2,667

Barnstable, MA Homes

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  • 287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    /69

    $4,200,000

    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    287 Cedar St, Chatham, MA 02633

    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

    Agent Photo

    Shane Masaschi

    Compass

    (508) 290-5337

    287 Cedar St, Chatham, MA 02633
  • 99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    /35

    $690,900 Sold Aug 07, 2025

    • 1,008 Sq Ft
    • $685/SF
    • 54 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1964

    99 Heritage Ln, Chatham, MA 02633

    What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations

    Ella Leavitt Compass

    99 Heritage Ln, Chatham, MA 02633
    • 114 Main St, Chatham, MA 02633
      114 Main St, Chatham, MA 02633
      114 Main St, Chatham, MA 02633
      /51

      Est $3,015,836 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 4,449 Sq Ft

      114 Main St, Chatham, MA 02633

      114 Main St, Chatham, MA 02633
  • 101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    /71

    $6,695,000

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    101 Morris Island Rd, Chatham, MA 02633

    LIGHTHOUSE BEACH - Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva beautifully blends elegance and comfort. The open floor plan showcases oversized windows and soaring ceilings, allowing natural light to pour in and illuminating the stunning views of a heated pool, spa, outdoor kitchen, patio, gas fire-pit, outdoor shower, and irrigated fenced-in lawn. Ownership

    Jack Bohman Gibson Sotheby's International Realty

    101 Morris Island Rd, Chatham, MA 02633
  • 32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    /27

    $1,189,000 Sold Jul 31, 2025

    • 1,384 Sq Ft
    • $859/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    32 Bishops Terrace, Chatham, MA 02633

    This beautifully renovated 3-bed, 2-bath home sits on .37 acres in a convenient, near-town location, about a mile from Main Street Chatham. The home embodies easy indoor/outdoor single floor living with a resort feel. The main living room connects to the well-appointed kitchen with eat-in dining area and oversized island. On one side of the home, you will find two sun filled guest bedrooms and

    Justin Blair Monomoy Properties Group LLC

    32 Bishops Terrace, Chatham, MA 02633
    • 47 Gladen Ln, Chatham, MA 02633
      47 Gladen Ln, Chatham, MA 02633
      47 Gladen Ln, Chatham, MA 02633
      /37

      Est $2,647,459 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,203 Sq Ft

      47 Gladen Ln, Chatham, MA 02633

      47 Gladen Ln, Chatham, MA 02633
  • 335 Stage Island Rd, Chatham, MA 02633
    335 Stage Island Rd, Chatham, MA 02633
    335 Stage Island Rd, Chatham, MA 02633
    /71

    $4,750,000

    • 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 barrier beach and ocean 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, a coffered ceiling, and Rumford fireplace. The kitchen boasts top-of-the-line appliances,

    Jack Bohman Gibson Sotheby's International Realty

    335 Stage Island Rd, Chatham, MA 02633
  • 23 Oyster Pond Ln, Chatham, MA 02633
    23 Oyster Pond Ln, Chatham, MA 02633
    23 Oyster Pond Ln, Chatham, MA 02633
    /42

    $11,500,000 Sold Jul 29, 2025

    • 5,308 Sq Ft
    • $2,167/SF
    • 9 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1963

    23 Oyster Pond Ln, Chatham, MA 02633

    Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    23 Oyster Pond Ln, Chatham, MA 02633
    • 486 Shore Rd, Chatham, MA 02633
      486 Shore Rd, Chatham, MA 02633
      486 Shore Rd, Chatham, MA 02633
      /12

      Est $6,022,173 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,286 Sq Ft

      486 Shore Rd, Chatham, MA 02633

      486 Shore Rd, Chatham, MA 02633
  • 53 Gristmill Ln, Chatham, MA 02633
    53 Gristmill Ln, Chatham, MA 02633
    53 Gristmill Ln, Chatham, MA 02633
    /68

    $9,750,000

    • 5 Beds
    • 8 Baths
    • 6,722 Sq Ft

    53 Gristmill Ln, Chatham, MA 02633

    Wake up to captivating and shimmering water views from nearly every room in this stunning 5BR, 6 full & 2 half bath Little Mill Pond home. Completely rebuilt with exceptional craftsmanship, it blends custom trim, cabinetry & timeless design. Completely and masterfully rebuilt just a few years ago, this residence blends coastal elegance with modern convenience, all within walking distance to the

