336 houses for sale in Worton

Wake up to panoramic views of the Bush River and spend your days enjoying everything waterfront living has to offer. Whether it's boating, kayaking, paddleboarding, jet skiing, swimming, or simply relaxing by the water, this property puts it all just steps from your back door. The private dock, with portions replaced in April 2026, accommodates larger boats and includes a boat lift, while the new bulkhead (2024) adds peace of mind. From here, you'll have easy access to the Chesapeake Bay and countless waterfront destinations. Inside, the open floor plan is designed for gathering, with hardwood floors, a gas fireplace, and water views that carry throughout the main living spaces. The sunroom is the perfect place to enjoy your morning coffee or unwind at the end of the day while overlooking the river. The primary bedroom opens directly onto the deck through sliding glass doors, creating an easy connection to the outdoors and offering beautiful water views to start and end each day. The h

Beautifully maintained and truly move in ready, this spacious home offers comfortable single level living with thoughtful upgrades throughout. Featuring 3 bedrooms and 2 full baths, the property showcases luxury vinyl plank flooring in the spacious living room, dining area and kitchen. The home is filled with natural sunlight, enhanced by new Andersen tilt in windows in the bedrooms and kitchen, plus an oversized Andersen French door leading from the sunroom to the rear patio. The sunroom features a tiled floor, creating a bright and relaxing space year round. The kitchen provides ample cabinet storage, two pantries, granite countertops, an eat in area, and a built in desk. The spacious master suite includes a walk in closet and private bath with granite counters. A large living room flows seamlessly into the adjoining dining area, offering an open and inviting layout. Major improvements include: Encapsulated crawl space (2021), New roof (2020), New 6' gutter guard system with undergro

Affordable opportunity in the heart of downtown Chestertown! This 3-bedroom, 1.5-bath townhome is ideally located just minutes from Washington College, shops, restaurants, parks, and the waterfront. Offering a functional floor plan with spacious living areas, generously sized bedrooms, and a back yard with additional rear parking, this home is ready for its next owner to make it their own. This property presents an excellent opportunity for first-time homebuyers looking to build equity or investors seeking their next investment property! Opportunities at this price point in Chestertown don't come along often! Schedule your showing today and discover the potential this home has to offer! Property is being sold AS-IS

210 West Main Street is waiting to shine. Lots of space inside and out with frontage on Main Street and Water Street. The driveway leading to the barn/garage building enters off Water Street. This home has not been lived in for several years and is now ready for a new owner fall in love with it and bring it back to its full charm and beauty

All offers due on 7/4 by 5 pm. Set on a picturesque 2-acre lot, this exceptional property is surrounded by lush landscaping and mature trees, creating a private and tranquil retreat from the demands of everyday life. Scenic vistas and wooded surroundings provide a peaceful ambiance, offering the perfect balance of rural charm and modern convenience. Inside, a thoughtfully designed traditional floor plan seamlessly connects the home's living spaces. The gourmet kitchen is a chef's dream, featuring premium Viking stainless steel appliances, including a gas range, built-in microwave, and refrigerator. A spacious center island with a butcher block workstation provides abundant prep space, while upgraded countertops, imported deVOL fixtures, under-cabinet lighting, and elegant glass-front cabinetry add both style and functionality. The adjoining kitchen and dining area is ideal for entertaining, allowing for effortless flow and gathering. The home offers four generously sized bedrooms, each

Unique Opportunity to Own in Frisby's Meadow! Welcome to this spacious three-story home located in the sought-after Frisby's Meadow community in Cecilton. Offering 4 bedrooms, 2.5 bathrooms, and a heated two-car attached garage, this home combines comfort, functionality, and modern amenities. The main level features a well-appointed kitchen, formal dining room, inviting living room with a cozy pellet stove, and a relaxing screened-in porch overlooking the backyardperfect for entertaining or enjoying peaceful evenings outdoors. The second floor offers a spacious primary suite complete with a private full bath, along with two additional bedrooms and a full hall bathroom. The finished third floor provides a large, flexible space that can easily serve as a fourth bedroom, home office, playroom, or bonus room to suit your needs. Additional features include a whole-house speaker system, security alarm system, and numerous electronic upgrades throughout the home. Located within the Bo Manor S

