9,756

Chatham, MA Homes

Section Image
  • 51 Shattuck Place, Chatham, MA 02633
    51 Shattuck Place, Chatham, MA 02633
    51 Shattuck Place, Chatham, MA 02633
    /37

    $2,395,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,133 Sq Ft

    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
  • 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
    • 184 Barcliff Ave, Chatham, MA 02633
      184 Barcliff Ave, Chatham, MA 02633
      184 Barcliff Ave, Chatham, MA 02633
      /60

      Est $4,026,321 Not Listed For Sale

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

      184 Barcliff Ave, Chatham, MA 02633

      184 Barcliff Ave, Chatham, MA 02633
  • 7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, Chatham, MA 02633
    /41

    $2,550,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,056 Sq Ft

    7 Colonial Dr, Chatham, MA 02633

    Welcome to 7 Colonial Drive, a distinguished residence within one of Eastward Company's sought after residential communities. This expanded Cape home, being sold fully furnished, has been thoughtfully updated for today's lifestyle...offering 4 bedrooms, 2.5 baths and three levels of living. The main level features a bright living room with fireplace, open dining with direct deck access, a chef's

    Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, Chatham, MA 02633
  • 55 Twine Field Dr, Chatham, MA 02659
    55 Twine Field Dr, Chatham, MA 02659
    55 Twine Field Dr, Chatham, MA 02659
    /41

    $1,565,000 Sold May 02, 2025

    • 2,760 Sq Ft
    • $567/SF
    • 30 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1988

    55 Twine Field Dr, Chatham, MA 02659

    2 Acres in Chatham! Invite the outdoors in with this sun-filled home in a serene setting. Large sliding doors from the dining room and owner's suite let you step out onto an expansive deck and patio overlooking a tranquil inground pool, established gardens, and the Twine Field Conservation Land. This backyard oasis is perfect for hosting and relaxing. Continue enjoying Cape Cod nature on the Old

    Jen Whitaker Gibson Sotheby's International Realty

    55 Twine Field Dr, Chatham, MA 02659
    • 390 Old Harbor Rd, Chatham, MA 02633
      390 Old Harbor Rd, Chatham, MA 02633
      390 Old Harbor Rd, Chatham, MA 02633
      /53

      Est $2,391,716 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
  • 111 Enterprise Dr, Chatham, MA 02633
    111 Enterprise Dr, Chatham, MA 02633
    111 Enterprise Dr, Chatham, MA 02633
    /26

    $3,500,000

    • Land
    • 1.61 Acres
    • $2,173,913 per Acre

    111 Enterprise Dr, Chatham, MA 02633

    1.61 plus acres of Industrial Land at the Enterprise Road in Chatham, Cape Cod, MA, USA now available for sale. The land has many potential uses including light industrial, warehouse and much more. There are multiple structures on the site currently. Located within close proximity to all of Chatham and easy access to US Route 6. Encompassing a mere 16 square miles of high ground and surrounded on

    John Ciluzzi Premier Commercial

    111 Enterprise Dr, Chatham, MA 02633
  • 1 Seastrand Way Unit 8, Chatham, MA 02633
    1 Seastrand Way Unit 8, Chatham, MA 02633
    1 Seastrand Way Unit 8, Chatham, MA 02633
    /48

    $582,500 Sold May 02, 2025

    • 1,017 Sq Ft
    • $573/SF
    • 14 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1983

    1 Seastrand Way Unit 8, Chatham, MA 02633

    Welcome to this inviting townhouse-style condo nestled in the tranquil enclave of West Chatham. Featuring a thoughtfully designed layout, this residence offers two spacious bedrooms on the second level and one and a half modern bathrooms, providing both comfort and convenience.The heart of the home boasts an open-concept living and dining area, complete with gleaming hardwood floors that flow

    Kathy Doyle Gibson Sotheby's International Realty

    1 Seastrand Way Unit 8, Chatham, MA 02633
    • 581 Shore Rd, Chatham, MA 02633
      581 Shore Rd, Chatham, MA 02633
      581 Shore Rd, Chatham, MA 02633
      /74

