9,751

Chatham, MA Homes

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  • /36

    $495,000

    • 1 Bed
    • 1 Bath
    • 578 Sq Ft

    Unlisted Address

    Nestled above Bumbula ''It's All About Me'', Unit D at 425 Main Street offers an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    Unlisted Address
  • /30

    $9,525,000 Sold Dec 10, 2024

    • 7,700 Sq Ft
    • $1237/SF
    • 21 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1820

    178 Queen Anne Rd, Chatham, MA 02633

    Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched

    Brian Dougherty Corcoran Property Advisors

    178 Queen Anne Rd, Chatham, MA 02633
    • /46

      Est $1,387,479 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,491 Sq Ft

      265 Barcliff Ave, Chatham, MA 02633

      265 Barcliff Ave, Chatham, MA 02633
  • /35

    $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 an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

    425 Main St Unit D, Chatham, MA 02633
  • /55

    $1,615,000 Sold Dec 06, 2024

    • 2,726 Sq Ft
    • $592/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    111 Pleasant St, South Chatham, MA 02659

    Discover this beautifully crafted 2003 Cape home featuring three bedrooms, 2.5 baths, and 2,726 square feet on a spacious 20,000 sf lot. This property is south of Route 28, .5 mile to Pleasant St Beach on Nantucket Sound & offers pool potential. The first story features sun-filled office, a living room w/wood burning fireplace, a bright 4-season sunroom w/slider, a primary suite w/full bath &

    Shane Masaschi Kinlin Grover Compass

    111 Pleasant St, South Chatham, MA 02659
    • /24

      Est $3,501,001 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,421 Sq Ft

      125 Stage Harbor Rd, Chatham, MA 02633

      125 Stage Harbor Rd, Chatham, MA 02633
  • /8

    $349,900

    • Land
    • 0.47 Acre
    • $744,468 per Acre

    0 Tirrells Way, Chatham, MA 02659

    Building lot available! Located at the end of a cul-de-sac and abutting the Town Forest. Water Department has an easement for a road over the property at the edge of the lot boundary. All due diligence required for building allowances and restrictions are responsibility of the buyer.

    Kathy Doyle Gibson Sotheby's International Realty

    0 Tirrells Way, Chatham, MA 02659
  • /41

    $985,000 Sold Dec 06, 2024

    • 2,080 Sq Ft
    • $474/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    62 Duck Marsh Ln, Chatham, MA 02633

    Situated in a highly desirable, private enclave, 62 Duck Marsh Lane embodies the charm and allure of Cape Cod living with a convenient location within Chatham. Its prime location offers easy access to North Chatham, as well as Chatham's famous Main Street and beaches, plus the vibrant Orleans and Harwich hot spots.With authentic cedar shingle siding and beautifully manicured landscaping, this

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    62 Duck Marsh Ln, Chatham, MA 02633
    • /62

      Est $2,315,383 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,732 Sq Ft

      276 Stage Harbor Rd, Chatham, MA 02633

      276 Stage Harbor Rd, Chatham, MA 02633
  • /42

    $5,400,000

    • 4 Beds
    • 5.5 Baths
    • 5,372 Sq Ft

    335 Stage Island Rd, Chatham, MA 02633

    Family-friendly home on Chatham's private Stage Island boasts captivating views. This 10-room, 4-BR, 5.5-bath shingle-style home has 5,372 sf of living space designed for entertaining, indoors and out. The bright and airy 1st floor features a spacious great room with towering windows, coffered ceiling, and Rumford fireplace. The kitchen boasts a large center island, custom wet bar, and butler’s

    335 Stage Island Rd, Chatham, MA 02633
  • /72

    $1,155,000 Sold Dec 06, 2024

    • 1,540 Sq Ft
    • $750/SF
    • 173 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1940

    249 Ridgevale Rd, Chatham, MA 02633

    ''High Noon'' is a cozy summer retreat and profitable investment property in one of Chatham's most sought-after Nantucket Sound beach neighborhoods. The house was recently updated in 2022 and is conveniently located only .3 miles from the beautiful Ridgevale Beach. As you step inside, you will be greeted by a sun-filled enclosed front porch that leads into the open living room and dining area

