2,543

West Chatham Homes

Section Image Section Image
  • /2

    $619,000

    • Land
    • 1.01 Acres
    • $612,871 per Acre

    1761 Main St, Chatham, MA 02633

    Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.With ample space and potential, this versatile lot may accommodate two homes, making it perfect for those

    Agent Photo

    Kimberly Clark

    Bayside Realty Consultants

    (508) 719-6244

    1761 Main St, Chatham, MA 02633
  • /30

    $1,415,000 Sold Jan 12, 2026

    200 Hardings Beach Rd, Chatham, MA 02633

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $777/SF
    • 75 Days On Market

    Current Estimated Value $1,422,337

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    200 Hardings Beach Rd, Chatham, MA 02633
    • /4

      Est $3,288,819 Not Listed For Sale

      21 Hunter Rise, Chatham, MA 02633

      • 3 Beds
      • 5.5 Baths
      • 4,197 Sq Ft
      • Built 2018
      21 Hunter Rise, Chatham, MA 02633

      Last Sold Summary

      • 17% Above List Price
      • $667/SF
      • 56 Days On Market

      Last Sold Price $2,800,000

      Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

  • /88

    $6,900,000

    • 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,

    Shane Masaschi Compass

    44 Buena Vista Rd, Chatham, MA 02633
  • /40

    $1,320,000 Sold Jun 12, 2025

    67 The Cornfield, Chatham, MA 02633

    • 4 Beds
    • 2.5 Baths
    • 2,238 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $590/SF
    • 78 Days On Market

    Current Estimated Value $1,400,425

    Last Listing Agent Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    67 The Cornfield, Chatham, MA 02633
    • /34

      Est $973,966 Not Listed For Sale

      88 Perch Pond Dr, Chatham, MA 02633

      • 4 Beds
      • 2 Baths
      • 2,129 Sq Ft
      • Built 1966
      88 Perch Pond Dr, Chatham, MA 02633

      Last Sold Summary

      • 22% Above List Price
      • $376/SF
      • 57 Days On Market

      Last Sold Price $801,000

      Last Listing Agent Kimberly Robbins Compass

  • /66

    $3,299,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft

    20 Jessies Landing, Chatham, MA 2633

    Welcome to this beautifully crafted residence in Jessie's Landing, an exclusive Eastward Companies development, ideally located just a short walk to Harding's Beach. Set on nearly a half-acre and outside the flood zone, this thoughtfully designed home offers the perfect blend of Cape Cod charm, modern comfort, and peace of mind. The open floor plan is ideal for everyday living and entertaining,

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    20 Jessies Landing, Chatham, MA 2633
  • /48

    $2,000,000 Sold Sep 08, 2025

    55 Meadowview Rd S, Chatham, MA 02633

    • 4 Beds
    • 3 Baths
    • 1,897 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Above List Price
    • $1,054/SF
    • 9 Days On Market

    Last Listing Agent INSPIRE Team Keller Williams Realty

    55 Meadowview Rd S, Chatham, MA 02633
    • /76

      Est $7,852,161 Not Listed For Sale

      52 Oyster Bluff, Chatham, MA 02633

      • 5 Beds
      • 5.5 Baths
      • 5,219 Sq Ft
      • Built 1956
      52 Oyster Bluff, Chatham, MA 02633

      Last Sold Summary

      • 13% Below List Price
      • $1,724/SF
      • 10 Days On Market

      Last Sold Price $8,995,000

      Last Listing Agent Lori Fanning Smith Compass Massachusetts, LLC

  • /34

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    92 Indian Trail, Chatham, MA 02633

    Professional photos coming soon! 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

    Judith Smith John C Ricotta & Assoc.

