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Everything you've been looking for and more can be found in this magazine-worthy home. Quintessential Cape Cod at its finest, this beautifully appointed residence offers a light-filled, open floor plan in highly desirable South Orleans.Hardwood floors flow throughout, complemented by a timeless neutral color palette. The updated kitchen and baths blend style and functionality, while the spacious primary suite offers a private en suite bath. Beautiful moldings, quality craftsmanship, and thoughtful details are evident in every room.Recent improvements include a Pine Harbor shed, enhanced landscaping, a redesigned mudroom area, and a finished lower level that adds more than 600 square feet of versatile living space.Outside, the private backyard is a true oasis, featuring lush blooming hydrangeas, mature plantings, an expansive deck, fire pit, surround sound, and a classic outdoor shower, perfect for relaxing or entertaining after a day at the beach.Meticulously maintained and tastefully updated, there's nothing to do but move in and start enjoying the Cape Cod lifestyle.
…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
Exceptional Orleans opportunity for builders, developers or buyers seeking a property with significant potential. Set on a private, beautifully wooded 1.28-acre parcel, this property offers an existing 3-bedroom, 2-bath residence of approximately 2,005 square feet, a two-car garage and a spacious, level setting with mature trees. The existing Cape-style home offers considerable character, including wood floors throughout, exposed beams, a brick-surround wood-burning fireplace, soapstone kitchen sink and built-in shelving in the primary bedroom. A deck, fenced-in backyard and existing outdoor structure further enhance the property. The existing residence could be renovated, expanded or replaced, subject to Town of Orleans approvals, with potential for a 5-bedroom residence. The property's generous acreage, privacy and favorable setting provide an excellent foundation for creating a substantial new Cape Cod home or thoughtfully reimagining the existing property. Conveniently located near Nauset Beach, Crystal Lake, Kenrick Woods conservation trails and Arey's Pond, with the shops and restaurants of downtown Orleans nearby!
…By Gibson Sotheby's International Realty
Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Road is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..
…By Gibson Sotheby's International Realty
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 ...
…By Sotheby's International Realty - Falmouth Brokerage
Nestled on a spectacular 1.63-acre waterfront lot overlooking the serene waters of Rachel Cove, this exceptional property offers a rare combination of privacy, natural beauty, & extraordinary expansion potential. The beautifully sunlit custom home is situated in one of Orleans' most sought-after areas & is complemented by previously approved plans for a pool & guest house, which have since expired but may be resubmitted subject to current approvals & building requirements. Adding to its remarkable appeal, the sale includes an adjoining 1.78-acre waterfront parcel featuring approximately 335 ft of water frontage, creating a breathtaking estate setting with endless possibilities. Expand the existing residence to add additional bedrooms & living space, create a luxurious outdoor entertainment oasis w/ an expansive pool & patio area, & construct a substantial guest house to accommodate family & friends. Kayak directly from your property through Rachel's Cove to Nauset Harbor & the Outer Beach, dig a bucket of clams or simply relax & enjoy your own waterfront paradise. . The property's natural landscape presents an exciting opportunity to collaborate with Conservation on the removal of invasive species, potentiallyopening up even more magnificent views across Rachel's Cove. With nearly 3.4 acres of combined waterfront land, this is a rare and truly unique opportunity.
…By Gibson Sotheby's International Realty
Just ½ mile from Pleasant Bay, this exceptional South Orleans home blends privacy, craftsmanship, flexible living and remarkable energy efficiency. Built by renowned Cape Associates, the beautifully maintained 3-bedroom, 3-bath home offers 2,432 sq. ft. across three thoughtfully designed levels. The open main level features a spacious living room, dining area, and well-appointed kitchen flowing to an expansive deck overlooking the backyard. A stone patio and outdoor living areas are ideal for entertaining or relaxing after a day on the bay. Upstairs, the primary suite includes a walk-in closet, private balcony, and en suite bath, with two additional bedrooms and a full bath nearby. The finished lower level offers flexible space for an office, media room, gym, or guests. An attached 2-car garage may also be possible, adding potential. Solar panels, solar hot water, spray foam insulation, HRV ventilation, MERV 16 filtration, Energy Star lighting, sustainable materials, and a HERS Index of 28 deliver exceptional comfort and low operating costs. Gold-certified and in excellent condition, this distinctive home offers refined Cape Cod living moments from Pleasant Bay.
…By Gibson Sotheby's International Realty
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.
