9,641

Chatham, MA Homes

Section Image
  • 85 Cedar St, Chatham, MA 02633
    85 Cedar St, Chatham, MA 02633
    85 Cedar St, Chatham, MA 02633
    /90

    $4,700,000

    $275K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    85 Cedar St, Chatham, MA 02633

    ** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

    Tim Bailey John C Ricotta & Assoc.

    85 Cedar St, Chatham, MA 02633
  • 114 Bucks Creek Rd, Chatham, MA 02633
    114 Bucks Creek Rd, Chatham, MA 02633
    114 Bucks Creek Rd, Chatham, MA 02633
    /46

    $1,385,000

    Sold Dec 16, 2025

    114 Bucks Creek Rd, Chatham, MA 02633

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft
    • Built 1965

    Last Sold Summary

    • 21% Below List Price
    • $605/SF
    • 84 Days On Market

    Current Estimated Value $1,449,248

    Last Listing Agent Adeline Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    114 Bucks Creek Rd, Chatham, MA 02633
    • 233 Barcliff Ave, Chatham, MA 02633
      233 Barcliff Ave, Chatham, MA 02633
      233 Barcliff Ave, Chatham, MA 02633
      /28

      Est $1,221,629

      Not Listed For Sale

      233 Barcliff Ave, Chatham, MA 02633

      • 2 Beds
      • 1.5 Baths
      • 1,196 Sq Ft
      • Built 1957
      233 Barcliff Ave, Chatham, MA 02633

      Last Sold Summary

      • 11% Above List Price
      • $920/SF
      • 25 Days On Market
      • Last Sold Price $1,100,000
      • Aug 08, 2024

      Last Listing Agent Jack Tobin Corcoran Property Advisors

  • 425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, Chatham, MA 02633
    /25

    $450,000

    Pending
    • 1 Bed
    • 1 Bath
    • 578 Sq Ft

    425 Main St Unit D, Chatham, MA 02633

    Nestled above Bumbula ''It's All About Me,'' Unit D at 425 Main Street offers an exceptional blend of privacy, comfort, and in-town convenience. This updated 1-bedroom, 1-bath residence is one of only two homes on the second floor, accessed by a discreet private entrance that enhances its quiet, retreat-like feel. Inside, an open-concept layout is filled with natural light and features recent

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • 0 Woodland Way, Chatham, MA 02650
    0 Woodland Way, Chatham, MA 02650
    /2

    $1,000,000

    Sold Sep 29, 2025

    0 Woodland Way, Chatham, MA 02650

    • Land
    • 21,344 Sq Ft
    • $2,040,816 per Acre

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    0 Woodland Way, Chatham, MA 02650
    • 25 Glover Square, Chatham, MA 02633
      25 Glover Square, Chatham, MA 02633
      25 Glover Square, Chatham, MA 02633
      /65

      Est $3,047,373

      Not Listed For Sale

      25 Glover Square, Chatham, MA 02633

      • 3 Beds
      • 4.5 Baths
      • 4,105 Sq Ft
      • Built 2018
      25 Glover Square, Chatham, MA 02633

      Last Sold Summary

      • 2% Above List Price
      • $730/SF
      • 165 Days On Market
      • Last Sold Price $2,995,000
      • Dec 12, 2024

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

  • 21 Quail Trail, South Chatham, MA 02659
    21 Quail Trail, South Chatham, MA 02659
    21 Quail Trail, South Chatham, MA 02659
    /15

    $760,000

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    21 Quail Trail, South Chatham, MA 02659

    This adorable turn-key 2 bedroom 1 1/2 bath home sited on .26 acres was thoughtfully overhauled in 2021 to include refinished hardwood, interior paint as well as a fully renovated kitchen and bathrooms. A blank canvas in the form of an unfinished walk out basement with windows and sliders is left to the buyer's imagination for any number of uses and leads to a private backyard on this sleepy dead

    Jon Clark Nauset Management

    21 Quail Trail, South Chatham, MA 02659
  • 306 Old Queen Anne Rd, Chatham, MA 02633
    306 Old Queen Anne Rd, Chatham, MA 02633
    306 Old Queen Anne Rd, Chatham, MA 02633
    /41

    $898,000

    Sold Oct 30, 2025

    306 Old Queen Anne Rd, Chatham, MA 02633

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $535/SF
    • 14 Days On Market

