9,710

Chatham, MA Homes

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  • /31

    $975,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    68 Pleasant St, South Chatham, MA 02659

    Step into the timeless charm of this 1780 antique colonial, nestled on a spacious .57-acre lot just south of Route 28. Ideally located only 0.7 miles from the sparkling waters of Nantucket Sound, with Pleasant Street Beach and Forest Beach just moments away, this classic home offers a unique blend of history and coastal lifestyle.Offering 5 bedrooms and 2,016 sq ft of living space, the home

    Jen Graham Christie's International Real Estate Atlantic Brokerage

    68 Pleasant St, South Chatham, MA 02659
  • /27

    $970,000 Sold Oct 30, 2024

    • 2,188 Sq Ft
    • $443/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1976

    56 Chatfield Ln, Chatham, MA 02633

    This is a great opportunity and value to own a cottage in the Hardings Beach area. Walking distance to Barn Hill Landing and 1.3 miles to Hardings Beach, this cottage sits on an elevated parcel with mature plantings and a fenced in back yard creating a peaceful retreat. The main floor opens to a living room with fireplace adjoined by kitchen with laundry and dining room that opens to a backyard

    Chris Rhinesmith Compass Massachusetts, LLC

    56 Chatfield Ln, Chatham, MA 02633
    • /31

      Est $1,128,501 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,976 Sq Ft

      5 Horizon Cir, Chatham, MA 02633

      5 Horizon Cir, Chatham, MA 02633
  • /48

    $6,995,000 Pending

    • 5 Beds
    • 6.5 Baths
    • 6,508 Sq Ft

    16 Seapine Rd, North Chatham, MA 02650

    This exceptional custom residence is situated in a prime North Chatham location with a nearby association beach. Seamlessly blending comfort and sophistication, the home spans three levels of generous open floor plan spaces and is located on over one acre. The main level interiors flow freely from foyer to a large great room with a living room, dining area and well appointed kitchen. There is a

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Seapine Rd, North Chatham, MA 02650
  • /47

    $775,000 Sold Oct 30, 2024

    • 1,694 Sq Ft
    • $457/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    190 Heritage Ln, Chatham, MA 02633

    Great opportunity to own a 3 bedroom, 2.5 bath home in Chatham. This property is in a prime location within walking distance to many amenities that Chatham offers - fine restaurants, shops, tennis and pickleball courts, basketball courts and the bike path. This spacious home features a bright and pleasant interior with an updated kitchen that has granite countertops and stainless-steel appliances

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    190 Heritage Ln, Chatham, MA 02633
    • /47

      Est $950,206 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,501 Sq Ft

      88 Stepping Stones Rd, Chatham, MA 02633

      88 Stepping Stones Rd, Chatham, MA 02633
  • /24

    $775,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    15 Stephen Dr, Chatham, MA 02633

    RE/MAX Vision proudly presents 15 Stephen Drive – a beautifully renovated 3 bedroom ranch style home in a highly sought after, adorable neighborhood. Since 2008, nearly everything has been updated. Roof, siding, windows, doors, kitchen, bath, hardwood flooring, tile, and a new septic system in 2024. Move right in – this home needs absolutely nothing. This is truly one level living at its best

    Stephen Laska RE/MAX Vision

    15 Stephen Dr, Chatham, MA 02633
  • /38

    $1,850,000 Sold Oct 29, 2024

    • 2,630 Sq Ft
    • $703/SF
    • 152 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2003

    55 Eldredge Square S, Chatham, MA 02633

    This Cape Cod Style home is tucked away in a private enclave minutes to Chatham Village, the Fish Pier and the Chatham A's ballfield. The first floor open layout features a fireplaced living room and family room that transitions to a backyard private patio and a deck overlooking conservation land. The newly renovated eat-in kitchen has a tiled backsplash, quartz counters, new refrigerator,

    Jessica Metzler Compass

    55 Eldredge Square S, Chatham, MA 02633
    • /18

      Est $1,198,210 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,247 Sq Ft

      1010 Main St, Chatham, MA 02633

      1010 Main St, Chatham, MA 02633
  • /40

    $1,195,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,026 Sq Ft

    3 Oyster Dr, Chatham, MA 02633

    Welcome home to 3 Oyster Drive, a perfectly idyllic Chatham getaway! This enchanting cottage enjoys dazzling water views and a prime location near Outermost Harbor Marina, beaches, & Town. This 3 BR, 2 BA home is a blend of classic Cape Cod and some newer features and is the ideal backdrop to begin your own Chatham story. Many will find the home comfortable just the way it is, or choose to take

