9,710

Chatham, MA Homes

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    • /10

      Est $915,772 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft

      30 Oceanview Terrace, Chatham, MA 02633

      30 Oceanview Terrace, Chatham, MA 02633
  • /17

    $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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /39

    $1,500,000 Sold Oct 03, 2025

    • 1,633 Sq Ft
    • $919/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1963

    17 Bog Way Rd, Chatham, MA 02633

    This contemporary home combines modern design with elevated, sweeping marsh views, just 0.3 miles from Ridgevale Beach. Completely renovated in 2017 with a California-inspired aesthetic, the interiors feature wall-to-wall windows that capture the landscape and provide multiple access points to private decks. The open layout includes a living room with a gas fireplace, dining area, and a sleek

    Chris Rhinesmith Compass Massachusetts, LLC

    17 Bog Way Rd, Chatham, MA 02633
    • /64

      Not Listed For Sale

      • 8 Beds
      • 4.5 Baths
      • 4,413 Sq Ft

      111 Barcliff Ave, Chatham, MA 02633

      111 Barcliff Ave, Chatham, MA 02633
  • /6

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    99 A Leonard Way, Chatham, MA 02633

    Living the Cape Cod Dream: Relocating to ChathamHave you ever dreamed of waking up to salty sea air, scenic harbor views, and small-town charm? If so, relocating to Chatham, Massachusetts might just be the lifestyle upgrade you’ve been searching for. Nestled on the elbow of Cape Cod, Chatham blends coastal beauty with historic character, offering residents a unique mix of peace, recreation, and

    Terry Hayes The Paladin Group, LLC

    99 A Leonard Way, Chatham, MA 02633
  • /46

    $4,000,000 Sold Oct 03, 2025

    • 2,998 Sq Ft
    • $1,334/SF
    • 150 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1820

    85 Main St, Chatham, MA 02633

    OFFERED FULLY FURNISHED INCLUDING ALL CONTENTS SO YOU CAN MOVE RIGHT IN! // Ideally situated in one of Chatham's most sought-after enclaves, just steps from iconic Lighthouse Beach, this exceptional home is rich in character and timeless charm. Beautifully maintained, it offers sun-filled, spacious interiors that transition seamlessly between formal elegance and casual comfort.The thoughtfully

    Chris Rhinesmith Compass Massachusetts, LLC

    85 Main St, Chatham, MA 02633
    • /11

      Est $5,255,109 Not Listed For Sale

      • 5 Beds
      • 9 Baths
      • 5,750 Sq Ft

      84 Doane Rd, Chatham, MA 02633

      84 Doane Rd, Chatham, MA 02633
  • /13

    $699,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Significant Price Reduction- don't miss your opportunity!! Come see this delightful 2 bed/1 bath gem! It has been thoughtfully updated making it move-in ready while still offering tons of potential for all your personal touches. Nestled in a prime location on a quiet street, you'll be just steps from the bike path, conservation paths, school, pickleball courts, sidewalks to town- ideal for anyone

    Beth Ryan Compass

    39 Meadow Brook Rd, Chatham, MA 02650
  • /37

    $2,610,000 Sold Oct 02, 2025

    • 2,133 Sq Ft
    • $1,224/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1810

    51 Shattuck Place, Chatham, MA 02633

    This exquisitely renovated Cape located on one of the most coveted streets in Chatham is close to Main Street, Chase Park, Oyster Pond, and more. Beautiful curb appeal welcomes you inside to a lovely open floor plan. White cottage-style kitchen w/center-island; adjacent open dining w/plentiful glass & French door to the back patio. Spacious living room offers abundant built-ins and fireplace. An

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    51 Shattuck Place, Chatham, MA 02633
    • /37

      Est $1,922,601 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,896 Sq Ft

      31 Mill Pond Rd, Chatham, MA 02633

      31 Mill Pond Rd, Chatham, MA 02633
  • /26

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This second-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front. Inside, the unit is

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /53

    $900,000 Sold Oct 01, 2025

    • 1,188 Sq Ft
    • $758/SF
    • 6 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1968

    61 Cod Ln, Chatham, MA 02633

    Enjoy easy living with everything Chatham at your doorstep. In a storybook neighborhood where dog walkers, joggers, and bikers enjoy tree-lined streets, this home is close to A's baseball games, Chatham Bars Inn, beaches, and downtown shops and dining.The inviting floor plan features an open living and dining area with wood floors, built-in bookshelves, and a cozy fireplace - perfect for warm

    Sarah Keith eXp Realty, LLC

    61 Cod Ln, Chatham, MA 02633
    • /30

      Est $3,487,583 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,662 Sq Ft

      16 Nameless Ln, Chatham, MA 02633

      16 Nameless Ln, Chatham, MA 02633
  • /17

    $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

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /36

    $1,249,000 Sold Oct 01, 2025

    • 1,775 Sq Ft
    • $704/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    1775 Main St, Chatham, MA 02633

