luxury houses for sale South Dennis, United States

There are certain neighborhoods on Cape Cod that people discover and immediately understand why so few homes are ever available.The kind of places where homes are thoughtfully sited on generous lots, mature landscaping softens the view from the road, and a quiet sense of permanence is immediately apparent. Places where ownership is often measured in decades rather than years, and where homes rarely come to market because they are quietly passed along through neighbors, friends, and family connections before the rest of the world ever knows they are available.Windward is one of those places.This coveted East Dennis enclave of custom McPhee-built homes has long been regarded as one of the area's best-kept secrets. Tucked away just minutes from some of the Cape's best beaches, Windward offers something increasingly difficult to find: privacy, space, and a level of understated elegance that never asks for attention yet quietly commands it.There are no gates here. None are needed.The winding roads, generous setbacks, meticulously maintained homes, and extraordinary pride of ownership create a feeling of exclusivity that is difficult to define but impossible to miss. It is a neighborhood for those who appreciate breathing room, who value quality over flash, and who understand that true luxury is often found in what isn't crowded, hurried, or easily replicated. Perhaps that is why so few homes ever become available. Once people find Windward, they tend to stay. Set near the end of a gentle curve in the road, 9 Baker's Pond enjoys one of Windward's most desirable settings. A sweeping circular driveway welcomes you to this custom Cape, thoughtfully designed to embrace both privacy and natural light. Inside, warm and inviting spaces include an eat-in kitchen with rich cherry cabinetry, a formal dining room ready for holidays and celebrations, and a comfortable living room centered around a handsome fireplace. The first-floor primary suite offers cathedral ceilings and a sense of retreat, while additional bedrooms and flexible living spaces provide room for family and guests. And then comes the surprise. Added by the current owners, the spectacular year-round sunroom was designed to do exactly what it does so beautifully--draw your eyes outward and showcase the extraordinary setting beyond. With soaring cathedral ceilings, shiplap detail overhead, and floor-to-ceiling windows that flood the space with natural light, it serves as both the heart of the home and a window into the remarkable oasis beyond. From here, the entire scene unfolds. What was completely hidden upon arrival reveals itself all at once--a private backyard oasis that feels more boutique resort than private residence. A heated saltwater pool with a cascading waterfall and graceful arcing water jets creates a resort-like experience, while an expansive bluestone patio, colorful plantings, and impeccably maintained grounds provide the perfect backdrop for both grand entertaining and quiet relaxation. The tiki hut cabana--with bar, refrigeration, television, and plenty of room for family and friends--invites spontaneous summer afternoons that effortlessly drift into evening. As landscape lighting begins to glow and the gardens settle into the soft light of dusk, it becomes easy to understand why so many treasured memories have been created here. Perhaps the greatest luxury is that it is all just steps from your back door. A private retreat designed to be enjoyed whenever the mood strikes. Some of the best moments of summer happen not at a destination, but at home. https://media.nausetmedia.com/sites/rgbdabmy/unbranded

Exceptional waterfront property offering more than four private acres along the Swan River in sought-after South Dennis. This distinctive three-story post-and-beam home combines architectural character, privacy, and an unmatched Cape Cod lifestyle. Enjoy expansive river views from the oversized deck, launch a kayak from your backyard, and paddle directly to South Village Beach. Panoramic windows fill the home with natural light, highlighting the open kitchen, dining area, and spacious living room with propane fireplace. A private office, laundry room, and mudroom complete the main level. The second floor features a generous primary suite with walk-in closet and oversized ensuite bath, plus two additional bedrooms and a full bath. The third level offers versatile bonus space ideal for a media room, game room, studio, or home office. Additional highlights include a two-car garage with bonus room above, a walkout basement with high ceilings and expansion potential, coal-burning pellet stove, outdoor shower.

