9,710

Chatham, MA Homes

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    • /41

      Est $1,489,544 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,596 Sq Ft

      36 Great Hill Rd, Chatham, MA 02633

      36 Great Hill Rd, 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
  • /65

    $749,900 Sold Jul 31, 2025

    • 2,184 Sq Ft
    • $343/SF
    • 97 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1834

    2590 Main St, South Chatham, MA 02659

    In the heart of South Chatham, just moments from Forest Road Beach, this versatile 5-bedroom, 3-bathroom antique home offers endless possibilities. Built in 1834, yet, designed for dual-unit living, the property is perfect for multi-generational families, rental income, or easily converting into a spacious single-family retreat.Sitting on a 6-bedroom septic system, this home provides potential

    Richard Waystack William Raveis Real Estate & Home Services

    2590 Main St, South Chatham, MA 02659
    • /48

      Est $1,036,436 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,977 Sq Ft

      31 Great Hill Rd, Chatham, MA 02633

      31 Great Hill Rd, Chatham, MA 02633
  • /27

    $1,650,000

    • 1 Bath
    • 2,586 Sq Ft

    231 Crowell Rd, Chatham, MA 2633

    Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport . One bay has a gas heater and the second floor is ready to

    Judith Smith John C Ricotta & Assoc.

    231 Crowell Rd, Chatham, MA 2633
  • /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
    • /27

      Est $687,854 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      79 Nob Hill Rd, Chatham, MA 02633

      79 Nob Hill Rd, Chatham, MA 02633
  • /43

    $1,850,000

    • 6 Beds
    • 4.5 Baths
    • 2,665 Sq Ft

    14 Squanto Dr, Chatham, MA 02633

    Perched high above the Oyster River with stunning water views and deeded river access for your paddling and boating adventures, 14 Squanto Drive is your new Chatham beach oasis. Offering a relaxed coastal lifestyle, this home boasts open sight lines, sundrenched living spaces, ideal flow for indoor/outdoor entertaining, and an abundance of room for extended families and guests. From sunrise to

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    14 Squanto Dr, 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
    • /24

      Est $1,018,642 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      59 Nob Hill Rd, Chatham, MA 02633

      59 Nob Hill Rd, Chatham, MA 02633
  • /4

    $250,000

    • Land
    • 0.72 Acre
    • $347,222 per Acre

    0 George Ryder Rd Unit 22301591, Chatham, MA 02633

    Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, with approvals a 4-bedroom may be possible. Buyer's & buyer brokers verify sewer regulations with Board of Health as rules continue to change. The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to

    Shane Masaschi Kinlin Grover Compass

    0 George Ryder Rd Unit 22301591, Chatham, MA 02633
  • /31

    $950,000 Sold Jul 25, 2025

    • 2,016 Sq Ft
    • $471/SF
    • 12 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1780

    68 Pleasant St, South Chatham, MA 02659

    Step into the timeless charm of this 1780 antique colonial, nestled on a spacious .57-acre lot just south of Route 28. Ideally located only 0.7 miles from the sparkling waters of Nantucket Sound, with Pleasant Street Beach and Forest Beach just moments away, this classic home offers a unique blend of history and coastal lifestyle.Offering 5 bedrooms and 2,016 sq ft of living space, the home

    Jen Graham Christie's International Real Estate Atlantic Brokerage

    68 Pleasant St, South Chatham, MA 02659
    • /47

      Est $808,206 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,694 Sq Ft

      190 Heritage Ln, Chatham, MA 02633

      190 Heritage Ln, Chatham, MA 02633
  • /5

    $399,000

    • Land
    • 0.84 Acre
    • $475,000 per Acre

    0 Evergreen Ln, Chatham, MA 02633

    .8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information

    Anne Somerby Kennedy Real Estate

    0 Evergreen Ln, Chatham, MA 02633
  • /44

    $1,227,000 Sold Jul 25, 2025

    • 1,639 Sq Ft
    • $749/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    56 Monomoit Ln, Chatham, MA 02633

    Tucked away in a serene, private setting, this stylish Cape invites relaxation and coastal living just 1.4 miles from Hardings Beach. Step inside to discover a bright, open floor plan featuring a quartz and stainless kitchen with island, a welcoming living room with cozy fireplace, and a sunlit dining area perfect for gatherings. Unwind in the charming sunroom -- a tranquil space bathed in

    Chris Rhinesmith Compass Massachusetts, LLC

    56 Monomoit Ln, Chatham, MA 02633
    • /28

      Est $639,879 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      46 Nob Hill Rd, Chatham, MA 02633

