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Chatham, MA Homes for Sale

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  • 1761 Main St, Chatham, MA 02633
    1761 Main St, Chatham, MA 02633
    /2

    $619,000

    • Land
    • 1.01 Acres
    • $612,871 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

    Agent Photo

    Kimberly Clark

    Bayside Realty Consultants

    (508) 719-6244

    1761 Main St, Chatham, MA 02633
  • 101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    /71

    $5,995,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    101 Morris Island Rd, Chatham, MA 02633

    LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, this residence beautifully blends elegance and comfort. The open floor plan showcases oversized windows and soaring ceilings, allowing natural light to pour in and illuminating the stunning views of the swimming pool, spa, outdoor kitchen, patio, gas fire-pit, outdoor shower, and irrigated

    The Bohman Hartung Group Gibson Sotheby's International Realty

    101 Morris Island Rd, Chatham, MA 02633
  • 32 Gladen Ln, Chatham, MA 02633
    32 Gladen Ln, Chatham, MA 02633
    32 Gladen Ln, Chatham, MA 02633
    /31

    $2,850,000

    • 3 Beds
    • 4 Baths
    • 1,999 Sq Ft

    32 Gladen Ln, Chatham, MA 02633

    Effortlessly blending Cape Cod charm with bohemian chic flair, this 3BR 2 full 2 half bath Cape is a serene coastal hideaway tucked into one of Chatham's most desirable neighborhoods. Just moments to town, Chatham Bars Inn and beaches, this property offers the best of location, style and potential. Enjoy a laid back casual lifestyle, whether your enjoying coffee on the front patio or hosting your

    Lori Fanning Smith Compass Massachusetts, LLC

    32 Gladen Ln, Chatham, MA 02633
  • 169 Tisquantum Rd, Chatham, MA 02633
    169 Tisquantum Rd, Chatham, MA 02633
    169 Tisquantum Rd, Chatham, MA 02633
    /31

    $5,400,000

    • 5 Beds
    • 4.5 Baths
    • 5,587 Sq Ft

    169 Tisquantum Rd, Chatham, MA 02633

    Nestled in Chatham's exclusive Morris Island neighborhood, this home embodies the Cape Cod lifestyle. Situated in the sought-after Quitnesset community, this property is perfect for making lasting memories. Step into a the foyer with a stunning double curved staircase, leading to a vaulted living room with a fireplace and a chef's kitchen designed for entertaining. Enjoy casual meals in the

    Sandra Tanco Kinlin Grover Compass

    169 Tisquantum Rd, Chatham, MA 02633
  • 35 Northgate Rd, North Chatham, MA 02650
    35 Northgate Rd, North Chatham, MA 02650
    35 Northgate Rd, North Chatham, MA 02650
    /75

    $2,975,000

    • 5 Beds
    • 6 Baths
    • 4,822 Sq Ft

    35 Northgate Rd, North Chatham, MA 02650

    Set on 2.04 acres, this exceptionally-crafted residence offers 4,800 square feet of refined living space and understated luxury throughout. Multiple beautifully-appointed living spaces include a great room, living room, and sunroom, each with elegant architectural details. The gourmet Chef's kitchen is the heart of the home; perfect for grand entertaining or everyday living. A luxurious primary

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    35 Northgate Rd, North Chatham, MA 02650
  • 60 Harbor Hill Rd, Chatham, MA 02633
    60 Harbor Hill Rd, Chatham, MA 02633
    60 Harbor Hill Rd, Chatham, MA 02633
    /51

    $3,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,978 Sq Ft

    60 Harbor Hill Rd, Chatham, MA 02633

    Tucked away in Chatham's most desirable residential enclaves, this property offers a blend of classic Cape Cod charm & refined living. Set on 40,500 sq. ft. of beautifully landscaped grounds, the home invites both quiet retreat and gracious living. Inside, rich pine floors flow throughout a lovely designed layout featuring 10 spacious rooms, including 4 bedrooms & 3.5 baths The gourmet kitchen is

    Jacquelyn Casey Shore Road Realty

    60 Harbor Hill Rd, Chatham, MA 02633
  • 83 Old Mail Rd, North Chatham, MA 02650
    83 Old Mail Rd, North Chatham, MA 02650
    83 Old Mail Rd, North Chatham, MA 02650
    /49

    $3,695,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 4.5 Baths
    • 5,154 Sq Ft

