1,718

South Chatham Homes

Section Image
  • /34

    $1,695,000

    • 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 charm with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound—offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath offering fully

    Chris Rhinesmith Compass

    72 Forest Beach Rd, Chatham, MA 02659
  • /24

    $4,750 per month

    • 4 Beds
    • 2 Baths
    • 9,999 Sq Ft
    • House for Rent

    15 Myrtle Dr, South Chatham, MA 02659

    Don't miss this opportunity to rent this gem in one of Cape Cod's most beloved towns! Tucked away on a cozy side street, this gorgeous home is a walk away from Forest Beach and plenty of incredible restaurants. Step out on to your brand new outdoor deck and patio and enjoy a game of cornhole in your backyard after a long day at the beach. This home features two bedrooms on the first floor and two

    Sean Anderson Access

    15 Myrtle Dr, South Chatham, MA 02659
  • /49

    $740,000 Sold Jul 18, 2025

    • 1,236 Sq Ft
    • $599/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1976

    274 Morton Rd, South Chatham, MA 02659

    Move in ready! Bright, open, and welcoming, this two-bedroom, two-bath home in Chatham is ideal as a year-round residence or vacation retreat. Enjoy wood floors, a spacious kitchen and dining area, a living room that opens to a private backyard with fire pit and eating area that is low maintenance. Outdoor shower and garden shed. Air condition, new gas heating system, one car garage. Located just

    Lisa Damato William Raveis Real Estate & Home Services

    274 Morton Rd, South Chatham, MA 02659
    • /54

      Est $3,846,255 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,751 Sq Ft

      110 Sea Shells Dr, South Chatham, MA 02659

      110 Sea Shells Dr, South Chatham, MA 02659
  • /41

    $1,695,000

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

    72 Forest Beach Rd, South Chatham, MA 2659

    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 charm with modern luxury. Formerly the historic Forest Beach Motel, now meticulously restored and transformed into a stylish coastal compound--offered fully furnished and move-in ready. This unique 6-bedroom, 5-bath offering fully

    Chris Rhinesmith Compass Massachusetts, LLC

    72 Forest Beach Rd, South Chatham, MA 2659
  • /47

    $1,095,000 Sold Jul 18, 2025

    • 1,064 Sq Ft
    • $1029/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    20 Judys Ln, South Chatham, MA 2659

    Welcome Summer from this charming beach home, beautifully renovated in 2020 with coastal accents and modern updates. Vaulted ceilings in an open floor plan create an airy feel; where original knotty pine blends nicely with shiplap and bleached wood floors throughout. A bright living room with fireplace is adjacent to a like-new quartz & stainless kitchen with nearby casual dining. There are 3

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    20 Judys Ln, South Chatham, MA 2659
    • /27

      Est $756,972 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,256 Sq Ft

      2212 Main St, Chatham, MA 02633

      2212 Main St, 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
  • /35

    $1,095,000 Sold Jul 18, 2025

    • 1,064 Sq Ft
    • $1029/SF
    • 12 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    20 Judys Ln, Chatham, MA 02633

    Welcome Summer from this charming beach home, beautifully renovated in 2020 with coastal accents and modern updates. Vaulted ceilings in an open floor plan create an airy feel; where original knotty pine blends nicely with shiplap and bleached wood floors throughout. A bright living room with fireplace is adjacent to a like-new quartz & stainless kitchen with nearby casual dining. There are 3

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    20 Judys Ln, Chatham, MA 02633
    • /28

      Est $744,334 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 617 Sq Ft

      29 Cockle Cove Rd, South Chatham, MA 02659

      29 Cockle Cove Rd, South Chatham, MA 02659
  • /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
  • /28

    $795,000 Sold Jul 07, 2025

    • 1,672 Sq Ft
    • $475/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    96 Island View Ln, South Chatham, MA 02659

    Attention Builders! This 3 BR, 2 Bath Cape offers curb appeal and a desirable cul-de-sac neighborhood location just 8/10 mile to Cockle Cove Beach. Huge potential awaits to create your Chatham dream home; bring your ideas! Great floor plan to work with includes open living and dining, good-sized kitchen, BRs and a bath on each level, plus a 12 x 19 attic perfect for finishing. Full walk-out

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    96 Island View Ln, South Chatham, MA 02659
    • /47

      Est $419,000 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,078 Sq Ft

      34 Cockle Cove Ridge, South Chatham, MA 02659

      34 Cockle Cove Ridge, South Chatham, MA 02659
  • /34

    $1,649,000 Open Sun 11AM - 1PM

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

    4 Nickerson's Cir, Chatham, MA 02659

    Just completed and ready for immediate occupancy! This custom designed, classic Gambrel Cape is located on a private retreat lot, conveniently located between Chatham Village and Harwich Port with their shops, galleries and fabulous restaurants. AND less than one mile to several Nantucket Sound beaches! The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with