      46 Nob Hill Rd, Chatham, MA 02633
  • /2

    $3,999,900 New Construction

    • 3 Beds
    • 4.5 Baths
    • 4,393 Sq Ft

    2550 Main St, South Chatham, MA 02659

    One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer. Incorporating expansive open living space you will

    Ward Brown William Raveis Real Estate & Home Services

    2550 Main St, South Chatham, MA 02659
  • /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
    • /23

      Est $1,005,271 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,344 Sq Ft

      52 Nob Hill Rd, Chatham, MA 02633

      52 Nob Hill Rd, Chatham, MA 02633
  • /10

    $4,399,000 New Construction

    • 4 Beds
    • 6 Baths
    • 5,800 Sq Ft

    230 Barcliff Ave, Chatham, MA 02633

    Stunning brand new construction from The Young Companies at 230 Barcliff Avenue is underway...Architecturally pleasing 4BR 6 bath shingled home will offer impeccable details , finish work and fabulous walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn Resort. The 5800 sf home will offer the best in new amenities with a

    Lori Fanning Smith Compass Massachusetts, LLC

    230 Barcliff Ave, Chatham, MA 02633
  • /48

    $6,950,000 Sold Jul 24, 2025

    • 6,508 Sq Ft
    • $1,068/SF
    • 307 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2025

    16 Seapine Rd, North Chatham, MA 02650

    This exceptional custom residence is situated in a prime North Chatham location with a nearby association beach. Seamlessly blending comfort and sophistication, the home spans three levels of generous open floor plan spaces and is located on over one acre. The main level interiors flow freely from foyer to a large great room with a living room, dining area and well appointed kitchen. There is a

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Seapine Rd, North Chatham, MA 02650
    • /46

      Est $389,864 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 1,284 Sq Ft

      912 Main St Unit 308, Chatham, MA 02633

      912 Main St Unit 308, Chatham, MA 02633
  • /2

    $3,999,900 New Construction

    • 4 Beds
    • 5.5 Baths
    • 3,713 Sq Ft

    2548 Main St, South Chatham, MA 2659

    One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers. Incorporating expansive open living space you will enjoy entertaining

    Ward Brown William Raveis Real Estate & Home Services

    2548 Main St, South Chatham, MA 2659
  • /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
    • /43

      Est $522,981 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,508 Sq Ft

      912 Main St Unit 306, Chatham, MA 02633

      912 Main St Unit 306, Chatham, MA 02633
  • /67

    $3,495,000 Pending

    • 4 Beds
    • 4 Baths
    • 4,797 Sq Ft

    40 Youngs Farm Ln, Chatham, MA 02633

    Tucked away next to a coastal inlet that ebbs and flows with the tide, this remarkable home delivers WOW FACTOR with unobstructed water views to enjoy captivating sunsets! The private location at the end of a cul-de-sac abuts acres of town-owned Conservation and is a peaceful haven of ever-changing natural vistas. This residence was designed by Royal Barry Wills for both ease of living and

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    40 Youngs Farm Ln, Chatham, MA 02633
  • /54

    $3,300,000 Sold Jul 22, 2025

    • 2,314 Sq Ft
    • $1,426/SF
    • 50 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    35 Whistler Ln, Chatham, MA 02633

    Discover this beautiful 3-bedroom, 3.5-bath home nestled amongst lovely properties in North Chatham only 370ft from the Ocean. The thoughtfully designed reverse floor plan captures stunning views of Pleasant Bay, complemented by refreshing breezes. Enjoy the convenience of central AC, gas heat, a fireplace for cozy evenings, and a private irrigation well to maintain the level lot. Imagine the

    MaryEllen Monahan Today Real Estate

    35 Whistler Ln, Chatham, MA 02633
    • /33

      Est $576,691 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,649 Sq Ft

      912 Main St Unit 303, Chatham, MA 02633

      912 Main St Unit 303, Chatham, MA 02633
  • /29

    $3,500,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 7,396 Sq Ft

    450 Main St, Chatham, MA 02633

    Welcome to 450 Main Street! A premier mixed-use investment opportunity in the heart of Chatham, MA, Where Cape Cod charm meets Main Street style. Located in the highly desirable GB2 zoning district, this 7,396 sq ft property offers a compelling blend of residential and retail potential. Featuring five well-appointed apartments with solid rental appeal, along with prime street level retail

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    450 Main St, Chatham, MA 02633
  • /49

    $740,000 Sold Jul 18, 2025

    • 1,236 Sq Ft
    • $599/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1976

