2,569

West Chatham, MA Homes

Section Image Section Image
  • /18

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    19 Stoughton Ln, Chatham, MA 2633

    Here is your chance to own a slice of seaside Chatham! This prime location is only a short walk or .02 miles to stunning Ridgevale Beach on pristine Nantucket Sound. Included in the sale is a 3 bedroom Title V septic, ZBA approval to demolish the existing structure and to build a dwelling with a deck. Seller has building plans for a 3 bedroom, 2 bath, 1356 SF home. Imagine the possibilities of

    Agent Photo

    Shane Masaschi

    Kinlin Grover Compass

    (508) 400-2035

    19 Stoughton Ln, Chatham, MA 2633
  • /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
    • /50

      Est $1,630,271 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,960 Sq Ft

      39 Shady Ln, Chatham, MA 02633

      39 Shady Ln, Chatham, MA 02633
  • /6

    $265,500

    • Land
    • 0.72 Acre
    • $368,750 per Acre

    0 George Ryder Rd Unit 73104629, 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, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office,

    Agent Photo

    Shane Masaschi

    Kinlin Grover Compass

    (508) 691-8324

    0 George Ryder Rd Unit 73104629, 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
    • /12

      Not Listed For Sale

      140 Happy Valley Rd, Chatham, MA 02633

      140 Happy Valley Rd, Chatham, MA 02633
  • /40

    $1,700,000

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft

    9 Bettys Path, Chatham, MA 02633

    Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a

    Agent Photo

    Shane Masaschi

    Kinlin Grover Compass

    (508) 682-4461

    9 Bettys Path, 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
    • /4

      Est $3,017,848 Not Listed For Sale

      • 3 Beds
      • 5.5 Baths
      • 4,197 Sq Ft

      21 Hunter Rise, Chatham, MA 02633

      21 Hunter Rise, Chatham, MA 02633
  • /73

    $2,550,000 Open Sat 11AM - 12:30PM

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

    7 Colonial Dr, Chatham, MA 02633

    A Chatham Beauty! 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

    Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, 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
    • /43

      Est $1,075,482 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,868 Sq Ft

      989 Main St, Chatham, MA 02633

      989 Main St, Chatham, MA 02633
  • /41

    $4,400,000

    • 5 Beds
    • 8 Baths
    • 5,578 Sq Ft

    67 Uncle Alberts Dr, Chatham, MA 02633

    This impressive home sited on 2.07 acres on a quiet cul-de-sac is just a few minutes away from restaurants, the Chatham bike path and nearby Chatham beaches. The 2014 Eastward Companies home offers a tremendous sense of living space spanning 5,578 square feet and defined by lovely grounds, water views, luxurious finishes and a sweeping open floor plan. The main level flows seamlessly between the

    Chris Rhinesmith Compass

    67 Uncle Alberts 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
    • /76

      Est $6,932,915 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

    $4,400,000

    • 5 Beds
    • 8 Baths
    • 5,578 Sq Ft

    67 Uncle Alberts Dr, Chatham, MA 02633

    NEWLY REDUCED! Space, Luxury, Convenience! This impressive home, situated on 2.07 acres in a quiet cul-de-sac, is just minutes away from restaurants, the Chatham bike path, and nearby Chatham beaches. Built by Eastward Companies in 2014, this home offers a tremendous sense of living space, spanning 5,578 square feet, and is defined by lovely grounds, water views, luxurious finishes, and a

    Chris Rhinesmith Compass Massachusetts, LLC

    67 Uncle Alberts Dr, 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
    • /35

      Est $1,288,186 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,524 Sq Ft

      67 Lime Hill Rd, Chatham, MA 02633

      67 Lime Hill Rd, Chatham, MA 02633
  • /74

    $4,750,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 5.5 Baths
    • 4,908 Sq Ft

    45 Meadow View Rd S, Chatham, MA 02633

    NEW CONSTRUCTION Another magnificent home by Sears Point Residential is now move-in ready. This 4 BR, 5.5 Bath, 4,908 sf classic shingle-style Cape is just steps from your deeded boat slip in the Oyster River Hills private neighborhood marina. The home's axis is a chef's kitchen featuring Thermador appliances and a large center island with Quartz countertops. The open floor plan flows seamlessly

    Jack Bohman Gibson Sotheby's International Realty

    45 Meadow View Rd S, 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
    • /72

      Est $1,274,723 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
  • /39

    $4,395,000

    • 3 Beds
    • 3 Baths
    • 2,418 Sq Ft

    30 Indian Trail, Chatham, MA 02633

    Nestled in Hardings Beach Hills, Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, presents a stunning display of nature with its panoramic marsh and creek views. The architecture of this residence is a masterful fusion of classic Cape vernacular with modern inspiration, reflective of PSD's signature style. Unique design elements and extraordinary millwork details, like the

