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Newest Homes for Sale in Chatham, MA

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  • 393 Training Field Rd, Chatham, MA 02633
    393 Training Field Rd, Chatham, MA 02633
    393 Training Field Rd, Chatham, MA 02633
    /50

    $1,615,000 Open Fri 2:30PM - 4:30PM

    • 3 Beds
    • 4 Baths
    • 3,645 Sq Ft

    393 Training Field Rd, Chatham, MA 02633

    Welcome to 393 Training Field Road, a beautifully renovated three-bedroom, two full and two half-bath ranch in Chatham's desirable Riverbay Estates. Designed for easy one-floor living, the home features a primary ensuite, new sunroom addition, expanded side entry w/mudroom, new front door and entryway, new bay window w/built-in cabinet, new flooring, fresh interior paint, 2 full & 2 half new

    Shane Masaschi Compass

    393 Training Field Rd, 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

    $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
  • 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
  • 260 Tanglewood Dr, South Chatham, MA 02659
    260 Tanglewood Dr, South Chatham, MA 02659
    260 Tanglewood Dr, South Chatham, MA 02659
    /58

    $750,000 Open Fri 3PM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    260 Tanglewood Dr, South Chatham, MA 02659

    Designed for one-floor living, this home is ideal as a retreat or year-round residence! Inside, a cozy wood-burning fireplace anchors the inviting living room while a large bay window welcomes the sunlight! The primary bedroom offers an en suite bath and private outdoor access--ideal if you want to add a hot tub to the private outdoor space behind! A mudroom, laundry room, and flexible bonus

    Amy Harbeck Kinlin Grover Compass

    260 Tanglewood Dr, South Chatham, MA 02659
  • 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
  • 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
  • 58 Tirrells Way, South Chatham, MA 02659
    58 Tirrells Way, South Chatham, MA 02659
    58 Tirrells Way, South Chatham, MA 02659
    /34

    $895,000

    • 2 Beds
    • 2 Baths
    • 1,716 Sq Ft

    58 Tirrells Way, South Chatham, MA 02659

    A distinctive lifestyle begins its unfolding at 58 Tirrell's Way. This ranch style residence, constructed in 2001, offers a blend of comfort and easy maintenance all set on impressive .67 Acre level lot. The residence thoughtfully encompasses open plan living area, providing a relaxed concept of living/ dining and kitchen with cathedral ceiling, gas fireplace, gleaming hardwood floors and pretty

    Phyllis Power Compass

    58 Tirrells Way, South Chatham, MA 02659
  • 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
  • 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
  • 73 Main St Unit 6, Chatham, MA 02633
    73 Main St Unit 6, Chatham, MA 02633
    73 Main St Unit 6, Chatham, MA 02633
    /49

    $575,000

    • 1 Bed
    • 1 Bath
    • 399 Sq Ft

    73 Main St Unit 6, Chatham, MA 02633

    Looking for a Chatham getaway near Town and the beach with amazing views? Welcome to 73 Main Street! This charming 1-bedroom condo sits adjacent to Chatham Lighthouse and directly across from Lighthouse Beach, offering picturesque water and lighthouse views. A bright open layout includes living area with dining area, small kitchen, one bedroom, and full bath. You'll also enjoy an exclusive-use

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    73 Main St Unit 6, Chatham, MA 02633
  • 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

    • 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
  • 35 Pine Tree Rd, Chatham, MA 02659
    35 Pine Tree Rd, Chatham, MA 02659
    35 Pine Tree Rd, Chatham, MA 02659
    /39

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,257 Sq Ft

    35 Pine Tree Rd, Chatham, MA 02659

    Perfect for kayak and canoe enthusiasts, this inviting South Chatham home, south of Rt 28, sits just one tenth of a mile from the town landing on Mill Creek, offering effortless access to serene paddling, birdwatching, and peaceful mornings on the water.Inside, the open concept first floor features hardwood floors throughout, creating a warm, cohesive flow from the living area to the dining space

