The agencies at South Dennis
These agencies offer a selection of luxury properties vente at South Dennis. Feel free to contact them for personalized assistance.
This is the kind of Cape house made for flip-flops by the door, beach towels over the deck railing and the familiar scent of sunscreen after a day by the water. Come home from the beach, light the grill and gather everyone together for an easy dinner, card games, laughter and long evenings that spill outside. When the day is over, guests can settle into the two first-floor bedrooms while the owners retreat upstairs to a private primary suite—close enough to be together, but with genuine separation when everyone needs a little space. Built as the original model home for this rarely available South Dennis neighborhood and held by the same family for many years, the house has an unexpectedly open, modern feel. Cathedral ceilings soar above the kitchen, dining and living areas, creating one large gathering space centered around a fireplace. There are no walls separating the main living areas, so whether someone is cooking, setting the table or relaxing by the fire, everyone remains part of the conversation. Sliders open to a spacious deck overlooking the wooded backyard, extending the living space outdoors for cookouts, morning coffee and summer evenings. Set well back from the road on a large corner lot, the property has a neighbor on only one side and woods behind it, providing a surprising amount of privacy. The walkout basement offers tremendous potential for a future family room, game room, home gym or additional overflow space. The neighborhood itself is quiet, established and wonderfully central, with distinctive custom homes, protected open space and only two roads that lead nowhere else. Most people do not even realize it is here, and homes rarely become available. Johnny Kelley Park, walking trails, golf, pickleball, Follins Pond, Kelly's Bay and Mayfair Boatyard are nearby, with easy access to both north- and south-side beaches. With replacement windows, an attached garage, outdoor shower and freshly sodded front lawn, 4 Asack Drive is a sweet, comfortable Cape ready for its next family—and its next chapter.
…By Gibson Sotheby's International Realty
Don't miss this beautifully renovated 3 bedroom, 2 bath ranch located in the desirable Par Three Estates! This lovely home has a new roof, windows, hot air gas furnace, central air, hot water heater, kitchen, appliances, baths, flooring, lighting plus so much more!
…By Sotheby's International Realty - Osterville Brokerage
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.
…By Gibson Sotheby's International Realty
Welcome Home! Lovingly maintained 3BR, 2 full bath home featuring beautiful hardwood floors, two mini-split ACs, newer windows, a lovely open kitchen/dining area with slider to deck, a bright living room with a gas fireplace & a full hallway bath with convenient laundry closet. Attached garage with steps to full basement offering exercise space and additional storage. Another standout feature is the exceptional outdoor shower thoughtfully designed with a fully removable water system that lifts easily from the wall...an impressive detail that simplifies seasonal care. This home is a GEM!
…By Gibson Sotheby's International Realty
Rare opportunity to own an exceptional property offering unmatched versatility, privacy, and space! Set on an expansive, tree-lined lot, this home boasts classic Cape Cod style with a light-filled kitchen featuring high vaulted ceilings, exposed timber beams, white cabinetry, and stainless steel appliances. An expansive first-floor primary suite allows for main-floor living. Relax in the sunroom framed by exposed wood beams and broad windows overlooking the lush backyard. Hardwood floors run throughout the main living areas, including a warm living room with a brick fireplace, flexible bedroom layouts, and 2 full baths. Generous two-car attached garage, expansive driveway, and endless potential inside and out!
…By Sotheby's International Realty - Falmouth Brokerage
Stunning Brewster Home! Just minutes from beaches and premier golf courses, this meticulously maintained residence offers the perfect blend of casual elegance and modern comfort. The bright, open floor plan features a gourmet kitchen with center island, custom cabinetry, and gleaming Roca tile floors. The inviting living room flows into the dining area, featuring a soaring ceiling, a gas fireplace and sliding doors that open to a spacious deck overlooking the private backyard. Throughout the home, you'll find custom window shutters and exquisite hardwood floors. There are two primary suites, one on each level, along with two guest bedrooms--one currently used as a sitting room. Additional highlights include beautifully appointed bathrooms, 1st floor laundry, natural gas heat, central air conditioning, a whole-house generator, irrigation system, and an atttached two-car garage with potential bonus space above. A welcoming front porch and professional landscaping complete this stunning oasis, privately nestled on a cul-de-sac surrounded by protected greenspace in a lovely neighborhood.