    Jack Bohman Gibson Sotheby's International Realty

    249 Ridgevale Rd, Chatham, MA 02633
    • /40

      Est $5,615,326 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 4,576 Sq Ft

      177 Cross St, Chatham, MA 02633

      177 Cross St, Chatham, MA 02633
  • /24

    $740,000

    • Land
    • 1.01 Acres
    • $732,673 per Acre

    1761 Main St, Chatham, MA 02633

    Price reduction! Just around the corner from Ridgevale beach in Chatham; lies this terrific opportunity to build a large home and guest house or 2 houses on this 1 acre lot that backs up to a cranberry bog. This lot has potential view of the cranberry bog and is very close to Ridgevale beach. If you are looking to build a large home with a guest house and a pool or even 2 houses; this lot has

    Kathleen Phelan Compass Massachusetts, LLC

    1761 Main St, Chatham, MA 02633
  • /3

    $350,000 Sold Dec 06, 2024

    • Land
    • 1.70 Acres
    • $205,882 per Acre
    • 267 Days On Market

    0 Country Side Dr, Chatham, MA 02633

    Build your dream home in Chatham on this sloping waterfront lot with beautiful water views of Monomoy River. Convenient to shopping, highway, Pleasant Bay and Goose Pond.

    Kathy Doyle Gibson Sotheby's International Realty

    0 Country Side Dr, Chatham, MA 02633
    • /44

      Est $6,554,800 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,567 Sq Ft

      52 Tisquantum Rd, Chatham, MA 02633

      52 Tisquantum Rd, Chatham, MA 02633
  • /21

    $740,000

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft

    1761 Main St, Chatham, MA 02633

    Price reduction! Just around the corner from Ridgevale beach in Chatham; lies this terrific opportunity to build a large home and guest house or 2 separate houses on this 1 acre lot that backs up to a cranberry bog. The lot has sewer hook up in front of the house. This lot has potential view of the cranberry bog and is very close to Ridgevale beach. If you are looking to build a large home with a

    Kathleen Phelan Compass Massachusetts, LLC

    1761 Main St, Chatham, MA 02633
  • /42

    $5,842,444 Sold Dec 03, 2024

    • 2,992 Sq Ft
    • $1953/SF
    • 25 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1940

    70 Sears Point Rd, Chatham, MA 02633

    70 Sears Point is a rare legacy property where Cape Cod history meets breathtaking beauty. Set on the bend of Oyster Pond River, and overlooking Stage Harbor, this generational estate offers 270-degree views, including the iconic Stage Harbor Lighthouse and the Atlantic beyond. Designed by Edward Sears Read, grandson of the renowned Willard T. Sears, and completed in 1940, this home harmoniously

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    70 Sears Point Rd, Chatham, MA 02633
    • /69

      Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 5,619 Sq Ft

      513 Stage Harbor Rd, Chatham, MA 02633

      513 Stage Harbor Rd, Chatham, MA 02633
  • /10

    $775,000

    • 2 Beds
    • 1 Bath
    • 572 Sq Ft

    82 Diane Dr, Chatham, MA 02633

    The 4th of July is less than 6 months away! Here is a rare opportunity to be a stone's throw from Ridgevale Beach with private association access via the Buck's Creek Association bridge. This 2-bedroom cape style cottage is ready for rehab, or a total rebuild. It sits on an elevated bluff and is not in the Flood Zone. Abutting conservation land, the site offers plenty of privacy and has great

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    82 Diane Dr, Chatham, MA 02633
  • /42

    $936,500 Sold Nov 29, 2024

    • 2,267 Sq Ft
    • $413/SF
    • 55 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2015

    1076 Main St Unit 1076, Chatham, MA 02633

    Discerning buyers will appreciate the 3 bath features and tranquil setting of this 2-bedroom, 3-bath condo on Perch Pond. The elegant décor, combined with the stunning water views creates a truly unique living experience. The open floor plan and upper level with water view offer endless possibilities for entertaining and relaxation, while your guests can enjoy their own private space. The

