11

West Chatham Homes for Sale

Section Image
  • 1134 &1142 Main St, Chatham, MA 02633
    1134 &1142 Main St, Chatham, MA 02633
    1134 &1142 Main St, Chatham, MA 02633
    /17

    $1,250,000

    • Land
    • 25,264 Sq Ft
    • $2,155,172 per Acre

    1134 &1142 Main St, Chatham, MA 02633

    Exceptional opportunity to acquire two prime contiguous Main Street commercial properties being offered together as a package sale. Located in a highly visible, high-traffic location and connected to town sewer, these properties have been under the same ownership for more than 30 years and are now available due to the owner's retirement.Properties located at 1134 Main Street and 1142 Main Street

    Tim Bailey John C Ricotta & Assoc.

    1134 &1142 Main St, Chatham, MA 02633
  • 88 Indian Hill Rd N, Chatham, MA 02633
    88 Indian Hill Rd N, Chatham, MA 02633
    /2

    $1,374,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,302 Sq Ft

    88 Indian Hill Rd N, Chatham, MA 02633

    Welcome to 88 Indian Hill Road, where stunning curb appeal and timeless Cape Cod charm welcomes you home. Perfectly situated on a prominent, beautifully landscaped large lot, this sprawling Cape has been meticulously maintained and thoughtfully designed for both everyday living and entertainment. The private, tranquil grounds are a true highlight, featuring flowering ornamental trees, lush

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    88 Indian Hill Rd N, Chatham, MA 02633
  • 92 Indian Trail, Chatham, MA 02633
    92 Indian Trail, Chatham, MA 02633
    92 Indian Trail, Chatham, MA 02633
    /34

    $3,100,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    92 Indian Trail, Chatham, MA 02633

    Wake each morning to sparkling water views and end your day with spectacular sunsets over Bucks Creek. Located in Chatham's coveted Hardings Beach Hills neighborhood, this thoughtfully updated and meticulously maintained 3-bedroom, 3-bath home captures sweeping westerly water views. The primary suite features a private balcony overlooking the water, while a dedicated office offers flexibility for

    Judith Smith John C Ricotta & Assoc.

    92 Indian Trail, Chatham, MA 02633
  • 38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    /72

    $4,495,000

    $255K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,967 Sq Ft

    38 Indian Trail, Chatham, MA 02633

    This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings and dramatic walls of glass fill the home with natural light and frame spectacular sunsets; while sliders open to an expansive wraparound deck for effortless indoor-outdoor living. A chef's kitchen, dual living areas, and an

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    38 Indian Trail, Chatham, MA 02633
  • 1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    /15

    $699,999

    • 0.5 Baths
    • 600 Sq Ft

    1772 Main St, Chatham, MA 2633

    Residential Potential in Chatham'sR20 Zone!This unique property offers a rare chance to create a standalone single-family home just moments from downtown Chatham. Note that the building is currently a commercial barber shop under a 1969 variance; however, it is situated in the R20 residential zone. This provides a clear path for conversion: by petitioning the Zoning Board of Appeals (ZBA) to lift

    Erin Terkelsen LPT Realty, LLC

    1772 Main St, Chatham, MA 2633
  • 99 Uncle Alberts Drive Extension, Chatham, MA 2633
    99 Uncle Alberts Drive Extension, Chatham, MA 2633
    99 Uncle Alberts Drive Extension, Chatham, MA 2633
    /44

    $5,495,000

    $405K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    99 Uncle Alberts Drive Extension, Chatham, MA 2633

    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

    Shane Masaschi Compass

    99 Uncle Alberts Drive Extension, Chatham, MA 2633
  • 30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    /26

    $4,200,000

    • 3 Beds
    • 3 Baths
    • 2,418 Sq Ft

    30 Indian Trail, Chatham, MA 02633

    Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story

    Chris Rhinesmith Compass

    30 Indian Trail, Chatham, MA 02633
  • 127 Perch Pond Dr, Chatham, MA 02633
    127 Perch Pond Dr, Chatham, MA 02633
    127 Perch Pond Dr, Chatham, MA 02633
    /42

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,367 Sq Ft

    127 Perch Pond Dr, Chatham, MA 02633

    Tucked away on a generous half-acre lot this inviting 4-bedroom, 2 bath home offers the perfect blend of comfort, style & Cape Cod charm. Step inside to discover an updated kitchen complimented by a warm & inviting living room w/ gas fireplace. The dining area features sliders to spacious deck creating a seem-less indoor-outdoor flow perfect for summertime entertaining or relaxation. The finished

    David Carter Compass

    127 Perch Pond Dr, Chatham, MA 02633
  • 78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    /35

    $2,700,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    78 Indian Trail, Chatham, MA 02633

    Discover the charm of coastal living just moments from Hardings Beach. This inviting 3-bedroom, 2-bath home enjoys beautiful water views over Bucks Creek and spectacular west-facing sunsets. Private stairs lead directly to the water's edge, making it easy to launch a kayak, explore the creek, or simply relax by the shore. The light-filled sunroom provides the perfect place to unwind while taking

    Judith Smith John C Ricotta & Assoc.

