77

Chatham, MA Homes for Sale

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  • /42

    $1,599,000

    • 3 Beds
    • 3.5 Baths
    • 3,050 Sq Ft

    46 Juniper Ln W, Chatham, MA 02659

    ''Moongazer'' represents a rare opportunity to purchase a thoughtfully updated, proven income-producing property with deeded access to Taylor's Pond, where it is a fun and easy kayak or paddleboard out to Nantucket Sound and the beach. This 3 BR, 3.5 Bath, 3,050 sf split-level house offers far more living space and room for overflow guests than meets the eye. Upon entering the home, you will be

    Jack Bohman Gibson Sotheby's International Realty

    46 Juniper Ln W, Chatham, MA 02659
  • /39

    $1,649,000

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

    307 Riverview Dr, Chatham, MA 02633

    Discover luxury & comfort in this stunning Riverbay home nestled with beautiful landscaping on Riverview Drive. This meticulously renovated 7 room ranch offers 2340 Sq. ft of elegant living space, featuring 3 spacious bedrooms, 2.5 luxurious tiled baths with double vanities. As you step inside, the inviting foyer introduces you to the warmth of a formal living room with fireplace, open plan to

    Phyllis Power Compass

    307 Riverview Dr, 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
  • /46

    $4,600,000

    • 3 Beds
    • 3.5 Baths
    • 2,998 Sq Ft

    85 Main St, Chatham, MA 02633

    OFFERED FULLY FURNISHED INCLUDING ALL CONTENTS SO YOU CAN MOVE RIGHT IN! // Ideally situated in one of Chatham's most sought-after enclaves, just steps from iconic Lighthouse Beach, this exceptional home is rich in character and timeless charm. Beautifully maintained, it offers sun-filled, spacious interiors that transition seamlessly between formal elegance and casual comfort.The thoughtfully

    Chris Rhinesmith Compass Massachusetts, LLC

    85 Main St, Chatham, MA 02633
  • /36

    $7,200,000

    • 5 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    238 Cranberry Ln, Chatham, MA 02633

    This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

    John Burke William Raveis Real Estate & Home Services

    238 Cranberry Ln, Chatham, MA 02633
  • /4

    $315,000

    • Land
    • 1.07 Acres
    • $294,393 per Acre

    2386 Main St, South Chatham, MA 02659

    This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

    Judith Smith John C Ricotta & Assoc.

    2386 Main St, South Chatham, MA 02659
  • /58

    $1,750,000

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

    235 Training Field Rd, Chatham, MA 02633

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

    Keith Bradley Gibson Sotheby's International Realty

    235 Training Field Rd, Chatham, MA 02633
  • /53

    $1,400,000

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

    68 Chippingstone Rd, Chatham, MA 02633

    Ideal rental investment property in Riverbay Estates! Enjoy water views and direct access to Pickerel Pond from this 4-bed, 3-bath home perfect for kayaking and paddleboarding. Features include a first-floor primary suite, living and dining areas with pond views, central A/C, gas heat, and an attached two-car garage. The home is generator ready with a panel for the transfer switch already in

    Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

    68 Chippingstone Rd, Chatham, MA 02633
  • /38

    $6,500,000

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

    4 Ministers Ln, North Chatham, MA 02650

    MAJESTIC SEASIDE LIVING. 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

    Chris Rhinesmith Compass Massachusetts, LLC

    4 Ministers Ln, North Chatham, MA 02650
  • /47

    $1,650,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    70 Lantern Ln, South Chatham, MA 02659

    Discover your dream home just a short stroll to Cockle Cove Beach! Incredible spot...Tucked away at the end of a private lane, this 3 bedroom 2 1/2 bath home with long leaf yellow pine floors throughout the first floor has plenty of living space for family and friends. Surrounded by an expansive wrap-around deck, the open concept first floor is highlighted by the living room with wood burning

    Judith Smith John C Ricotta & Assoc.

    70 Lantern Ln, South Chatham, MA 02659
  • /42

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 3,504 Sq Ft

    113 Seapine, Chatham, MA 02635

    Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio,

    Chris Rhinesmith Compass

    113 Seapine, Chatham, MA 02635
  • /45

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 5,850 Sq Ft

    113 Seapine Rd, North Chatham, MA 02650

    Designed by award-winning firm Polhemus Savery DaSilva and enhanced by designer Lisa Tharp, this waterfront masterpiece embodies timeless coastal luxury. Perfectly sited on Crows Pond, the open-concept main level captures stunning water views from every angle--including the chef's kitchen, great room, and dining area. These spaces open to a screened porch, stone patio, infinity pool, and

    Chris Rhinesmith Compass Massachusetts, LLC

    113 Seapine Rd, 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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /23

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln, 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 second-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

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • /27

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln, 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

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • /33

    $1,450,000

    • 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
  • /32

    $1,450,000

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

    552 Orleans Rd, North Chatham, MA 02650

    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 Massachusetts, LLC

    552 Orleans Rd, North Chatham, MA 02650
  • /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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    425 Main St Unit D, Chatham, MA 02633
  • /7

    $349,900

    • Land
    • 0.47 Acre
    • $744,468 per Acre

    0 Tirrells Way, Chatham, MA 02659

    Building lot available! Located at the end of a cul-de-sac and abutting the Town Forest. Water Department has an easement for a road over the property at the edge of the lot boundary. All due diligence required for building allowances and restrictions are responsibility of the buyer.

