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Chatham, MA Homes for Sale

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  • 46 Juniper Ln W, Chatham, MA 02659
    46 Juniper Ln W, Chatham, MA 02659
    46 Juniper Ln W, Chatham, MA 02659
    /42

    $1,599,000

    • 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 paddleboard out to Nantucket Sound and the beach. This 3 BR, 3.5 Bath, 3,050 sf split-level house offers far more living space and room for overflow guests than meets the eye. Upon entering the home, you will be

    Jack Bohman Gibson Sotheby's International Realty

    46 Juniper Ln W, Chatham, MA 02659
  • 99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    /35

    $715,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    99 Heritage Ln, Chatham, MA 02633

    What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations

    Ella Leavitt Compass

    99 Heritage Ln, Chatham, MA 02633
  • 307 Riverview Dr, Chatham, MA 02633
    307 Riverview Dr, Chatham, MA 02633
    307 Riverview Dr, Chatham, MA 02633
    /39

    $1,649,000

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    307 Riverview Dr, Chatham, MA 02633

    Discover luxury & comfort in this stunning Riverbay home nestled with beautiful landscaping on Riverview Drive. This meticulously renovated 7 room ranch offers 2340 Sq. ft of elegant living space, featuring 3 spacious bedrooms, 2.5 luxurious tiled baths with double vanities. As you step inside, the inviting foyer introduces you to the warmth of a formal living room with fireplace, open plan to

    Phyllis Power Compass

    307 Riverview Dr, Chatham, MA 02633
  • 144 Lakeview Ave, Chatham, MA 02633
    144 Lakeview Ave, Chatham, MA 02633
    144 Lakeview Ave, Chatham, MA 02633
    /21

    $995,000

    • 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
  • 40 Florence Dr, South Chatham, MA 02659
    40 Florence Dr, South Chatham, MA 02659
    40 Florence Dr, South Chatham, MA 02659
    /55

    $899,000 Open Sat 12:30PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,362 Sq Ft

    40 Florence Dr, South Chatham, MA 02659

    South of 28 Chatham 3BR home just 0.3 miles from Forest Beach on the ocean! Great rental income potential. Renovated in 2002 with a vaulted ceiling living room addition that doubles as a sunroom & opens to a large dining area that can fit all your guests around a big table. Hardwood floors in all 3 bedrooms, living room/sunroom & dining room. First-floor bathroom updated in 2009 with walk-in

    Melanie Cauchon Melanie Cauchon Real Estate

    40 Florence Dr, South Chatham, MA 02659
  • 0 Reynolds Cir Unit 22501745, Chatham, MA 02633
    0 Reynolds Cir Unit 22501745, 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
  • 85 Main St, Chatham, MA 02633
    85 Main St, Chatham, MA 02633
    85 Main St, Chatham, MA 02633
    /49

    $4,900,000

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

    85 Main St, Chatham, MA 02633

    OFFERED FULLY FURNISHED AND READY FOR SUMMER OCCUPANCY // Perfectly positioned in one of Chatham's most coveted enclaves, just across from iconic Lighthouse Beach, this classic Cape-style residence offers an exceptional blend of historic charm and modern comfort. Rich in character and beautifully maintained, the home features light-filled, generously scaled rooms that flow effortlessly between

    Chris Rhinesmith Compass Massachusetts, LLC

    85 Main St, Chatham, MA 02633
  • 238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    /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
  • 2386 Main St, South Chatham, MA 02659
    2386 Main St, South Chatham, MA 02659
    2386 Main St, South Chatham, MA 02659
    /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
  • 235 Training Field Rd, Chatham, MA 02633
    235 Training Field Rd, Chatham, MA 02633
    235 Training Field Rd, Chatham, MA 02633
    /58

    $1,750,000

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

    235 Training Field Rd, Chatham, MA 02633

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

    Keith Bradley Gibson Sotheby's International Realty

    235 Training Field Rd, Chatham, MA 02633
  • 68 Chippingstone Rd, Chatham, MA 02633
    68 Chippingstone Rd, Chatham, MA 02633
    68 Chippingstone Rd, Chatham, MA 02633
    /53

    $1,400,000

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

    68 Chippingstone Rd, Chatham, MA 02633

    Ideal rental investment property in Riverbay Estates! Enjoy water views and direct access to Pickerel Pond from this 4-bed, 3-bath home perfect for kayaking and paddleboarding. Features include a first-floor primary suite, living and dining areas with pond views, central A/C, gas heat, and an attached two-car garage. The home is generator ready with a panel for the transfer switch already in

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    68 Chippingstone Rd, Chatham, MA 02633
  • 4 Ministers Ln, North Chatham, MA 02650
    4 Ministers Ln, North Chatham, MA 02650
    4 Ministers Ln, North Chatham, MA 02650
    /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
  • 70 Lantern Ln, South Chatham, MA 02659
    70 Lantern Ln, South Chatham, MA 02659
    70 Lantern Ln, South Chatham, MA 02659
    /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
  • 113 Seapine, Chatham, MA 02635
    113 Seapine, Chatham, MA 02635
    113 Seapine, Chatham, MA 02635
    /40

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 3,504 Sq Ft

    113 Seapine, Chatham, MA 02635

    Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio,

    Chris Rhinesmith Compass

    113 Seapine, Chatham, MA 02635
  • 113 Seapine Rd, North Chatham, MA 02650
    113 Seapine Rd, North Chatham, MA 02650
    113 Seapine Rd, North Chatham, MA 02650
    /43