…By Gibson Sotheby's International Realty
Set in coveted Salt Works Cove, north of historic Route 6A, this well-built home enjoys serene marsh views, spectacular sunsets, and glimpses of Cape Cod Bay in the distance. Built just 24 years ago, the home offers great bones and a thoughtfully designed, open-concept floor plan with soaring ceilings and wonderful natural light. The main level is ideal for first-floor living, featuring a spacious primary suite along with two additional bedrooms. A generous private suite above the garage provides flexible accommodations for family and guests. The walk-out lower level is partially finished and includes a full bath, offering even more possibilities for recreation, overflow guests, or additional living space. Comfortable for everyday living yet designed to expand and contract as family and friends come and go, this special property is ready for cosmetic updates and a new owner's personal touch. With its flexible layout, peaceful setting, and beautiful marsh-to-Bay vistas, the opportunity to make it shine is exceptional. Photos posting by end of day Friday. Showings start at Friday's open house 2pm-4pm
…By Gibson Sotheby's International Realty
Privacy & nature surround this beautifully renovated & meticulously maintained 2,384 SF Cape in Deerfield Estates, set on nearly 2 acres with frontage on Tuckers Pond & close to the 800-acre Punkhorn Parklands. This stunning 3-BR, 3-BA home invites relaxation w/an open design, multiple living areas & bedrooms on opposite ends for extra privacy. Gleaming hardwood floors throughout. The chef's kitchen features a center island, custom cabinetry & walk-in pantry, with easy access from the 2-car garage. Walls of glass in the dining area frame the private yard & seasonal peeks of the pond. The lovely great room has abundant windows & a wall of custom built-ins, while the living room offers a cozy fireplace. Primary suite features a walk-in closet, new shower in 2025 & an office & laundry nearby. A secluded 2nd-floor wing offers 2 bedrooms, a bath & lg storage room. Back deck, outdoor shower & garden add to outdoor enjoyment. Many improvements have been made over the years; list is available. Central Air, mini split HVAC system & generator provide comfort & peace of mind. Close proximity to beaches, ponds & trails make this a rare chance to enjoy comfort & nature in a special location. Shelving on Living Room wall is excluded.
…By Gibson Sotheby's International Realty
Discover the timeless charm of this four-bedroom antique farmhouse in the heart of Harwich Center. A welcoming front porch sets the tone for this gracious home, blending classic character with comfortable living. The updated kitchen features a spacious dining and breakfast area, while the inviting living room offers a fireplace and the cozy den provides additional space to relax. The first-floor primary suite includes its own fireplace, sitting area, and private full bath. Outside, the expansive backyard offers plenty of room for entertaining, gardening, and summer enjoyment. Ideally located near the Cape Cod Rail Trail, Harwich Center restaurants and shops, and the beaches, dining, and attractions of Harwich Port. A wonderful opportunity to enjoy the charm, space, and convenience of Cape Cod living.