      Est $5,729,750 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 4,452 Sq Ft

      581 Shore Rd, Chatham, MA 02633

      581 Shore Rd, Chatham, MA 02633
  • 30 Tisquantum Rd, Chatham, MA 02633
    30 Tisquantum Rd, Chatham, MA 02633
    30 Tisquantum Rd, Chatham, MA 02633
    /50

    $8,500,000

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

    30 Tisquantum Rd, Chatham, MA 02633

    Nestled atop a prominent knoll on Morris Island, this elegant Cape Cod home offers an unparalleled living experience with sweeping views over the Atlantic Ocean, Stage Harbor and an enchanting salt marsh that leads to Nantucket Sound. This 5BR ,4.5 bath expanded shingled home offers a luxurious yet comfortable coastal lifestyle incorporating classic Cape Cod architectural styles with modern

    Lori Fanning Smith Compass Massachusetts, LLC

    30 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
    • $1187/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
    • 30 Oceanview Terrace, Chatham, MA 02633
      30 Oceanview Terrace, Chatham, MA 02633
      30 Oceanview Terrace, Chatham, MA 02633
      /10

      Est $963,737 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft

      30 Oceanview Terrace, Chatham, MA 02633

      30 Oceanview Terrace, Chatham, MA 02633
  • 44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    /28

    $415,000 Open Sat 11AM - 12:30PM

    • 1 Bed
    • 1.5 Baths
    • 836 Sq Ft

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650

    Welcome to 44 Misty Meadow Lane #5, a beautifully renovated, furnished, and air-conditioned 1-bedroom, 1.5-bath condo in North Chatham. This move-in-ready home is perfect for enjoying the best of the summer season ahead. With 836 sq. ft. of smartly designed space, the updated condo has a spacious living-dining area perfect for entertaining. The modern kitchen offers ample cabinetry, granite

    Kari Wagner Compass

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
  • 3 Whiteleys Way, Chatham, MA 02633
    3 Whiteleys Way, Chatham, MA 02633
    3 Whiteleys Way, Chatham, MA 02633
    /40

    $1,117,000 Sold May 01, 2025

    • 1,508 Sq Ft
    • $741/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    3 Whiteleys Way, Chatham, MA 02633

    Completely renovated home with quality finish work, already on town sewer with the lowest tax rate on the Cape, this Chatham beauty features one level living, a cathedral ceiling in the open concept living area, central air, a garage, and the ability to add a pool. The living area has a gas connection for the fireplace, white oak floors, and plenty of space to make this work for your year round

    Tiffany Callahan Greer Real Estate, LLC

    3 Whiteleys Way, Chatham, MA 02633
    • 84 Doane Rd, Chatham, MA 02633
      84 Doane Rd, Chatham, MA 02633
      84 Doane Rd, Chatham, MA 02633
      /26

      Est $5,335,677 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
  • 74 Deering Dr, Chatham, MA 02633
    74 Deering Dr, Chatham, MA 02633
    74 Deering Dr, Chatham, MA 02633
    /19

    $1,795,000

    • 3 Beds
    • 3.5 Baths
    • 3,057 Sq Ft

    74 Deering Dr, Chatham, MA 02633

    Walk to the beach! Enjoy Ridgevale Beach and warm water swimming in Nantucket Sound from this charming Cape Cod home located on a quiet cul de sac with over 3,000 s.f. and 3Br's, 3.5 baths, there is room for large gang! Beautifully maintained with renovated kitchen with granite counters and stainless steel appliances, open to dining room and large living room with wood burning fireplace. Private

    Lori Fanning Smith Compass Massachusetts, LLC

    74 Deering Dr, Chatham, MA 02633
  • 2519 Main St, South Chatham, MA 02659
    2519 Main St, South Chatham, MA 02659
    2519 Main St, South Chatham, MA 02659
    /41

    $2,350,000 Sold Apr 30, 2025

    • 2,254 Sq Ft
    • $1043/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    2519 Main St, South Chatham, MA 02659

    Salt waterfront oasis ,sited down a long paved drive offers a year round Chatham paradise. Tastefully renovated 3BR 2.5 bath home offers a flexible floor plan with the addition of a second level media room with hickory floors and lower level overflow/office space. The main level boasts fine finishes and dramatic water views throughout the open floor plan. The living room has black walnut