    Darci Sequin Gibson Sotheby's International Realty

    1076 Main St Unit 1076, Chatham, MA 02633
    • /39

      Est $2,007,726 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,445 Sq Ft

      560 Orleans Rd, North Chatham, MA 02650

      560 Orleans Rd, North Chatham, MA 02650
  • /14

    $1,000,000

    • Land
    • 0.16 Acre
    • $6,250,000 per Acre

    727 Main St, Chatham, MA 02633

    Take advantage of this last opportunity to build on a vacant lot on Main Street in downtown Chatham! This lot is 7,010 square feet (0.16 acres) located across from Chatham Veterans Field, home of the Chatham Anglers baseball team. This truly is the last opportunity to build on a vacant lot in downtown Chatham. For those who dreamed of building a home with a sense of community, who enjoy Chatham's

    Matthew Burger Kinlin Grover Compass

    727 Main St, Chatham, MA 02633
  • /62

    $936,500 Sold Nov 29, 2024

    • 2,267 Sq Ft
    • $413/SF
    • 56 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2015

    1076 Main St, Chatham, MA 02633

    Discerning buyers will appreciate the 3 bath features and tranquil setting of this 2-bedroom, 3-bath condo on Perch Pond. The elegant decor, combined with the stunning water views creates a truly unique living experience. The open floor plan and upper level with water view offer endless possibilities for entertaining and relaxation, while your guests can enjoy their own private space. The

    Darci Sequin Gibson Sotheby's International Realty

    1076 Main St, Chatham, MA 02633
    • /43

      Est $2,562,115 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,406 Sq Ft

      30 Pine Ln, North Chatham, MA 02650

      30 Pine Ln, North Chatham, MA 02650
  • /39

    $6,995,000

    • 7 Beds
    • 8.5 Baths
    • 7,111 Sq Ft

    114 Cranberry Ln, North Chatham, MA 02650

    Sited on a picturesque lane in a coveted North Chatham location, this custom estate home with deeded access to a private sandy beach on Pleasant Bay is being offered fully furnished and turn key!! Featuring the absolute best of coastal Cape Cod living, the 5+ bedroom Main House and 2 bedroom Guest House are like new, having been further improved and maintained to exacting standards. Thoughtfully

    Brian Dougherty Corcoran Property Advisors

    114 Cranberry Ln, North Chatham, MA 02650
  • /42

    $665,000 Sold Nov 26, 2024

    • 1,428 Sq Ft
    • $466/SF
    • 18 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1979

    235 Morton Rd, South Chatham, MA 02659

    Charming Cape on the outside, delightfully different floor plan on the inside! Open concept on the main floor with a newer kitchen, large pantry closet, dining area, and fireplace in the living area which has a cathedral ceiling. Also features a recreation room in the back with a newer slider to a patio. Ductless AC (3) and newer windows, plus Versatex PVC trim boards for an easy maintenance

    Amy Harbeck Kinlin Grover Compass

    235 Morton Rd, South Chatham, MA 02659
    • /42

      Est $3,051,230 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,595 Sq Ft

      79 Frost Fish Rd, North Chatham, MA 02650

      79 Frost Fish Rd, North Chatham, MA 02650
  • /42

    $1,635,000

    • 3 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    315 Pleasant St, South Chatham, MA 02659

    Chatham - The salt waters of Nantucket Sound greet you instantly here at 315 Pleasant Street! This is a rare opportunity to live high and dry and a mere 350 yards from one of the finest and best stretches of sandy beach on Nantucket Sound. 315 Pleasant Street has been lovingly maintained and recently improved and upgraded by the current owners. Enjoy water views from the primary bedroom's

    Ritu Chawla Gibson Sotheby's International Realty

    315 Pleasant St, South Chatham, MA 02659
  • /25

    $360,000 Sold Nov 25, 2024

    • 1,011 Sq Ft
    • $356/SF
    • 125 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 213, Chatham, MA 02633

    PRICE DROP! You will have no worries in this 62 plus independent living community in a desirable location in the heart of Chatham. Enjoy the peace of mind that comes with maintenance free living, 24 hour security/concierge services, and an in-unit emergency call safety system in this move-in ready two bedroom, two-bath condo with a full sized kitchen, stackable washer/dryer, central AC, and