…By Gibson Sotheby's International Realty
You won't see it from the road. The drone almost missed it too — 48 Black Flats Road sits so far back under the trees that it barely shows up from above, until the trees open up and there's nearly two acres in front of you, Cape Cod Bay flashing beyond the marsh toward Mayflower and Bay View. But the real reason to know this address has never been about square footage. This corner of Dennis grew up around one family's businesses — Roses Italian restaurant, Thelma's gift shop, mini-golf, and a handful of little cottages for rent — and for generations, everything here revolved around them. A lot of us were chambermaids at some point, cleaning cottages between guests. It was the kind of place where everybody knew your name — you didn't have to be related, you just became part of the summer family. Most of those landmarks are gone now, but they're still very much alive in people's hearts. It's hard to find anyone who grew up around here who doesn't have a memory tied to this stretch of Dennis — or who hasn't discovered, years later, that the house they live in now was once one of those cottages. A lot of us still have some small treasure from Thelma's, bought with our own money, tucked away in a memory box somewhere. This is a special neighborhood, and 48 Black Flats sat right in the middle of all of it. Owning almost two acres here means carrying a piece of that Dennis folklore forward. The house itself: a solid 1972 Garrison Colonial, about 2,100 square feet, four bedrooms, good-sized rooms, a real fireplace, mudroom, laundry, traditional layout. Roof, windows, and systems are all original and all working — it hasn't been renovated, but it's been cared for. Move in as-is, rent it out for a strong summer income, or take a big, solid house on nearly two private acres and make it your own. Nearly two acres across two parcels, a long driveway that keeps you completely tucked away from the road, and a wide clearing around the house with room for a pool, gardens, whatever you're picturing. The beach is about six-tenths of a mile away as the crow flies — a bit longer on foot following the drive out, an easy bike ride any summer morning. The house needs some updating. The story behind it doesn't A few practical notes: town water, R-60 zoning, and part of the property sits in FEMA Flood Zone AE — buyers should do their own due diligence on insurance, septic, and zoning.
…By Gibson Sotheby's International Realty
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.
…By Gibson Sotheby's International Realty
Brand new septic Title V and town water are installed ! Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural gas and town water in the road, The wood burning fireplace creates ambiance when sitting in the family while relaxing with a good book or watching TV. The yard is filled with beautiful perennials that explode throughout spring and summer.
…By Gibson Sotheby's International Realty
Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just ½ 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 ¾ 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.
…By Gibson Sotheby's International Realty
NEW to Chatham! Tucked along a quiet lane, just minutes from Harding's Beach, village shops and beloved local dining, this light-filled home offers the chance to step into the Chatham's lifestyle so many only dream about. Freshly painted, high ceilings, hardwood flooring and abundant windows that offer both light and privacy. Outdoors is framed by beautiful blue hydrangeas, colorful perennials and mature plantings on this corner lot. The home feels peaceful, private, and unmistakably Chatham Charm! Imagine slow mornings by the shore, afternoons exploring the village, and return home to your outdoor shower and summer evenings on your patio reminiscing over the most beautiful days on Cape Cod. Additional features include already hooked up to town sewer and generator. Opportunity to own in one of the most sought-after seaside communities on Cape. This is your moment to call ''Chatham HOME.''
…By Gibson Sotheby's International Realty
I WANT A CAPE HOUSE THAT FEELS A WORLD AWAY. I want the driveway to wind through the trees, leave the road behind, and then there it is-our beautiful escape overlooking the water. I want to wake up to amazing views, head down to our own dock, and sail out along the river to Pleasant Bay. I want lazy afternoons on the deck, long summer dinners in a screened porch... and a massive outdoor fireplace for cool nights. And enough room for everyone to be together but without feeling crowded. And here it is. Set high on nearly an acre above saltwater Arey's Pond, this shingle-style home has the feel of a fine yacht, with dazzling views, open gathering spaces, cozy nooks, fir floors, four fireplaces, and a bridge-like upper-level walkway. Great for entertaining, the wet bar in the living room is the mainstay while a delicious meal comes together in the timeless chef's kitchen. Outside, bask in the freedom of your private dock, play some croquet on the back lawn, pick some blueberries for a home-made pie, and spend the evening on the screened porch. Three bedroom suites feel like their own retreats when the day is done. Once you're here, there's really nowhere else you need to be.
