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Newest Homes for Sale in Chatham, MA

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  • 95 Cotchpinicut, Chatham, MA 02633
    95 Cotchpinicut, Chatham, MA 02633
    95 Cotchpinicut, Chatham, MA 02633
    /41

    $5,900,000

    • 4 Beds
    • 5 Baths
    • 4,394 Sq Ft

    95 Cotchpinicut, Chatham, MA 02633

    Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the recently retiled

    John Burke William Raveis Chatham

    95 Cotchpinicut, Chatham, MA 02633
  • 739 Main St Unit 739, Chatham, MA 2633
    739 Main St Unit 739, Chatham, MA 2633
    739 Main St Unit 739, Chatham, MA 2633
    /41

    $1,495,000

    • 2 Beds
    • 3.5 Baths
    • 1,770 Sq Ft

    739 Main St Unit 739, Chatham, MA 2633

    Live in the heart of Chatham at 739 Main street, where shops and restaurants, a movie theatre, Chatham Anglers baseball games, band concerts, a sandy beach at Oyster Pond, and much more are just outside your door step! This luxury condominium residence is like-new and ready for immediate enjoyment. An open-concept floor plan on the first level includes a gorgeous granite and stainless kitchen,

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    739 Main St Unit 739, Chatham, MA 2633
  • 44 Baileys Path, Chatham, MA 2633
    44 Baileys Path, Chatham, MA 2633
    44 Baileys Path, Chatham, MA 2633
    /44

    $2,795,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 3,514 Sq Ft

    44 Baileys Path, Chatham, MA 2633

    Built by Eastward Companies in 2013, this thoughtfully designed, turnkey home is located in one of Chatham's highly desirable neighborhoods. Offering over 3,500 sq. ft. of beautifully appointed living space, this Cape features 3 bedrooms and 3.5 baths with an open-concept floor plan that seamlessly blends timeless Cape Cod style with modern conveniences. Filled with natural light, the spacious

    Chris Rhinesmith Compass Massachusetts, LLC

    44 Baileys Path, Chatham, MA 2633
  • 88 Indian Hill Rd N, Chatham, MA 02633
    88 Indian Hill Rd N, Chatham, MA 02633
    /2

    $1,374,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,302 Sq Ft

    88 Indian Hill Rd N, Chatham, MA 02633

    Welcome to 88 Indian Hill Road, where stunning curb appeal and timeless Cape Cod charm welcomes you home. Perfectly situated on a prominent, beautifully landscaped large lot, this sprawling Cape has been meticulously maintained and thoughtfully designed for both everyday living and entertainment. The private, tranquil grounds are a true highlight, featuring flowering ornamental trees, lush

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    88 Indian Hill Rd N, Chatham, MA 02633
  • 26 Hardings Beach Rd, Chatham, MA 02633
    26 Hardings Beach Rd, Chatham, MA 02633
    26 Hardings Beach Rd, Chatham, MA 02633
    /42

    $3,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    26 Hardings Beach Rd, Chatham, MA 02633

    Perfectly positioned to capture breathtaking sunsets over Bucks Creek, this meticulously updated 2,700-square-foot residence features 4 bedrooms and 3.5 bathrooms. Just a short distance from Nantucket Sound and Hardings Beach, this craftsman-renovated home offers a spacious open floor plan highlighted by vaulted, beamed ceilings and expansive windows that showcase ever-shifting views of the tidal

    The Bohman Hartung Group Gibson Sotheby's International Realty

    26 Hardings Beach Rd, Chatham, MA 02633
  • 330 Champlain Rd, Chatham, MA 02633
    330 Champlain Rd, Chatham, MA 02633
    330 Champlain Rd, Chatham, MA 02633
    /43

    $2,199,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,520 Sq Ft

    330 Champlain Rd, Chatham, MA 02633

    Location! Location! on ''The Loop'' at 330 Champlain Rd you have an exceptional lot 42, 518 Sq Ft near Stage Harbor & 2 town landings! This charming Colonial offers 2520 sqq ft of living space in a coveted private locale, great for summer or year round. The living room has a oversized wood burning fireplace hearth and is open plan to formal dininig room with cathedral ceiling and wonderful barn

    Phyllis Power Compass

    330 Champlain Rd, Chatham, MA 02633
  • 1134 &1142 Main St, Chatham, MA 02633
    1134 &1142 Main St, Chatham, MA 02633
    1134 &1142 Main St, Chatham, MA 02633
    /17

    $1,250,000

    • Land
    • 25,264 Sq Ft
    • $2,155,172 per Acre

    1134 &1142 Main St, Chatham, MA 02633

    Exceptional opportunity to acquire two prime contiguous Main Street commercial properties being offered together as a package sale. Located in a highly visible, high-traffic location and connected to town sewer, these properties have been under the same ownership for more than 30 years and are now available due to the owner's retirement.Properties located at 1134 Main Street and 1142 Main Street

    Tim Bailey John C Ricotta & Assoc.