    Pat Butler Coldwell Banker Realty - Hingham

    4 Nickerson's Cir, Chatham, MA 02659
  • /41

    $1,565,000 Sold May 02, 2025

    • 2,760 Sq Ft
    • $567/SF
    • 30 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1988

    55 Twine Field Dr, Chatham, MA 02659

    2 Acres in Chatham! Invite the outdoors in with this sun-filled home in a serene setting. Large sliding doors from the dining room and owner's suite let you step out onto an expansive deck and patio overlooking a tranquil inground pool, established gardens, and the Twine Field Conservation Land. This backyard oasis is perfect for hosting and relaxing. Continue enjoying Cape Cod nature on the Old

    Jen Whitaker Gibson Sotheby's International Realty

    55 Twine Field Dr, Chatham, MA 02659
    • /44

      Est $385,000 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft

      36 Cockle Cove Ridge, South Chatham, MA 02659

      36 Cockle Cove Ridge, South Chatham, MA 02659
  • /32

    $1,075,000

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    15 Sylvan Way, South Chatham, MA 02659

    Nestled in charming Chatham in a neighborhood of higher-end homes—this beautifully maintained coastal-style home blends timeless charm with modern upgrades. A graceful central staircase leads to a rooftop deck, evoking the classic appeal of historic sea captain homes. The interior features high-end European appliances (Fisher & Paykel & Blomberg), granite countertops, newer bathrooms, Roman

    Pauline Teas William Raveis Chatham

    15 Sylvan Way, South Chatham, MA 02659
  • /41

    $2,350,000 Sold Apr 30, 2025

    • 2,254 Sq Ft
    • $1043/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    2519 Main St, South Chatham, MA 02659

    Salt waterfront oasis ,sited down a long paved drive offers a year round Chatham paradise. Tastefully renovated 3BR 2.5 bath home offers a flexible floor plan with the addition of a second level media room with hickory floors and lower level overflow/office space. The main level boasts fine finishes and dramatic water views throughout the open floor plan. The living room has black walnut

    Lori Fanning Smith Compass Massachusetts, LLC

    2519 Main St, South Chatham, MA 02659
    • /29

      Est $751,914 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 945 Sq Ft

      61 Patuxet Trail, South Chatham, MA 02659

      61 Patuxet Trail, South Chatham, MA 02659
  • /4

    $315,000

    • Land
    • 1.07 Acres
    • $294,393 per Acre

    2386 Main St, South Chatham, MA 02659

    This 1.069 acre lot is zoned R20 and partially R60. Great location close to the beach and bike trail. Buyer and their agent to do their own due diligence. Please verify all information contained herein.

    Judith Smith John C Ricotta & Assoc.

    2386 Main St, South Chatham, MA 02659
  • /48

    $820,000 Sold Apr 14, 2025

    • 1,975 Sq Ft
    • $415/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    84 Middle Rd, South Chatham, MA 02659

    Lovely Chatham Cape style home enjoyed by one happy family & now ready for a new chapter. First floor main bedroom with attached bath and laundry, large family room with gas stove, southern sunny exposure, slider to deck and patio. Traditional living room with cathedral ceiling and fireplace, open dining & kitchen with SS appliances, granite counters new in 2018, 2 grand bedrooms and bath

    Michael Hall William Raveis Real Estate & Home Services

    84 Middle Rd, South Chatham, MA 02659
    • /75

      Est $885,220 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,040 Sq Ft

      77 Patuxet Trail, South Chatham, MA 02659

      77 Patuxet Trail, South Chatham, MA 02659
  • /8

    $349,900

    • Land
    • 0.47 Acre
    • $744,468 per Acre

    0 Tirrells Way, Chatham, MA 02659

    Building lot available! Located at the end of a cul-de-sac and abutting the Town Forest. Water Department has an easement for a road over the property at the edge of the lot boundary. All due diligence required for building allowances and restrictions are responsibility of the buyer.

    Kathy Doyle Gibson Sotheby's International Realty

    0 Tirrells Way, 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
    • /16

      Est $466,252 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 513 Sq Ft

      38 Patuxet Trail, South Chatham, MA 02659

      38 Patuxet Trail, South Chatham, MA 02659
  • /40

    $749,900 Pending

    • 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 the

    Richard Waystack William Raveis Harwich Port

    2590 Main St, South Chatham, MA 02659
  • /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
    • /40

      Est $1,320,296 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,322 Sq Ft

      147 Cockle Cove Rd, South Chatham, MA 02659

      147 Cockle Cove Rd, South Chatham, MA 02659
  • /42

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 3,080 Sq Ft

    21 Gramps Way, South Chatham, MA 02659

    REAL GEM - Only 2 owners have called this property home since it was custom built in 1987. Don't miss your chance to be the 3rd! Lovingly maintained throughout the years, recent updates include kitchen, bathrooms, windows and a large finished basement. There are 3 generous bedrooms, including a main bedroom with private bath, 2nd full bath, open kitchen/living/family room and wonderful 4 season

    Cheryle Young Today Real Estate, Inc.

