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

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 oppor

Easy, one-floor living awaits in this well-maintained 1,221 sq. ft. ranch, offering 3 bedrooms and 2 full baths in a layout designed for comfortable everyday living. Generously sized rooms throughout provide plenty of space to spread out, and the updated kitchen features granite countertops - perfect for cooking and entertaining. A convenient first-floor laundry room adds to the ease of single-level living, while the walk-up attic offers excellent storage or future expansion potential. A one-car garage rounds out the practical, easy-living layout. Step outside to enjoy the patio, ideal for morning coffee or evening relaxation, plus an outdoor shower - a Cape Cod essential after a day at the beach. Location is a standout: enjoy easy access to the Johnny A. Kelly Recreation Area and the Cape Cod Rail Trail, both perfect for outdoor enthusiasts, along with convenient proximity to local shopping, restaurants and Route 6. Heating system 2023

Built by Eastward Companies in 2013, this thoughtfully designed, turnkey home is located in one of Chatham's highly desirable neighborhoods. Offering over 3,500 sq. ft. of beautifully appointed living space, this Cape features 3 bedrooms and 3.5 baths with an open-concept floor plan that seamlessly blends timeless Cape Cod style with modern conveniences. Filled with natural light, the spacious living room showcases cathedral ceilings and a gas fireplace, and flows effortlessly into the well-appointed kitchen and dining area. The first-floor primary suite offers privacy and comfort, while two generously sized second-floor guest bedrooms and large sitting area provide ample space for family and friends. The fully finished basement includes a beautiful in-home gym with a full bath. Quality craftsmanship is evident throughout, with hardwood floors, high-end finishes and attention to detail. Professionally landscaped grounds create a private outdoor retreat, perfect for gardening, relaxing

Super rarely available neighborhood located in West Dennis south of Route 28 and not in the flood zone. This fine Baker built ranch offers more living space than expected with a large living room with a fireplace, large dining room with slider out to the big deck, spacious eat-in kitchen plus 2 big bedrooms and full bath. There's an enclosed and finished former porch room which would be fine for overflow guests. In addition this fine property has a large dry full basement, newer heating, hardwood floors, cedar closet, outdoor shower, irrigation, shed and much more in this fine neighborhood of well kept properties. Won't last long

Welcome to this move-in ready ranch nestled on a level lot in sought-after South Dennis! Tucked away on a peaceful cul-de-sac off Route 134 in South Dennis, this home enjoys the best of both worlds - a private, neighborhood setting with easy access to shopping, dining and the Mid Cape Highway. With a new roof and fresh interior paint, the heavy lifting is already done - just unpack and enjoy! Hardwood floors run throughout the living room and both bedrooms, where a cozy fireplace anchors the main living space. The kitchen and bath were updated in 2015, featuring granite countertops that add a modern touch. A versatile bonus room offers additional living space perfect for a home office or whatever suits your needs. The mechanicals are in good shape with newer electric panel and gas hot water heater. The full basement has a newer bulkhead door offering additional storage. This home is ideal for first time home buyers or those looking to downsize!

Turn Key and ready for summer Let's go to the beach! It's only.8 miles away, This charming Cape Cod cottage exudes classic New England character with its beamed ceilings, warm pine walls, and beautifully painted wood floors. Step outside and discover the expansive screened porch-a perfect retreat for sipping morning coffee, enjoying evening breezes, or hosting family and friends. Once experienced, you'll ever want to leave here

52 Thayer Road is an extremely well-kept and cared for home. Turn-key, first floor living, ready for a new owner. Fully renovated in 2020 with additional upgrades done recently. Everything has been redone including new floors, upgraded kitchen with granite countertops, bathrooms, central air, solar panels (owned), and full interior/exterior painting. The home has two bedrooms including a large ensuite bath in the primary bedroom. A second full bath in the hallway as well as laundry on the first floor. An open living room, dining, and kitchen anchored by an upgraded gas fire place. A full, unfinished basement with interior and exterior access. Other upgrades include a whole house generator, a finished sun room off the kitchen, a large shed, stone patio with raised garden beds, and a stand-alone one car garage. This half acre lot is long and provides new owners with ample space for so many different possibilities. Located in a quite neighborhood close to downtown Dennis and Patriots Squa

