9,751

Chatham, MA Homes

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  • /59

    $1,200,000 Sold Feb 24, 2025

    • 1,617 Sq Ft
    • $742/SF
    • 256 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    1174 Old Queen Anne Rd, Chatham, MA 02633

    First time on the market! Experience coastal living surrounded by conservation areas and stunning sunsets. This remarkable Chatham year-round retreat spans 2.1 acres with views along Monomoy River. The main house features single-story living with two bedrooms, cozy living areas, bonus area and captivating outdoor garden spaces. The late 1800's original cottage offers the opportunity to be a

    Paul McCormick Gibson Sotheby's International Realty

    1174 Old Queen Anne Rd, Chatham, MA 02633
    • /22

      Est $993,332 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,402 Sq Ft

      82 Cod Ln, Chatham, MA 02633

      82 Cod Ln, Chatham, MA 02633
  • /55

    $950,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,362 Sq Ft

    40 Florence Dr, South Chatham, MA 02659

    South of 28 Chatham 3BR ranch for sale just 0.3 miles from beautiful Forest Beach on the ocean! Renovated in 2002 with a vaulted ceiling living room addition that doubles as a sunroom & opens to a large dining area that can fit all your guests around a big table. Hardwood floors in all 3 bedrooms, living room/sunroom & dining room. First-floor bathroom updated in 2009 with walk-in shower &

    Melanie Cauchon Melanie Cauchon Real Estate

    40 Florence Dr, South Chatham, MA 02659
  • /46

    $4,000,000 Sold Feb 21, 2025

    • 4,195 Sq Ft
    • $954/SF
    • 2 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2004

    43 Chatham Heights Rd, Chatham, MA 02633

    On a tucked away street near town, beaches and some of Chatham favorite restaurants, this private hideaway on 1.4 acres transports you to a serene and sun-infused getaway overlooking a lush landscape of greenery and sparkling pond views. Custom design detail, soothing color palette and a sophisticated open floor plan make this home truly unique. A generous great room is anchored by a wood burning

    Chris Rhinesmith Compass Massachusetts, LLC

    43 Chatham Heights Rd, Chatham, MA 02633
    • /20

      Est $1,949,298 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,945 Sq Ft

      303 Old Harbor Rd, Chatham, MA 02633

      303 Old Harbor Rd, Chatham, MA 02633
  • /2

    $549,000

    • Land
    • 1.20 Acres
    • $457,500 per Acre

    0 Reynolds Cir Unit 22501745, Chatham, MA 02633

    This gorgeous 5-bedroom lot offers the rare opportunity to create your ideal custom home in a private, tranquil setting--tucked away from the traffic of Chatham's busy main roads. Whether you're looking to build immediately or hold for the future, this prime piece of land is ready for your vision. The lot is sized for a by-right, 5-bedroom build and offers plenty of space to design a home with

    Derek Greene The Greene Realty Group

    0 Reynolds Cir Unit 22501745, Chatham, MA 02633
  • /43

    $1,400,000 Sold Feb 20, 2025

    • 2,124 Sq Ft
    • $659/SF
    • 136 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    17 Menekish Ln, Chatham, MA 02633

    Located on a tranquil private lane in highly desirable North Chatham, 17 Menekish Lane is on the market for the first time. A scenic stroll or bike ride of less than a mile takes you to the heart of charming downtown Chatham, where boutique shops, delightful restaurants, and the iconic Chatham Bars Inn await. A quick stroll down the street brings you to Cow Yard Beach for kayaking or standup

    Daren Marvin Sotheby's International Realty

    17 Menekish Ln, Chatham, MA 02633
    • /53

      Est $2,194,842 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,670 Sq Ft

      390 Old Harbor Rd, Chatham, MA 02633

      390 Old Harbor Rd, Chatham, MA 02633
  • /28

    $849,000

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

    96 Island View Ln, South Chatham, MA 02659

    Attention Builders! This 3 BR, 2 Bath Cape offers curb appeal and a desirable cul-de-sac neighborhood location just 8/10 mile to Cockle Cove Beach. Huge potential awaits to create your Chatham dream home; bring your ideas! Great floor plan to work with includes open living and dining, good-sized kitchen, BRs and a bath on each level, plus a 12 x 19 attic perfect for finishing. Full walk-out