    1134 &1142 Main St, Chatham, MA 02633
  • 212 Orleans Rd Unit D, North Chatham, MA 02650
    212 Orleans Rd Unit D, North Chatham, MA 02650
    212 Orleans Rd Unit D, North Chatham, MA 02650
    /13

    $689,000

    Open Sun 1:30PM - 3:30PM
    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    212 Orleans Rd Unit D, North Chatham, MA 02650

    Beautifully appointed, fully furnished, and turnkey, this exceptional end-unit 2-bedroom, 2-bath second-floor condominium is located in the desirable Nickerson Corners community in North Chatham, offering effortless Cape Cod living in a quiet, well-maintained association. Ideally situated just moments from Chatham Harbor and downtown Chatham, this exceptional location provides easy access to

    Jim Peterson Peterson Realty Inc.

    212 Orleans Rd Unit D, North Chatham, MA 02650
  • 127 Perch Pond Dr, Chatham, MA 02633
    127 Perch Pond Dr, Chatham, MA 02633
    127 Perch Pond Dr, Chatham, MA 02633
    /42

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,367 Sq Ft

    127 Perch Pond Dr, Chatham, MA 02633

    Tucked away on a generous half-acre lot this inviting 4-bedroom, 2 bath home offers the perfect blend of comfort, style & Cape Cod charm. Step inside to discover an updated kitchen complimented by a warm & inviting living room w/ gas fireplace. The dining area features sliders to spacious deck creating a seem-less indoor-outdoor flow perfect for summertime entertaining or relaxation. The finished

    David Carter Compass

    127 Perch Pond Dr, Chatham, MA 02633
  • 35 Oak Ridge Cir, Chatham, MA 02633
    35 Oak Ridge Cir, Chatham, MA 02633
    35 Oak Ridge Cir, Chatham, MA 02633
    /33

    $1,100,000

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    35 Oak Ridge Cir, Chatham, MA 02633

    Nestled at the end of a cul-de-sac and abutting conservation land, this well-maintained 3-bedroom, 1.5-bath ranch offers the ideal combination of privacy, comfort, and timeless appeal. With 1,476 square feet of living space, this inviting home features hardwood floors throughout, an open floor plan, and a family room addition with a cathedral ceiling that fills the home with natural light.A

    Jack Farrell Compass

    35 Oak Ridge Cir, Chatham, MA 02633
  • 240 Riverview Dr, Chatham, MA 02633
    240 Riverview Dr, Chatham, MA 02633
    240 Riverview Dr, Chatham, MA 02633
    /56

    $1,375,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 2,070 Sq Ft

    240 Riverview Dr, Chatham, MA 02633

    Sought after neighborhood of Riverbay. Light and bright home with incredible gardens and fabulous outdoor space. Three bedrooms 2 newly redone baths with livingroom, dinng room and primary suite all with sliders onto the deck with spiral stairway to back yard for super summer fun. Room for a pool! Lower level could be finished off-high ceilings and windows overlooking the back yard. Deeded rights

    Judith Smith John C Ricotta & Assoc.

    240 Riverview Dr, Chatham, MA 02633
  • 65 Captain Kendrick Dr, Chatham, MA 02633
    65 Captain Kendrick Dr, Chatham, MA 02633
    65 Captain Kendrick Dr, Chatham, MA 02633
    /40

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 1,752 Sq Ft

    65 Captain Kendrick Dr, Chatham, MA 02633

    Sprawling and spacious, 65 Captain Kendrick Drive presents an exceptional opportunity to own a beautifully situated 3 br 3 bath home in one of Chatham's most peaceful settings. Seasonal views of the Monomoy River create a serene backdrop, inviting relaxing vibes and a true sense of coastal tranquility.Offering 1,754 sqft of main-level living, the home many features include an updated eat-in