…By Annonceur International
SOLITUDE , A Sophisticated Chatham Antique Tucked away in one of Chatham's most coveted locations, Solitude offers a blend of a private, tranquil setting while just moments from town, Seaside Links Golf Course, and Claflin Landing Beach. This exquisite 5-bedroom, 3.5-bath antique has been masterfully restored, with an emphasis on preserving its timeless character with refined aesthetics. original glass windows, gorgeous wide pine floors, hand-finished woodwork, and four fireplaces. A stunning kitchen and beautifully appointed modern bathrooms bring effortless refined character to the home, while a subtle peek of Chatham Harbor adds to its coastal allure. Outside, private gardens and an expansive yard create a secluded enclave for relaxed Cape Cod living, with a brick terrace, a separate patio with a pergola, and a detached one-car garage. Solitude is a truly special Chatham offering, where history, craftsmanship, privacy, and an extraordinary location come together.
…By Annonceur International
Immaculate and move-in ready Cape on Eastham's Bayside! Built in 2012, this 1,591 SF home offers a bright, open floor plan with oak floors throughout. The 1st floor features a den with guest bath nearby and an open kitchen, dining and living area. The cozy living room has a gas fireplace, while the lovely kitchen features a center island, gas stove and quartz counters. The dining area has a slider to the spacious SW facing deck overlooking the lush, private, fenced-in yard with outdoor shower. Upstairs are 2 spacious bedrooms and a full bath. Most appliances are newer, and the hot water heater was replaced in 2026. Additional features include central AC, natural gas FHA heat, central vac, town water, well water for irrigation, potential for a future garage and the pass-thru driveway is great for boats/trailers. This 14-year-young, low-maintenance home is tucked away on a quiet dirt road near Campground Beach, offering wonderful privacy and tranquility. Convenient to restaurants and stores, and just minutes to many CC Bay beaches, the CC Bike Trail and CC National Seashore beaches on the Atlantic side. An ideal year-round retreat or vacation home. Some furnishings included.
…By Gibson Sotheby's International Realty
These lots don't come available that often. Steps to the Association beach at the end of Longhill Drive. Enjoy beautiful sunsets after a day of swimming in Cape Cod Bay. With just shy of an acre of land the opportunities are endless. This lot has been engineered and cleared. Bring your ideas to begin creating your Northside Beach Home.
…By Sotheby’s International Realty – Sandwich Brokerage
A rare Cape Cod offering where timeless coastal charm meets beautifully renovated interiors and exceptional outdoor living. Set on over an acre in a coveted seaside setting, this pristine four-bedroom, 2.5-bath home enjoys access to a private association ocean beach, creating the ultimate setting for relaxed summers and year-round coastal living. The heart of the home is a sophisticated gourmet kitchen designed for the serious cook, complete with a charming breakfast nook and inviting gathering spaces. A warm family room, anchored by a striking wood-burning fireplace, provides the perfect place to unwind. The elegant living room opens directly to a bluestone covered porch, extending the living space outdoors and overlooking a stunning patio with a firepit—ideal for entertaining beneath the stars. Four comfortable bedrooms provide room for family and guests, while the home's thoughtful 2021 renovations and pristine condition allow for effortless enjoyment from day one. The expansive, private property offers exceptional possibilities for the future, with ample room for potential expansion, or pool.
…By Sotheby’s International Realty – Sandwich Brokerage
Adorable Marstons Mills Ranch on Nearly an Acre- Privacy, Charm & Endless potential! Offered at $615,000 Must-see to appreciate! Located in the desirable village of Marstons Mills, MA. This move-in ready 2-bedroom ranch features a 3 BR septic system and sits on a beautiful, private .95-acre lot. A large bright and sunny 3-season room that is finished, fully insulated, and could easily accommodate baseboard heat for year-round use. Enjoy the perfect blend of classic Cape Cod charm, everyday convenience, and expansive outdoor space. Ideal for anyone seeking peace, privacy, and/or room to expand-whether you're dreaming of a horse barn or generous outdoor storage for a landscaping business. You'll be just minutes from Hamblin Pond, Olde Barnstable Fairgrounds Golf Course, Princess Cove Marina, and downtown Marstons Mills--plus a little over 3 miles to Dowses Beach. This home is the Cape Cod lifestyle (and lifestyle flexibility) you've been looking for!