Welcome to 29313 Glencoe Rd Kennedyville. Experience waterfront living at its finest with this well-maintained 3-bedroom, 2-bath ranch home. Designed for comfort and relaxation, the home features just a few of the amenities of a bright sunroom, and a spacious walk-out basement. Outside, you'll find two detached garages with additional storage above, offering ample room for vehicles, hobbies, and equipment. An original out building, called the fish house offers a unique perspective of the area. A newer pier with a boat lift and floating dock provides easy access to the water, making it perfect for boating, fishing, or simply enjoying life on the Sassafras River & other tributaries. The property boasts approximately 200 feet of bulkheaded shoreline and a small sandy beach, creating the quintessential waterfront retreat. Elevated views stretch down the Sassafras River and across Freeman Creek, where you can watch abundant wildlife throughout the seasons. Begin each day with breathtaking s

Welcome to West View Shores! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal community living and it comes fully furnished with all furniture, furnishings, decor and household items, making it truly move-in ready. Just bring your personal belongings and start enjoying your new home! Relax and unwind by the gas fireplaces located in both the sunroom and living room. Off the sunroom is a deck for entertaining and beautiful views of the river. The updated kitchen features beautiful cabinetry and opens to the dining area, complemented by gorgeous wood floors throughout the main living spaces. The walkout basement provides additional living space, a half bath, and plenty of storage. An attached one-car garage adds convenience, while the large detached garage offers room for 2+ cars, hobbies, storage, and more. There is an additional deck and bar attached to the garage to create the perfect setting for entertaining family and friends. Enjoy

Located in Perryman just 2 streets from the water nestled in the charming Forest Greens neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With a major renovation completed in 2018, the interior boasts an inviting open floor plan that seamlessly connects the country-style kitchen and dining area, ideal for gatherings and everyday living. The kitchen features stainless steel appliances, including a dishwasher and icemaker, along with a convenient pantry for all your culinary needs. This delightful home includes three spacious bedrooms, each designed with comfort in mind, and a well-appointed full bathroom plus a Master half bath. Enjoy the luxury of a Master bedroom walk-in closet and main floor laundry, making daily routines a breeze. The cozy ambiance is enhanced by replacement casement windows and a security system for peace of mind. Step outside to discover a serene outdoor space, complete with a gazebo, and a patio perfect

Experience the warmth and charm of in-town living in this beautiful residence in Chestertown's Historic District. Just a few blocks from the waterfront, shops, galleries, and restaurants, it offers the perfect balance of walkability and tranquility on one of the district's quietest streets. The thoughtfully designed layout makes excellent use of every square foot, while tasteful updates fill the home with natural light. A spacious screened porch extends from the dining room, offering a peaceful place to relax and enjoy the character of the neighborhood. The fenced backyard is a gardener's dream, featuring lush landscaping, vibrant plantings, and beautiful hardscaping that create a private outdoor sanctuary. A rear entrance with off-street parking adds everyday convenience while preserving the home's charming streetscape. This exceptional historic property offers an outstanding lifestyle less than two hours from Washington, DC, and Philadelphia

Brand-new construction in the Crosby Woods Subdivision! This beautifully designed 3-bedroom, 2-bathroom home offers comfortable one-level living on a private 0.835-acre lot. The open-concept floor plan features granite countertops, a center kitchen island, pantry, stainless steel appliances, recessed lighting, and a dedicated laundry/utility room. The spacious primary suite includes a tiled private bathroom, while the additional bedrooms provide flexibility for guests, family, or a home office. Enjoy your morning coffee on the front porch or relax on the rear deck overlooking the wooded backdrop. Set back from the road and backing to a protected forest conservation area that cannot be developed, this property offers both privacy and a peaceful setting. Conveniently located just a half mile from the charming waterfront Town of Rock Hall, with its restaurants, marinas, shops, and community events

Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor bedroom and full bathroom, plus two additional bedrooms and a full bath on the second floor. There's a walk-up attic for additional storage, shed in the yard, laundry and utility room off the kitchen. Many updates have been made throughout the years, such as the addition of a copper roof on the front porch, updated bathrooms, flooring, and updated lighting. Recent updates include the home's heating system. Don't miss this downtown gem!

Five bedrooms, two full baths, a big kitchen, and a beach community right outside your door. Whether you're looking for a summer getaway or a full-time home, 28 Beechwood St fits the bill. The layout works. An open front porch connects to a side wrap deck, and the finished enclosed porch adds flex space that works great as a playroom, game room, or off-season storage. Low maintenance inside and out means more time enjoying the water and less time worrying about upkeep. The Crystal Beach community delivers the amenities that make this location special, including a sandy beach, boat ramp, marina, picnic area, and pavilion. Homeownership gets you and your family full access to the park and beach. The Yacht Club, Marina, and Pier are also available for membership (fees apply). And when you want to grab a bite, Annie's on the Beach and the Beach Grill restaurant and bar are right there. VRBO potential! Practical details worth noting: water bill is just $175 per year, the septic system is ne

Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The spacious detached garage provides ample storage for vehicles, boats, and recreational equipment. Unwind in the cooled three-season room overlooking the fenced backyard, offering the perfect setting for gatherings with family and friends after a day on the water. Ideally located just a short walk or golf cart ride from Haven Harbour South Marina, you'll enjoy convenient access to boat slips, waterfront dining, a sandy beach, marina amenities, and breathtaking Chesapeake Bay sunsets. Whether you're seeking a year-round residence, weekend escape, or boating retreat, this property offers comfort, convenience, and the best of Ro

5 Acres, Pole Barn, Single story 2,300 sqft living on a quiet back country road. Need I say more? Just outside of Church Hill & Ingleside and under 30 minutes from the Chesapeake Bay Bridge. This beautiful 3-bedroom, 2-full-bath home is nestled on more than 5 acres, providing both privacy and ample space to enjoy the outdoors. Step inside and discover an open-concept, one level floor plan with beautiful hardwood floors throughout. The gourmet kitchen is a true centerpiece, featuring stainless steel appliances including a double wall oven, cook top, microwave, refrigerator with ice maker, and a convenient kitchen island. Under sink instant hot water system is super convenient. An open flow from the kitchen area is a spacious living room and a large sun room with vaulted ceiling and windows that offer panoramic views out back. The large primary suite is an absolute retreat, complete with a custom built in closet and door less walk-in shower. Dual raised bowl sinks, creating a spa-like at

Welcome to 4 Poplar Grove Avenue, where breathtaking waterfront views of the Bush River meet exceptional craftsmanship and modern luxury. This fully renovated ranch-style home has been thoughtfully redesigned from top to bottom, offering a seamless blend of timeless elegance and contemporary comfort. The striking exterior features a new roof, gutters, board-and-batten siding, energy-efficient windows, a Craftsman-style glass front door, and professionally refreshed landscaping. Inside, the open-concept main level was designed to showcase the home's spectacular river views from nearly every angle. An accordion-style bi-fold glass door opens to an expansive 1,000-square-foot composite deck, creating the perfect indoor-outdoor living experience for entertaining or simply enjoying the peaceful waterfront setting. The main level boasts hardwood flooring, recessed lighting, a cozy fireplace, two bedrooms, two full baths, and a sun-filled living and dining area. The stunning kitchen is equipp

Agents. Please view agent remarks in bright mls. This beautifully renovated 3-bedroom, 2-bath Fairlee home is a true gem, perfectly situated on a private 2-acre lot that offers both tranquility and privacy located just a few miles from historic Chestertown. Surrounded by mature trees and bordered by a serene cornfield, this property provides a peaceful retreat from the hustle and bustle of everyday life. The home has been thoughtfully designed to accommodate comfortable everyday living as well as entertaining guests. The spacious rear deck is an ideal spot for hosting gatherings, enjoying morning coffee, or simply relaxing while taking in the natural beauty of the surroundings. Step inside to discover a modernized kitchen equipped with updated appliances and ample counter space, making meal preparation a pleasure. The bathrooms have been tastefully updated to combine style and functionality, while new windows throughout the home allow for plenty of natural light and energy efficiency.

Build your dream home with Schaeffer Homes! This home is to be built through their Build On Your Lot Program. The Jaxon I is a charming 1-story home with a ranch-style design, ideal for those seeking a welcoming and compact living space. Starting at 1,423 square feet of living area, it holds 2 bedrooms, 2 baths, and a 1-car front entry garage with additional space for storage. This home is ideal for small families or individuals looking for a comfortable space to call their own. The great room is adequate to fit a large dining table, while still allowing extra space to spread out between the kitchen and family room. The homesite is listed for $59,900, the home is $266,900, and the estimate for land development cost is $140,000. Land development costs can be more or less than $140,000. Seller and Builder make no representation of the feasibility and cost for site development and will provide a due diligence period to the Buyer. Schaeffer Homes will assist the Buyer through the due dilig

Don't miss this rare opportunity to own a beautifully upgraded waterfront home in the highly sought-after community of Bay View Estates, offering breathtaking panoramic views of the Chesapeake Bay and iconic Turkey Point Lighthouse. This beautiful 4-bedroom, 2-full-bath home has been thoughtfully updated and is designed to maximize both comfort and entertaining. From the moment you enter, you'll appreciate the stunning hardwood floors, abundant natural light, and spectacular water views from nearly every room in the home. The inviting sunken living room features a cozy wood-burning fireplace, creating the perfect gathering space year-round. The spacious kitchen is ideal for entertaining, complete with ample workspace, a wine refrigerator, and seamless flow to multiple indoor and outdoor living areas. Step outside and enjoy true waterfront living with expansive decks stretching across the rear of the home and a large screened porch on the sideperfect for relaxing, dining, or taking in t

