent Crossing and Colonial Manor have the perfect home for you. Experience the best of Chestertown living at these beautiful apartment communities.

Hot Diggity Dawg Pet Services, located at 7515 Poplar Avenue in Chestertown, Maryland, offers a range of services for your furry friends. From Doggy Daycare and boarding to dog walking, trips to the dog park, and transportation to vet and grooming appointments, we have everything your pet needs. Our safe, open-play environment is completely cage and kennel free, allowing your dog to enjoy playtime in a secure 5.5-foot privacy fenced area. All dogs must be at least 16 weeks old and up to date on vaccinations to participate in our services. Doggy Daycare runs Monday-Saturday from 8am-5pm, with full day drop-ins available for $10.00 per additional dog. We also offer transportation to and from daycare for an extra fee.

Walnut & Wool is a charming boutique located on High Street in Chestertown, Maryland. This unique institution offers a curated selection of clothing, furniture, home goods, and more. From stylish apparel to handcrafted furniture pieces, Walnut & Wool caters to those with a taste for quality and design. Whether you're looking to update your wardrobe, add a statement piece to your home, or find the perfect gift, this store has something for everyone. Visit Walnut & Wool at 321 High Street for a shopping experience that is sure to inspire and delight.

Angela's Cottage is a charming store located at 335 High Street in Chestertown, Maryland. This quaint shop offers a variety of unique and handcrafted items, perfect for gifts or home decor. From handmade jewelry and pottery to locally sourced candles and artwork, Angela's Cottage has something for everyone. Step inside and browse through their collection of one-of-a-kind treasures, all while enjoying the cozy atmosphere of this inviting store. Whether you're looking for a special memento of your visit to Chestertown or a thoughtful present for a loved one, Angela's Cottage is the perfect place to find that special something.

Joelle Dolch Cross Street Realtors is a prestigious real estate agency located at 201 South Cross Street in Chestertown, Maryland, United States. With a team of experienced and dedicated professionals, we specialize in helping clients buy, sell, and rent properties in the Chestertown area. Our commitment to personalized service and attention to detail sets us apart in the competitive real estate market. Whether you are looking for your dream home, investment property, or commercial space, Joelle Dolch Cross Street Realtors is here to help you every step of the way. Contact us today to learn more about our services and how we can assist you with your real estate needs.

Terri Kulp - Coldwell Banker Chesapeake Real Estate is a premier real estate institution located at 114B South Cross Street in Chestertown, Maryland. Specializing in waterfront properties, vacation homes, military relocations, and first-time homebuyers, Terri Kulp offers personalized assistance to help you find your dream home in this charming region along the Chesapeake Bay. With offices strategically located in Easton, Chestertown, and Chesapeake City, Coldwell Banker Chesapeake Real Estate provides unparalleled services to guide you through the process of buying or selling a home in the Eastern Shore of Maryland, Delaware, and Chester County, PA. Whether you are looking to upsize, downsize, or find your waterfront luxury dream home, Terri Kulp and her team are dedicated to helping you make informed decisions on your real estate journey. Contact Coldwell Banker Chesapeake Real Estate today to begin your search for the perfect home in this picturesque part of the country.

Village House is a one-stop destination for all your home furnishing and renovation needs. Located at 103 South Cross Street in Chestertown, Maryland, this institution offers a wide range of furniture, home goods, and contracting services. Whether you're looking to spruce up your living room with a new sofa, remodel your kitchen with custom cabinets, or simply find that perfect accent piece for your home, Village House has you covered. With a team of experienced professionals and a diverse selection of high-quality products, Village House is the go-to store for all your home improvement projects.

Frank B Rhodes Furniture Maker is a premier furniture store located at 535 Morgnec Road in Chestertown, Maryland. Specializing in handcrafted, high-quality furniture and home goods, our store offers a wide selection of unique pieces to enhance any living space. With a focus on craftsmanship and attention to detail, our furniture maker creates timeless pieces that are built to last. Whether you are looking for a statement piece for your living room or a custom dining table for your kitchen, Frank B Rhodes Furniture Maker has something for every style and budget. Visit us today to discover the perfect piece for your home.

Eastern Interiors, located at 244 Devon Drive in Chestertown, Maryland, is a top-quality furniture store, general contractor, and home goods store all rolled into one. Owner Bill Short personally oversees every project from start to finish, ensuring excellent customer relationships and satisfaction. With a focus on punctuality and quality workmanship, Eastern Interiors offers a wide selection of products from leading manufacturers such as Graber, Norman, and Hunter Douglas. From plantation shutters to Roman shades, Eastern Interiors provides solutions for all budgets and preferences. New homeowners can enjoy a 10% discount on their first window treatment order. With attention to detail and a dedication to customer service, Bill Short and his business partner Shannon strive to bring beautiful solutions to any living space, indoors or out.

Cliff Point Retreat is a luxurious getaway nestled in the serene surroundings of Chestertown, Maryland. As a real estate and travel agency, we specialize in providing our clients with the ultimate vacation experience. Our stunning property at 4670 Cliffs City Road offers breathtaking views of the cliffs and the city, creating the perfect backdrop for a relaxing and rejuvenating escape. Whether you're looking to invest in a new property or searching for the perfect vacation rental, Cliff Point Retreat has everything you need to make your dreams a reality. Come visit us and experience the beauty and tranquility of Cliff Point Retreat.

Chesapeake Family Flooring is a versatile institution located at 7306 Church Hill Road in Chestertown, Maryland. As a furniture store, general contractor, home goods store, and laundry facility all in one, we offer a wide range of services to cater to all your household needs. Whether you're looking to renovate your home, purchase new furniture, or freshen up your space with quality home goods, Chesapeake Family Flooring has you covered. Our convenient location in Chestertown, Maryland makes it easy for customers to access our services and find everything they need in one place. Visit us today to experience top-notch customer service and high-quality products for your home.

Great Oak Manor is a luxurious boutique hotel located in Chestertown, Maryland, overlooking the stunning Chesapeake Bay. With a focus on connection, reconnection, learning, and wellness, this institution offers exceptional experiences that make getaways truly memorable. The 12 comfortable rooms and suites, along with the expansive Carriage House Suite, are individually decorated and provide the perfect place to relax. Guests can enjoy a farm-to-table culinary experience crafted by the executive chef using ingredients from the garden and local farmers. Great Oak Manor is the perfect venue for corporate retreats, family gatherings, friends' weekends, and intimate weddings. With picturesque views, attention to detail, and friendly staff, this property is highly recommended for any occasion. Whether you are a discerning international traveler or someone looking for a relaxing getaway, Great Oak Manor will exceed your expectations and serve as your home away from home.