12

West Chatham Houses for Sale

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  • 44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    /52

    $8,500,000

    • 7 Beds
    • 6.5 Baths
    • 6,521 Sq Ft

    44 Buena Vista Rd, Chatham, MA 02633

    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,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    44 Buena Vista Rd, Chatham, MA 02633
  • 9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, Chatham, MA 02633
    /39

    $1,700,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft

    9 Bettys Path, Chatham, MA 02633

    Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a

    Agent Photo

    Shane Masaschi

    Compass

    (508) 682-4461

    9 Bettys Path, Chatham, MA 02633
  • 45 Meadow View Rd S, Chatham, MA 02633
    45 Meadow View Rd S, Chatham, MA 02633
    45 Meadow View Rd S, Chatham, MA 02633
    /76

    $4,345,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5.5 Baths
    • 4,908 Sq Ft

    45 Meadow View Rd S, Chatham, MA 02633

    New construction and a deeded boat slip in the Oyster River Hills private neighborhood marina. Another magnificent home by Sears Point Residential, move-in ready. 4 BR, 5.5 Bath, 4,908 sf classic shingle-style Cape. The home's axis is a chef's kitchen featuring Thermador appliances and a large center island with Quartz countertops. The open floor plan flows seamlessly from the living room to the

    Jack Bohman Gibson Sotheby's International Realty

    45 Meadow View Rd S, Chatham, MA 02633
  • 17 Bucks Ln, Chatham, MA 02633
    17 Bucks Ln, Chatham, MA 02633
    17 Bucks Ln, Chatham, MA 02633
    /25

    $3,795,000

    • 4 Beds
    • 4 Baths
    • 3,030 Sq Ft

    17 Bucks Ln, Chatham, MA 02633

    This Chatham Beach House is calling...hope you answer.... Picture perfect Cape Cod style home with divine views over Nantucket Sound offers the idyllic Chatham beach lifestyle you have been dreaming of.....Steps to the private association beach of Harding's Shores for uncrowded enjoyment and warm water swimming. Classic 4BR 4 bath Cape home with two large decks for al fresco dining or morning

    Lori Fanning Smith Compass Massachusetts, LLC

    17 Bucks Ln, Chatham, MA 02633
  • 7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    /76

    $3,295,000

    • 3 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    7 Squanto Dr, Chatham, MA 02633

    This Nantucket-style home features extraordinary views across a tidal salt marsh, Oyster Pond, and the 3 church steeples in Town. Enjoy the fireworks display New Year's Eve, ever-changing beauty of the seasons, and a host of wildlife from this elevated .69 acre site. With just over 3,000 square feet this exceptionally-crafted home is the perfect size; with an open floor plan ideal for

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    7 Squanto Dr, Chatham, MA 02633
  • 38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    /44

    $4,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,878 Sq Ft

    38 Indian Trail, Chatham, MA 02633

    BREATHTAKING SUNSETS OVER NANTUCKET SOUND. Perched above Buck's Creek with panoramic views stretching to Nantucket Sound, this extraordinary 1.3-acre Chatham property is a true waterfront sanctuary. Designed to embrace its breathtaking natural surroundings, the home features walls of glass and an expansive wraparound deck that blur the line between indoors and out. Spectacular sunsets create a

    Chris Rhinesmith Compass Massachusetts, LLC

    38 Indian Trail, Chatham, MA 02633
  • 67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    /41

    $3,995,000

    • 5 Beds
    • 8 Baths
    • 5,578 Sq Ft

    67 Uncle Alberts Dr, Chatham, MA 02633

    This impressive home sited on 2.07 acres on a quiet cul-de-sac is just a few minutes away from restaurants, the Chatham bike path and nearby Chatham beaches. The 2014 Eastward Companies home offers a tremendous sense of living space spanning 5,578 square feet and defined by lovely grounds, water views, luxurious finishes and a sweeping open floor plan. The main level flows seamlessly between the