A charming Arthur Lohr-built ranch perfectly located in West Dennis. This 2/3 bedroom, 1 bath home offers hardwood floors, a wood burning fireplace, and an eat-in kitchen filled with natural light, creating a bright feel throughout. A spacious great room with vaulted ceilings provides additional living space, perfect for entertaining and creating classic Cape Cod memories. An additional room is currently used as a third bedroom, offering flexibility for guests or a home office. Recent updates include a new gas furnace (2026), along with a newer roof and hot water heater (2019). The home offers solid bones and tremendous potential to make it your own. Set on a corner lot with a private, natural backyard setting and a small patio area for outdoor enjoyment. Perfectly positioned along Trotting Park Road, offering easy access to South Village, Trotting Park, and West Dennis Beaches in one direction, and local favorites including Cuffy's, Love Farms, The Breakfast Room, and Three Fins Coffee in the other. Ideal for year-round living or a Cape Cod summer retreat. Passed Title V. Washer and dryer located in the Cape Cod basement.

Renovated in 2021 and known as the Captain William House, this charming single-family Cape style home is set along beautiful historic Route 6A, offering luxury finishes throughout with strong rental income. Located close to Dennis Village, the home features two en-suite bedrooms, a half bath, an eat-in kitchen, and a living room with four rooms total.The fully updated kitchen and in-unit washer/dryer add everyday convenience, while year-round mini-split heating and cooling help keep the home comfortable in any season. The home feels fresh, welcoming, and well suited for a variety of uses. Outside, a private outdoor living area is perfect for entertaining or relaxing after a day at the beach. Off-street parking for multiple vehicles completes the package. With a strong rental history, this turnkey home is move-in ready and offers excellent flexibility as a year-round residence, Cape Cod getaway, or income-producing investment. Ideally located along historic Route 6A, close to Dennis Village, local shops, dining, and some of Dennis' most beloved beaches.

Some homes are admired. The very special ones become the place everyone hopes to gather.Thoughtfully nestled on nearly three-quarters of an acre in one of Dennis Village's most coveted neighborhoods, this remarkable Signal Hill home quietly defies expectations. From the street, it offers only a hint of what lies beyond. Step inside, however, and nearly 3,000 square feet unfolds with warmth, light, and one delightful surprise after another.Your eye is immediately drawn through the foyer toward the shimmering blue of the solar-heated swimming pool, setting the tone for a home where the outdoors is every bit as inviting as the interior. The thoughtfully designed floor plan reveals itself naturally, with spacious rooms that flow effortlessly from one to the next. Sunlight pours through oversized windows and skylights, filling the home with an unmistakably cheerful feeling.At the heart of the home is a beautifully renovated eat-in kitchen, complete with a fireplace, skylight and abundant workspace. It opens seamlessly into the casual dining area before giving way to an extraordinary cathedral-beamed sunroom where walls of glass overlook the deck, gardens and sparkling pool. It is the kind of room that quietly steals your heart and becomes everyone's favorite place to gather. The gracious living room offers a warm and comfortable setting for conversation or quiet evenings by the fire, while the formal dining room has been transformed into a spacious home office, reflecting the flexible lifestyle today's buyers appreciate. Every space feels welcoming, comfortable and beautifully connected. And somehow, tucked inside this gracious home, you'll discover five legal bedrooms and three-and-a-half baths, offering exceptional flexibility for multi-generational living, extended family, guests or working from home. The private walkout lower level provides wonderful independence with its own peaceful connection to the backyard, making it equally ideal for visiting family, teenagers, guests or a private retreat. Outside, the magic continues. The solar covered/heated swimming pool feels as though it has always belonged here, surrounded by expansive patios, a firepit, winding garden paths, quiet shaded sitting areas and extraordinary privacy. The landscape has been lovingly nurtured over many years with mature trees, specimen plantings, and countless varieties of hydrangeas that bloom throughout the seasons. Every curve of the garden, every stone border and every peaceful corner reflects years of thoughtful care. It is elegant without ever feeling formal. What cannot be measured in square footage is the feeling this home leaves behind. You can almost hear birthday parties around the pool, grandchildren racing through the gardens, holiday dinners that linger long after dessert, and quiet mornings with coffee as sunlight filters through the trees. Some homes simply hold happy memories, and this is unmistakably one of them. The warmth, laughter and love shared here seem to linger in every room. All of this is found just moments from Dennis Highlands Golf Course, Mayflower and Corporation Beaches, the Village Green, Cape Playhouse, Cape Cinema, the library, restaurants, shops, playground and everything that makes Dennis Village such a treasured place to call home. Signal Hill remains one of the village's most beloved neighborhoods, offering the rare combination of walkability, privacy and timeless appeal. Some homes offer more space. Some offer more amenities. Very few offer a place where generations naturally gather, where everyone feels welcome, and where life's happiest moments seem destined to unfold. This is one of those rare homes.