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    3 Oyster Dr, Chatham, MA 02633
  • /78

    $3,400,000 Sold Oct 29, 2024

    • 4,048 Sq Ft
    • $840/SF
    • 205 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2010

    155 Inlet Rd, Chatham, MA 02633

    It's a pleasure to offer this exceptional home located on the iconic ''Loop'' that showcases some of the most picturesque views and impressive neighborhoods in town. This 4,000 sf, 5-bedroom residence is set on a .68-acre lot. Offering an outstanding location, deeded access to Mitchell River, and panoramic views from the roof top deck of the ocean, sound and beyond. You'll find gleaming hardwood

    Janice Alex Christie's International Real Estate Atlantic Brokerage

    155 Inlet Rd, Chatham, MA 02633
    • /76

      Est $7,358,535 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,219 Sq Ft

      52 Oyster Bluff, Chatham, MA 02633

      52 Oyster Bluff, Chatham, MA 02633
  • /2

    $4,395,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,600 Sq Ft

    169 Woodland Way, North Chatham, MA 02650

    This one-of-a kind Harbor Coves estate in Chatham is sited on 2.9 acres directly on salt-water Ryder’s Cove. This special setting encompasses a level lot with a gentle sloping approach to the water and a custom designed Royal Barry Wills residence built in 1960 and in need of updating. Original features include period details unique to the style and design of the home. The property is part of the

    Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    169 Woodland Way, North Chatham, MA 02650
  • /4

    $3,195,000 Sold Oct 25, 2024

    • 2,016 Sq Ft
    • $1585/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1987

    35 Mill Hill Ln, Chatham, MA 02633

    Nestled in the heart of Chatham's Old Village and moments away from Lighthouse Beach, this charming four bedroom, three bath residence was built in 1987 and tastefully designed to seamlessly blend classic details with modern amenities. The home exudes warmth and character and opens to an inviting dining room with a wood burning fireplace. The main level comprises a kitchen and adjoining living

    Chris Rhinesmith Compass Massachusetts, LLC

    35 Mill Hill Ln, Chatham, MA 02633
    • /35

      Est $1,419,601 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,524 Sq Ft

      67 Lime Hill Rd, Chatham, MA 02633

      67 Lime Hill Rd, Chatham, MA 02633
  • /73

    $2,950,000 Sold Oct 25, 2024

    • 3,532 Sq Ft
    • $835/SF
    • 110 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1952

    5 Hillcrest Rd, North Chatham, MA 02650

    Location is everything! This North Chatham home is walk to town and walk to the beach on a quiet cul de sac.This timeless residence was renovated by Rick Roy construction. Open floor plan living combines with 4 Bedrooms, 3.5 baths, an office and a music room to offer all the space you would wish for in this iconic location in North Chatham. The chefs kitchen boasts a 48 inch Wolf range along with

    Kathleen Phelan Compass Massachusetts, LLC

    5 Hillcrest Rd, North Chatham, MA 02650
    • /23

      Est $2,390,542 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,906 Sq Ft

      218 Woodland Way, North Chatham, MA 02650

      218 Woodland Way, North Chatham, MA 02650
  • /30

    $1,150,000 Sold Oct 23, 2024

    • 1,552 Sq Ft
    • $741/SF
    • 102 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1910

    751 Main St, Chatham, MA 02633

    Charming House in Chatham, MassachusettsNestled at 751 Main Street, just a leisurely 5-minute stroll from the enchanting downtown area of Chatham, this captivating house offers the epitome of Cape Cod living, perfect for both seasonal escapes and year-round residency.Features:Meticulously maintained and move-in readyTwo bedrooms, 2 and 1/2 baths, ensuring comfort and convenience. Luxurious

    Michael Masci North Atlantic Realty Group

    751 Main St, Chatham, MA 02633
    • /81

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,995 Sq Ft

      256 Woodland Way, North Chatham, MA 02650

      256 Woodland Way, North Chatham, MA 02650
  • /63

    $915,000 Sold Oct 22, 2024

    • 3,265 Sq Ft
    • $280/SF
    • 93 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2000

