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Chatham, MA Homes for Sale with Central Heat

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  • /24

    $5,900,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    99 Uncle Alberts Drive Extension, Chatham, MA 2633

    Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    99 Uncle Alberts Drive Extension, Chatham, MA 2633
  • /42

    $8,500,000

    • 7 Beds
    • 6.5 Baths
    • 6,521 Sq Ft

    44 Buena Vista Rd, Chatham, MA 02633

    Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

    Agent Photo

    Shane Masaschi

    Compass

    (508) 400-2035

    44 Buena Vista Rd, Chatham, MA 02633
  • /42

    $4,200,000

    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    287 Cedar St, Chatham, MA 02633

    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

    Agent Photo

    Shane Masaschi

    Compass

    (508) 290-5337

    287 Cedar St, Chatham, MA 02633
  • /42

    $5,495,000 Open Sat 11AM - 2PM

    • 6 Beds
    • 7 Baths
    • 5,721 Sq Ft

    48 Sylvan Way, South Chatham, MA 02659

    At the crossroads of coastal elegance and comfort, a rare union of high value features has emerged in a home priced under $975 PSF. Virtually unrivaled at this price point, a 5700+/- SF home consisting of twelve (12) rooms, (6) bedrooms, five (5) baths, two (2) half baths, impressively situated on 1.63+/- acres of private estate like grounds. Mature old world trees were left intact on a parcel

    Chris Olson eXp Realty

    48 Sylvan Way, South Chatham, MA 02659
  • /40

    $6,695,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    101 Morris Island Rd, Chatham, MA 02633

    LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, beautifully blends elegance and comfort. The open floor plan features oversized windows and soaring ceilings, offering illuminating views of the swimming pool, spa, outdoor kitchen, patio, gas fire pit, and an irrigated, fenced-in lawn. Ownership includes deeded neighborhood access to Lighthouse

    The Bohman Hartung Group Gibson Sotheby's International Realty

    101 Morris Island Rd, Chatham, MA 02633
  • /41

    $3,295,000

    • 3 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    7 Squanto Dr, Chatham, MA 02633

    Open House Saturday! This Nantucket-style home features extraordinary views across a tidal salt marsh, Oyster Pond, and the 3 church steeples in Town. Enjoy the fireworks display New Year's Eve, ever-changing beauty of the seasons, and a host of wildlife from this elevated .69 acre site. With just over 3,000 sq' this exceptionally-crafted home is the perfect size; with an open floor plan ideal

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    7 Squanto Dr, Chatham, MA 02633
  • /42

    $3,399,000

    • 3 Beds
    • 4.5 Baths
    • 4,361 Sq Ft

    86 Champlain Rd, Chatham, MA 02633

    Hidden gem on Chatham’s historic Loop with views of Stage Harbor, the Stage Harbor Lighthouse and Nantucket Sound. Savor the summer breezes from this 3 BR, 4.5 Bath, 4,361 sf home with a private deeded footpath to Stage Harbor. Thoughtfully designed to capture harbor and wetland views, the house features vaulted ceilings, an abundance of windows, hardwood floors and an open floor plan that

    The Bohman Hartung Group Gibson Sotheby's International Realty

    86 Champlain Rd, Chatham, MA 02633
  • /38

    $3,500,000

    • 5 Beds
    • 3.5 Baths
    • 2,659 Sq Ft

    92 Barcliff Ave, Chatham, MA 02633

    Honored with the 2004 Chatham Preservation Award, this iconic residence blends historic charm with modern luxury. The professionally designed gardens, planted decades ago and meticulously maintained, feature vibrant blooms from spring to late October, with a rose garden peaking July 4th and lasting through fall. Inside, rich nautical detailing, wide pine floors, and a Zuber & Cie mural evoke

    Chris Rhinesmith Compass

    92 Barcliff Ave, Chatham, MA 02633
  • /42

    $6,750,000

    • 5 Beds
    • 5.5 Baths
    • 5,620 Sq Ft

    15 Windy Hill Way, Chatham, MA 02633

    This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

    Tim Bailey John C. Ricotta & Associates, Inc.

    15 Windy Hill Way, Chatham, MA 02633
  • /42

    $2,750,000

    • 3 Beds
    • 2.5 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

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    104 Seapine Rd, North Chatham, MA 02650
  • /42

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,857 Sq Ft

    36 Moonbeam Ln, Chatham, MA 02633

    This expansive Cape with timeless curb appeal is located in an exclusive area just 5 minutes to Town and includes deeded rights to the Oyster Pond River. You’ll enjoy 4,857 square feet of casual elegance in a thoughtfully-designed floor plan. This immaculate home offers 4 spacious BRs including a first-floor primary suite. Sunny granite & stainless kitchen opens to the family room w/fireplace.