Presenting an offering of rare distinction. Refined coastal living, classic architecture and impeccable craftsmanship blend to create a unique sense of privacy, elegance, and pleasure. Nestled upon the shores of iconic Bass River, bask in waterfront living in this exclusive legacy estate replete with a deep water dock, private beach, and spectacular pool and spa. Beyond the auto gates, this private enclave encompasses a main house, carriage house, guest house and boathouse. The estate is set among lush plantings, exquisite gardens, curated vistas, and secluded courtyards. The sun-drenched interiors boast a peaceful balance of function and modern refinement. Custom appointments, outstanding finishes and bespoke details provide exceptional continuity. A deep-water dock and elaborately designed pier, capable of welcoming a substantial yacht with additional space for two vessels, offers direct access to Nantucket Sound and the Atlantic. This highlights the estate's stature as an ultimate residence for those seeking leisure and adventure. The setting, extraordinary amenities and elegance celebrate the unparalleled rhythm of a timeless, Cape Cod lifestyle.

If you've been searching for a truly turnkey home, look no further. This absolutely pristine 3 bedroom, single level residence offers the perfect blend of comfort, style, and convenience, featuring two private en-suite bedrooms. Thoughtfully updated throughout, the home boasts new siding and windows, enhancing both curb appeal and energy efficiency. The updated white kitchen showcases beautiful stone countertops, stainless steel appliances, and a bright, inviting atmosphere ideal for everyday living and entertaining. The welcoming living room features a fireplace, creating the perfect gathering space for relaxing evenings and cozy Cape Cod winters. The spacious primary suite offers a stunning tiled shower and thoughtfully updated finishes. Comfort is ensured year round with an efficient heat pump providing air conditioning for warm summer days. Solar panels help offset energy costs, adding efficiency and longterm savings. The finished lower level provides valuable additional living space, ideal for guest overflow, a home office, recreation room, or hobby area. Situated on a desirable corner lot in Captain's Village, one of South Yarmouth's most sought after neighborhoods, this home enjoys close proximity to beaches, shopping, dining, and schools. A onec ar garage provides convenient parking and additional storage space. Step outside to enjoy the backyard and outdoor shower, perfect for rinsing off after a day at the beach and embracing the Cape Cod lifestyle. Move right in and start enjoying everything this exceptional home has to offer.

***SUNDAY OPEN HOUSE CANCELLED***Quintessential Cape Cod LIFESTYLE: A classic Cape summer home (year-round too!), on sought-after Fisk Street, a few minutes drive to iconic West Dennis Beach. This home has been loved and cared for as a family vacation spot for decades, and you can feel that vibe as you explore. The home features hardwood floors, 3 bedrooms (2 on first floor, 1 upstairs) plus multiple overflow spaces including a spacious attic over the garage for storage. In addition to the detached, one-car garage, there's also a sizable shed. And, of course, don't forget the outdoor shower! The home sits on .66 acres, a larger lot in the area; the rolling green backyard makes the property all the more special. You'll definitely enjoy making memories here!

Beautifully maintained and thoughtfully enhanced over the years, this inviting three-bedroom ranch offers comfortable one-level living in a desirable South Yarmouth location. The sun-filled interior is warm and welcoming, featuring a spacious living room with a classic brick fireplace and custom built-ins, while the kitchen blends timeless beadboard cabinetry with quartz countertops, stainless steel appliances, a farmhouse sink, and a glass tile backsplash. Just beyond the dining area, sliding doors open to a private, fenced backyard designed for enjoying the outdoors. A stone patio, manicured lawn, and charming cedar shingled shed create a wonderful extension of the living space--perfect for entertaining, gardening, or simply unwinding. Central air and thoughtful improvements throughout complete this move-in-ready home. Conveniently located near Long Pond, Nantucket Sound beaches, golf, shopping, and restaurants, this home offers the perfect blend of comfort, convenience, and Cape Cod charm. Buyers and agents please verify all herein.