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    53 Gristmill Ln, Chatham, MA 02633
  • 912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    /30

    $507,000 Sold Jul 25, 2025

    • 1,293 Sq Ft
    • $392/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 305, Chatham, MA 02633

    This third floor 2bed/2bath unit has 1293 sqft of bright open space with a much sought after floor plan at Park Place, one of the best choices for 62+ independent living in Chatham. Features include a fully equipped kitchen separate dining area that extends into the spacious living area with custom built in bookshelf. The 2nd bedroom can easily be used as a den has an en suite and large walk in

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    912 Main St Unit 305, Chatham, MA 02633
    • 38 Sandy Shoes Ln, Chatham, MA 02633
      38 Sandy Shoes Ln, Chatham, MA 02633
      38 Sandy Shoes Ln, Chatham, MA 02633
      /42

      Est $3,799,931 Not Listed For Sale

      • 7 Beds
      • 5 Baths
      • 3,203 Sq Ft

      38 Sandy Shoes Ln, Chatham, MA 02633

      38 Sandy Shoes Ln, Chatham, MA 02633
  • 127 Wapoos Trail, Chatham, MA 02633
    127 Wapoos Trail, Chatham, MA 02633
    127 Wapoos Trail, Chatham, MA 02633
    /35

    $8,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,307 Sq Ft

    127 Wapoos Trail, Chatham, MA 02633

    Tucked within the exclusive & secluded enclave of Morris Island, this one-of-a-kind water view residence is a rare treasure offering architectural distinction and an intimate connection to Cape Cod's unspoiled coastal beauty. With panoramic views spanning Stage Harbor to the Atlantic shoreline, the home was thoughtfully designed to embrace its extraordinary setting—inviting nature's ever-changing

    Dee Sullivan Christie's International Real Estate Atlantic Brokerage

    127 Wapoos Trail, Chatham, MA 02633
  • 30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    /23

    $2,700,000 Sold Jul 24, 2025

    • 2,460 Sq Ft
    • $1,098/SF
    • 238 Days On Market
    • 7 Beds
    • 3 Baths
    • Built 1840

    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
    • 393 Main St, Chatham, MA 02633
      393 Main St, Chatham, MA 02633
      393 Main St, Chatham, MA 02633
      /26

      Est $2,044,841 Not Listed For Sale

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

      393 Main St, Chatham, MA 02633

      393 Main St, Chatham, MA 02633
  • 30 Tisquantum Rd, Chatham, MA 02633
    30 Tisquantum Rd, Chatham, MA 02633
    30 Tisquantum Rd, Chatham, MA 02633
    /52

    $7,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    30 Tisquantum Rd, Chatham, MA 02633

    What. A. View! 180 degree panoramic water vistas over The Atlantic Ocean, Chatham Harbor, and picturesque Stage Harbor set the tone for this shingled style home located high on a hill on private Morris Island. Sweeping ocean views and a private association beach combine with 2.33 acres to create a luxurious yet comfortable coastal retreat located in the Quitnesset Association.

    Lori Fanning Smith Compass Massachusetts, LLC

    30 Tisquantum Rd, Chatham, MA 02633
  • 88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    /62

    $4,695,000 Sold Jul 22, 2025

    • 4,112 Sq Ft
    • $1,142/SF
    • 14 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2003

    88 Champlain Rd, Chatham, MA 02633

    Coveted Chatham locations overlooking Stage Harbor, the iconic Stage Harbor Lighthouse and Nantucket Sound rarely come on the market. Located on the historic walking Loop, this 4 BR, 5.5 Bath, 3,914 sf home has compelling water views from every bedroom and includes a deeded private footpath to the sandy Stage Harbor shoreline. Highlights include high ceilings, custom crown moldings, built-in

    Jack Bohman Gibson Sotheby's International Realty

    88 Champlain Rd, Chatham, MA 02633
    • 10 Mill Hill Ln, Chatham, MA 02633
      10 Mill Hill Ln, Chatham, MA 02633
      10 Mill Hill Ln, Chatham, MA 02633
      /26

      Est $2,550,621 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
  • 12 Pond St, Chatham, MA 02633
    12 Pond St, Chatham, MA 02633
    12 Pond St, Chatham, MA 02633
    /60

    $7,299,000

    • 4 Beds
    • 5 Baths
    • 4,214 Sq Ft

    12 Pond St, Chatham, MA 02633

    Custom Home in Chatham Village. 4-bedroom, 5-bathroom residence located steps from Oyster Pond and its sandy beach. This thoughtful home offers open floor plan, high ceilings, hardwood floors and expansive water views. Deeded access to an association dock and mooring field for boating enthusiasts. The gourmet kitchen features stone countertops, large center island with seating, and premium

    Tim Bailey John C Ricotta & Assoc.

