9,709

Chatham, MA Homes

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    • /18

      Est $1,056,104 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,247 Sq Ft

      1010 Main St, Chatham, MA 02633

      1010 Main St, 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
    • /34

      Est $894,450 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,129 Sq Ft

      88 Perch Pond Dr, Chatham, MA 02633

      88 Perch Pond Dr, Chatham, MA 02633
  • /5

    $2,350,000 Sold Apr 30, 2025

    • 2,254 Sq Ft
    • $1,043/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
    • /76

      Est $7,675,247 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,219 Sq Ft

      52 Oyster Bluff, Chatham, MA 02633

      52 Oyster Bluff, Chatham, MA 02633
  • /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
    • /41

      Est $1,787,636 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,840 Sq Ft

      371 Cedar St, Chatham, MA 02633

      371 Cedar St, Chatham, MA 02633
  • /77

    $4,500,000 Sold Apr 23, 2025

    • 3,724 Sq Ft
    • $1,208/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
    • /81

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,995 Sq Ft

      256 Woodland Way, North Chatham, MA 02650

      256 Woodland Way, North Chatham, MA 02650
  • /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
    • /62

      Est $1,365,866 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft

      730 Orleans Rd, North Chatham, MA 02650

      730 Orleans Rd, North Chatham, MA 02650
  • /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
    • /45

      Est $1,562,048 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,300 Sq Ft

      875 Orleans Rd, North Chatham, MA 02650

      875 Orleans Rd, North Chatham, MA 02650
  • /56

    $1,675,000 Sold Apr 01, 2025

    • 1,600 Sq Ft
    • $1,047/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
    • /42

      Est $1,823,410 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,116 Sq Ft

      51 Northgate Rd, North Chatham, MA 02650

      51 Northgate Rd, North Chatham, MA 02650
  • /5

    $1,900,000 Sold Mar 20, 2025

    • 1,724 Sq Ft
    • $1,102/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
    • /50

      Est $2,173,165 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,719 Sq Ft

      79 Lakeshore Dr, Chatham, MA 02633

      79 Lakeshore Dr, Chatham, MA 02633
  • /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
    • /72

      Est $1,252,587 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,073 Sq Ft

      335 Old Queen Anne Rd, Chatham, MA 02633

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

    $435,000 Sold Mar 14, 2025

    • 1,013 Sq Ft
    • $429/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    409 Orleans Rd Unit B, North Chatham, MA 02650

    Welcome to Quail Run, nestled off-the-beaten-path in beautiful North Chatham-yet convenient, easy access to all! This immaculate, delightful unit opens into a spacious, warm and welcoming living room with vaulted ceiling, hardwood floors, and new picture window overlooking a peaceful wooded area; the dining room has built-ins and the same wooded views; the efficient kitchen offers good storage,

    Debra Bassett Cape Cod Associates R E

    409 Orleans Rd Unit B, North Chatham, MA 02650
    • /21

      Est $955,758 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,593 Sq Ft

      66 Ethelma Dr, Chatham, MA 02633

      66 Ethelma Dr, Chatham, MA 02633
  • /36

    $2,000,000 Sold Mar 14, 2025

    • 2,884 Sq Ft
    • $693/SF
    • 133 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2002

    53 Ocean Port Ln, Chatham, MA 02633

    South of 28 and situated on a quiet sandy lane in West Chatham, this home is the perfect beach house just a short distance to both Barn Hill Landing and Hardings Beach. Recently renovated, the home exudes coastal style living and offers superbly designed indoor and outdoor spaces. The house welcomes with an open concept great room with cathedral ceilings, abundant light and a fireplace with

    Chris Rhinesmith Compass

    53 Ocean Port Ln, Chatham, MA 02633
    • /3

      Est $754,970 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 945 Sq Ft

      47 Barbara Dr, Chatham, MA 02633

      47 Barbara Dr, Chatham, MA 02633
  • /31

    $1,600,000 Sold Mar 14, 2025

    • 3,401 Sq Ft
    • $470/SF
    • 13 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1988

    37 Bellamy Ln, North Chatham, MA 02650

    Located in Cannon Hill (North Chatham), this 5 bedroom, 3 bath residence has deeded rights to a private, sandy beach on Pleasant Bay. With multiple living areas, there is plenty of room for family and friends to spread out. Showings by advance appointment only.

    David Doherty Compass

    37 Bellamy Ln, North Chatham, MA 02650
    • /58

      Est $1,359,908 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,251 Sq Ft

      25 Ethelma Dr, Chatham, MA 02633

      25 Ethelma Dr, Chatham, MA 02633
  • /42

    $1,600,000 Sold Mar 13, 2025

    • 1,378 Sq Ft
    • $1,161/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    26 Sea Mist Ln, South Chatham, MA 02659

    Seaside Perfection with private Deeded Ocean Beach is completely turnkey! Recently redone with improvements such as: New hot water heater, New AC, and heating units, New appliances, counter tops, sink and faucet, New first floor bath update, New Primary bath with double vanity with new floor and shower. New bulkhead, New Storm door, enhanced inground sprinklers, New ceiling lights on first level

    Jan Nowak Craigville Realty Co

    26 Sea Mist Ln, South Chatham, MA 02659
    • /47

      Est $822,865 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      105 Perch Pond Dr, Chatham, MA 02633

      105 Perch Pond Dr, Chatham, MA 02633
  • /27

    $590,000 Sold Mar 12, 2025

    • 1,489 Sq Ft
    • $396/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    108 Misty Meadow Ln Unit A, North Chatham, MA 02650

    Discover this charming 2-bedroom, 2-bathroom condominium in the heart of North Chatham. Tucked away with tranquil wooded views, this turnkey home features beautiful wood floors and an inviting patio and deck perfect for relaxing or entertaining. Enjoy a prime location within walking distance to local gems like Chatham Works, Chatham Perk, Elwood's Raw Bar, the Shark Center, and Cow Yard Beach.

