2,712

North Chatham Homes

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  • /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
  • /16

    $485,000 Sold Mar 18, 2025

    • 1,013 Sq Ft
    • $479/SF
    • 134 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    407 Orleans Rd Unit B, Chatham, MA 2633

    RENOVATED IN 2023..LIke new 2 bedroom, 2 bath condominium of over 1013 square feet.... New windows, new flooring, new kitchen cabinets, granite counter tops and stainless steel appliances,. Bathrooms have custom tile and new vanities and all new fixtures. Small private deck and inside parking in a carport.......Located close to everything Chatham has to offer: Town, shopping, restaurants, and

    John Burke William Raveis Chatham

    407 Orleans Rd Unit B, Chatham, MA 2633
    • /29

      Est $1,157,206 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,692 Sq Ft

      56 Meadowbrook Rd, North Chatham, MA 02650

      56 Meadowbrook Rd, North Chatham, MA 02650
  • /42

    $1,325,000 Pending

    • 4 Beds
    • 3 Baths
    • 1,661 Sq Ft

    591 Crowell Rd, North Chatham, MA 02650

    Chic Meets Historic Charm-Thoughtfully designed, this Cape Cod retreat exudes style and functionality. Featuring 4 bedrooms, and 3 baths, a 2020 renovation by Rick Roy blends rich history with a fresh, modern twist. It’s offered turn-key with exquisite designer furnishings down to the top-tier dishes and pots and pans to make your ownership effortless. The layout is flexible, with two private

    Cheryle Young Today Real Estate, Inc.

    591 Crowell Rd, North Chatham, MA 02650
  • /22

    $435,000 Sold Mar 14, 2025

    • 1,013 Sq Ft
    • $429/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    409 Orleans Rd Unit B, North Chatham, MA 02650

    Welcome to Quail Run, nestled off-the-beaten-path in beautiful North Chatham-yet convenient, easy access to all! This immaculate, delightful unit opens into a spacious, warm and welcoming living room with vaulted ceiling, hardwood floors, and new picture window overlooking a peaceful wooded area; the dining room has built-ins and the same wooded views; the efficient kitchen offers good storage,

    Debra Bassett Cape Cod Associates R E

    409 Orleans Rd Unit B, North Chatham, MA 02650
    • /41

      Est $1,606,016 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,596 Sq Ft

      36 Great Hill Rd, Chatham, MA 02633

      36 Great Hill Rd, Chatham, MA 02633
  • /33

    $1,475,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,225 Sq Ft

    355 Training Field Rd, Chatham, MA 02633

    MOTIVATED SELLERS!Just 8/10 of a mile to Jackknife Point Beach, this beautifully appointed Chatham retreat offers the perfect blend of comfort, style, and solar efficiency. A charming farmer's porch welcomes you into a light-filled home with high ceilings, an open layout, and a skylit kitchen with granite counters, stainless steel appliances, and a large island. The living room features a cozy

    Margaret McDonald Mathieu Newton Sotheby's Int'l Realty

    355 Training Field Rd, Chatham, MA 02633
  • /31

    $1,600,000 Sold Mar 14, 2025

    • 3,401 Sq Ft
    • $470/SF
    • 13 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1988

    37 Bellamy Ln, North Chatham, MA 02650

    Located in Cannon Hill (North Chatham), this 5 bedroom, 3 bath residence has deeded rights to a private, sandy beach on Pleasant Bay. With multiple living areas, there is plenty of room for family and friends to spread out. Showings by advance appointment only.

    David Doherty Compass

    37 Bellamy Ln, North Chatham, MA 02650
    • /48

      Est $1,094,093 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,977 Sq Ft

      31 Great Hill Rd, Chatham, MA 02633

      31 Great Hill Rd, Chatham, MA 02633
  • /40

    $4,895,000 Pending

    • 5 Beds
    • 5 Baths
    • 4,200 Sq Ft

    785 Old Harbor Rd, North Chatham, MA 02650

    Welcome to " Two Stars" this meticulously crafted residence located in coveted North Chatham. This beautiful sanctuary offers an harmonious blend of luxury & comfort. Nestled on a lush acre with water views of Chatham harbor, this custom built masterpiece by master/builder owner invites you to experience refined living with every thoughtful detail. Spanning 4200sq. ft of sophisticated space, this

