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Chatham, MA Homes for Sale

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  • 55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    /68

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    55 Winterset Dr, Chatham, MA 02633

    Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick

    Agent Photo

    Tara Schiffmann Brown

    Bayview Real Estate

    (508) 388-5284

    55 Winterset Dr, Chatham, MA 02633
  • 287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    287 Cedar St, Chatham, MA 02633
    /69

    $4,200,000 Open Sat 10:30AM - 12PM

    • 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

    Agent Photo

    Shane Masaschi

    Compass

    (508) 290-5337

    287 Cedar St, Chatham, MA 02633
  • 0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
    /6

    $250,000

    • Land
    • 0.72 Acre
    • $347,222 per Acre

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633

    Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 691-8324

    0 George Ryder Rd Unit 73104629, Chatham, MA 02633
  • 93 Bucks Creek Rd, Chatham, MA 02633
    93 Bucks Creek Rd, Chatham, MA 02633
    93 Bucks Creek Rd, Chatham, MA 02633
    /55

    $3,200,000 Open Sat 12:30PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    93 Bucks Creek Rd, Chatham, MA 02633

    Welcome to 93 Bucks Creek Rd, where luxury meets coastal elegance. This architecturally stunning, custom-built home offers an unparalleled resort-style experience boasting a heated, saltwater pool and membership to the exclusive Hardings Hills Association, featuring a private dock, kayak storage, & picnic area. Nestled just 3/10ths of a mile from the pristine sands of Hardings Beach, this

    Agent Photo

    Shane Masaschi

    Compass

    (508) 571-0968

    93 Bucks Creek Rd, Chatham, MA 02633
  • 346 Morris Island Rd, Chatham, MA 02633
    346 Morris Island Rd, Chatham, MA 02633
    346 Morris Island Rd, Chatham, MA 02633
    /81

    $4,900,000

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

    346 Morris Island Rd, Chatham, MA 02633

    Views, Views, Views!! Sun splashed Stage Harbor waterfront offering and ever-changing vista out to Nantucket Sound and beyond. This four bedroom, 4.5 bath residence blends exquisite taste with timeless coastal elegance. Thoughtfully renovated, the home is designed to showcase wide, sweeping views of the harbor from nearly every room. Light-filled interiors pair refined finishes with a relaxed

    Agent Photo

    Barbara Garside

    eXp Realty, LLC

    (508) 401-8501

    346 Morris Island Rd, Chatham, MA 02633
  • 48 Sylvan Way, South Chatham, MA 02659
    48 Sylvan Way, South Chatham, MA 02659
    48 Sylvan Way, South Chatham, MA 02659
    /50

    $5,495,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 7 Baths
    • 5,721 Sq Ft

    48 Sylvan Way, South Chatham, MA 02659

    At the crossroads of coastal elegance and comfort, a rare union of high value features has emerged in a home priced under $975 PSF. Virtually unrivaled at this price point, a 5700+/- SF home consisting of twelve (12) rooms, (6) bedrooms, five (5) baths, two (2) half baths, impressively situated on 1.63+/- acres of private estate like grounds. Mature old world trees were left intact on a parcel

    Agent Photo

    Chris Olson

    eXp Realty, LLC

    (508) 715-6571

    48 Sylvan Way, South Chatham, MA 02659
  • 99 Uncle Alberts Drive Extension, Chatham, MA 2633
    99 Uncle Alberts Drive Extension, Chatham, MA 2633
    99 Uncle Alberts Drive Extension, Chatham, MA 2633
    /24

    $5,900,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    99 Uncle Alberts Drive Extension, Chatham, MA 2633

    Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    99 Uncle Alberts Drive Extension, Chatham, MA 2633
  • 44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    44 Buena Vista Rd, Chatham, MA 02633
    /42

    $7,900,000

    • 7 Beds
    • 6.5 Baths
    • 6,521 Sq Ft

    44 Buena Vista Rd, Chatham, MA 02633

    Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    44 Buena Vista Rd, Chatham, MA 02633
  • 45 Meadow View Rd S, Chatham, MA 02633
    45 Meadow View Rd S, Chatham, MA 02633
    45 Meadow View Rd S, Chatham, MA 02633
    /76