    Kathy Doyle Gibson Sotheby's International Realty

    35 Pine Tree Rd, Chatham, MA 02659
  • 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
  • 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
  • 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
  • 70 Judges Way, Chatham, MA 02633
    70 Judges Way, Chatham, MA 02633
    70 Judges Way, Chatham, MA 02633
    /41

    $5,995,000

    • 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 w/multiple living spaces blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    70 Judges Way, 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
    /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
  • 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 an exceptional blend of privacy, comfort, and in-town convenience. This updated 1-bedroom, 1-bath residence is one of only two homes on the second floor, accessed by a discreet private entrance that enhances its quiet, retreat-like feel. Inside, an open-concept layout is filled with natural light and features recent

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, 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
  • 1 Peirce Path, South Chatham, MA 02659
    1 Peirce Path, South Chatham, MA 02659
    1 Peirce Path, South Chatham, MA 02659
    /12

    $4,499,900 New Construction

    • 3 Beds
    • 7 Baths
    • 4,450 Sq Ft

    1 Peirce Path, South Chatham, MA 02659

    South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home's striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4,450 square feet of sophisticated, modern design across three impeccably finished

    The Grattan Group Christie's International Real Estate Atlantic Brokerage

    1 Peirce Path, South Chatham, MA 02659
  • 1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    1772 Main St, Chatham, MA 2633
    /15

    $700,000

    • 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
  • 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
  • 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
  • 21 Quail Trail, South Chatham, MA 02659
    21 Quail Trail, South Chatham, MA 02659
    21 Quail Trail, South Chatham, MA 02659
    /15

    $760,000

    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    21 Quail Trail, South Chatham, MA 02659

    This adorable turn-key 2 bedroom 1 1/2 bath home sited on .26 acres was thoughtfully overhauled in 2021 to include refinished hardwood, interior paint as well as a fully renovated kitchen and bathrooms. A blank canvas in the form of an unfinished walk out basement with windows and sliders is left to the buyer's imagination for any number of uses and leads to a private backyard on this sleepy dead

    Jon Clark Nauset Management

    21 Quail Trail, South Chatham, MA 02659
  • 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
  • 6 Munson Meeting Way, Chatham, MA 02633
    6 Munson Meeting Way, Chatham, MA 02633
    6 Munson Meeting Way, Chatham, MA 02633
    /47

    $699,000

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

    6 Munson Meeting Way, Chatham, MA 02633

    Positioned in the heart of Chatham, 894 Main Street presents a rare mixed-use investment in one of Cape Cod's most visible and enduring locations. Directly across from Chatham Village Market, 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

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    6 Munson Meeting Way, Chatham, MA 02633
  • 15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    15 Windy Hill Way, Chatham, MA 02633
    /93

    $6,250,000

    • 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
  • 2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    2653 Main St, South Chatham, MA 02659
    /21

    $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 & Home Services

    2653 Main St, South Chatham, MA 02659
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 222 Barcliff Ave, Chatham, MA 02633
    222 Barcliff Ave, Chatham, MA 02633
    222 Barcliff Ave, Chatham, MA 02633
    /15

    $4,250,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 3,980 Sq Ft

    222 Barcliff Ave, Chatham, MA 02633

    The location that has it all...walk to both town, fish pier, beach and baseball games....New Farmhouse being built by Morgan and Sons is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 bath , 3980 sq foot home. All bedrooms offer spacious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings with

    Lori Fanning Smith Compass Massachusetts, LLC

    222 Barcliff Ave, Chatham, MA 02633
  • 32 Tip Cart Dr, Chatham, MA 02633
    32 Tip Cart Dr, Chatham, MA 02633
    32 Tip Cart Dr, Chatham, MA 02633
    /34

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,802 Sq Ft

    32 Tip Cart Dr, Chatham, MA 02633

    Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood

    Shane Masaschi Compass

    32 Tip Cart Dr, 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
  • 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

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, 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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