luxury property for sale Chestertown, United States

Welcome to this stunning home that radiates the sophistication of a design straight out of a Pottery Barn magazine. Recently updated with a renovated kitchen floor and back deck, this residence offers three bedrooms, including an en suite bathroom, and a total of two and a half bathrooms. The main level features a spacious living room, dining room, and a generously-sized kitchen complete with a pantry, stainless steel appliances and convenient main level laundry. Outside, you'll find a front porch with low maintenance materials, as well as an attached one-car garage, an exterior shed, a back patio, and a fenced-in backyard ideal for outdoor entertaining. Whether unwinding on the inviting front porch or gathering around the cozy bonfire area nestled in the expansive backyard, this home promises a lifestyle of comfort and relaxation. Conveniently located near Starbucks, grocery stores, restaurants, local parks, and more, it seamlessly blends modern amenities with a welcoming atmosphere.

WYE CLIFF : Sited on 13.5 spectacular and elevated acres overlooking the Wye River, this iconic property boasts commanding and breathtaking views of Wye Island, and is truly one of the best points of land in Talbot County! Magnificent trees and a beautiful drive-in add to the beauty of this extraordinary estate . Included is a stunning (completely renovated)2 BR guest cottage with screened porch and deck, large resurfaced gunite pool with travertine decking (and existing pool house structure),and expansive new composite dock, 24,000 lb lift, MLW 6'. The center -aisle stable has 5-8 stalls with the caretaker's apartment above, a wash stall, tack room, and several pastures all with river views. The 2nd barn has a well-equipped workshop, 3 garage bays, and large storage area. In addition, the current owner put in geothermal, a new well, new cedar shake roofs on both barns, and a living shoreline by the pier. A chipping/putting area and base for Har-Tru tennis court is also on property. Two additional waterfront lots which are adjacent to the main drive can also be purchased for an additional $1,800,000. Lot 1 consists of 47+/- acres and Lot 2 is 58+/- acres and both are currently farmed. Buyer to confirm water depth and pay any fees related to agriculture tax and forest conservation/management program. SDA's were established in 2010 so buyer would need to go through county to reassess and permit. Call listing agent for more information. Driveway is owned and right-of way granted to neighbor (there is a road maintenance agreement). PLEASE DO NOT DRIVE DOWN THE DRIVEWAY WITHOUT AN APPOINTMENT as there are security cameras. All showings must go through listing agent.

Experience waterfront living at its finest in this meticulously updated waterfront beauty. Perched above the serene shores of Minnow Creek just off Whitehall Creek, this coastal cottage-inspired home offers the perfect escape for year-round living, weekend getaways, or rental opportunities. Wake up every morning to the gentle stirrings of the water fowl as the sun casts a warm glow across Minnow Creek, feeling a sense of anticipation for the day ahead. Open the sliding doors onto the expansive waterside deck and inhale the salty breeze, letting it rejuvenate your spirit as you savor your morning coffee in the cozy sunroom with brick floor and vaulted ceiling. The soft light filtering through the windows enveloping the open floor plan of the Kitchen, Living and Dining room beautifully illuminates the 200-year-old heart pine flooring beneath your feet. The antique paneling surrounding the fireplace, the expertly crafted bookcases in the dining area and the attention to detail combine to showcase the timeless beauty of this home. Throughout the day, immerse yourself in the tranquil surroundings. Lounge under the waterfront pergola, take a well deserved nap in the main level Bedroom or curl up with a book in the guest bedroom window seat as you gaze out at the serene views. Indulge in leisurely afternoons spent fishing off the private pier or basking in the sun's rays on the floating dock. The tranquility of no-wake waters will delight boating enthusiasts with endless opportunities for recreation and the location provides quick and easy access to Annapolis, the Chesapeake Bay and beyond. As the sun sets, painting the sky in hues of orange and pink, light the pergola and watch as the deck comes alive with warmth and charm. As night falls, retreat indoors to the luxurious Primary bedroom suite letting the sound of the water lull you to sleep, dreaming of another day in your waterfront paradise. This isn't just a home—it's a lifestyle. Embrace the simple joys of the waterfront lifestyle and make this retreat your own. Every day you'll be reminded of the beauty and serenity that await you in this idyllic haven. Welcome Home!