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 5,850 Sq Ft

    113 Seapine Rd, North Chatham, MA 02650

    UNRIVALED WATERFRONT LIVING // Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened

    Chris Rhinesmith Compass Massachusetts, LLC

    113 Seapine Rd, North Chatham, MA 02650
  • 109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
    /19

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front. Inside, the unit is

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • 109 Misty Meadow Ln, North Chatham, MA 02650
    109 Misty Meadow Ln, North Chatham, MA 02650
    109 Misty Meadow Ln, North Chatham, MA 02650
    /23

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front.Inside, the unit is

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • 109 Misty Meadow Ln, North Chatham, MA 02650
    109 Misty Meadow Ln, North Chatham, MA 02650
    109 Misty Meadow Ln, North Chatham, MA 02650
    /27

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln, North Chatham, MA 02650

    Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value.Filled with natural light, the

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • 552 Orleans Rd, Chatham, MA 2633
    552 Orleans Rd, Chatham, MA 2633
    552 Orleans Rd, Chatham, MA 2633
    /33

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    552 Orleans Rd, Chatham, MA 2633

    Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

    Chris Rhinesmith Compass

    552 Orleans Rd, Chatham, MA 2633
  • 552 Orleans Rd, North Chatham, MA 02650
    552 Orleans Rd, North Chatham, MA 02650
    552 Orleans Rd, North Chatham, MA 02650
    /32

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    552 Orleans Rd, North Chatham, MA 02650

    Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

    Chris Rhinesmith Compass Massachusetts, LLC

    552 Orleans Rd, North Chatham, MA 02650
  • 25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, 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
  • 25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, Chatham, MA 02633
    25 Crosby Ln, 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
  • 1082 Main St Unit 1082, Chatham, MA 02633
    1082 Main St Unit 1082, Chatham, MA 02633
    1082 Main St Unit 1082, Chatham, MA 02633
    /41

    $975,000

    • 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
  • 425 Main St, Chatham, MA 02633
    425 Main St, Chatham, MA 02633
    425 Main St, Chatham, MA 02633
    /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
  • 36 Moonbeam Ln, Chatham, MA 02633
    36 Moonbeam Ln, Chatham, MA 02633
    36 Moonbeam Ln, Chatham, MA 02633
    /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
  • 425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, 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
  • 0 Tirrells Way, Chatham, MA 02659
    0 Tirrells Way, Chatham, MA 02659
    0 Tirrells Way, Chatham, MA 02659
    /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
  • 290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    /42

    $3,250,000 Open Sun 10AM - 12PM

    • 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
  • 723 Main St, Chatham, MA 02633
    723 Main St, Chatham, MA 02633
    723 Main St, Chatham, MA 02633
    /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
  • 315 Pleasant St, South Chatham, MA 02659
    315 Pleasant St, South Chatham, MA 02659
    315 Pleasant St, South Chatham, MA 02659
    /40

    $1,675,000

    • 3 Beds
    • 2.5 Baths
    • 2,238 Sq Ft

    315 Pleasant St, South Chatham, MA 02659

    Chatham - Nantucket Sound with water views greets you instantly here at 315 Pleasant Street! This is a rare opportunity to live high and dry and a mere 350 yards from one of the finest and best stretches of sandy beach on Nantucket Sound. 315 Pleasant Street has been lovingly maintained and recently improved and upgraded by the current owners. Enjoy water views from the primary bedroom's solid

    Ritu Chawla Gibson Sotheby's International Realty

    315 Pleasant St, South Chatham, MA 02659
  • 558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    /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
  • 4 Nickerson's Cir, Chatham, MA 02659
    4 Nickerson's Cir, Chatham, MA 02659
    4 Nickerson's Cir, Chatham, MA 02659
    /34

    $1,699,000

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

    4 Nickerson's Cir, Chatham, MA 02659

    New construction! This Retreat Lot is conveniently located mid-way between Chatham Village and Harwich Port with their charming shops, galleries, fabulous restaurants AND less than one mile to several Nantucket Sound beaches! This custom designed home was completed, 2025. The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with Thermador appliances, a Large Dining

    Pat Butler Coldwell Banker Realty - Hingham

    4 Nickerson's Cir, Chatham, MA 02659
  • 409 Main St, Chatham, MA 02633
    409 Main St, Chatham, MA 02633
    409 Main St, Chatham, MA 02633
    /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
  • 67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, 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
  • 67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    /50

    $4,400,000

    • 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
  • 30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    /39

    $4,395,000

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

    30 Indian Trail, Chatham, MA 02633

    COASTAL HARMONY // 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

    Chris Rhinesmith Compass Massachusetts, LLC

    30 Indian Trail, Chatham, MA 02633
  • 231 Crowell Rd, Chatham, MA 2633
    231 Crowell Rd, Chatham, MA 2633
    231 Crowell Rd, Chatham, MA 2633
    /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
  • 301 Whidah Rd, Chatham, MA 02650
    301 Whidah Rd, Chatham, MA 02650
    301 Whidah Rd, Chatham, MA 02650
    /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
  • 301 Whidah Rd, North Chatham, MA 2650
    301 Whidah Rd, North Chatham, MA 2650
    301 Whidah Rd, North Chatham, MA 2650
    /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
  • 14 Squanto Dr, Chatham, MA 02633
    14 Squanto Dr, Chatham, MA 02633
    14 Squanto Dr, 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

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