    Current Estimated Value $945,367

    Last Listing Agent Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    306 Old Queen Anne Rd, Chatham, MA 02633
    • 265 Barcliff Ave, Chatham, MA 02633
      265 Barcliff Ave, Chatham, MA 02633
      265 Barcliff Ave, Chatham, MA 02633
      /46

      Est $1,413,985

      Not Listed For Sale

      265 Barcliff Ave, Chatham, MA 02633

      • 3 Beds
      • 2 Baths
      • 1,491 Sq Ft
      • Built 1953
      265 Barcliff Ave, Chatham, MA 02633

      Last Sold Summary

      • 9% Above List Price
      • $872/SF
      • 2 Days On Market
      • Last Sold Price $1,300,000
      • Sep 19, 2023

      Last Listing Agent Barbara Garside Compass Massachusetts, LLC

  • 49 Duck Marsh Ln, Chatham, MA 02633
    49 Duck Marsh Ln, Chatham, MA 02633
    49 Duck Marsh Ln, Chatham, MA 02633
    /36

    $789,000

    $106K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    49 Duck Marsh Ln, Chatham, MA 02633

    Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

    Tim Bailey John C Ricotta & Assoc.

    49 Duck Marsh Ln, Chatham, MA 02633
  • 93 Bucks Creek Rd, Chatham, MA 02633
    93 Bucks Creek Rd, Chatham, MA 02633
    93 Bucks Creek Rd, Chatham, MA 02633
    /55

    $3,025,000

    Sold Dec 19, 2025

    93 Bucks Creek Rd, Chatham, MA 02633

    • 3 Beds
    • 3.5 Baths
    • 3,544 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $854/SF
    • 61 Days On Market

    Current Estimated Value $2,907,148

    Last Listing Agent Shane Masaschi Compass

    93 Bucks Creek Rd, Chatham, MA 02633
    • 751 Main St, Chatham, MA 02633
      751 Main St, Chatham, MA 02633
      751 Main St, Chatham, MA 02633
      /30

      Est $1,339,629

      Not Listed For Sale

      751 Main St, Chatham, MA 02633

      • 2 Beds
      • 2.5 Baths
      • 1,552 Sq Ft
      • Built 1910
      751 Main St, Chatham, MA 02633

      Last Sold Summary

      • 16% Above List Price
      • $741/SF
      • 102 Days On Market
      • Last Sold Price $1,150,000
      • Oct 23, 2024

      Last Listing Agent Michael Masci North Atlantic Realty Group

  • 58 Tirrells Way, South Chatham, MA 02659
    58 Tirrells Way, South Chatham, MA 02659
    58 Tirrells Way, South Chatham, MA 02659
    /34

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,716 Sq Ft

    58 Tirrells Way, South Chatham, MA 02659

    A distinctive lifestyle begins its unfolding at 58 Tirrell's Way. This ranch style residence, constructed in 2001, offers a blend of comfort and easy maintenance all set on impressive .67 Acre level lot. The residence thoughtfully encompasses open plan living area, providing a relaxed concept of living/ dining and kitchen with cathedral ceiling, gas fireplace, gleaming hardwood floors and pretty

    Phyllis Power Compass

    58 Tirrells Way, South Chatham, MA 02659
  • 20 Judys Ln, Chatham, MA 02633
    20 Judys Ln, Chatham, MA 02633
    20 Judys Ln, Chatham, MA 02633
    /35

    $1,095,000

    Sold Jul 18, 2025

    20 Judys Ln, Chatham, MA 02633

    • 3 Beds
    • 1.5 Baths
    • 1,064 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,029/SF
    • 12 Days On Market

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

    20 Judys Ln, Chatham, MA 02633
    • 178 Queen Anne Rd, Chatham, MA 02633
      178 Queen Anne Rd, Chatham, MA 02633
      178 Queen Anne Rd, Chatham, MA 02633
      /30

      Not Listed For Sale

      178 Queen Anne Rd, Chatham, MA 02633

      • 6 Beds
      • 8 Baths
      • 7,700 Sq Ft
      • Built 1820
      178 Queen Anne Rd, Chatham, MA 02633

      Last Sold Summary

      • $1,237/SF
      • 21 Days On Market
      • Last Sold Price $9,525,000
      • Dec 10, 2024