    Phyllis Power Kinlin Grover Compass

    912 Main St Unit 213, Chatham, MA 02633
    • /47

      Est $2,877,758 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,996 Sq Ft

      74 Frost Fish Rd, North Chatham, MA 02650

      74 Frost Fish Rd, North Chatham, MA 02650
  • /23

    $2,950,000

    • 7 Beds
    • 3 Baths
    • 2,460 Sq Ft

    30 Mill Hill Ln, Chatham, MA 02633

    Rare and unique opportunity to own a classic Cape Cod compound in Chatham's iconic Old Village. Tucked at the end of a quiet lane just moments to town, lighthouse and beach. This hide-a-away compound built in 1840 consists of a four bedroom main house, three bedroom guest cottage and a small carriage house currently used as a workshop with a lively history as a neighborhood entertainment venue.

    Chris Rhinesmith Compass Massachusetts, LLC

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

    $4,300,000 Sold Nov 22, 2024

    • 3,533 Sq Ft
    • $1217/SF
    • 64 Days On Market
    • 4 Beds
    • 6.5 Baths
    • Built 2007

    39 Seaview Terrace, Chatham, MA 02633

    This stunning in-town property is privately set back and offers sweeping vistas of Chatham Seaside Links and distant views of the Atlantic. The open floor plan seamlessly blends indoor and outdoor living with breathtaking views from nearly every room. Architecturally striking, the shingle style gambrel features elegantly appointed interiors, quality craftsmanship, and ample living space with four

    Chris Rhinesmith Compass Massachusetts, LLC

    39 Seaview Terrace, Chatham, MA 02633
    • /25

      Est $460,386 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,038 Sq Ft

      409 Orleans Rd Unit A, North Chatham, MA 02650

      409 Orleans Rd Unit A, North Chatham, MA 02650
  • /32

    $1,469,000

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

    558 Fox Hill Rd, Chatham, MA 02633

    New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and

    John DePreaux Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • /48

    $850,000 Sold Nov 19, 2024

    • 2,328 Sq Ft
    • $365/SF
    • 35 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1974

    11 Oak Hill Rd, Chatham, MA 02633

    Welcome to 11 Oak Hill Rd, a charming Cape-style home nestled in the heart of Chatham. This tastefully updated 4-bedroom, 3-bathroom residence offers 2,328 square feet of living space, perfectly situated on a .46-acre lot. Step inside to discover a brand-new kitchen, completed in 2023, that will delight any home chef with its modern finishes and ample storage. The open floor plan flows well, with

    John Mahan William Raveis Real Estate & Home Services

    11 Oak Hill Rd, Chatham, MA 02633
    • /18

      Est $517,577 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,013 Sq Ft

      407 Orleans Rd Unit B, North Chatham, MA 02650

      407 Orleans Rd Unit B, North Chatham, MA 02650
  • /41

    $4,400,000

    • 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
  • /22

    $638,000 Sold Nov 18, 2024

    • 925 Sq Ft
    • $690/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    16 Starfish Ln, Chatham, MA 02633

    Fantastic opportunity to own a waterfront condo in the desirable seaside village of Chatham on a private association beach and quick walk to town and marina. This updated sunny end unit has it all including modern amenities such as; comfortably sleeps 6, two full baths, cathedral ceilings on second floor, sliders to deck and patio, washer dryer, hardwood floors, a/c, tastefully furnished to name

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    16 Starfish Ln, Chatham, MA 02633
    • /26

      Est $392,617 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 836 Sq Ft

      36 Misty Meadow Ln Unit 1, North Chatham, MA 02650

      36 Misty Meadow Ln Unit 1, North Chatham, MA 02650
  • /50

    $4,400,000

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

    67 Uncle Alberts Dr, Chatham, MA 02633

    NEWLY REDUCED! 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 is defined by lovely grounds, water views, luxurious finishes, and a

    Chris Rhinesmith Compass Massachusetts, LLC

    67 Uncle Alberts Dr, Chatham, MA 02633

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