    12 Pond St, Chatham, MA 02633
  • 450 Old Harbor Rd, Chatham, MA 02633
    450 Old Harbor Rd, Chatham, MA 02633
    450 Old Harbor Rd, Chatham, MA 02633
    /31

    $1,450,000 Sold Jul 03, 2025

    • 1,510 Sq Ft
    • $960/SF
    • 265 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1830

    450 Old Harbor Rd, Chatham, MA 02633

    Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor. This two-bedroom, two and a half bath home features a private sandy beach with panoramic views out to the Atlantic Ocean. The

    Barbara Garside eXp Realty, LLC

    450 Old Harbor Rd, Chatham, MA 02633
    • 50 Chase St, Chatham, MA 02633
      50 Chase St, Chatham, MA 02633
      50 Chase St, Chatham, MA 02633
      /44

      Est $3,612,731 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,422 Sq Ft

      50 Chase St, Chatham, MA 02633

      50 Chase St, Chatham, MA 02633
  • 86 Champlain Rd, Chatham, MA 02633
    86 Champlain Rd, Chatham, MA 02633
    86 Champlain Rd, Chatham, MA 02633
    /49

    $3,399,000

    • 3 Beds
    • 4.5 Baths
    • 4,361 Sq Ft

    86 Champlain Rd, Chatham, MA 02633

    Hidden gem on Chatham's historic Loop with views of Stage Harbor, the Stage Harbor Lighthouse and Nantucket Sound. Savor the warm summer breezes from this 3 BR, 4.5 Bath, 4,361 sf home with a private deeded footpath to the sandy shores of Stage Harbor. Thoughtfully designed to capture harbor and wetland views, the house features vaulted ceilings, an abundance of windows, hardwood floors and an

    Jack Bohman Gibson Sotheby's International Realty

    86 Champlain Rd, Chatham, MA 02633
  • 16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    /38

    $2,200,000 Sold Jul 03, 2025

    • 1,863 Sq Ft
    • $1,181/SF
    • 356 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2018

    16 Little Beach Rd, Chatham, MA 02633

    OFFERED FULLY FURNISHED AND READY FOR SUMMER OCCUPANCY. Immerse yourself in the ultimate beach lifestyle. Superbly located in a highly desirable Lighthouse Beach neighborhood, this luxurious beach house built in 2018 was extensively refreshed in 2023 with all new bathrooms, appliances, light and plumbing fixtures, smart technology and exterior curb appeal. The interiors are both elegant and

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Little Beach Rd, Chatham, MA 02633
    • 62 Chase St, Chatham, MA 02633
      62 Chase St, Chatham, MA 02633
      62 Chase St, Chatham, MA 02633
      /59

      Est $4,347,347 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,440 Sq Ft

      62 Chase St, Chatham, MA 02633

      62 Chase St, Chatham, MA 02633
  • 92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    /53

    $3,500,000

    • 5 Beds
    • 3.5 Baths
    • 2,659 Sq Ft

    92 Barcliff Ave, Chatham, MA 02633

    Honored with the prestigious 2004 Chatham Preservation Award, this iconic historical residence was meticulously restored to perfection in 2002, seamlessly blending its storied heritage with the finest modern luxuries. Nestled in a prime yet private locale, the home's enchanting exterior teases with a glimpse of the lush, secluded garden, a serene oasis framed by a stately pergola. The

    Chris Rhinesmith Compass Massachusetts, LLC

    92 Barcliff Ave, Chatham, MA 02633
  • 36 Ocean View Terrace, Chatham, MA 02633
    36 Ocean View Terrace, Chatham, MA 02633
    36 Ocean View Terrace, Chatham, MA 02633
    /33

    $1,737,000 Sold Jun 11, 2025

    • 2,532 Sq Ft
    • $686/SF
    • 210 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    36 Ocean View Terrace, Chatham, MA 02633