    $4,200,000

    • 4 Beds
    • 5.5 Baths
    • 4,908 Sq Ft

    45 Meadow View Rd S, Chatham, MA 02633

    New construction and a deeded boat slip in the Oyster River Hills private neighborhood marina. Another magnificent home by Sears Point Residential, move-in ready. 4 BR, 5.5 Bath, 4,908 sf classic shingle-style Cape. The home's axis is a chef's kitchen featuring Thermador appliances and a large center island with Quartz countertops. The open floor plan flows seamlessly from the living room to the

    Jack Bohman Gibson Sotheby's International Realty

    45 Meadow View Rd S, 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

    $6,695,000

    • 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

    Jack Bohman Gibson Sotheby's International Realty

    101 Morris Island Rd, 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

    $4,750,000

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

    335 Stage Island Rd, Chatham, MA 02633

    Family-friendly home on Chatham's private Stage Island boasts captivating barrier beach and ocean views. This 10-room, 4-BR, 5.5-bath shingle-style home has 5,372 sf of living space designed for entertaining, indoors and out. The bright and airy 1st floor features a spacious great room with towering windows, a coffered ceiling, and Rumford fireplace. The kitchen boasts top-of-the-line appliances,

    Jack Bohman Gibson Sotheby's International Realty

    335 Stage Island Rd, Chatham, MA 02633
  • 85 Cedar St, Chatham, MA 02633
    85 Cedar St, Chatham, MA 02633
    85 Cedar St, Chatham, MA 02633
    /90

    $4,975,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    85 Cedar St, Chatham, MA 02633

    ** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

    Tim Bailey John C Ricotta & Assoc.

    85 Cedar St, Chatham, MA 02633
  • 94 Ocean Port Ln, Chatham, MA 02633
    94 Ocean Port Ln, Chatham, MA 02633
    94 Ocean Port Ln, Chatham, MA 02633
    /56

    $2,375,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 4 Baths
    • 3,226 Sq Ft

    94 Ocean Port Ln, Chatham, MA 02633

    Built in 2014, this beautifully designed home offers 3 bedrooms, 4 full baths, and over 3,400 sq. ft. of living space, including a finished basement and a bonus room above the detached garage. Hardwood floors flow throughout the open layout, where you'll find a chef ready kitchen, sun-filled living room with coffered ceilings and gas fireplace. The first floor is completed by a full bath, laundry

    Jack Bohman Gibson Sotheby's International Realty

    94 Ocean Port Ln, Chatham, MA 02633
  • 30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    30 Indian Trail, Chatham, MA 02633
    /35

    $4,395,000

    • 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 masterpiece nestled in Hardings Beach Hills with panoramic views of the marsh and creek. Blending classic Cape vernacular with modern inspiration, the home is defined by extraordinary craftsmanship and architectural detail. The open main level features a curved fireplace wall with v-groove paneling that flows into

    Chris Rhinesmith Compass Massachusetts, LLC

    30 Indian Trail, Chatham, MA 02633
  • 28 Cranberry Ln, Chatham, MA 02633
    28 Cranberry Ln, Chatham, MA 02633
    28 Cranberry Ln, Chatham, MA 02633
    /42

    $3,500,000

    • 3 Beds
    • 4.5 Baths
    • 3,759 Sq Ft

    28 Cranberry Ln, Chatham, MA 02633

    Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances. A dining area flows

    Chris Rhinesmith Compass

    28 Cranberry Ln, Chatham, MA 02633
  • 28 Cranberry Ln, North Chatham, MA 02650
    28 Cranberry Ln, North Chatham, MA 02650
    28 Cranberry Ln, North Chatham, MA 02650
    /47

    $3,500,000

    • 3 Beds
    • 4.5 Baths
    • 3,759 Sq Ft

    28 Cranberry Ln, North Chatham, MA 02650

    Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances. A dining area flows

    Chris Rhinesmith Compass Massachusetts, LLC

    28 Cranberry Ln, North Chatham, MA 02650
  • 174 Seapine Rd, North Chatham, MA 02650
    174 Seapine Rd, North Chatham, MA 02650
    174 Seapine Rd, North Chatham, MA 02650
    /42