    83 Old Mail Rd, North Chatham, MA 02650

    Brand new shingled style Coastal retreat offers resort style living in sought after North Chatham location. Sited on .5 of an acre( with pool potential) near beaches and close proximity to town, Chatham Bars Inn and Chatham Seaside Links Golf , this home was curated with luxury and comfort in mind. Exceptional scale, volume and open feel, delivering high end finishes and compelling value at $717

    Lori Fanning Smith Compass Massachusetts, LLC

    83 Old Mail Rd, North Chatham, MA 02650
  • 92 Indian Trail, Chatham, MA 02633
    92 Indian Trail, Chatham, MA 02633
    92 Indian Trail, Chatham, MA 02633
    /34

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    92 Indian Trail, Chatham, MA 02633

    Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living. This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly

    Judith Smith John C Ricotta & Assoc.

    92 Indian Trail, Chatham, MA 02633
  • 238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    238 Cranberry Ln, Chatham, MA 02633
    /36

    $6,800,000

    • 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
  • 7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    7 Squanto Dr, Chatham, MA 02633
    /42

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    7 Squanto Dr, Chatham, MA 02633

    This Nantucket-style home features extraordinary views across a tidal salt marsh and Oyster Pond, to the 3 church steeples downtown! Enjoy the ever-changing beauty of the seasons and a host of wildlife from this elevated .69 acre site. With just over 3,000 sq' this exceptionally-crafted home is the perfect size; with an open floor plan ideal for entertaining. Sun-filled kitchen w/breakfast bar,

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    7 Squanto Dr, Chatham, MA 02633
  • 287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    /63

    $3,850,000 Open Sat 1:30PM - 3PM

    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    287 Cedar St, Chatham, MA 02633

    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

    Shane Masaschi Compass

    287 Cedar St, Chatham, MA 02633
  • 41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    41 Court St, North Chatham, MA 02650
    /45

    $2,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,504 Sq Ft

    41 Court St, North Chatham, MA 02650

    Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 Bed/2.5 bath Cape is the essence of Cape Cod style & includes extra building lot 20,737 sq ft.. Wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floor vaulted ceiling sun/great room with gas FP &

    Phyllis Power Compass

    41 Court St, North Chatham, MA 02650
  • 336 Stage Island Rd, Chatham, MA 02633
    336 Stage Island Rd, Chatham, MA 02633
    336 Stage Island Rd, Chatham, MA 02633
    /42

    $3,250,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    336 Stage Island Rd, Chatham, MA 02633

    Stage Island is among the most exclusive addresses on Cape Cod — a private enclave of fewer than 40 homes where properties rarely change hands and waterfront offerings are nearly nonexistent. When one does surface, it commands attention. This is that moment. Set on 1.07 waterfront acres, sweeping marsh and water views, breathtaking sunsets, and abundant conservation land define a setting that is

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    336 Stage Island Rd, Chatham, MA 02633
  • 78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    78 Indian Trail, Chatham, MA 02633
    /35

    $2,800,000

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    78 Indian Trail, Chatham, MA 02633

    Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in beautiful water views and unforgettable sunsets, with private stairs leading down to the water's edge of Bucks Creek for easy access and serene

    Judith Smith John C Ricotta & Assoc.

    78 Indian Trail, Chatham, MA 02633
  • 134 Northgate Rd, Chatham, MA 02633
    134 Northgate Rd, Chatham, MA 02633
    134 Northgate Rd, Chatham, MA 02633
    /81

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    134 Northgate Rd, Chatham, MA 02633

    Sited in one of North Chatham's most coveted pockets, this is the kind of property that doesn't come up often - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    134 Northgate Rd, 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
  • 134 Northgate Rd, North Chatham, MA 02650
    134 Northgate Rd, North Chatham, MA 02650
    134 Northgate Rd, North Chatham, MA 02650
    /42

    $1,395,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    134 Northgate Rd, North Chatham, MA 02650

    Sited in one of North Chatham's most coveted pockets - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz countertops and center island, wide plank white oak

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    134 Northgate Rd, North Chatham, MA 02650
  • 96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    /42

    $899,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 1,618 Sq Ft

    96 Stage Coach Dr, South Chatham, MA 02659

    Lovingly maintained, this classic Chatham ranch reflects true pride of ownership. A traditional layout offers three bedrooms, including a primary with en suite bath, and easy, comfortable living throughout. Recently refreshed with full interior paint and beautifully staged, the home feels bright, welcoming, and move-in ready. Set on a generous lot with adjacent green space, the property offers

