$1,757,050Average Value$826Average Price per Sq Ft16Homes For Sale
A residential, waterfront retreat in North Chatham
North Chatham unfolds along the shores of Pleasant Bay, just north of the busier, commercial area of Chatham Village. “It’s primarily residential with larger, private properties,” says Shane Masaschi, an associate broker at Compass and a Chatham native. “It’s very quiet in the winter due to the high number of seasonal residents.” From beach houses clad in faded cedar shingles to direct access to the water, North Chatham feels like a private coastal suburb close to the town’s amenities and attractions.
North Chatham waterfront scenes elevate everyday Cape living.
Cape views meet tree‑lined roads in North Chatham.
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Inland and bayfront properties for a range of prices
Single-family homes bear classic New England architecture, from Cape Cods and colonials to New Traditional styles with gambrel roofs. Some streets are more densely packed with houses than others, but trees often separate the lots, creating a sense of privacy. Other properties are secluded on larger plots of land. Residents walk and jog along the narrow roads, and cars typically park in driveways and garages rather than on the street. Small cottages may start at around $600,000, though most homes sell between $1 million and $3 million. The largest options with pools, docks and private beach access can surpass $4 million. The CAP Index Crime Score in North Chatham is 1 out of 10, compared to the national average of 4.
Cape design complements relaxed Cape lifestyle in North Chatham.
Quiet coves bring easy mornings to North Chatham waterfront life.
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Sailing, golfing and hiking on the Cape
Recreation in North Chatham centers around water, although land-based activities are also accessible. “It features the coastline on Pleasant Bay, several beaches and boating with several mooring areas,” Masaschi says. Boaters buy or rent slips at Ryder’s Cove Landing and the Chatham Yacht Club. For a beach day, Jackknife Cove has sandy shores, and people are often sailing and windsurfing in the distance. Hikers and cyclists can navigate the Old Colony Rail Trail or head 5 miles south to the Monomoy National Wildlife Refuge. Golfers visit the private Eastward Ho! course for 18 holes with views of the water.
Golfers favor Eastward Ho for scenic play near North Chatham.
Pleasant Bay’s calm waters frame North Chatham’s coastal lifestyle.
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Most commercial development is outside the neighborhood
Residents typically go to Chatham Village for boutique shops and restaurants on Main Street. Chatham Squire, located 2 miles away, is a renowned casual spot for drinks, seafood and pub fare. It also hosts live concerts, trivia and karaoke nights. North Chatham has a Cape Cod Coffee, a local chain that has served the peninsula since 1970. Chatham Village Market sells groceries 2 miles away, with a CVS next door. The nearest Target is located 20 miles west in Hyannis. Stop & Shop is within a 5-mile radius.
North Chatham is a quiet community outside the more commercial Chatham Village.
North Chatham residents can grab a cup of ice coffee at Cape Cod Coffee.
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Education through the Monomoy Regional School District
Children begin at Chatham Elementary, which earns an A-minus rating from Niche. Monomoy Regional Middle scores a B-plus, and Monomoy Regional High gets a B. Innovation Career Pathways provide hands-on learning and connect students with internships in the community. Children outside the district can apply to these schools through the state’s school choice program.
North Chatham students can start out at Chatham Elementary School.
Monomoy Regional High School serves students in grades 8 through 12.
A grand entrance for Monomoy Regional Middle School in Chatham.
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Buses, trains and airports
Massachusetts Route 28 winds through North Chatham, and U.S. Route 6 runs nearby. The H2O bus line, serviced by the Cape Cod Regional Transit Authority, stops in the neighborhood. Boston is 90 miles away, and Hyannis is 20 miles west. Hyannis is home to the Cape Cod Hospital, the CapeFLYER train, which operates on weekends during the summer, and the Cape Cod Gateway Airport. The airport offers some seasonal and year-round flights, though many people fly out of Boston.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the North Chatham neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
North Chatham
US
Homicide
3
4
Sexual Assault
1
4
Assault with Weapon
1
4
Robbery
1
4
Burglary
1
4
Motor Vehicle Theft
1
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
North Chatham Demographics and Home Trends
On average, homes in North Chatham, Chatham sell after 78 days on the market compared to the national average of 55 days. The median sale price for homes in North Chatham, Chatham over the last 12 months is $1,330,000, down 3% from the median home sale price over the previous 12 months.