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    96 Island View Ln, South Chatham, MA 02659
  • /50

    $2,450,000 Sold Feb 18, 2025

    • 3,193 Sq Ft
    • $767/SF
    • 27 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2016

    55 Youngs Rd, Chatham, MA 2633

    This beautifully crafted Chatham residence is 3/4 of a mile from the Barn Hill Rd boat landing (Home of Chatham Kayak Co and Chatham Shellfish Co) and just under a mile from Harding's Beach. Upon entering the main level, you are greeted by stunning oak floors that exude warmth and elegance throughout. The chef's kitchen features exquisite quartz countertops and top-of-the-line Viking appliances.

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    55 Youngs Rd, Chatham, MA 2633
    • /10

      Est $921,245 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft

      30 Oceanview Terrace, Chatham, MA 02633

      30 Oceanview Terrace, Chatham, MA 02633
  • /35

    $5,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,998 Sq Ft

    85 Main St, Chatham, MA 02633

    Situated in one of Chatham’s most desirable neighborhoods, this classic Cape-style home blends timeless charm with modern comfort. Featuring three bedrooms—including a luxurious primary suite—light-filled living spaces, and a chef’s kitchen that opens to a stunning stone patio and landscaped yard, this home is made for relaxed coastal living. Enjoy multiple fireplaces, a custom bar, formal

    Chris Rhinesmith Compass

    85 Main St, Chatham, MA 02633
  • /28

    $475,000 Sold Feb 14, 2025

    • 616 Sq Ft
    • $771/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1846

    435 Main St, Chatham, MA 2633

    Positioned just off Chatham's iconic Main Street, this freestanding 2-bedroom, 1-bath condo offers charm, convenience, and opportunity. With a thoughtful layout, the main level features an open-concept living space, while two bedrooms upstairs provide privacy and comfort.This property boasts a strong rental history but could also be the perfect summer escape or a valuable addition to a savvy

    435 Main St, Chatham, MA 2633
    • /26

      Est $5,243,440 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,880 Sq Ft

      84 Doane Rd, Chatham, MA 02633

      84 Doane Rd, Chatham, MA 02633
  • /36

    $7,200,000

    • 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
  • /10

    $192,000 Sold Feb 13, 2025

    • 450 Sq Ft
    • $427/SF
    • 37 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1991

    33 Cross St Unit 4, Chatham, MA 02633

    Here is your opportunity to have a unique and convenient spot right in downtown Chatham. This Chatham House Co-Op unit features a spacious bedroom and bathroom, a cozy kitchen, and a comfortable living space. Among other items, the monthly fee includes all utilities, and covers structural and mechanical maintenance. Extra storage and laundry can be found in the shared basement. A small deck off

    Brennan Finnegan William Raveis Real Estate & Home Services

    33 Cross St Unit 4, Chatham, MA 02633
    • /26

      Est $1,916,095 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,434 Sq Ft

      24 Shattuck Place, Chatham, MA 02633

      24 Shattuck Place, Chatham, MA 02633
  • /38

    $850,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    25 Partridge Path, South Chatham, MA 02659

    This one owner, custom built home, by Cape Cod Associates, was forward thinking and designed in 1981 as a passive solar house. Today it is a fully solar, efficient electric home with solar panels that are owned and create credits throughout the year. The thoughtful floor plan allows for seasonal views of the pond. Newer sliders off of the great room, dinning room and den walkout to the expansive

    James Van Ness Kinlin Grover Compass

    25 Partridge Path, South Chatham, MA 02659
  • /22

    $415,000 Sold Feb 11, 2025

    • 1,080 Sq Ft
    • $384/SF
    • 71 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 207, Chatham, MA 02633

    Welcome home to easy living at Park Place, a 62+ senior independent living community centrally located in the quaint seaside village of Chatham! Privacy abounds in this second floor, corner unit with a multitude of recent upgrades and highly desirable features like high-end laminate flooring, new primary shower, granite countertops, a new range & French door refrigerator, large walk-in closet in