    Dawn Lee Gibson Sotheby's International Realty

    96 Stage Coach Dr, South Chatham, MA 02659
  • 118 Wilfred Rd, Chatham, MA 02633
    118 Wilfred Rd, Chatham, MA 02633
    118 Wilfred Rd, Chatham, MA 02633
    /49

    $1,200,000 Open Sat 10AM - 11:30PM

    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    118 Wilfred Rd, Chatham, MA 02633

    PONDVIEW: Welcome to 118 Wilfred Road, a charming Cape-style home tucked into one of Chatham's beloved ponds settings. With 3 bedrooms, 3 baths, and 1,804 square feet, this inviting residence captures the essence of relaxed Cape Cod living. Enjoy sweeping views of Black Pond, White Pond and Emery Pond and take advantage of an exceptional location less than 0.2 miles from White Pond, a cherished

    Shane Masaschi Compass

    118 Wilfred Rd, Chatham, MA 02633
  • 243 Crowell Rd, Chatham, MA 02633
    243 Crowell Rd, Chatham, MA 02633
    243 Crowell Rd, Chatham, MA 02633
    /48

    $1,350,000

    • 3 Beds
    • 1.5 Baths
    • 2,278 Sq Ft

    243 Crowell Rd, Chatham, MA 02633

    Comfortable Cape style 3 bedroom home, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Set back from the road on a level, grassy front lawn, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck. Free standing 2 car garage on over .6 acre lot. Unfinished second floor offers expansion potential with previously permitted plan. Large unfinished

    Michael Hall William Raveis Real Estate & Home Services

    243 Crowell Rd, Chatham, MA 02633
  • 301 Whidah Rd, North Chatham, MA 2650
    301 Whidah Rd, North Chatham, MA 2650
    301 Whidah Rd, North Chatham, MA 2650
    /52

    $12,950,000

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

    301 Whidah Rd, North Chatham, MA 2650

    Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    301 Whidah Rd, North Chatham, MA 2650
  • 301 Whidah Rd, Chatham, MA 02650
    301 Whidah Rd, Chatham, MA 02650
    301 Whidah Rd, Chatham, MA 02650
    /42

    $12,950,000

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

    301 Whidah Rd, Chatham, MA 02650

    Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    301 Whidah Rd, Chatham, MA 02650
  • 425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, Chatham, MA 02633
    425 Main St Unit D, Chatham, MA 02633
    /25

    $450,000

    • 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 a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • 137 Shane Dr, Chatham, MA 02633
    137 Shane Dr, Chatham, MA 02633
    137 Shane Dr, Chatham, MA 02633
    /50

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    137 Shane Dr, Chatham, MA 02633

    Perfectly positioned on a corner lot in a quiet neighborhood, this beautifully maintained home offers peaceful living just moments from everything Chatham has to offer. Located less than a mile from downtown, it provides easy access to shops, restaurants, beaches, and landmarks including the Fish Pier, Veterans Field, Seaside Links, and Chatham Bars Inn. Offering two levels with 2,448 sqft (1,530

    Tom Riley Compass Massachusetts, LLC

    137 Shane Dr, Chatham, MA 02633
  • 61 Oak Hill Rd, Chatham, MA 02633
    61 Oak Hill Rd, Chatham, MA 02633
    61 Oak Hill Rd, Chatham, MA 02633
    /53

    $895,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    61 Oak Hill Rd, Chatham, MA 02633

    Easy one-floor living in Chatham can be yours in this sun-filled 2 bedroom home that includes deeded rights to Stillwater Pond. The floor plan offers a good-sized living room w/bay window and gas fireplace, a cozy eat-in-kitchen with laundry area & pantry, and a bright family room that features newer sliders to a deck overlooking the level back yard. Down the hall you'll find the primary bedroom

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    61 Oak Hill Rd, Chatham, MA 02633
  • 558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    558 Fox Hill Rd, Chatham, MA 02633
    /39

    $1,469,000

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

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • 39 Jedidiah Way, Chatham, MA 02633
    39 Jedidiah Way, Chatham, MA 02633
    39 Jedidiah Way, Chatham, MA 02633
    /47

    $1,650,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,810 Sq Ft

    39 Jedidiah Way, Chatham, MA 02633

    39 Jedidiah Way, has been gently utilized by the same family for the past 29 years, serving as a reliable summer retreat. Situated on a .5-acre elevated lot overlooking a wooded cul-de-sac, this property boasts direct access to the Old Colony Rail Trail, a unique feature among current Chatham offerings. Enjoy the convenience of being just 1 mile from Nantucket Sound Beaches or capitalize on the

