North Chatham, Massachusetts listings for sale

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$13,950,000 - North Chatham, MA
301 Whidah Road North Chatham, MA - Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.
2020 | 5 | 6 | 7,259 sqft.
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$9,950,000 - North Chatham, MA
113 Seapine Road North Chatham, MA - Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio, infinity pool, and deck—a front-row seat to 4th of July fireworks, Coffered ceilings, custom built-ins, monochrome palettes, and striking light fixtures add to the home's sophisticated aesthetic. A private first-floor guest suite offers a serene retreat with its own patio and spa-like bath, while the upper level features a primary suite, a water-view bedroom, a charming children's room, and a central loft. The lower level is designed for entertaining, complete with a bunk room, full bath, game room, media area, and direct access to the outdoor shower. This turnkey resort-style retreat offers the best of coastal luxury, with thoughtfully designed indoor and outdoor spaces, ample room for guests, and unparalleled amenities for effortless entertaining.
2016 | 4 | 6 | 5,850 sqft.
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$7,200,000 - North Chatham, MA
238 Cranberry Lane North Chatham, MA - This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and the Atlantic Ocean beyond. Over 114 feet of private beach protected by a beautiful rock revetment. Quick salt water access to anywhere by boat from your own beach. A perfect spot for relaxing, entertaining under the sun or stars and creating lasting memories .This coastal property features panoramic water views, five bedrooms, three baths, and 1850+ square feet of living space to leave as you will or make it your own... A 69,000 plus square foot lot in R 40 zone would allow a guest house and a pool with town approvals in addition to the main house. A short jaunt to Main Street, Chatham Bars Inn and Wequassett, and all that Chatham has to offer....Buyers and agents should verify all information herein.
1916 | 5 | 2 | 1,896 sqft.
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$6,500,000 - North Chatham, MA
4 Ministers Lane North Chatham, MA - This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.
2003 | 5 | 6 | 5,143 sqft.
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$2,750,000 - North Chatham, MA
104 Seapine Road North Chatham, MA - Set within the coveted Harbor Coves Association of North Chatham, 104 Seapine Road is a rare opportunity to own in one of Cape Cod's most exclusive enclaves. With sweeping views over Crow's Pond and direct access to a private association beach just steps away, the setting is exceptional. Built in 1999 by noted local firm von Thaden Builders, the 3-bedroom, 2.5-bath home offers nearly 3,000 sq ft of sunlit living space with soaring ceilings and an open, voluminous layout designed to capture both morning and evening light. The first-floor primary suite includes water views, a walk-in closet, and a spacious en suite bath. Additional features include a generous office, a grand living room with wood-burning fireplace, and water views from nearly every room. Upstairs, two spacious bedrooms offer flexibility for family or extended stays. A full-height poured concrete basement, past plans for a garage, and room for a pool present strategic upside. From 4th of July fireworks to iconic sailboat races, this is a front-row seat to summer on Crow's Pond—and a chance to craft your Chatham legacy estate.
1999 | 3 | 3 | 2,969 sqft.
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$1,999,999 - North Chatham, MA
10 Pursel Drive North Chatham, MA - WATER-VIEW & DEEDED ACCESS TO RYDERS COVE | ''Summer Wind'' - A Coastal Chatham Retreat Nestled in one of Chatham's most cherished neighborhoods, ''Summer Wind'' is a timeless Cape Cod escape offering deeded access to Ryders Cove and a private association beach with direct access to Pleasant Bay. Perched gracefully above the water, this serene retreat delivers breathtaking views, impeccable updates, and a lifestyle defined by casual elegance. This 3-bedroom, 2-bathroom home spans 2,366 square feet of thoughtfully designed living space. Wake to the glow of sunrise over the water, best enjoyed with morning coffee on your private deck. Inside, a stunning quartz kitchen anchors an open-concept living area with a cozy gas fireplace, while the dreamy first-floor primary suite features a second fireplace and back deck access. Upstairs, two oversized guest bedrooms include a private water-view deck that invites relaxation. Outdoor living is equally refined: gather around the bluestone gas fire pit, rinse off in the outdoor shower after a beach day, or host sunset dinners under the stars. With manicured landscaping, a wood-burning fire pit, and multiple gathering areas,
1971 | 3 | 2 | 2,366 sqft.
