luxury houses for sale Chatham, United States

Set on a quiet street just a short distance from Red River Beach, this six-bedroom residence offers an exceptional setting for Cape Cod living. Surrounded by mature plantings and natural privacy, the property feels peaceful and inviting while remaining close to the area's beaches, villages and coastal amenities.Designed for effortless summer living and entertaining, the spacious backyard features a large deck, storage shed and generous lawn. A private path providing direct access to the Cape Cod Rail Trail is perfect for morning bike rides, scenic walks, or exploring the Cape. The first-floor primary suite opens directly to the deck and outdoor shower, creating a seamless connection between indoor comfort and the relaxed outdoor lifestyle. Whether enjoyed as a cherished summer retreat, a year-round residence, or an investment opportunity, this property presents an ideal way to experience the very best of life on Cape Cod.

Tucked away in one of Harwich's most desirable areas, this exceptional four-bedroom home offers a rare blend of privacy, space, and quintessential Cape Cod living. Set on a beautifully secluded lot, the property invites you to relax and entertain with ease.The expansive interior features two generous living rooms, providing flexible spaces for gathering, unwinding, or hosting guests. A full dining room flows seamlessly into an inviting, well-appointed kitchen designed for cooking and entertaining. Convenience is key, with laundry on both the first and second floors, ensuring everyday ease for households of any size.Outdoor living is just as impressive, featuring a large, sun-filled deck ideal for dining or summer entertaining, along with an outdoor shower to rinse off after a day at the beach. A two-car garage with additional storage space adds practicality to this thoughtfully designed home. Located just a short distance from Thompson's Field, Red River Beach, and the shops and restaurants of Harwich Port.

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

Charming and incredibly cozy, this home feels like a true retreat. Outdoor space is fenced in and has mature perennials and an inviting pergola. The perfect place to unwind and entertain. Inside, find comfort and style. The huge basement offers amazing potential. Bring your imagination - this vast space can easily be converted into your dream hobby room, workshop, or additional living area. See it today!

Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.

Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just 1/2 mile from Pleasant Bay. Built by renowned Cape Associates, this beautifully maintained 3-bedroom, 3-bath home offers approximately 2,432 sq. ft. across three thoughtfully designed levels. The open main living area features a spacious living room, dining area, & well-appointed kitchen that flows to an expansive deck overlooking the private yard. Upstairs, the primary suite includes a walk-in closet, private balcony, & en suite bath, with two additional bedrooms and a full bath nearby. The lower level adds flexible space for a media room, office, gym, or guests. Set on over 3/4 acre with professional landscaping, a stone patio, and multiple outdoor living areas, the home is ideal for entertaining or relaxing after a day by the bay. A 5-kW solar array, solar hot water, spray foam insulation, HRV ventilation, MERV 16 filtration, Energy Star lighting, sustainable materials, & a HERS Index of 28 deliver exceptional comfort and remarkably low operating costs. Gold-certified and in excellent condition, this is a rare Orleans offering where quality, location, & efficiency align.

Be on the Water by Summer 2026--Experience premier luxury lakefront living on coveted Long Pond with a private sandy beach, dock, and endless boating, waterskiing, kayaking, and swimming right from your backyard. Designed by renowned architects Polhemus Savery DaSilva, this custom waterfront retreat blends timeless coastal design with modern comfort and exceptional craftsmanship. Enjoy sweeping pond views from the open-concept living, dining, and kitchen areas designed for effortless entertaining and relaxed waterfront living. The chef's kitchen features high-end finishes and a sun-filled breakfast nook with gas fireplace overlooking the water. Offering 4 spacious bedrooms, a water-facing den, and a private office with custom built-ins, the home is designed for both relaxation and everyday living. The walk-out lower level includes a wine cellar and flexible recreation space ideal for entertaining. Outside, the backyard leads directly to your private sandy beach and dock for the ultimate Cape Cod waterfront lifestyle.

Welcome to Cape Cod living in this beautifully updated three-bedroom, first-floor living home. Clean and coastal, this inviting property is ideal for seasonal summer retreats or comfortable year-round living. The renovated kitchen features custom cabinetry, quality finishes, and a functional layout designed for everyday living and entertaining. Thoughtful updates throughout the home create a bright, fresh, and move-in-ready atmosphere. Outside, meticulously landscaped grounds showcase beautiful seasonal plantings, lush lawn, and a full irrigation system, providing exceptional curb appeal and effortless maintenance. Enjoy the convenience of being just a short distance to the Cape Cod Rail Trail, shopping, Harwich Center, and the restaurants, beaches, and charm of downtown Harwich Port. Whether you're seeking a vacation getaway, investment opportunity, or primary residence, this exceptional property offers the perfect blend of comfort, convenience, and coastal charm.

