Chatham, MA Homes

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  /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
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  /63

  $5,875,000 Sold Jan 27, 2025

  • 4,000 Sq Ft
  • $1469/SF
  • 492 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1984

  270 Stage Island Rd, Chatham, MA 02633

  A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with

  Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

  270 Stage Island Rd, Chatham, MA 02633
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  /34

  Est $737,222 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  404 Crowell Rd, Chatham, MA 02633

  404 Crowell Rd, 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
• 

  

  

  /31

  $2,350,000 Sold Jan 25, 2025

  • 2,600 Sq Ft
  • $904/SF
  • 78 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2009

  22 Cahoons Hollow, Chatham, MA 02633

  Spectacular in-town location in the heart of Chatham. This charming residence nestled within a tranquil street is so convenient to all of Chatham Village's favorite restaurants, galleries and boutiques. Built in 2010, and designed with a timeless shingle style curb appeal marked by its inviting old fashion covered front porch, the property is a perfect blend of charm and modern design. With three

  Chris Rhinesmith Compass

  22 Cahoons Hollow, Chatham, MA 02633
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  /29

  Est $1,172,866 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  56 Meadowbrook Rd, North Chatham, MA 02650

  56 Meadowbrook Rd, North Chatham, MA 02650
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  /36

  $495,000

  • 1 Bed
  • 1 Bath
  • 578 Sq Ft

  425 Main St, Chatham, MA 02633

  Nestled above Bumbula ''It's All About Me'', Unit D at 425 Main Street offers an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

  Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

  425 Main St, Chatham, MA 02633
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  /31

  $2,350,000 Sold Jan 24, 2025

  • 2,600 Sq Ft
  • $904/SF
  • 78 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2009

  22 Cahoons Hollow Rd, Chatham, MA 02633

  Spectacular in-town location in the heart of Chatham. This charming residence nestled within a tranquil street is so convenient to all of Chatham Village's favorite restaurants, galleries and boutiques. Built in 2010, and designed with a timeless shingle style curb appeal marked by its inviting old fashion covered front porch, the property is a perfect blend of charm and modern design. With three

  Chris Rhinesmith Compass Massachusetts, LLC

  22 Cahoons Hollow Rd, Chatham, MA 02633
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  /41

  Est $1,600,862 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
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  /64

  $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 Chatham neighborhood, and includes deeded rights to the Oyster Pond River. Immaculate and lightly used, you'll find 4,857 square feet of comfortable, casual elegance in a thoughtfully-designed floor plan. There are 4 spacious bedrooms including a lovely first-floor primary En-suite. Bright granite & stainless kitchen opens

  Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

  36 Moonbeam Ln, Chatham, MA 02633
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  /42

  $1,775,000 Sold Jan 24, 2025

  • 1,595 Sq Ft
  • $1113/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  67 School St, Chatham, MA 02633

  .WOW! A RARE opportunity in the Village to own this charming quintessential 3 Bedroom/1 Bath bungalow plus detached 2 car garage with apartment over that includes living/dining/kitchen/sunny deck &1 Bed/1 bath. The main house 1st FL welcomes you with a sun porch entrance, open living/dining & cozy kitchen, a large covered deck at rear & sunny side deck, 2bed/1bath, stack W/D. The 2nd FL offers

  Phyllis Power Compass

  67 School St, Chatham, MA 02633
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  /48

  Est $1,118,703 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
• 

  

  /35

  $495,000

  • 1 Bed
  • 1 Bath
  • 578 Sq Ft

  425 Main St Unit D, Chatham, MA 02633

  Nestled above Bumbula "It's All About Me", Unit D at 425 Main Street offers an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

  Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

  425 Main St Unit D, Chatham, MA 02633
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  /35

  $1,375,000 Sold Jan 16, 2025

  • 2,490 Sq Ft
  • $552/SF
  • 114 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  2550 Main St, South Chatham, MA 02659

  Great opportunity to create a family compound on this exceptional 1.47 acre property approximately one mile to the warm waters of Nantucket Sound. Main house has three bedrooms plus two full baths and was totally renovated in 1993 and 2000. This includes a 3/4 acre lot that could support a second home. Buyer to do all due diligence to confirm lot is buildable. There is currently a workshop/barn

  Ward Brown William Raveis Real Estate & Home Services

  2550 Main St, South Chatham, MA 02659
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  /24

  Est $982,102 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
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  /8

  $349,900

  • Land
  • 0.47 Acre
  • $744,468 per Acre

  0 Tirrells Way, Chatham, MA 02659

  Building lot available! Located at the end of a cul-de-sac and abutting the Town Forest. Water Department has an easement for a road over the property at the edge of the lot boundary. All due diligence required for building allowances and restrictions are responsibility of the buyer.

  Kathy Doyle Gibson Sotheby's International Realty

  0 Tirrells Way, Chatham, MA 02659
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  /40

  $820,000 Sold Jan 10, 2025

  • 624 Sq Ft
  • $1314/SF
  • 19 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  341 Pleasant St, South Chatham, MA 02659

  Charming Cape Cod cottage located just yards from Nantucket Sound. The interior exudes a bright, beachy feel, featuring vaulted ceilings, cheerful cabinetry and hardwood floors. Cozy up by the wood stove, perfect for heating the home in cooler months. With a solid rental history, this gem is not only a perfect getaway but also a proven investment opportunity.

