2,712

North Chatham Homes

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  • 55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    55 Winterset Dr, Chatham, MA 02633
    /68

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    55 Winterset Dr, Chatham, MA 02633

    Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick

    Agent Photo

    Tara Schiffmann Brown

    Bayview Real Estate

    (508) 388-5284

    55 Winterset Dr, Chatham, MA 02633
  • 101 Monomoyic Way, Chatham, MA 02633
    101 Monomoyic Way, Chatham, MA 02633
    101 Monomoyic Way, Chatham, MA 02633
    /19

    $5,000 per month

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    101 Monomoyic Way, Chatham, MA 02633

    Available furnished rental September 15 - April 30! Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with soaring ceilings, designer Tala lights and a dramatic limestone gas fireplace that accentuate

    Steven Cohen Team Keller Williams Realty Boston-Metro | Back Bay

    101 Monomoyic Way, Chatham, MA 02633
  • 71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    /38

    $1,140,000 Sold Sep 02, 2025

    • 1,744 Sq Ft
    • $654/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    71 Potonumecot Rd, Chatham, MA 02633

    Welcome to your new Chatham home! This lovely 3 bedroom, 2 bath ranch offers one-floor living in a popular neighborhood centrally-located minutes to Town, shopping, restaurants, and Pleasant Bay. Boasting an extensive array of upgrades and renovations (refer to attached list) there is little for a Buyer to do but move in and start enjoying life in this special place. There are multiple living

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    71 Potonumecot Rd, Chatham, MA 02633
    • 671 Old Harbor Rd, North Chatham, MA 02650
      671 Old Harbor Rd, North Chatham, MA 02650
      671 Old Harbor Rd, North Chatham, MA 02650
      /38

      Est $2,197,794 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,008 Sq Ft

      671 Old Harbor Rd, North Chatham, MA 02650

      671 Old Harbor Rd, North Chatham, MA 02650
  • 67 A Leonard Way, Chatham, MA 02633
    67 A Leonard Way, Chatham, MA 02633
    67 A Leonard Way, Chatham, MA 02633
    /50

    $975,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    67 A Leonard Way, Chatham, MA 02633

    Welcome to 67 A Leonard Way, a charming ranch-style 2-bedroom home tucked away on a quiet street just minutes from downtown Chatham. Inside you'll find a beautifully renovated kitchen with granite countertops, stainless steel appliances and custom cabinetry. The open living and dining areas feature a fireplace, built-in shelving, and hardwood floors, creating a warm and inviting atmosphere. With

    Agent Photo

    Shane Masaschi

    Compass

    (508) 276-7761

    67 A Leonard Way, Chatham, MA 02633
  • 15 Wood Valley Rd, Chatham, MA 02633
    15 Wood Valley Rd, Chatham, MA 02633
    15 Wood Valley Rd, Chatham, MA 02633
    /52

    $1,295,000 Sold Aug 29, 2025

    • 2,881 Sq Ft
    • $449/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    15 Wood Valley Rd, Chatham, MA 02633

    Introducing the perfect combination of character and amenities in this stunning 4-bedroom, 3-bath Cape-style home. Located on a cul-de-sac with deeded access to Lovers Lake, close to the bike bath, tennis and pickleball courts, and just minutes to downtown Chatham. This home is in move-in condition and provides everything you need for either year-round or seasonal living. The first-floor features

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    15 Wood Valley Rd, Chatham, MA 02633
    • 32 Cranberry Ln, Chatham, MA 02633
      32 Cranberry Ln, Chatham, MA 02633
      32 Cranberry Ln, Chatham, MA 02633
      /20

      Est $2,135,532 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,144 Sq Ft

      32 Cranberry Ln, Chatham, MA 02633

      32 Cranberry Ln, Chatham, MA 02633
  • 207 Horizon Dr, Chatham, MA 02633
    207 Horizon Dr, Chatham, MA 02633
    207 Horizon Dr, Chatham, MA 02633
    /35

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,843 Sq Ft

    207 Horizon Dr, Chatham, MA 02633

    Perched high on a private lot in one of Chatham's most sought-after locations, this stunning residence offers over 2,800 sq. ft. of well-designed living space. Featuring 4 spacious bedrooms and 2.5 baths, the home blends timeless style with modern comfort. Step inside to discover gleaming hardwood floors throughout, two full fireplaces for cozy gathers, and sun-filled rooms that invite

