luxury real estate for sale Orleans, United States

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!

Enjoy the best of Orleans from this beautifully remodeled third-floor condo, featuring a stunning new kitchen with quartz countertops and all new appliances, along with a newly renovated bathroom. The bright, open floor plan creates an inviting space, while newly installed air conditioning adds comfort. Accessible by elevator or stairs, this turnkey property is ready to enjoy. Just steps from restaurants, boutiques, gyms, shopping, and the farmers market, with nearby access to the Cape Cod Rail Trail and close proximity to Skaket and Rock Harbor beaches.

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..

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 ...

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.

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.

Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent living community. This 3rd Floor corner end unit features a bright open and spacious floor plan with 2 bedrooms and 2 full baths, full size kitchen, dining room with extra windows, living room with large outdoor balcony. Primary bedroom has 2 closets & a private bath with walk-in shower. Guest bedroom or family room features 2 walls of custom built-in shelving/cabinets. Brand new carpeting throughout. Monthly fee includes: 24/7 concierge, security, utilities-including gas heat, A/C, basic cable, electric, water; trash removal, repair & maintenance of the unit including major appliances & windows, exterior maintenance, garage parking & interior storage unit. Optional gourmet meals prepared by a private chef & served in the formal dining room; or order meals brought to your door. Common areas: kitchen & sunny solarium where residents enjoy gathering for morning coffee, a library, large living room w/fireplace, exercise room & visitor's suite for extra overnight guests.

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.

Located on a beautiful cul-de-sac surrounded by quintessential Cape Cod homes, this rare panhandle lot sits waiting for your Cape Cod dream home. Lot is offered with engineering, bulding plans and permits in place. Skymeadow Drive is a wonderful, lovingly maintained neighborhood just minutes away from Skaket Beach and Cape Cod Bay. Walking, biking, close to Orleans village center-this area provides everything you need. Easy access into lot. More details upon request.

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.

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

Rare offering on picturesque Paw Wah Pond. A 3/4 acre salt waterfront parcel with direct access to Paw Wah and onto Little Pleasant Bay and the Atlantic beyond. A wonderful area of Orleans full of conservation and walking trails. Also, convenient to all the amenities. Engineer plans attached to listing.

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.