This four-bedroom, three full, and one half-bath brick colonial was created for gracious everyday living with well-appointed spaces and classic design. Tucked away in the quiet Arnold community of Woodgate, this home is perched on a wooded nearly one-acre corner lot. Enjoy timeless details such as gleaming hardwood floors, custom moldings, transom windows, interior wooden shutters, and wooden built-ins. Main level highlights include a two-story foyer entrance, elegant formal dining room, living room, spacious office with French doors, and a cozy family room with gas fireplace that opens to the well-appointed kitchen. The dine-in kitchen features an island with a cooktop, walk-in pantry and ample cabinetry, including a built-in desk. The second floor hosts four bedrooms, including the primary suite, complete with a walk-in custom closet and newly updated en-suite bathroom with a serene glass-enclosed shower, double vanity, built-in storage, and private water closet. Appreciate the convenience of the second floor laundry room. Continue to enjoy the home's amenities in the expansive fully-finished walk-out lower level, complete with recreation area, updated full bathroom, multiple rooms with endless possibilities, and plenty of storage solutions. The home is completed by a three-car garage, exquisite landscaping with landscape lighting, and a private backyard with a stone patio, water feature, and irrigation system, making this the perfect oasis for entertaining and leisure. Ideally sited at the end of a cul-de-sac, in the coveted community of Woodgate, the home offers privacy and tranquility, all while presenting easy access to Arnold's shopping, restaurants, and commuter routes.

Charming storybook home with enchanting panoramic waterfront views will make you feel like you are living a fairytale everyday! Built by a well-known navy admiral, this elegant home was one of the last significant waterfront residences to be erected prior to World War II. The homes along the coveted Homewood Road are effectively known as the sea captain homes and are reminiscent of a bygone era. Designed to maximize the views and perfectly elevated to overlook all the coveted landmarks that make Annapolis special right from your backyard or from almost every room in the house. The expansive brick patio, level backyard with lush lawn and beautiful landscaping is the perfect setting for hosting parties big and small; gaze out at the Naval Academy, enjoy the night time glow of downtown Annapolis all year round and savor the front row seats for the endless activity on the Severn River including the amazing acrobatics of the Blue Angels. Inside, the home exudes charm and impresses with the detailed moldings, wainscoting, fireplace surrounds, wood floors and curated finishes. The formal Living room, Dining room and Family room on the waterside of the home all feature large windows to allow the light to pour in and to frame the spectacular views across the Severn River. The spacious Kitchen with large island is sure to be the favorite gathering place and the heart of the home. The primary bedroom suite occupies an entire wing of the upper level featuring vaulted ceiling, fireplace, skylights, spa-like bath, enormous custom closet and awe inspiring panoramic views across the Severn River. The additional 3 bedrooms, including a secondary primary suite with ensuite bath provide plenty of accommodations for family and friends. Nestled between 2 bedrooms is a quaint office space with water views and the stairs leading to the finished attic space. Head out for a day on the water from the deep water dock (8ft MLW) with boat lift, great location for easy access to the Annapolis Harbor, Chesapeake Bay and beyond. Annapolis waterfront living at its finest. Welcome Home!

