768 houses for sale in Orleans, Orleans town Barnstable County Massachusetts

Tucked away up a long winding driveway on a beautifully landscaped private lot, this spacious 4BR/3BA Colonial offers 3 levels of flexible living in a prime Orleans location close to everything. Enjoy easy access to Bakers Pond, Nickerson State Park, the bike trail, Skaket Beach, Nauset Beach, schools, shopping and dining. Surrounded by flowering trees, the terraced backyard features a patio and deck perfect for relaxing or entertaining. Inside, hardwood floors run throughout the main living area featuring an open kitchen with bar seating, dining area and living room with fireplace. The first-floor primary suite offers a walk-in closet and convenient laundry. Upstairs are two oversized front-to-back bedrooms, refreshed full bath and abundant storage. The finished walkout lower level adds incredible flexibility with a 4th bedroom, full bath, kitchenette, gym/living area, workshop space and utility room-ideal for guests, multigenerational living, hobbies or potential in-law setup. Recent

North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor-spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright 3-season porch adds flexible living space, while the walk-out lower level provides potential for additional finished square footage. Just a half mile to downtown Orleans-enjoy local restaurants, coffee at the Chocolate Sparrow, or access to the Cape Cod Rail Trail. Well-suited for year-round living, a summer getaway, or investment opportunity. Property is currently served by a cesspool. Seller to provide a credit to the buyer toward the installation of the updated septic system, based on the current quoted cost for installation

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 tha

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

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

Privately sited on a beautifully landscaped 1.11-acre corner lot in desirable South Orleans, this custom-built Cape offers timeless craftsmanship, exceptional privacy, and a remarkably flexible floor plan designed to adapt through every stage of life. Whether enjoyed as a weekend retreat today or a full-time residence in the years ahead, this is a home created for effortless entertaining, quiet retreat, and years of memorable gatherings. Built in 2002 and meticulously maintained by its original owners, the residence offers more than 3,200 square feet of thoughtfully designed living space, including 4BRs, 3 full and 1 half BAs, an oversized attached 2-car garage, and an expansive unfinished lower level offering outstanding potential for future recreation, fitness, hobbies, a workshop, or abundant storage, One of the home's most distinctive features is its private flex suite, accessible both through the main residence and its own entrance via the mudroom. Complete with a BR, living area,

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

For the first time in generations, this landmark Pleasant Bay compound-anchored by the iconic Topside main residence and the charming two-bedroom Boathouse-is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, Topside offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the Boathouse sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and

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 tha

This impeccable waterfront home offers panoramic views across Mill Pond to Nauset Beach and beyond from every primary living space. A private path leads to the water with mooring potential and direct ocean access. The cathedral-ceiling living room flows through the dining area and kitchen with sliders to a wraparound deck for seamless indoor-outdoor living. The kitchen features cherry cabinetry, a center island, and mudroom/laundry with access to a side deck, stone patio, and outdoor shower, while a wood-burning fireplace anchors the den. The first-floor primary suite includes water views, a walk-in closet, ensuite bath, and private deck. Above the two-car garage, a private guest suite with full bath and separate entrance is ideal for guests or a studio. The walk-out lower level offers a wet bar, finished living area with views, guest room/office, cedar closet, and plumbing for a future bath. Passing Title V for 5 bedrooms, with expansion potential and room for a pool

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 Pochet Association. Brick and stone pathways wind through beautifully established grounds to 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 listen to the ocean. 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

A waterfront gem, where your back yard meets the water's edge in Orleans' coveted Briar Springs neighborhood, is 63 Briar Spring offering three levels of thoughtfully designed rooms with panoramic views of Pochet inlet, Pochet Island and Nauset Beach at every floor. The lower-level features two light-filled waterfront walkout bedrooms to include the ensuite primary flanked by a guest room and full common bathroom. The main living level features a thoughtfully designed open concept to include a soaring cathedral ceiling and gas fireplace. The kitchen offers Christopher Peacock custom cabinets, stainless-steel appliances and granite countertops. The dining area transitions to a wraparound deck set to the backdrop of sunrises and sunsets and a powder room completes the space. The versatile third level, left to the limits of your needs and imagination, currently serves as a quiet retreat. This top floor is equally conducive to a workout space, home office, or overflow space for guests. Out