    Tom Jones Berkshire Hathaway HomeServices Robert Paul Properties

    39 Jedidiah Way, Chatham, MA 02633
  • 35 Bobbie's Ln, Chatham, MA 02659
    35 Bobbie's Ln, Chatham, MA 02659
    35 Bobbie's Ln, Chatham, MA 02659
    /36

    $699,900 Open Fri 4PM - 5PM

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    35 Bobbie's Ln, Chatham, MA 02659

    35 Bobbies Lane, South Chatham--an exceptional value in an area of significantly higher-priced homes. This small 3+ bedroom offers a rare opportunity to own just about a half mile from Forest Beach, with public tennis courts right across the street for an active Cape Cod lifestyle.The home offers solid potential but will benefit from updating, including the heating system and replacement of the

    Richard Waystack Keller Williams Realty

    35 Bobbie's Ln, Chatham, MA 02659
  • 48 Glover Square, Chatham, MA 02633
    48 Glover Square, Chatham, MA 02633
    48 Glover Square, Chatham, MA 02633
    /35

    $1,650,000

    • 3 Beds
    • 2 Baths
    • 2,169 Sq Ft

    48 Glover Square, Chatham, MA 02633

    Chatham By The Sea. This rare 50-year offering at 48 Glover Square presents a premier opportunity in Chatham. Incredible, coveted location situated near downtown Chatham Village, Chatham Fish Pier, Oyster Pond, Veterans Field, plus shopping, grocery, tennis, and golf. Spacious one-floor living with room to reimagine! Ranch home is 1531 square feet and includes 3 bedrooms, large formal living room

    Laurie McCann Gibson Sotheby's International Realty

    48 Glover Square, Chatham, MA 02633
  • 35 Bobbies Ln, Chatham, MA 2633
    35 Bobbies Ln, Chatham, MA 2633
    35 Bobbies Ln, Chatham, MA 2633
    /24

    $699,900 Open Fri 4PM - 5PM

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    35 Bobbies Ln, Chatham, MA 2633

    35 Bobbies Lane, South Chatham--an exceptional value in an area of significantly higher-priced homes. This small 3+ bedroom offers a rare opportunity to own just about a half mile from Forest Beach, with public tennis courts right across the street for an active Cape Cod lifestyle. The home offers solid potential but will benefit from updating, including the heating system and replacement of the

    Richard Waystack William Raveis Harwich Port

    35 Bobbies Ln, Chatham, MA 2633
  • 7 Cove Rd, Chatham, MA 02650
    7 Cove Rd, Chatham, MA 02650
    7 Cove Rd, Chatham, MA 02650
    /9

    $5,750,000

    • 3 Beds
    • 6 Baths
    • 4,902 Sq Ft

    7 Cove Rd, Chatham, MA 02650

    Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a private association beach, this exceptional Gambrel-style residence currently under construction with Harbor Builders presents a sophisticated coastal retreat.The property offers generous indoor and outdoor living spaces on a half an acre. The main level features an inviting open floor plan where a

    Chris Rhinesmith Compass Massachusetts, LLC

    7 Cove Rd, Chatham, MA 02650
  • 234 Round Cove Rd, Chatham, MA 02633
    234 Round Cove Rd, Chatham, MA 02633
    234 Round Cove Rd, Chatham, MA 02633
    /55

    $2,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    234 Round Cove Rd, Chatham, MA 02633

    Tucked within Chatham's coveted Riverbay community, 234 Round Cove Road offers a rare blend of walkability and private, resort-style living. Moments to Jackknife Beach and Pleasant Bay, the setting delivers coastal access while feeling entirely private and your own.Designed for effortless living, the single-level layout features three oversized bedrooms and 2.5 baths, including a secluded primary

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    234 Round Cove Rd, Chatham, MA 02633
  • 33 Crowell Rd, Chatham, MA 02633
    33 Crowell Rd, Chatham, MA 02633
    33 Crowell Rd, Chatham, MA 02633
    /10

    $4,499,900 New Construction

    • 3 Beds
    • 7 Baths
    • 5,820 Sq Ft

    33 Crowell Rd, Chatham, MA 02633

    A distinguished new residence by Eastward Companies, this exceptional home seamlessly blends timeless architecture with modern luxury, all within walking distance to Chatham Village, Oyster Pond, and renowned dining. Thoughtfully designed and impeccably crafted, the home spans over 5,800 square feet across three finished levels. The main level offers an elegant yet inviting floor plan, featuring

    The Grattan Group Christie's International Real Estate Atlantic Brokerage

    33 Crowell Rd, Chatham, MA 02633
  • 231 Crowell Rd, Chatham, MA 2633
    231 Crowell Rd, Chatham, MA 2633
    231 Crowell Rd, Chatham, MA 2633
    /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 & Associates, Inc.

