9,751

Chatham, MA Homes

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  • /43

    $1,795,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,532 Sq Ft

    36 Ocean View Terrace, Chatham, MA 02633

    NEW PRICE ~ Secluded Downtown Chatham Gem ~ READY for SUMMER ~ Escape to your Cape Cod dream! This pristine custom-built 3-bedroom, 3-bath Cape features exceptional details and is nestled on a secluded dead-end road, surrounded by conservation land and Chatham Links Golf Course. Enjoy proximity to Veterans Field and the Chatham Anglers, downtown Chatham, and Oyster Pond. Relax in the serene

    Kim Arestad eXp Realty, LLC

    36 Ocean View Terrace, 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 Kinlin Grover Compass

    37 Bellamy Ln, North Chatham, MA 02650
    • /59

      Est $4,193,358 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,440 Sq Ft

      62 Chase St, Chatham, MA 02633

      62 Chase St, Chatham, MA 02633
  • /34

    $1,749,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,844 Sq Ft

    4 Nickerson's Cir, Chatham, MA 02659

    New construction! This Retreat Lot is conveniently located mid-way between Chatham Village and Harwich Port with their charming shops, galleries, fabulous restaurants AND less than one mile to several Nantucket Sound beaches! This custom designed home has so much to offer. The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with Thermador appliances, a Large Dining

    Pat Butler Coldwell Banker Realty - Hingham

    4 Nickerson's Cir, Chatham, MA 02659
  • /42

    $1,600,000 Sold Mar 13, 2025

    • 1,378 Sq Ft
    • $1161/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    26 Sea Mist Ln, South Chatham, MA 02659

    Seaside Perfection with private Deeded Ocean Beach is completely turnkey! Recently redone with improvements such as: New hot water heater, New AC, and heating units, New appliances, counter tops, sink and faucet, New first floor bath update, New Primary bath with double vanity with new floor and shower. New bulkhead, New Storm door, enhanced inground sprinklers, New ceiling lights on first level

    Jan Nowak Craigville Realty Co

    26 Sea Mist Ln, South Chatham, MA 02659
    • /31

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,209 Sq Ft

      90 Silver Leaf Ave, Chatham, MA 02633

      90 Silver Leaf Ave, Chatham, MA 02633
  • /42

    $2,250,000

    • 1 Bed
    • 1.5 Baths
    • 1,479 Sq Ft

    409 Main St, Chatham, MA 02633

    Location-Location-409 Main St. in Downtown Chatham offers you this very rare and desirable combination of a mixed use building with a 1st floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the 2nd floor in the heart of Chatham Village. The property offers 5 private in-town parking spaces

    Rick Smith Gibson Sotheby's International Realty

    409 Main St, Chatham, MA 02633
  • /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
    • /35

      Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 1,713 Sq Ft

      32 Little Beach Rd, Chatham, MA 02633

      32 Little Beach Rd, Chatham, MA 02633
  • /55

    $2,250,000

    • 1 Bed
    • 1.5 Baths
    • 1,479 Sq Ft

    409 Main St, Chatham, MA 02633

    Location-Location-Location-409 Main Street in downtown Chatham offers you this very rare and desirable combination of a mixed use building with a first floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the second floor in the heart of Chatham Village. The property offers FIVE in-town

    Rick Smith Gibson Sotheby's International Realty

    409 Main St, Chatham, MA 02633
  • /35

    $5,000,000 Sold Mar 07, 2025

    • 3,319 Sq Ft
    • $1506/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    169 Shore Rd, Chatham, MA 02633

    Situated on one of the most sought after locations in Chatham, this distinguished residence nestled on spectacular Shore Road offers a perfect blend of coastal living with accessibility to Chatham's finest beaches, the Village and a stones throw to Chatham Bars Inn with all its luxurious amenities. Set back from the road with views of Chatham Harbor on an expansive lot, this signature setting is

    Chris Rhinesmith Compass Massachusetts, LLC

    169 Shore Rd, Chatham, MA 02633
    • /40

      Est $2,013,745 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,564 Sq Ft

      181 Morris Island Rd, Chatham, MA 02633

      181 Morris Island Rd, Chatham, MA 02633
  • /38

    $2,395,000

    • 3 Beds
    • 3.5 Baths
    • 1,863 Sq Ft

    16 Little Beach Rd, Chatham, MA 02633

    Immerse yourself in the ultimate beach lifestyle. Superbly located in a highly desirable Lighthouse Beach neighborhood, this luxurious beach house built in 2018 was extensively refreshed in 2023 with all new bathrooms, appliances, light and plumbing fixtures, smart technology and exterior curb appeal. The interiors are both elegant and playful offering a timeless coastal character. The home