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    912 Main St Unit 207, Chatham, MA 02633
    • /30

      Est $3,761,189 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
  • /46

    $649,000

    • 3 Beds
    • 4.5 Baths
    • 2,493 Sq Ft

    16 Captain's Cove Ln Unit 5, Chatham, MA 02650

    Enjoy your dream Cape vacation destination in this shared-ownership, professionally managed waterfront property in North Chatham. The house features 3 bedrooms and 4 and a half bathrooms with breath taking views of Ryders Cove. Encompassing 3200 sq ft of living space, the property is being offered as shared ownership among five owners (20% share). The first floor features an open floor plan with

    Paul McCormick Gibson Sotheby's International Realty

    16 Captain's Cove Ln Unit 5, Chatham, MA 02650
  • /52

    $970,000 Sold Feb 07, 2025

    • 1,331 Sq Ft
    • $729/SF
    • 51 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    58 Diane Dr, Chatham, MA 02633

    This charming ranch style home is located in the highly sought after Ridgevale Beach Hills Community. The property offers 2 bedrooms (one on either side of the home), a spacious bathroom, wood burning fireplace, interior access to the garage, second floor home office and playroom, a spacious living room with lots of natural light, panoramic views of the marsh, hardwood floors, and exterior access

    A Cape Life Today Real Estate

    58 Diane Dr, Chatham, MA 02633
    • /58

      Est $4,528,164 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,298 Sq Ft

      39 Homestead Ln, Chatham, MA 02633

      39 Homestead Ln, Chatham, MA 02633
  • /30

    $850,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    25 Partridge Path, Chatham, MA 02633

    This one owner, custom built home, by Cape Cod Associates, was forward thinking and designed in 1981 as a passive solar house. Today it is a fully solar, efficient electric home with solar panels that are owned and create credits throughout the year. The thoughtful floor plan allows for seasonal views of the pond. Newer sliders off of the great room, dinning room and den walkout to the expansive

    Team Van Ness Kinlin Grover Compass

    25 Partridge Path, Chatham, MA 02633
  • /47

    $2,850,000 Sold Feb 03, 2025

    • 2,399 Sq Ft
    • $1188/SF
    • 91 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1956

    47 Quasson Rd, Chatham, MA 02633

    Rare opportunity in Mattaquason Point Association! This 4-bedroom 4-bath home is being offered for the first time in a generation. Sited on almost half an acre, and steps away from both downtown Chatham and Lighthouse Beach, this private neighborhood also boasts deeded access to ''the sandbox'' on Chatham Harbor where you can enjoy the morning sunrise on association-owned Adirondack chairs... or

    Kristin Muller John C Ricotta & Assoc.

    47 Quasson Rd, Chatham, MA 02633
    • /59

      Est $3,163,716 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
  • /42

    $649,000

    • 3 Beds
    • 4.5 Baths
    • 2,493 Sq Ft

    16 Captain's Cove Ln, Chatham, MA 02650

    Enjoy your dream Cape vacation destination in this shared-ownership, professionally managed waterfront property in North Chatham. The house features 3 bedrooms and 4 and a half bathrooms with breath taking views of Ryders Cove. Encompassing 3200 sq ft of living space, the property is being offered as shared ownership among five owners (20% share). The first floor features an open floor plan with

    Paul McCormick Gibson Sotheby's International Realty

    16 Captain's Cove Ln, Chatham, MA 02650
  • /30

    $2,195,800 Sold Jan 31, 2025

    • 3,776 Sq Ft
    • $582/SF
    • 1 Day On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2001

    72 Old Field Bend, North Chatham, MA 02650

    This is a rare chance to own a coastal retreat in North Chatham's coveted Cannon Hill Association. Built in 2001, this 4 BR, 4.5 BA colonial thoughtfully marries modern comforts with Cape Cod authenticity, offering a wonderful floor-plan perfect for entertaining and hosting guests. Warm hardwood floors guide you into a welcoming living room anchored by a gas fireplace, while the chef's