…By Gibson Sotheby's International Realty
A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & 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 views of the Atlantic. Private access to Nauset Beach (one of Cape Cod's finest ocean beaches) is a 10-minute walk from the property via the association bridge and boardwalk -- perfect for swimming, surfing, walking, surfcasting, or simply enjoying a day by the sea. A town landing on Pochet Inlet is located minutes away in the association for boating in Pleasant Bay. Situated on a large, private lot, the beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with ample bonus space & full bath above offers exceptional flexibility with overflow space for guests, home office, or creative pursuits. With some updates & town approvals, it could potentially become a rental or ADU. Ideally located near the charming village of East Orleans with its acclaimed restaurants, galleries, & shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at its very best.
…By Gibson Sotheby's International Realty
Now's your chance to own one of East Orleans' most iconic properties!Once home to the beloved Kadee's Lobster & Clam Bar, a bustling fish market, a welcoming gift shop, and the ever-popular Apple Grove Mini Golf, this unforgettable property is ready for its next chapter. At the heart of it all is the original family home, which later became Kadee's Gray Elephant Inn, offering classic Cape charm with a storybook past. Spanning 1.79 acres across three parcels--212, 214, and 216 Main Street--the property currently features a main building divided into seven apartments. Any plans to maintain the apartments will require town approval. Town sewer is at the street and expected to be ready for tie-in by January 2026.Whether you're looking to revive a treasured local landmark or bring a fresh new vision to life--think hospitality, housing, or something wonderfully unexpected--this prime East Orleans location offers high visibility, ample on-site parking (a rare gem!).Opportunities like this don't come around often!Please reference commercial listing MLS#22500108 that complements this listing. Seller open to Buyer concessions
…By Gibson Sotheby's International Realty
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.
…By Annonceur International
There are houses on the Cape, and then there are homes that quietly become part of your story. Set privately above a quiet Eastham cove, this cliffside waterfront opens across three levels around one mesmerizing view. Light shifts across the water, shorebirds trace the tide line, and every season keeps the view alive. At low tide, the cove draws neighbors out with rakes for oysters and clams, the kind of rhythm that does not exist most places anymore. At night, moonlight pours through the skylights and you can spot shooting stars from the sofa. Morning coffee on the screened porch has only wind and water for company. A short set of stairs brings you to the shoreline: kayak from your own backyard, or watch the tide come in. First Encounter and Coast Guard beaches are five minutes away. The bones are solid. The views are irreplaceable. What is left is yours: your taste, your touches, your memories. A Cape waterfront ready for its next chapter, and the right person to make it theirs.
…By Annonceur International
There are houses on the Cape, and then there are homes that quietly become part of your story. Set privately above a quiet Eastham cove, this cliffside waterfront opens across three levels around one mesmerizing view. Light shifts across the water, shorebirds trace the tide line, and every season keeps the view alive. At low tide, the cove draws neighbors out with rakes for oysters and clams, the kind of rhythm that does not exist most places anymore. At night, moonlight pours through the skylights and you can spot shooting stars from the sofa. Morning coffee on the screened porch has only wind and water for company. A short set of stairs brings you to the shoreline: kayak from your own backyard, or watch the tide come in. First Encounter and Coast Guard beaches are five minutes away. The bones are solid. The views are irreplaceable. What is left is yours: your taste, your touches, your memories. A Cape waterfront ready for its next chapter, and the right person to make it theirs.
…By Annonceur International
Built and maintained by a respected local builder for his own family, this gracious 4-bedroom, 2.5-bath Cape with 2-car garage reflects the quality of construction, materials, and details throughout. Beautiful hardwood floors complement multiple living areas, including a spacious fireplaced living room with handsome wood-paneled accent wall and a separate family room. The kitchen features a gas cooktop, wall oven, ample cabinetry, casual dining area, and slider to a generous deck overlooking the private yard. A formal dining room and first-floor bedroom add versatility. Upstairs are three good-sized bedrooms, including the primary with private bath. Recent improvements include Andersen replacement windows, slider, Rinnai gas boiler, and whole-house generator. Additional highlights include storage above the garage, 5-bedroom septic, mature landscaping with a stunning stone wall and fenced garden. Convenient to swimming ponds, the bike trail, First Encounter Beach, National Seashore beaches and trails, the library, and Windmill Green. A truly special Eastham property and setting that must be seen to fully appreciate.