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    36 Moonbeam Ln, Chatham, MA 02633
  • /42

    $4,750,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 5.5 Baths
    • 5,372 Sq Ft

    335 Stage Island Rd, Chatham, MA 02633

    Family-friendly home on Chatham's private Stage Island boasts captivating views. This 10-room, 4-BR, 5.5-bath shingle-style home has 5,372 sf of living space designed for entertaining, indoors and out. The bright and airy 1st floor features a spacious great room with towering windows, coffered ceiling, and Rumford fireplace. The kitchen boasts a large center island, custom wet bar, and butler’s

    The Bohman Hartung Group Gibson Sotheby's International Realty

    335 Stage Island Rd, Chatham, MA 02633
  • /42

    $4,200,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 5.5 Baths
    • 4,908 Sq Ft

    45 Meadow View Rd S, Chatham, MA 02633

    NEW CONSTRUCTION Another magnificent home by Sears Point Residential is now move-in ready. This 4 BR, 5.5 Bath, 4,908 sf classic shingle-style Cape is just steps from your deeded boat slip in the Oyster River Hills private neighborhood marina. The heart of the home is a chef's kitchen featuring Thermador appliances and a large center island with Quartz countertops. The open floor plan flows

    The Bohman Hartung Group Gibson Sotheby's International Realty

    45 Meadow View Rd S, Chatham, MA 02633
  • /17

    $1,750,000

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft

    114 Bucks Creek Rd, Chatham, MA 02633

    Just steps from deeded rights to fishing kayaking swimming kayaking what a fantastic location

    Adeline Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    114 Bucks Creek Rd, Chatham, MA 02633
  • /42

    $9,750,000

    • 5 Beds
    • 8 Baths
    • 4,970 Sq Ft

    53 Gristmill Ln, Chatham, MA 02633

    Wake up to captivating and shimmering water views from nearly every room in this stunning Little Mill Pond home. Completely rebuilt just a few years ago with exceptional craftsmanship, it blends custom trim, cabinetry & timeless design. This residence blends coastal elegance with modern convenience, all within walking distance to the charming shops and dining of downtown Chatham. Inside, you'll

    Sharon Mabile Berkshire Hathaway HomeServices Robert Paul Properties

    53 Gristmill Ln, 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
  • /32

    $1,499,000

    • 6 Beds
    • 5 Baths
    • 2,401 Sq Ft

    72 Forest Beach Rd, Chatham, MA 02659

    South of 28! Renovated Beach Compound with 5 Income-Producing Suites. Just 4/10 of a mile from Nantucket Sound, this iconic South Chatham property blends classic Cape style with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound. Property is offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath

    Michael Magner Berkshire Hathaway HomeServices Robert Paul Properties

    72 Forest Beach Rd, Chatham, MA 02659
  • /41

    $1,050,000 Open Sat 10AM - 12PM

    • 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
  • /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
  • /30

    $2,300,000

    • 4 Beds
    • 2 Baths
    • 1,238 Sq Ft

    213 Main St, Chatham, MA 02633

    Location! Location in the heart of Chatham! Historic Greek Revival circa 1850's in the Old Village, with water views of Chatham Harbor, Andrew Harding's landing and Lighthouse beach & Main St shopping/dining, Band Concerts, nearby! This charming 4 bed/2 bath home has a sunny eat-in beamed family room with sliders to deck, cozy kitchen adjacent and a front Living room with gas fireplace, warm

    Phyllis Power Compass

    213 Main St, Chatham, MA 02633
  • /38

    $1,549,000

    • 3 Beds
    • 3.5 Baths
    • 3,050 Sq Ft

    46 Juniper Ln W, Chatham, MA 02659

    ''Moongazer'' represents a rare opportunity to purchase a thoughtfully updated, proven income producing property with deeded access to Taylor's Pond where it is a fun and easy kayak or paddle board out to Nantucket Sound and the beach. This 3,150 sf home offers far more living space and room for overflow guests than meets the eye. Upon entering, you will be wowed by the soaring ceilings,

    The Bohman Hartung Group Gibson Sotheby's International Realty

    46 Juniper Ln W, Chatham, MA 02659
  • /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
  • /42

    $1,650,000

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    70 Lantern Ln, South Chatham, MA 02659

    Incredible spot...Tucked away at the end of a private road and only a short distance to Cockle Cove beach, this 3 bedroom 2 1/2 bath home with long leaf yellow pine floors throughout the first floor has plenty of living space for family and friends. Surrounded by an expansive wrap-around deck, the open concept first floor is highlighted by the living room with wood burning fireplace, inviting

    Judith Smith John C. Ricotta & Associates, Inc.

    70 Lantern Ln, South Chatham, MA 02659
  • /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
  • /28

    $5,295,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,989 Sq Ft

    14 Pond View Ln, Chatham, MA 02633

    Sears Point Development presents another breathtaking custom home for spring 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded water access and mooring potential, this stunning Nantucket-style home boasts 4,989 sf, 4 BR, and 4/2 Baths with natural gas and town sewer. The 2nd floor features an expansive open floor plan with high ceilings, Hickory floors, and a chef’s

    The Bohman Hartung Group Gibson Sotheby's International Realty

    14 Pond View Ln, Chatham, MA 02633
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