    Phyllis Power Compass

    785 Old Harbor Rd, North Chatham, MA 02650
  • /27

    $590,000 Sold Mar 12, 2025

    • 1,489 Sq Ft
    • $396/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    108 Misty Meadow Ln Unit A, North Chatham, MA 02650

    Discover this charming 2-bedroom, 2-bathroom condominium in the heart of North Chatham. Tucked away with tranquil wooded views, this turnkey home features beautiful wood floors and an inviting patio and deck perfect for relaxing or entertaining. Enjoy a prime location within walking distance to local gems like Chatham Works, Chatham Perk, Elwood's Raw Bar, the Shark Center, and Cow Yard Beach.

    Diane Donahue Gibson Sotheby's International Realty

    108 Misty Meadow Ln Unit A, North Chatham, MA 02650
    • /82

      Est $4,186,388 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,929 Sq Ft

      48 Strong Island Rd, Chatham, MA 02633

      48 Strong Island Rd, Chatham, MA 02633
  • /36

    $1,195,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    56 Riverview Dr, Chatham, MA 02633

    Located in Chatham's sought after Riverbay Estates, known for its treelined streets and community vibe, this residence is nicely sitauated near two scenic ponds for fishing and paddleboarding - and Jackknife Cove Beach is a short drive away. Elevated above the road for privacy, this sundrenched one level home offers open living spaces that blend effortlessly into expansive back yard.The home

    Chris Rhinesmith Compass Massachusetts, LLC

    56 Riverview Dr, Chatham, MA 02633
  • /54

    $3,695,000 Sold Mar 03, 2025

    • 4,106 Sq Ft
    • $900/SF
    • 174 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2000

    173 Kendrick Rd, North Chatham, MA 02650

    Architectural perfection meets natural harmony in this stunning Polhemus Savery DaSilva (PSD) home. Tucked quietly within a desirable North Chatham with water access on Pleasant Bay, a short stroll away, the residence offers a modern twist on the classic shingle style architecture and delivers impeccable craftsmanship, custom millwork, and exquisite stonework to create a truly refined family

    Chris Rhinesmith Compass Massachusetts, LLC

    173 Kendrick Rd, North Chatham, MA 02650
    • /43

      Est $3,306,262 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,764 Sq Ft

      27 Strong Island Rd, Chatham, MA 02633

      27 Strong Island Rd, Chatham, MA 02633
  • /33

    $1,450,000 Pending

    • 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
  • /44

    $1,800,000 Sold Feb 28, 2025

    • 1,904 Sq Ft
    • $945/SF
    • 114 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1946

    504 Stony Hill Rd, North Chatham, MA 02650

    Discover the quintessential Cape Cod lifestyle in this charming 1940's Cape ranch, perfectly situated in one of North Chatham's most sought-after neighborhoods. This well-maintained home offers a blend of classic appeal and modern convenience, nestled among substantial and elegant residences. The serene setting provides a peaceful retreat moments from Scatteree Beach. Whether you're looking to

    LUXRECapeCod Gibson Sotheby's International Realty

    504 Stony Hill Rd, North Chatham, MA 02650
    • /41

      Est $2,861,486 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,275 Sq Ft

      789 Fox Hill Rd, Chatham, MA 02633

      789 Fox Hill Rd, Chatham, MA 02633
  • /31

    $1,450,000 Pending

    • 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

    $1,599,000 Sold Feb 24, 2025

    • 1,511 Sq Ft
    • $1,058/SF
    • 7 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    101 Old Mail Rd, North Chatham, MA 02650

    Sited in one of North Chatham's most sought-after areas on a 1/2 acre lot, this recently renovated custom home sets the bar on luxurious living. This 3 BR, 2 BA home is rich in architectural design with crown molding, shiplap ceilings and walls, and gorgeous 4-inch white oak floors throughout. This open and circular one-floor living space has an expansive feel with a gas fireplace including chefs