    Jacquelyn Casey Shore Road Realty

    207 Horizon Dr, Chatham, MA 02633
  • 113 Seapine, Chatham, MA 02635
    113 Seapine, Chatham, MA 02635
    113 Seapine, Chatham, MA 02635
    /42

    $9,150,000 Sold Aug 28, 2025

    • 3,504 Sq Ft
    • $2,611/SF
    • 155 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2016

    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
    • 48 Salt Marsh Way, North Chatham, MA 02650
      48 Salt Marsh Way, North Chatham, MA 02650
      48 Salt Marsh Way, North Chatham, MA 02650
      /45

      Est $3,540,578 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,448 Sq Ft

      48 Salt Marsh Way, North Chatham, MA 02650

      48 Salt Marsh Way, North Chatham, MA 02650
  • 104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    104 Seapine Rd, North Chatham, MA 02650
    /46

    $2,750,000

    • 3 Beds
    • 3 Baths
    • 2,969 Sq Ft

    104 Seapine Rd, North Chatham, MA 02650

    Set within the coveted Harbor Coves Association of North Chatham, 104 Seapine Road is a rare opportunity to own in one of Cape Cod's most exclusive enclaves. With sweeping views over Crow's Pond and direct access to a private association beach just steps away, the setting is exceptional. Built in 1999 by noted local firm von Thaden Builders, the 3-bedroom, 2.5-bath home offers nearly 3,000 sq ft

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    104 Seapine Rd, North Chatham, MA 02650
  • 113 Seapine Rd, North Chatham, MA 02650
    113 Seapine Rd, North Chatham, MA 02650
    113 Seapine Rd, North Chatham, MA 02650
    /45

    $9,150,000 Sold Aug 28, 2025

    • 5,850 Sq Ft
    • $1,564/SF
    • 155 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2016

    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
    • 39 Windward Passage, North Chatham, MA 02650
      39 Windward Passage, North Chatham, MA 02650
      39 Windward Passage, North Chatham, MA 02650
      /41

      Est $1,733,726 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,205 Sq Ft

      39 Windward Passage, North Chatham, MA 02650

      39 Windward Passage, North Chatham, MA 02650
  • 235 Training Field Rd, Chatham, MA 02633
    235 Training Field Rd, Chatham, MA 02633
    235 Training Field Rd, Chatham, MA 02633
    /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
  • 331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    /50

    $1,775,000 Sold Aug 27, 2025

    • 3,404 Sq Ft
    • $521/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    331 Riverview Dr, Chatham, MA 02633

    Discover this stunning Riverbay residence remodeled to perfection. Boasting unique design elements such as shiplap and extensive moldings throughout, including soaring ceilings and a serene backyard. This turnkey three-level home with an expansive farmer's porch and an oversized two-car garage has everything you need and more. Step inside to find a chef's kitchen that will inspire your culinary

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    331 Riverview Dr, Chatham, MA 02633
    • 356 Stony Hill Rd, North Chatham, MA 02650
      356 Stony Hill Rd, North Chatham, MA 02650
      356 Stony Hill Rd, North Chatham, MA 02650
      /16

      Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 4,581 Sq Ft

      356 Stony Hill Rd, North Chatham, MA 02650

      356 Stony Hill Rd, North Chatham, MA 02650
  • 10 Pursel Dr, North Chatham, MA 02650
    10 Pursel Dr, North Chatham, MA 02650
    10 Pursel Dr, North Chatham, MA 02650
    /42

    $1,800,000 Pending

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

    10 Pursel Dr, North Chatham, MA 02650

    WATER VIEW & DEEDED ACCESS TO RYDERS COVE Welcome to “Summer Wind,” a serene Chatham retreat with breathtaking views and deeded access to Ryders Cove and a private beach on Pleasant Bay. This 3BR, 2BA home offers 2,366 sq ft of coastal elegance with a quartz kitchen, open-concept living, and a luxurious first-floor primary suite. Enjoy sunrise on your private deck, relax by the bluestone fire

    Diane Donahue Gibson Sotheby's International Realty

    10 Pursel Dr, North Chatham, MA 02650
  • 31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    /42

    $1,050,000 Sold Aug 21, 2025

    • 1,636 Sq Ft
    • $642/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    31 Joshua Jethro Rd, Chatham, MA 02633

    NEW PRICECasual living describes this charming 3 Bedroom, 2 Full Bath, 1-car garage under Ranch-style home in lovely Riverbay Estates. Set back from the road on a slight rise, this .47 acre lot abounds with privacy as backyard is completely enclosed by stockade fencing concealed with lovely trees and shrubbery. Relaxing couldn't be easier on the deck right off the kitchen which overlooks a