Sought after neighborhood of Riverbay. Light and bright home with incredible gardens and fabulous outdoor space. Three bedrooms 2 newly redone baths with livingroom, dinng room and primary suite all with sliders onto the deck with spiral stairway to back yard for super summer fun. Room for a pool! Lower level could be finished off-high ceilings and windows overlooking the back yard. Deeded rights to 2 ponds for kayaking, canoeing and fishing. Come take a look at this special property

Set discreetly within one of South Dennis' most distinguished enclaves, this property offers something that has become exceptionally difficult to secure on Cape Cod: meaningful privacy, estate-scale land, and a fully realized residence that requires nothing further. Interiors are fully curated and furnished, allowing for immediate enjoyment without the need for design, construction, or iteration. What distinguishes this property is not simply the home, but the setting. The land - expansive, quiet, and naturally buffered - provides a level of separation and calm that is increasingly rare, particularly in locations this accessible. Positioned just moments from Follins Pond, north and south side beaches, golf, and dining - yet quietly removed from density and traffic - the property offers a balance that is increasingly difficult to achieve. This offering is intended for a buyer who values discretion, land, and the ability to step into a fully realized Cape Cod estate without compromise

Mixed Use business with Walkout Apartment just south of 6A in Historic Brewster. Offered for the first time in close to 25 years. ~ 2160 sq. ft. where you can live in the walkout level apartment and work on the main level. All in an amazing and private setting where the backyard is delightful for any outdoor activity Formerly and recently known as a much beloved and well established Antiques gallery, 'The Mews' Within easy reach to Brewster's Residents' Bay Beach - called First Light and the Bike Trail As you enter through the inviting front porch the main open floor welcomes you with its high ceiling and gorgeous wide pine flooring, an abundance of light, and a half bath. Each level has a separate entrance. The Walkout level is comprised of an amazing Sunroom with skylights, a combo Living room with wood burning stove, dining area and kitchen, sliders overlooking a Patio, a large shed, 2 bedrooms w sliders, laundry rm hookup and a full bath with tub and separate stall shower. Ample cl

This house was designed and built by Grattan Gill, a Taliesin Fellow and Frank Lloyd Wright apprentice (1952-57). This distinctive South Chatham home showcases timeless architecture, thoughtful design, and modern comfort. The main level offers the convenience of first-floor living, featuring a spacious primary bedroom, a full bath and direct access to a private balcony overlooking the expansive rear deck-an ideal setting for morning coffee or evening relaxation. The walkout lower level adds exceptional versatility with a second full bathroom, a generous bonus room perfect for guests, a home office, or recreation space, along with a dedicated laundry area and abundant storage. Additional highlights include central air conditioning, a whole-house generator for peace of mind, and a desirable South Chatham location close to beaches, shopping, dining, and all that Cape Cod has to offer. This is a rare opportunity to own a home that blends architectural pedigree with everyday functionality i

Stunning Brewster Home! Just minutes from beaches and premier golf courses, this meticulously maintained residence offers the perfect blend of casual elegance and modern comfort. The bright, open floor plan features a gourmet kitchen with center island, custom cabinetry, and gleaming Roca tile floors. The inviting living room flows into the dining area, featuring a soaring ceiling, gas fireplace, and sliding doors to a spacious deck overlooking the private backyard. Throughout the home, you'll find custom window shutters, exquisite hardwood floors, and two primary suites-one on each level-along with two guest bedrooms, one currently used as a sitting room. Additional highlights include beautifully appointed bathrooms, first-floor laundry, natural gas heat, central air, a whole-house generator, irrigation system, and an attached two-car garage with potential bonus space above. A welcoming front porch and professional landscaping complete this private oasis on a quiet Brewster cul-de-sac

This house was designed and built by Grattan Gill, a Taliesin Fellow and Frank Lloyd Wright apprentice (1952-57). This distinctive South Chatham home showcases timeless architecture, thoughtful design, and modern comfort. The main level offers the convenience of first-floor living, featuring a spacious primary bedroom, a full bath and direct access to a private balcony overlooking the expansive rear deck-an ideal setting for morning coffee or evening relaxation. The walkout lower level adds exceptional versatility with a second full bathroom, a generous bonus room perfect for guests, a home office, or recreation space, along with a dedicated laundry area and abundant storage. Additional highlights include central air conditioning, a whole-house generator for peace of mind, and a desirable South Chatham location close to beaches, shopping, dining, and all that Cape Cod has to offer. This is a rare opportunity to own a home that blends architectural pedigree with everyday functionality i