  Richard Robbins Compass Massachusetts, LLC

  341 Pleasant St, South Chatham, MA 02659
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  /23

  Est $1,039,392 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
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  /42

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,603 Sq Ft

  290 Old Comers Rd, Chatham, MA 02633

  ''On Pink Wink Pond'' embodies the essence of Cape Cod. A startling entrance of Belgian blocks with carriage lighted and stone pillars greets the visitor. Ascending the farmers porch and upon entry, an illuminated tile mural of Pink Wink Pond boasts the home's attention to artistic detail. The two-story windowed great room is surrounded by crystal blue shiplap and offers a gas fireplace. Sub-Zero

  Catherine Baran Berkshire Hathaway HomeServices Robert Paul Properties

  290 Old Comers Rd, Chatham, MA 02633
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  /42

  $1,225,000 Sold Jan 08, 2025

  • 1,600 Sq Ft
  • $766/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  20 Spring Hill Rd, North Chatham, MA 02650

  NEW PHOTOS & VIRTUAL TOUR. Looking to buy in coveted North Chatham without the McMansion or multi-million dollar price tag? This 3 BR, 2BA Colonial sited on a private .82 acre lot with in-ground irrigation on a dead end street close to two Town Landings on Pleasant Bay fits the bill! It boasts a cozy porch off the side, a deck off the living room, a deck with an outside shower off the garage

  Julie Chapin William Raveis Chatham

  20 Spring Hill Rd, North Chatham, MA 02650
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  /46

  Est $418,662 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
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  /32

  $1,469,000

  • 5 Beds
  • 10 Baths
  • 11,000 Sq Ft

  558 Fox Hill Rd, Chatham, MA 02633

  New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and

  John DePreaux Corcoran Property Advisors

  558 Fox Hill Rd, Chatham, MA 02633
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  /7

  $410,000 Sold Dec 31, 2024

  • 1,177 Sq Ft
  • $348/SF
  • 19 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  912 Main St Unit 310, Chatham, MA 02633

  Great sunny skylit unit at desirable Park Place in Chatham, close to town, shopping, restaurants, and festivities for you to enjoy.This 3rd floor-end unit has 2 bedrooms, two full baths, a washer and dryer, an outdoor deck overlooking the courtyard, a storage room on the same floor, and much more including central A/C, basic cable, electric, trash and snow removal, elevator, gym and elegant

  Tom McGreevy Peterson Realty Inc.

  912 Main St Unit 310, Chatham, MA 02633
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  /43

  Est $558,086 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
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  /34

  $1,649,000

  • 4 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  4 Nickerson's Cir, Chatham, MA 02659

  Just completed and ready for immediate occupancy! This custom designed, classic Gambrel Cape is located on a private retreat lot, conveniently located between Chatham Village and Harwich Port with their shops, galleries and fabulous restaurants. AND less than one mile to several Nantucket Sound beaches! The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with

  Pat Butler Coldwell Banker Realty - Hingham

  4 Nickerson's Cir, Chatham, MA 02659
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  /40

  $985,000 Sold Dec 20, 2024

  • 2,400 Sq Ft
  • $410/SF
  • 107 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  34 Horizon Dr, Chatham, MA 02633

  Deeded Access to stunning Lover's Lake, only a 3-minute walk! Welcome to 34 Horizon Drive, where coastal charm meets modern comfort. This delightful home offers 3 beds & 3 baths, perfect for those seeking community in Great Hill Estates. Step inside to discover a light-filled living space w/a seamless flow. A cook's kitchen w/stainless appliances w/gas stove, granite counters & ample cabinet

  Shane Masaschi Compass

  34 Horizon Dr, Chatham, MA 02633
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  /33

  Est $627,730 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
• 

  

  /41

  $3,995,000

  • 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
• 

  

  /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
• 

  

  /23

  Est $458,839 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
• 

  

  /50

  $3,995,000

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

  67 Uncle Alberts Dr, Chatham, MA 02633

  GRACIOUS LIVING ON OVER TWO ACRES NEAR CHATHAM BEACHES AND BELOVED DINING DESTINATIONS // 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

  Chris Rhinesmith Compass Massachusetts, LLC

  67 Uncle Alberts Dr, Chatham, MA 02633
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  /42

  $5,875,625 Sold Dec 16, 2024

  • 6,550 Sq Ft
  • $897/SF
  • 115 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2024

  51 Cove Hill Rd, North Chatham, MA 02650

  Escape to unparalleled luxury living in Chatham! This meticulously crafted architectural gem offers a blend of modern sophistication & coastal charm with deeded beach rights & access to Chatham's pristine waterways. Classic entryway welcomes you into a chef's kitchen and spacious living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural

  Betsy Hargreaves Gibson Sotheby's International Realty

  51 Cove Hill Rd, North Chatham, MA 02650
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  /28

  Est $484,486 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
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  /27

  $1,750,000

  • 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 & Associates, Inc.

  231 Crowell Rd, Chatham, MA 2633
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  /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
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  /24

  Est $434,490 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
• 

  

  /9

  $13,950,000

  • 5 Beds
  • 6.5 Baths
  • 7,259 Sq Ft

  301 Whidah Rd, Chatham, MA 02650

  Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  301 Whidah Rd, Chatham, MA 02650
• 

  

  /14

  $4,000,000 Sold Dec 13, 2024

  • 4,293 Sq Ft
  • $932/SF
  • 166 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2024

  2515 Main St, South Chatham, MA 02659

  Chatham, MA - Brand new construction. This dramatic Dutch Gambrel style home features over 4,200 square feet of living space on 3 levels. With 4 bedrooms and 5.5 baths, this remarkable residence presents a balanced mix of elegant and casual living areas that include a grand staircase in the open foyer, large fire-placed great room, chef's kitchen, sunroom, private office, dining area, and a

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  2515 Main St, South Chatham, MA 02659
• 

  

  /48

  Est $461,371 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
• 

  

  /90

  $13,950,000

  • 5 Beds
  • 6.5 Baths
  • 7,259 Sq Ft

  301 Whidah Rd, North Chatham, MA 2650

  Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  301 Whidah Rd, North Chatham, MA 2650

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