Tucked within Chatham's coveted Riverbay community, 234 Round Cove Road offers a rare blend of walkability and private, resort-style living. Moments to Jackknife Beach and Pleasant Bay, the setting delivers coastal access while feeling entirely private and your own.Designed for effortless living, the single-level layout features three oversized bedrooms and 2.5 baths, including a secluded primary
Guthrie Schofield GroupBerkshire Hathaway HomeServices Robert Paul Properties
Part of the historic Christopher Ryder House, this elegant two-bedroom, three bath condominium blends one floor living with timeless architectural charm. The residence offers beautifully proportioned rooms, high ceilings, large sun-filled windows, and warm wood floors throughout. A gracious foyer opens to a grand living room with gas fireplace that flows seamlessly into the dining room and
This two-bedroom, three bath condominium, part of the historic Christopher Ryder House, blends timeless architecture with elegant design. The residence features high ceilings, wood floors, large windows, and generously scaled rooms. The foyer opens to a grand living room with gas fireplace flowing into the dining area and adjoining pantry, with views into the chef’s kitchen featuring a Thermador
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 vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous
Paul GroverBerkshire Hathaway HomeServices Robert Paul Properties
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
Paul GroverBerkshire Hathaway HomeServices Robert Paul Properties
Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a private association beach, this exceptional Gambrel-style residence currently under construction with Harbor Builders presents a sophisticated coastal retreat.The property offers generous indoor and outdoor living spaces on a half an acre. The main level features an inviting open floor plan where a
Optimally sited on the lot to maximize views of Crows Pond from every room, this 3-bedroom 2.5-bath home is just steps away from the private Harbor Coves Association beach & ready to make your Chatham dreams come true. The first floor of this custom-built home features multiple living areas perfect for entertaining company or enjoying the peace of all four seasons in Chatham. With hardwood floors
Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style & includes extra 20,737 Sq ft building lot. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas
Set within the prestigious Harbor Coves enclave of Oyster Harbors, overlooking Ryders Cove, this spectacular North Chatham waterfront residence offers refined coastal living. A dramatic entry opens to a showstopping living room with cathedral ceilings and walls of glass framing panoramic water views. Light-filled interiors flow seamlessly for entertaining and everyday living. The kitchen features
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. There is natural
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
NEW CONSTRUCTION - NORTH CHATHAM, 02650. Introducing a newly built luxury residence offering sophisticated coastal living & exceptional craftsmanship in one of Chatham’s most prestigious enclaves. Designed for elegant everyday living & elevated entertaining, the home features a stunning Thermador kitchen w/quartz countertops, a dramatic waterfall island, custom cabinetry, & a butler’s pantry.
**Summer Weekly or Monthly rental, please inquire about availability** Incredible views and exclusive location! Located in North Chatham, with expansive, commanding and sweeping saltwater views of the Atlantic Ocean, Nauset Beach, Strong Island, Bassing Harbor and north to Pleasant Bay and Orleans from this classic Cape Cod home located at end of a quiet road located in Cannon Hill. High on a
Furnished rental available June 1st to October 1st, 2026. Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with soaring ceilings, designer Tala lights and a dramatic limestone gas fireplace that
Steven Cohen TeamKeller Williams Realty Boston-Metro | Back Bay
Available furnished rental January 1 - April 1. Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with soaring ceilings, designer Tala lights and a dramatic limestone gas fireplace that accentuate the
Kate WoodKeller Williams Realty Boston-Metro | Back Bay
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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