    Diane Donahue Gibson Sotheby's International Realty

    108 Misty Meadow Ln Unit A, North Chatham, MA 02650
    • /29

      Est $897,971 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,681 Sq Ft

      1235 Main St Unit 7, Chatham, MA 02633

      1235 Main St Unit 7, Chatham, MA 02633
  • /29

    $1,000,000 Sold Mar 07, 2025

    • 3,753 Sq Ft
    • $266/SF
    • 22 Days On Market
    • 9 Beds
    • 5 Baths
    • Built 1900

    27 Barn Hill Rd, Chatham, MA 02633

    An exceptional investment opportunity in West Chatham, 27-29 Barn Hill Road offers a five-unit multifamily property with strong cash flow and long-term potential. Ideally situated near Shop Ahoy Plaza and the West Chatham rotary, this property boasts high walkability and easy access to shops, dining, and local amenities.The front building (27 Barn Hill Road) consists of three units (27A, 27B, and

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    27 Barn Hill Rd, Chatham, MA 02633
    • /53

      Est $3,586,378 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 4,080 Sq Ft

      10 Skunks Neck Rd, Chatham, MA 02633

      10 Skunks Neck Rd, Chatham, MA 02633
  • /41

    $799,900 Sold Mar 06, 2025

    • 1,365 Sq Ft
    • $586/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    1369 Main St, Chatham, MA 02633

    Welcome to 1369 Main Street Chatham! This newly renovated 3 bed 2 bath home sits on a beautiful, cleared, private fenced lot , offering ample space for both relaxation and recreation. A pinch under 1400sqft of living space, the property features an attached 2 car garage, providing convenient storage and parking. Whether you're searching for a cozy year round residence, a vacation retreat , or an

    Lauren Scioletti Sotheby's International Realty

    1369 Main St, Chatham, MA 02633
    • /47

      Est $1,442,375 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,716 Sq Ft

      88 Fox Hill Rd, Chatham, MA 02633

      88 Fox Hill Rd, Chatham, MA 02633
  • /54

    $3,695,000 Sold Mar 03, 2025

    • 4,106 Sq Ft
    • $900/SF
    • 174 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2000

    173 Kendrick Rd, North Chatham, MA 02650

    Architectural perfection meets natural harmony in this stunning Polhemus Savery DaSilva (PSD) home. Tucked quietly within a desirable North Chatham with water access on Pleasant Bay, a short stroll away, the residence offers a modern twist on the classic shingle style architecture and delivers impeccable craftsmanship, custom millwork, and exquisite stonework to create a truly refined family

    Chris Rhinesmith Compass Massachusetts, LLC

    173 Kendrick Rd, North Chatham, MA 02650
    • /21

      Est $995,632 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,906 Sq Ft

      1114 Orleans Rd Unit 6, North Chatham, MA 02650

      1114 Orleans Rd Unit 6, North Chatham, MA 02650
  • /42

    $3,800,000 Sold Feb 28, 2025

    • 4,372 Sq Ft
    • $869/SF
    • 39 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2014

    107 School St, Chatham, MA 02633

    Beautiful, like new condition home built in 2014 by Polhemus, Savery, and Desilva in the very sought after OLD VILLAGE. Close walk to downtown, shopping, restaurants and all that Chatham has to offer..... AND Lighthouse and Water Street beaches are only a quick 4 minute walk away,....There are 4 large bedrooms, primary en-suites on first and second floors and 5.5 total bathrooms including one off

    John Burke William Raveis Chatham

    107 School St, Chatham, MA 02633
    • /41

      Est $2,133,584 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,129 Sq Ft

      26 Little Ln, Chatham, MA 02633

      26 Little Ln, Chatham, MA 02633
  • /32

    $399,000 Sold Feb 28, 2025

    • 444 Sq Ft
    • $899/SF
    • 11 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1846

    427 Main St, Chatham, MA 2633

    Opportunities like this are rare—a freestanding 1-bedroom, 1-bath cottage condo just off Chatham's iconic Main Street. Tucked down a quaint alleyway, this charming retreat offers privacy with immediate access to boutique shops, award-winning dining, and Cape Cod’s finest beaches.With dedicated parking—an invaluable summer luxury—this quintessential Cape Cod escape blends classic charm with

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    427 Main St, Chatham, MA 2633
    • /34

      Est $1,012,419 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,608 Sq Ft

      455 Old Queen Anne Rd, Chatham, MA 02633

      455 Old Queen Anne Rd, Chatham, MA 02633
  • /44

    $1,800,000 Sold Feb 28, 2025

    • 1,904 Sq Ft
    • $945/SF
    • 114 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1946

    504 Stony Hill Rd, North Chatham, MA 02650

    Discover the quintessential Cape Cod lifestyle in this charming 1940's Cape ranch, perfectly situated in one of North Chatham's most sought-after neighborhoods. This well-maintained home offers a blend of classic appeal and modern convenience, nestled among substantial and elegant residences. The serene setting provides a peaceful retreat moments from Scatteree Beach. Whether you're looking to

    LUXRECapeCod Gibson Sotheby's International Realty

    504 Stony Hill Rd, North Chatham, MA 02650

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