This multi-generational, original Joyce Lane estate is a true legacy property on one of the finest waterfront locations along the Severn River! Located on coveted Joyce Lane on 3 acres of premium waterfront land and surrounded by multi-million dollar homes, this stunning estate is a once in a lifetime opportunity. Enjoy the feeling of tranquility as you drive down Joyce Lane, under the walking bridge and through the horse farm to relax at this spectacular property overlooking the sparkling waters of the Severn River. This classic shingle-style residence, completely renovated in 2012 from the original 1925 estate seamlessly combines the charm of the past with the finest materials and finishes for modern living. It’s evident that no expense was spared with this stunning home! Expertly designed to capture the cool breezes off the water, and elevated to optimize the views, this 4 bedroom, 4.5 bath home with wrap around flagstone patio and upper level terrace captures the allure of indoor/outdoor living. The prime western facing vista allows you to savor the sunsets as they melt into the river from almost every room in the home. Low maintenance finishes on the exterior including fiberglass columns, PVC trim work, metal roofing, and shingle siding allows for piece of mind and the focus to be about enjoying the waterfront lifestyle. Upon entry, the view through the home out to the patio with curved colonnade framing the water is sure to captivate family and friends. The walls of windows and doors makes it easy to host extravagant parties in the spacious living room and spill out onto the patio and the luscious lawn that cascades down to the waters edge. Entertain with gourmet meals in the fully equipped and stunningly beautiful chef's Kitchen, featuring high-end appliances, freezer drawers, wine refrigerator and ice maker. The main level Bedroom suite with private bath provides a quiet retreat for guests and offers wonderful views across the water. Head upstairs to enjoy the upper level terrace with continued beautiful architecture and more spectacular water views. The luxurious Primary suite boasts panoramic views, cozy window seat, spa-like bath with heated floors and custom walk-in closet. The perfect location to unwind after a long day on the water. 2 additional bedrooms with window seat, water views and hall bath with heated floors are sure to pamper both family and friends. The lower level provides a bonus room, full bath, access to the 3 car garage, tons of storage and endless potential to create additional living space. Completing this majestic property is 146 ft of shoreline plus a deep-water private pier (8ft MLW) with multiple boat slips, a 30,000lb and 12,000lb boat lift and 2 jet ski lifts; everything a boating enthusiast needs plus the Severn River location is ideal for accessing the Annapolis Harbor and the Chesapeake Bay. Feel miles away from it all but just 5 miles to downtown Annapolis and Severna Park, close to the B&A Trail and located in the Blue-Ribbon Severna Park School district. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views and a great setting, this is the one for you! Welcome Home!

Introducing a truly exceptional residence in the coveted Wardour neighborhood – a 9000+ square foot haven of luxury living across 3 spacious levels. This stunning home boasts a grand 2-story marble entry with a curved staircase, setting the tone for the refined elegance that awaits. The traditional floor plan offers a cozy family room with exquisite molding details and luxurious Living room with stunning architectural details including coffered ceiling and you'll find comfort and warmth with fireplaces gracing both spaces. The heart of this home is the expansive kitchen featuring high-end appliances, an abundance of cabinets and counter space and large curved island, ideal for culinary enthusiasts. The adjoining dining room and the breakfast nook in the kitchen provide plenty of gathering space for the largest of dinner parties. The music room/sunroom bathes in natural light, creating an inviting atmosphere for relaxation. Step outside to your own paradise – a heated, saltwater pool surrounded by expansive decking and an integrated hot tub, perfect for entertaining or unwinding in style. The finished basement adds to the allure, offering a bedroom, full bath, and an additional 2400 sqft of livable space. Upstairs, discover a haven of tranquility with 5 bedrooms. With soaring ceilings and tons of natural light the bedrooms are sure to please a large family or guests. Two bedrooms enjoy private ensuites while the additional 2 bedrooms share a well appointed bathroom with enormous shower. The primary bedroom suite is a masterpiece of luxury. Cozy up in front of the fireplace on a chilly evening, relax in the sitting area and unwind after a long day in the spa-like bathroom with dual vanities, walk-in shower, make-up area. Wardour's charm extends beyond the property lines, with a voluntary HOA providing access to the Severn River and a community beach. This home is a testament to refined living, where every detail has been carefully considered to create a residence that exceeds expectations. Welcome home – where luxury meets lifestyle.

New List Price! Enjoy living in this charming--incredibly wide-- 3 Bedroom 3 Full 1 Half Bath home near Patterson Park. Upon entering you are impressed by the detailed woodworking of the caisson ceilings, the crown molding, and chairrails which offer a luxury and style to the first floor The hardwood floors on the main and 2nd levels create a sense of warmth. The exposed brick adds the Baltimore charm. Its open floor plan is great for entertaining. A large kitchen with lots of counter space and stainless steel appliances. Convenient stacking full-sized washer and dryer are located on the main floor as well as a half bath. Upstairs are 3 bedrooms and 2 baths. The bright primary suite has an ensuite bath with a large walk-in shower. The remaining bedrooms share a hall bath with a tub/shower combo. The lower level has a large finished area with a wall of built-in shelving. A full bath is located on this level as well. Multiple storage areas hold all of your items. Enjoy a maintenance-free backyard with XGrass Pet Turf. No need to mow and environmentally friendly for your family and pets. Conveniently located .6 mile from Johns Hopkins Hospital, Patterson Park, Fells Point, and Baltimore's Harbor. Hop on I-95 for DC commute or points north.

