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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
Discover the opportunity to create your own Cape Cod retreat in a wonderful Orleans setting. Situated on a private, beautifully wooded 1.28-acre parcel, this 3-bedroom, 2-bath Cape-style home offers approximately 2,005 square feet of living space, a two-car garage and an abundance of potential for those looking to make a home their own. Up a private way, this residence retains much of its original charm and character, with wood floors throughout, exposed beams, a brick-surround wood-burning fireplace, a soapstone kitchen sink and built-in shelving in the primary bedroom. French doors lead to a deck overlooking the spacious, level backyard. Whether you envision thoughtfully updating the existing home, or expanding to suit your needs (potential for up to 5 bedrooms per Orleans BOH), this property presents an exciting opportunity to create something special, subject to Town of Orleans approvals. With its generous acreage, natural privacy and appealing location, the possibilities are yours to imagine. galleries of downtown Orleans. A special opportunity to put down roots and create your own Cape Cod home. Easy to show!
…By Gibson Sotheby's International Realty
Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.
…By Sotheby's International Realty - Osterville Brokerage
Welcome to this classic Cape-style home. The main residence offers 3,182 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, 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 is perfect for a home office, recreation room, gym, or storage. In addition, there is a full 1-bedroom 468 sq ft apartment above the garage—perfect for overflow guests, extended family, or rental income. Move-in ready with opportunities to personalize and build equity, this home combines space, flexibility, and value in a sought-after location just around the bend from Bakers Pond. Lot 69 is combined with Lot 67. Buyers/agents to verify all information. Some photos virtually staged
…By Gibson Sotheby's International Realty
Casual Elegance describes this stunning large 3000 sq. ft. 4 bedroom sunlit home in move-in condition with many custom details. An open floorplan meant for entertaining, gleaming hardwood floors, cathedral ceiling living room with fireplace, updated kitchen and newer sunlit sunroom addition will be your favorite room, spacious 1st floor primary bedroom suite has a spa bath & walk-in closet. Privately located in an exceptional area of East Orleans across from conservation which will remain forever with access to acres of walking trails around ponds and natural woodlands. It is just a walk to the village of East Orleans for fine dining & shops and close proximity to Nauset ocean beach for swimming or just relaxing. Offering privacy, comfort and timeless style, this move-in ready residence will bring lasting family memories. Enjoy the Cape Life Style at it's very best in this exceptional home.
…By Gibson Sotheby's International Realty
Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Drive 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
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
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
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
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
FULLY FURNISHED and EQUIPPED! RENTAL HISTORY! NOTIVATED SELLER! 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
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
Nestled in a serene Eastham neighborhood, this well-maintained 3-bedroom home offers the perfect blend of comfort, versatility, and Cape Cod charm. Inside, you'll find bright, inviting living spaces and a lower-level studio apartment with a proven rental history--ideal for guests, extended family, or extra income potential. Step outside and enjoy the extensive perennial gardens, thoughtfully designed for year-round beauty and privacy. The fenced-in firepit area provides a cozy gathering space, while the outdoor shower adds a true Cape Cod touch after a day at the beach. Whether you're seeking a year-round residence, a vacation escape, or an investment opportunity, this home offers endless possibilities in a terrific Eastham location.
…By Gibson Sotheby's International Realty
Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.
…By Gibson Sotheby's International Realty
Settle into the beauty and tranquility of this sweet, beautifully renovated home, where expansive water views and spectacular sunsets create an extraordinary backdrop for everyday living. Completely and meticulously renovated in 2024-25, the home blends timeless comfort with high-end materials and thoughtful finishes throughout. Warm, inviting, and wonderfully private, it offers the rare feeling of being tucked away from it all while still providing effortless spaces for relaxing, entertaining, and enjoying the view. Step outside onto the large deck and take in sweeping water vistas, golden-hour skies, and ever-changing scenery. Solar panels add an energy-conscious touch, while the garage provides valuable storage and convenience. Whether you're looking for a peaceful full-time residence, a weekend escape, or a true sanctuary to recharge, this special property offers privacy, comfort, and a front-row seat to nature.