    Completed in 2023 and gently lived in--never rented--this immaculate 3-bedroom, 2-bath ranch offers easy one-floor living and the peace of mind with a new construction home. Located on a spacious 0.87-acre lot just down the road from some of Chatham's most beloved beaches and popular dining destinations, this property is move-in ready and ideal as a full-time residence, vacation home, or

    Andrew Grattan Christie's International Real Estate Atlantic Brokerage

    1775 Main St, Chatham, MA 02633
    • /59

      Est $2,980,418 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,097 Sq Ft

      81 Mill Pond Rd, Chatham, MA 02633

      81 Mill Pond Rd, Chatham, MA 02633
  • /30

    $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 second-floor condominium offers a rare opportunity to own in one of Cape Cod's most coveted locations. Perfect as a seasonal retreat, investment property, or smart entry into the Chatham market, it blends convenience and charm. Sunlight fills the welcoming interior, highlighting hardwood floors, a cozy wood-burning fireplace, and

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • /43

    $1,511,258 Sold Oct 01, 2025

    • 2,008 Sq Ft
    • $753/SF
    • 175 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    9 Bettys Path, Chatham, MA 02633

    Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a

    Shane Masaschi Compass

    9 Bettys Path, Chatham, MA 02633
    • /35

      Est $1,015,721 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 748 Sq Ft

      8 Oyster Dr, Chatham, MA 02633

      8 Oyster Dr, Chatham, MA 02633
  • /77

    $1,995,000

    • 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
  • /37

    $1,354,321 Sold Sep 30, 2025

    • 2,863 Sq Ft
    • $473/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    96 Uncle Deans, Chatham, MA 02633

    Charming Retreat with Taylor's Pond Access This 3-bedroom, 2.5-bath home offers beautiful water views and deeded access to Taylor's Pond in a quaint South Chatham neighborhood. The main level features an open Kitchen, Dining, and Living area with a large deck overlooking the pond, plus central A/C, gas heat, and home generator. The finished lower level includes a full bath, and the property also

    Tim Bailey John C. Ricotta & Associates, Inc.

    96 Uncle Deans, Chatham, MA 02633
    • /38

      Est $1,750,610 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,596 Sq Ft

      92 Old Field Bend, North Chatham, MA 02650

      92 Old Field Bend, North Chatham, MA 02650
  • /11

    $995,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    20 Cedar Swamp Ln, Chatham, MA 02633

    Discover the essence of Cape Cod living at this waterfront retreat on Stage Harbor. Tucked away on a quiet lane yet close to Chatham Village, the property offers sweeping views with ever-changing tidal scenery, birdlife, and spectacular sunsets. The home features a welcoming coastal vibe with sun-filled living spaces, while outdoor areas are ideal for entertaining or quiet reflection. A firepit

    Ellen Valentgas Sotheby's International Realty

    20 Cedar Swamp Ln, Chatham, MA 02633
  • /39

    $1,354,321 Sold Sep 30, 2025

    • 2,863 Sq Ft
    • $473/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    96 Uncle Deane's Rd, Chatham, MA 02659

    Charming Retreat with Taylor's Pond AccessThis 3-bedroom, 2.5-bath home offers beautiful water views and deeded access to Taylor's Pond in a quaint South Chatham neighborhood. The main level features an open Kitchen, Dining, and Living area with a large deck overlooking the pond, plus central A/C, gas heat, and home generator. The finished lower level includes a full bath, and the property also

    Tim Bailey John C Ricotta & Assoc.

    96 Uncle Deane's Rd, Chatham, MA 02659
    • /54

      Est $1,730,776 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,352 Sq Ft

      52 Wentworth Ln, North Chatham, MA 02650

      52 Wentworth Ln, North Chatham, MA 02650
  • /36

    $849,000

    • 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
  • /32

    $5,750,000 Sold Sep 30, 2025

    • 4,654 Sq Ft
    • $1,235/SF
    • 107 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1965

    25 Wikis Way, Chatham, MA 02633

    TIMELESS COASTAL LUXURY // Prepare to be embraced by one of the most breathtaking panoramas in all of Cape Cod. This exceptional property offers sweeping and unobstructed views that stretch from Stage Harbor and the iconic Chatham Lighthouse, to the natural beauty of Monomoy Island and the sparkling expanse of the Atlantic Ocean. From first light until sunset, this coastal retreat is surrounded

    Chris Rhinesmith Compass Massachusetts, LLC

    25 Wikis Way, Chatham, MA 02633
    • /47

      Est $2,056,809 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,524 Sq Ft

      75 Whidah Rd, North Chatham, MA 02650

      75 Whidah Rd, North Chatham, MA 02650
  • /42

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,179 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
  • /2

    $1,100,000 Sold Sep 29, 2025

    • Land
    • 0.49 Acre
    • $2,244,898 per Acre
    • 1 Day On Market

    0 Woodland Way, Chatham, MA 02650

    The private neighborhood of Harbor Coves which affords privacy and deeded rights to the Association beach on Crow's Pond is very private. This opportunity to build on one of the only remaining undeveloped lots is an exceptional opportunity. Located at the intersection of Woodland Way and Cove Rd. this wooded corner lot is exquisite! All information is deemed reliable but not guaranteed.

    Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    0 Woodland Way, Chatham, MA 02650
    • /9

      Est $692,852 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 873 Sq Ft

      83 Old Mail Rd, North Chatham, MA 02650

      83 Old Mail Rd, North Chatham, MA 02650
  • /47

    $7,999,000

    • 4 Beds
    • 6 Baths
    • 4,717 Sq Ft

    246 Stage Island Rd, Chatham, MA 02633

    Set on nearly an acre in one of Chatham's most coveted enclaves, this Stage Island residence offers an extraordinary combination of refined craftsmanship and sweeping Stage Harbor views. The welcoming foyer opens to a dramatic living room with walls of glass framing the water, filling the space with natural light. A stylish kitchen with center island and dining area extends to an expansive deck,

    Chris Rhinesmith Compass Massachusetts, LLC

    246 Stage Island Rd, Chatham, MA 02633
  • /34

    $1,575,000 Sold Sep 29, 2025

    • 2,844 Sq Ft
    • $554/SF
    • 360 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    4 Nickerson's Cir, Chatham, MA 02659

    Just completed and ready for immediate occupancy! This custom designed, classic Gambrel Cape is located on a private retreat lot, conveniently located between Chatham Village and Harwich Port with their shops, galleries and fabulous restaurants. AND less than one mile to several Nantucket Sound beaches! The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with

    Pat Butler Coldwell Banker Realty - Hingham

    4 Nickerson's Cir, Chatham, MA 02659
    • /18

      Est $316,209 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      197 Stony Hill Rd Unit C, Chatham, MA 02633

      197 Stony Hill Rd Unit C, Chatham, MA 02633
  • /28

    $489,000

    • 2 Beds
    • 1.5 Baths
    • 576 Sq Ft

    19 Captain Richards Way Unit 1, Chatham, MA 02633

    Coastal Charm in Chatham. Located in one of Cape Cod's most sough-after towns, this updated seasonal free standing cottage offers the perfect blend of charm, conveniience and summer living. Just mins to Harding's Beach, shops, and restaurants, it features a bright open layout with vaulted ceilings skylight and whitewashed wood throughout. The kitchen includes vintage inspired appliances butcher

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    19 Captain Richards Way Unit 1, Chatham, MA 02633
  • /18

    $575,000 Sold Sep 25, 2025

    • 1,356 Sq Ft
    • $424/SF
    • 354 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    19 Stoughton Ln, Chatham, MA 2633

    Here is your chance to own a slice of seaside Chatham! This prime location is only a short walk or .02 miles to stunning Ridgevale Beach on pristine Nantucket Sound. Included in the sale is a passing 3 bedroom Title V septic. Seller has building plans for a 3 bedroom, 2 bath, 1356 SF home. Imagine the possibilities of creating your own home on this rare piece of land in this welcoming, quaint

    Shane Masaschi Compass

    19 Stoughton Ln, Chatham, MA 2633
    • /53

      Est $1,195,554 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 2,546 Sq Ft

      43 Misty Meadow Ln Unit B, North Chatham, MA 02650

      43 Misty Meadow Ln Unit B, North Chatham, MA 02650
  • /42

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,069 Sq Ft

    6 Stephen Dr, Chatham, MA 02633

    Set in one of West Chatham's most desirable neighborhoods, minutes from Hardings and Ridgevale beaches, this residence stands out for its scale, flexibility, and refined design. Sunlight fills the interiors, where large windows frame backyard and cranberry bog views and create a bright, welcoming atmosphere. The home offers four bedrooms plus a versatile office/bonus room and 4.5 baths, designed

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    6 Stephen Dr, Chatham, MA 02633
  • /16

    $7,790,000 Sold Sep 24, 2025

    • 4,020 Sq Ft
    • $1,938/SF
    • 1 Day On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1993

    169 Shore Rd, Chatham, MA 02633

    Steps from the iconic Chatham Bars Inn, this extraordinary coastal residence has been reenvisioned to offer the perfect blend of timeless seaside character and modern sophistication. The result of a visionary collaboration between Turntide Development and Schneeberger Collective, this luxurious home has undergone a full-scale transformation under the direction of architect Leslie Schneeberger.

    Chris Rhinesmith Compass Massachusetts, LLC

    169 Shore Rd, Chatham, MA 02633
    • /29

      Est $1,029,899 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,812 Sq Ft

      39 Misty Meadow Ln, North Chatham, MA 02650

      39 Misty Meadow Ln, North Chatham, MA 02650

Showing Results 81 - 120, Page 3 of 18

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