Set within one of Chatham’s most coveted coastal enclaves, The Sweet Oyster House is a fully renovated four-bedroom Cape Cod home offering water views of Oyster Pond and a lifestyle defined by ease, beauty, and walkability to the village. Polished yet relaxed, this turnkey residence blends refined coastal design, abundant natural light, and seamless indoor–outdoor living ideal for entertaining or quiet retreat.Enjoy a rare sense of privacy while remaining moments from Oyster Pond Beach, Chatham Village, Main Street dining, shops, galleries, and local amenities. Just north of the Oyster Pond boating waterway, the setting combines beach access, water views, and everyday convenience. Designed for year-round enjoyment, the home supports both full-time living and seasonal escape. With a proven vacation rental history and strong demand, it’s equally suited as a primary residence, Cape Cod retreat, or income-producing investment.
Attention investors. Property being sold as-is as seen. Offers due by 3:00pm 2/10, offers valid until 5Pm 2/11. Located 1.5 miles from Hardings Beach and 2 miles to Chatham Village, this cape style home may be the answer for you. Estate sale is subject to seller’s receipt of license to sell. Property is being sold by Personal Representative. Sale subject to probate approval. Showings ongoing unless otherwise instructed. According to town records, the waste disposal system is cesspools and is non-compliant. Upgrading to sewer would be required upon sale. Existing structure is grandfathered as a 4 bedroom for sewer hookup. Enter property at own risk. Buyers and contractors must be escorted. Electricity, water and gas disconnected. Bring safety equipment and flashlights. Room descriptions as per appraisal. Seller’s attorneys to review offers prior to acceptance. Buyer and their agent to do their own due diligence. Please verify all information contained herein.
Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers an open concept with gleaming hardwood floors. 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. There is natural gas and town water in the road, The wood burning fireplace creates ambiance when sitting in the family while relaxing with a good book or watching TV. The yard is filled with beautiful perennials that explode throughout spring and summer. The septic has been inspected and failed. The seller has contracted for the engineering and permitting for a new septic but the buyer will be responsible for the new septic.Directions: Old Queen Anne Rd to Captain Kendrick. Countryside Dr to Duck Marsh.
Courtesy: Compass
508-945-1856
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. In addition to the inviting living room and dining room, adjacent to well apppointed eat-in kitchen, the den with sliders to the deck will be where you'll spend many enjoyable hours relaxing or entertaining. Low maintenance perennial gardens form a delightful border in the backyard surrounding the deck and fire pit. A whole house generator, security system and a water purification system are only a few of the many upgrades that will impress. Close proximity to fresh water ponds, walking trails, south side beaches and downtown Chatham.
Courtesy: The Greene Realty Group
860-560-1006
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. At the back of the home- 3 additional rooms: a fireplaced family room, an eat-in kitchen with bay window, and a private office. In addition, a walk-in pantry off the kitchen and a main floor laundry room on the main floor. Basement stairs located off the interior garage entry and the exterior side door. The home sits atop a hill, providing curb appeal, excellent drainage and a dry basement. The elevation would be best suited to an AWD vehicle for the occasional snowy day. Outside, there are set down areas in both front and back of the house with total privacy. Back inside, there are wood floors throughout, even in the kitchen. The 2 bathrooms are original, reflected in the price. Most furniture/furnishings convey. New 96% HE gas furnace with AC coil Oct 2020, Certainteed roof March 2022,Garage Door Sept 2022, Hot water heater June 2025.
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. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfully designed, light-filled, and meticulously cared for, it is truly a delight to show. Come experience the charm, serenity, and coastal lifestyle this Bucks Creek gem has to offer. An abutting property, 78 Indian Trail, is availbale for sale at $2,800,000.
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. Take in spectacular water views and unforgettable sunsets, with private stairs leading down to the water’s edge of Bucks Creek for easy access and serene enjoyment. Inside, the home is a pleasure to show, highlighted by a wonderful sunroom that captures the light and scenery year-round. A rare opportunity to enjoy Chatham living at its best. An abutting property, 92 Indian Trail, is available for $3,200,000.
Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the home with top of the line appliances, Wolf range and a pantry. Spacious primary suite with adjacent octagonal office complements this rare coastal offering. Resort like amenities include a lower level game room, sauna, gym, kitchen, cabana, and heated pool with integrated hot tub.
Nestled above Bumbula “It’s All About Me,” Unit D at 425 Main Street offers a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and dining area, while the flexible bedroom provides generous storage and year-round functionality. Additional conveniences include a dedicated parking space behind the building and membership in a small, owner-managed four-unit HOA with low fees. Set in the heart of Chatham’s iconic Main Street district, the property offers unmatched walkability to shops, dining, beaches, and year-round attractions. With a low tax rate, strong seasonal economy, and limited inventory, this turnkey unit presents a rare opportunity to secure a refined home in one of New England’s most desirable coastal towns.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
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. Sunlight fills the welcoming interior, highlighting hardwood floors, a cozy wood-burning fireplace, and an updated kitchen and bath with granite counters. Enjoy morning coffee by the oversized picture window overlooking a tranquil setting alive with birds and butterflies. A small shared balcony adds fresh air, while private laundry and basement storage enhance ease of living. Ideally situated within walking distance to coffee shops, restaurants, and the village, this is effortless Cape Cod living. The property offers immediate income potential and long-term lifestyle appeal--an exceptional chance to secure your place in Chatham.