    Lori Fanning Smith Compass Massachusetts, LLC

    2519 Main St, South Chatham, MA 02659
    • 24 Shattuck Place, Chatham, MA 02633
      24 Shattuck Place, Chatham, MA 02633
      24 Shattuck Place, Chatham, MA 02633
      /26

      Est $1,957,723 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
  • 71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    /38

    $1,150,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft

    71 Potonumecot Rd, Chatham, MA 02633

    Welcome to your new Chatham home! This lovely 3 bedroom, 2 bath ranch offers one-floor living in a popular neighborhood centrally-located minutes to Town, shopping, restaurants, and Pleasant Bay. Boasting an extensive array of upgrades and renovations (refer to attached list) there is little for a Buyer to do but move in and start enjoying life in this special place. There are multiple living

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    71 Potonumecot Rd, Chatham, MA 02633
  • 54 Rowland Dr, North Chatham, MA 02650
    54 Rowland Dr, North Chatham, MA 02650
    54 Rowland Dr, North Chatham, MA 02650
    /50

    $1,200,000 Sold Apr 30, 2025

    • 2,062 Sq Ft
    • $582/SF
    • 282 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1970

    54 Rowland Dr, North Chatham, MA 02650

    Discover coastal charm and scenic views of Ryder's Cove from this spacious 4-bedroom, 3.5-bathroom home nestled in North Chatham. Deeded rights to the water, provide direct access for boating and water activities on this saltwater inlet leading to Pleasant Bay.Inside, hardwood floors and a spacious kitchen create a warm and inviting atmosphere. Complemented by spacious living areas, including

    Barbara Garside eXp Realty, LLC

    54 Rowland Dr, North Chatham, MA 02650
    • 16 Nameless Ln, Chatham, MA 02633
      16 Nameless Ln, Chatham, MA 02633
      16 Nameless Ln, Chatham, MA 02633
      /30

      Est $3,786,135 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
  • 98 Horizon Dr, Chatham, MA 02633
    98 Horizon Dr, Chatham, MA 02633
    98 Horizon Dr, Chatham, MA 02633
    /13

    $2,375,000

    • Land
    • 0.57 Acre
    • $4,166,667 per Acre

    98 Horizon Dr, Chatham, MA 02633

    New construction well underway with deeded rights to Lover's Lake for swimming, fishing and boating! Classic Cape Cod home sited high on a knoll with over 3000 s.f. spanning three levels with 3 BR's and 4.5 baths. Open floor plan offers great room with vaulted ceilings, fireplace and adjacent kitchen with center breakfast island and high end appliances .First floor primary suite with full bath

    Lori Fanning Smith Compass

    98 Horizon Dr, Chatham, MA 02633
  • 79 Barcliff Ave, Chatham, MA 02633
    79 Barcliff Ave, Chatham, MA 02633
    79 Barcliff Ave, Chatham, MA 02633
    /77

    $4,500,000 Sold Apr 23, 2025

    • 3,724 Sq Ft
    • $1208/SF
    • 3 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2007

    79 Barcliff Ave, Chatham, MA 02633

    A property of this caliber rarely comes on the market in such a prime location. This custom-crafted residence, built in 2007, has undergone numerous updates and improvements over the years, ensuring it remains fresh and current. Overlooking Black Pond with views of Chatham Harbor and the Atlantic, this expansive home features three levels of living space. The main floor includes an open concept

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    79 Barcliff Ave, Chatham, MA 02633
    • 39 Homestead Ln, Chatham, MA 02633
      39 Homestead Ln, Chatham, MA 02633
      39 Homestead Ln, Chatham, MA 02633
      /58

      Est $4,421,203 Not Listed For Sale

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

      39 Homestead Ln, Chatham, MA 02633

      39 Homestead Ln, Chatham, MA 02633
  • 595 Main St Unit 37, Chatham, MA 02633
    595 Main St Unit 37, Chatham, MA 02633
    595 Main St Unit 37, Chatham, MA 02633
    /38