      Last Listing Agent Brian Dougherty Corcoran Property Advisors

  • 58 Stepping Stones Rd, Chatham, MA 02633
    58 Stepping Stones Rd, Chatham, MA 02633
    58 Stepping Stones Rd, Chatham, MA 02633
    /52

    $1,275,000

    • 3 Beds
    • 2.5 Baths
    • 2,062 Sq Ft

    58 Stepping Stones Rd, Chatham, MA 02633

    Nestled in the charming coastal town of Chatham, this beautifully updated TURN KEY Cape home offers a refined blend of privacy, comfort, and timeless appeal. Set more than 300 feet from Steppingstones Rd. This home is filled with natural light and offers a bright, airy feel throughout.Designed for effortless living and entertaining, the open-concept kitchen and dining area creates a graceful flow

    Sherrilynn Lombard New Homes Marketing, Inc.

    58 Stepping Stones Rd, Chatham, MA 02633
  • 56 Chatham Crest Dr, Chatham, MA 02633
    56 Chatham Crest Dr, Chatham, MA 02633
    56 Chatham Crest Dr, Chatham, MA 02633
    /50

    $995,000

    Sold Oct 10, 2025

    56 Chatham Crest Dr, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Above List Price
    • $575/SF
    • 5 Days On Market

    Current Estimated Value $1,086,529

    Last Listing Agent Natalia Weiner Gibson Sotheby's International Realty

    56 Chatham Crest Dr, Chatham, MA 02633
    • 125 Stage Harbor Rd, Chatham, MA 02633
      125 Stage Harbor Rd, Chatham, MA 02633
      125 Stage Harbor Rd, Chatham, MA 02633
      /24

      Est $3,718,838

      Not Listed For Sale

      125 Stage Harbor Rd, Chatham, MA 02633

      • 3 Beds
      • 2.5 Baths
      • 2,421 Sq Ft
      • Built 1946
      125 Stage Harbor Rd, Chatham, MA 02633

      Last Sold Summary

      • 20% Above List Price
      • $1,280/SF
      • 506 Days On Market
      • Last Sold Price $3,100,000
      • Dec 06, 2019

      Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

  • 2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    /28

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    2653 Main St, South Chatham, MA 02659

    Discover a unique opportunity to own a versatile property in one of Cape Cod’s most desirable towns, offering potential as a private residence, multi-family retreat, or investment property. Located less than three-quarters of a mile from the beach, this property has multiple possibilities.The property currently includes a two-bedroom apartment and a separate studio apartment, providing immediate

    Sharon Kingman Dixon William Raveis Real Estate & Homes Services

    2653 Main St, South Chatham, MA 02659
  • 28 Lakeview Ave, Chatham, MA 02633
    28 Lakeview Ave, Chatham, MA 02633
    28 Lakeview Ave, Chatham, MA 02633
    /63

    $1,435,000

    Sold May 14, 2026

    28 Lakeview Ave, Chatham, MA 02633

    • 3 Beds
    • 2.5 Baths
    • 2,441 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $588/SF
    • 133 Days On Market

    Current Estimated Value $1,483,915

    Last Listing Agent Ella Leavitt Compass

    28 Lakeview Ave, Chatham, MA 02633
    • 276 Stage Harbor Rd, Chatham, MA 02633
      276 Stage Harbor Rd, Chatham, MA 02633
      276 Stage Harbor Rd, Chatham, MA 02633
      /62

      Est $3,037,298

      Not Listed For Sale

      276 Stage Harbor Rd, Chatham, MA 02633

      • 4 Beds
      • 3.5 Baths
      • 2,732 Sq Ft
      • Built 1988
      276 Stage Harbor Rd, Chatham, MA 02633

      Last Sold Summary

      • 52% Above List Price
      • $732/SF
      • 33 Days On Market
      • Last Sold Price $2,000,000
      • Dec 29, 2023

      Last Listing Agent David Carter Compass Massachusetts, LLC

  • 109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    /28

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650

    Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value. Filled with natural light, the

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • 407 Orleans Rd Unit D, North Chatham, MA 02650
    407 Orleans Rd Unit D, North Chatham, MA 02650
    407 Orleans Rd Unit D, North Chatham, MA 02650
    /36

    $645,000

    Sold Jan 06, 2026

    407 Orleans Rd Unit D, North Chatham, MA 02650

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $422/SF
    • 4 Days On Market

