9,751

Chatham, MA Homes

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    • /33

      Est $697,275 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
  • /38

    $6,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,143 Sq Ft

    4 Ministers Ln, North Chatham, MA 02650

    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 radiate light and a breadth

    Chris Rhinesmith Compass Massachusetts, LLC

    4 Ministers Ln, North Chatham, MA 02650
  • /31

    $2,350,000 Sold Jan 24, 2025

    • 2,600 Sq Ft
    • $904/SF
    • 78 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2009

    22 Cahoons Hollow Rd, Chatham, MA 02633

    Spectacular in-town location in the heart of Chatham. This charming residence nestled within a tranquil street is so convenient to all of Chatham Village's favorite restaurants, galleries and boutiques. Built in 2010, and designed with a timeless shingle style curb appeal marked by its inviting old fashion covered front porch, the property is a perfect blend of charm and modern design. With three

    Chris Rhinesmith Compass Massachusetts, LLC

    22 Cahoons Hollow Rd, Chatham, MA 02633
    • /46

      Est $1,276,767 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
  • /47

    $1,650,000

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

    70 Lantern Ln, South Chatham, MA 02659

    Discover your dream home just a short stroll to Cockle Cove Beach! Incredible spot...Tucked away at the end of a private lane, 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

    Judith Smith John C Ricotta & Assoc.

    70 Lantern Ln, South Chatham, MA 02659
  • /42

    $1,775,000 Sold Jan 24, 2025

    • 1,595 Sq Ft
    • $1113/SF
    • 26 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1910

    67 School St, Chatham, MA 02633

    .WOW! A RARE opportunity in the Village to own this charming quintessential 3 Bedroom/1 Bath bungalow plus detached 2 car garage with apartment over that includes living/dining/kitchen/sunny deck &1 Bed/1 bath. The main house 1st FL welcomes you with a sun porch entrance, open living/dining & cozy kitchen, a large covered deck at rear & sunny side deck, 2bed/1bath, stack W/D. The 2nd FL offers

    Phyllis Power Kinlin Grover Compass

    67 School St, Chatham, MA 02633
    • /18

      Est $327,195 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
  • /40

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 3,504 Sq Ft

    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
  • /35

    $1,375,000 Sold Jan 16, 2025

    • 2,490 Sq Ft
    • $552/SF
    • 114 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    2550 Main St, South Chatham, MA 02659

    Great opportunity to create a family compound on this exceptional 1.47 acre property approximately one mile to the warm waters of Nantucket Sound. Main house has three bedrooms plus two full baths and was totally renovated in 1993 and 2000. This includes a 3/4 acre lot that could support a second home. Buyer to do all due diligence to confirm lot is buildable. There is currently a workshop/barn

    Ward Brown William Raveis Real Estate & Home Services

    2550 Main St, South Chatham, MA 02659
    • /53

      Est $1,271,470 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 2,546 Sq Ft

      43 Misty Meadow Ln Unit B, North Chatham, MA 02650

      43 Misty Meadow Ln Unit B, North Chatham, MA 02650
  • /43

    $9,950,000

    • 4 Beds
    • 5.5 Baths
    • 5,850 Sq Ft

    113 Seapine Rd, North Chatham, MA 02650

    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 Massachusetts, LLC

    113 Seapine Rd, North Chatham, MA 02650
  • /40

    $820,000 Sold Jan 10, 2025

    • 624 Sq Ft
    • $1314/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    341 Pleasant St, South Chatham, MA 02659

    Charming Cape Cod cottage located just yards from Nantucket Sound. The interior exudes a bright, beachy feel, featuring vaulted ceilings, cheerful cabinetry and hardwood floors. Cozy up by the wood stove, perfect for heating the home in cooler months. With a solid rental history, this gem is not only a perfect getaway but also a proven investment opportunity.

    Richard Robbins Compass Massachusetts, LLC

    341 Pleasant St, South Chatham, MA 02659
    • /29

      Est $1,069,854 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,812 Sq Ft

      39 Misty Meadow Ln, North Chatham, MA 02650

      39 Misty Meadow Ln, North Chatham, MA 02650
  • /19

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front. Inside, the unit is

    109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
  • /42

    $1,225,000 Sold Jan 08, 2025

    • 1,600 Sq Ft
    • $766/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    20 Spring Hill Rd, North Chatham, MA 02650

    NEW PHOTOS & VIRTUAL TOUR. Looking to buy in coveted North Chatham without the McMansion or multi-million dollar price tag? This 3 BR, 2BA Colonial sited on a private .82 acre lot with in-ground irrigation on a dead end street close to two Town Landings on Pleasant Bay fits the bill! It boasts a cozy porch off the side, a deck off the living room, a deck with an outside shower off the garage