    $3,600,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,899 Sq Ft

    174 Seapine Rd, North Chatham, MA 02650

    Rarely available in Chatham’s coveted Harbor Coves, just steps from the private Association beach, this 4BR, 3.5BA residence has been completely reimagined top to bottom, inside and out. A sweeping circular drive welcomes you home to sunlit vaulted living spaces with high-end finishes that sparkle at every turn. The brand new gourmet kitchen with oversized island flows into a stunning

    Jill Boudreau eXp Realty

    174 Seapine Rd, North Chatham, MA 02650
  • 104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    /46

    $2,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    104 Seapine Rd, North Chatham, MA 02650

    With views of Crow's Pond from every room, this North Chatham residence offers a front-row seat to one of the area's most coveted settings. Set within the exclusive Harbor Coves Association, this home combines sweeping water vistas with direct access to a private association beach just steps away. Built in 1999 by noted local firm von Thaden Builders, the 3-bedroom, 2.5-bath home features soaring

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    104 Seapine Rd, North Chatham, MA 02650
  • 290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    /61

    $2,750,000

    • 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 in this remarkable estate. A startling entrance of Belgian blocks with carriage lighted and stone pillars greets the visitor. Ascending a few steps to the farmers porch and upon entry, an illuminated tile mural of Pink Wink Pond establishes this home's attention to artistic detail. The grand two-story windowed great room is surrounded by

    Catherine Baran Berkshire Hathaway HomeServices Robert Paul Properties

    290 Old Comers Rd, Chatham, MA 02633
  • 32 Sunset Ln, Chatham, MA 02633
    32 Sunset Ln, Chatham, MA 02633
    32 Sunset Ln, Chatham, MA 02633
    /57

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 1,626 Sq Ft

    32 Sunset Ln, Chatham, MA 02633

    Extremely rare opportunity! Available for the first time in 60+ years, this property is tucked away on a quiet lane in Chatham's coveted Old Village. The location offers the best of both worlds -- peaceful surroundings with easy access to Chatham's most beloved spots. Take the neighborhood path around Little Mill Pond for your morning coffee downtown, spend the day at Lighthouse Beach, launch a

    Tom Riley Compass Massachusetts, LLC

    32 Sunset Ln, Chatham, MA 02633
  • 49 Duck Marsh Ln, Chatham, MA 02633
    49 Duck Marsh Ln, Chatham, MA 02633
    49 Duck Marsh Ln, Chatham, MA 02633
    /35

    $895,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    49 Duck Marsh Ln, Chatham, MA 02633

    Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

    Tim Bailey John C Ricotta & Assoc.

    49 Duck Marsh Ln, Chatham, MA 02633
  • 291 Ridgevale Rd, Chatham, MA 02633
    291 Ridgevale Rd, Chatham, MA 02633
    291 Ridgevale Rd, Chatham, MA 02633
    /52

    $1,495,000

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft

    291 Ridgevale Rd, Chatham, MA 02633

    Idyllic Seaside Cottage is just steps to popular Ridgevale Beach! Enchantment begins with the exquisite and stunning array of Hydrangeas and seasonal plantings making it as inviting on the outside as it is in the inside. Whether you are sipping coffee on the deck or just simply soaking in the ocean breeze, this coastal year-round Cottage offers a slice of what living in Chatham is all about. Many

    Jan Nowak Craigville Realty Co

    291 Ridgevale Rd, Chatham, MA 02633
  • 20 Cedar Swamp Ln, Chatham, MA 02633
    20 Cedar Swamp Ln, Chatham, MA 02633
    20 Cedar Swamp Ln, Chatham, MA 02633
    /11

    $995,000 Open Sat 10AM - 11:30AM

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    20 Cedar Swamp Ln, Chatham, MA 02633

    Discover the essence of Cape Cod living at this waterfront retreat on Stage Harbor. Tucked away on a quiet lane yet close to Chatham Village, the property offers sweeping views with ever-changing tidal scenery, birdlife, and spectacular sunsets. The home features a welcoming coastal vibe with sun-filled living spaces, while outdoor areas are ideal for entertaining or quiet reflection. A firepit

    Ellen Valentgas Sotheby's International Realty

    20 Cedar Swamp Ln, Chatham, MA 02633
  • 34 Sea Mist Ln, South Chatham, MA 02659
    34 Sea Mist Ln, South Chatham, MA 02659
    34 Sea Mist Ln, South Chatham, MA 02659
    /53

