luxury houses for sale Orleans, United States

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 a home in the exclusive Pochet Association. This quality-built Acorn contemporary, constructed by Cape Associates, beautifully embodies New England modernism with its striking post-and-beam architecture, soaring ceilings, and 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 distant ocean views. The beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting.A detached garage with a two-room studio and bonus space offers exceptional flexibility for creative pursuits. Situated on a large, private lot, the property also includes deeded access to one of Cape Cod's finest beaches--perfect for surfing, swimming, or simply enjoying a day by the sea. Ideally located near the charming village of East Orleans, with its acclaimed restaurants, galleries, and shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at it's very best.

Tucked away in one of the area's most coveted in-town waterfront settings, this exceptional property offers the perfect blend of privacy, convenience, and coastal living. Thoughtfully maintained and beautifully positioned to capture stunning water views of Town Cove from nearly every room, the home features four bedrooms, three full baths, and a highly desirable floor plan designed for both everyday living and effortless entertaining.Hardwood floors flow throughout the home, while multiple living areas, including a sunroom, spacious deck, and three distinct levels, provide flexibility and room for family and guests to gather or enjoy their own private retreat.Step outside to beautifully landscaped grounds that lead to your own private access to the water's edge. Spend your days clamming from your backyard, moor your boat just offshore, or cruise to the Outer Beach and enjoy a day on the water while avoiding summer traffic and crowds.For those seeking additional space, the property offers three garage bays--one attached and two in the detached garage. Above the detached garage is bonus living space with expansion potential. Subject to town approvals, it could serve as an accessory dwelling unit, guest quarters, home office, or private studio. Adding to the appeal, the property has recently been connected to town sewer, providing peace of mind for years to come. This is more than a home--it's a waterfront lifestyle where boating, beach days, and in-town convenience come together in one remarkable setting.

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,ideally located just around the bend from Bakers Pond.Now offered at a new price,this is an excellent opportunity to make your move and enjoy the remainder of summer in a desirable setting.Designed with a flexible and functional layout,the main residence offers 2,092 sq ft of versatile living space.The first floor features a spacious primary en suite bedroom,a second bedroom,a 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 flexible space,perfect for a home office,recreation area,gym,or storage.A standout feature is the attached two-car garage with a one-bedroom apartment above,offering excellent potential for multigenerational living,guest accommodations,a private office,or possible rental income.Move-in ready with opportunities to personalize and build equity,this property combines space, flexibility and value in a sought-after location. Lot 69 is combined with 67.Buyers/agents to verify all information.Some photos virtually staged

In a bucolic setting on a quiet lane in South Orleans, this charming three bedroom shingled house awaits a buyer with vision and enthusiasm. Set a top a hill on over half an acre this house boasts a layout for easy one floor living. The terraced walkway to the front door gives an opportunity for an enchanting garden. A lower level garage, fireplace, and full basement are attractive features. Located between Pleasant Bay and downtown Orleans, this property is offered at a very reasonable price, with plentiful options in this desired location.

Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come together just 1/2 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 3/4 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.

Target View Beach!! Across the street where the waterfront homes don't own the beach but you do as part of this exclusive association with deeded beach rights!! Sunsets & tidal flats, private walkways and secluded sand! Fancy fresh water? Walk to Wiley Park and Great Pond. This location couldn't be better. Enjoy the vintage vibe in a piece of Old Cape Cod. This 3 bedroom has all you need for a true beach vacation without the headaches, cost and maintenance of waterfront. Keep as-is or make your improvements. This home offers a fabulous return on investment.

Opportunities like this simply do not come along. For the first time in many years, a property within the private Ten Lot Association is available -- a chance to claim your place in one of Brewster's most coveted enclaves on the shores of Cape Cod Bay. Both 61 & 0 Bonnie Doone are being sold together to provide more opportunities for a Buyer. The property is offered with full transparency: the existing 3-bedroom home requires renovation or may be best suited for a complete rebuild. This is not a limitation -- it is an invitation. For the discerning buyer, it is a blank canvas within an irreplaceable setting, a chance to design and build the Cape Cod retreat you have always envisioned, on land that rarely changes hands. What truly distinguishes this offering is the opportunity for membership in the Ten Lot Association itself. As one of only a handful of property owners, you will enjoy exclusive access to a breathtaking private path leading directly to a secluded stretch of Cape Cod Bay beach and tennis court. Convenient to all the Brewster amenities, beaches, bike path, Nickerson State Park, and Orleans. Once you get to this piece of paradise, you will not want to leave!

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.

