9,675

Chatham, MA Homes

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  • /41

    $2,500,000 Sold Oct 24, 2025

    106 Stage Neck Rd, Chatham, MA 02633

    • 4 Beds
    • 3.5 Baths
    • 3,834 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $652/SF
    • 152 Days On Market

    Current Estimated Value $2,629,707

    Last Listing Agent Jen Graham Christie's International Real Estate Atlantic Brokerage

    106 Stage Neck Rd, Chatham, MA 02633
    • /26

      Est $1,934,392 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,650 Sq Ft

      393 Main St, Chatham, MA 02633

      393 Main St, Chatham, MA 02633
  • /25

    $495,000

    • 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 a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, 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 $2,593,286

    Last Listing Agent Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, Chatham, MA 02633
    • /26

      Est $2,705,508 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,174 Sq Ft

      10 Mill Hill Ln, Chatham, MA 02633

      10 Mill Hill Ln, Chatham, MA 02633
  • /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
  • /46

    $4,000,000 Sold Feb 21, 2025

    43 Chatham Heights Rd, Chatham, MA 02633

    • 5 Beds
    • 4.5 Baths
    • 4,195 Sq Ft
    • Built 2004

    Last Sold Summary

    • 6% Below List Price
    • $954/SF
    • 2 Days On Market

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    43 Chatham Heights Rd, Chatham, MA 02633
    • /4

      Est $3,344,285 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,016 Sq Ft

      35 Mill Hill Ln, Chatham, MA 02633

      35 Mill Hill Ln, Chatham, MA 02633
  • /44

    $995,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft

    24 Chickadee Ln, Chatham, MA 02633

    Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new exterior sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets,

    Amy Harbeck Kinlin Grover Compass

    24 Chickadee Ln, Chatham, MA 02633
  • /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 $585,548

    Last Listing Agent Kathy Doyle Gibson Sotheby's International Realty

    1 Seastrand Way Unit 8, Chatham, MA 02633
    • /23

      Est $582,342 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 551 Sq Ft

      73 Main St Unit 8, Chatham, MA 02633

      73 Main St Unit 8, Chatham, MA 02633
  • /15

    $675,000 Open Sat 11:10AM - 1PM

    • 2 Beds
    • 1 Bath
    • 769 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Location! Location! Location! This Freshly painted charming North Chatham gem, remodeled in 2024, offers 768 sq/ft of living space and is located conveniently to the Cape Cod Rail trail, for recreational fun. Enjoy single story living in this 2 bedroom 1 bath home with hardwood floors and a fireplace. There is a 768 sq/ft walkout basement currently used as a single car garage which also has great

    Karin Baxter-King Christie's International Real Estate Atlantic Brokerage

    39 Meadow Brook Rd, Chatham, MA 02650
  • /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 $859,253

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

    96 Island View Ln, South Chatham, MA 02659
    • /31

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,209 Sq Ft

      90 Silver Leaf Ave, Chatham, MA 02633

      90 Silver Leaf Ave, Chatham, MA 02633
  • /73

    $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
  • /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

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

    404 Stage Harbor Rd, Chatham, MA 02633
    • /35

      Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 1,713 Sq Ft

      32 Little Beach Rd, Chatham, MA 02633

      32 Little Beach Rd, Chatham, MA 02633
  • /40

    $1,195,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,026 Sq Ft

    3 Oyster Dr, Chatham, MA 02633

    Welcome home to 3 Oyster Drive, a perfectly idyllic Chatham getaway! This enchanting cottage enjoys dazzling water views and a prime location near Outermost Harbor Marina, beaches, & Town. This 3 BR, 2 BA home is a blend of classic Cape Cod and some newer features and is the ideal backdrop to begin your own Chatham story. Many will find the home comfortable just the way it is, or choose to take

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    3 Oyster Dr, 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 $486,972

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

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

      Est $2,740,921 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,669 Sq Ft

      16 Windmill Ln, Chatham, MA 02633

      16 Windmill Ln, Chatham, MA 02633
  • /39

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, 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 $710,157

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

    38 Andover Dr, Chatham, MA 02633
    • /53

      Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,861 Sq Ft

      43 Morris Island Rd, Chatham, MA 02633

      43 Morris Island Rd, Chatham, MA 02633
  • /63

    $1,525,000

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

    28 Lakeview Ave, Chatham, MA 02633

    Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated with hardwood throughout, this 3 bedroom, 2.5 bath home offers a comfortable floor plan including a first floor primary ensuite bedroom and 2 large guest bedooms and bath on the second level. In addition to the inviting living room and dining room, adjacent to well apppointed eat-in kitchen, the den with