…By Gibson Sotheby's International Realty
Experience exceptional waterfront living on Long Pond in this spectacular 6-bedroom, 5-bath estate offering over 5000 sq. ft. of beautifully designed living space with panoramic water views. Thoughtfully crafted for both elegant entertaining and comfortable everyday living, the home features soaring ceilings, walls of glass, multiple fireplaces, and an open floor plan filled with natural light. The chef's kitchen flows seamlessly into spacious living and dining areas, all capturing breathtaking pond views. The luxurious first-floor primary suite offers a spa-inspired bath, walk-in closets, and stunning water vistas. The upper level provides generous guest accommodations, while the finished walk-out lower level includes a spacious family and game room, private guest suite, and full bath. Outside, enjoy expansive decks, a screened porch, beautifully landscaped grounds, a 3-car garage, private dock on Long Pond, and exclusive access to a beautiful private sandy beach on Sheep Pond. Ideally located near Cape Cod Bay beaches, Chatham, and the Cape Cod Rail Trail, this is a rare opportunity to own one of Cape Cod's premier waterfront properties.
…By Gibson Sotheby's International Realty
Backing directly to the Cape Cod Rail Trail and the National Seashore, this custom 3 BR, 3.5 BA cape ranch offers 3,638 SF of finished living space, and on a quiet day the sound of the surf reaches the yard. Marconi Beach is about a mile away, no Route 6 required. This is a seriously well-built home, crafted with some of the finest materials and finishes available and laid out for the way people actually gather. A cathedral-ceilinged kitchen and dining area anchors the main level, with Medallion cabinetry, Silestone counters, a custom tile backsplash, premium appliances, and an oversized island, opening seamlessly to the outdoor living areas. All three bedrooms are en-suite, with the primary on the main floor. The lower level soars with 10 foot ceilings, a professional-grade bar (custom lighting, under-counter wine cooler, sink, bespoke built-ins), a family room with wood burning stove, and a private en-suite bedroom with its own entry. Outside, the private rear yard is a true retreat: heated saltwater pool, expansive hardscaping, outdoor shower, firepit, and gas grill. The landscaping is professionally designed, irrigated, and further elevated by the current owners. The systems tell a story of eco-minded self-sufficiency. Seller-owned solar panels keep energy costs and the home's footprint low, and a Level 2 EV-ready outlet in the 2-car garage awaits the charger of your choice. When the unexpected New England nor'easter rolls through, the 20KW Generac whole-house generator on a 1,000 gallon underground propane tank keeps every light on, and with the wood stove glowing, this home carries on comfortably when the grid cannot. Three-zone heat and central air round it out. Recently installed is an Advanced Whole-House Water Treatment System which includes sediment, reverse osmosis, and UV purification. The owners have documented every system, feature, and improvement in a handbook containing everything a new owner needs to move in with confidence from day one. It is a rare gift, and it tells you everything you need to know about how well cared for the home you are buying truly is.
…By Gibson Sotheby's International Realty
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
Shore Road is more than an address. It's a feeling. The moment you turn onto it, the mood quietly shifts. Clipped hedges, impossibly pretty gardens, sparkling water views, and the grand Chatham Bars Inn create a storybook setting. Offered for the first time in almost four decades, Offshore encompasses more than an acre on Shore Road-an exceptional combination of land, privacy, and possibility. Beyond the home's welcoming presence, a surprisingly private landscape unfolds, where mature plantings, a sweeping lawn, a carriage-style garage, and a swimming pool create an extraordinary retreat. Inside, the home was designed for gracious living, with spacious rooms and classic details, equally suited to entertaining or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs, charming windows frame picture-perfect coastal scenes. Whether enjoyed as it is today or reimagined, this is a rare opportunity to begin its next chapter. This special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.
…By Annonceur International
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