    78 Indian Trail, Chatham, MA 02633
  • 35 Oak Ridge Cir, Chatham, MA 02633
    35 Oak Ridge Cir, Chatham, MA 02633
    35 Oak Ridge Cir, Chatham, MA 02633
    /33

    $1,100,000

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    35 Oak Ridge Cir, Chatham, MA 02633

    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

    Jack Farrell Compass

    35 Oak Ridge Cir, Chatham, MA 02633
  • 26 Hardings Beach Rd, Chatham, MA 02633
    26 Hardings Beach Rd, Chatham, MA 02633
    26 Hardings Beach Rd, Chatham, MA 02633
    /42

    $3,200,000

    Open Fri 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    26 Hardings Beach Rd, Chatham, MA 02633

    Perfectly positioned to capture breathtaking sunsets over Bucks Creek, this meticulously updated 2,700-square-foot residence features 4 bedrooms and 3.5 bathrooms. Just a short distance from Nantucket Sound and Hardings Beach, this craftsman-renovated home offers a spacious open floor plan highlighted by vaulted, beamed ceilings and expansive windows that showcase ever-shifting views of the tidal

    The Bohman Hartung Group Gibson Sotheby's International Realty

    26 Hardings Beach Rd, Chatham, MA 02633
Massachusetts Barnstable County Chatham West Chatham

Real Estate & Homes for Sale in West Chatham, Chatham

Why Live in West Chatham
West Chatham, a seaside neighborhood on Cape Cod, offers a quintessential New England atmosphere with its coastal living and classic architecture. The area features a mix of historic colonial, Federal, and Greek Revival homes, alongside modern, custom, water-view, and waterfront properties. Residents enjoy the scenic Hardings Beach on Nantucket Sound, known for its quieter waters and food trucks, as well as Oyster Pond, White Pond, and Schoolhouse Pond for swimming and fishing. Volunteer Park provides hiking trails, a skate park, and sports fields, while Bucks Creek Marshes and Valley Farm Conservation Area offer additional outdoor activities. The Monomoy Regional School District serves the area, with Chatham Elementary School and Monomoy Regional Middle School both receiving high ratings. Dining options along Route 28 include local favorites like Mom & Pops Burgers, Mac’s Chatham Fish & Lobster, and Larry’s PX, a popular spot for breakfast and lunch. Hangar B Eatery at Chatham Municipal Airport offers a unique dining experience with views of planes taking off and landing. For transportation, Massachusetts Route 28 runs through the neighborhood, and U.S. Route 6 is nearby. Boston Logan International Airport and Rhode Island T.F. Green International Airport are both about 90 miles away. Local events, such as the Christmas by the Sea Stroll and First Night Chatham, are held in nearby Chatham, less than 2 miles away, providing a vibrant community atmosphere.
Learn more about living in West Chatham

West Chatham Home Prices vs. Nearby Chatham, MA Neighborhoods

West Chatham North Chatham Cotuit Osterville
Median Home Price
$1,700,000
$1,499,000
$1,265,000
$1,495,000
Median Sale Price
$1,495,000
+26% YoY
$1,245,000
-10% YoY
$960,000
+5% YoY
$1,220,000
-3% YoY
Median Single Family Price
$1,975,000
$1,435,000
$1,015,000
$1,527,500
Median Townhouse Price
$1,350,000
$349,999
$765,000
--
Median Condo Price
$950,000
$679,500
$814,000
$599,950
Total Active Listings
18
27
35
78
Market Conditions
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is West Chatham a good place to live?
West Chatham is a good place to live. West Chatham is considered very car-dependent and somewhat bikeable. West Chatham is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. It has a median age of 63. The average household income is $166,148 which is above the national average. College graduates make up 68% of residents. A majority of residents in West Chatham are home owners, with 18% of residents renting and 82% of residents owning their home. A local real estate agent serving West Chatham can help you decide if this neighborhood is the right one for you. Learn more on our West Chatham neighborhood guide.
Is West Chatham, MA a safe neighborhood?
West Chatham, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in West Chatham?
The median home price in West Chatham is $1,700,000. If you put a 20% down payment of $340,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $8,530 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $366K a year to afford the median home price in West Chatham. Learn how much home you can afford with our Home Affordability Calculator. The average household income in West Chatham is $166K.
What are the best public schools in West Chatham?
The best public schools that serve West Chatham are:
What are the most popular zip codes in West Chatham, Chatham, MA?
The most popular zip codes in West Chatham, Chatham, MA include 02633, 02659, 02650, 02645 and 02653.
What are the most popular neighborhoods near West Chatham, Chatham, MA?
The most popular neighborhoods near West Chatham, Chatham, MA are Chatham Village, South Chatham, North Chatham, East Harwich and Harwich Port.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group