    137 Middle Rd, Chatham, MA 02659

    Looking for a Chatham zip code, acreage, 4BR/4.5BA, almost 3300 sqft of living space,privacy, open space, convenient location, barn, farm porch, and amazing potential; 137Middle Road Has It All! This well-loved home has seen its current family through 19 years ofCape Cod Living and is ready for its next stewards. Set in the heart of South Chatham,surrounded by nature, yet minutes from Forest

    Cape Cod Power of Two William Raveis Real Estate & Home Services

    137 Middle Rd, Chatham, MA 02659
    • /45

      Est $1,790,053 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,300 Sq Ft

      875 Orleans Rd, North Chatham, MA 02650

      875 Orleans Rd, North Chatham, MA 02650
  • /73

    $1,945,604 Sold Oct 21, 2024

    • 2,994 Sq Ft
    • $650/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2019

    1 Williams Way, Chatham, MA 02659

    A bright and airy sunlit home with open floor plan, is inviting family and guests to gather around the 8' breakfast bar making wonderful memories together. Enjoy the serenity of the 3-season screened room off the kitchen. The primary bedroom has a huge walk in closet and large private bath with granite countertops, tiled shower and floors. The home office is on the first floor and the laundry

    Darci Sequin Gibson Sotheby's International Realty

    1 Williams Way, Chatham, MA 02659
    • /42

      Est $1,848,834 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,116 Sq Ft

      51 Northgate Rd, North Chatham, MA 02650

      51 Northgate Rd, North Chatham, MA 02650
  • /42

    $8,500,000 Sold Oct 21, 2024

    • 4,859 Sq Ft
    • $1749/SF
    • 156 Days On Market
    • 8 Beds
    • 5.5 Baths
    • Built 1940

    504 Old Harbor Rd, North Chatham, MA 02650

    "Turntide" is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor and the Atlantic. From this magnificent 8 bed/5.5 bath mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the outer beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the

    Phyllis Power Compass

    504 Old Harbor Rd, North Chatham, MA 02650
    • /50

      Est $2,430,400 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,719 Sq Ft

      79 Lakeshore Dr, Chatham, MA 02633

      79 Lakeshore Dr, Chatham, MA 02633
  • /41

    $900,000 Sold Oct 18, 2024

    • Land
    • 1.92 Acres
    • $468,750 per Acre
    • 57 Days On Market

    693 Orleans Rd, North Chatham, MA 02650

    Build the home of your dreams or create a family compound on this very private 1.92 acre property (83,625 sq ft) in the heart of North Chatham. Steps from Ryders Cove and less than 2 mi from historic downtown Chatham, this property has a 250' driveway and features 53,027 sq ft of buildable "Upland"; eligible for 6 total bedrooms. Current 1400 sq ft 2BR home has solid foundation/framing & could be

    Anthony Giglio ByOwner.com

    693 Orleans Rd, North Chatham, MA 02650
    • /77

      Est $2,115,034 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,275 Sq Ft

      252 N Skyline Dr, Chatham, MA 02633

      252 N Skyline Dr, Chatham, MA 02633
  • /45

    $690,000 Sold Oct 18, 2024

    • 1,719 Sq Ft
    • $401/SF
    • 110 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    135 Holly Dr, South Chatham, MA 02659

    A pleasant surprise when you walk into this home to find beautiful structural beams in the dining area, family room and primary bedroom , gleaming hardwood floors and an open family, dining and kitchen area. A slider and French door leading to the decks allowing all the sunshine in. Upstairs bedrooms are large, light and bright. Great spot for kids to ride bikes at the Cul de sac or take them to

    Darci Sequin Gibson Sotheby's International Realty

    135 Holly Dr, South Chatham, MA 02659
    • /56

      Est $1,472,261 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,653 Sq Ft

      57 Wood Valley Rd, Chatham, MA 02633

      57 Wood Valley Rd, Chatham, MA 02633
  • /84

    $4,950,000 Sold Oct 18, 2024

    • 4,142 Sq Ft
    • $1195/SF
    • 211 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2023

    146 Strong Island Rd, Chatham, MA 02633

    Modern elegance and unparalleled luxury encompass 146 Strong Island Road. Lavishly appointed details from floor to ceiling complement the water views. Wide plank flooring, custom high end cabinetry & built-ins, Thermador appliances, Quartz countertops, exquisite trim detail & coffered ceilings are a few of the details carefully selected to ensure a perfect blend of comfort and sophistication.

