16

North Chatham Homes for Sale with Parking

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  • /66

    $950,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    25 Wood Valley Rd, Chatham, MA 02633

    Nestled on a quiet cul-de-sac with deeded access to Lovers Lake, this 4-bedroom, 2-bath Cape-style home offers the perfect blend of comfort, convenience, and Chatham charm. Ideally located near the bike path, tennis and pickleball courts, and just minutes from downtown Chatham, the property is well suited for both year-round living and seasonal enjoyment. The first floor features a spacious

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    25 Wood Valley Rd, Chatham, MA 02633
  • /55

    $2,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,481 Sq Ft

    234 Round Cove Rd, Chatham, MA 02633

    Tucked within Chatham's coveted Riverbay community, 234 Round Cove Road offers a rare blend of walkability and private, resort-style living. Moments to Jackknife Beach and Pleasant Bay, the setting delivers coastal access while feeling entirely private and your own.Designed for effortless living, the single-level layout features three oversized bedrooms and 2.5 baths, including a secluded primary

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    234 Round Cove Rd, Chatham, MA 02633
  • /37

    $1,425,000

    • 2 Beds
    • 3 Baths
    • 2,212 Sq Ft

    1114 Orleans Rd Unit 2, North Chatham, MA 02650

    Part of the historic Christopher Ryder House, this elegant two-bedroom, three bath condominium blends one floor living with timeless architectural charm. The residence offers beautifully proportioned rooms, high ceilings, large sun-filled windows, and warm wood floors throughout. A gracious foyer opens to a grand living room with gas fireplace that flows seamlessly into the dining room and

    Chris Rhinesmith Compass Massachusetts, LLC

    1114 Orleans Rd Unit 2, North Chatham, MA 02650
  • /38

    $1,425,000

    • 2 Beds
    • 3 Baths
    • 2,212 Sq Ft

    1114 Orleans Rd Unit 2, Chatham, MA 2633

    This two-bedroom, three bath condominium, part of the historic Christopher Ryder House, blends timeless architecture with elegant design. The residence features high ceilings, wood floors, large windows, and generously scaled rooms. The foyer opens to a grand living room with gas fireplace flowing into the dining area and adjoining pantry, with views into the chef’s kitchen featuring a Thermador

    Chris Rhinesmith Compass

    1114 Orleans Rd Unit 2, Chatham, MA 2633
  • /52

    $12,950,000

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

    301 Whidah Rd, North Chatham, MA 2650

    Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    301 Whidah Rd, North Chatham, MA 2650
  • /42

    $12,950,000

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

    301 Whidah Rd, Chatham, MA 02650

    Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    301 Whidah Rd, Chatham, MA 02650
  • /9

    $5,750,000

    • 3 Beds
    • 6 Baths
    • 4,902 Sq Ft

    7 Cove Rd, Chatham, MA 02650

    Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a private association beach, this exceptional Gambrel-style residence currently under construction with Harbor Builders presents a sophisticated coastal retreat.The property offers generous indoor and outdoor living spaces on a half an acre. The main level features an inviting open floor plan where a

    Chris Rhinesmith Compass Massachusetts, LLC

    7 Cove Rd, Chatham, MA 02650
  • /39

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 2,039 Sq Ft

    146 Old Field Bend, North Chatham, MA 02650

    Elevated on a .57 acre lot in a serene North Chatham setting within Ryder's Cove Landing Association, this privately situated 3 bedroom, 3.5 bath home offers three levels of living. The main level features an inviting eat-in kitchen with island, a welcoming living room with fireplace, and a three-season sunroom with TV overlooking peaceful surroundings. The primary suite includes a private bath

    Chris Rhinesmith Compass

    146 Old Field Bend, North Chatham, MA 02650
  • /42

    $2,950,000

    • 3 Beds
    • 2.5 Baths
    • 3,504 Sq Ft

    41 Court St, North Chatham, MA 02650

    Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style & includes extra 20,737 Sq ft building lot. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas

    Phyllis Power Compass

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

    $10,995,000

    • 6 Beds
    • 5.5 Baths
    • 6,547 Sq Ft

    197 Woodland Way, North Chatham, MA 02650

    Set within the prestigious Harbor Coves enclave of Oyster Harbors, overlooking Ryders Cove, this spectacular North Chatham waterfront residence offers refined coastal living. A dramatic entry opens to a showstopping living room with cathedral ceilings and walls of glass framing panoramic water views. Light-filled interiors flow seamlessly for entertaining and everyday living. The kitchen features

    Chris Rhinesmith Compass

    197 Woodland Way, North Chatham, MA 02650
  • /51

    $842,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    33 Duck Marsh Ln, Chatham, MA 02633

    Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural

    Darci Sequin Gibson Sotheby's International Realty

    33 Duck Marsh Ln, Chatham, MA 02633
  • /63

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,441 Sq Ft

    28 Lakeview Ave, Chatham, MA 02633

    Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated with hardwood throughout, this 3 bedroom, 2.5 bath home offers a comfortable floor plan including a first floor primary ensuite bedroom and 2 large guest bedooms and bath on the second level. In addition to the inviting living room and dining room, adjacent to well apppointed eat-in kitchen, the den with

    Ella Leavitt Compass

    28 Lakeview Ave, Chatham, MA 02633
  • /42

    $3,795,000

    • 3 Beds
    • 4.5 Baths
    • 5,154 Sq Ft

    83 Old Mail Rd, North Chatham, MA 02650

    NEW CONSTRUCTION - NORTH CHATHAM, 02650. Zillow's February 2026 data showed just 6 homes for sale in the coveted 02650 North Chatham market, highlighting the rarity, higher pricing & prestige of this location. This newly built luxury residence pairs refined coastal design w/exceptional craftsmanship in one of Chatham's most sought-after settings. Thoughtfully designed for both everyday living &

    Shane Masaschi Compass

    83 Old Mail Rd, North Chatham, MA 02650
  • /39

    $1,469,000

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

    558 Fox Hill Rd, Chatham, MA 02633

    Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

    Brian Dougherty Corcoran Property Advisors

    558 Fox Hill Rd, Chatham, MA 02633
  • /36

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    49 Duck Marsh Ln, Chatham, MA 02633

    Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

    Tim Bailey John C Ricotta & Assoc.

    49 Duck Marsh Ln, Chatham, MA 02633
  • /36

    $6,800,000

    • 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

Home Trends in North Chatham, MA

Housing Trends

Median Sale Price
$1,330,000
Median Single Family Sale Price
$1,500,000
Median Townhouse Sale Price
$349,999
Median 2 Bedroom Sale Price
$630,150
Median 1 Bedroom Sale Price
$349,999
Average Price Per Sq Ft
$823
Number of Homes for Sale
17
Last 12 months Home Sales
96
Months of Supply
2.10
Median List Price
$1,550,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-3%
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