760 houses for sale in Chatham, Chatham town Barnstable County Massachusetts

Location! Location! Location! Perfectly situated across from Oyster Pond Beach and just around the corner from downtown Chatham, this beautifully renovated Cape Cod cottage offers the ideal blend of charm, comfort, and convenience. Classic cedar shingles, a shell driveway, vibrant hydrangeas, and a welcoming front porch create timeless curb appeal. Inside, the open-concept floor plan is filled with natural light and features high ceilings, wide pine floors, and fresh coastal finishes throughout. A spacious great room offers inviting living and dining areas, while the renovated kitchen boasts updated cabinets, countertops, and appliances. The first-floor primary suite features an updated ensuite bath and custom closet. A powder room, bright den/office, and laundry complete the first floor. Upstairs are two generous bedrooms, one featuring custom built-ins, a walk-in closet, and water views, along with a lovely shared full bath. Outside, enjoy a private fenced backyard with two bluestone

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

Sprawling and spacious, 65 Captain Kendrick Drive presents an exceptional opportunity to own a beautifully situated 3 br 3 bath home in one of Chatham's most peaceful settings. Seasonal views of the Monomoy River create a serene backdrop, inviting relaxing vibes and a true sense of coastal tranquility. Offering 1,754 sqft of main-level living, the home many features include an updated eat-in kitchen, large living room with fireplace, and a dining room that leads you towards two distinct, comfortable sitting areas that open to expansive decks with winter water views. 1632 sf of additional finished space in the walkout lower level add tremendous flexibility. Recent improvements include a new roof, new windows, kitchen renovations, and cooling systems. Generous living spaces, thoughtful updates, and a serene Chatham setting, make this home ready to be enjoyed for years to come

In one of Chatham's most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterfront estate-masterfully crafted by the renowned Eastward Companies-represents a rare convergence of architectural distinction, coastal heritage, and modern luxury. Spanning more than 6,200 square feet across three impeccably designed levels, the residence is a study in refined elegance and thoughtful scale. Every detail has been curated for a sense of timeless sophistication while embracing the natural beauty of its surroundings. The main level unfolds with effortless grace, where a grand open-concept kitchen and great room-anchored by one of four gas fireplaces-serves as the heart of the home. A formal dining room, butler's pantry, and coffee bar create an environment equally suited for intimate gatherings and elevated entertaining. Bathed in natural light, the breakfast room offers serene views over the resort-caliber outdoor setting, w

This is the South Chatham beach house everyone is looking for! Fully renovated and turnkey, 124 Pleasant Street is ready for immediate enjoyment. As a private retreat of your own, or as a proven, guest-favorite rental. A short walk to Pleasant Street Beach, this South Chatham location grows only more desirable year over year. The living room, anchored by a fireplace, flows into the dining room and a well-finished kitchen with updated appliances, with first-floor laundry for convenience. Four well-appointed bedrooms offer easy privacy for family, friends, or guests, including an enchanting staircase leading to a second-floor hideaway all its own. A vaulted, screened sunroom connects indoors to out, and a side porch sets the stage for al fresco dining. Outside, the opportunity multiplies: an expansive backyard with ample room for a pool, and two existing structures. Main house plus a detached two-car garage. Laying the groundwork for a true compound-style setup, whether that means a futu

Tucked away in the heart of Chatham, 66 Snow Lane offers privacy, convenience, and natural beauty in a peaceful in-town setting. This charming 2-bedroom, 1-bath ranch is surrounded by conservation land, with birds, wildlife, and wooded views from every window. Designed for easy one-floor living, the home features a wood-burning fireplace, first-floor washer/dryer, gas heat, central AC, an outdoor shower, and a newer shed. Though quiet and private, the location is close to everything Chatham has to offer. Just 0.4 miles to the village and Veterans Field, and a 5-minute walk to Oyster Pond, you can enjoy shopping, restaurants, theater, movies, and summer baseball, then return home to your own relaxing retreat. Whether used year-round, as a Cape Cod getaway, or a low-maintenance escape, this delightful home offers in-town convenience with the feeling of being away from it all. Sewer is at the road, hook-up designed and ready for the buyer to connect

Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool area. The main living spaces balance comfort and sophistication with warm wood floors, curated finishes, and multiple gathering areas, including a lower level with a glass-enclosed wine room, custom bar, game area, and media lounge. The kitchen features sleek cabinetry, open shelving, and picture windows overlooking the landscape, while bedrooms serve as private retreats complemented by spa-quality baths. Outside, panoramic water views unfold as a private stairway leads to the shoreline. A detached two-car garage with a guest suite above adds flexibility, completing this exceptional offering

Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations

58 Tirrells Way located on. 67 Acre level lot is fulll of surprises with a thoughtfully designed ranch style layout of 1716 Sq ft plus a finished recreation/ office room in basement. Inviting casual entertaining, the open plan living/ dining, kitchen has a gas fireplace, gleaming hardwood floors and vaulted ceiling giving you a spacious area for gatherings, plus a wonderful sun room that leads to the deck with awning and patio & Outside shower. Kitchen has quartz countertops, quality cabinetry, a separate pantry/ laundry room, and a single car garage. The primary bedroom suite is very large with decorative fireplace, plantation shutters and ensuite big bath with double vanity and oversize shower. The 2nd bedroom and bath are equally inviting for relaxation and comfort with a jacuzzi bath! Gas BBHW heat, hardwood and tile floors, and the lower finished all purpose room with good storage, make this a move-in ready home. Well maintained by one owner. Are you ready for summer in Chatham to