    $1,695,000

    • 3 Beds
    • 1.5 Baths
    • 1 Sq Ft

    34 Sea Mist Ln, South Chatham, MA 02659

    Exceptional views of Nantucket Sound and Deeded rights to a private beach just steps away make this fully renovated three bedroom home truly exceptional. Styled with a coastal aesthetic, the interior features designer finishes that evoke the relaxed elegance of oceanside living. Step outside to enjoy an expansive outdoor living area, complete with a natural gas fire table, an outdoor shower and

    Rick Smith Gibson Sotheby's International Realty

    34 Sea Mist Ln, South Chatham, MA 02659
  • 27 Martha Kendrick Dr, Chatham, MA 02633
    27 Martha Kendrick Dr, Chatham, MA 02633
    27 Martha Kendrick Dr, Chatham, MA 02633
    /42

    $1,200,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,179 Sq Ft

    27 Martha Kendrick Dr, Chatham, MA 02633

    Welcome to this delightful 3-bedroom, 2.5-bath Cape-style home nestled just moments from the heart of downtown Chatham. With its classic architecture and thoughtful layout, this property offers the perfect blend of coastal charm and modern convenience.Step inside to discover sun-drenched living spaces with abundant natural light and a cozy fireplace that anchors the main living area. The

    Kathy Doyle Gibson Sotheby's International Realty

    27 Martha Kendrick Dr, Chatham, MA 02633
  • 306 Old Queen Anne Rd, Chatham, MA 02633
    306 Old Queen Anne Rd, Chatham, MA 02633
    306 Old Queen Anne Rd, Chatham, MA 02633
    /41

    $949,000

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    306 Old Queen Anne Rd, Chatham, MA 02633

    Cape Cod living made easy in this beautifully updated 4-bedroom, 2-bathroom Cape nestled in the desirable Great Hill Estates neighborhood, less than a mile from downtown Chatham. Thoughtfully renovated throughout, this home blends modern updates with timeless Cape charm. The inviting floor plan features a bright living area, a well-appointed kitchen with quality finishes, and four comfortable

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    306 Old Queen Anne Rd, Chatham, MA 02633
  • 97 Round Cove Rd, Chatham, MA 02633
    97 Round Cove Rd, Chatham, MA 02633
    97 Round Cove Rd, Chatham, MA 02633
    /55

    $1,650,000

    • 3 Beds
    • 4 Baths
    • 2,388 Sq Ft

    97 Round Cove Rd, Chatham, MA 02633

    Welcome to 97 Round Cove Road, a charming Post and Beam home nestled in the heart of Chatham. Set on an expansive and private lot, this residence offers the perfect blend of elegance and character with three generous floors of living space. Ideal for gatherings, this home features a custom kitchen with granite countertops and a center island perfect for entertaining. This home boasts three

    Day - Logan Group Kinlin Grover Compass

    97 Round Cove Rd, Chatham, MA 02633
  • 246 Stage Island Rd, Chatham, MA 02633
    246 Stage Island Rd, Chatham, MA 02633
    246 Stage Island Rd, Chatham, MA 02633
    /47

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 4,717 Sq Ft

    246 Stage Island Rd, Chatham, MA 02633

    Set on nearly an acre in one of Chatham's most coveted enclaves, this Stage Island residence offers an extraordinary combination of refined craftsmanship and sweeping Stage Harbor views. The welcoming foyer opens to a dramatic living room with walls of glass framing the water, filling the space with natural light. A stylish kitchen with center island and dining area extends to an expansive deck,

    Chris Rhinesmith Compass Massachusetts, LLC

    246 Stage Island Rd, Chatham, MA 02633
  • 19 Captain Richards Way Unit 1, Chatham, MA 02633
    19 Captain Richards Way Unit 1, Chatham, MA 02633
    19 Captain Richards Way Unit 1, Chatham, MA 02633
    /28

    $489,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 1.5 Baths
    • 576 Sq Ft

    19 Captain Richards Way Unit 1, Chatham, MA 02633

    Coastal Charm in Chatham. Located in one of Cape Cod's most sough-after towns, this updated seasonal free standing cottage offers the perfect blend of charm, conveniience and summer living. Just mins to Harding's Beach, shops, and restaurants, it features a bright open layout with vaulted ceilings skylight and whitewashed wood throughout. The kitchen includes vintage inspired appliances butcher