    NEW PRICE ~ This Pristine Custom Built, 3 bedroom/ 3 full bath Cape spares no details!! Located down a secluded dead-end, surrounded by conservation and Chatham Links. Just a stones throw from Veterans Field for evenings watching the Chatham Anglers, people watching in Downtown Chatham, and Oyster Pond are all around the corner. Relax on your quiet three season porch or enjoy a rousing game night

    Kim Arestad eXp Realty

    36 Ocean View Terrace, Chatham, MA 02633
    • 90 Silver Leaf Ave, Chatham, MA 02633
      90 Silver Leaf Ave, Chatham, MA 02633
      90 Silver Leaf Ave, Chatham, MA 02633
      /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
  • 150 Barcliff Ave, Chatham, MA 02633
    150 Barcliff Ave, Chatham, MA 02633
    150 Barcliff Ave, Chatham, MA 02633
    /43

    $4,200,000

    • 6 Beds
    • 4 Baths
    • 3,808 Sq Ft

    150 Barcliff Ave, Chatham, MA 02633

    Chatham: where hydrangeas meet the sea and harbors merge into the ocean. A place where cherished memories are created and passed on through generations. If you've been dreaming of living in this storybook town, just a short stroll from sandy beaches and its vibrant Village, you've arrived. Welcome to 150 Barcliff Avenue. Tucked along one of Chatham's most picturesque streets, this updated home

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    150 Barcliff Ave, Chatham, MA 02633
  • 552 Shore Rd, Chatham, MA 02633
    552 Shore Rd, Chatham, MA 02633
    552 Shore Rd, Chatham, MA 02633
    /42

    $11,250,000 Sold Jun 09, 2025

    • 5,868 Sq Ft
    • $1,917/SF
    • 326 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 1930

    552 Shore Rd, Chatham, MA 02633

    Situated on a bluff with commanding views over Chatham Harbor, North Beach, and the Atlantic beyond, this extraordinary offering stands as one of the most significant estate properties on exclusive Shore Road. A short stroll from everything Chatham Village has to offer, the property boasts an unprecedented 2.86 acres with rolling lawns, mature landscaping, and a private sandy beach. Mesmerizing

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    552 Shore Rd, Chatham, MA 02633
    • 32 Little Beach Rd, Chatham, MA 02633
      32 Little Beach Rd, Chatham, MA 02633
      32 Little Beach 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
  • 85 Main St, Chatham, MA 02633
    85 Main St, Chatham, MA 02633
    85 Main St, Chatham, MA 02633
    /46

    $4,400,000

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

    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
  • 525 Shore Rd, Chatham, MA 02633
    525 Shore Rd, Chatham, MA 02633
    525 Shore Rd, Chatham, MA 02633
    /33

    $3,388,000 Sold Jun 03, 2025

    • 3,436 Sq Ft
    • $986/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    525 Shore Rd, Chatham, MA 02633

    This Quintessential Chatham retreat on picturesque Shore Road exudes timeless charm and sits in close proximity to beautiful beaches and the village. The well maintained home provides a welcoming floor plan with comfortable spaces for gathering, and private rooms for peaceful reflection. The entertaining sized living room has a cozy gas fireplace, and leads to the open concept kitchen and dining

    Peggy Rowland Sotheby's International Realty

    525 Shore Rd, Chatham, MA 02633
    • 27 Clam Shell Dr, Chatham, MA 02633
      27 Clam Shell Dr, Chatham, MA 02633
      27 Clam Shell Dr, Chatham, MA 02633
      /31

      Est $1,500,627 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 793 Sq Ft

      27 Clam Shell Dr, Chatham, MA 02633

      27 Clam Shell Dr, Chatham, MA 02633
  • 36 Moonbeam Ln, Chatham, MA 02633
    36 Moonbeam Ln, Chatham, MA 02633
    36 Moonbeam Ln, Chatham, MA 02633
    /42

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,857 Sq Ft

    36 Moonbeam Ln, Chatham, MA 02633

    This expansive Cape with timeless curb appeal is located in an exclusive area just 5 minutes to Town and includes deeded rights to the Oyster Pond River. You’ll enjoy 4,857 square feet of casual elegance in a thoughtfully-designed floor plan. This immaculate home offers 4 spacious BRs including a first-floor primary suite. Sunny granite & stainless kitchen opens to the family room w/fireplace.