    Jessica King Compass Massachusetts, LLC

    101 Old Mail Rd, North Chatham, MA 02650
    • /62

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,947 Sq Ft

      266 Seapine Rd, North Chatham, MA 02650

      266 Seapine Rd, North Chatham, MA 02650
  • /26

    $3,500,000 Pending

    • Land
    • 1.61 Acres
    • $2,173,913 per Acre

    111 Enterprise Dr, Chatham, MA 02633

    1.61 plus acres of Industrial Land at the Enterprise Road in Chatham, Cape Cod, MA, USA now available for sale. The land has many potential uses including light industrial, warehouse and much more. There are multiple structures on the site currently. Located within close proximity to all of Chatham and easy access to US Route 6. Encompassing a mere 16 square miles of high ground and surrounded on

    John Ciluzzi Premier Commercial

    111 Enterprise Dr, Chatham, MA 02633
  • /59

    $1,200,000 Sold Feb 24, 2025

    • 1,617 Sq Ft
    • $742/SF
    • 256 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    1174 Old Queen Anne Rd, Chatham, MA 02633

    First time on the market! Experience coastal living surrounded by conservation areas and stunning sunsets. This remarkable Chatham year-round retreat spans 2.1 acres with views along Monomoy River. The main house features single-story living with two bedrooms, cozy living areas, bonus area and captivating outdoor garden spaces. The late 1800's original cottage offers the opportunity to be a

    Paul McCormick Gibson Sotheby's International Realty

    1174 Old Queen Anne Rd, Chatham, MA 02633
    • /30

      Est $3,923,326 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 2,971 Sq Ft

      66 Woodland Way, North Chatham, MA 02650

      66 Woodland Way, North Chatham, MA 02650
  • /2

    $1,100,000 Pending

    • Land
    • 0.49 Acre
    • $2,244,898 per Acre

    0 Woodland Way, Chatham, MA 02650

    The private neighborhood of Harbor Coves which affords privacy and deeded rights to the Association beach on Crow's Pond is very private. This opportunity to build on one of the only remaining undeveloped lots is an exceptional opportunity. Located at the intersection of Woodland Way and Cove Rd. this wooded corner lot is exquisite! All information is deemed reliable but not guaranteed.

    Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    0 Woodland Way, Chatham, MA 02650
  • /43

    $1,400,000 Sold Feb 20, 2025

    • 2,124 Sq Ft
    • $659/SF
    • 136 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    17 Menekish Ln, Chatham, MA 02633

    Located on a tranquil private lane in highly desirable North Chatham, 17 Menekish Lane is on the market for the first time. A scenic stroll or bike ride of less than a mile takes you to the heart of charming downtown Chatham, where boutique shops, delightful restaurants, and the iconic Chatham Bars Inn await. A quick stroll down the street brings you to Cow Yard Beach for kayaking or standup

    Daren Marvin Sotheby's International Realty

    17 Menekish Ln, Chatham, MA 02633
    • /37

      Est $1,377,489 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,110 Sq Ft

      20 Cove Hill Rd, North Chatham, MA 02650

      20 Cove Hill Rd, North Chatham, MA 02650
  • /2

    $1,000,000 Pending

    • Land
    • 0.49 Acre
    • $2,040,816 per Acre

    0 Woodland Way, Chatham, MA 02650

    Unique opportunity to purchase an undeveloped lot of land in Harbor Coves Association. This highly coveted neighborhood has deeded rights to an Association beach on Crow's Pond around the corner. Adjacent lot also offered for sale. All information is deemed reliable but not guaranteed.

    Kimberly Howard Christie's International Real Estate Atlantic Brokerage

    0 Woodland Way, Chatham, MA 02650
  • /30

    $2,195,800 Sold Jan 31, 2025

    • 3,776 Sq Ft
    • $582/SF
    • 1 Day On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2001

    72 Old Field Bend, North Chatham, MA 02650

    This is a rare chance to own a coastal retreat in North Chatham's coveted Cannon Hill Association. Built in 2001, this 4 BR, 4.5 BA colonial thoughtfully marries modern comforts with Cape Cod authenticity, offering a wonderful floor-plan perfect for entertaining and hosting guests. Warm hardwood floors guide you into a welcoming living room anchored by a gas fireplace, while the chef's

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    72 Old Field Bend, North Chatham, MA 02650
    • /16