    231 Crowell Rd, Chatham, MA 2633
  • 6 Munson Meeting Way Unit 894, Chatham, MA 02633
    6 Munson Meeting Way Unit 894, Chatham, MA 02633
    6 Munson Meeting Way Unit 894, Chatham, MA 02633
    /41

    $699,000

    • 2 Beds
    • 2.5 Baths
    • 1,773 Sq Ft

    6 Munson Meeting Way Unit 894, Chatham, MA 02633

    894 Main Street presents a rare mixed-use investment in one of Cape Cod's most visible and enduring locations. This iconic Main Street address benefits from exceptional foot traffic, strong frontage, and effortless walkability to the town's most desirable destinations. Comprising 1,773 square feet, the property offers a fully leased commercial space at street level paired with a two-bedroom

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    6 Munson Meeting Way Unit 894, Chatham, MA 02633
  • 50 Eldredge Square S, Chatham, MA 02633
    50 Eldredge Square S, Chatham, MA 02633
    50 Eldredge Square S, Chatham, MA 02633
    /23

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    50 Eldredge Square S, Chatham, MA 02633

    Ideally situated just moments from Chatham's Village boutiques and restaurants, this exceptional three bedroom,two bath residence captures the essence of Chatham coastal living. Privately set on a private dead-end street, the property offers tranquility and also convenience in one of Chatham's most desirable settings. Thoughtfully designed for effortless single-level living, the main floor

    Chris Rhinesmith Compass Massachusetts, LLC

    50 Eldredge Square S, Chatham, MA 02633
  • 346 Morris Island Rd, Chatham, MA 02633
    346 Morris Island Rd, Chatham, MA 02633
    346 Morris Island Rd, Chatham, MA 02633
    /33

    $4,500,000

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    346 Morris Island Rd, Chatham, MA 02633

    Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water

    Chris Rhinesmith Compass Massachusetts, LLC

    346 Morris Island Rd, Chatham, MA 02633
  • 38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    /72

    $4,750,000

    • 4 Beds
    • 3.5 Baths
    • 4,967 Sq Ft

    38 Indian Trail, Chatham, MA 02633

    This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings and dramatic walls of glass fill the home with natural light and frame spectacular sunsets; while sliders open to an expansive wraparound deck for effortless indoor-outdoor living. A chef's kitchen, dual living areas, and an

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    38 Indian Trail, Chatham, MA 02633
  • 157 Bridge St, Chatham, MA 02633
    157 Bridge St, Chatham, MA 02633
    157 Bridge St, Chatham, MA 02633
    /20

    $12,999,900 New Construction

    • 4 Beds
    • 7 Baths
    • 6,234 Sq Ft

    157 Bridge St, Chatham, MA 02633

    In one of Chatham's most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterfront estate--masterfully crafted by the renowned Eastward Companies--represents a rare convergence of architectural distinction, coastal heritage, and modern luxury. Spanning more than 6,200 square feet across three impeccably designed levels, the

    The Grattan Group Christie's International Real Estate Atlantic Brokerage

    157 Bridge St, Chatham, MA 02633
  • 2548 Main St, South Chatham, MA 2659
    2548 Main St, South Chatham, MA 2659
    2548 Main St, South Chatham, MA 2659
    /41

    $3,999,900 Open Sat 10AM - 12:01PM

    • 4 Beds
    • 5.5 Baths
    • 4,942 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 family

    Ward Brown William Raveis Real Estate & Home Services

    2548 Main St, South Chatham, MA 2659

Showing Results 1 - 40, Page 1 of 2

Massachusetts Barnstable County Chatham

Real Estate & Homes for Sale in Chatham, MA

Frequently Asked Questions

Is Chatham, MA a safe city?
In general, the safest neighborhoods in Chatham, MA with lower crime scores are Chatham Village, North Chatham, West Chatham and South Chatham.
What are the most popular zip codes in Chatham, MA?
The most popular zip codes in Chatham, MA include 02633, 02659, 02646, 02650 and 02645.
What are the most popular neighborhoods near Chatham, MA?
The most popular neighborhoods near Chatham, MA are Chatham Village, West Chatham, South Chatham, Harwich Port and North Chatham.
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