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    36 Moonbeam Ln, Chatham, MA 02633
  • 912 Main St Unit 209, Chatham, MA 02633
    912 Main St Unit 209, Chatham, MA 02633
    912 Main St Unit 209, Chatham, MA 02633
    /32

    $385,000 Sold May 07, 2025

    • 1,167 Sq Ft
    • $330/SF
    • 101 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 209, Chatham, MA 02633

    Ready to downsize for easy living? Come home to Chatham's finest over 62 independent living community in the heart of Chatham. This 2 BED/2BAth condo has been freshly painted & offers maintenance free living, ie peace living/dining area, a '' split plan'' with Primary bedroom en-suite on one end of unit, and guest suite with en-suite bathroom on either side. With full size stack W/D, AC and lots

    Phyllis Power Compass

    912 Main St Unit 209, Chatham, MA 02633
    • 16 Windmill Ln, Chatham, MA 02633
      16 Windmill Ln, Chatham, MA 02633
      16 Windmill Ln, Chatham, MA 02633
      /53

      Est $2,440,362 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
  • 80 Tisquantum Rd, Chatham, MA 02633
    80 Tisquantum Rd, Chatham, MA 02633
    80 Tisquantum Rd, Chatham, MA 02633
    /72

    $3,399,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,821 Sq Ft

    80 Tisquantum Rd, Chatham, MA 02633

    Perched on 1.68 acres high above Chatham Harbor on private Morris Island, this shingle-style home offers panoramic views of the Chatham Light, Outer Beach, and the Atlantic, and deeded beach rights. Designed and built by the renowned firm of Polhemus, Savory, and DaSilva, this 2,821 sf, 3-BR, 3.5 Bath home thoughtfully captures the sweeping harbor views through an open floor centered around a

    Jack Bohman Gibson Sotheby's International Realty

    80 Tisquantum Rd, Chatham, MA 02633
  • 30 Fairway Dr, Chatham, MA 2633
    30 Fairway Dr, Chatham, MA 2633
    30 Fairway Dr, Chatham, MA 2633
    /62

    $7,275,000 Sold May 02, 2025

    • 6,128 Sq Ft
    • $1,187/SF
    • 207 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2014

    30 Fairway Dr, Chatham, MA 2633

    This architectural masterpiece perched above Chatham Seaside Links in a highly coveted Village enclave offers an incredible array of breathtaking vistas with easterly views of Chatham Harbor. The five bedroom home embodies elegant coastal style with showpiece finishes, custom detailing and countless amenities. The foyer with soaring ceilings discloses a great room with grand windows, fireplace,

    Chris Rhinesmith Compass Massachusetts, LLC

    30 Fairway Dr, Chatham, MA 2633
    • 43 Morris Island Rd, Chatham, MA 02633
      43 Morris Island Rd, Chatham, MA 02633
      43 Morris Island Rd, 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
  • 32 Gladen Ln, Chatham, MA 02633
    32 Gladen Ln, Chatham, MA 02633
    32 Gladen Ln, Chatham, MA 02633
    /35

    $2,449,000

    • 3 Beds
    • 2.5 Baths
    • 1,999 Sq Ft

    32 Gladen Ln, Chatham, MA 02633

    Effortlessly blending Cape Cod charm with bohemian chic flair, this 3BR 2.5 bath Cape is a serene coastal hideaway tucked into one of Chatham's most desirable neighborhoods. Just moment to town, Chatham Bars Inn, and beaches, this property offers the best of location, style and potential. Enjoy a laid back casual lifestyle, whether your enjoying coffee on the front patio or hosting your

    Lori Fanning Smith Compass Massachusetts, LLC

    32 Gladen Ln, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 18

Massachusetts Barnstable County Chatham Chatham Village

Real Estate & Homes

Learn more about living in Chatham Village

Home Trends in Chatham Village, MA

On average, homes in Chatham Village, Chatham sell after 88 days on the market compared to the national average of 52 days. The median sale price for homes in Chatham Village, Chatham over the last 12 months is $1,875,000, up 25% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,875,000
Median Single Family Sale Price
$3,399,000
Median Townhouse Sale Price
$4,200,000
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$399,000
Average Price Per Sq Ft
$1,096
Number of Homes for Sale
20
Last 12 months Home Sales
86
Months of Supply
2.80
Median List Price
$2,999,999
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
25%
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