Chatham Massachusetts Real Estate & Homes For Sale

Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances.

Discover an exceptional office opportunity in the heart of Chatham. This beautifully renovated space blends modern finishes with classic charm, offering a bright, professional environment ideal for a variety of business uses.

Welcome to this meticulously maintained, light drenched townhome. Open great room, dining room and kitchen provide a seamless flow for entertaining or quietly enjoying the cozy gas fireplace. Kitchen boasts granite countertops, stainless appliances, viking range and hood and abundant cupboard space. A large center island is perfect for entertaining and preparation.

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.

Turn-key Chatham restaurant opportunity on vibrant Main Street! This exceptional offering includes both the established business and the real estate, creating a rare chance to step into a fully operational, highly visible dining destination. The property features 87 seats including 10 at the full-service bar, and a well-equipped commercial kitchen designed for efficient, high-volume service.

NEW CONSTRUCTION: 83 Old Mail Rd is a stunning 3 BR, 4.5 bath, 5,154 sf retreat in North Chatham. This elegant home showcases exceptional craftsmanship & high-end finishes for refined coastal living. The chef's Thermador kitchen with quartz counters and waterfall island opens to a butler's pantry with custom sink & beverage fridge and a first-floor dining room with coffered ceiling.

Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated with hardwood throughout, this 3 bedroom, 2.5 bath home offers a comfortable floor plan including a first floor primary ensuite bedroom and 2 large guest bedooms and bath on the second level.

Attention Investors: Two homes on separate parcels are available in downtown Chatham. Enjoy walking distance to town, Veteran's Field, Oyster Pond, and a variety of restaurants.

Riverbay, Chatham... True One Level living with Garage/parking on home level. 8 room custom built ranch with side loading garages, high profile roofline, integrated front porch. Inside, abundant common areas and living space. entrance hallway opens to the living and dining rooms, and two hallways leading to the 3 bedrooms.

Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living. This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity.

Professional photos coming soon!Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water.

Co-ownership opportunity. Own one-eighth of this turnkey home, professionally managed by Pacaso.

Location! Location! Location! This Freshly painted charming North Chatham gem, remodeled in 2024, offers 768 sq/ft of living space and is located conveniently to the Cape Cod Rail trail, for recreational fun. Enjoy single story living in this 2 bedroom 1 bath home with hardwood floors and a fireplace.

Offered fully furnished, this light-filled contemporary Cape in North Chatham blends coastal elegance with casual sophistication. The main level features a welcoming den, an inviting living room with a fireplace, and a stylish kitchen and dining area that open to a sunny deck, ideal for seamless indoor-outdoor living. The serene first floor primary suite offers comfort and privacy.

Thriving Cape Cod Restaurant & Real Estate For Sale: A rare opportunity to acquire a successful, long-standing 25-year restaurant business along with the real estate in a sought-after Cape Cod town. Currently operating seasonally, this well-established dining destination is licensed for 42 seats and holds a full seasonal liquor license.

Nestled above Bumbula ''It's All About Me,'' Unit D at 425 Main Street offers an exceptional blend of privacy, comfort, and in-town convenience. This updated 1-bedroom, 1-bath residence is one of only two homes on the second floor, accessed by a discreet private entrance that enhances its quiet, retreat-like feel.

Tucked away on a quiet street in the heart of North Chatham, this second-floor condominium offers a rare opportunity to own in one of Cape Cod's most coveted locations. Perfect as a seasonal retreat, investment property, or smart entry into the Chatham market, it blends convenience and charm.

A truly rare offering on Chatham's iconic Main Street, 605 Main Street is an 827 sq. ft. freestanding commercial building in one of Cape Cod's most coveted districts. Delivered vacant, it offers exceptional flexibility for an end user or investor seeking a prime storefront in the heart of town.

** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below.

Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace.

One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers.

One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer.

Stunning brand new construction from The Young Companies at 230 Barcliff Avenue is underway...Architecturally pleasing 4BR 6 bath shingled home will offer impeccable details , finish work and fabulous walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn Resort.

An exceptionally rare opportunity to acquire The Hawthorne in the heart of esteemed Chatham! Family-owned and operated since 1959, THE HAWTHORNE motel (32 total units) is offered for sale for the first time in 66 years! Perched on 3.

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound.

Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities.

NICKERSON CORNERS . . . Spacious corner office of 1,123 sq ft. Great location in North Chatham. Lots of parking and ease of access. Take next steps to grow your business in prestigious North Chatham location. Sold AS IS, but ready for your custom touches. Make it yours today and grow easily into the new century.

Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.

NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & 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.

Approximately a half mile to either Oyster Pond Beach or Stage Harbor and 3/4 of a mile to the center of Chatham Village sits this exceptional 3 bedroom 4 bath custom Farmhouse with inviting front porch built in 2018. Hardwood floors thruout and, formal dining area, custom kitchen along with an office for those working remotely. Home has central a/c and a gas stove in the Livingroom.

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.

This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

This in-town property is an ideal spot for a professional office, commercial space, or retail store. It features over three finished floors and has 13 parking spaces, with additional public parking available across the street. The property was fully renovated by Rick Roy Construction in 2008, and more space was added in 2015.

Location-Location-Location-409 Main Street in downtown Chatham offers you this very rare and desirable combination of a mixed use building with a first floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the second floor in the heart of Chatham Village.

Location-Location-Location-409 Main Street in Downtown Chatham offers you this very rare and desirable combination of a mixed use building with a first floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the second floor in the heart of Chatham Village.

Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport .

Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport.

.8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more...