ONE OF ORLEANS MOST SPECTACULAR MARSH SETTINGS. Set above the ever-changing beauty of Rock Harbor Creek, this exceptional property captures panoramic views that transform with every season. From sunrise to sunsets, enjoy a front-row seat to osprey, great blue herons and abundant wildlife from nearly every room. Just moments from Rock Harbor, enjoy evening walks on the tidal flats, the charter fishing fleet, and some of Cape Cod's most memorable sunsets as well as nearby Orleans Village. The flexible floor plan includes a living room with fireplace, full bath, and generous closet space and a first-floor bedroom suite. A view-filled family room with wide pine floors and walls of windows opens to an expansive wraparound deck where the marsh becomes center stage. Upstairs, the private primary suite offers its own commanding views, creating a peaceful retreat above it all. The finished walkout lower level is ideal for bonus living, guests, or a bunk room. Outside, a fenced yard features a k

Fabulous new listing on Chickadee Lane in East Orleans! Tucked in a quiet residential neighborhood, this well-maintained home offers privacy, comfort, and convenience just minutes from town, shopping, restaurants, conservation trails, and Orleans' renowned beaches. The airy eat-in kitchen opens to a beautiful Trex deck overlooking a private backyard bordered by mature trees, flowering plantings, and a distinctive terraced garden. This cottage-inspired outdoor retreat is perfect for sunset views, peaceful moments, and taking in nature. Inside, the home offers a generous living room, three spacious bedrooms, including a primary bedroom with half bath, central air conditioning, and a gas fireplace in the livingroom that adds warmth and character year-round. Recent updates, including a new roof and hot water heater, provide added value and peace of mind. Move-in ready, ideally located, and backed by a strong rental history, this East Orleans gem delivers the Cape lifestyle you've been wait

A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. Tucked back from the road, it features an expansive front yard, a detached barn, and a main house surrounded by a large private, level backyard-perfect for outdoor gatherings or exploring nearby conservation trails. Inside, sunlight floods through windows and skylights, illuminating beautiful wide-planked wood floors that radiate timeless charm. The kitchen opens to a cozy sitting area, ideal for conversations as meals are prepared, while the dining room with backyard views and slider access is made for entertaining. A spacious living room with a fireplace and adjacent bedroom and full bathroom offer comfort and convenience. Upstairs, there are two bedrooms, an office (via a back staircase), and a balcony that places you in a peaceful natural setting. Need more space' The newly constructed post-and-beam barn with garage offers potential guest accommodation. A separate shed provides additional stora

The best of Orleans is at your fingertips at 'Thyme and Tide,' located at 30 Captain Linnell Road. With so many beloved destinations nearby, every day offers a new adventure: looking for exercise' The Cape Cod Rail Trail is down the street. Sun and sand calling your name' Soak it up at Skaket Beach, fish at Crystal Lake, or ride the waves at Nauset Beach. Hungry' Head into town to enjoy Orleans' restaurants and cafes and visit the charming shops and galleries. Offered furnished, 3 bedrooms and 2 full baths, provide comfortable space for family and guests. An outdoor shower delivers the quintessential Cape Cod experience after a day of sun, sand, and salt air.Lovingly enjoyed by the same family for decades, this special property is ready for its next chapter. Whether you choose to preserve its classic Cape charm or reimagine the space with your own vision and updates, the opportunity is yours. It's finally 'thyme' for new owners to create lasting memories at Thyme and Tide

Fabulous new listing on Chickadee Lane in East Orleans! Tucked in a quiet residential neighborhood, this well-maintained home offers privacy, comfort, and convenience just minutes from town, shopping, restaurants, conservation trails, and Orleans' renowned beaches. The airy eat-in kitchen opens to a beautiful Trex deck overlooking a private backyard bordered by mature trees, flowering plantings, and a distinctive terraced garden. This cottage-inspired outdoor retreat is perfect for sunset views, peaceful moments, and taking in nature. Inside, the home offers a generous living room, three spacious bedrooms, including a primary bedroom with half bath, central air conditioning, and a gas fireplace in the livingroom that adds warmth and character year-round. Recent updates, including a new roof and hot water heater, provide added value and peace of mind. Move-in ready, ideally located, and backed by a strong rental history, this East Orleans gem delivers the Cape lifestyle you've been wait