…By Sotheby's International Realty - Osterville Brokerage
Welcome home to this charming 3 bedroom, 3 bath Cape that beautifully blends rustic character with modern updates. Filled with warmth and inviting spaces, this home features an open concept layout, beautifully refinished hardwood floors, new carpeting in the bedrooms, stunning tongue-and-groove ceilings, and abundant natural light The spacious kitchen offers granite countertops, plenty of cabinet space, and room for everyday living and entertaining. The heart of the home is the spectacular post and beam family room, showcasing soaring timber frame construction, a cozy gas fireplace, and direct access to the outdoor living spaces creating the perfect setting for gathering with family and friends. The first floor primary suite offers a peaceful retreat with a walk in closet and a beautifully updated en suite bath. First floor laundry adds everyday convenience. Upstairs, you'll find two generously sized bedrooms and a full bath, while the walkout lower level expands the living space with a versatile family room, a den or home office, and plenty of storage. Recent improvements include a new gas heating system, beautifully refinished hardwood floors, new carpeting in the bedrooms, and updated baths, making this home truly move in ready. Enjoy your morning coffee on the covered front porch or entertain guests on the private rear deck overlooking the peaceful surroundings. With post and beam craftsmanship, thoughtful updates, and turnkey this exceptional home is ready to welcome its next owners.
…By Sotheby’s International Realty – Sandwich Brokerage
Welcome to this charming ranch-style home featuring an inviting open floor plan and comfortable living spaces. The main level offers an updated kitchen, a spacious living room with a gas fireplace, and a dining area with sliders leading to the back deck—perfect for relaxing or entertaining. Two bedrooms and a full bath complete the main level. The finished lower level provides additional living space, including a recreation/living area with a built-in bar, laundry area, one bedroom, and a full bath. Outside, enjoy the fenced-in backyard and private deck. A wonderful opportunity for first-time homebuyers, those looking to downsize, or anyone seeking a Cape Cod getaway. Conveniently located close to shopping, restaurants, and South Cape Beach.
…By Sotheby's International Realty - Osterville Brokerage
Welcome to this fantastic contemporary. This beautifully renovated home features an open floor plan perfect for modern living and entertaining. The renovated kitchen serves as the heart of the home, while the luxurious new primary bath includes a private outdoor shower for the ultimate Cape Cod experience. Three comfortable bedrooms provide flexible sleeping arrangements for family and guests. Eco-conscious features include solar panels and Tesla Powerwall for energy independence. Professionally landscaped grounds and a c2-car garage for convenience and storage. With proven rental history, this property offers excellent investment potential while serving as your perfect Cape getaway. Located on desirable Chequessett Knolls Road, you'll enjoy privacy and tranquility while being minutes from down town Wellfleet, beaches, and dining. This turnkey property seamlessly blends modern amenities with Cape Cod character. Don't miss.
…By Gibson Sotheby's International Realty
Spectacular waterfront property located in the exclusive village of Daniels Island inside of the resort community of New Seabury. This stately property sits high above Popponesset Bay which allows for panoramic views of the bay and distant views of Nantucket Sound. Highlights of this 6 bedroom home include an open first floor plan with water views from almost every room, great room with vaulted ceiling and fireplace, chef's kitchen with double Wolf gas range and oversized kitchen island, secluded 2nd floor Primary Suite with his & her baths/sitting area and private balcony that overlooks the heated pool, raised hot tub & Popponesset Bay. Other features of this property include separate guest/nanny quarters, home office, additional first floor bedroom and 2 additional bedrooms with shared bath upstairs using its own private staircase, 2 car garage and private dock located on the bay. The property is walking distance to the marina and a short drive to the shops, restaurants in New Seabury, The Country Club at New Seabury and the stores at Mashpee Commons.
…By New Seabury Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at South Dennis. Feel free to contact them for personalized assistance.