…By Gibson Sotheby's International Realty
MOTIVATED SELLERS - do not miss this out on this one. Discover the perfect blend of timeless Cape Cod charm and modern comfort in this stunning Cape farmhouse. Featuring soaring ceilings, elegant moldings, oversized doors, and a thoughtfully designed floor plan, this exceptional home offers an inviting sense of space and quality throughout. Privately set on a wooded lot, the property provides a peaceful retreat just moments from Eastham's world-renowned ocean beaches, including Coast Guard Beach and Nauset Light Beach, the Cape Cod National Seashore, and the scenic bike trail. Designed for comfortable everyday living and effortless entertaining, the home features light-filled living spaces, multiple decks, and a walkout lower level offering endless possibilities for additional living space, a home office, recreation room, or guest overflow. Combining privacy, quality craftsmanship, and an exceptional location, this home offers the very best of the Cape Cod lifestyle. Field Card is incorrect and BOH verified 3 bedrooms.
…By Gibson Sotheby's International Realty
Tucked at the end of a quiet Brewster cul-de-sac, this beautifully renovated and expanded residence offers exceptional privacy on 1.38 acres of thoughtfully landscaped grounds. Equally suited as a sophisticated year-round home or an inviting Cape Cod summer retreat, the property is ideally located near the Cape Cod Rail Trail, Nickerson State Park, and the bay beaches at Linnell Landing and Crosby Landing. Inside, a light-filled open floor plan creates an effortless flow for everyday living and entertaining. The beautifully appointed chef’s kitchen anchors the main living space and features Sub-Zero refrigeration, wine cooler and freezer drawers, a generous marble island, and custom Boos block cutting board. Hardwood floors, refined finishes and carefully considered details create interiors that feel both polished and comfortable. The desirable first-floor primary suite provides a private retreat with a walk-in California Closet and en-suite bath featuring radiant-heated tile flooring. Two additional bedrooms offer comfortable accommodations for family and guests, while the finished walk-out lower level provides flexible additional space for recreation, fitness, media, guests or other lifestyle needs. Designed to embrace Cape Cod’s indoor-outdoor lifestyle, the home features a heated three-season room with Infratech heaters, expansive deck, outdoor shower, fire pit, raised planting beds and beautifully maintained gardens and grounds. Whether gathering around the fire on a summer evening, gardening, entertaining or simply enjoying the peaceful setting, the outdoor spaces are an integral part of the property’s appeal. A detached office provides an ideal setting for remote work or creative pursuits. Central air and extensive updates complete this distinctive Brewster property, where privacy, gracious open living spaces and proximity to some of the Lower Cape’s most treasured beaches and outdoor destinations come together for effortless Cape Cod living.
…By Gibson Sotheby's International Realty
Discover the ease of year-round Cape Cod living in this thoughtfully expanded home, where comfort, flexibility, and connection to the outdoors come together. The welcoming floor plan offers 4 bedrooms, 3 baths, custom built-ins, and multiple thoughtful updates designed for everyday living. Just off the kitchen, a spacious deck invites effortless entertaining, barbecues, or quiet mornings with coffee overlooking the large, private backyard with its thoughtfully designed, low-maintenance, eco-friendly landscape. The finished walk-out lower level features a private entrance, living room, bedroom, half bath, and convenient kitchenette, providing flexible space for guests, hobbies, or a home office. Owners are eligible to join the Blueberry Pond Association (membership fees apply), offering private access to swimming, kayaking, and kayak storage. Ideally located near First Light Beach, Nickerson State Park, the Captains Golf Course, Brewster Community Pool, the Cape Cod Rail Trail, and Millstone Road's new sidewalks, this home places some of Brewster's most treasured outdoor amenities within easy reach. A wonderful place to enjoy the best of Cape Cod in every season. Town assessor has corrected the homes field card to reflect 4 bedrooms and 3 bathrooms will be updated to the public in 2027.
…By Gibson Sotheby's International Realty
Discover a unique opportunity with this amazing two-for-one property located next to the historic Three Sisters Lighthouses. Situated on a beautiful lot within the Cape Cod National Seashore, this remarkable compound is just a short distance from one of America's finest beaches--making it an unparalleled location.The original home, built in 1955, has been lovingly renovated and retains the warmth and charm of classic Cape Cod. The second home features modern comfort and effortless style. Both structures are thoughtfully designed for single-floor living, offering a total of five bedrooms and ample space for family gatherings.This property is an excellent choice for a family compound or investment opportunity. Come and see it for yourself!