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

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

A spectacular, level.77 acre corner lot among the cherry trees of the prized Briar Spring neighborhood is home to Eastward's newest Orleans residence. Every luxury amenity desired in a Cape home presents itself across 5200 sq ft and 3 levels of richly detailed living space showcasing Eastward's signature coastal New England aesthetic. The expansive great room encompasses living, dining and a hand-built chef's kitchen with Thermador appliances and a butler's pantry. The main level primary suite and spacious laundry allow for complete first floor living. Upstairs are 3 additional bedroom suites including a private-entrance guest space above the garage and a large office/den. The lower level contains 1500 sq ft of well appointed entertainment space with 9' ceilings, full bath, wet bar and natural light afforded by full-sized windows. Outdoor enjoyment areas include a 16x28 inground gunite pool w/spa and safety cover, gas firepit, patio and irrigated lawns. Composite low-maintenance exteri

Tucked behind the famous 'Hedges of East Orleans,' this coastal retreat offers privacy, history, and seaside charm. Nestled in one of the area's most beloved neighborhoods, enjoy tranquil walks to Mill Pond for boating, or simply soaking in the beauty of this waterfront community. Stroll to nearby landings or take a short drive to iconic Nauset Beach. Originally part of a greater estate, the heated barn/workshop was thoughtfully relocated on the property to make room for a new home in 1994. Lovingly held within the same family since it was built, this property carries warmth and legacy that is felt the moment you arrive. Set on a private rolling lawn with an expansive deck perfect for entertaining or quiet evenings under the stars, the home is soothed with sounds of the nearby ocean. This 4-bed, 3-bath home offers coastal living with a spacious first floor primary suite, a large open sun filled living area overlooking the natural landscape and a great floor plan. Whether you are launch

Let your Cape Cod story begin at 'Fields Cove' - an extraordinary waterfront retreat where sweeping views of Frost Fish Cove, surrounding conservation land, ever-changing tidal waters, abundant wildlife, and spectacular light create one of Orleans' most captivating settings. Tucked away on nearly two private acres, Fields Cove offers a rare opportunity to own a destination estate - yet moments from the best of Cape Cod. Fields Cove is a resort-like setting for your special Cape Cod experience. Lose track of time luxuriating in the waterfront heated pool and launching kayaks and paddle boards from your own private water access. Watch ospreys and herons glide overhead, see otters surface in the cove, and hear only birdsong from the property's many decks, patios, and landscaped gardens. As the tide ebbs and flows, enjoy views of boats sailing to Pleasant Bay. Each season paints a new coastal masterpiece outside your windows. Designed for large gatherings while still providing privacy, thi

Privately sited on a beautifully landscaped 1.11-acre corner lot in desirable South Orleans, this custom-built Cape offers timeless craftsmanship, exceptional privacy, and a remarkably flexible floor plan designed to adapt through every stage of life. Whether enjoyed as a weekend retreat today or a full-time residence in the years ahead, this is a home created for effortless entertaining, quiet retreat, and years of memorable gatherings. Built in 2002 and meticulously maintained by its original owners, the residence offers more than 3,200 square feet of thoughtfully designed living space, including 4BRs, 3 full and 1 half BAs, an oversized attached 2-car garage, and an expansive unfinished lower level offering outstanding potential for future recreation, fitness, hobbies, a workshop, or abundant storage, One of the home's most distinctive features is its private flex suite, accessible both through the main residence and its own entrance via the mudroom. Complete with a BR, living area,

Exceptional craftsmanship, forward-thinking efficiency, and 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, and well-appointed kitchen that flows to an expansive deck overlooking the private yard. 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 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

North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic Orleans setting just a half mile to Rock Harbor-spend your days on the beach, watch the fishing boats return, or take in the 4th of July fireworks. Offering 2,149 sq ft, the home features a spacious living area with wood-burning fireplace and an easy flow to a large deck, ideal for entertaining. A bright 3-season porch adds flexible living space, while the walk-out lower level provides potential for additional finished square footage. Just a half mile to downtown Orleans-enjoy local restaurants, coffee at the Chocolate Sparrow, or access to the Cape Cod Rail Trail. Well-suited for year-round living, a summer getaway, or investment opportunity. Property is currently served by a cesspool. Seller to provide a credit to the buyer toward the installation of the updated septic system, based on the current quoted cost for installation