    72 Old Field Bend, North Chatham, MA 02650
    • /25

      Est $1,121,764 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 737 Sq Ft

      9 Scallop Terrace, Chatham, MA 02633

      9 Scallop Terrace, Chatham, MA 02633
  • /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
  • /31

    $800,000 Sold Jan 31, 2025

    • 1,976 Sq Ft
    • $405/SF
    • 121 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    53 Partridge Path, South Chatham, MA 02659

    This immaculate, spacious three bedroom, 2.5 bath colonial is privately set on a cul-de-sac! This beautiful home features a front to back living room with gas fired wood stove set in the fire place and double sliders to a sunny deck. A bright white on white eat in kitchen with light granite counters with sliders opening to a rear private deck is ideal for summer entertaining plus there is a

    Kayla Hilts Today Real Estate

    53 Partridge Path, South Chatham, MA 02659
    • /27

      Est $734,633 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 950 Sq Ft

      22 Starfish Ln, Chatham, MA 02633

      22 Starfish Ln, Chatham, MA 02633
  • /35

    $1,649,000

    • 6 Beds
    • 5 Baths
    • 2,662 Sq Ft

    72 Forest Beach Rd, Chatham, MA 02659

    South of Route 28 and 4/10 of a mile to Nantucket Sound, this one time "Chatham Motel" has been meticulously renovated. This 6 bedroom, 5 full bath property would make the perfect family compound or boutique hotel. Property is comprised of a well appointed ''main house'', and (4) attached self sufficient king suites with private entrances, kitchenettes, and private bathroom. The property is being

    72 Forest Beach Rd, Chatham, MA 02659
  • /28

    $800,000 Sold Jan 31, 2025

    • 1,976 Sq Ft
    • $405/SF
    • 124 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    53 Partridge Path, Chatham, MA 02633

    This immaculate and spacious colonial is privately set on a cul-de-sac! This beautiful home features a front to back living room with gas fired wood stove set in the fire place and double sliders to a sunny deck. A bright white on white eat in kitchen with light granite counters with sliders opening to a rear private deck is ideal for summer entertaining plus there is a formal dining room for

    53 Partridge Path, Chatham, MA 02633
    • /38

      Est $1,670,262 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
  • /55

    $1,400,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,391 Sq Ft

    68 Chippingstone Rd, Chatham, MA 02633

    A rare opportunity to own a pond front home in the highly desirable Riverbay Estates. Nestled on the tranquil shores of Pickerel Pond, this beautiful 4-bed, 3-bath home offers breathtaking water views and direct pond access, perfect for kayaking and paddleboarding. The spacious layout includes two bedrooms on the first floor, one of which is a primary suite with an en-suite bath, and two

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    68 Chippingstone Rd, Chatham, MA 02633
  • /63

    $5,875,000 Sold Jan 27, 2025

    • 4,000 Sq Ft
    • $1469/SF
    • 492 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1984

    270 Stage Island Rd, Chatham, MA 02633

    A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    270 Stage Island Rd, Chatham, MA 02633
    • /54

      Est $1,865,336 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
  • /12

    $735,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Refreshed and Renewed... Don't miss this incredible opportunity to own a property in a prime Chatham location, just a short stroll from downtown. Enjoy nearby conservation hiking trails, the Cape Cod Rail Trail, and tennis courts, all within walking distance. Restaurants, shops, beaches, parks, and schools are also just a half-mile away. This home features a bright living room with a fireplace,

    Barbara Garside eXp Realty, LLC

    39 Meadow Brook Rd, Chatham, MA 02650
  • /31

    $2,350,000 Sold Jan 25, 2025

    • 2,600 Sq Ft
    • $904/SF
    • 78 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2009

    22 Cahoons Hollow, Chatham, MA 02633

    Spectacular in-town location in the heart of Chatham. This charming residence nestled within a tranquil street is so convenient to all of Chatham Village's favorite restaurants, galleries and boutiques. Built in 2010, and designed with a timeless shingle style curb appeal marked by its inviting old fashion covered front porch, the property is a perfect blend of charm and modern design. With three

    Chris Rhinesmith Compass

    22 Cahoons Hollow, Chatham, MA 02633

Showing Results 81 - 120, Page 3 of 18

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