Perfectly positioned on a corner lot in a quiet neighborhood, this beautifully maintained home offers peaceful living just moments from everything Chatham has to offer. Located less than a mile from downtown, it provides easy access to shops, restaurants, beaches, and landmarks including the Fish Pier, Veterans Field, Seaside Links, and Chatham Bars Inn. Offering two levels with 2,448 sqft (1,530 sqft finished), the home has been meticulously maintained, with updates including a new roof, central A/C, outdoor shower, renovated primary bath, updated appliances, and more. The main level features a bright living room with a wood-burning fireplace and bay window, an updated kitchen with breakfast bar, and a dining area ideal for entertaining. A spacious primary suite with an updated bath, along with two guest bedrooms and a full bath, complete the level. The lower level adds flexibility with a second living area, bonus bunk room, garage, laundry, and additional storage. Outside, enjoy a lu

Experience the best of Chatham living in this beautifully reimagined 3-bedroom, 2.5-bath home, ideally located close to Chatham Village, beaches, White Pond & the bike path. Thoughtfully updated inside and out, the home features a stunning new kitchen with quartz countertops & an AGA professional range, refinished hardwood floors, custom cabinetry, recessed lighting, fresh interior paint, Hunter Douglas blinds & new doors. Extensive exterior improvements include a new roof, Andersen windows, shingles, AZEK trim, gutters, composite shutters, fieldstone accents, and a custom portico enhanced by handcrafted copper Nauset Lantern lighting. Designed for effortless Cape Cod living and entertaining, the property also offers a newly constructed screened porch, AZEK decking, new irrigation, an oversized bluestone patio w/fieldstone walls & uplighting, an updated outdoor shower, bluestone walkways and beautifully landscaped grounds w/new shed all enclosed by a classic white picket fence, w/matur

Located on Chatham’s exclusive Stage Island, this 4 BR, 5.5 bath shingle-style residence is built for entertaining. The airy first floor features 10’ ceilings, a great room with a Rumford fireplace, and a professional kitchen with a wet bar and large island. Luxurious primary suites are found on both floors, while the second story adds an inviting family room and a deck overlooking the Atlantic Ocean and Outer Beach. Two guest suites and a flexible bonus room above the two-car garage offer ample space. Outside, the fenced yard with a bluestone patio and built-in grill provides two ideal sites for a pool and spa. Complete with a whole-house generator and private well irrigation, this home offers exceptional value in the Chatham market

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 si

Nestled at the end of a cul-de-sac and abutting conservation land, this well-maintained 3-bedroom, 1.5-bath ranch offers the ideal combination of privacy, comfort, and timeless appeal. With 1,476 square feet of living space, this inviting home features hardwood floors throughout, an open floor plan, and a family room addition with a cathedral ceiling that fills the home with natural light. A formal living room with a wood-burning fireplace provides a warm and welcoming gathering space, while the central air, generator and updated bathrooms add modern conveniences. The bright sunroom overlooks the landscaped yard, creating the perfect spot to enjoy your morning coffee or unwind at the end of the day. The walkout lower level offers the potential for additional finished living space, whether you envision a recreation room, home office, or fitness area. A one-car attached garage completes this property, offering one-level living in a sought-after neighborhood. This Chatham home is ready fo

The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn. Where waterfront estates are generational and cherished. Set on an over one-acre lot with immense private beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge. One of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas with water views from every angle. The primary suite is a retreat framed by its own bay window, while well-appointed guest spaces offer comfort for family and friends. Extensively renovated, the home retains the craftsmanship of its original build. True, enduring Cape Cod character. This is where summe

Situated on Chatham's exclusive Stage Island, this 4 BR, 5.5 bath, shingle-style residence is designed for seamless indoor and outdoor entertaining. The bright, airy first floor is anchored by a great room with a Rumford fireplace, custom cabinets, 10' ceilings, and towering windows. The professional-grade kitchen features premier appliances, a pantry, a wet bar, and a large center island. Primary suites are on both floors, each with a large walk-in closet and a luxurious bath. The fenced-in yard offers two exceptional options for installing a large swimming pool and spa to complement the bluestone patio and built-in gas grill. The second story features an inviting family room with custom-built-ins and a gas fireplace, opening onto a broad deck with views of the Atlantic Ocean and the Outer Beach. The second-floor primary is complemented by two well-appointed guest suites. A private staircase leads to the bonus room with a full bath, located above the two-car garage and ideal for a gym

Set within a private gated enclave in South Chatham’s emerging luxury corridor, 48 Sylvan Way is a singular estate moments from the Cape’s most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational, the property offers rare privacy and scale in one of Chatham’s most compelling settings. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design, conceived for refined, generational living. Three distinct bedroom wings provide comfort and separation, with each bedroom generously sized and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot shiplap ceilings with reclaimed beams and a fireplace, while an 18-foot wall of glass opens to the heated saltwater pool and patio for seamless indoor-outdoor living. A rare offering defined by craftsmanship and presence —modern Cape Cod estate living elevated

Tucked away in Chatham's most desirable residential enclaves, this property offers a blend of classic Cape Cod charm & refined living. Set on 40,500 sq. Ft. of beautifully landscaped grounds, the home invites both quiet retreat and gracious living. Inside, rich pine floors flow throughout a lovely designed layout featuring 10 spacious rooms, including 4 bedrooms & 3.5 baths The gourmet kitchen is the heart of the home, complemented by a walk-in pantry, dining room with f/place, & multiple livings areas each enhanced with 2 additional f/places. A lovely primary bedroom en suite is matched by his/hers walk-in closets. Architectural details abound, including 2 staircases, a walkout partially finished lower level & expansion potential above the oversized 2 car garage. Perfectly positioned to enjoy the best of Chatham living, whether it's walking the iconic Chatham Loop, a short distance from the house or launching a boat from Oyster Harbor boat landing a stones throw away, for all your coa

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank