9,641

Chatham, MA Homes

Section Image
  • 7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    /42

    $2,995,000

    Pending
    • 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 and Oyster Pond, to the 3 church steeples downtown! Enjoy the ever-changing beauty of the seasons and a host of wildlife from this elevated .69 acre site. With just over 3,000 sq' this exceptionally-crafted home is the perfect size; with an open floor plan ideal for entertaining. Sun-filled kitchen w/breakfast bar,

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    7 Squanto Dr, Chatham, MA 02633
  • 7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, 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 $2,589,373

    Last Listing Agent Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, Chatham, MA 02633
    • 107 School St, Chatham, MA 02633
      107 School St, Chatham, MA 02633
      107 School St, Chatham, MA 02633
      /42

      Est $4,204,499

      Not Listed For Sale

      107 School St, Chatham, MA 02633

      • 4 Beds
      • 5.5 Baths
      • 4,372 Sq Ft
      • Built 2014
      107 School St, Chatham, MA 02633

      Last Sold Summary

      • 11% Above List Price
      • $869/SF
      • 39 Days On Market
      • Last Sold Price $3,800,000
      • Feb 28, 2025

      Last Listing Agent John Burke William Raveis Chatham

  • 287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    /63

    $3,595,000

    $800K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    287 Cedar St, Chatham, MA 02633

    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

    Shane Masaschi Compass

    287 Cedar St, Chatham, MA 02633
  • 96 Island View Ln, South Chatham, MA 02659
    96 Island View Ln, South Chatham, MA 02659
    96 Island View Ln, South Chatham, MA 02659
    /28

    $795,000

    Sold Jul 07, 2025

    96 Island View Ln, South Chatham, MA 02659

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft
    • Built 1975

    Last Sold Summary

    • 10% Below List Price
    • $475/SF
    • 20 Days On Market

    Current Estimated Value $849,862

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

    96 Island View Ln, South Chatham, MA 02659
    • 73 Main St Unit 8, Chatham, MA 02633
      73 Main St Unit 8, Chatham, MA 02633
      73 Main St Unit 8, Chatham, MA 02633
      /23

      Est $566,612

      Not Listed For Sale

      73 Main St Unit 8, Chatham, MA 02633

      • 1 Bed
      • 1 Bath
      • 551 Sq Ft
      • Built 1850
      73 Main St Unit 8, Chatham, MA 02633

      Last Sold Summary

      • 4% Above List Price
      • $989/SF
      • 34 Days On Market
      • Last Sold Price $545,000
      • Nov 08, 2024

      Last Listing Agent Meredyth Thomas Compass

  • 41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    /45

    $2,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,504 Sq Ft

    41 Court St, North Chatham, MA 02650

    Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 Bed/2.5 bath Cape is the essence of Cape Cod style & includes extra building lot 20,737 sq ft.. Wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floor vaulted ceiling sun/great room with gas FP &

    Phyllis Power Compass

    41 Court St, North Chatham, MA 02650
  • 404 Stage Harbor Rd, Chatham, MA 02633
    404 Stage Harbor Rd, Chatham, MA 02633
    404 Stage Harbor Rd, Chatham, MA 02633
    /94

    $3,020,000

    Sold Jan 15, 2026

    404 Stage Harbor Rd, Chatham, MA 02633

    • 4 Beds
    • 3.5 Baths
    • 2,905 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Above List Price
    • $1,040/SF
    • 5 Days On Market

    Current Estimated Value $3,060,893

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

    404 Stage Harbor Rd, Chatham, MA 02633
    • 32 Little Beach Rd, Chatham, MA 02633
      32 Little Beach Rd, Chatham, MA 02633
      32 Little Beach Rd, Chatham, MA 02633
      /35

      Not Listed For Sale

      32 Little Beach Rd, Chatham, MA 02633

      • 5 Beds
      • 3.5 Baths
      • 1,713 Sq Ft
      • Built 1930
      32 Little Beach Rd, Chatham, MA 02633

      Last Sold Summary

      • $1,051/SF
      • 222 Days On Market
      • Last Sold Price $1,800,000
      • Mar 01, 2024

      Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

  • 99 Depot Rd Unit 23, Chatham, MA 02633
    99 Depot Rd Unit 23, Chatham, MA 02633
    99 Depot Rd Unit 23, Chatham, MA 02633
    /4

    $645,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft

    99 Depot Rd Unit 23, Chatham, MA 02633

    First floor unit minutes to all Chatham has to offer. Baseball at its best and all the down town restaurants and shops!!!Wonderful 3 season sunroom and 1car garage...2 bedrooms and 2 full baths.

    Judith Smith John C Ricotta & Assoc.

    99 Depot Rd Unit 23, Chatham, MA 02633
  • 912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    /30

    $507,000

    Sold Jul 25, 2025

    912 Main St Unit 305, Chatham, MA 02633

    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft
    • Built 1999

    Last Sold Summary

    • 15% Above List Price
    • $392/SF
    • 5 Days On Market

    Current Estimated Value $520,950

    Last Listing Agent Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    912 Main St Unit 305, Chatham, MA 02633
    • 16 Windmill Ln, Chatham, MA 02633
      16 Windmill Ln, Chatham, MA 02633
      16 Windmill Ln, Chatham, MA 02633
      /53

      Est $2,566,472

      Not Listed For Sale

      16 Windmill Ln, Chatham, MA 02633

      • 4 Beds
      • 1.5 Baths
      • 1,669 Sq Ft
      • Built 1920
      16 Windmill Ln, Chatham, MA 02633

      Last Sold Summary

      • 24% Above List Price
      • $1,243/SF
      • 32 Days On Market
      • Last Sold Price $2,075,000
      • Oct 31, 2023

      Last Listing Agent Robin Thayer Gibson Sotheby's International Realty

  • 148 Seapine Rd, North Chatham, MA 02650
    148 Seapine Rd, North Chatham, MA 02650
    148 Seapine Rd, North Chatham, MA 02650
    /30

    $2,250,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,220 Sq Ft

    148 Seapine Rd, North Chatham, MA 02650

    Nestled in the sought-after Harbor Coves Association of North Chatham and offering access to a private association beach, this well maintained 3 bedroom, 2 bath home offers the perfect blend of privacy, coastal charm and comfortable one-floor living. Set on over half an acre, this 2,220 sq. ft. residence is surrounded by impressive grounds with mature landscaping, peaceful outdoor spaces, and a

    Chris Rhinesmith Compass Massachusetts, LLC

    148 Seapine Rd, North Chatham, MA 02650
  • 38 Andover Dr, Chatham, MA 02633
    38 Andover Dr, Chatham, MA 02633
    38 Andover Dr, Chatham, MA 02633
    /34

    $674,000

    Sold Oct 31, 2025

    38 Andover Dr, Chatham, MA 02633

    • 2 Beds
    • 1 Bath
    • 1,244 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $542/SF
    • 6 Days On Market

    Current Estimated Value $775,741

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

    38 Andover Dr, Chatham, MA 02633
    • 43 Morris Island Rd, Chatham, MA 02633
      43 Morris Island Rd, Chatham, MA 02633
      43 Morris Island Rd, Chatham, MA 02633
      /53

      Not Listed For Sale

      43 Morris Island Rd, Chatham, MA 02633

      • 5 Beds
      • 7 Baths
      • 5,861 Sq Ft
      • Built 2006
      43 Morris Island Rd, Chatham, MA 02633

      Last Sold Summary

      • $1,962/SF
      • 296 Days On Market
      • Last Sold Price $11,500,000
      • Jul 07, 2023

      Last Listing Agent Jeffrey Marcus Sotheby's International Realty

  • 78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    /35

    $2,800,000

    • 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
  • 9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, Chatham, MA 02633
    9 Bettys Path, 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 $1,489,485

    Last Listing Agent Shane Masaschi Compass

    9 Bettys Path, Chatham, MA 02633
    • 32 Cranberry Ln, Chatham, MA 02633
      32 Cranberry Ln, Chatham, MA 02633
      32 Cranberry Ln, Chatham, MA 02633
      /20

      Est $2,187,253

      Not Listed For Sale

      32 Cranberry Ln, Chatham, MA 02633

      • 4 Beds
      • 3 Baths
      • 2,144 Sq Ft
      • Built 1976
      32 Cranberry Ln, Chatham, MA 02633

      Last Sold Summary

      • 8% Above List Price
      • $944/SF
      • 134 Days On Market
      • Last Sold Price $2,025,000
      • Mar 15, 2024

      Last Listing Agent William Storff Compass

  • 134 Northgate Rd, Chatham, MA 02633
    134 Northgate Rd, Chatham, MA 02633
    134 Northgate Rd, Chatham, MA 02633
    /81

    $1,395,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    134 Northgate Rd, Chatham, MA 02633

    Sited in one of North Chatham's most coveted pockets, this is the kind of property that doesn't come up often - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    134 Northgate Rd, Chatham, MA 02633
  • 319 Riverview Dr, Chatham, MA 02633
    319 Riverview Dr, Chatham, MA 02633
    319 Riverview Dr, Chatham, MA 02633
    /29

    $1,050,000

    Sold Jan 09, 2026

    319 Riverview Dr, Chatham, MA 02633

    • 3 Beds
    • 3 Baths
    • 2,202 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Below List Price
    • $477/SF
    • 180 Days On Market

    Current Estimated Value $1,142,224

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    319 Riverview Dr, Chatham, MA 02633
    • 39 Windward Passage, North Chatham, MA 02650
      39 Windward Passage, North Chatham, MA 02650
      39 Windward Passage, North Chatham, MA 02650
      /41

      Est $1,727,217

      Not Listed For Sale

      39 Windward Passage, North Chatham, MA 02650

      • 3 Beds
      • 2.5 Baths
      • 2,205 Sq Ft
      • Built 1980
      39 Windward Passage, North Chatham, MA 02650

      Last Sold Summary

      • 8% Above List Price
      • $726/SF
      • 52 Days On Market
      • Last Sold Price $1,600,000
      • Aug 21, 2023

      Last Listing Agent Jack Tobin Berkshire Hathaway HomeServices Robert Paul Properties

  • 0 Crows Pond Rd, Chatham, MA 02633
    0 Crows Pond Rd, Chatham, MA 02633
    0 Crows Pond Rd, Chatham, MA 02633
    /16

    $2,499,000

    Pending
    • Land
    • 2.46 Acres
    • $1,015,854 per Acre

    0 Crows Pond Rd, Chatham, MA 02633

    2.46 acre waterfront lot in Chatham with 220 feet of frontage directly on salt water Crow's Pond. Land is set on a bluff and has direct water access to Ryders Cove, Pleasant Bay, Chatham Harbor and the Atlantic Ocean. Near Eastward Ho! Country Club. Paved driveway has been installed and there is town water already on the property. Custom build the home of your dreams. Site plan and covenants are

    Jen Pappalardo Christie's International Real Estate Atlantic Brokerage

    0 Crows Pond Rd, Chatham, MA 02633
  • 314 Cockle Cove Rd, Chatham, MA 02659
    314 Cockle Cove Rd, Chatham, MA 02659
    314 Cockle Cove Rd, Chatham, MA 02659
    /48

    $2,950,000

    Sold Dec 02, 2025

    314 Cockle Cove Rd, Chatham, MA 02659

    • 4 Beds
    • 4.5 Baths
    • 3,120 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $946/SF
    • 13 Days On Market

    Last Listing Agent Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    314 Cockle Cove Rd, Chatham, MA 02659
    • 356 Stony Hill Rd, North Chatham, MA 02650
      356 Stony Hill Rd, North Chatham, MA 02650
      356 Stony Hill Rd, North Chatham, MA 02650
      /16

      Not Listed For Sale

      356 Stony Hill Rd, North Chatham, MA 02650

      • 4 Beds
      • 5.5 Baths
      • 4,581 Sq Ft
      • Built 2023
      356 Stony Hill Rd, North Chatham, MA 02650

      Last Sold Summary

      • $895/SF
      • 65 Days On Market
      • Last Sold Price $4,100,000
      • Jul 14, 2023

      Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

  • 2386 Main St, South Chatham, MA 02659
    2386 Main St, South Chatham, MA 02659
    2386 Main St, South Chatham, MA 02659
    /4

    $315,000

    • Land
    • 1.07 Acres
    • $294,393 per Acre

    2386 Main St, South Chatham, MA 02659

    This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

    Judith Smith John C Ricotta & Assoc.

    2386 Main St, South Chatham, MA 02659
  • 290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    /40

    $2,400,000

    Sold Oct 30, 2025

    290 Old Comers Rd, Chatham, MA 02633

    • 4 Beds
    • 4.5 Baths
    • 3,603 Sq Ft
    • Built 2005

    Last Sold Summary

    • 26% Below List Price
    • $666/SF
    • 246 Days On Market

    Current Estimated Value $2,404,499

    Last Listing Agent Catherine Baran Corcoran Property Advisors

    290 Old Comers Rd, Chatham, MA 02633
    • 504 Stony Hill Rd, North Chatham, MA 02650
      504 Stony Hill Rd, North Chatham, MA 02650
      504 Stony Hill Rd, North Chatham, MA 02650
      /44

      Est $1,772,518

      Not Listed For Sale

      504 Stony Hill Rd, North Chatham, MA 02650

      • 5 Beds
      • 2 Baths
      • 1,904 Sq Ft
      • Built 1946
      504 Stony Hill Rd, North Chatham, MA 02650

      Last Sold Summary

      • 2% Below List Price
      • $945/SF
      • 114 Days On Market
      • Last Sold Price $1,800,000
      • Feb 28, 2025

      Last Listing Agent LUXRECapeCod Gibson Sotheby's International Realty

  • 66 Ethelma Dr, Chatham, MA 02633
    66 Ethelma Dr, Chatham, MA 02633
    66 Ethelma Dr, Chatham, MA 02633
    /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
  • 15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    /36

    $899,000

    Sold Jan 02, 2026

    15 Sylvan Way, South Chatham, MA 02659

    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • Built 2002

    Last Sold Summary

    • 16% Below List Price
    • $511/SF
    • 70 Days On Market

    Current Estimated Value $940,121

    Last Listing Agent The Bohman Hartung Group Gibson Sotheby's International Realty

    15 Sylvan Way, South Chatham, MA 02659
    • 98 Orleans Rd, Chatham, MA 02633
      98 Orleans Rd, Chatham, MA 02633
      98 Orleans Rd, Chatham, MA 02633
      /40

      Est $1,825,095

      Not Listed For Sale

      98 Orleans Rd, Chatham, MA 02633

      • 3 Beds
      • 3.5 Baths
      • 3,428 Sq Ft
      • Built 1997
      98 Orleans Rd, Chatham, MA 02633

      Last Sold Summary

      • 17% Above List Price
      • $454/SF
      • 61 Days On Market
      • Last Sold Price $1,557,500
      • Jun 25, 2024

      Last Listing Agent Jason Saphire www.HomeZu.com

  • 96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    /42

    $899,000

    • 3 Beds
    • 3 Baths
    • 1,618 Sq Ft

    96 Stage Coach Dr, South Chatham, MA 02659

    Lovingly maintained, this classic Chatham ranch reflects true pride of ownership. A traditional layout offers three bedrooms, including a primary with en suite bath, and easy, comfortable living throughout. Recently refreshed with full interior paint and beautifully staged, the home feels bright, welcoming, and move-in ready. Set on a generous lot with adjacent green space, the property offers

    Dawn Lee Gibson Sotheby's International Realty

    96 Stage Coach Dr, South Chatham, MA 02659
  • 108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    /32

    $10,000,000

    Sold Sep 24, 2025

    108 Shore Rd, Chatham, MA 02633

    • 7 Beds
    • 9 Baths
    • 6,276 Sq Ft
    • Built 1920

    Last Sold Summary

    • 16% Below List Price
    • $1,593/SF
    • 67 Days On Market

    Last Listing Agent Frank Denauw Frank G. Denauw, Esq.

    108 Shore Rd, Chatham, MA 02633
    • 17 Menekish Ln, Chatham, MA 02633
      17 Menekish Ln, Chatham, MA 02633
      17 Menekish Ln, Chatham, MA 02633
      /43

      Est $1,584,848

      Not Listed For Sale

      17 Menekish Ln, Chatham, MA 02633

      • 3 Beds
      • 2 Baths
      • 2,124 Sq Ft
      • Built 1984
      17 Menekish Ln, Chatham, MA 02633

      Last Sold Summary

      • 13% Above List Price
      • $659/SF
      • 136 Days On Market
      • Last Sold Price $1,400,000
      • Feb 20, 2025

      Last Listing Agent Daren Marvin Sotheby's International Realty

  • 118 Wilfred Rd, Chatham, MA 02633
    118 Wilfred Rd, Chatham, MA 02633
    118 Wilfred Rd, Chatham, MA 02633
    /49

    $1,200,000

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

    118 Wilfred Rd, Chatham, MA 02633

    PONDVIEW: 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
  • 44 Emery Ln, North Chatham, MA 02650
    44 Emery Ln, North Chatham, MA 02650
    44 Emery Ln, North Chatham, MA 02650
    /31

    $1,700,000

    Sold Nov 17, 2025

    44 Emery Ln, North Chatham, MA 02650

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft
    • Built 1983

    Last Sold Summary

    • $975/SF
    • 34 Days On Market

    Current Estimated Value $1,840,170

    Last Listing Agent Kathleen Phelan Compass

    44 Emery Ln, North Chatham, MA 02650
    • 6 Palmer Dr, Chatham, MA 02633
      6 Palmer Dr, Chatham, MA 02633
      6 Palmer Dr, Chatham, MA 02633
      /30

      Est $1,289,757

      Not Listed For Sale

      6 Palmer Dr, Chatham, MA 02633

      • 2 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1974
      6 Palmer Dr, Chatham, MA 02633

      Last Sold Summary

      • 29% Above List Price
      • $588/SF
      • 41 Days On Market
      • Last Sold Price $1,000,000
      • Nov 01, 2024

      Last Listing Agent Shane Masaschi Compass

  • 243 Crowell Rd, Chatham, MA 02633
    243 Crowell Rd, Chatham, MA 02633
    243 Crowell Rd, Chatham, MA 02633
    /48

    $1,350,000

    • 3 Beds
    • 1.5 Baths
    • 2,278 Sq Ft

    243 Crowell Rd, Chatham, MA 02633

    Comfortable Cape style 3 bedroom home, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Set back from the road on a level, grassy front lawn, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck. Free standing 2 car garage on over .6 acre lot. Unfinished second floor offers expansion potential with previously permitted plan. Large unfinished

    Michael Hall William Raveis Real Estate & Home Services

    243 Crowell Rd, Chatham, MA 02633
  • 22 Pine Knoll Ave, Chatham, MA 02633
    22 Pine Knoll Ave, Chatham, MA 02633
    22 Pine Knoll Ave, 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 $550,798

    Last Listing Agent Brian Mullen Options 153, LLC

    22 Pine Knoll Ave, Chatham, MA 02633
    • 172 Barcliff Ave, Chatham, MA 02633
      172 Barcliff Ave, Chatham, MA 02633
      172 Barcliff Ave, Chatham, MA 02633
      /5

      Est $2,575,391

      Not Listed For Sale

      172 Barcliff Ave, Chatham, MA 02633

      • 5 Beds
      • 3 Baths
      • 1,724 Sq Ft
      • Built 1900
      172 Barcliff Ave, Chatham, MA 02633

      Last Sold Summary

      • 36% Above List Price
      • $1,102/SF
      • 2 Days On Market
      • Last Sold Price $1,900,000
      • Mar 20, 2025

      Last Listing Agent Louise Coakley Better Homes and Gardens Real Estate - The Shanahan Group

  • 44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    /91

    $6,900,000

    $2M PRICE DROP Pending
    • 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

Showing Results 41 - 80, Page 2 of 18

Massachusetts Barnstable County Chatham

Real Estate & Homes

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