    $2,199,000

    • 3 Beds
    • 3 Baths
    • 2,148 Sq Ft

    595 Main St Unit 37, Chatham, MA 02633

    Exquisite downtown condo that combines a central location with a serene retreat. This elegant residence boasts 3 bedrooms and 3 luxurious bathrooms. As you enter, a modern kitchen welcomes you, seamlessly blending into an open living and dining area, ideal for entertaining. The expansive design showcases refined details and quality finishes throughout, enhancing its charm. Step outside to your

    Sandra Tanco Kinlin Grover Compass

    595 Main St Unit 37, Chatham, MA 02633
  • 23 Malabar Rd, Chatham, MA 02633
    23 Malabar Rd, Chatham, MA 02633
    23 Malabar Rd, Chatham, MA 02633
    /41

    $840,000 Sold Apr 16, 2025

    • 2,212 Sq Ft
    • $380/SF
    • 66 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1964

    23 Malabar Rd, Chatham, MA 02633

    This is a wonderful opportunity in Chatham to purchase a four-bedroom, two-bath home with a beautiful backyard. The 8-room house totals 2,212 sq ft of finished living space, 1,547 sq ft on the first two floors, and an additional 665 sq ft of finished basement. Highlights include an open living room/kitchen floor plan, two bedrooms and a full bath on the first floor, and two large bedrooms and a

    The Bohman Hartung Group Gibson Sotheby's International Realty

    23 Malabar Rd, Chatham, MA 02633
    • 81 Mill Pond Rd, Chatham, MA 02633
      81 Mill Pond Rd, Chatham, MA 02633
      81 Mill Pond Rd, Chatham, MA 02633
      /59

      Est $3,055,492 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
  • 723 Main St, Chatham, MA 02633
    723 Main St, Chatham, MA 02633
    723 Main St, Chatham, MA 02633
    /14

    $1,000,000

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

    723 Main St, Chatham, MA 02633

    Town of Chatham officially assigned new street address 723 MAIN STREET! 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

    Matthew Burger Kinlin Grover Compass

    723 Main St, Chatham, MA 02633
  • 84 Middle Rd, South Chatham, MA 02659
    84 Middle Rd, South Chatham, MA 02659
    84 Middle Rd, South Chatham, MA 02659
    /48

    $820,000 Sold Apr 14, 2025

    • 1,975 Sq Ft
    • $415/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    84 Middle Rd, South Chatham, MA 02659

    Lovely Chatham Cape style home enjoyed by one happy family & now ready for a new chapter. First floor main bedroom with attached bath and laundry, large family room with gas stove, southern sunny exposure, slider to deck and patio. Traditional living room with cathedral ceiling and fireplace, open dining & kitchen with SS appliances, granite counters new in 2018, 2 grand bedrooms and bath

    Michael Hall William Raveis Real Estate & Home Services

    84 Middle Rd, South Chatham, MA 02659
    • 9 Scallop Terrace, Chatham, MA 02633
      9 Scallop Terrace, Chatham, MA 02633
      9 Scallop Terrace, Chatham, MA 02633
      /25

      Est $1,185,160 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 737 Sq Ft

      9 Scallop Terrace, Chatham, MA 02633

      9 Scallop Terrace, 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
  • 51 Bucks Creek Rd, Chatham, MA 02633
    51 Bucks Creek Rd, Chatham, MA 02633
    51 Bucks Creek Rd, Chatham, MA 02633
    /56

    $1,675,000 Sold Apr 01, 2025

    • 1,600 Sq Ft
    • $1047/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1959

    51 Bucks Creek Rd, Chatham, MA 02633

    Experience coastal refinement in this meticulously renovated 3-bedroom ranch, created by an interior designer and custom craftsman. Designed as a forever home, this residence combines timeless design with superior craftsmanship.The gourmet kitchen features custom cabinetry and chef-grade appliances, exemplifying a thoughtful approach to both form and function. Every detail has been upgraded, from

    Dawn Lee Gibson Sotheby's International Realty

    51 Bucks Creek Rd, Chatham, MA 02633
    • 22 Starfish Ln, Chatham, MA 02633
      22 Starfish Ln, Chatham, MA 02633
      22 Starfish Ln, Chatham, MA 02633
      /27

      Est $811,764 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 950 Sq Ft

      22 Starfish Ln, Chatham, MA 02633

      22 Starfish Ln, Chatham, MA 02633
  • 108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    108 Shore Rd, Chatham, MA 02633
    /32

    $11,900,000

    • 7 Beds
    • 9 Baths
    • 6,276 Sq Ft

    108 Shore Rd, Chatham, MA 02633

    Located along Chatham’s transcendent shoreline, this elegant coastal estate includes a Main House, a Guest House with a 3 car garage, and a waterfront Boat House/Cabana. Surrounded by beautiful hardscape, the Colonial style Main Residence has been rebuilt with a modern, open floor plan designed for entertaining. Spectacular views of Chatham Harbor and the Atlantic abound. The Main House features

    Frank Denauw Frank G. Denauw, Esq.