The Grey House presents an exceptional opportunity to own property in the heart of downtown Harwich Port and in one of the most sought-after locations on the corner of Ayer Lane. Immerse yourself in this vibrant seaside community, where charming shops, excellent restaurants, and outdoor venues are right at your doorstep. Enjoy strolls through town or head to the beach to watch the sunset before dining and enjoying live music. Currently, the property serves as a beautiful interior shop, offering sunlit spaces with ample glass frontage for street exposure and plenty of parking. It includes large showroom spaces, dressing room, storage room, office, and a bathroom. Upstairs, you'll find a delightful one-bedroom apartment featuring a kitchen, living room, bathroom, and bedroom, perfect for owner use or as a rental investment. This prime location allows you to live and work in the heart of Harwich Port or explore the potential of transforming the property into a stunning single-family residential home. Whether you're looking to invest in a business, embrace the coastal lifestyle, or both, this property offers endless possibilities for creating lasting memories.

Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and you own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, hot tub, and large deck for gatherings or peaceful enjoyment. A must see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

Beautifully maintained four-bedroom, two-bath Cape with deeded rights to Long Pond. This inviting home features an open-concept floor plan with a seamless flow between the living, dining, and kitchen areas, creating a comfortable space for everyday living and entertaining. Thoughtful updates throughout enhance the home's appeal, while a slider off the dining area leads to a patio and fenced backyard, perfect for outdoor gatherings and relaxing after a day at the pond. The first floor offers two spacious bedrooms, an updated full bath, and convenient first-floor laundry. Upstairs, you'll find two additional bedrooms and a renovated full bath. Additional features include a lawn irrigation system, generator, outdoor shower, and attached one-car garage. Ideally located near Long Pond and the Cape Cod Rail Trail, with easy access to swimming, boating, kayaking, biking, and other outdoor activities. Whether you're looking for a year-round home, vacation retreat, or investment property, this property offers an excellent rental history and is rented for the summer season.

Welcome to this classic Cape-style home,ideally located just around the bend from Bakers Pond.Now offered at a new price,this is an excellent opportunity to make your move and enjoy the remainder of summer in a desirable setting.Designed with a flexible and functional layout,the main residence offers 2,092 sq ft of versatile living space.The first floor features a spacious primary en suite bedroom,a second bedroom,a full bath with laundry,and bright kitchen,dining,and living areas ideal for everyday living and entertaining.Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests.The walk-out lower level adds 758 sq ft of flexible space,perfect for a home office,recreation area,gym,or storage.A standout feature is the attached two-car garage with a one-bedroom apartment above,offering excellent potential for multigenerational living,guest accommodations,a private office,or possible rental income.Move-in ready with opportunities to personalize and build equity,this property combines space, flexibility and value in a sought-after location. Lot 69 is combined with 67.Buyers/agents to verify all information.Some photos virtually staged

Nestled beneath magnificent trees that are part of the property's original landscape design, this charming three-bedroom home enjoys a coveted East Orleans location just moments from Nauset Beach and adjacent to the sought-after Pochet area. Brick and stone pathways wind through beautifully established grounds to brick patios that create distinct outdoor gathering spaces, where ocean breezes filter through the canopy above. From here, enjoy leisurely walks or bike rides to Nauset Beach--less than a mile away--to greet the sunrise, stroll the shoreline, or simply listen to the rhythm of the Atlantic.Inside, the home exudes sunshine, with a welcoming living room that flows into a kitchen and dining area, featuring granite countertops and Wolf and Sub-Zero appliances. Three bedrooms and two baths are conveniently located on the main level, including a beautifully appointed marble primary bath. Generous attic space offers exciting potential for future expansion and customization. Ideally situated near East Orleans Village, you'll enjoy easy access to local shops, restaurants, boating, and all the natural beauty that makes this corner of Cape Cod so special.

A rare opportunity to own a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and expansive walls of glass that fill the home with natural light.Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and distant ocean views. The beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting.A detached garage with a two-room studio and bonus space offers exceptional flexibility for creative pursuits. Situated on a large, private lot, the property also includes deeded access to one of Cape Cod's finest beaches--perfect for surfing, swimming, or simply enjoying a day by the sea. Ideally located near the charming village of East Orleans, with its acclaimed restaurants, galleries, and shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at it's very best.

Welcome to 28 Greymoor Way in the heart of East Orleans, Ideally situated on a quiet cul-de-sac just a 1/2 mile from Nauset Beach. Whether you are looking to spend your days relaxing on one of Cape Cod's most iconic beaches or exploring the dunes with your ORV this location offers the very best of coastal living. Set on .46 acre lot this 3 bedroom 2 bath 1,730 sq foot home provides convenient access to shopping, restaurants, golf and highway access while maintaining the privacy and tranquility that makes East Orleans so desirable. A standout feature is the detached barn, complete with artists studio and additional storage offering endless possibilities. Preserve it as a creative retreat, transform it into a yoga studio or fitness studio, or explore as a potential (ADU), subject to local approvals. This property is being offered ''as is'' , presents and exceptional opportunity for the next owner to reimagine and personalize a special Cape Cod retreat. Bring your vision and create a home that will be enjoyed for generations. Septic inspection has failed and buyer is to assume ...