    Agent Photo

    Barbara Garside

    eXp Realty LLC

    65 Captain Kendrick Dr, Chatham, MA 02633
  • 409 Main St, Chatham, MA 02633
    409 Main St, Chatham, MA 02633
    409 Main St, Chatham, MA 02633
    /42

    $2,100,000

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

    409 Main St, Chatham, MA 02633

    Location! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the building and is

    Rick Smith Gibson Sotheby's International Realty

    409 Main St, Chatham, MA 02633
  • 150 Cross St, Chatham, MA 02633
    150 Cross St, Chatham, MA 02633
    150 Cross St, Chatham, MA 02633
    /34

    $6,500,000

    • 10 Beds
    • 10 Baths
    • 7,658 Sq Ft

    150 Cross St, Chatham, MA 02633

    Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500

    Chris Rhinesmith Compass Massachusetts, LLC

    150 Cross St, Chatham, MA 02633
  • 68 Chippingstone Rd, Chatham, MA 02633
    68 Chippingstone Rd, Chatham, MA 02633
    68 Chippingstone Rd, Chatham, MA 02633
    /57

    $1,299,000

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

    68 Chippingstone Rd, Chatham, MA 02633

    Coffee on the deck while overlooking the water. Enjoy peaceful mornings and beautiful water views from nearly every room in this spacious home. Welcome to Riverbay Estates, where Cape Cod charm meets endless potential. This, well-built 4-bedroom, 3-bath home offers direct access to Pickerel Pond for kayaking and enjoying nature. A true ''diamond in the rough'' project with great bones ready for

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    68 Chippingstone Rd, Chatham, MA 02633
  • 50 Sylvan Way, South Chatham, MA 02659
    50 Sylvan Way, South Chatham, MA 02659
    /2

    $5,900,000

    • 6 Beds
    • 8 Baths
    • 6,183 Sq Ft

    50 Sylvan Way, South Chatham, MA 02659

    The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    50 Sylvan Way, South Chatham, MA 02659
  • 35 Duncan Ln, Chatham, MA 02633
    35 Duncan Ln, Chatham, MA 02633
    35 Duncan Ln, Chatham, MA 02633
    /42

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft

    35 Duncan Ln, Chatham, MA 02633

    Canoe and kayak on Mill Pond. Direct water front at the end of the cul-de-sac. Turn key - Fully furnished year round and off season rental histoy. Very private and peaceful setting yet conveninet to shopping, restaurants, beaches and highways. 3 Bedrooms, 2 baths. First floor master. Plenty of closet space. Walkout basement. Large deck overlooking Mill Pond. Gas fireplace instert. Gas stove.

    John Habeeb Alliance Realty Advisors, Inc.

    35 Duncan Ln, Chatham, MA 02633
  • 727 Main St, Chatham, MA 02633
    727 Main St, Chatham, MA 02633
    727 Main St, Chatham, MA 02633
    /5

    $999,000

    • Land
    • 6,969 Sq Ft
    • $6,243,750 per Acre

    727 Main St, Chatham, MA 02633

    Build your 3 bedroom home in this awesome downtown location walk to everywhere you want to be in Chatham. Meander across the street to Chatham A's Lilly's, the Squire steps to Oyster Pond no car necessary. The property is surrounded by amazing gardens. A sanctuary a feast for the eyes. Call your builder bring your imagination. A oasis in downtown Chatham.

    Noreen Kennedy Kennedy Real Estate

    727 Main St, Chatham, MA 02633
  • 56 Stage Island Rd, Chatham, MA 02633
    56 Stage Island Rd, Chatham, MA 02633
    56 Stage Island Rd, Chatham, MA 02633
    /41

    $5,250,000

    $245K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,932 Sq Ft

    56 Stage Island Rd, Chatham, MA 02633

    Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed

    Agent Photo

    Jim Lowenstern

    eXp Realty LLC

    56 Stage Island Rd, Chatham, MA 02633
  • 0 Court St, Chatham, MA 02650
    0 Court St, Chatham, MA 02650
    /2

    $650,000

    • Land
    • 20,908 Sq Ft
    • $1,354,167 per Acre

    0 Court St, Chatham, MA 02650

    Rare to find a 20,737 lot in an established neighborhood of beautiful homes, close to town center or Ryder's Cove...overlooking Frost Fish Creek conservation, birdlife, tranquility! Building lot has been engineered by Ryder and Wilcox, pre- existing sidelines are R20. This lot will be sold separately after the home at 41 Court Street is sold, listed $2,295,000. MLS#22600472 or it can be purchased

