$1,221,001Average Value$709Average Price per Sq Ft8Homes For Sale
Classic New England living in South Chatham
South Chatham sits at the bottom of the “elbow” of Cape Cod, with the landform’s northward turn in one direction and the vast expanse of the Atlantic Ocean to the other. Homes are interwoven with small ponds, and some are walking distance from local restaurants and beaches along the coast. “South Chatham is almost equidistant between Chatham Village and the village of Harwich, so it’s a quieter, more easy-going place,” says Shane Masaschi, a broker associate with Compass Real Estate who also serves as treasurer of the Merchants Association. “If you’re looking for less hustle and bustle in the summer but good proximity to more restaurants, more of everything, South Chatham’s the place to be. I absolutely love it. I grew up there and I still live there.” It is a close-knit community with local events throughout the year, including art showcases and a Christmas event when Santa arrives by boat.
Chatham Farmers’ Market features vendors with local produce.
Waterfront homes appear around Taylor’s Pond and Mill Pond.
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Popular Cape Cod-style architecture on the Cape
Classic New England architecture is common in South Chatham. “The primary style of home is the Cape-style home,” Masaschi says. “That’s what we’re known for. People are looking for a Cape on the Cape.” Most homes in South Chatham were primarily built in the latter half of the 20th century, but some in the historic district can be centuries old. “There are about 100 houses in the South Chatham Historic District,” Masaschi says. The historic district offers architectural variety as well, ranging from Cape Cods with gambrel-style roofs to colonial-style homes. Most homes in South Chatham sell for between $750,000 and $2 million. Some are located on the waterfront of Taylor’s Pond or Mill Pond.
Distinctive Cape Cod homes appear across South Chatham.
Traditional New England‑style homes appear across South Chatham.
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Monomoy Regional High School is recognized for students’ college prepa
The Monomoy Regional School District serves South Chatham and receives an A-minus from Niche. Chatham Elementary School also earns an A-minus and spans kindergarten through fourth grade. Monomoy Regional Middle School gets a B-plus, while Monomoy Regional High School has a B. After the 2023-24 school year, Monomoy Regional High earned College Board AP School Honor Roll recognition for its Advanced Placement course work and college programs.
Chatham Elementary School serves K–4 and earns an A-minus on Niche.
Monomoy Regional Middle School earns a B‑plus from Niche.
Monomoy Regional High School, B on Niche, serves grades 8–12.
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Recreation on Cape Cod or just off the coast
Most recreation in South Chatham can be found along the coastline at Forest Beach and Pleasant Street Beach. “Those are the two Nantucket Sound beaches in South Chatham,” Masaschi says. “Right adjacent to it, the next town over, you can walk to Red River Beach in South Harwich. People in South Chatham go to one of those three beaches.” The Forest Beach Conservation Area sprawls along the waterfront and has a trail. On the north side, Goose Pond Forest offers walking trails, along with fishing and paddling on the pond itself. Boating on Taylor’s Pond or in Nantucket Sound are popular. Just east of South Chatham, Volunteer Park offers baseball and soccer fields, a playground and Chatham Skate Park. Less than 4 miles away, the Chatham Community Center has pickleball courts and exercise classes.
Walks near Forest Beach and Pleasant Street Beach are popular.
Volunteer Park includes ball fields and a playground in Chatham.
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Holiday events by the sea in Chatham
The town of Chatham hosts many events. “Chatham has an active Chamber of Commerce & Merchants Association,” Masaschi says. “At the beginning of December, Christmas on Cape Cod is a whole weekend of events. There is everything from jingle bells on horse-and-carriage rides and breakfast with Santa to Christmas carolers around town and events at all the stores. It’s just lovely.”
The Chatham Fall Craft Festival showcases dozens of local artists’ creations at the community center. The Chatham Creative Arts Center hosts the annual Art in the Park festival, which helps fund events through sales of artwork by Cape Cod residents. First Night Chatham has featured live music and performances every New Year’s Eve for over 30 years.
Local musicians often play at the Chatham Farmers’ Market.
Chatham OktoberFest often draws pints and lively crowds.