    92 Indian Trail, Chatham, MA 02633
  • /73

    $2,685,000 Sold Jul 09, 2025

    7 Colonial Dr, Chatham, MA 02633

    • 4 Beds
    • 2.5 Baths
    • 3,056 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Above List Price
    • $879/SF
    • 13 Days On Market

    Current Estimated Value $2,489,655

    Last Listing Agent Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, Chatham, MA 02633
    • /46

      Not Listed For Sale

      43 Chatham Heights Rd, Chatham, MA 02633

      • 5 Beds
      • 4.5 Baths
      • 4,195 Sq Ft
      • Built 2004
      43 Chatham Heights Rd, Chatham, MA 02633

      Last Sold Summary

      • $954/SF
      • 2 Days On Market

      Last Sold Price $4,000,000

      Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

  • /44

    $5,495,000

    • 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
  • /48

    $582,500 Sold May 02, 2025

    1 Seastrand Way Unit 8, Chatham, MA 02633

    • 2 Beds
    • 1.5 Baths
    • 1,017 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $573/SF
    • 14 Days On Market

    Current Estimated Value $587,096

    Last Listing Agent Kathy Doyle Gibson Sotheby's International Realty

    1 Seastrand Way Unit 8, Chatham, MA 02633
    • /43

      Est $3,004,039 Not Listed For Sale

      127 Christopher Harding Ln, Chatham, MA 02633

      • 3 Beds
      • 2.5 Baths
      • 2,416 Sq Ft
      • Built 1968
      127 Christopher Harding Ln, Chatham, MA 02633

      Last Sold Summary

      • 3% Below List Price
      • $1,283/SF
      • 80 Days On Market

      Last Sold Price $3,100,000

      Last Listing Agent Kathleen Phelan Compass Massachusetts, LLC

  • /35

    $2,800,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    78 Indian Trail, Chatham, MA 02633

    Professional photos coming soon!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

    Judith Smith John C Ricotta & Assoc.

    78 Indian Trail, Chatham, MA 02633
  • /43

    $1,511,258 Sold Oct 01, 2025

    9 Bettys Path, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft
    • Built 1954

    Last Sold Summary

    • 11% Below List Price
    • $753/SF
    • 175 Days On Market

    Current Estimated Value $1,588,676

    Last Listing Agent Shane Masaschi Compass

    9 Bettys Path, Chatham, MA 02633
    • /3

      Est $762,315 Not Listed For Sale

      47 Barbara Dr, Chatham, MA 02633

      • 2 Beds
      • 1 Bath
      • 945 Sq Ft
      • Built 1968
      47 Barbara Dr, Chatham, MA 02633

      Last Sold Summary

      • 8% Above List Price
      • $746/SF
      • 69 Days On Market

      Last Sold Price $705,000

      Last Listing Agent Kimberly Clark Bayside Realty Consultants

  • /30

    $5,295,000 Pending

    • 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.

    The Bohman Hartung Group Gibson Sotheby's International Realty

    14 Pond View Ln, Chatham, MA 02633
  • /10

    $510,000 Sold Jan 20, 2026

    22 Pine Knoll Ave, Chatham, MA 02633

    • 3 Beds
    • 0.5 Baths
    • 532 Sq Ft
    • Built 1947

    Last Sold Summary

    • 7% Below List Price
    • $959/SF
    • 0 Days On Market

    Current Estimated Value $530,242

    Last Listing Agent Brian Mullen Options 153, LLC

    22 Pine Knoll Ave, Chatham, MA 02633
    • /58

      Est $1,421,190 Not Listed For Sale

      25 Ethelma Dr, Chatham, MA 02633

      • 3 Beds
      • 2.5 Baths
      • 2,251 Sq Ft
      • Built 1994
      25 Ethelma Dr, Chatham, MA 02633

      Last Sold Summary

      • 4% Above List Price
      • $609/SF
      • 3 Days On Market

      Last Sold Price $1,370,000

      Last Listing Agent Paul McCormick Gibson Sotheby's International Realty

  • /23

    $949,000 Pending

    • 4 Beds
    • 1 Bath
    • 1,547 Sq Ft

    66 Ethelma Dr, Chatham, MA 02633

    66 Ethelma Drive is a rare pond front opportunity in Chatham, MA, set along the shores of Emery Pond just minutes from downtown Chatham, Cape Cod beaches, restaurants, shops and close to the bike path. This 4-bedroom, 1-bath home offers 1,547 sq ft on approximately half an acre and presents exceptional potential for renovation, reconstruction, or a custom waterfront build. For buyers seeking

    Shane Masaschi Compass

    66 Ethelma Dr, Chatham, MA 02633
  • /12

    $750,000 Sold May 30, 2025

    86 Vineyard Ave, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 2,625 Sq Ft
    • Built 1947

    Last Sold Summary

    • 12% Below List Price
    • $286/SF
    • 24 Days On Market

    Current Estimated Value $877,590

    Last Listing Agent Phyllis Power Compass

    86 Vineyard Ave, Chatham, MA 02633
    • /47

      Est $899,567 Not Listed For Sale

      105 Perch Pond Dr, Chatham, MA 02633

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1977
      105 Perch Pond Dr, Chatham, MA 02633

      Last Sold Summary

      • 22% Above List Price
      • $592/SF
      • 11 Days On Market

      Last Sold Price $739,200

      Last Listing Agent William Raye Gibson Sotheby's International Realty

  • /50

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    118 Wilfred Rd, Chatham, MA 02633

    PONDFRONT: Welcome to 118 Wilfred Road, a charming Cape-style home tucked into one of Chatham's beloved ponds settings. With 3 bedrooms, 3 baths, and 1,804 square feet, this inviting residence captures the essence of relaxed Cape Cod living. Enjoy sweeping views of Black Pond, White Pond and Emery Pond and take advantage of an exceptional location less than 0.2 miles from White Pond, a cherished

    Shane Masaschi Compass

    118 Wilfred Rd, Chatham, MA 02633
  • /2

    $540,000 Sold Sep 18, 2025

    0 Reynolds Cir Unit 22501745, Chatham, MA 02633

    • Land
    • 1.2 Acres
    • $450,000 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 81 Days On Market

    Last Listing Agent Derek Greene The Greene Realty Group

    0 Reynolds Cir Unit 22501745, Chatham, MA 02633
    • /29

      Est $897,754 Not Listed For Sale

      1235 Main St Unit 7, Chatham, MA 02633

      • 2 Beds
      • 2 Baths
      • 1,681 Sq Ft
      • Built 1984
      1235 Main St Unit 7, Chatham, MA 02633

      Last Sold Summary

      • 2% Above List Price
      • $523/SF
      • 23 Days On Market

      Last Sold Price $880,000

      Last Listing Agent Paul McCormick Gibson Sotheby's International Realty

  • /50

    $1,650,000 Open Sat 12PM - 2PM

    • 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

    Tom Jones Berkshire Hathaway HomeServices Robert Paul Properties

    39 Jedidiah Way, Chatham, MA 02633
  • /53

    $1,495,000 Sold Dec 15, 2025

    291 Ridgevale Rd, Chatham, MA 02633

    • 3 Beds
    • 1.5 Baths
    • 1,424 Sq Ft
    • Built 1950

    Last Sold Summary

    • $1,050/SF
    • 8 Days On Market

    Current Estimated Value $1,461,584

    Last Listing Agent Jan Nowak Craigville Realty Co

    291 Ridgevale Rd, Chatham, MA 02633
    • /34

      Est $955,267 Not Listed For Sale

      455 Old Queen Anne Rd, Chatham, MA 02633

      • 4 Beds
      • 4 Baths
      • 2,608 Sq Ft
      • Built 1972
      455 Old Queen Anne Rd, Chatham, MA 02633

      Last Sold Summary

      • 46% Above List Price
      • $251/SF
      • 0 Days On Market

      Last Sold Price $655,000

      Last Listing Agent Doug Grattan Christie's International Real Estate Atlantic Brokerage

  • /35

    $695,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    1 Seastrand Way Unit 1, Chatham, MA 02633

