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Chatham, MA 1-Story Homes for Sale

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  • /55

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,813 Sq Ft

    1996 Main St, Chatham, MA 02633

    Welcome to 1996 Main Street in the picturesque town of Chatham, MA! This charming 3-bedroom, 2-bathroom ranch style home spans 1,813 square feet and is ready for your vision and creativity. With several essential updates already in place, including a new roof, fresh shingles, and a newer gas heating system, you can focus on adding your personal touch to make this house your dream retreat. The

    Agent Photo

    Shane Masaschi

    Kinlin Grover Compass

    (508) 506-5693

    1996 Main St, Chatham, MA 02633
  • /37

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    307 Riverview Dr, Chatham, MA 02633

    Discover luxury and comfort in this stunning Riverbay home nestled with beautiful landscaping on Riverbay Drive. This meticulously renovated 7 room ranch offers 2340 sq. ft of elegant living space, featuring 3 spacious bedrooms, including a sunny primary suite, 2.5 baths with double sink vanities. The inviting foyer introduces you to the warmth of the formal living room with fireplace, open

    Phyllis Power Kinlin Grover Compass

    307 Riverview Dr, Chatham, MA 02633
  • /58

    $1,750,000

    • 4 Beds
    • 3 Baths
    • 1,990 Sq Ft

    235 Training Field Rd, Chatham, MA 02633

    Tucked away from the road in desirable Riverbay, this charming ranch offers comfortable living with three bedrooms and two full baths. A standout feature is the spacious one-bedroom ancillary apartment with its own private entrance, a cozy kitchenette, and a fully accessible handicapped bathroom--perfect for guests, extended family, or rental income.The home features a fireplaced living room, a

    Keith Bradley Gibson Sotheby's International Realty

    235 Training Field Rd, Chatham, MA 02633
  • /55

    $1,400,000 Open Sun 12PM - 2PM

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

    68 Chippingstone Rd, Chatham, MA 02633

    A rare opportunity to own a pond front home in the highly desirable Riverbay Estates. Nestled on the tranquil shores of Pickerel Pond, this beautiful 4-bed, 3-bath home offers breathtaking water views and direct pond access, perfect for kayaking and paddleboarding. The spacious layout includes two bedrooms on the first floor, one of which is a primary suite with an en-suite bath, and two

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    68 Chippingstone Rd, Chatham, MA 02633
  • /33

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    552 Orleans Rd, Chatham, MA 2633

    Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

    Chris Rhinesmith Compass

    552 Orleans Rd, Chatham, MA 2633
  • /61

    $2,100,000

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft

    10 Pursel Dr, North Chatham, MA 02650

    Perched on a bluff in one of Chatham's most coveted locations, Summer Wind is an expanded Cape Cod classic offering the perfect blend of traditional charm and modern amenities. With deeded access to picturesque Ryder's Cove, the luxury of an association beach, and the convenience of deep-water access to Pleasant Bay and the Atlantic beyond. As you approach the property, a circular drive and

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    10 Pursel Dr, North Chatham, MA 02650
  • /36

    $735,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    99 Heritage Ln, Chatham, MA 02633

    What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations

    Ella Leavitt Kinlin Grover Compass

    99 Heritage Ln, Chatham, MA 02633
  • /21

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    144 Lakeview Ave, Chatham, MA 02633

    Three bedroom ranch house with two car garage in desirable Riverbay Estates. All bedrooms on the first floor for easy living. Great neighborhood for swimming, walking, bike riding, kayaking, and fishing at the two private association ponds and the Monomoy River.... Close to Pleasant Bay and School House Pond beaches. Something for everyone in this very private area...Brokers and buyers are

    John Burke William Raveis Chatham

    144 Lakeview Ave, Chatham, MA 02633
  • /13

    $849,900

    • 3 Beds
    • 2 Baths
    • 2,625 Sq Ft

    86 Vineyard Ave, Chatham, MA 02633

    Looking for a project? Opportunity builders/investors to bring your imagination to renovate this nostalgic 1947 Cape style home with 1988 addition enlarging it to 2625 Sq. ft being sold AS IS. Layout includes living room with wood stove and French door to deck, dining room with fireplace, sunny kitchen with bay window, 3BEDs, 2 Baths and home office near town landing Oyster Pond access at end

    Phyllis Power Kinlin Grover Compass

    86 Vineyard Ave, Chatham, MA 02633
  • /55

    $950,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,362 Sq Ft

    40 Florence Dr, South Chatham, MA 02659

    South of 28 Chatham 3BR ranch for sale just 0.3 miles from beautiful Forest Beach on the ocean! Renovated in 2002 with a vaulted ceiling living room addition that doubles as a sunroom & opens to a large dining area that can fit all your guests around a big table. Hardwood floors in all 3 bedrooms, living room/sunroom & dining room. First-floor bathroom updated in 2009 with walk-in shower &

    Melanie Cauchon Melanie Cauchon Real Estate

    40 Florence Dr, South Chatham, MA 02659
  • /42

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,865 Sq Ft

    25 Menekish Ln, Chatham, MA 02633

    Tucked away on a private lane in North Chatham, 25 Menekish Lane offers a rare blend of seclusion and proximity--steps from Cow Yard Beach, Chatham Bars Inn, the Fish Pier, and Main Street. Built in 2006 and thoughtfully designed for modern living, the nearly 4,000 sq ft residence evokes timeless Cape charm with soaring ceilings, abundant natural light, and a flowing floor plan made for

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    25 Menekish Ln, Chatham, MA 02633
  • /38

    $850,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    25 Partridge Path, South Chatham, MA 02659