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Little Beach Rd, Chatham, MA 02633
  • /29

    $1,000,000 Sold Mar 07, 2025

    • 3,753 Sq Ft
    • $266/SF
    • 22 Days On Market
    • 9 Beds
    • 5 Baths
    • Built 1900

    27 Barn Hill Rd, Chatham, MA 02633

    An exceptional investment opportunity in West Chatham, 27-29 Barn Hill Road offers a five-unit multifamily property with strong cash flow and long-term potential. Ideally situated near Shop Ahoy Plaza and the West Chatham rotary, this property boasts high walkability and easy access to shops, dining, and local amenities.The front building (27 Barn Hill Road) consists of three units (27A, 27B, and

    27 Barn Hill Rd, Chatham, MA 02633
    • /31

      Est $1,480,666 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 793 Sq Ft

      27 Clam Shell Dr, Chatham, MA 02633

      27 Clam Shell Dr, Chatham, MA 02633
  • /27

    $1,750,000

    • 1 Bath
    • 2,586 Sq Ft

    231 Crowell Rd, Chatham, MA 2633

    Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport. One bay has a gas heater and the second floor is ready to

    Judith Smith John C. Ricotta & Associates, Inc.

    231 Crowell Rd, Chatham, MA 2633
  • /41

    $799,900 Sold Mar 06, 2025

    • 1,365 Sq Ft
    • $586/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    1369 Main St, Chatham, MA 02633

    Welcome to 1369 Main Street Chatham! This newly renovated 3 bed 2 bath home sits on a beautiful, cleared, private fenced lot , offering ample space for both relaxation and recreation. A pinch under 1400sqft of living space, the property features an attached 2 car garage, providing convenient storage and parking. Whether you're searching for a cozy year round residence, a vacation retreat , or an

    Lauren Scioletti Sotheby's International Realty

    1369 Main St, Chatham, MA 02633
    • /53

      Est $2,479,498 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,669 Sq Ft

      16 Windmill Ln, Chatham, MA 02633

      16 Windmill Ln, Chatham, MA 02633
  • /13

    $2,375,000 New Construction

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

    98 Horizon Dr, Chatham, MA 02633

    New construction well underway with deeded rights to Lover's Lake for swimming, fishing and boating! Classic Cape Cod home sited high on a knoll with over 3000 s.f. spanning three levels with 3 BR's and 4.5 baths. Open floor plan offers great room with vaulted ceilings, fireplace and adjacent kitchen with center breakfast island and high end appliances .First floor primary suite with full bath

    Lori Fanning Smith Compass Massachusetts, LLC

    98 Horizon Dr, Chatham, MA 02633
  • /62

    $2,050,000 Sold Mar 04, 2025

    • 3,899 Sq Ft
    • $526/SF
    • 220 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1961

    174 Seapine Rd, North Chatham, MA 02650

    Don't miss this fabulous home which is part of Harbor Coves Assoc. with association rights to Crows Pond a saltwater pond leading out to Bassing Harbor, Ryder's Cove, Pleasant Bay, Chatham Harbor and the Atlantic. Assoc. beach and mooring field just down the street This 4 bedroom 3 and 1/2 bath home has plenty of extra space for family and friends. Wonderful family room with cathedral ceiling,

    Judith Smith John C Ricotta & Assoc.

    174 Seapine Rd, North Chatham, MA 02650
    • /53

      Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,861 Sq Ft

      43 Morris Island Rd, Chatham, MA 02633

      43 Morris Island Rd, Chatham, MA 02633
  • /36

    $1,995,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,270 Sq Ft

    84 Emery Ln, North Chatham, MA 02650

    Location! Location! North Chatham! Sought after Emery Lane at the top of Look Out Hill, offers privacy & the convenience of town center nearby & Cow Yard landing. The best of both worlds! This custom designed Cape built by Ted Spencer offers gracious living in the spacious 2270 Sq. ft.. The sweeping staircase foyer with skylight sets the tone for elegance and charm as you enter the open plan

    Phyllis Power Kinlin Grover Compass

    84 Emery Ln, North Chatham, MA 02650
  • /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
    • /4

      Est $869,000 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 650 Sq Ft

      28 Cranberry Ln, Chatham, MA 02633

      28 Cranberry Ln, Chatham, MA 02633
  • /31

    $1,799,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    450 Old Harbor Rd, Chatham, MA 02633

    Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor. This two-bedroom, two and a half bath home features a private sandy beach with panoramic views out to the Atlantic Ocean. The

    Barbara Garside eXp Realty, LLC

    450 Old Harbor Rd, Chatham, MA 02633
  • /42

    $3,800,000 Sold Feb 28, 2025

    • 4,372 Sq Ft
    • $869/SF
    • 39 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2014