      Est $1,719,104 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,076 Sq Ft

      82 Kent Rd, North Chatham, MA 02650

      82 Kent Rd, North Chatham, MA 02650
  • /16

    $2,499,000 Pending

    • Land
    • 2.46 Acres
    • $1,015,854 per Acre

    0 Crows Pond Rd, Chatham, MA 02633

    2.46 acre waterfront lot in Chatham with 220 feet of frontage directly on salt water Crow's Pond. Land is set on a bluff and has direct water access to Ryders Cove, Pleasant Bay, Chatham Harbor and the Atlantic Ocean. Near Eastward Ho! Country Club. Paved driveway has been installed and there is town water already on the property. Custom build the home of your dreams. Site plan and covenants are

    Jennifer Pappalardo Christie's International Real Estate Atlantic Brokerage

    0 Crows Pond Rd, Chatham, MA 02633
  • /42

    $1,225,000 Sold Jan 08, 2025

    • 1,600 Sq Ft
    • $766/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    20 Spring Hill Rd, North Chatham, MA 02650

    NEW PHOTOS & VIRTUAL TOUR. Looking to buy in coveted North Chatham without the McMansion or multi-million dollar price tag? This 3 BR, 2BA Colonial sited on a private .82 acre lot with in-ground irrigation on a dead end street close to two Town Landings on Pleasant Bay fits the bill! It boasts a cozy porch off the side, a deck off the living room, a deck with an outside shower off the garage

    Julie Chapin William Raveis Chatham

    20 Spring Hill Rd, North Chatham, MA 02650
    • /35

      Est $864,322 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,166 Sq Ft

      689 Orleans Rd, North Chatham, MA 02650

      689 Orleans Rd, North Chatham, MA 02650
  • /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
  • /40

    $985,000 Sold Dec 20, 2024

    • 2,400 Sq Ft
    • $410/SF
    • 107 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    34 Horizon Dr, Chatham, MA 02633

    Deeded Access to stunning Lover's Lake, only a 3-minute walk! Welcome to 34 Horizon Drive, where coastal charm meets modern comfort. This delightful home offers 3 beds & 3 baths, perfect for those seeking community in Great Hill Estates. Step inside to discover a light-filled living space w/a seamless flow. A cook's kitchen w/stainless appliances w/gas stove, granite counters & ample cabinet

    Shane Masaschi Compass

    34 Horizon Dr, Chatham, MA 02633
    • /42

      Est $1,366,885 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,150 Sq Ft

      52 Court St, North Chatham, MA 02650

      52 Court St, North Chatham, MA 02650
  • /42

    $5,875,625 Sold Dec 16, 2024

    • 6,550 Sq Ft
    • $897/SF
    • 115 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2024

    51 Cove Hill Rd, North Chatham, MA 02650

    Escape to unparalleled luxury living in Chatham! This meticulously crafted architectural gem offers a blend of modern sophistication & coastal charm with deeded beach rights & access to Chatham's pristine waterways. Classic entryway welcomes you into a chef's kitchen and spacious living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural

    Betsy Hargreaves Gibson Sotheby's International Realty

    51 Cove Hill Rd, North Chatham, MA 02650
    • /21

      Est $1,447,260 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,393 Sq Ft

      32 Wells Hollow Rd, North Chatham, MA 02650

      32 Wells Hollow Rd, North Chatham, MA 02650
  • /39

    $1,600,000 Sold Dec 12, 2024

    • 3,029 Sq Ft
    • $528/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    181 Lakeview Ave, Chatham, MA 02633

    For a summer escape or a year-round haven, this classic Cape offers an inviting retreat with first-floor primary living. The meticulously renovated open concept interior encourages entertaining between the eat-in kitchen, living room and comfortable great room with wood burning fireplace. Additionally, the first floor offers a cozy family room as well as a home office. The five rooms upstairs

    Vicki Henriques Curb Appeal Realty

    181 Lakeview Ave, Chatham, MA 02633
    • /40

      Est $988,259 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,472 Sq Ft

      714 Crowell Rd, North Chatham, MA 02650

      714 Crowell Rd, North Chatham, MA 02650

Showing Results 81 - 120, Page 3 of 18

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