    Ella Leavitt Compass

    28 Lakeview Ave, 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 $1,539,282

    Last Listing Agent Shane Masaschi Compass

    9 Bettys Path, Chatham, MA 02633
    • /20

      Est $2,167,371 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,144 Sq Ft

      32 Cranberry Ln, Chatham, MA 02633

      32 Cranberry Ln, Chatham, MA 02633
  • /35

    $949,000

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

    46 Chippingstone Rd, Chatham, MA 02633

    Riverbay, Chatham... True One Level living with Garage/parking on home level. 8 room custom built ranch with side loading garages, high profile roofline, integrated front porch. Inside, abundant common areas and living space. entrance hallway opens to the living and dining rooms, and two hallways leading to the 3 bedrooms. At the back of the home- 3 additional rooms: a fireplaced family room, an

    Derek Greene The Greene Realty Group

    46 Chippingstone Rd, Chatham, MA 02633
  • /34

    $5,250,000 Sold May 09, 2025

    372 Fox Hill Rd, Chatham, MA 02633

    • 2 Beds
    • 2 Baths
    • 2,214 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $2,371/SF
    • 3 Days On Market

    Current Estimated Value $3,831,716

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    372 Fox Hill Rd, Chatham, MA 02633
    • /45

      Est $3,628,213 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,448 Sq Ft

      48 Salt Marsh Way, North Chatham, MA 02650

      48 Salt Marsh Way, North Chatham, MA 02650
  • /37

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,066 Sq Ft

    27 Martha Kendrick Dr, Chatham, MA 02633

    Welcome to this delightful 3-bedroom, 2.5-bath Cape-style home nestled just moments from the heart of downtown Chatham. With its classic architecture and thoughtful layout, this property offers the perfect blend of coastal charm and modern convenience.Step inside to discover sun-drenched living spaces with abundant natural light and a cozy fireplace that anchors the main living area. The

    Kathy Doyle Gibson Sotheby's International Realty

    27 Martha Kendrick 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

    Last Listing Agent Chris Rhinesmith Compass Massachusetts, LLC

    319 Riverview Dr, Chatham, MA 02633
    • /41

      Est $1,701,788 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,205 Sq Ft

      39 Windward Passage, North Chatham, MA 02650

      39 Windward Passage, North Chatham, MA 02650
  • /77

    $1,850,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    32 Sunset Ln, Chatham, MA 02633

    Extremely rare opportunity! Available for the first time in 60+ years, this property is tucked away on a quiet lane in Chatham's coveted Old Village. The location offers the best of both worlds -- peaceful surroundings with easy access to Chatham's most beloved spots. Take the neighborhood path around Little Mill Pond for your morning coffee downtown, spend the day at Lighthouse Beach, launch a

    Tom Riley Compass Massachusetts, LLC

    32 Sunset Ln, Chatham, MA 02633
  • /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
    • /16

      Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 4,581 Sq Ft

      356 Stony Hill Rd, North Chatham, MA 02650

      356 Stony Hill Rd, North Chatham, MA 02650
  • /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
  • /50

    $1,200,000 Sold Apr 30, 2025

    54 Rowland Dr, North Chatham, MA 02650

    • 4 Beds
    • 3.5 Baths
    • 2,062 Sq Ft
    • Built 1970

    Last Sold Summary

    • 33% Below List Price
    • $582/SF
    • 282 Days On Market

    Current Estimated Value $1,327,532

    Last Listing Agent Barbara Garside eXp Realty, LLC

    54 Rowland Dr, North Chatham, MA 02650
    • /40

      Est $1,819,147 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,428 Sq Ft

      98 Orleans Rd, Chatham, MA 02633

      98 Orleans Rd, Chatham, MA 02633
  • /27

    $1,650,000

    • 1 Bath
    • 2,586 Sq Ft

    231 Crowell Rd, Chatham, MA 2633

    Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport. One bay has a gas heater and the second floor is ready to

    Judith Smith John C. Ricotta & Associates, Inc.

    231 Crowell Rd, Chatham, MA 2633
  • /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 $2,484,994

    Last Listing Agent Catherine Baran Corcoran Property Advisors

    290 Old Comers Rd, Chatham, MA 02633

Showing Results 41 - 80, Page 2 of 18

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