    Chris Rhinesmith Compass Massachusetts, LLC

    30 Indian Trail, Chatham, MA 02633
  • /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
    • /21

      Est $927,620 Not Listed For Sale

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

      66 Ethelma Dr, Chatham, MA 02633

      66 Ethelma Dr, Chatham, MA 02633
  • /23

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    7 Pond View Ave, Chatham, MA 02633

    This classic Cape-style 3-bedroom, 2-bath home is ideally situated on the corner of Main Street and Pond View Avenue in Chatham. Lovingly maintained by the same family since its construction in 1976, the home offers a strong foundation for year-round living, a vacation retreat, or a savvy investment opportunity. Recent updates to the mechanical systems add value and peace of mind, while the

    Paul McCormick Gibson Sotheby's International Realty

    7 Pond View Ave, Chatham, MA 02633
  • /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
    • /3

      Est $823,016 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 945 Sq Ft

      47 Barbara Dr, Chatham, MA 02633

      47 Barbara Dr, Chatham, MA 02633
  • /12

    $849,900

    • 3 Beds
    • 2 Baths
    • 2,625 Sq Ft

    86 Vineyard Ave, Chatham, MA 02633

    Looking for a project? Great location for investors/builders to bring your imagination to this nostalgic 1947 era Cape Cod style home, enlarged to 2625 Sq Ft with a 1988 addition. This 3 Bed/2 bath Cape is located on.51 Acre sunny lot in a popular neighborhood with town landing at Oyster Pond at end of street. Property sold AS IS... Bring you vision for a fresh renovation worth the effort

    Phyllis Power Kinlin Grover Compass

    86 Vineyard Ave, Chatham, MA 02633
  • /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 $1,462,918 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
  • /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
  • /99

    $1,975,000 Sold Dec 19, 2024

    • 2,105 Sq Ft
    • $938/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1986

    783 Old Queen Anne Rd, Chatham, MA 02633

    SCHOOLHOUSE Pondfront three bedroom 3 1/2 bath Cape style home on an acre of property with a nice feeling of privacy as you enter the winding driveway into the home. Rarely does a home right on Schoolhouse Pond hit the market so now is your opportunity. The home has an open feeling floor plan and was built in 1986 with numerous upgrades throughout the years. The home has central AC, wood burning

    Rick Smith Gibson Sotheby's International Realty

    783 Old Queen Anne Rd, Chatham, MA 02633
    • /47

      Est $870,200 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
  • /30

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
  • /33

    $1,700,000 Sold Dec 16, 2024

    • 2,020 Sq Ft
    • $842/SF
    • 398 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    17 Geranium Dr, Chatham, MA 02633

    Move In Ready Oasis - Discover tranquility in this beautifully landscaped three bedroom, two bath home offering the perfect blend of comfort and convenience. Nestled on over an acre of private land, it also has a four-bedroom septic system providing expansion potential. The southwestern views of Nantucket Sound are breathtaking. A spacious open-concept kitchen, family room, and dining area with

    Cheryle Young Today Real Estate

    17 Geranium Dr, Chatham, MA 02633
    • /51

      Est $1,199,745 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,900 Sq Ft

      1239 Main St Unit 22, Chatham, MA 02633

      1239 Main St Unit 22, Chatham, MA 02633
  • /30

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
  • /72

    $1,155,000 Sold Dec 06, 2024

    • 1,540 Sq Ft
    • $750/SF
    • 173 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1940

    249 Ridgevale Rd, Chatham, MA 02633

    ''High Noon'' is a cozy summer retreat and profitable investment property in one of Chatham's most sought-after Nantucket Sound beach neighborhoods. The house was recently updated in 2022 and is conveniently located only .3 miles from the beautiful Ridgevale Beach. As you step inside, you will be greeted by a sun-filled enclosed front porch that leads into the open living room and dining area

    Jack Bohman Gibson Sotheby's International Realty

    249 Ridgevale Rd, Chatham, MA 02633
    • /29

      Est $937,925 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
  • /41

    $997,000

    • 2 Beds
    • 3 Baths
    • 2,399 Sq Ft

    1082 Main St Unit 1082, Chatham, MA 02633

    Motivated sellers! Come take a look at this turn key, end unit townhome in beautiful Chatham! This serene setting overlooks Perch Pond where nature abounds.This 3 level townhome has an attached garage and private driveway, an extra "flex space" room on the 2nd level (could be an office, art studio, gym, 3rd bedroom, etc) and a finished lower level w/ large great room & full bath. This complex is

    Kristin Coletti William Raveis R.E. & Home Services

    1082 Main St Unit 1082, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 18

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