    Dillan Hoyt Greer Real Estate, LLC

    146 Strong Island Rd, Chatham, MA 02633
    • /72

      Est $1,322,367 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,073 Sq Ft

      335 Old Queen Anne Rd, Chatham, MA 02633

      335 Old Queen Anne Rd, Chatham, MA 02633
  • /41

    $1,200,000 Sold Oct 15, 2024

    • 1,886 Sq Ft
    • $636/SF
    • 13 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2005

    6 Captains Row E, Chatham, MA 02633

    This stunning end unit has been totally transformed. Soaring cathedral ceilings and hardwood floors through out. The top of the line updated kitchen, dining room and livingroom all flow in to one another beautifully. The kitchen has all premiere appliances-Viking, Miele, Sub-zero and quartz countertops. The spacious living room has a gas fireplace for those snowy, winter days. There are 2 ensuite

    Judith Smith John C Ricotta & Assoc.

    6 Captains Row E, Chatham, MA 02633
    • /21

      Est $1,029,400 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,593 Sq Ft

      66 Ethelma Dr, Chatham, MA 02633

      66 Ethelma Dr, Chatham, MA 02633
  • /52

    $4,300,000 Sold Oct 08, 2024

    • 3,629 Sq Ft
    • $1185/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    16 Harbor View Rd, Chatham, MA 02633

    This exceptional Royal Barry Wills Cape is perfectly sited in this private enclave to capture expansive views of Nantucket Sound and beyond. This fine home offers over 3600 square feet of comfortably elegant seaside living. Spacious rooms include the light filled front to back living room with a fireplace, built-ins and fine woodwork, a comfortable family room invites you to relax overlooking

    Adeline Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    16 Harbor View Rd, Chatham, MA 02633
    • /3

      Est $883,294 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 945 Sq Ft

      47 Barbara Dr, Chatham, MA 02633

      47 Barbara Dr, Chatham, MA 02633
  • /17

    $185,000 Sold Oct 08, 2024

    • Land
    • 1.19 Acres
    • $155,462 per Acre
    • 207 Days On Market

    0 Seagull Rd, Chatham, MA 02633

    Welcome to your new private beach on 113 ft. of beach frontage in Chatham. Come and enjoy this beach for years to come. The memories that you make here will last you a lifetime. This undevelopable piece of land has a path down to your future private beach, overlooking Chatham Harbor. Enjoy the sunrises, and revel in the joy of owning your own private beach on Cape Cod. There is no overnight

    Joanna Forbes Compass

    0 Seagull Rd, Chatham, MA 02633
    • /58

      Est $1,489,835 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,251 Sq Ft

      25 Ethelma Dr, Chatham, MA 02633

      25 Ethelma Dr, Chatham, MA 02633
  • /38

    $1,611,000 Sold Oct 02, 2024

    • 2,492 Sq Ft
    • $646/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1974

    121 Middle Rd, North Chatham, MA 02650

    Experience the pinnacle of Cape Cod living in this charming 4-bedroom, 2-bathroom home located in the exclusive Harbor Cove Association. This coastal property offers a rare combination of privacy, style, and access to some of the most coveted waters in town. Just a leisurely 5-minute stroll from your doorstep lies the private association beach on Crow's Pond, where you can enjoy serene water

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    121 Middle Rd, North Chatham, MA 02650
    • /47

      Est $936,251 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      105 Perch Pond Dr, Chatham, MA 02633

      105 Perch Pond Dr, Chatham, MA 02633
  • /14

    $525,000 Sold Oct 02, 2024

    • Land
    • 0.49 Acre
    • $1,071,429 per Acre
    • 0 Days On Market

    0 John St, Chatham, MA 02633

    Opportunity knocks! Now is your chance to build your dream home in Chatham! There are very few residential lots left to buy! This 21,305 Sq ft level lot is located at the end of cul-de-sac in an established highly desirable neighborhood, just .7miles to Ridgevale Beach! Possible 3 bedroom septic system allowed with an IA design. Buyers and Buyer Brokers to verify Board of Health regulations

    Phyllis Power Compass

    0 John St, Chatham, MA 02633

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