    108 Shore Rd, Chatham, MA 02633
  • 172 Barcliff Ave, Chatham, MA 02633
    172 Barcliff Ave, Chatham, MA 02633
    172 Barcliff Ave, Chatham, MA 02633
    /5

    $1,900,000 Sold Mar 20, 2025

    • 1,724 Sq Ft
    • $1102/SF
    • 2 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    172 Barcliff Ave, Chatham, MA 02633

    Attention buyers, builders, contractors! Rare opportunity to complete the renovation of this 5-bed, 3-bath home situated on a sprawling 27,355 sq. ft. lot in a highly desirable location. Imagine designing your dream home; this property offers the perfect canvas to bring your vision to life. The majority of the interior has been demoed down to the studs, but the framework is already in place,

    Louise Coakley Better Homes and Gardens Real Estate - The Shanahan Group

    172 Barcliff Ave, Chatham, MA 02633
    • 92 Old Field Bend, North Chatham, MA 02650
      92 Old Field Bend, North Chatham, MA 02650
      92 Old Field Bend, North Chatham, MA 02650
      /38

      Est $1,692,009 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
  • 15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    /32

    $1,124,995

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    15 Sylvan Way, South Chatham, MA 02659

    Nestled in charming Chatham in a neighborhood of higher-end homes—this beautifully maintained coastal-style home blends timeless charm with modern upgrades. A graceful central staircase leads to a rooftop deck, evoking the classic appeal of historic sea captain homes. The interior features high-end European appliances (Fisher & Paykel & Blomberg), granite countertops, newer bathrooms, Roman

    Pauline Teas William Raveis Chatham

    15 Sylvan Way, South Chatham, MA 02659
  • 407 Orleans Rd Unit B, Chatham, MA 2633
    407 Orleans Rd Unit B, Chatham, MA 2633
    407 Orleans Rd Unit B, Chatham, MA 2633
    /16

    $485,000 Sold Mar 18, 2025

    • 1,013 Sq Ft
    • $479/SF
    • 134 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    407 Orleans Rd Unit B, Chatham, MA 2633

    RENOVATED IN 2023..LIke new 2 bedroom, 2 bath condominium of over 1013 square feet.... New windows, new flooring, new kitchen cabinets, granite counter tops and stainless steel appliances,. Bathrooms have custom tile and new vanities and all new fixtures. Small private deck and inside parking in a carport.......Located close to everything Chatham has to offer: Town, shopping, restaurants, and

    John Burke William Raveis Chatham

    407 Orleans Rd Unit B, Chatham, MA 2633
    • 52 Wentworth Ln, North Chatham, MA 02650
      52 Wentworth Ln, North Chatham, MA 02650
      52 Wentworth Ln, North Chatham, MA 02650
      /54

      Est $1,831,581 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
  • 597 Orleans Rd, North Chatham, MA 02650
    597 Orleans Rd, North Chatham, MA 02650
    597 Orleans Rd, North Chatham, MA 02650
    /76

    $1,445,000 Open Sat 10:45AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    597 Orleans Rd, North Chatham, MA 02650

    Nestled on a sprawling 1.55-acre parcel set back from Route 28, this exquisite North Chatham residence captures the essence of tranquil coastal living. This beautifully renovated home spans 1,942 square feet (including the beautiful finished walkout lower level) and boasts three spacious bedrooms and two pristine bathrooms, offering an exceptional blend of comfort and sophistication.
As you

    Cape Cod Power of Two Compass

    597 Orleans Rd, North Chatham, MA 02650

Showing Results 81 - 120, Page 3 of 18

Massachusetts Chatham

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group