    Current Estimated Value $660,895

    Last Listing Agent Tom Riley Compass Massachusetts, LLC

    407 Orleans Rd Unit D, North Chatham, MA 02650
    • 155 Inlet Rd, Chatham, MA 02633
      155 Inlet Rd, Chatham, MA 02633
      155 Inlet Rd, Chatham, MA 02633
      /78

      Est $3,730,590

      Not Listed For Sale

      155 Inlet Rd, Chatham, MA 02633

      • 5 Beds
      • 5.5 Baths
      • 4,048 Sq Ft
      • Built 2010
      155 Inlet Rd, Chatham, MA 02633

      Last Sold Summary

      • 10% Above List Price
      • $840/SF
      • 205 Days On Market
      • Last Sold Price $3,400,000
      • Oct 29, 2024

      Last Listing Agent Janice Alex Christie's International Real Estate Atlantic Brokerage

  • 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
  • 15 Stephen Dr, Chatham, MA 02633
    15 Stephen Dr, Chatham, MA 02633
    15 Stephen Dr, Chatham, MA 02633
    /24

    $780,000

    Sold Jun 06, 2025

    15 Stephen Dr, Chatham, MA 02633

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Above List Price
    • $682/SF
    • 5 Days On Market

    Current Estimated Value $843,525

    Last Listing Agent Stephen Laska RE/MAX Vision

    15 Stephen Dr, Chatham, MA 02633
    • 98 Attucks Trail, Chatham, MA 02633
      98 Attucks Trail, Chatham, MA 02633
      98 Attucks Trail, Chatham, MA 02633
      /40

      Est $3,981,777

      Not Listed For Sale

      98 Attucks Trail, Chatham, MA 02633

      • 4 Beds
      • 4.5 Baths
      • 3,915 Sq Ft
      • Built 1971
      98 Attucks Trail, Chatham, MA 02633

      Last Sold Summary

      • 8% Above List Price
      • $939/SF
      • 111 Days On Market
      • Last Sold Price $3,675,000
      • Aug 16, 2024

      Last Listing Agent Adam Marks Berkshire Hathaway HomeServices Robert Paul Properties

  • 15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    /93

    $6,250,000

    • 5 Beds
    • 5.5 Baths
    • 5,620 Sq Ft

    15 Windy Hill Way, Chatham, MA 02633

    This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

    Tim Bailey John C Ricotta & Assoc.

    15 Windy Hill Way, Chatham, MA 02633
  • 46 Chippingstone Rd, Chatham, MA 02633
    46 Chippingstone Rd, Chatham, MA 02633
    46 Chippingstone Rd, Chatham, MA 02633
    /35

    $850,000

    Sold May 05, 2026

    46 Chippingstone Rd, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • Built 1973

    Last Sold Summary

    • 13% Below List Price
    • $496/SF
    • 125 Days On Market

    Current Estimated Value $929,688

    Last Listing Agent Derek Greene The Greene Realty Group

    46 Chippingstone Rd, Chatham, MA 02633
    • 137 Strong Island Rd, Chatham, MA 02633
      137 Strong Island Rd, Chatham, MA 02633
      137 Strong Island Rd, Chatham, MA 02633
      /38

      Est $3,300,966

      Not Listed For Sale

      137 Strong Island Rd, Chatham, MA 02633

      • 4 Beds
      • 4.5 Baths
      • 4,199 Sq Ft
      • Built 1982
      137 Strong Island Rd, Chatham, MA 02633

      Last Sold Summary

      • 6% Above List Price
      • $738/SF
      • 5 Days On Market
      • Last Sold Price $3,100,000
      • Jul 17, 2024

      Last Listing Agent Phyllis Power Compass

  • 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
  • 751 Crowell Rd, North Chatham, MA 02650
    751 Crowell Rd, North Chatham, MA 02650
    751 Crowell Rd, North Chatham, MA 02650
    /41

    $1,599,000

    Sold Aug 15, 2025

    751 Crowell Rd, North Chatham, MA 02650

    • 4 Beds
    • 2.5 Baths
    • 2,344 Sq Ft
    • Built 1930

    Last Sold Summary

    • 7% Above List Price
    • $682/SF
    • 2 Days On Market

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

    751 Crowell Rd, North Chatham, MA 02650
    • 146 Strong Island Rd, Chatham, MA 02633
      146 Strong Island Rd, Chatham, MA 02633
      146 Strong Island Rd, Chatham, MA 02633
      /84

