9

West Chatham Homes for Sale

Section Image Section Image
  • 39 Jedidiah Way, Chatham, MA 02633
    39 Jedidiah Way, Chatham, MA 02633
    39 Jedidiah Way, Chatham, MA 02633
    /47

    $1,650,000

    • 2 Beds
    • 2 Baths
    • 1,810 Sq Ft

    39 Jedidiah Way, Chatham, MA 02633

    39 Jedidiah Way, has been gently utilized by the same family for the past 29 years, serving as a reliable summer retreat. Situated on a .5-acre elevated lot overlooking a wooded cul-de-sac, this property boasts direct access to the Old Colony Rail Trail, a unique feature among current Chatham offerings. Enjoy the convenience of being just 1 mile from Nantucket Sound Beaches or capitalize on the

    Agent Photo

    Tom Jones

    Berkshire Hathaway HomeServices Robert Paul Properties

    (508) 290-1665

    39 Jedidiah Way, Chatham, MA 02633
  • 33 Jeanette Rd, Chatham, MA 02633
    33 Jeanette Rd, Chatham, MA 02633
    33 Jeanette Rd, Chatham, MA 02633
    /17

    $985,000

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    33 Jeanette Rd, Chatham, MA 02633

    Lovingly updated and meticulously maintained, this turnkey 3-bedroom, 2-bath ranch offers the perfect blend of comfort, convenience, and Cape Cod charm. Gently used and move-in ready, this furnished home features gorgeous wood floors, a wood-burning fireplace, an updated kitchen, and two renovated full bathrooms. The mini-split heated and cooled sunroom provides additional year-round living space

    Kari Wagner Compass

    33 Jeanette Rd, 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

    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

    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

    $4,750,000

    • 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
  • 7 Aunt Matties Rd, Chatham, MA 02633
    7 Aunt Matties Rd, Chatham, MA 02633
    7 Aunt Matties Rd, Chatham, MA 02633
    /37

    $799,000

    Open Sat 11:30AM - 1PM $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,563 Sq Ft

    7 Aunt Matties Rd, Chatham, MA 02633

    Move to Chatham just in time for summer! This 2 bedroom home (with a bonus room for guests or an office) feels like stepping into the best Cape Cod vacation, and it can be sold mostly furnished and equipped if desired. This easy living, one level home is made for your convenience with everything you need, including laundry, on the main floor. The primary suite includes its own full bathroom and

    Tiffany Callahan Greer Real Estate, LLC

    7 Aunt Matties Rd, 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

    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 beautiful water views and unforgettable sunsets, with private stairs leading down to the water's edge of Bucks Creek for easy access and serene

    Judith Smith John C Ricotta & Assoc.

    78 Indian Trail, 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

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 with minimal transit options. 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 $1,650,000. If you put a 20% down payment of $330,000 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $8,330 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $357K 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 02646.
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.

West Chatham Home Prices vs. Nearby Chatham, MA Neighborhoods

West Chatham North Chatham Osterville Oak Bluffs
Median Home Price
$1,650,000
$1,525,000
$1,537,000
$1,500,000
Median Sale Price
$1,455,000
+25% YoY
$1,309,000
-6% YoY
$1,305,000
$1,400,000
+20% YoY
Median Single Family Price
$1,725,000
$1,497,500
$1,550,000
$1,530,000
Median Condo Price
$1,062,500
$415,000
$580,000
$899,000
Total Active Listings
16
26
71
74
Market Conditions
1 Months
Seller's Market
2 Months
Seller's Market
4 Months
Balanced Market
5 Months
Balanced Market
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