    This one owner, custom built home, by Cape Cod Associates, was forward thinking and designed in 1981 as a passive solar house. Today it is a fully solar, efficient electric home with solar panels that are owned and create credits throughout the year. The thoughtful floor plan allows for seasonal views of the pond. Newer sliders off of the great room, dinning room and den walkout to the expansive

    James Van Ness Kinlin Grover Compass

    25 Partridge Path, South Chatham, MA 02659
  • /12

    $735,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    Refreshed and Renewed... Don't miss this incredible opportunity to own a property in a prime Chatham location, just a short stroll from downtown. Enjoy nearby conservation hiking trails, the Cape Cod Rail Trail, and tennis courts, all within walking distance. Restaurants, shops, beaches, parks, and schools are also just a half-mile away. This home features a bright living room with a fireplace,

    Barbara Garside eXp Realty, LLC

    39 Meadow Brook Rd, Chatham, MA 02650
  • /38

    $6,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,143 Sq Ft

    4 Ministers Ln, North Chatham, MA 02650

    This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth

    Chris Rhinesmith Compass Massachusetts, LLC

    4 Ministers Ln, North Chatham, MA 02650
  • /19

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front. Inside, the unit is

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /65

    $749,900

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    2590 Main St, South Chatham, MA 02659

    In the heart of South Chatham, just moments from Forest Road Beach, this versatile 5-bedroom, 3-bathroom antique home offers endless possibilities. Built in 1834, yet, designed for dual-unit living, the property is perfect for multi-generational families, rental income, or easily converting into a spacious single-family retreat.Sitting on a 6-bedroom septic system, this home provides potential

    Richard Waystack William Raveis Real Estate & Home Services

    2590 Main St, South Chatham, MA 02659
  • /25

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
  • /36

    $495,000

    • 1 Bed
    • 1 Bath
    • 578 Sq Ft

    Unlisted Address

    Nestled above Bumbula ''It's All About Me'', Unit D at 425 Main Street offers an unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    Unlisted Address
  • /35

    $495,000

    • 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 unparalleled lifestyle in the heart of Chatham. This 1-bedroom, 1-bathroom residence blends sophisticated comfort with modern convenience, making it the ideal year-round home or refined retreat. With a private, discreet entrance, this second-floor sanctuary is one of only two residences on this level.Designed for

    425 Main St Unit D, Chatham, MA 02633
  • /21

    $740,000

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft

    1761 Main St, Chatham, MA 02633

    Price reduction! Just around the corner from Ridgevale beach in Chatham; lies this terrific opportunity to build a large home and guest house or 2 separate houses on this 1 acre lot that backs up to a cranberry bog. The lot has sewer hook up in front of the house. This lot has potential view of the cranberry bog and is very close to Ridgevale beach. If you are looking to build a large home with a

    Kathleen Phelan Compass Massachusetts, LLC

    1761 Main St, Chatham, MA 02633
  • /30

    $775,000

    • 2 Beds
    • 1 Bath
    • 572 Sq Ft

    82 Diane Dr, Chatham, MA 02633

    The 4th of July is less than 6 months away! Here is a rare opportunity to be a stone's throw from Ridgevale Beach with private association access via the Buck's Creek Association bridge. This 2-bedroom cape style cottage is ready for rehab, or a total rebuild. It sits on an elevated bluff and is not in the Flood Zone. Abutting conservation land, the site offers plenty of privacy and has great

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    82 Diane Dr, Chatham, MA 02633
  • /39

    $6,995,000

    • 7 Beds
    • 8.5 Baths
    • 7,111 Sq Ft

    114 Cranberry Ln, North Chatham, MA 02650

    Sited on a picturesque lane in a coveted North Chatham location, this custom estate home with deeded access to a private sandy beach on Pleasant Bay is being offered fully furnished and turn key!! Featuring the absolute best of coastal Cape Cod living, the 5+ bedroom Main House and 2 bedroom Guest House are like new, having been further improved and maintained to exacting standards. Thoughtfully

    Brian Dougherty Corcoran Property Advisors

    114 Cranberry Ln, North Chatham, MA 02650
  • /50

    $4,400,000

    • 5 Beds
    • 8 Baths
    • 5,578 Sq Ft

    67 Uncle Alberts Dr, Chatham, MA 02633

    NEWLY REDUCED! Space, Luxury, Convenience! This impressive home, situated on 2.07 acres in a quiet cul-de-sac, is just minutes away from restaurants, the Chatham bike path, and nearby Chatham beaches. Built by Eastward Companies in 2014, this home offers a tremendous sense of living space, spanning 5,578 square feet, and is defined by lovely grounds, water views, luxurious finishes, and a

    Chris Rhinesmith Compass Massachusetts, LLC

    67 Uncle Alberts Dr, Chatham, MA 02633
  • /27

    $1,750,000

    • 1 Bath
    • 2,586 Sq Ft

    231 Crowell Rd, Chatham, MA 2633

    Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport . One bay has a gas heater and the second floor is ready to

    Judith Smith John C Ricotta & Assoc.

    231 Crowell Rd, Chatham, MA 2633
  • /26

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • /42

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,686 Sq Ft

    1046 Queen Anne Rd, Harwich, MA 02645

    UNDER 700K!!! Beautifully Updated 3-Bed, 2.5-Bath Home – Minutes from the Beach! Nestled in a prime location, this stunningly updated home offers the perfect blend of modern comfort and coastal charm. Whether you're looking for a vacation retreat, a full-time residence, or a turnkey Airbnb opportunity, this property has it all! Step inside to discover a bright, open-concept living space with

    Minh Voduy Thread Real Estate, LLC

    1046 Queen Anne Rd, Harwich, MA 02645
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