    Chris Rhinesmith Compass

    67 Uncle Alberts Dr, Chatham, MA 02633
  • 67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    /50

    $3,995,000

    • 5 Beds
    • 8 Baths
    • 5,578 Sq Ft

    67 Uncle Alberts Dr, Chatham, MA 02633

    GRACIOUS LIVING ON OVER TWO ACRES NEAR CHATHAM BEACHES AND BELOVED DINING DESTINATIONS // Space, Luxury, Convenience! This impressive home, situated on 2.07 acres in a quiet cul-de-sac, is just minutes away from restaurants, the Chatham bike path, and nearby Chatham beaches. Built by Eastward Companies in 2014, this home offers a tremendous sense of living space, spanning 5,578 square feet, and

    Chris Rhinesmith Compass Massachusetts, LLC

    67 Uncle Alberts Dr, Chatham, MA 02633
  • 14 Pond View Ln, Chatham, MA 02633
    14 Pond View Ln, Chatham, MA 02633
    14 Pond View Ln, Chatham, MA 02633
    /30

    $5,295,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,989 Sq Ft

    14 Pond View Ln, Chatham, MA 02633

    Sears Point Development presents another breathtaking home that could be your new year-round residence or the perfect summer escape for 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded access to the Oyster Pond with mooring potential, this stunning Nantucket-style home boasts 4,989 sf of thoughtfully designed living space, featuring 4 BR and 4/2 Baths on town sewer.

    Jack Bohman Gibson Sotheby's International Realty

    14 Pond View Ln, Chatham, MA 02633
  • 2016 Main St, Chatham, MA 02633
    2016 Main St, Chatham, MA 02633
    2016 Main St, Chatham, MA 02633
    /95

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 3,902 Sq Ft

    2016 Main St, Chatham, MA 02633

    Stunning Magazine-Quality Home with Resort-Style Living on Main StreetTucked privately off Main Street, this breathtaking home offers the perfect balance of privacy and prime location. Designed for both relaxed living and stylish entertaining, the interior boasts an open floor plan with beautiful shiplap walls, a dedicated dining room with built-in wet bar, and a thoughtfully placed half bath

    Daneen Law Gibson Sotheby's International Realty

    2016 Main St, Chatham, MA 02633
  • 116 Happy Valley Rd, Chatham, MA 02633
    116 Happy Valley Rd, Chatham, MA 02633
    116 Happy Valley Rd, Chatham, MA 02633
    /45

    $1,399,500 Open Sat 9AM - 11PM

    • 2 Beds
    • 3 Baths
    • 1,861 Sq Ft

    116 Happy Valley Rd, Chatham, MA 02633

    Located off a private way to Ridgevale Beach overlooking a majestic cranberry bog sits this cozy colonial paradise. Built in 2015 by an award winning design/build company is this very private getaway. 1st level open plan features brk bar & dining/living area with views to the bog pond. Door to south facing deck setup for dining & and all day sun. 2 entry kitchen with granite counters & stainless

    Ward Brown William Raveis Real Estate & Home Services

    116 Happy Valley Rd, Chatham, MA 02633
  • 25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, Chatham, MA 02633
    /30

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
Massachusetts Barnstable County Chatham West Chatham

Houses for Sale in West Chatham, Chatham

Home Trends in West Chatham, MA

On average, homes in West Chatham, Chatham sell after 37 days on the market compared to the national average of 70 days. The median sale price for homes in West Chatham, Chatham over the last 12 months is $497,500, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$497,500
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$570,000
Median 2 Bedroom Sale Price
$244,833
Average Price Per Sq Ft
$298
Number of Homes for Sale
2
Last 12 months Home Sales
46
Months of Supply
0.50
Median List Price
$435,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
11%
How to Buy a Home How to Finance a Home How to Sell a Home

In West Chatham, there are currently 12 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $899,900 to $8,500,000, there's something for every budget. As of August, 2025 the median home price in West Chatham, Chatham is $435,000, while the average sale price is $467,862, providing insight into local market trends. On average, houses spend 37 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in West Chatham, Chatham and find the perfect place to call home.

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