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Newest Homes for Sale in Chatham, MA

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  • 66 Snow Ln, Chatham, MA 02633
    66 Snow Ln, Chatham, MA 02633
    66 Snow Ln, Chatham, MA 02633
    /41

    $900,000

    Open Sat 11AM - 1PM
    • 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, and 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
  • 40 Sam Ryder Rd, Chatham, MA 02633
    40 Sam Ryder Rd, Chatham, MA 02633
    40 Sam Ryder Rd, Chatham, MA 02633
    /65

    $1,175,000

    Open Sat 11:30AM - 2:30PM
    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    40 Sam Ryder Rd, Chatham, MA 02633

    This beautiful traditional Cape home is exactly one mile from Ridgevale Beach, 0.6 miles from Schoolhouse Pond and located next to the Cape Cod Rail Trail with 25 miles of bike trails The property is offered furnished and equipped, with a few exceptions for your immediate enjoyment. You will enjoy the large, enclosed yard with oversized outdoor shower and a wood burning firepit. The property

    Karin Baxter-King Christie's International Real Estate Atlantic Brokerage

    40 Sam Ryder Rd, Chatham, MA 02633
  • 320 Old Harbor Rd, Chatham, MA 02633
    320 Old Harbor Rd, Chatham, MA 02633
    320 Old Harbor Rd, Chatham, MA 02633
    /58

    $2,350,000

    • 3 Beds
    • 3 Baths
    • 2,212 Sq Ft

    320 Old Harbor Rd, Chatham, MA 02633

    Graceful sophistication defines this stunningly remodeled coastal retreat just moments from the heart of Chatham. Impeccably appointed and thoughtfully curated, the home blends timeless Cape Cod charm with refined elegance and exceptional craftsmanship throughout. Offering 3 bedrooms, 3 baths, and a versatile flex space ideal for guests, a private office, or remote work, the residence is designed

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    320 Old Harbor Rd, Chatham, MA 02633
  • 92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    92 Barcliff Ave, Chatham, MA 02633
    /78

    $4,595,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 2,659 Sq Ft

    92 Barcliff Ave, Chatham, MA 02633

    Nestled on a beautifully landscaped lot, this historic residence blends classic New England charm with modern functionality. Thoughtfully renovated to create open, inviting living spaces while preserving the home's original character, the property offers a balance of historic elegance and contemporary comfort. Bright, beautifully designed interiors combine timeless detail with modern elegance,

    Mina O'Keefe Gibson Sotheby's International Realty

    92 Barcliff Ave, 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

    Open Sat 11AM - 1PM
    • 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

    Open Sat 11:30AM - 1PM
    • 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
  • 1068 Main St Unit 1068, Chatham, MA 02633
    1068 Main St Unit 1068, Chatham, MA 02633
    1068 Main St Unit 1068, Chatham, MA 02633
    /33

    $899,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 2,127 Sq Ft

    1068 Main St Unit 1068, Chatham, MA 02633

    Welcome to "the Perch"! This 3 level townhome is located in the coastal town of Chatham! This serene setting overlooks Perch Pond where nature abounds.The complex is located close to downtown shops & restaurants, local beaches & the Old Colony Rail Trail. There is a finished lower level w/ great room and a sleeping area (2 queen beds) as well as 2 bedroom suites incl a first floor option. If you

    Kristin Coletti William Raveis R.E. & Home Services

    1068 Main St Unit 1068, Chatham, MA 02633
  • 26 Pine Tree Rd, Chatham, MA 2633
    26 Pine Tree Rd, Chatham, MA 2633
    26 Pine Tree Rd, Chatham, MA 2633
    /31

    $769,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    26 Pine Tree Rd, Chatham, MA 2633

    Rare opportunity to own a classic 2-bed Cape Cod cottage in highly desirable South Chatham. This family-owned home for many years features 6 rooms, a cozy fireplaced living room, and a sunny bonus room with cathedral ceilings and skylights. Modern amenities include gas heat, central air and new septic system. Features an oversized detached garage and parking for 4-5 cars. Minutes to several

    John Raso Apex Realty Group, LLC

    26 Pine Tree Rd, Chatham, MA 2633
  • 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. 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 plantings--setting a captivating tone before you even

    Chris Rhinesmith Compass Massachusetts, LLC

    15 Bay Ln, Chatham, MA 02633
  • 58 Stepping Stones Rd, Chatham, MA 02633
    58 Stepping Stones Rd, Chatham, MA 02633
    58 Stepping Stones Rd, Chatham, MA 02633
    /52

    $1,275,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,062 Sq Ft

    58 Stepping Stones Rd, Chatham, MA 02633

    Nestled in the charming coastal town of Chatham, this beautifully updated TURN KEY Cape home offers a refined blend of privacy, comfort, and timeless appeal. Set more than 300 feet from Steppingstones Rd. This home is filled with natural light and offers a bright, airy feel throughout.Designed for effortless living and entertaining, the open-concept kitchen and dining area creates a graceful flow

    Sherrilynn Lombard New Homes Marketing, Inc.

    58 Stepping Stones Rd, 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

    $3,250,000

    • 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 10:30AM - 12PM
    • 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 Sat 11:30AM - 1PM
    • 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
  • 41 Misty Meadow Ln Unit B, North Chatham, MA 02650
    41 Misty Meadow Ln Unit B, North Chatham, MA 02650
    41 Misty Meadow Ln Unit B, North Chatham, MA 02650
    /53

    $1,289,900

    Open Sat 10AM - 12PM
    • 2 Beds
    • 2.5 Baths
    • 3,094 Sq Ft

    41 Misty Meadow Ln Unit B, North Chatham, MA 02650

    This sun drenched impeccably maintained North Chatham Village Condo offers a Coastal lifestyle with attention to detail and superior construction throughout. The open floor plan showcases a chef's kitchen seamlessly flowing into both the living and dining area w/ a slider leading to one of several private decks overlooking a serene yard perfect for indoor-outdoor entertaining. Enjoy coastal

    amy maloney Tom Hester Real Estate

    41 Misty Meadow Ln Unit B, North Chatham, MA 02650
  • 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 1PM - 3PM
    • 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
  • 61 Oak Hill Rd, Chatham, MA 02633
    61 Oak Hill Rd, Chatham, MA 02633
    61 Oak Hill Rd, Chatham, MA 02633
    /53

    $865,900

    Open Sat 12PM - 1:30PM $29K PRICE DROP
    • 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. Rare 50-year offering at 48 Glover Square presents a premier opportunity in Chatham. Incredible, coveted location 2 blocks to downtown Chatham Village. Chatham Fish Pier, Oyster Pond, Veterans Field, shopping, grocery, tennis, golf 1/2 mile away. 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

    $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
  • 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, Chatham, MA 02633
    6 Munson Meeting Way, Chatham, MA 02633
    6 Munson Meeting Way, Chatham, MA 02633
    /47

    $699,000

    $196K PRICE DROP
    • 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
  • 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

    • 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

    Open Sat 10AM - 1PM
    • 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

    • 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

    $100K PRICE DROP
    • 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

    Open Sun 12PM - 3PM
    • 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 $100K PRICE INCREASE
    • 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
    /33

    $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 11AM - 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, 02650, 02646 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, North Chatham and Harwich Port.
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