    Julie Chapin William Raveis Real Estate & Home Services

    31 Joshua Jethro Rd, Chatham, MA 02633
    • 98 Orleans Rd, Chatham, MA 02633
      98 Orleans Rd, Chatham, MA 02633
      98 Orleans Rd, Chatham, MA 02633
      /40

      Est $1,775,604 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,428 Sq Ft

      98 Orleans Rd, Chatham, MA 02633

      98 Orleans Rd, Chatham, MA 02633
  • 290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    290 Old Comers Rd, Chatham, MA 02633
    /61

    $2,995,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 3,603 Sq Ft

    290 Old Comers Rd, Chatham, MA 02633

    ''On Pink Wink Pond'' embodies the essence of Cape Cod in this remarkable estate. A startling entrance of Belgian blocks with carriage lighted and stone pillars greets the visitor. Ascending a few steps to the farmers porch and upon entry, an illuminated tile mural of Pink Wink Pond establishes this home's attention to artistic detail. The grand two-story windowed great room is surrounded by

    Catherine Baran Berkshire Hathaway HomeServices Robert Paul Properties

    290 Old Comers Rd, Chatham, MA 02633
  • 281 Orleans Rd Unit 5, Chatham, MA 02633
    281 Orleans Rd Unit 5, Chatham, MA 02633
    281 Orleans Rd Unit 5, Chatham, MA 02633
    /11

    $345,000 Sold Aug 15, 2025

    • 604 Sq Ft
    • $571/SF
    • 1 Day On Market
    • 1 Bed
    • 1 Bath
    • Built 1985

    281 Orleans Rd Unit 5, Chatham, MA 02633

    Great location for this afordable 1 bdr condo! Many amenities within walking distance. Chatham Perk, the Fish Pier, Chatham Seaside Links, Chatham Bars Inn and Chatham Works. Close to downtown with shopping and dinning. Now is a great time to come be a part of the Chatham community!

    Isaac Sargent Compass Massachusetts, LLC

    281 Orleans Rd Unit 5, Chatham, MA 02633
    • 92 Old Field Bend, North Chatham, MA 02650
      92 Old Field Bend, North Chatham, MA 02650
      92 Old Field Bend, North Chatham, MA 02650
      /38

      Est $1,672,475 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,596 Sq Ft

      92 Old Field Bend, North Chatham, MA 02650

      92 Old Field Bend, North Chatham, MA 02650
  • 28 Cranberry Ln, Chatham, MA 02633
    28 Cranberry Ln, Chatham, MA 02633
    28 Cranberry Ln, Chatham, MA 02633
    /42

    $3,500,000

    • 3 Beds
    • 4.5 Baths
    • 3,759 Sq Ft

    28 Cranberry Ln, Chatham, MA 02633

    Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances. A dining area flows

    Chris Rhinesmith Compass

    28 Cranberry Ln, Chatham, MA 02633
  • 457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    /44

    $1,520,000 Sold Aug 15, 2025

    • 3,027 Sq Ft
    • $502/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    457 Training Field Rd, Chatham, MA 02633

    This stunning and professionally landscaped Cape-style home offers the perfect blend of comfort and amenities in a private setting. This impressive residence offers 3.024 square feet of living space on a generous 22,651 square foot lot and lovely oak hardwood floors. The front foyer leads into a spacious living room with custom built-ins & gas fireplace. A cozy den with built-ins provides a quiet

    Shane Masaschi Compass

    457 Training Field Rd, Chatham, MA 02633
    • 52 Wentworth Ln, North Chatham, MA 02650
      52 Wentworth Ln, North Chatham, MA 02650
      52 Wentworth Ln, North Chatham, MA 02650
      /54

      Est $1,855,650 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,352 Sq Ft

      52 Wentworth Ln, North Chatham, MA 02650

      52 Wentworth Ln, North Chatham, MA 02650
  • 28 Cranberry Ln, North Chatham, MA 02650
    28 Cranberry Ln, North Chatham, MA 02650
    28 Cranberry Ln, North Chatham, MA 02650
    /47

    $3,500,000

    • 3 Beds
    • 4.5 Baths
    • 3,759 Sq Ft

    28 Cranberry Ln, North Chatham, MA 02650

    Perfectly sited in sought-after North Chatham, this new construction home is a masterwork of coastal design. The entryway sets a refined tone, opening to a great room with shiplapped and coffered ceilings that create balance and elegance. At one end, a clean-lined kitchen boasts custom cabinetry, a striking quartz island, and premium Thermador and Fisher & Paykel appliances. A dining area flows