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$1,525,000 - North Chatham, MA
597 Orleans Road North Chatham, MA - Nestled on a sprawling 1.55-acre parcel set back from Route 28, this exquisite North Chatham residence captures the essence of tranquil coastal living. This beautifully renovated home spans 1,942 square feet (including the beautiful finished walkout lower level) and boasts three spacious bedrooms and two pristine bathrooms, offering an exceptional blend of comfort and sophistication.
As you enter, you're greeted by the gentle flood of natural light that accentuates the refined finishes throughout. The heart of the home is an open-concept living area with breathtaking water/marsh views that promise to captivate and inspire. Culinary enthusiasts will appreciate the modern, well-appointed kitchen, an ideal space for entertaining or enjoying quiet, intimate meals.
Environmental and economic sensibility are seamlessly integrated with owned solar panels, ensuring energy efficiency and sustainability. Nature lovers will relish the property's direct kayak access to Frost Fish Creek and Ryder's Cove beyond, inviting endless exploration and adventure.
The expansive lot, encased in natural beauty, provides a serene retreat with ample space for gardens, leisure, and entertaining. Whether it's a serene morning coffee overlooking the water or a lively evening gathering under the stars, this home offers an enchanting backdrop for life's cherished moments.(Discover the perfect synthesis of elegance and smart living in this North Chatham jewelan unparalleled opportunity to own a slice of Cape Cod paradise.
1987 | 3 | 2 | 1,942 sqft.
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$1,450,000 - North Chatham, MA
552 Orleans Road North Chatham, MA - Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning fireplace, perfect for relaxing after a day by the water. The adjoining kitchen and dining area boast a granite peninsula, a brand-new refrigerator, and seamless access to the waterside deck—ideal for morning coffee or sunset gatherings. All bedrooms are conveniently located on the main level, featuring hardwood floors. The newly renovated lower level offers a generous living space, a walk-in laundry room with a sink, and direct outdoor access. Recent upgrades include a reshingled exterior, a new Generac generator, a heat pump, new interior doors, and updated flooring in the primary suite, among many other enhancements. Located near Jackknife Beach and just a short drive to both Chatham Village and Orleans, this home provides a prime waterfront lifestyle at an unbeatable value.
1978 | 3 | 2 | 1,144 sqft.
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$735,000 - North Chatham, MA
39 Meadow Brook Road North Chatham, MA - Refreshed and Renewed... Don't miss this incredible opportunity to own a property in a prime Chatham location, just a short stroll from downtown. Enjoy nearby conservation hiking trails, the Cape Cod Rail Trail, and tennis courts, all within walking distance. Restaurants, shops, beaches, parks, and schools are also just a half-mile away. This home features a bright living room with a fireplace, an eat-in kitchen, two bedrooms, and a full bathroom. The unfinished basement provides great potential for future expansion. Step outside to your private backyard, offering a peaceful retreat in a quiet neighborhood. This is your chance to invest in Chatham and add your personal touch to a great property.
1957 | 2 | 1 | 768 sqft.
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$649,000 - North Chatham, MA
16 Captains Cove Lane North Chatham, MA - Enjoy your dream Cape vacation destination in this shared-ownership, professionally managed waterfront property in North Chatham. The house features 3 bedrooms and 4 and a half bathrooms with breath taking views of Ryders Cove. Encompassing 3200 sq ft of living space, the property is being offered as shared ownership among five owners (20% share). The first floor features an open floor plan with a fireplaced great room and dining area, opening to a private deck overlooking a landscaped yard and stunning cove views. The second level consists of three bedrooms, en suite with custom bathrooms and generous closets. The walk out lower level is open and spacious with a lounging area, bunk room and fireplace. Enjoy a unique opportunity to have fractional, hassle free ownership in the most desired village on Cape Cod.
2012 | 3 | 4 | 2,493 sqft.