Welcome to the vibrant community of Severndale! Nestled on this picturesque corner lot, you'll find a wealth of remarkable features complemented by convenient water access just a stone's throw away across Benfield Rd. Entertain in style with an updated kitchen featuring stainless steel appliances and an inviting bar area. With five bedrooms and two and a half bathrooms, including a main level bedroom and a luxurious primary suite upstairs, this home accommodates both relaxation and functionality. Cathedral ceilings adorn the living room and screened porch. Additional highlights include a family room with a barn door, two fireplaces, main level laundry, and a large linen closet. Outside, enjoy the tranquility of a partially fenced yard, hardscaping, and a welcoming front porch, along with utility storage space, shed, driveway and basketball pad for outdoor enjoyment. Take advantage of community amenities such as kayak storage, a pier with a launch pad, and a delightful picnic area. With easy access to the nearby B&A trail, Kinder Farm Park, other recreational options, schools, coffee shops as well as local restaurants and retail stores, this home offers the perfect blend of convenience and charm. Updates over the last 6+ years include roof and siding.

Welcome to this charming three-bedroom, two-bathroom cottage, artfully renovated and nestled in the picturesque neighborhood of Herald Harbor. Embrace a tranquil lifestyle with water views of the Severn River greeting you from sun-filled rooms boasting an open floor plan. Step inside to find a kitchen and dining area adorned with tongue-and-groove wooden ceilings, creating a cozy ambiance. The kitchen boasts stainless steel appliances, granite countertops with a breakfast bar with seating, and plenty of storage within its ample cabinetry. Entertain with ease in the dining room, featuring a vaulted ceiling and sun-drenched skylights, seamlessly connecting to the living room with its vaulted ceiling, skylights, and a welcoming wood stove. Transition effortlessly to the screened porch, accessible from both the kitchen and family room, where vaulted ceilings and a gentle breeze invite relaxation. Convenience meets functionality with a utility room adjacent to the family room, offering laundry facilities, a utility sink, and countertops with cabinetry and a desk area. The main level hosts a full bathroom, and two bedrooms, including the primary suite, with a luxurious ensuite bathroom with a shower/tub and double granite vanity. Ascend to the upper-level loft, where the third bedroom awaits with its vaulted ceiling, interior balcony overlooking the main living area, and a glass door opening to a balcony overlooking the serene Severn River, an ideal spot for a morning cup of coffee or a stunning sunset. Outside, an attached large shed provides ample storage space, complemented by a tool shed, and firewood storage. A partial house generator for added convenience. Enjoy the fenced backyard featuring a brick patio and raised flower beds, perfect for outdoor gatherings and gardening enthusiasts. Experience the best of waterfront living with proximity to water access and a nearby boat ramp, ideal for boating enthusiasts. The community of Herald Harbor offers additional amenities including several beach areas, a boat launch, hiking trails, and more, ensuring endless opportunities for recreation and relaxation. Indulge in privacy and tranquility while still enjoying proximity to shopping, restaurants, and commuter routes.

Classic Colonial home with 4 bedrooms and 2.5 baths in a quiet cul-de-sac located in the coveted Hillsmere Shores community. Lovingly maintained throughout the years and providing approximately 2500 sqft of living space across 3 finished floors, this charming home is move in ready. The gleaming hardwood floors, brick fireplace with built-ins and spectacular screened porch are the highlights of this property. Spacious formal Living room and Dining room flow into the combination Kitchen and Family room with access to rear deck and screened porch; a seamless extension of the interior living space creating the perfect destination for relaxing throughout the year. Head upstairs at the end of the day to enjoy the Primary bedroom with ensuite bath and multiple closets. Completing the upper level are 3 additional bedrooms and hall bath. The partially finished lower level family room is spacious and has plenty of room for the whole family. Beautifully landscaped front yard and large level backyard bordering a small stream that leads out to Duvall Creek; this just under 1 acre lot provides plenty of room for running, playing and exploring. Tucked away on a quiet street and located close to the many community and surrounding amenities including the neighborhood Marina and boat ramp, community pool, community beach with pavilion, playground and picnic area. The sought after Hillsmere community is close to public/private schools, restaurants/shopping and Quiet Waters Park with over 300 acres of beautiful parkland featuring trails winding through forests and grasslands, summer concerts and winter ice skating; year-round activities are always readily available. Additionally, it is conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Welcome Home!