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    19 Captain Richards Way Unit 1, Chatham, MA 02633
  • 6 Stephen Dr, Chatham, MA 02633
    6 Stephen Dr, Chatham, MA 02633
    6 Stephen Dr, Chatham, MA 02633
    /61

    $2,195,000 Open Sat 10AM - 11:30AM

    • 4 Beds
    • 4.5 Baths
    • 3,069 Sq Ft

    6 Stephen Dr, Chatham, MA 02633

    Set in one of Chatham's most desirable neighborhoods, just minutes from Hardings and Ridgevale beaches, this residence stands out for its scale, flexibility, and refined design. Sunlight floods the interiors, where expansive windows frame backyard and cranberry bog views and create a bright, welcoming atmosphere.The layout offers four bedrooms plus a versatile office/bonus room and 4.5 baths,

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    6 Stephen Dr, Chatham, MA 02633
  • 200 Hardings Beach Rd, Chatham, MA 02633
    200 Hardings Beach Rd, Chatham, MA 02633
    200 Hardings Beach Rd, Chatham, MA 02633
    /30

    $1,495,000

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    200 Hardings Beach Rd, Chatham, MA 02633

    Located just a short stroll to Hardings Beach and close to many favorite local restaurants and conveniences, this classic Cape style two story cottage offers the option of summer or year-round living as well as a a rental investment opportunity. With 4 bedrooms and 2 full baths, the layout is designed for easy living, with bedrooms on both levels and full baths conveniently located adjacent to

    Chris Rhinesmith Compass Massachusetts, LLC

    200 Hardings Beach Rd, Chatham, MA 02633
  • 44 Emery Ln, North Chatham, MA 02650
    44 Emery Ln, North Chatham, MA 02650
    44 Emery Ln, North Chatham, MA 02650
    /31

    $1,699,000

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft

    44 Emery Ln, North Chatham, MA 02650

    Welcome to 44 Emery Lane is North Chatham! This welcoming sunny 3 bedroom cape on .7 level acres is sure to please, especially given its excellent location. Walk to historic Old Harbor road and stop by Cow Yard beach to get your feet wet, or saunter over to Scatteree point and take a few casts....This is what living in Chatham is about. Hardwood floors greet you along with a wood burning

    Kathleen Phelan Compass

    44 Emery Ln, North Chatham, MA 02650
  • 15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    15 Sylvan Way, South Chatham, MA 02659
    /36

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    15 Sylvan Way, South Chatham, MA 02659

    Coastal charm meets timeless elegance at 15 Sylvan Way, tucked on a private lane near beaches, the rail trail, and local dining. This beautifully maintained Colonial is filled with an abundance of natural light from full-length Andersen windows. The open layout features a welcoming living/dining area and a stunning kitchen with high-end appliances, and adjoining mudroom with full bath. Upstairs,

    Jack Bohman Gibson Sotheby's International Realty

    15 Sylvan Way, South Chatham, MA 02659
  • 207 Horizon Dr, Chatham, MA 02633
    207 Horizon Dr, Chatham, MA 02633
    207 Horizon Dr, Chatham, MA 02633
    /35

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    207 Horizon Dr, Chatham, MA 02633

    Perched high on a private lot in one of Chatham's most sought-after locations, this stunning residence offers over 2,800 sq. ft. of well-designed living space. Featuring 4 spacious bedrooms and 2.5 baths, the home blends timeless style with modern comfort. Step inside to discover gleaming hardwood floors throughout, two full fireplaces for cozy gathers, and sun-filled rooms that invite

    Jacquelyn Casey Shore Road Realty

    207 Horizon Dr, Chatham, MA 02633
  • 450 Main St, Chatham, MA 02633
    450 Main St, Chatham, MA 02633
    450 Main St, Chatham, MA 02633
    /29

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,396 Sq Ft

    450 Main St, Chatham, MA 02633

    Welcome to 450 Main Street! A premier mixed-use investment opportunity in the heart of Chatham, MA, Where Cape Cod charm meets Main Street style. Located in the highly desirable GB2 zoning district, this 7,396 sq ft property offers a compelling blend of residential and retail potential. Featuring five well-appointed apartments with solid rental appeal, along with prime street level retail