    Phyllis Power Compass

    0 Court St, Chatham, MA 02650
  • 251 Joshua Jethro Rd, Chatham, MA 02633
    251 Joshua Jethro Rd, Chatham, MA 02633
    251 Joshua Jethro Rd, Chatham, MA 02633
    /42

    $1,150,000

    • 3 Beds
    • 3 Baths
    • 2,178 Sq Ft

    251 Joshua Jethro Rd, Chatham, MA 02633

    A warm and welcoming Cape Cod home set on a beautifully landscaped lot in the heart of the Riverbay development in Chatham. The generous living room anchors the space with a gas fireplace and custom built-in shelving, while the eat-in kitchen flows naturally into a cozy den -- a layout made for easy everyday living. A first-floor bedroom, full bath, and laundry offer exceptional convenience, with

    Nancy Griffin Gibson Sotheby's International Realty

    251 Joshua Jethro Rd, Chatham, MA 02633
  • 66 Snow Ln, Chatham, MA 02633
    66 Snow Ln, Chatham, MA 02633
    66 Snow Ln, Chatham, MA 02633
    /41

    $849,000

    $51K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    66 Snow Ln, Chatham, MA 02633

    Tucked away in the heart of Chatham, 66 Snow Lane offers a rare blend of privacy, convenience, & natural beauty. This charming 2-bedroom, 1-bath ranch-style home is surrounded by conservation land, creating a peaceful setting where birds, wildlife, and wooded views can be enjoyed from every window. Thoughtfully designed for easy one-floor living, the home features a wood burning fireplace,

    Shane Masaschi Compass

    66 Snow Ln, Chatham, MA 02633
  • 335 Stage Island Rd, Chatham, MA 02633
    335 Stage Island Rd, Chatham, MA 02633
    335 Stage Island Rd, Chatham, MA 02633
    /71

    $4,495,000

    • 4 Beds
    • 5.5 Baths
    • 5,372 Sq Ft

    335 Stage Island Rd, Chatham, MA 02633

    Situated on Chatham's exclusive Stage Island, this 4 BR, 5.5 bath, shingle-style residence is designed for seamless indoor and outdoor entertaining. The bright, airy first floor is anchored by a great room with a Rumford fireplace, custom cabinets, 10' ceilings, and towering windows. The professional-grade kitchen features premier appliances, a pantry, a wet bar, and a large center island.

    The Bohman Hartung Group Gibson Sotheby's International Realty

    335 Stage Island Rd, Chatham, MA 02633
  • 213 Main St, Chatham, MA 02633
    213 Main St, Chatham, MA 02633
    213 Main St, Chatham, MA 02633
    /39

    $1,800,000

    • 4 Beds
    • 2 Baths
    • 1,236 Sq Ft

    213 Main St, Chatham, MA 02633

    Perfectly positioned in the heart of Chatham's Old Village, this 4-bed, 2-bath home offers the rare combination of historic charm, water views of Chatham Harbor, and an exceptional in-town location. Just moments to Lighthouse Beach, Main Street shops, restaurants, and golf, this circa-1850 Greek Revival is filled with warmth and character. featuring a sunny eat-in family room with beamed ceiling

    The Bohman Hartung Group Gibson Sotheby's International Realty

    213 Main St, Chatham, MA 02633
  • 70 Uncle Deane's Rd, Chatham, MA 02659
    70 Uncle Deane's Rd, Chatham, MA 02659
    70 Uncle Deane's Rd, Chatham, MA 02659
    /42

    $1,999,000

    • 3 Beds
    • 3 Baths
    • 3,514 Sq Ft

    70 Uncle Deane's Rd, Chatham, MA 02659

    Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully

    Patrick Davison Shining Sea Realty

    70 Uncle Deane's Rd, Chatham, MA 02659
  • 15 Bay Ln, Chatham, MA 02633
    15 Bay Ln, Chatham, MA 02633
    15 Bay Ln, Chatham, MA 02633
    /47

    $4,950,000

    • 4 Beds
    • 4.5 Baths
    • 5,371 Sq Ft

    15 Bay Ln, Chatham, MA 02633

    Nestled in an elevated position overlooking Chatham Seaside Links, this architectural masterpiece embodies classic coastal elegance and is turn key, furnished and ready for summer! Just a stone's throw to Chatham's pristine beaches and the Village's renowned restaurants, the residence offers a private oasis. It is framed by masterful stonework, open-air living spaces, and artisanal native