…By Gibson Sotheby's International Realty
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
Experience the timeless charm of Olde Cape Cod in this 1875 North Eastham home, privately set on a generous lot just over a mile from Nauset Light Beach. With 6 bedrooms and 2 bathrooms, the home is currently arranged with two distinct living spaces, offering flexibility for owners and guests. Used seasonally, classic character, a peaceful setting, and a large yard create the feeling of a true Cape retreat. An outbuilding adds valuable space for storage, hobbies, bikes, beach gear, or future possibilities. Ideally located near the National Seashore, ocean, Cape Cod Rail Trail, conservation areas, and the best of the Outer Cape, this property offers a rare opportunity to own a piece of North Eastham history in a sought-after quiet location.
…By Gibson Sotheby's International Realty
Welcome to 33 Gilbert Road, where the best of Brewster Bayside living is right outside your door. Set in highly desirable Ellis Landing neighborhood 2/10 of a mile to Cape Cod Bay, this inviting home captures the relaxed coastal lifestyle so many come to Brewster for—beach days, salty air, beautiful sunsets, beach walks and easy year-round enjoyment. A spacious enclosed porch with a tile floor welcomes you from the shell driveway and offers the perfect place for morning coffee, summer reading, sandy feet, or gathering with friends. From there, the home flows easily into the renovated kitchen and/or living room. The renovated kitchen boasts a vaulted ceiling, skylights, exposed beams. The "heart" of the home is open to the living room and dining room. Wood floors grace the first floor with a brick fireplace the centerpiece of the living room
…By Gibson Sotheby's International Realty
Exceptional new construction in coveted North Chatham, where timeless Cape Cod architecture meets sophisticated modern design. Offering more than 4,400 square feet of finished living space, this impeccably crafted residence features a first-floor primary suite with spa-inspired bath, private office, elegant dining room, and a stunning gourmet kitchen with Wolf and Sub-Zero appliances opening to beautifully appointed living spaces. The second floor offers two spacious bedrooms, two full baths, and a versatile bonus room. A finished lower level with exceptional ceiling height provides approximately 1,100 square feet of additional living space, ideal for a media or game room, gym, and recreation area with full bath and direct access to the pool and spa via a handsome stone staircase. Custom finishes, refined craftsmanship, a white stone driveway edged with cobblestone, and beautifully landscaped grounds create a sophisticated Cape Cod arrival. Just minutes from North Chatham beaches and harbor, Chatham Village, renowned shops, restaurants, and the best of coastal living.
…By Gibson Sotheby's International Realty
Cottage by the Bay! Here's your chance to own a true slice of Cape Cod on the beautiful bay side of Eastham — the kind of place where you drop your bags and head for the beach, under a mile away. This 1940 two-bedroom cottage was renovated in 2017, taken down to the studs, and rebuilt with mini-splits (heat & air), all-new insulation, plumbing, electrical, windows, roof, kitchen, and bath, all while preserving its original character. Reclaimed beams and pine floors give the interior a lived-in warmth, and the screened-in porch is where you'll want to spend your mornings, coffee in hand, or your evenings after a sun-filled day at the beach. The large deck is made for long summer dinners and easy entertaining. When the weather turns, head inside where the propane stove keeps things cozy straight through winter. You're minutes from bay beaches, ponds, and the Cape Cod National Seashore. Sold furnished, with a few exclusions. Pack your bag!
…By Gibson Sotheby's International Realty
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!
…By Sotheby's International Realty - Falmouth Brokerage
Beautifully renovated Cape tucked away in a lovely, private setting! This well-cared-for 3-bedroom, 2-bath home offers an inviting open floor plan, hardwood floors throughout, and numerous thoughtful updates. The kitchen features newer cabinetry, granite countertops & opens to the fireplaced living room. Both baths have been tastefully renovated with custom tile, vanities, fixtures, & lighting. The 1st floor also includes a primary bedroom adjoining the full bath with an extra-wide doorway, laundry room, and comfortable den/family room. Upstairs are two spacious bedrooms, a full bath and attic storage. The attached garage offers easy access to the kitchen, while the basement provides additional space with a slider to the yard. Outside, enjoy beautiful landscaping & hardscaping including a spacious stone patio accented by granite lamp posts and a stone-veneer foundation. A recently replaced roof, LeafFilter gutters, newer heating and AC, plus many additional improvements (detailed list available) make this home truly move-in ready. TVs and custom blinds included. Convenient to numerous beaches, golf, the Cape Cod Bike Trail, and nearby towns of Orleans, Harwich, and Chatham.
…By Gibson Sotheby's International Realty
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