Chatham, MA Homes for Sale

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  /41

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  24 Chickadee Cir, Harwich, MA 02645

  Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new exterior sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets,

  Amy Harbeck Kinlin Grover Compass

  24 Chickadee Cir, Harwich, MA 02645
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  /44

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft

  24 Chickadee Ln, Chatham, MA 02633

  Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new exterior sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets,

  Amy Harbeck Kinlin Grover Compass

  24 Chickadee Ln, Chatham, MA 02633
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  /52

  $7,999,000

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

  30 Tisquantum Rd, Chatham, MA 02633

  What. A. View! 180 degree panoramic water vistas over The Atlantic Ocean, Chatham Harbor, and picturesque Stage Harbor set the tone for this shingled style home located high on a hill on private Morris Island. Sweeping ocean views and a private association beach combine with 2.33 acres to create a luxurious yet comfortable coastal retreat located in the Quitnesset Association.

  Lori Fanning Smith Compass Massachusetts, LLC

  30 Tisquantum Rd, Chatham, MA 02633
• 

  

  

  /19

  $2,195,000

  • Land
  • 0.57 Acre
  • $3,850,877 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
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  /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
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  /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
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  /42

  $1,225,000

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

  597 Orleans Rd, North Chatham, MA 02650

  Set on over an acre and a half of beautifully landscaped grounds, this 3-bedroom contemporary home is flooded w/natural light and offers stunning water views, a flexible floor plan and impressive finishes.The welcoming living room offers walls of windows, cathedral ceilings, a focal fireplace and skylights. A white chef’s kitchen has granite counters, stainless appliances and is open to the

  Team Clark & Tulloch Cape Cod Power of Two Compass

  597 Orleans Rd, North Chatham, MA 02650
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  /93

  $6,750,000

  • 5 Beds
  • 5.5 Baths
  • 5,620 Sq Ft

  15 Windy Hill Way, Chatham, MA 02633

  This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

  Tim Bailey John C Ricotta & Assoc.

  15 Windy Hill Way, Chatham, MA 02633
• 

  /2

  $659,000

  • Land
  • 1.01 Acres
  • $652,475 per Acre

  1761 Main St, Chatham, MA 02633

  Nestled in the picturesque town of Chatham, expansive one-acre lot presents a rare opportunity to craft your dream home in a serene setting. Backing up to a tranquil cranberry bog, this unique property offers privacy and natural beauty, providing an idyllic backdrop for your future residence.With ample space and potential, this versatile lot may accommodate two homes, making it perfect for those

  Kimberly Clark Bayside Realty Consultants

  1761 Main St, Chatham, MA 02633
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  /43

  $4,200,000

  • 6 Beds
  • 4 Baths
  • 3,808 Sq Ft

  150 Barcliff Ave, Chatham, MA 02633

  Chatham: where hydrangeas meet the sea and harbors merge into the ocean. A place where cherished memories are created and passed on through generations. If you've been dreaming of living in this storybook town, just a short stroll from sandy beaches and its vibrant Village, you've arrived. Welcome to 150 Barcliff Avenue. Tucked along one of Chatham's most picturesque streets, this updated home

  Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

  150 Barcliff Ave, Chatham, MA 02633
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  /29

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 2,202 Sq Ft

  319 Riverview Dr, Chatham, MA 02633

  Sited on nearly an acre of land in Riverbay Estates, this spacious 3 bedroom, 3 bath home offers ample privacy and outdoor living space. Built in 1984 with an addition & updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite with gas fireplace, walk in closet, & outdoor access. The kitchen features abundant cabinet space, a

  Chris Rhinesmith Compass Massachusetts, LLC

  319 Riverview Dr, Chatham, MA 02633
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  /29

  $2,150,000

  • 3 Beds
  • 4.5 Baths
  • 1,834 Sq Ft

  292 Stage Harbor Rd, Chatham, MA 02633

  Approximately a half mile to either Oyster Pond Beach or Stage Harbor and 3/4 of a mile to the center of Chatham Village sits this exceptional 3 bedroom 4 bath custom Farmhouse with inviting front porch built in 2018. Hardwood floors thruout and, formal dining area, custom kitchen along with an office for those working remotely. Home has central a/c and a gas stove in the Livingroom. The lower