    Chris Rhinesmith Compass Massachusetts, LLC

    15 Bay Ln, Chatham, MA 02633
  • 2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    /28

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    2653 Main St, South Chatham, MA 02659

    Discover a unique opportunity to own a versatile property in one of Cape Cod’s most desirable towns, offering potential as a private residence, multi-family retreat, or investment property. Located less than three-quarters of a mile from the beach, this property has multiple possibilities.The property currently includes a two-bedroom apartment and a separate studio apartment, providing immediate

    Sharon Kingman Dixon William Raveis Real Estate & Homes Services

    2653 Main St, South Chatham, MA 02659
  • 30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    /26

    $4,200,000

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

    30 Indian Trail, Chatham, MA 02633

    Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story

    Chris Rhinesmith Compass

    30 Indian Trail, Chatham, MA 02633
  • 336 Stage Island Rd, Chatham, MA 02633
    336 Stage Island Rd, Chatham, MA 02633
    336 Stage Island Rd, Chatham, MA 02633
    /42

    $2,995,000

    $255K PRICE DROP
    • 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
  • 96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    96 Stage Coach Dr, South Chatham, MA 02659
    /56

    $889,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,618 Sq Ft

    96 Stage Coach Dr, South Chatham, MA 02659

    Back on the market! Lovingly maintained and thoughtfully enjoyed over the years, 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 a full interior paint update and beautifully staged, the home feels bright, welcoming, and ready for its

    Dawn Lee Gibson Sotheby's International Realty

    96 Stage Coach Dr, South Chatham, MA 02659
  • 38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    38 Indian Trail, Chatham, MA 02633
    /72

    $4,495,000

    $255K PRICE DROP
    • 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
  • 60 Harbor Hill Rd, Chatham, MA 02633
    60 Harbor Hill Rd, Chatham, MA 02633
    60 Harbor Hill Rd, Chatham, MA 02633
    /51

    $3,390,000

    $210K PRICE DROP
    • 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

    New Construction
    • 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
  • 48 Glover Square, Chatham, MA 02633
    48 Glover Square, Chatham, MA 02633
    48 Glover Square, Chatham, MA 02633
    /32

    $1,585,000

    $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,169 Sq Ft

    48 Glover Square, Chatham, MA 02633

    Chatham By The Sea. Rare 50-year offering where LOCATION presents a premier opportunity in Chatham. Coveted location 2 blocks to downtown Chatham Village. Chatham Fish Pier, Oyster Pond, Veterans Field, Cow Yard Landing, shopping, groceries, tennis, golf, 1/2 mile away. Spacious one-floor living with room to expand. 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
  • 70 Judges Way, Chatham, MA 02633
    70 Judges Way, Chatham, MA 02633
    70 Judges Way, Chatham, MA 02633
    /41

    $5,995,000

    $255K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,060 Sq Ft

    70 Judges Way, Chatham, MA 02633

    Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    70 Judges Way, Chatham, MA 02633
  • 1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    /15

    $699,999

    • 0.5 Baths
    • 600 Sq Ft

    1772 Main St, Chatham, MA 2633

    Residential Potential in Chatham'sR20 Zone!This unique property offers a rare chance to create a standalone single-family home just moments from downtown Chatham. Note that the building is currently a commercial barber shop under a 1969 variance; however, it is situated in the R20 residential zone. This provides a clear path for conversion: by petitioning the Zoning Board of Appeals (ZBA) to lift

    Erin Terkelsen LPT Realty, LLC

    1772 Main St, Chatham, MA 2633
  • 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
  • 109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
    /28

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln Unit 4, 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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • 15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    /93

    $5,850,000

    $400K PRICE DROP
    • 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
  • 101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    101 Morris Island Rd, Chatham, MA 02633
    /77

    $5,495,000

    $500K PRICE DROP
    • 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

Showing Results 1 - 40, Page 1 of 2

Massachusetts Barnstable County Chatham

Newest Listings 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, 02645, 02650 and 02646.
What are the most popular neighborhoods near Chatham, MA?
The most popular neighborhoods near Chatham, MA are West Chatham, South Chatham, North Chatham, Chatham Village and Harwich Port.
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