    21 Gramps Way, South Chatham, MA 02659
  • /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
    • /38

      Est $1,126,235 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,968 Sq Ft

      108 Island View Ln, South Chatham, MA 02659

      108 Island View Ln, South Chatham, MA 02659
  • /16

    $849,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,810 Sq Ft

    131 Forest Beach Rd, South Chatham, MA 02659

    Fabulous 4 Bedroom home within a short walk to Forest and Nantucket Sound beaches. Has been in the family since new in 1955... Oversized lot for all backyard activities and games. Town of Chatham Tennis court just a quick block away..... Bedrooms on both first and second floors for easy access...Midway between Chatham and Harwich Port centers for restaurants, shopping, golf and everything Cape

    John Burke William Raveis Chatham

    131 Forest Beach Rd, South Chatham, MA 02659
  • /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
    • /42

      Est $1,912,471 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,300 Sq Ft

      161 Cockle Cove Rd, South Chatham, MA 02659

      161 Cockle Cove Rd, South Chatham, MA 02659
  • /53

    $899,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,362 Sq Ft

    40 Florence Dr, South Chatham, MA 02659

    South of 28 Chatham 3BR home just 0.3 miles from Forest Beach on the ocean! Great rental income potential. Renovated in 2002 with a vaulted ceiling living room addition that doubles as a sunroom & opens to a large dining area that can fit all your guests around a big table. Hardwood floors in all 3 bedrooms, living room/sunroom & dining room. First-floor bathroom updated in 2009 with walk-in

    Melanie Cauchon Melanie Cauchon Real Estate

    40 Florence Dr, South Chatham, MA 02659
  • /55

    $1,615,000 Sold Dec 06, 2024

    • 2,726 Sq Ft
    • $592/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    111 Pleasant St, South Chatham, MA 02659

    Discover this beautifully crafted 2003 Cape home featuring three bedrooms, 2.5 baths, and 2,726 square feet on a spacious 20,000 sf lot. This property is south of Route 28, .5 mile to Pleasant St Beach on Nantucket Sound & offers pool potential. The first story features sun-filled office, a living room w/wood burning fireplace, a bright 4-season sunroom w/slider, a primary suite w/full bath &

    Shane Masaschi Compass

    111 Pleasant St, South Chatham, MA 02659
    • /69

      Est $1,236,210 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,153 Sq Ft

      37 Chatharbor Ln, South Chatham, MA 02659

      37 Chatharbor Ln, South Chatham, MA 02659
  • /31

    $975,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    68 Pleasant St, South Chatham, MA 02659

    Step into the timeless charm of this 1780 antique colonial, nestled on a spacious .57-acre lot just south of Route 28. Ideally located only 0.7 miles from the sparkling waters of Nantucket Sound, with Pleasant Street Beach and Forest Beach just moments away, this classic home offers a unique blend of history and coastal lifestyle.Offering 5 bedrooms and 2,016 sq ft of living space, the home

    Jen Graham Christie's International Real Estate Atlantic Brokerage

    68 Pleasant St, South Chatham, MA 02659
  • /42

    $665,000 Sold Nov 26, 2024

    • 1,428 Sq Ft
    • $466/SF
    • 18 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1979

    235 Morton Rd, South Chatham, MA 02659

    Charming Cape on the outside, delightfully different floor plan on the inside! Open concept on the main floor with a newer kitchen, large pantry closet, dining area, and fireplace in the living area which has a cathedral ceiling. Also features a recreation room in the back with a newer slider to a patio. Ductless AC (3) and newer windows, plus Versatex PVC trim boards for an easy maintenance

    Amy Harbeck Kinlin Grover Compass

    235 Morton Rd, South Chatham, MA 02659
    • /83

      Est $1,823,364 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,264 Sq Ft

      378 Cockle Cove Rd, South Chatham, MA 02659

      378 Cockle Cove Rd, South Chatham, MA 02659

Showing Results 1 - 40, Page 1 of 18

Home Trends in South Chatham, MA

Housing Trends

Median Sale Price
$1,072,500
Median Single Family Sale Price
$1,235,000
Average Price Per Sq Ft
$653
Number of Homes for Sale
6
Last 12 months Home Sales
39
Months of Supply
1.80
Median List Price
$1,595,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-7%
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