Step into a timeless Cape Gambrel built by family for family as the perfect retreat for making lasting memories. Whether it's lazy beach days, cozy afternoons with a book, or rainy-day puzzles, this home captures the essence of Cape Cod living. Idea in town location just a short distance from everything in Brewster! This property includes deeded beach rights and a rare 1/100 share of the highly sought-after Sea Pines Neighborhood Association Beach--widely regarded as one of the most beautiful bay beaches in the area. The home features 4 bedrooms and an open-concept living, kitchen, and dining area with two sliders opening to outside living areas!. A full basement provides additional space and flexibility. Outdoors, enjoy multiple seating areas, a deck, firepit, and two outdoor showers--a true Cape Cod luxury. Recent updates include: New windows and rear slider Durable Azek trim and new gutters; 45-year architectural roof shingles (installed Summer 2012) Natural gas furnace, central A/C, and newer appliances. On a private, level lot, this home offers a peaceful setting with gentle scenic proximity to the shores of Cape Cod Bay. Your own sandy toes and salty kisses can start now!

Nestled on a quiet dead-end street in desirable North Chatham, this beautifully maintained 3-bedroom, 3-bath Cape offers the perfect blend of privacy, coastal lifestyle, and energy-efficient living. Set on a generous 20,435 sq ft lot, this 2,268 sq ft home combines classic Cape charm with features designed for comfort and enjoyment.Enjoy deeded access to Ryders Cove and embrace the boating and waterfront lifestyle that makes this location so special. Just moments from Jackknife Beach, this home places you close to some of Chatham's most treasured outdoor amenities while maintaining a peaceful neighborhood setting.Inside, hardwood floors and a fireplace create warmth and character, while the thoughtfully designed layout offers comfortable living spaces for everyday life and entertaining. Step outside to elevated deck space overlooking the surrounding natural landscape--perfect for morning coffee, summer dining, or relaxing after a day on the water. The private hot tub adds another inviting retreat.Solar panels enhance the home's efficiency and long-term value, while the walkout lower level offers exciting potential for additional finished living space, guest accommodations,

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!

Tucked away in a private North Chatham setting with deeded rights to Lovers Lake just a short distance away, this extensively renovated 2,000 sq. ft. home offers the ideal blend of comfort, style, and turnkey ease. Thoughtfully updated throughout, the home features a renovated kitchen and bathrooms, air conditioning, and inviting living spaces designed for year-round enjoyment. The main level showcases beautiful wood floors, cathedral ceilings, exposed post-and-beam details and a powder room. The primary suite is located on the second floor with its own private bath and walk in closet, while the walkout lower level offers two additional bedrooms, a full bathroom, and flexible finished space for family, guests, or a home office. Outdoors, the spacious back deck is large enough for both dining and lounging, making it perfect for summer entertaining or quiet mornings surrounded by nature. With its private setting, extensive renovations, and deeded access to one of Chatham's beloved freshwater ponds, this home is ready to enjoy from day one.

Nestled in Chatham's highly sought-after RiverBay neighborhood, this beautifully updated Cape-style home offers the perfect blend of classic charm and modern comfort. Featuring 3 bedrooms and 2.5 baths, the home is thoughtfully designed for both everyday living and effortless entertaining.A first-floor primary suite provides a private retreat, complete with a generous walk-in closet and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to inviting living spaces, including a sun-drenched family room with a gas fireplace and direct access to a private patio overlooking professionally landscaped grounds. Wide pine floors flow throughout the first level, enhancing the home's warm and welcoming character. An additional living room with a wood-burning fireplace offers yet another comfortable gathering space. The open floor plan creates an easy flow between rooms.Upstairs, you'll find two spacious bedrooms, a full bath, and an additional large walk-in closet. The finished lower-level room offers flexible space ideal for a home office, game room, or exercise area. Other features include a 2 car garage with storage overhead and close proximity to Pleasant Bay.

Discover the opportunity to create your dream Cape Cod retreat in the heart of Brewster. Ideally located near charming village shops, the Cape Cod Rail Trail, Nickerson State Park, and Brewster's beloved bay beaches and freshwater ponds, this property offers the perfect combination of location, potential, and value.This inviting 1,200-square-foot home is filled with classic Cape Cod charm. The cozy living room features a fireplace, while the open kitchen and dining area flow seamlessly to a screened porch--an ideal spot for relaxing after a day at the beach. Designed for easy one-floor living, the home offers three bedrooms, two full baths, and laundry all on the main level.The finished lower level provides valuable bonus space, perfect for a family room, home office, recreation area, or overflow accommodations for guests. While the home is ready for your personal updates and design vision, several important improvements are already in place, including natural gas heat, a new septic system (2026), hot water heater (2023), irrigation, and the quintessential Cape Cod outdoor shower.Set on a beautiful lot in one of Brewster's most desirable locations, this year-round home presents exceptional opportunity to customize a property to your taste while enjoying everything that makes Cape Cod living so special.

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. The seller will install a new septic and hook up to town water.

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 summer 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.