      Est $4,754,388

      Not Listed For Sale

      146 Strong Island Rd, Chatham, MA 02633

      • 3 Beds
      • 3.5 Baths
      • 4,142 Sq Ft
      • Built 2023
      146 Strong Island Rd, Chatham, MA 02633

      Last Sold Summary

      • 4% Below List Price
      • $1,195/SF
      • 211 Days On Market
      • Last Sold Price $4,950,000
      • Oct 18, 2024

      Last Listing Agent Dillan Hoyt Greer Real Estate, LLC

  • 1 Peirce Path, South Chatham, MA 02659
    1 Peirce Path, South Chatham, MA 02659
    1 Peirce Path, South Chatham, MA 02659
    /12

    $4,499,900

    New Construction Pending
    • 3 Beds
    • 7 Baths
    • 4,450 Sq Ft

    1 Peirce Path, South Chatham, MA 02659

    South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home's striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4,450 square feet of sophisticated, modern design across three impeccably finished

    The Grattan Group Christie's International Real Estate Atlantic Brokerage

    1 Peirce Path, South Chatham, MA 02659
  • 155 Cranberry Ln, Chatham, MA 02633
    155 Cranberry Ln, Chatham, MA 02633
    155 Cranberry Ln, Chatham, MA 02633
    /63

    $1,125,000

    Sold Jun 18, 2025

    155 Cranberry Ln, Chatham, MA 02633

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Above List Price
    • $677/SF
    • 7 Days On Market

    Current Estimated Value $1,184,611

    Last Listing Agent Kate Plummer Today Real Estate

    155 Cranberry Ln, Chatham, MA 02633
    • 192 Eastward Rd, Chatham, MA 02633
      192 Eastward Rd, Chatham, MA 02633
      192 Eastward Rd, Chatham, MA 02633
      /25

      Est $4,191,426

      Not Listed For Sale

      192 Eastward Rd, Chatham, MA 02633

      • 5 Beds
      • 3 Baths
      • 2,514 Sq Ft
      • Built 1957
      192 Eastward Rd, Chatham, MA 02633

      Last Sold Summary

      • 5% Above List Price
      • $1,591/SF
      • 286 Days On Market
      • Last Sold Price $4,000,000
      • May 17, 2024

      Last Listing Agent Judith Smith John C Ricotta & Assoc.

  • 32 Tip Cart Dr, Chatham, MA 02633
    32 Tip Cart Dr, Chatham, MA 02633
    32 Tip Cart Dr, Chatham, MA 02633
    /33

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,802 Sq Ft

    32 Tip Cart Dr, Chatham, MA 02633

    Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood

    Shane Masaschi Compass

    32 Tip Cart Dr, Chatham, MA 02633
  • 20 Jessies Landing, Chatham, MA 2633
    20 Jessies Landing, Chatham, MA 2633
    20 Jessies Landing, Chatham, MA 2633
    /66

    $3,200,000

    Sold Apr 30, 2026

    20 Jessies Landing, Chatham, MA 2633

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $1,088/SF
    • 28 Days On Market

    Current Estimated Value $3,256,372

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

    20 Jessies Landing, Chatham, MA 2633
    • 54 Rowland Dr, North Chatham, MA 02650
      54 Rowland Dr, North Chatham, MA 02650
      54 Rowland Dr, North Chatham, MA 02650
      /50

      Est $1,420,067

      Not Listed For Sale

      54 Rowland Dr, North Chatham, MA 02650

      • 4 Beds
      • 3.5 Baths
      • 2,062 Sq Ft
      • Built 1970
      54 Rowland Dr, North Chatham, MA 02650

      Last Sold Summary

      • 18% Above List Price
      • $582/SF
      • 282 Days On Market
      • Last Sold Price $1,200,000
      • Apr 30, 2025

      Last Listing Agent Barbara Garside eXp Realty, LLC

  • 238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    /36

    $6,800,000

    $400K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    238 Cranberry Ln, Chatham, MA 02633

    This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

    John Burke William Raveis Real Estate & Home Services

    238 Cranberry Ln, Chatham, MA 02633

Showing Results 161 - 200, Page 5 of 18

Massachusetts Barnstable County Chatham

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