    Chris Rhinesmith Compass Massachusetts, LLC

    28 Cranberry Ln, North Chatham, MA 02650
  • 751 Crowell Rd, North Chatham, MA 02650
    751 Crowell Rd, North Chatham, MA 02650
    751 Crowell Rd, North Chatham, MA 02650
    /41

    $1,599,000 Sold Aug 15, 2025

    • 2,344 Sq Ft
    • $682/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1930

    751 Crowell Rd, North Chatham, MA 02650

    Looking for a Chatham retreat you can enjoy from day one that also includes a delightful cottage ideal for in-laws, friends, or rental income? This special circa-1930s residence was artfully restored by a master Craftsman in 2020 and is truly one-of-a-kind. There is an abundance of charm combined with comfortable living spaces in both homes. A showpiece of beamed cathedral and coffered ceilings;

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    751 Crowell Rd, North Chatham, MA 02650
    • 75 Whidah Rd, North Chatham, MA 02650
      75 Whidah Rd, North Chatham, MA 02650
      75 Whidah Rd, North Chatham, MA 02650
      /47

      Est $2,105,367 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,524 Sq Ft

      75 Whidah Rd, North Chatham, MA 02650

      75 Whidah Rd, North Chatham, MA 02650
  • 39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    39 Meadow Brook Rd, Chatham, MA 02650
    /15

    $749,000 Open Sun 9:30AM - 11:30AM

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    39 Meadow Brook Rd, Chatham, MA 02650

    This delightful 2 bed/1 bath gem has been thoughtfully updated making it move-in ready while still offering tons of potential for all your personal touches. Nestled in a prime location on a quiet street, you'll be just steps from the bike path, conservation paths, school, pickleball courts, sidewalks to town- ideal for anyone who loves convenience and the outdoors! Whether you are a first time

    Beth Ryan Compass Massachusetts, LLC

    39 Meadow Brook Rd, Chatham, MA 02650
  • 44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    /12

    $415,000 Sold Aug 14, 2025

    • 836 Sq Ft
    • $496/SF
    • 3 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1982

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650

    Welcome to 44 Misty Meadow Lane #5, a beautifully renovated, furnished, and air-conditioned 1-bedroom, 1.5-bath condo in North Chatham. This move-in-ready home is perfect for enjoying the best of the summer season ahead. With 836 sq. ft. of smartly designed space, the updated condo has a spacious living-dining area perfect for entertaining. The modern kitchen offers ample cabinetry, granite

    Jack Farrell Compass

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    • 367 Orleans Rd Unit C, North Chatham, MA 02650
      367 Orleans Rd Unit C, North Chatham, MA 02650
      367 Orleans Rd Unit C, North Chatham, MA 02650
      /33

      Est $728,339 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,005 Sq Ft

      367 Orleans Rd Unit C, North Chatham, MA 02650

      367 Orleans Rd Unit C, North Chatham, MA 02650
  • 73 Joshua Jethro Rd, Chatham, MA 02633
    73 Joshua Jethro Rd, Chatham, MA 02633
    73 Joshua Jethro Rd, Chatham, MA 02633
    /53

    $1,570,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,307 Sq Ft

    73 Joshua Jethro Rd, Chatham, MA 02633

    Located in Chatham's highly sought after Riverbay Estates community, this 3-bedroom, 2-bath, 2,307 sq. ft. home blends classic charm with modern comfort. The farmhouse-style kitchen with newer appliances flows to a spacious living room with fireplace, mudroom, and garage entry. A first-floor bedroom and bath offer flexibility, while a dining room and bright eat-in area open to a sunroom with

    Paul Borde Christie's International Real Estate Atlantic Brokerage

    73 Joshua Jethro Rd, Chatham, MA 02633
  • 16 Seapine Rd, North Chatham, MA 02650
    16 Seapine Rd, North Chatham, MA 02650
    16 Seapine Rd, North Chatham, MA 02650
    /48

    $6,950,000 Sold Jul 24, 2025

    • 6,508 Sq Ft
    • $1,068/SF
    • 307 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2025

    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
    • 25 Spring Hill Rd, North Chatham, MA 02650
      25 Spring Hill Rd, North Chatham, MA 02650
      25 Spring Hill Rd, North Chatham, MA 02650
      /46