You may qualify for NO DOWN PAYMENT on this home! Talk about charm! From top to bottom, This home is thoughtfully crafted. This property was the community FIREHOUSE back in the day. Even the old firehouse sliding pole is now a spiral staircase is built around it! Calling all Boaters and beach lovers! This charming, water-oriented home in Crystal Beach Manor offers the perfect combination of tranquility and adventure, making it ideal for full-time living or weekend getaways. Located at the mouth of the Chesapeake Bay, this 2-bedroom, 2-bathroom home is in the sought-after community known as'The Land of Pleasant Living', located just a short golf cart ride to the beach for outdoor recreational fun. This home offers the ideal balance of a quiet coastal lifestyle with easy living. KEY FEATURES: A major renovation transformed this home into a modern and cozy retreat. Beautiful stonework, a spiral staircase(which was once the firehouse sliding pole), and thoughtful updates throughout make th

Charming home located just outside of town, extensively renovated between 2005-2008. Renovations included taking the home down to the studs and updating insulation, drywall, windows, furnace, plumbing, flooring, kitchen, and bathroom. The open floor plan creates a bright and airy living space, and a 2020 addition added a third first-floor bedroom on the main level, offering convenient one-level living. Situated on nearly an acre, the property includes a detached garage/shed and a spacious yard. Water conditioner is owned but not operational, and the dishwasher conveys but is not in connected. Property is being sold As-Is. A small area of wetlands is located in the far rear corner of the parcel

NEW PRICE One of Chestertown's Best Values! Over 2,500 square feet of 2023 construction priced comparably to many older Chestertown homes with just 1,2001,800 square feet. If you're looking for maximum living space, modern design, and exceptional value, this home deserves a closer look. This move-in ready, three-story home offers 5 bedrooms, 3.5 baths, and 2,535 square feet of thoughtfully designed living space. The inviting front porch welcomes you into an open-concept main level featuring a spacious family room, dining area, and a bright kitchen designed for everyday living and entertaining. Highlights include stainless steel appliances, a generous peninsula, large corner pantry, first-floor laundry, and convenient powder room. The private owner's suite features a spacious walk-in closet and en-suite bath with double vanity and walk-in shower. Three additional bedrooms share a full bath with double vanity, while the finished third level provides a fifth bedroom, full bath, and flexib

Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCAblending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deckthe perfect spot to unwind and look out at the wooded backdrop. Upstairs, you will find three comfortable bedrooms, including a primary suite with a private bath, alongside a dedicated laundry area. Turn-key and low-maintenance, this property is a fantastic opportunity for first-time buyers, downsizers, and investors alike

This cute as a button downtown stunner is recently updated and ready for the next owner to fall in love with the lifestyle that comes with living in the Historic District. Located on a quiet side street just a block from Chestertown's dining, shopping, and galleries, this is the perfect blend of social and tranquil. This means that walking down to Evergrain or Modern Stone Age Kitchen for a croissant and cappuccino before a morning stroll along the waterfront promenade could become part of your morning routine. The thoughtful updates over the years have opened the floor plan and allowed for a modern layout. Many serious upgrades have occurred in the past year including the kitchen and electrical service. The wood burning stove, basement for storage, and garden building are amazing benefits. Invest wisely in an amazing home while improving your quality of life in this incredible community on the water less than 2 hours from Washington DC, Philadelphia, and Baltimore

OPEN HOUSE Saturday, June 20, 2026 12:00 PM 2:00 PM Well-Maintained Colonial in a Water-Oriented Community on a Private Street! Don't miss the opportunity to tour this bright and cheerful Colonial featuring a welcoming front porch, attached one-car garage, and an abundance of living space both inside and out. Highlights Include: Beautiful hardwood floors throughout the main level and carpet / hardwood on the upper level Versatile loft area perfect for a home office, reading nook, or play space Spacious owner's suite with tray ceiling and spa bath featuring a soaking Jacuzzi tub and separate shower Convenient upper-level laundry Fully finished lower level with family room and play area Sliding glass doors leading to a level backyard with peaceful tree-lined views Updated kitchen with stainless steel appliances First-floor powder room Recent Updates: Driveway Extension (2025) Fresh Paint Upstairs (2025) Dishwasher (2025) Roof Vent Pipe Boot (2025) Hard-Wired Smoke Detectors with Battery