22

North Chatham Houses for Sale

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  • /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
  • /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
  • /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
  • /61

    $2,750,000 Open Sun 11AM - 1PM

    • 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
  • /39

    $2,195,000 New Construction

    • 3 Beds
    • 4.5 Baths
    • 3,310 Sq Ft

    98 Horizon Dr, Chatham, MA 02633

    A new construction and a great value in Chatham with deeded rights to Lover's Lake for swimming, fishing and boating and room for a future pool. Classic Cape Cod home sited high on Great Hills Estates with over 3000 s.f. with 3 BR's and 4.5 baths. Open floor plan offers great room with vaulted ceilings, fireplace and adjacent cook's kitchen with center breakfast island and high end

    Lori Fanning Smith Compass Massachusetts, LLC

    98 Horizon Dr, Chatham, MA 02633
  • /39

    $1,699,000

    • 3 Beds
    • 2 Baths
    • 1,743 Sq Ft

    44 Emery Ln, North Chatham, MA 02650

    Welcome to 44 Emery Lane is North Chatham! This welcoming sunny 3 bedroom cape on .7 level acres is sure to please, especially given its excellent location. Walk to historic Old Harbor road and stop by Cow Yard beach to get your feet wet, or saunter over to Scatteree point and take a few casts....This is what living in Chatham is about. Hardwood floors greet you along with a wood burning

    Kathleen Phelan Compass Massachusetts, LLC

    44 Emery Ln, North Chatham, MA 02650
  • /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
  • /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
  • /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
  • /15

    $749,000

    • 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
  • /53

    $1,570,000

    • 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
  • /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
  • /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
  • /41

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft

    24 Chickadee Cir, Harwich, MA 02645

    Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new exterior sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets,

    Amy Harbeck Kinlin Grover Compass

    24 Chickadee Cir, Harwich, MA 02645
  • /44

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft

    24 Chickadee Ln, Chatham, MA 02633

    Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from the main bedroom, screened porch, and huge patio! Completely updated in '23/'24 with new exterior sheathing, siding, windows, doors, and refinished wood floors. The kitchen boasts new cabinetry, counters, and SS appliances. The bathrooms feature new tile floors, vanities, toilets,

    Amy Harbeck Kinlin Grover Compass

    24 Chickadee Ln, Chatham, MA 02633
  • /42

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    597 Orleans Rd, North Chatham, MA 02650

    Set on over an acre and a half of beautifully landscaped grounds, this 3-bedroom contemporary home is flooded w/natural light and offers stunning water views, a flexible floor plan and impressive finishes.The welcoming living room offers walls of windows, cathedral ceilings, a focal fireplace and skylights. A white chef’s kitchen has granite counters, stainless appliances and is open to the

    Team Clark & Tulloch Cape Cod Power of Two Compass

    597 Orleans Rd, North Chatham, MA 02650
  • /29

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,202 Sq Ft

    319 Riverview Dr, Chatham, MA 02633

    Sited on nearly an acre of land in Riverbay Estates, this spacious 3 bedroom, 3 bath home offers ample privacy and outdoor living space. Built in 1984 with an addition & updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite with gas fireplace, walk in closet, & outdoor access. The kitchen features abundant cabinet space, a

    Chris Rhinesmith Compass Massachusetts, LLC

    319 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
  • /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
  • /49

    $1,400,000

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

    68 Chippingstone Rd, Chatham, MA 02633

    Welcome to Riverbay Estates, where year-round living meets the perfect Cape Cod escape! This inviting 4-bedroom, 3-bath home offers water views and direct access to Pickerel Pond, making it an ideal spot for kayaking, paddleboarding, or simply enjoying the natural surroundings. The main level features a desirable first-floor primary suite, while the spacious living and dining areas showcase

    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
  • /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

Home Trends in North Chatham, MA

Housing Trends

Median Sale Price
$1,480,000
Median Single Family Sale Price
$1,599,000
Median 2 Bedroom Sale Price
$537,500
Median 1 Bedroom Sale Price
$415,000
Average Price Per Sq Ft
$777
Number of Homes for Sale
22
Last 12 months Home Sales
96
Months of Supply
2.80
Median List Price
$1,550,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
15%
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