    Julie Chapin William Raveis Chatham

    20 Spring Hill Rd, North Chatham, MA 02650
    • /27

      Est $1,063,826 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,906 Sq Ft

      37 Misty Meadow Ln Unit B, North Chatham, MA 02650

      37 Misty Meadow Ln Unit B, North Chatham, MA 02650
  • /23

    $399,000

    • 1 Bed
    • 1 Bath
    • 696 Sq Ft

    109 Misty Meadow Ln, North Chatham, MA 02650

    Set in the desirable Misty Meadow neighborhood, 109 Misty Meadow Unit 2 offers an ideal gateway to the Chatham lifestyle. This ground-floor 1-bedroom, 1-bathroom condominium is a rare find, blending convenience, charm, and investment potential. Whether you're seeking a turnkey rental, seasonal getaway, or an easy-care year-round home, this residence delivers on every front.Inside, the unit is

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • /7

    $410,000 Sold Dec 31, 2024

    • 1,177 Sq Ft
    • $348/SF
    • 19 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 310, Chatham, MA 02633

    Great sunny skylit unit at desirable Park Place in Chatham, close to town, shopping, restaurants, and festivities for you to enjoy.This 3rd floor-end unit has 2 bedrooms, two full baths, a washer and dryer, an outdoor deck overlooking the courtyard, a storage room on the same floor, and much more including central A/C, basic cable, electric, trash and snow removal, elevator, gym and elegant

    Tom McGreevy Peterson Realty Inc.

    912 Main St Unit 310, Chatham, MA 02633
    • /25

      Est $1,075,179 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,608 Sq Ft

      61 Bishops Terrace, Chatham, MA 02633

      61 Bishops Terrace, Chatham, MA 02633
  • /27

    $475,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    109 Misty Meadow Ln, North Chatham, MA 02650

    Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value.Filled with natural light, the

    Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

    109 Misty Meadow Ln, North Chatham, MA 02650
  • /40

    $985,000 Sold Dec 20, 2024

    • 2,400 Sq Ft
    • $410/SF
    • 107 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    34 Horizon Dr, Chatham, MA 02633

    Deeded Access to stunning Lover's Lake, only a 3-minute walk! Welcome to 34 Horizon Drive, where coastal charm meets modern comfort. This delightful home offers 3 beds & 3 baths, perfect for those seeking community in Great Hill Estates. Step inside to discover a light-filled living space w/a seamless flow. A cook's kitchen w/stainless appliances w/gas stove, granite counters & ample cabinet

    Shane Masaschi Kinlin Grover Compass

    34 Horizon Dr, Chatham, MA 02633
    • /28

      Est $1,092,107 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft

      32 Aire Ln, Chatham, MA 02633

      32 Aire Ln, Chatham, MA 02633
  • /33

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    552 Orleans Rd, Chatham, MA 2633

    Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

    Chris Rhinesmith Compass

    552 Orleans Rd, Chatham, MA 2633
  • /99

    $1,975,000 Sold Dec 19, 2024

    • 2,105 Sq Ft
    • $938/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1986

    783 Old Queen Anne Rd, Chatham, MA 02633

    SCHOOLHOUSE Pondfront three bedroom 3 1/2 bath Cape style home on an acre of property with a nice feeling of privacy as you enter the winding driveway into the home. Rarely does a home right on Schoolhouse Pond hit the market so now is your opportunity. The home has an open feeling floor plan and was built in 1986 with numerous upgrades throughout the years. The home has central AC, wood burning

    Rick Smith Gibson Sotheby's International Realty

    783 Old Queen Anne Rd, Chatham, MA 02633
    • /42

      Est $1,040,302 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,319 Sq Ft

      261 Stony Hill Rd, North Chatham, MA 02650

      261 Stony Hill Rd, North Chatham, MA 02650
  • /32

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    552 Orleans Rd, North Chatham, MA 02650

    Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

    Chris Rhinesmith Compass Massachusetts, LLC

    552 Orleans Rd, North Chatham, MA 02650
  • /42

    $5,875,625 Sold Dec 16, 2024

    • 6,550 Sq Ft
    • $897/SF
    • 115 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2024

    51 Cove Hill Rd, North Chatham, MA 02650

    Escape to unparalleled luxury living in Chatham! This meticulously crafted architectural gem offers a blend of modern sophistication & coastal charm with deeded beach rights & access to Chatham's pristine waterways. Classic entryway welcomes you into a chef's kitchen and spacious living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural

    Betsy Hargreaves Gibson Sotheby's International Realty

    51 Cove Hill Rd, North Chatham, MA 02650
    • /13

      Est $718,651 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 955 Sq Ft

      276 Orleans Rd, Chatham, MA 02633

      276 Orleans Rd, Chatham, MA 02633
  • /65

    $749,900

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    2590 Main St, South Chatham, MA 02659