  Ward Brown William Raveis Real Estate & Home Services

  292 Stage Harbor Rd, Chatham, MA 02633
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  /35

  $2,150,000

  • 4 Beds
  • 2 Baths
  • 1,238 Sq Ft

  213 Main St, Chatham, MA 02633

  Location! Location! Nestled In the heart of Chatham historic Old Village district, this 1850 Greek Revival has water views of Chatham harbor, with Lighthouse Beach, Main St shopping & dining, band concerts, golf, all nearby! This charming 4 BED/2 BA home has a sunny eat-in family room, beamed ceiling, with sliders to deck, cozy kitchen adjacent and front living room has gas fireplace & warm

  Phyllis Power Compass

  213 Main St, Chatham, MA 02633
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  /38

  $1,549,000

  • 3 Beds
  • 3.5 Baths
  • 3,050 Sq Ft

  46 Juniper Ln W, Chatham, MA 02659

  ''Moongazer'' represents a rare opportunity to purchase a thoughtfully updated, proven income producing property with deeded access to Taylor's Pond where it is a fun and easy kayak or paddle board out to Nantucket Sound and the beach. This 3,150 sf home offers far more living space and room for overflow guests than meets the eye. Upon entering, you will be wowed by the soaring ceilings,

  The Bohman Hartung Group Gibson Sotheby's International Realty

  46 Juniper Ln W, Chatham, MA 02659
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  /21

  $895,000

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft

  144 Lakeview Ave, Chatham, MA 02633

  Three bedroom ranch house with two car garage in desirable Riverbay Estates. All bedrooms on the first floor for easy living. Great neighborhood for swimming, walking, bike riding, kayaking, and fishing at the two private association ponds and the Monomoy River.... Close to Pleasant Bay and School House Pond beaches. Something for everyone in this very private area...Brokers and buyers are

  John Burke William Raveis Chatham

  144 Lakeview Ave, Chatham, MA 02633
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  /37

  $4,400,000

  • 3 Beds
  • 3.5 Baths
  • 2,998 Sq Ft

  85 Main St, Chatham, MA 02633

  OFFERED FULLY FURNISHED INCLUDING ALL CONTENTS SO YOU CAN MOVE RIGHT IN! Ideally situated in one of Chatham’s most sought-after enclaves, just steps from iconic Lighthouse Beach, this exceptional home is rich in character and timeless charm. Beautifully maintained, it offers sun-filled, spacious interiors that transition seamlessly between formal elegance and casual comfort. The thoughtfully

  Chris Rhinesmith Compass

  85 Main St, Chatham, MA 02633
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  /36

  $7,200,000

  • 5 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  238 Cranberry Ln, Chatham, MA 02633

  This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

  John Burke William Raveis Real Estate & Home Services

  238 Cranberry Ln, Chatham, MA 02633
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  /4

  $315,000

  • Land
  • 1.07 Acres
  • $294,393 per Acre

  2386 Main St, South Chatham, MA 02659

  This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

  Judith Smith John C Ricotta & Assoc.

  2386 Main St, South Chatham, MA 02659
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  /58

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  235 Training Field Rd, Chatham, MA 02633

  NEED AN IN-LAW APARTMENT? Tucked away from the road in desirable Riverbay, this comfortable ranch offers easy living with three bedrooms and two full baths. A standout feature is the spacious one-bedroom apartment with its own private entry, a cozy kitchenette, and a fully accessible handicapped bathroom--perfect for guests, extended family, or rental income.The home features a fireplaced living

  Keith Bradley Gibson Sotheby's International Realty

  235 Training Field Rd, Chatham, MA 02633
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  /49

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 2,391 Sq Ft

  68 Chippingstone Rd, Chatham, MA 02633

  Welcome to Riverbay Estates, where year-round living meets the perfect Cape Cod escape! This inviting 4-bedroom, 3-bath home offers water views and direct access to Pickerel Pond, making it an ideal spot for kayaking, paddleboarding, or simply enjoying the natural surroundings. The main level features a desirable first-floor primary suite, while the spacious living and dining areas showcase

  Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

  68 Chippingstone Rd, Chatham, MA 02633
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  /38

  $6,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,143 Sq Ft

  4 Ministers Ln, North Chatham, MA 02650

  MAJESTIC SEASIDE LIVING. This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms

  Chris Rhinesmith Compass Massachusetts, LLC

  4 Ministers Ln, North Chatham, MA 02650
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  /47

  $1,650,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  70 Lantern Ln, South Chatham, MA 02659

  Discover your dream home just a short stroll to Cockle Cove Beach! Incredible spot...Tucked away at the end of a private lane, this 3 bedroom 2 1/2 bath home with long leaf yellow pine floors throughout the first floor has plenty of living space for family and friends. Surrounded by an expansive wrap-around deck, the open concept first floor is highlighted by the living room with wood burning

  Judith Smith John C Ricotta & Assoc.

  70 Lantern Ln, South Chatham, MA 02659
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  /7

  $315,000

  • Land
  • 0.47 Acre
  • $670,213 per Acre

  0 Tirrells Way, Chatham, MA 02659

  Building lot available! Privately 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. See the document section for engineering information and a rendering for the type of home that can be

  Kathy Doyle Gibson Sotheby's International Realty

  0 Tirrells Way, Chatham, MA 02659
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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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  /42

  $1,995,000

  • 1 Bed
  • 1.5 Baths
  • 1,479 Sq Ft

  409 Main St, Chatham, MA 02633

  Location-Location-409 Main St. in Downtown Chatham offers you this very rare and desirable combination of a mixed use building with a 1st floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the 2nd floor in the heart of Chatham Village. The property offers 5 private in-town parking spaces

  Rick Smith Gibson Sotheby's International Realty

  409 Main St, 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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  /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
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  /34

  $7,250,000

  • 10 Beds
  • 10 Baths
  • 8,000 Sq Ft

  150 Cross St, Chatham, MA 02633

  Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and

  John Ricotta John C Ricotta & Assoc.

  150 Cross St, Chatham, MA 02633
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  /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
• 

  /2

  $6,995,000

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  13 Captain Knowles Way, Chatham, MA 02633

  Experience luxury, privacy, and convenience in this exceptional new construction by Minglewood Homes, just moments from downtown Chatham. Situated on a 1.34-acre waterfront lot along the Oyster River, this exquisitely designed home features an open-concept layout, high-end finishes, and impeccable craftsmanship. Designed for both comfort and entertaining, it offers five spacious bedrooms, each

  Mina O'Keefe Gibson Sotheby's International Realty

  13 Captain Knowles Way, Chatham, MA 02633
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  /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
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  /33

  $5,295,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,989 Sq Ft

  14 Pond View Ln, Chatham, MA 02633

  Sears Point Development presents another breathtaking home that could be your new year-round residence or the perfect summer escape for 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded access to the Oyster Pond with mooring potential, this stunning Nantucket-style home boasts 4,989 sf of thoughtfully designed living space, featuring 4 BR and 4/2 Baths on town sewer.

  Jack Bohman Gibson Sotheby's International Realty

  14 Pond View Ln, Chatham, MA 02633
• 

  

  /19

  $799,900 Open Fri 3:30PM - 5:30PM

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

  58 Sugar Hill Dr, Harwich, MA 02645

  Renovated ranch with views of Monomoy River and deeded access for fishing and launching canoes and kayaks out to Pleasant Bay. 2 bedroom, 2 bath home with full basement and garage under. Renovated kitchen with granite countertops, custom made stained glass window, living room with natural gas fireplace, and year round sun room overlooking the river. Bonus room in walk-up finished attic. Raised

  Daniel Michael Main Street Realty

  58 Sugar Hill Dr, Harwich, MA 02645

Showing Results 41 - 73, Page 2 of 2