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Seafood dining is a staple on the Cape
South Chatham’s primary restaurants flank Massachusetts Route 28. “South Chatham, though small, has its own little village,” Masaschi says. “The restaurants are called Pisces Coastal Kitchen and Drifters, and there’s a restaurant called The Dive – not because it’s a bad place, but because it’s named after deep-sea divers.” All three spots serve seafood; Pisces and the nearby Short ‘n’ Sweet Ice Cream are open seasonally. The restaurants are walkable from some areas of the neighborhood. Grocery shoppers can head to Stop & Shop around 3 miles north, while Target is less than 20 miles west.
Drifters serves seafood and is walkable from parts of South Chatham.
The Dive nods to deep‑sea divers with nautical décor on Route 28.
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State Route 28 passes through South Chatham
Massachusetts Route 28 runs east-west through South Chatham. Provincetown is about 35 miles north and Boston is over 80 miles northwest. Cape Cod Regional Transit Authority has a bus stop near Drifters on state Route 28. “Even though we are more rural, we have the bus service that will take you anywhere on the Cape,” Masaschi says. Cape Cod Hospital and Cape Cod Gateway Airport are each under 20 miles away in Hyannis. Boston Logan International Airport is nearly 90 miles from South Chatham.
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 South Chatham neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
South 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
South Chatham Demographics and Home Trends
On average, homes in South Chatham, Chatham sell after 28 days on the market compared to the national average of 55 days. The median sale price for homes in South Chatham, Chatham over the last 12 months is $1,100,000, down 30% from the median home sale price over the previous 12 months.
Reaching into the ocean, the road to Chatham follows a path carved by memory, a line etched straight through the geography of the heart. At 4 Williams Way, that coastal journey finds its destination. Tucked away on a five-home cul-de-sac, this 1.5 acre Contemporary Cape Cod offers sanctuary in a prime location, just minutes to downtown Chatham and 1.7 miles to Cockle Cove Beach, all while being
Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully
Set within a private gated enclave in South Chatham's emerging luxury corridor, 48 Sylvan Way is a singular estate retreat discreetly positioned just moments from the Cape's most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational potential, the property offers rare privacy, scale, and versatility in one of Chatham's most compelling
Guthrie Schofield GroupBerkshire Hathaway HomeServices Robert Paul Properties
The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every
Anthony GuthrieBerkshire Hathaway HomeServices Robert Paul Properties
This house was designed and built by Grattan Gill, a Taliesin Fellow and Frank Lloyd Wright apprentice (1952-57). This distinctive South Chatham home showcases timeless architecture, thoughtful design, and modern comfort. The main level offers the convenience of first-floor living, featuring a spacious primary bedroom, a full bath and direct access to a private balcony overlooking the expansive
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
Anthony GuthrieBerkshire Hathaway HomeServices Robert Paul Properties
Steps from Cockle Cove Beach! This gorgeous, pristine 3-bedroom, 3-bathroom home offers the perfect blend of modern updates and beachside living. Located just steps from Cockle Cove Beach and right across the street from the Taylors Pond dock, this spotless property is completely move-in ready. Kitchen & Baths have been beautifully remodeled within the past few years. Walls were opened up to
This multiuse property won the 2015 Preservation Award it was done with the upmost care and excellence. Calling all investors this amazing property for sale consist of 4 one bedroom apartments, 1 two bedroom apartment, and 1 commercial space. This building has been completely renovated. The building was lifted so it is structurally sound, sprinkler system in place, new furnace, new electrical
Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 2 spacious en-suite bedrooms with walk-in closets, 3½ baths and extra space in the finished basement with full bath. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the
SEASONAL RENTAL JUNE -AUGUSTClassic cedar shingled Cape Cod-style 4-bedroom, 2-bath home on a quiet street in South Chatham. This lovely home sets the scene for slow mornings with coffee and a good book. Inside, sunny rooms and gleaming hardwood floors flow from a cozy living room to a well-equipped kitchen--perfect for baking warm bread or prepping fresh-caught seafood. Four comfortable bedrooms
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