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    450 Main St, Chatham, MA 02633
  • 39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    /15

    $699,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Significant Price Reduction- don't miss your opportunity!! Come see this delightful 2 bed/1 bath gem! It has been thoughtfully updated making it move-in ready while still offering tons of potential for all your personal touches. Nestled in a prime location on a quiet street, you'll be just steps from the bike path, conservation paths, school, pickleball courts, sidewalks to town- ideal for

    Beth Ryan Compass Massachusetts, LLC

    39 Meadow Brook Rd, Chatham, MA 02650
  • 73 Joshua Jethro Rd, Chatham, MA 02633
    73 Joshua Jethro Rd, Chatham, MA 02633
    73 Joshua Jethro Rd, Chatham, MA 02633
    /53

    $1,570,000

    • 3 Beds
    • 2 Baths
    • 2,307 Sq Ft

    73 Joshua Jethro Rd, Chatham, MA 02633

    Located in Chatham's highly sought after Riverbay Estates community, this 3-bedroom, 2-bath, 2,307 sq. ft. home blends classic charm with modern comfort. The farmhouse-style kitchen with newer appliances flows to a spacious living room with fireplace, mudroom, and garage entry. A first-floor bedroom and bath offer flexibility, while a dining room and bright eat-in area open to a sunroom with

    Paul Borde Christie's International Real Estate Atlantic Brokerage

    73 Joshua Jethro Rd, Chatham, MA 02633
  • 93 Orleans Rd, Chatham, MA 02633
    93 Orleans Rd, Chatham, MA 02633
    93 Orleans Rd, Chatham, MA 02633
    /27

    $1,399,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft

    93 Orleans Rd, Chatham, MA 02633

    Welcome to the meticulous and delightful 93 Orleans Road Chatham. Enter onto the beautiful herringbone-designed brick walkway leading to a relaxing covered front porch with durable Azek flooring-perfect for enjoying the fresh Cape Cod sunshine and ocean breeze. This single-level home offers a true slice of paradise. Completely updated in 2024, the 3-bedroom, 2-bath residence blends modern comfort

    Derek Greene The Greene Realty Group

    93 Orleans Rd, Chatham, MA 02633
  • 114 Bucks Creek Rd, Chatham, MA 02633
    114 Bucks Creek Rd, Chatham, MA 02633
    114 Bucks Creek Rd, Chatham, MA 02633
    /46

    $1,600,000

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft

    114 Bucks Creek Rd, Chatham, MA 02633

    'Float to the ocean with the tide'' Fish, crab kayak, paddleboard and launch off the private association dock. This glorious landing is only two houses away. Offering four spacious bedrooms (including a new primary with ensuite and double showers) and three full baths, this home is sited on a deep lot affording privacy. Lovingly maintained, this custom built one owner home features beamed

    Adeline Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    114 Bucks Creek Rd, Chatham, MA 02633
  • 56 Skyline Dr, Chatham, MA 02633
    56 Skyline Dr, Chatham, MA 02633
    56 Skyline Dr, Chatham, MA 02633
    /36

    $1,599,000

    • 4 Beds
    • 2 Baths
    • 2,392 Sq Ft

    56 Skyline Dr, Chatham, MA 02633

    Welcome to a quintessential Cape-Cod lifestyle, this updated home is steps away to one of the prettiest private lakes in Chatham. With deeded rights to Lovers Lake for kayaking, canoeing, swimming & fishing and set back on a gracious lot this 3BR plus home offers privacy and nature at every turn. First floor has granite/stainless kitchen w/ breakfast bar and dining area w/ fireplace, a great room

    Janet Stuart Coldwell Banker Realty - Concord

    56 Skyline Dr, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 3

Massachusetts Barnstable County Chatham

Real Estate & Homes for Sale in Chatham, MA

Frequently Asked Questions

What are the most popular zip codes in Chatham, MA?
The most popular zip codes in Chatham, MA include 02633, 02659, 02645, 02646 and 02650.
What are the most popular neighborhoods near Chatham, MA?
The most popular neighborhoods near Chatham, MA are Chatham Village, South Chatham, North Chatham, Harwich Center and Northwest Harwich.
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