    In the heart of South Chatham, just moments from Forest Road Beach, this versatile 5-bedroom, 3-bathroom antique home offers endless possibilities. Built in 1834, yet, designed for dual-unit living, the property is perfect for multi-generational families, rental income, or easily converting into a spacious single-family retreat.Sitting on a 6-bedroom septic system, this home provides potential

    Richard Waystack William Raveis Real Estate & Home Services

    2590 Main St, South Chatham, MA 02659
  • /33

    $1,700,000 Sold Dec 16, 2024

    • 2,020 Sq Ft
    • $842/SF
    • 398 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    17 Geranium Dr, Chatham, MA 02633

    Move In Ready Oasis - Discover tranquility in this beautifully landscaped three bedroom, two bath home offering the perfect blend of comfort and convenience. Nestled on over an acre of private land, it also has a four-bedroom septic system providing expansion potential. The southwestern views of Nantucket Sound are breathtaking. A spacious open-concept kitchen, family room, and dining area with

    Cheryle Young Today Real Estate

    17 Geranium Dr, Chatham, MA 02633
    • /45

      Est $1,641,198 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,585 Sq Ft

      230 Barcliff Ave, Chatham, MA 02633

      230 Barcliff Ave, Chatham, MA 02633
  • /25

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
  • /14

    $4,000,000 Sold Dec 13, 2024

    • 4,293 Sq Ft
    • $932/SF
    • 166 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2024

    2515 Main St, South Chatham, MA 02659

    Chatham, MA - Brand new construction. This dramatic Dutch Gambrel style home features over 4,200 square feet of living space on 3 levels. With 4 bedrooms and 5.5 baths, this remarkable residence presents a balanced mix of elegant and casual living areas that include a grand staircase in the open foyer, large fire-placed great room, chef's kitchen, sunroom, private office, dining area, and a

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    2515 Main St, South Chatham, MA 02659
    • /95

      Est $1,842,265 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,459 Sq Ft

      244 Barcliff Ave, Chatham, MA 02633

      244 Barcliff Ave, Chatham, MA 02633
  • /25

    $899,900

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    25 Crosby Ln, Chatham, MA 02633

    TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

    Amanda Bender Christie's International Real Estate Atlantic Brokerage

    25 Crosby Ln, Chatham, MA 02633
  • /39

    $1,600,000 Sold Dec 12, 2024

    • 3,029 Sq Ft
    • $528/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    181 Lakeview Ave, Chatham, MA 02633

    For a summer escape or a year-round haven, this classic Cape offers an inviting retreat with first-floor primary living. The meticulously renovated open concept interior encourages entertaining between the eat-in kitchen, living room and comfortable great room with wood burning fireplace. Additionally, the first floor offers a cozy family room as well as a home office. The five rooms upstairs

    Vicki Henriques Curb Appeal Realty

    181 Lakeview Ave, Chatham, MA 02633
    • /30

      Est $1,094,899 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,320 Sq Ft

      214 Barcliff Ave, Chatham, MA 02633

      214 Barcliff Ave, Chatham, MA 02633
  • /41

    $997,000 Open Sat 1:30PM - 3PM

    • 2 Beds
    • 3 Baths
    • 2,399 Sq Ft

    1082 Main St Unit 1082, Chatham, MA 02633

    Motivated sellers! Come take a look at this turn key, end unit townhome in beautiful Chatham! This serene setting overlooks Perch Pond where nature abounds.This 3 level townhome has an attached garage and private driveway, an extra "flex space" room on the 2nd level (could be an office, art studio, gym, 3rd bedroom, etc) and a finished lower level w/ large great room & full bath. This complex is

    Kristin Coletti William Raveis R.E. & Home Services

    1082 Main St Unit 1082, Chatham, MA 02633
  • /65

    $2,995,000 Sold Dec 12, 2024

    • 4,105 Sq Ft
    • $730/SF
    • 165 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2018

    25 Glover Square, Chatham, MA 02633

    In-town Chatham, 2018 custom-built home on a quiet cul-de-sac just a short distance to village shops, restaurants, and Angler's games. This 3 BR, 4/1 Baths, 4,105 sf home is full of thoughtful upgrades including black walnut hardwood floors, a home office overlooking a three-season porch, bonus sleeping areas for overflow guests, finished lower level, lots of storage, 3-zone heating/AC fueled by

    Jack Bohman Gibson Sotheby's International Realty

    25 Glover Square, Chatham, MA 02633
    • /30

      Est $1,609,769 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,486 Sq Ft

      50 Eldredge Square S, Chatham, MA 02633

      50 Eldredge Square S, Chatham, MA 02633

Showing Results 121 - 160, Page 4 of 18

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