Privately set on 1.39 acres, this expanded Cape with over 3,000 sq ft of living space includes three bedrooms, two and a half baths and an office over the two car garage. On the first floor, the primary bedroom suite, with a jacuzzi tub and separate shower, opens to a secluded deck overlooking the woods. The kitchen, with granite countertops, a breakfast nook and half bath with laundry, adjoins a family room with a gas fireplace and vaulted ceilings. A wood burning fireplace anchors the living room, closed off by two sets of French doors. The second floor features a large bedroom, third bedroom, full bath and loft. Freshly painted exterior in 2026, a newer gas heating system, and a full house generator, the home clearly shows pride of ownership. Nearby, you will find the Brewster Grist Mill, Drummer Boy Park and Paine's Creek Beach, as well as local shops and restaurants

Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 3 bedrooms (2 spacious en-suite bedrooms with walk-in closets) and 3 1/2 baths. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the dining and living areas with a gas fireplace. Amenities include Anderson Stormwatch windows, gas heat, central air and underground utilities provide year-round comfort. The finished lower level offers a Jacuzzi bath, antique pine bar, and pool table. Quality construction includes double-dipped cedar shingles, Azak trim and decking, heavy-duty asphalt roof, and three porches (two covered). This south-facing lot offers clse proximity to Nantucket Sound. Close to Forest Beach, post office, restaurants, package store, and Cape Cod Rail Trail, this beautifully crafted home offers exceptional quality, comfort and a location in one of S

Discover a rare opportunity to own a brand-new waterfront retreat in the heart of Brewster, set directly on the shores of picturesque Schoolhouse Pond. Designed for unforgettable Cape Cod summers, this exceptional home invites you to spend long afternoons on the expansive mahogany deck overlooking the water or launch a kayak right from your backyard. Offering over 3,100 sq ft of impeccably finished living space, the home showcases a stunning chef's kitchen with Thermador appliances, custom cabinetry, and a stylish wet bar, flowing seamlessly into sun-filled living areas anchored by a gas fireplace. A welcoming farmer's porch, elegant stone patios, and professionally designed landscaping with ambient lighting create a true indoor-outdoor lifestyle. Thoughtful smart features include illuminated stairways that light up as you ascend and descend. Thoughtfully designed as a 2-bedroom residence with multiple bonus spaces ideal for guests, office, or formal dining, the home includes a luxurio

Welcome to your own slice of Cape Cod paradise! Tucked away down a long, beautiful driveway, this stunning West Dennis home offers peace, privacy, and pretty views. Look out over multiple rooms onto the peaceful salt marsh and slight views of Grand Cove. Step inside to find a beautifully remodeled interior where modern luxury meets classic coastal charm. The bright, open spaces are perfect for entertaining and relaxing.This home offers two main suites one on the first floor and one on the second. Best of all, this home is completely move-in ready-you can unpack your bags today and be settled in just in time to enjoy the perfect summer season. The property features a gorgeous, park-like yard designed for outdoor living. There are many cozy seating areas where you can sip your morning coffee, enjoy the sunset, watch the wildlife, or just listen to the birds sing over the marsh. If you love the water, this location is a dream come true, just a short walk to town landing for kayaking and u

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as 'Beechwood', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a 'speakeasy', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has

Welcome to 19 Shell Dr, a rare Yarmouth Port opportunity offering protected ocean/marsh views, meaningful updates, and exceptional expansion potential. Set on a truly special lot with a peaceful coastal backdrop, this is the kind of setting that is increasingly hard to find and even harder to recreate. The view, privacy, and natural surroundings are best enjoyed from the deck off the living room. The main level features 1,280 sqft with 2 bedrooms, 1.5 baths, hardwood floors throughout most of the home, a functional wood fireplace, central AC, and a 1-car garage. Major improvements include Andersen/Harvey windows and slider replaced in 2020-2021, central AC in 2021, boiler in 2015, a newer roof, animal-proofed exterior vents, and Title V conditionally passed with sellers installing the D-box for compliance. Above the garage and across the attic, a dormered, framed space with utilities already in place offers exciting possibilities for additional living area, bedrooms, office space, or a