BEST OF BOTH WORLDS! A short distance to both Howe's Street beach and Corporation Beach! Welcome to a rare waterfront opportunity on the shores of Scargo Lake in Dennis. Offering 4 bedrooms, 4 bathrooms, and a partially finished basement, this versatile two-family property presents endless possibilities for investors, multi-generational living, or those seeking the ultimate Cape Cod retreat. Bathed in natural light, both the first and second-floor residences offer two bedrooms,2 full bathrooms in unit 1 and 1 full bath in unit 2 with a 1/2 bath in basement, a full kitchen, and spacious living areas designed to maximize the stunning lake views. Expansive decks overlooking Scargo Lake provide the perfect setting for morning coffee, evening sunsets, and entertaining family and friends. Direct waterfront access, combined with the nearby town landing and boat launch just around the corner, allows you to fully embrace the Cape Cod waterfront lifestyle with boating, kayaking, paddleboarding and swimming right outside your door. The property is a wonderful opportunity for a buyer to add their own personal touches and create a spectacular waterfront oasis. This property is being sold ''as i

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 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.

Just in time for Summer 2026! Desirable north of Rte 6A location and easy stroll to 3 Bay Beaches - Paine's Creek, Mant's & Saint's Landing. This cozy cottage, with an open floor plan, offers easy living and the perfect Cape Escape with two beds/one bath. Bonus shaded patio area outside with dining space to enjoy morning coffee or a grill and chill summer BBQ. Everyone's favorite outdoor Cape Cod shower and a shed for storage, round out this property. Many updates include: newly shingled exterior siding and trim, mini splits for cooling and heat, vapor barrier installed in basement crawl space and kitchen appliances. Passing Title V. Also, available for sale: a mini mobile office. Owner will remove, if buyer not interested. Do not miss this opportunity! Brewster's beautiful summer sunsets on the bay, await the next owner.

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.

Ideally situated north of historic Route 6A in coveted Yarmouth Port, this exceptional property captures the essence of Cape Cod coastal living. Gingerbread Lane welcomes you with bay vistas, salt air, and a sense of tranquility that defines this treasured seaside enclave. This home provides a comfortable floor plan with updated bathrooms, finishes and guest space. Framed by beautifully maintained gardens and mature landscaping that paint a gorgeous backdrop, the property offers timeless appeal in a premier location moments from Cape Cod Bay. Ideal as a seasonal retreat or a year-round residence, enjoy the very best of living on the Cape. Short distance to Inaho, Lighthouse Keeper's Pantry, Jack's Outback and more.

Your Turnkey Cape Cod Oasis and Income Generator has Arrived. Why wait for a ''dream home'' to be built when you can walk into one today? Set on a private acre, this isn't just a house--it's a high-end lifestyle package. Whether you're looking for a serene primary residence or a powerhouse investment, this 4 bedroom, 4.5 bath, new construction masterpiece comes fully furnished and ready to perform from Day One. Double the Luxury: This layout features two massive primary ensuites, each boasting spacious walk-in closets--perfect for multi-generational living or high-end rental appeal. Elevate your culinary game with a professional-grade Thermador range and oven, the centerpiece of a sun-drenched, open-concept heart of the home. Skip the furniture lead times; every inch of this home has been styled for comfort and coastal elegance. A shimmering pool is included, transforming your oversized lot into a private summer resort. With a rental permit in place, you can tap into the Cape's lucrative short-term rental market immediately. Tucked away in a tranquil, peaceful setting, you are just minutes from easy access to the walking trails of Thompsons Field and Cape Cod Rail Trail.

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.