    Rare opportunity to own this totally renovated, secluded end unit feels like a 1296 Sq ft ranch home, but no work! This is an immaculate unit with many fine features which make it a pleasure to relax in comfort. A gracious foyer entrance hall leads to a cathedral ceiling living room with floor to ceiling brick gas fireplace. The beautiful hardwood floors lead you to the dining area and oversize

    Phyllis Power Compass

    1 Seastrand Way Unit 1, Chatham, MA 02633
  • /20

    $1,975,000 Sold Oct 08, 2025

    20 Hardings Beach Rd, Chatham, MA 02633

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $713/SF
    • 31 Days On Market

    Current Estimated Value $1,959,478

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    20 Hardings Beach Rd, Chatham, MA 02633
    • /29

      Est $1,137,619 Not Listed For Sale

      150 Sky Way, Chatham, MA 02633

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 1992
      150 Sky Way, Chatham, MA 02633

      Last Sold Summary

      • 20% Above List Price
      • $589/SF
      • 37 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Susan Piracini Compass Massachusetts, LLC

  • /7

    $250,000 Pending

    • Land
    • 0.72 Acre
    • $347,222 per Acre

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633

    Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office,

    Shane Masaschi Compass

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
  • /55

    $650,000 Sold Jul 31, 2025

    1996 Main St, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,813 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $359/SF
    • 93 Days On Market

    Current Estimated Value $753,797

    Last Listing Agent Shane Masaschi Compass

    1996 Main St, Chatham, MA 02633
    • /41

      Est $1,088,774 Not Listed For Sale

      6 Captains Row E, Chatham, MA 02633

      • 2 Beds
      • 2.5 Baths
      • 1,886 Sq Ft
      • Built 2005
      6 Captains Row E, Chatham, MA 02633

      Last Sold Summary

      • 9% Below List Price
      • $636/SF
      • 13 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Judith Smith John C Ricotta & Assoc.

  • /45

    $2,100,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,510 Sq Ft

    55 Christopher Harding Ln, Chatham, MA 02633

    Step into coastal elegance in this light-filled home, perfectly nestled in a peaceful neighborhood with deeded access to Oyster Pond. Savor your morning coffee in the sun-drenched four-season room, and take in sunset with your favorite beverage on the second-floor deck, where tranquil views set the scene. Inside, you'll find three spacious bedrooms and 2.5 beautifully designed bathrooms offering

    Diane Donahue Gibson Sotheby's International Realty

    55 Christopher Harding Ln, Chatham, MA 02633
  • /44

    $1,227,000 Sold Jul 25, 2025

    56 Monomoit Ln, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft
    • Built 1998

    Last Sold Summary

    • 12% Below List Price
    • $749/SF
    • 28 Days On Market

    Current Estimated Value $1,241,141

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    56 Monomoit Ln, Chatham, MA 02633
    • /42

      Est $936,170 Not Listed For Sale

      10 Vineyard Ave, Chatham, MA 02633

      • 4 Beds
      • 2.5 Baths
      • 2,966 Sq Ft
      • Built 1959
      10 Vineyard Ave, Chatham, MA 02633

      Last Sold Summary

      • 17% Above List Price
      • $270/SF
      • 62 Days On Market

      Last Sold Price $800,000

      Last Listing Agent The Mele Marconi Team LPT Realty, LLC

  • /5

    $399,000

    • Land
    • 0.84 Acre
    • $475,000 per Acre

    0 Evergreen Ln, Chatham, MA 02633

    .8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information

    Noreen Kennedy Kennedy Real Estate

    0 Evergreen Ln, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 18

Home Trends in West Chatham, MA

Housing Trends

Median Sale Price
$1,350,000
Median Single Family Sale Price
$1,500,000
Median Townhouse Sale Price
$1,350,000
Median 2 Bedroom Sale Price
$766,250
Average Price Per Sq Ft
$830
Number of Homes for Sale
6
Last 12 months Home Sales
75
Months of Supply
1.00
Median List Price
$1,495,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home