** 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. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room with fireplace, first-floor bedroom currently used as a sitting room, foyer with unique herringbone brick floor, laundry room, plus finished basement. Upstairs, the primary suite offers full bath and three closets, plus two additional bedrooms with full bath. Enjoy picturesque front and back porches, mature plantings, a stone deck, a private back yard with firepit, and space for a swimming pool or tennis court. On the Chatham walking loop, just steps to downtown, Oyster Pond, and Battlefield Landing. Don't miss this exceptional opportunity!
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. A one-car garage and large unfinished basement sits below the home, and the property sits on roughly ½ acre, offering space for outdoor activities or gardening. While in need of some updating, recent upgrades include Roof, Furnace, gas water heater, electrical, and it provides solid value and strong potential in a sought-after location that is close to local amenities.
Courtesy: Compass Massachusetts, LLC
508-945-1186
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. The 5800 sf home will offer the best in new amenities with a nod to the shingled coastal cottage estates of times past.. The open interior has both a welcoming front porch as well as a screened porch. The magic continues with high ceilings, centrally located living room with fireplace that opens to well designed kitchen with center island, breakfast room, pantry and adjacent dining room. A robust primary ensuite, private den and three additional quest bedrooms grace the second floor. The lower level has two additional rooms and a full bath. Media room, playroom, gym? you decide. Two car detached garage with additional full bath and potential for a swimming pool. Early summer 2026 occupancy.
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. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.
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. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views, sophisticated interiors, and seamless transitions to the outdoors. A grand 5-bedroom, 4 bath, 4,551 sf colonial home with impeccable craftsmanship & 5 fireplace features multiple sun-drenched living spaces & seamless indoor-outdoor flow. The 1,970 sf, 2 bed, 2.5 bath colonial guest house, built in 2016, is perfect for extended family & friends. Nestled along the Chatham shoreline this 2.6-acre property boasts a sparkling in-ground pool, hot tub, tennis court, & beautifully integrated fire feature. .2 miles to Hardings Beach. This is a once-in-a-generation opportunity to own a legacy estate on the water.
Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from main bedroom, screen porch, and huge patio! Completely updated in '23/'24! New exterior sheathing, siding, windows, doors, and refinished wood floors. Kitchen boasts new cabinetry, counters, and SS appliances. Bathrooms feature new tile floors, vanities, toilets, and a walk-in shower in the en-suite bath. Soaring, beamed ceiling in the great room creates an airy yet cozy ambiance with a gas stove. Finished room in walk-out basement! Ductless AC/heat units, Rinnai water heater, and solar panels. Check re expansion potential due to connection to Town sewer! Garage was constructed to be ready for an additional finished room. Conservation lands and Goose Pond are nearby for hiking, fishing, swimming, and paddling! A one-of-a-kind opportunity tucked at the end of a cul-de-sac, yet centrally located. Street is in Harwich. House is in Chatham. Agents/Buyers to confirm details.
Courtesy: Kinlin Grover Compass
508-255-3001
Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets, and a walk-in shower in the en-suite bath. The dramatically high ceiling in the great room with beams and wood creates an airy yet cozy ambiance with a gas stove. Plus a finished bonus room in the walk-out basement! Ductless AC/heat units, Rinnai on-demand water heater, and solar panels are among the eco-friendly upgrades. Check re expansion potential due to its connection to Harwich sewer! The new garage was constructed to be ready for an additional finished room. Fence in back and hi-tech pet door too! Conservation lands nearby offer trails above the river and, in another, access to Goose Pond for fishing, swimming, and paddling! Truly a one-of-a-kind opportunity tucked at the end of a cul-de-sac, yet centrally located. Street is in Harwich, house is in Chatham. Buyers/agents to confirm details
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. 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 which extends your living space and is adjacent to the deck that overlooks a pristine conservation area. The 1st story primary suite boasts an ensuite bath w/radiant floor heat & walk-in closet. The 2nd story features 2 en-suite bedrooms, family room & home office. The finished lower-level w/9'' ceilings, a full bath, & 725 sq ft. With its prime location, its an easy walk to town & the beach.
Courtesy: William Raveis Real Estate & Home Services
508-945-7777
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. The lower level contains an in law suite with full bath and kitchenette less a stove and a laundry room. Furniture negotiable.
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 prime beach front on Chatham Harbor, Pleasant Bay, and the Atlantic Ocean beyond. Quick salt water access to anywhere by boat from your own private 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.....Zoning of a 69,000 plus square foot lot in R40 zone allows room for a guest house and a pool with town approvals in addition to the large main house...Buyers and agents should verify all information herein...Floor plans in DOCUMENTS
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. One bay has a gas heater and the second floor is ready to be finished. Lots of possibilities - documents attached include Gb3 standard permitted uses section 3.4 and Appendix 1 ''Schedule of Use Regulations'', floor plans, and septic site plan. Great opportunities-previously a builders work shop and warehouse for storing automobiles, boats, vintage motorcycles etc. The solar panels are owned. Please verify all information contained herein. Don't miss this special property!
Chatham is located in Massachusetts. Chatham, Massachusetts 02633has a population of 6,554. Chatham 02633 is less family-centric than the surrounding county with 9.15% of the households containing married families with children. The county average for households married with children is 19.97%.
The median household income in Chatham, Massachusetts 02633 is $88,750. The median household income for the surrounding county is $82,619 compared to the national median of $69,021. The median age of people living in Chatham 02633 is 62.5 years.
The average high temperature in July is 77.7 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.6 inches per year, with 23.2 inches of snow per year.
