luxury houses for sale Orleans, United States

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 ...

This impeccable waterfront home is defined by its exceptional setting and thoughtful design. Panoramic views across Mill Pond to Nauset Beach and beyond, visible from every primary living space. A private path leads to the water, offering mooring potential just offshore and direct access to the open ocean.The foyer opens to a cathedral-ceiling living room with lofted overlook, all oriented to capture the view. The open layout flows through the dining area and kitchen, with sliders to a wraparound deck for effortless outdoor living. A wood-burning fireplace anchors the den off the kitchen.Kitchen features cherry cabinetry, center island, and adjacent mudroom/laundry connecting to a side deck, stone patio, and outdoor shower. The first-floor primary suite offers water views, walk-in closet, ensuite bath, and private deck.Above the two-car garage, a private guest suite with full bath and separate entrance provides ideal additional space. The walk-out lower level includes a wet bar, finished living area with views, guest room/office, cedar closet, and plumbing for a future bath.Future expansion and pool potential.

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

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

A rare opportunity to own 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.

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.

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.

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.

Welcome to this classic Cape-style home featuring a full 1-bedroom apartment above the garage—perfect for overflow guests, extended family, or rental income. The main residence offers 2,092 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 adds 758 sq ft of versatile space, perfect for a home office, recreation room, gym, or storage. 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.

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.

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.

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.

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

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.

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!

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.

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!

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.

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.

Chatham By The Sea. Rare 50-year offering where LOCATION presents a premier opportunity in Chatham. Coveted location 2 blocks to downtown Chatham Village. Chatham Fish Pier, Oyster Pond, Veterans Field, Cow Yard Landing, shopping, groceries, tennis, golf, 1/2 mile away. Spacious one-floor living with room to expand. Ranch home is 1531 square feet and includes 3 bedrooms, large formal living room with fireplace, large kitchen, dining area. The en-suite primary bedroom features a full bathroom with large walk-in shower. There is also a full family bathroom. Poured concrete foundation. 2019 roof, 2017 boiler, and attached oversized 2-bay garage. Central air conditioning, recessed lighting, 4 zone heating system, hardwood flooring. Basement is semi-finished and includes a fireplace, workshop and utility room. Sited beautifully on 3/4 of an acre delivering south, southwest sun exposure. Public water, private sewer. Engineering completed 5/14/26 for a new 3 bedroom traditional Title V septic. Design is also completed 6/30/2026. An in-ground pool is possible of interest.

Tucked away on a quiet Wellfleet cul-de-sac, this 3BR/4BA Cape offers prime access to Marconi Beach, the Cape Cod Rail Trail, and Mass Audubon Wellfleet Bay Wildlife Sanctuary. With 2,441 sq ft (approx. ± sq ft), the layout opens from an updated kitchen into bright living and dining spaces enhanced by skylights and a pellet stove. Extensive upgrades include new windows and insulated siding, updated plumbing, new heating and AC systems, a newer hot water heater, renovated lower level, refreshed kitchen and baths (including partial second-floor updates), and a new front deck. The finished lower level adds flexible space for work or recreation, while a detached outbuilding with a kitchenette, bath, and loft offers added versatility. Ideal for year-round living or a seasonal retreat, set in a peaceful, established neighborhood near the National Seashore.

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.

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.

Back on the market! Lovingly maintained and thoughtfully enjoyed over the years, this classic Chatham ranch reflects true pride of ownership. A traditional layout offers three bedrooms, including a primary with en suite bath, and easy, comfortable living throughout. Recently refreshed with a full interior paint update and beautifully staged, the home feels bright, welcoming, and ready for its next chapter.Set on a generous lot, the property benefits from adjacent green space that enhances both privacy and a sense of openness. The backyard extends toward a peaceful conservation area, creating a quiet, natural setting ideal for relaxing or entertaining.A detached two-car garage adds exceptional versatility with beautifully finished space above, complete with a full bath, private entrance, and its own deck overlooking the conservation land. Ideal for a home office, studio, guest overflow, or recreation space (buyers/agents to verify use).Additional potential can be found in the walkout basement lower level, offering opportunity for expanded living space over time. A special property in a beloved Chatham location, ready to be enjoyed for years to come.