BUILD YOUR DREAM HOME & LIVE THE CHESAPEAKE BAY LIFESTYLE! Want to live the waterfront lifestyle but spending millions is not an option? You need a lot that is permit approved for septic and ready to go (no guesswork) in a wonderful water privileged community. This is that property! Build a beautiful 2,500 square foot home down the street from the highly sought after Scenic Severn River and the Chesapeake Bay boating lifestyle will be yours. The renderings featured are for informational purposes only to serve as an example of what type of home could be built on the lot. Enjoy all the amenities of a private club with beach and dock, picnic pavilion, tennis and basketball courts, playground and community center...what else do you need? Perhaps you are looking for an ideal commuting location? Look no further as Herald Harbor has quick access to Rt 97 and is an easy trip to Baltimore, Washington and all transportation hubs. Travel to Historic Downtown Annapolis in 15 minutes by car or boat unless you are taking a leisurely sail! The possibilities are endless...this is the lifestyle you have dreamed of and one you can afford! (All plans and permit info attached in MLS documents)

Built in 1937, lived in and enjoyed by the founder of T Rowe Price, this enchanting six-bedroom, five-and-one-half bath stone residence was modeled after the circa 1782 Dr. Barraud House in Williamsburg, Virginia. Thoughtfully designed for sophisticated entertaining and comfortable living, quiet sun-filled rooms with endless charm grace the multiple living spaces which are further enhanced by high ceilings, beautiful millwork, and wide board hardwood floors. The spacious and elegantly proportioned rooms present four gas and one wood fireplace, and abundant natural light through large windows and French doors. A large white and granite cook's kitchen overlooks a delightful stone walled breakfast room with full-size arched glass cottage doors that open to a private courtyard where the original gas crab steamer is displayed. Situated on one of the largest Guilford lots accented with stone walls, a captivating private yard overlooks serene landscaping and water features from a lovely, covered bluestone terrace.

Exquisite waterfront sanctuary, offering breathtaking vistas of the tranquil Severn River. The expert siting of this home on a hillside lot overlooking the water captures endless views from almost every room. A complete renovation in 2016 has transformed this property into a haven of luxury and comfort. Step into the foyer to be immediately greeted by the framed water views through the wall of windows in the sunken living room and marvel at the abundance of natural light beaming in. Adorned with a floor-to-ceiling stone fireplace, vaulted ceilings, and recessed lighting, the living space exudes warmth and sophistication. The adjacent dining area, with French doors leading to a sprawling Trex deck, promises unforgettable sunrise and sunset views and provides a perfect place for entertaining or relaxing. The gourmet kitchen boasts Quartz countertops, custom cabinets with pull-out shelves and soft close feature, and top-of-the-line GE Monogram stainless steel appliances; all the extras that are sure to satisfy even the most accomplished chef. Work from home in the main-level corner office, offering inspiring water views. The upper level hosts a lavish Primary bedroom suite with a private balcony, walk-in closet, and spa-like en suite bath. The serene, peaceful views from the balcony are unsurpassed and an ideal backdrop for your morning and evening routine. Two additional bedrooms, a laundry room, and a full bath complete the upper level. The lower level is an entertainer's paradise, featuring a second fireplace, and a magnificent bar fully equipped with dishwasher drawers, ice machine and kegerator. Enjoy hosting gatherings large and small! The additional bedroom with full bath provides a convenient space for overnight guests. Open the patio doors and let the party spill out onto the stone patio overlooking the landscaped yard and the sparkling water of the river. Head on down to the water's edge to appreciate the deep water pier, 2 coveted and recently reconstructed boathouses with lifts and additional 60-foot boat slip. The perfect trifecta for an avid boater. The prime location on the Severn River makes it easy to cruise to Annapolis, the Chesapeake Bay and beyond. Experience the ultimate waterfront lifestyle in this meticulously crafted retreat.