    274 Morton Rd, South Chatham, MA 02659

    Move in ready! Bright, open, and welcoming, this two-bedroom, two-bath home in Chatham is ideal as a year-round residence or vacation retreat. Enjoy wood floors, a spacious kitchen and dining area, a living room that opens to a private backyard with fire pit and eating area that is low maintenance. Outdoor shower and garden shed. Air condition, new gas heating system, one car garage. Located just

    Lisa Damato William Raveis Real Estate & Home Services

    274 Morton Rd, South Chatham, MA 02659
    • /23

      Est $446,078 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,347 Sq Ft

      912 Main St Unit 302, Chatham, MA 02633

      912 Main St Unit 302, Chatham, MA 02633
  • /55

    $1,595,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,388 Sq Ft

    97 Round Cove Rd, Chatham, MA 02633

    Welcome to 97 Round Cove Road, a charming Post and Beam home nestled in the heart of Chatham. Set on an expansive and private lot, this residence offers the perfect blend of elegance and character with three generous floors of living space. Ideal for gatherings, this home features a custom kitchen with granite countertops and a center island perfect for entertaining. This home boasts three

    Day - Logan Group Kinlin Grover Compass

    97 Round Cove Rd, Chatham, MA 02633
  • /47

    $1,095,000 Sold Jul 18, 2025

    • 1,064 Sq Ft
    • $1,029/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    20 Judys Ln, South Chatham, MA 2659

    Welcome Summer from this charming beach home, beautifully renovated in 2020 with coastal accents and modern updates. Vaulted ceilings in an open floor plan create an airy feel; where original knotty pine blends nicely with shiplap and bleached wood floors throughout. A bright living room with fireplace is adjacent to a like-new quartz & stainless kitchen with nearby casual dining. There are 3

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    20 Judys Ln, South Chatham, MA 2659
    • /28

      Est $478,075 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,412 Sq Ft

      912 Main St Unit 301, Chatham, MA 02633

      912 Main St Unit 301, Chatham, MA 02633
  • /53

    $1,495,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,424 Sq Ft

    291 Ridgevale Rd, Chatham, MA 02633

    Idyllic Seaside Cottage is just steps to popular Ridgevale Beach! Enchantment begins with the exquisite and stunning array of Hydrangeas and seasonal plantings making it as inviting on the outside as it is in the inside. Whether you are sipping coffee on the deck or just simply soaking in the ocean breeze, this coastal year-round Cottage offers a slice of what living in Chatham is all about. Many

    Jan Nowak Craigville Realty Co

    291 Ridgevale Rd, Chatham, MA 02633
  • /35

    $1,095,000 Sold Jul 18, 2025

    • 1,064 Sq Ft
    • $1,029/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    20 Judys Ln, Chatham, MA 02633

    Welcome Summer from this charming beach home, beautifully renovated in 2020 with coastal accents and modern updates. Vaulted ceilings in an open floor plan create an airy feel; where original knotty pine blends nicely with shiplap and bleached wood floors throughout. A bright living room with fireplace is adjacent to a like-new quartz & stainless kitchen with nearby casual dining. There are 3

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    20 Judys Ln, Chatham, MA 02633
    • /24

      Est $412,139 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,087 Sq Ft

      912 Main St Unit 216, Chatham, MA 02633

      912 Main St Unit 216, Chatham, MA 02633
  • /22

    $795,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    41 Woodland Rd, South Chatham, MA 02659

    Opportunity Knocks! Diamond in the rough awaits builders/ investors for this vintage 1960 3 BED/2BA Colonial, 1st time ever on the market. Home has good bones with hardwood floors in bedrooms, living and dining....but best of all the fabulous location is just 3/10 of a mile to either Forest Beach Rd or Pleasant St. beaches! Town Tennis courts nearby, dining in So. Chatham or head into Chatham or

    Phyllis Power Compass

    41 Woodland Rd, South Chatham, MA 02659
  • /3

    $1,370,000 Sold Jul 17, 2025

    • 2,877 Sq Ft
    • $476/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    30 Monomessat Way, Chatham, MA 02633

    A truly exceptional residence, nestled in the picturesque town of Chatham. This impeccably maintained home offers a harmonious blend of elegance and comfort, surrounded by lovely landscaped grounds. The heart of the home is the family room, with cathedral ceiling and a magnificent stone fireplace. A cook's kitchen includes a sub zero refrigerator and breakfast bar. Adjacent to the kitchen is a

    Jan Pulit Kinlin Grover Compass

    30 Monomessat Way, Chatham, MA 02633
    • /48

      Est $428,196 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,187 Sq Ft

      912 Main St Unit 210, Chatham, MA 02633

      912 Main St Unit 210, Chatham, MA 02633

Showing Results 201 - 240, Page 6 of 18

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