TURNKEY! Just open the door to one of Chatham's most desirable neighborhoods, a timeless single-family residence, set on over 40 sq. ft. of manicured land, presents an exceptional opportunity for sophisticated coastal living. This property, maintained in great condition, embodies a refined aesthetic and functional design. The kitchen, thoughtfully designed for both culinary pursuits and social engagement, features stainless steel appliances, stone counters, and a convenient peninsula. Its open-plan configuration seamlessly connects with the living room, enhancing the flow for entertaining, and includes a built-in microwave and a high-end range. The living room serves as a central gathering space, distinguished by a fireplace that provides warmth and ambiance. Integrated built-in shelves offer both display and storage solutions, complementing the rich hardwood flooring that extends throughout. 4 bedrooms, 3.5 baths, and oversized 2 car garage with staircase to loft, a walkout finished b

Now is the perfect time to begin planning your summer escape. Nestled in the highly sought-after Chase's Ocean Grove, this beautifully renovated cottage blends timeless Cape Cod charm with thoughtful modern updates. The home features three bedrooms, cathedral ceilings, a fully fenced yard, and ample parking for family and guests. Gather your beach essentials and stroll to the private sandy beach, where you'll enjoy the soft sand, warm waters, and refreshing ocean breezes of Nantucket Sound. A quintessential Cape Cod retreat designed for making lasting summer memories. Annual dues average around $13k-14k and are subject to change yearly. A new lease is in the works. Please look at documents to review. All info is located. CASH s only

NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat 'On the Loop' in Chatham. This elegant residence showcases exceptional craftsmanship and luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island w/walnut top offers space for casual dining and flows to the dining area. The nearby butler's pantry enjoys a Subzero beverage fridge. The inviting living area w/gas fireplace opens to a 3-season porch and is adjacent to the deck that overlooks conservation. The 1st story primary suite boasts an ensuite bath w/radiant floor heat and walk-in closet. The 2nd story features 2 en-suite bedrooms, family room and home office. Finished lower-level w/9' ceilings, a full bath, and 725 sq ft. Cedar roof, copper downspouts, generator and irrigation by well. With its prime location, its an easy walk to town and th

This is a beautiful home with many high-end amenities and living spaces, just waiting for your family to enjoy the elegance in the heart of North Eastham. Poised on a gentle, protective rise just steps from South Sunken Meadow Beach, this meticulously maintained home is an idyllic, private haven designed for lasting multi-generational memories. As a part of the private Massasoit Hills Beach Association, this expansive colonial boasts a brilliant open-concept first floor with its beautifully updated kitchen, its sweeping living room that opens directly to a screened porch capturing spectacular evening sunsets. The magnificent dining room, functioning as a radiant, window-wrapped sunroom, completes this perfect setting for both grand entertaining and quiet, comfortable retreats. Also on the first floor are 2 bedrooms, a full bath and a butlers area with a half bath. Upstairs is a gorgeous primary suite with an office/sitting room with a library area, a sleeping loft and a deck overlookin

1580 Main Street A/K/A 'The Captain Freeman Bangs House'. Step back in time and be engaged in this eclectically charming home, mostly built in 1830 but some very charming newer spaces have been added. Currently a multi use property with a small lamp repair shop using the lower space. Beautiful appointments set on School House Pond, with views from several rooms. Nearly an acre of unspoiled grounds and gardens stretch over 200 feet, at the end of the pond town landing. The barn/garage is a great feature and smacks of the olden days for sure. Let your creative side take over when you tour this wonderful, well loved property just waiting for its next steward

Welcome to this move-in ready ranch nestled on a level lot in sought-after South Dennis! Tucked away on a peaceful cul-de-sac off Route 134 in South Dennis, this home enjoys the best of both worlds - a private, neighborhood setting with easy access to shopping, dining and the Mid Cape Highway. With a new roof and fresh interior paint, the heavy lifting is already done - just unpack and enjoy! Hardwood floors run throughout the living room and both bedrooms, where a cozy fireplace anchors the main living space. The kitchen and bath were updated in 2015, featuring granite countertops that add a modern touch. A versatile bonus room offers additional living space perfect for a home office or whatever suits your needs. The mechanicals are in good shape with newer electric panel and gas hot water heater. The full basement has a newer bulkhead door offering additional storage. This home is ideal for first time home buyers or those looking to downsize!