Coming Soon! First showings Friday afternoon March 22nd. Create the life you love in historic Bolton Hill.

Welcome to 816 Wellington Road. Rarely does a move-in ready Stoneleigh home come onto the market that encompasses spacious rooms, double-doored and walk-in closets, a center-neighborhood location, a two-car attached garage, and a huge level yard. Additionally, there's a full in-law suite on the lower level with a kitchenette with windows, a full bath, bedroom, and a living area that can be accessed from inside the home or from the backyard. The main level rooms are open and bright, with southern exposure sending in the sunshine. The casual feel of the spaces adds to the versatility of the floorplan: use the room off the kitchen as a den or a breakfast room or trade the dining room for another den. The family room off the living room can be a home office or playroom. The updated kitchen offers a ton of counter and cabinet space, a window looking to the backyard, a breakfast bar for at least four, and access to the garage for bringing in the groceries. Upstairs find four more bedrooms and two full baths. The primary bedroom easily fits a king-sized bed and several dressers. The walk-in closet is a dream, and the full bath has a tub/shower. Three additional bedrooms have double-doored closets and hardwood floors. All are larger than most Stoneleigh home bedrooms. Stoneleigh is a neighborhood with a community pool and local school, offering ball fields, playgrounds, and more. It's a community where life-long friendships are created.

Walk to the Wiltondale Pool this summer! Welcome to 615 Stevenson Lane in Wiltondale, where you will make memories to last a lifetime. This classic brick colonial comes with a yard so large you'll get your creativity flowing to find ways to use it all. Add a sports court? Add a huge addition to the house? Create flower and vegetable gardens? Create a lacrosse field or soccer field? Enter the living room and love the gorgeous hardwood floors, spacious rooms, and natural light. Spend evenings together in the lower level family room, which is perfect for game time or playtime. On the upper level, find three spacious bedrooms and two full baths. The huge primary bedroom is large enough for a king-sized bed. Enjoy the updated primary bath. The house features updated windows, an updated HVAC system, updated primary bath, and a replaced roof. Additional parking out front. So much to offer in a super-convenient location. Walk to Stoneleigh Elementary School and enjoy the playground and fields. There's another playground by Wiltondale Pool.

Charming 4-Bedroom Home with Guest Cottage in Saint Michaels, MD Nestled in the picturesque town of Saint Michaels, this enchanting property offers a unique blend of classic charm and modern comfort. The main residence features four bedrooms, providing ample space for families or those seeking room to grow. With meticulous attention to detail, the interior boasts tasteful design elements, creating a warm and inviting atmosphere. The property's allure is further enhanced by a separate guest cottage, offering versatility for accommodating visitors, creating a home office, or exploring rental potential. The guest cottage provides an additional layer of privacy and convenience. Set against the backdrop of Saint Michaels' scenic surroundings, this residence is a haven for those who appreciate both tranquility and community. Whether enjoying the spacious interiors, the charm of the guest cottage, or the vibrant local amenities, this property epitomizes the Eastern Shore lifestyle. Immerse yourself in the historic allure of Saint Michaels while relishing the comfort and space provided by this thoughtfully designed 4-bedroom home with a guest cottage – a true gem in this coveted Maryland town.

Charm meets convenience in this delightful stone colonial situated on one of Homeland's most beautiful and sought-after blocks! Step into a world of warmth and comfort as you enter the center hall foyer flanked by living and dining rooms, perfect for creating lasting memories with loved ones. The kitchen is sweet with marble counters and light cabinets. Embrace the tranquility of the private backyard and side covered porch, your own private retreat after a long day. Upstairs offers three bedrooms and two full baths. The lower level is newly finished, waterproofed and sunlit, and offers a recreation room with great windows, plus the fourth bedroom and full bath for guests. Valuable updates abound including a recently replaced slate roof on the house and garage, a new boiler, recent washer and dryer, recent water heater, a basement renovation, and more. Parking is a breeze with a one car garage, two car rear parking pad, and street parking as well. With top-notch institutions and amenities just a stone's throw away, this home offers the ideal blend of beauty and function in a wonderful neighborhood setting.