    107 School St, Chatham, MA 02633

    Beautiful, like new condition home built in 2014 by Polhemus, Savery, and Desilva in the very sought after OLD VILLAGE. Close walk to downtown, shopping, restaurants and all that Chatham has to offer..... AND Lighthouse and Water Street beaches are only a quick 4 minute walk away,....There are 4 large bedrooms, primary en-suites on first and second floors and 5.5 total bathrooms including one off

    John Burke William Raveis Chatham

    107 School St, Chatham, MA 02633
    • /20

      Est $2,066,586 Not Listed For Sale

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

      32 Cranberry Ln, Chatham, MA 02633

      32 Cranberry Ln, Chatham, MA 02633
  • /42

    $1,599,000

    • 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 paddleboard out to Nantucket Sound and the beach. This 3 BR, 3.5 Bath, 3,050 sf split-level house offers far more living space and room for overflow guests than meets the eye. Upon entering the home, you will be

    Jack Bohman Gibson Sotheby's International Realty

    46 Juniper Ln W, Chatham, MA 02659
  • /32

    $399,000 Sold Feb 28, 2025

    • 444 Sq Ft
    • $899/SF
    • 11 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1846

    427 Main St, Chatham, MA 2633

    Opportunities like this are rare—a freestanding 1-bedroom, 1-bath cottage condo just off Chatham's iconic Main Street. Tucked down a quaint alleyway, this charming retreat offers privacy with immediate access to boutique shops, award-winning dining, and Cape Cod’s finest beaches.With dedicated parking—an invaluable summer luxury—this quintessential Cape Cod escape blends classic charm with

    427 Main St, Chatham, MA 2633
    • /45

      Est $3,591,409 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
  • /36

    $735,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    99 Heritage Ln, Chatham, MA 02633

    What's on your wish list? A primary or vacation home that you can walk to downtown Chatham from with its fine dining, shopping and galleries...or to the bike path & pickleball? Look no further! 99 Heritage Ln is only 2/3 mile to Oyster Pond Beach and minutes away from the many beautiful south side beaches. Enjoy this comfortable 3-bedroom home with a large fenced-in backyard. Recent renovations

    Ella Leavitt Kinlin Grover Compass

    99 Heritage Ln, Chatham, MA 02633
  • /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 $1,680,337 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
  • /20

    $749,999

    • 2 Beds
    • 1 Bath
    • 992 Sq Ft

    61 Pond View Ave, Chatham, MA 02633

    Welcome to your dream Cape Cod getaway! This delightful 2-bedroom, 1-bath home is nestled in one of West Chatham’s most desirable neighborhoods. This home is just minutes from Hardings Beach, local shopping, and great dining spots. Step inside to find a warm and inviting interior with natural tones that create a relaxed, coastal feel throughout. Whether you're enjoying a quiet weekend or

    Charles Quigley Keller Williams Realty

    61 Pond View Ave, Chatham, MA 02633
  • /55

    $2,610,000 Sold Feb 28, 2025

    • 2,100 Sq Ft
    • $1243/SF
    • 119 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1960

    15 Edgewater Dr, Chatham, MA 02633

    As you drive past Chatham light & turn right on Morris Island Rd, you will find yourself transported to a different time when things moved a little slower. You'll be surrounded by marshes & conservation land, popular with birders for its egrets, hawks & sandpipers. The 3BR, 3bath home sits on about a half-acre overlooking Stage Harbor to the west & the Atlantic to the east, which brings

    Shane Masaschi Kinlin Grover Compass

    15 Edgewater Dr, Chatham, MA 02633
    • /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
  • /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
  • /35

    $1,599,000 Sold Feb 24, 2025

    • 1,511 Sq Ft
    • $1058/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
    • /16

      Not Listed For Sale

      • 4 Beds
      • 6.5 Baths
      • 5,837 Sq Ft

      517 Stony Hill Rd, North Chatham, MA 02650

      517 Stony Hill Rd, North Chatham, MA 02650
  • /12

    $849,900

    • 3 Beds
    • 2 Baths
    • 2,625 Sq Ft

    86 Vineyard Ave, Chatham, MA 02633

    Looking for a project? Great location for investors/builders to bring your imagination to this nostalgic 1947 era Cape Cod style home, enlarged to 2625 Sq Ft with a 1988 addition. This 3 Bed/2 bath Cape is located on.51 Acre sunny lot in a popular neighborhood with town landing at Oyster Pond at end of street. Property sold AS IS... Bring you vision for a fresh renovation worth the effort

    Phyllis Power Kinlin Grover Compass

    86 Vineyard Ave, Chatham, MA 02633

Showing Results 41 - 80, Page 2 of 18

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