    Kathy Doyle Gibson Sotheby's International Realty

    0 Tirrells Way, Chatham, MA 02659
  • /42

    $1,675,000

    • 3 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    315 Pleasant St, South Chatham, MA 02659

    Chatham - Nantucket Sound greets you instantly here at 315 Pleasant Street! This rare opportunity to live high and dry and a mere 350 yards from one of the finest stretches of sandy beach on Nantucket Sound. 315 Pleasant Street has been lovingly maintained, recently improved, and upgraded by current owners. Enjoy water views from the primary bedroom's solid & generous private deck and from the

    Laurie McCann Gibson Sotheby's International Realty

    315 Pleasant St, South Chatham, MA 02659
  • /32

    $1,469,000

    • 5 Beds
    • 10 Baths
    • 11,000 Sq Ft

    558 Fox Hill Rd, Chatham, MA 02633

    New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and

    John DePreaux Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • /34

    $1,575,000

    • 4 Beds
    • 2.5 Baths
    • 2,844 Sq Ft

    4 Nickerson's Cir, Chatham, MA 02659

    Just completed and ready for immediate occupancy! This custom designed, classic Gambrel Cape is located on a private retreat lot, conveniently located between Chatham Village and Harwich Port with their shops, galleries and fabulous restaurants. AND less than one mile to several Nantucket Sound beaches! The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with

    Pat Butler Coldwell Banker Realty - Hingham

    4 Nickerson's Cir, Chatham, MA 02659
  • /42

    $1,995,000

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

    409 Main St, Chatham, MA 02633

    Location-Location-409 Main St. in Downtown Chatham offers you this very rare and desirable combination of a mixed use building with a 1st floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the 2nd floor in the heart of Chatham Village. The property offers 5 private in-town parking spaces

    Rick Smith Gibson Sotheby's International Realty

    409 Main St, Chatham, MA 02633
  • /41

    $3,995,000

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

    67 Uncle Alberts Dr, Chatham, MA 02633

    This impressive home sited on 2.07 acres on a quiet cul-de-sac is just a few minutes away from restaurants, the Chatham bike path and nearby Chatham beaches. The 2014 Eastward Companies home offers a tremendous sense of living space spanning 5,578 square feet and defined by lovely grounds, water views, luxurious finishes and a sweeping open floor plan. The main level flows seamlessly between the

    Chris Rhinesmith Compass

    67 Uncle Alberts Dr, Chatham, MA 02633
  • /50

    $3,995,000

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

    67 Uncle Alberts Dr, Chatham, MA 02633

    GRACIOUS LIVING ON OVER TWO ACRES NEAR CHATHAM BEACHES AND BELOVED DINING DESTINATIONS // 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

    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 & Associates, Inc.

    231 Crowell Rd, Chatham, MA 2633
  • /9

    $13,950,000

    • 5 Beds
    • 6.5 Baths
    • 7,259 Sq Ft

    301 Whidah Rd, Chatham, MA 02650

    Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    301 Whidah Rd, Chatham, MA 02650
  • /90

    $13,950,000

    • 5 Beds
    • 6.5 Baths
    • 7,259 Sq Ft

    301 Whidah Rd, North Chatham, MA 2650

    Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    301 Whidah Rd, North Chatham, MA 2650
  • /43

    $1,850,000

    • 6 Beds
    • 4.5 Baths
    • 2,665 Sq Ft

    14 Squanto Dr, Chatham, MA 02633

    Perched high above the Oyster River with stunning water views and deeded river access for your paddling and boating adventures, 14 Squanto Drive is your new Chatham beach oasis. Offering a relaxed coastal lifestyle, this home boasts open sight lines, sundrenched living spaces, ideal flow for indoor/outdoor entertaining, and an abundance of room for extended families and guests. From sunrise to

    Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

    14 Squanto Dr, Chatham, MA 02633
  • /4

    $250,000

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

    0 George Ryder Rd Unit 22301591, 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, with approvals a 4-bedroom may be possible. Buyer's & buyer brokers verify sewer regulations with Board of Health as rules continue to change. The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to

    Shane Masaschi Kinlin Grover Compass

    0 George Ryder Rd Unit 22301591, Chatham, MA 02633
  • /34

    $7,250,000

    • 10 Beds
    • 10 Baths
    • 8,000 Sq Ft

    150 Cross St, Chatham, MA 02633

    Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and

    John Ricotta John C Ricotta & Assoc.

    150 Cross St, Chatham, MA 02633
  • /5

    $399,000

    • Land
    • 0.84 Acre
    • $475,000 per Acre

    0 Evergreen Ln, Chatham, MA 02633

    .8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information

    Anne Somerby Kennedy Real Estate

    0 Evergreen Ln, Chatham, MA 02633
  • /23

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /26

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln Unit 4, North Chatham, MA 02650
  • /30

    $5,295,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,989 Sq Ft

    14 Pond View Ln, Chatham, MA 02633

    Sears Point Development presents another breathtaking home that could be your new year-round residence or the perfect summer escape for 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded access to the Oyster Pond with mooring potential, this stunning Nantucket-style home boasts 4,989 sf of thoughtfully designed living space, featuring 4 BR and 4/2 Baths on town sewer.

    Jack Bohman Gibson Sotheby's International Realty

    14 Pond View Ln, Chatham, MA 02633
  • /2

    $6,995,000 New Construction

    • 5 Beds
    • 7 Baths
    • 5,700 Sq Ft

    13 Captain Knowles Way, Chatham, MA 02633

    Experience the perfect blend of luxury, privacy, and convenience in this exceptional new construction by Minglewood Homes, just moments from downtown Chatham. Situated on a 1.34-acre waterfront lot along the Oyster River, this exquisitely designed home features an open-concept layout, high-end finishes, and impeccable craftsmanship throughout.Designed for both comfort and entertaining, the home

    Mina O'Keefe Gibson Sotheby's International Realty

    13 Captain Knowles Way, Chatham, MA 02633
  • /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

Showing Results 41 - 77, Page 2 of 2

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