Perched between Barnstable Village and historic Yarmouth Port right off 6A you will find Cummaquid Heights, which wraps around the private Cummaquid Golf course. This home is totally & tastefully renovated with state of the art systems and a neutral decor. There are 2 large bedrooms on the main floor and 1 bedroom upstairs perfect for an office or guests quarters. Upon entering the home you are greeted with a spacious foyer complete with a custom built in window seat and traditional wainscoting that elevates the space. The kitchen is designed for chefs, in a counter clockwise design complete with Silestone counters, cherry cabinetry and a charming petite 1/2 bath. The dining room and large living room over look the storybook private garden. A few of the upgrades include: Veissmann Furnace, Grohe Shower System, NuHeat Radiant Floors, new Anderson 400 windows and more.

Stunning new home set on a private 3.09 acres in the highly desirable Cummaquid Heights. Thoughtfully designed with a casual elegant coastal aesthetic, this exceptional property features an open-concept floor plan, lots of natural light and carefully curated high-end finishes throughout. The chef's kitchen serves as the heart of the home with quartz countertops, a dramatic center island, premium appliances and a spacious dining area opening to a private deck, perfect for entertaining. The sun-filled Great Room offers cathedral ceilings, gleaming hardwood floors, custom built-ins, and a gas fireplace that creates a warm yet sophisticated atmosphere. A serene first-floor primary suite provides privacy and effortless one-level living. Upstairs offers the option for a second primary suite, two additional guest bedrooms, a loft/home office and a full bath. The finished lower level expands the home's living and entertaining space, while professionally designed landscaping creates an ideal setting for a future pool. Ideally located minutes from golf, beaches, and boating, this remarkable property captures the very best of the Cape Cod lifestyle.

Move-in ready and meticulously maintained, this home blends classic Cape character with thoughtful modern upgrades. 4-bedroom Cape Cod retreat tucked at the end of a private, quiet dead-end road in West Yarmouth, just minutes from pristine beaches, scenic harbors, shops, and restaurants.Highlights include a convenient first-floor bedroom, a modern kitchen, a cozy gas insert fireplace, and a spacious deck overlooking the lush, private backyard -- perfect for entertaining or unwinding. Recent improvements include energy-efficient heat pump mini splits with AC in all four bedrooms, upgraded electrical, a new irrigation system, and refreshed landscaping.With a strong, established rental history, this is a true turn-key opportunity -- ideal as a primary residence, summer getaway, or high-performing investment. Don't miss your chance to own a piece of Cape Cod -- just bring your beach chairs and start making memories.

There are homes that check boxes, and there are homes that leave an impression.Found within the treasured Lewis Bay enclave of West Yarmouth, where time seems to move at a gentler pace and the spirit of Old Cape Cod still endures, this remarkable architectural residence was conceived as a personal expression of design, craftsmanship, and coastal living at its finest.Completed in 2025 and located just steps from a private association beach, the home seamlessly blends timeless Cape Cod character with the comfort and convenience of modern construction. Thoughtfully designed for both grand entertaining and intimate everyday living, it offers four bedrooms and four baths, including a private guest retreat with its own entrance and bath, ideal for guests, extended family, or those seeking additional privacy.Every space feels intentional. Every detail feels considered. The result is a home that lives as beautifully as it looks--a place where architecture, light, and lifestyle come together effortlessly.Outside, the property unfolds into a private coastal sanctuary. Mature professional landscaping, colorful plantings, and a beautifully fenced yard surround an expansive bluestone patio designed for gathering, relaxing, and entertaining. A charming cottage-style shed adds character and function, while thoughtfully designed outdoor living spaces create a sense of complete privacy. As evening settles in, Adirondack chairs gather around the firepit, creating the perfect setting for stories shared beneath the stars and memories made long after the sun has set. Life here revolves around the water. Morning walks along Lewis Bay, afternoons spent swimming, sailing, kayaking, or simply soaking in the sunshine, and evenings watching regattas glide across the bay become part of the daily rhythm. The neighborhood's private beach offers kayak storage and easy access to the water, while views across Lewis Bay toward Great Island provide a backdrop that changes with every tide, season, and sunset. Rarely does a property capture both the romance of Old Cape Cod and the confidence of exceptional modern design. More than a home, it is a destination. A gathering place. A statement. The kind of property that leaves a lasting impression long after the visit is over.

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!