      Est $1,292,605 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,780 Sq Ft

      25 Spring Hill Rd, North Chatham, MA 02650

      25 Spring Hill Rd, North Chatham, MA 02650
  • 56 Skyline Dr, Chatham, MA 02633
    56 Skyline Dr, Chatham, MA 02633
    56 Skyline Dr, Chatham, MA 02633
    /38

    $1,599,000

    • 4 Beds
    • 2 Baths
    • 2,392 Sq Ft

    56 Skyline Dr, Chatham, MA 02633

    Welcome to a quintessential Cape-Cod lifestyle, this updated home is steps away to one of the prettiest private lakes in Chatham. With deeded rights to Lovers Lake for kayaking, canoeing, swimming & fishing and set back on a gracious lot this 3BR plus home offers privacy and nature at every turn. First floor has granite/stainless kitchen w/ breakfast bar and dining area w/ fireplace, a great room

    Janet Stuart Coldwell Banker Realty - Concord

    56 Skyline Dr, Chatham, MA 02633
  • 35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    /54

    $3,300,000 Sold Jul 22, 2025

    • 2,314 Sq Ft
    • $1,426/SF
    • 50 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    35 Whistler Ln, Chatham, MA 02633

    Discover this beautiful 3-bedroom, 3.5-bath home nestled amongst lovely properties in North Chatham only 370ft from the Ocean. The thoughtfully designed reverse floor plan captures stunning views of Pleasant Bay, complemented by refreshing breezes. Enjoy the convenience of central AC, gas heat, a fireplace for cozy evenings, and a private irrigation well to maintain the level lot. Imagine the

    MaryEllen Monahan Today Real Estate

    35 Whistler Ln, 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
      /9

      Est $639,710 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 873 Sq Ft

      83 Old Mail Rd, North Chatham, MA 02650

      83 Old Mail Rd, North Chatham, MA 02650
  • 174 Seapine Rd, North Chatham, MA 02650
    174 Seapine Rd, North Chatham, MA 02650
    174 Seapine Rd, North Chatham, MA 02650
    /42

    $3,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,899 Sq Ft

    174 Seapine Rd, North Chatham, MA 02650

    Rarely available in Chatham’s coveted Harbor Coves, just steps from the private Association beach, this 4BR, 3.5BA residence has been completely reimagined top to bottom, inside and out. A sweeping circular drive welcomes you home to sunlit vaulted living spaces with high-end finishes that sparkle at every turn. The brand new gourmet kitchen with oversized island flows into a stunning

    Jill Boudreau eXp Realty

    174 Seapine Rd, North Chatham, MA 02650
  • 30 Monomessat Way, Chatham, MA 02633
    30 Monomessat Way, Chatham, MA 02633
    30 Monomessat Way, Chatham, MA 02633
    /68

    $1,370,000 Sold Jul 17, 2025

    • 2,877 Sq Ft
    • $476/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    30 Monomessat Way, Chatham, MA 02633

    A truly exceptional residence, nestled in the picturesque town of Chatham. This impeccably maintained home offers a harmonious blend of elegance and comfort, surrounded by lovely landscaped grounds. The heart of the home is the family room, with cathedral ceiling and a magnificent stone fireplace. A cook's kitchen includes a sub zero refrigerator and breakfast bar. Adjacent to the kitchen is a

    Jan Pulit Kinlin Grover Compass

    30 Monomessat Way, Chatham, MA 02633
    • 197 Stony Hill Rd Unit C, Chatham, MA 02633
      197 Stony Hill Rd Unit C, Chatham, MA 02633
      197 Stony Hill Rd Unit C, Chatham, MA 02633
      /18

      Est $341,212 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      197 Stony Hill Rd Unit C, Chatham, MA 02633

      197 Stony Hill Rd Unit C, Chatham, MA 02633

Showing Results 1 - 40, Page 1 of 18

Massachusetts Barnstable County Chatham North Chatham

Real Estate & Homes

Home Trends in North Chatham, MA

On average, homes in North Chatham, Chatham sell after 69 days on the market compared to the national average of 52 days. The median sale price for homes in North Chatham, Chatham over the last 12 months is $1,453,000, up 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,453,000
Median Single Family Sale Price
$1,572,500
Median 2 Bedroom Sale Price
$537,500
Median 1 Bedroom Sale Price
$415,000
Average Price Per Sq Ft
$771
Number of Homes for Sale
21
Last 12 months Home Sales
98
Months of Supply
2.60
Median List Price
$1,525,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
13%
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