127

Recently Sold Homes in 02633

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  • 595 Main St Unit 37, Chatham, MA 02633
    595 Main St Unit 37, Chatham, MA 02633
    595 Main St Unit 37, Chatham, MA 02633
    /38

    $2,000,000 Sold Sep 16, 2025

    • 2,148 Sq Ft
    • $931/SF
    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1999

    595 Main St Unit 37, Chatham, MA 02633

    Exquisite downtown condo that combines a central location with a serene retreat. This elegant residence boasts 3 bedrooms and 3 luxurious bathrooms. As you enter, a modern kitchen welcomes you, seamlessly blending into an open living and dining area, ideal for entertaining. The expansive design showcases refined details and quality finishes throughout, enhancing its charm. Step outside to your

    Sandra Tanco Kinlin Grover Compass

    595 Main St Unit 37, Chatham, MA 02633
  • 67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    67 Uncle Alberts Dr, Chatham, MA 02633
    /50

    $3,945,000 Sold Sep 15, 2025

    • 5,578 Sq Ft
    • $707/SF
    • 366 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2014

    67 Uncle Alberts Dr, Chatham, MA 02633

    GRACIOUS LIVING ON OVER TWO ACRES NEAR CHATHAM BEACHES AND BELOVED DINING DESTINATIONS // Space, Luxury, Convenience! This impressive home, situated on 2.07 acres in a quiet cul-de-sac, is just minutes away from restaurants, the Chatham bike path, and nearby Chatham beaches. Built by Eastward Companies in 2014, this home offers a tremendous sense of living space, spanning 5,578 square feet, and

    Chris Rhinesmith Compass Massachusetts, LLC

    67 Uncle Alberts Dr, Chatham, MA 02633
  • 80 Tisquantum Rd, Chatham, MA 02633
    80 Tisquantum Rd, Chatham, MA 02633
    80 Tisquantum Rd, Chatham, MA 02633
    /42

    $3,450,000 Sold Sep 12, 2025

    • 2,821 Sq Ft
    • $1,223/SF
    • 3 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2005

    80 Tisquantum Rd, Chatham, MA 02633

    Perched on 1.68 acres high above Chatham Harbor on Morris Island, this shingle-style home offers panoramic views of the Chatham Light and Pleasant Bay. It is part of the private Quitnesset Association, located within the Monomoy National Wildlife Refuge. It is situated within the Monomoy National Wildlife Refuge and is part of the private Quitnesset Association, offering deeded access to pristine

    The Bohman Hartung Group Gibson Sotheby's International Realty

    80 Tisquantum Rd, Chatham, MA 02633
  • 74 Deering Dr, Chatham, MA 02633
    74 Deering Dr, Chatham, MA 02633
    74 Deering Dr, Chatham, MA 02633
    /19

    $1,725,000 Sold Sep 12, 2025

    • 3,057 Sq Ft
    • $564/SF
    • 12 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2000

    74 Deering Dr, Chatham, MA 02633

    Walk to the beach! Enjoy Ridgevale Beach and warm water swimming in Nantucket Sound from this charming Cape Cod home located on a quiet cul de sac with over 3,000 s.f. and 3Br's, 3.5 baths, there is room for large gang! Beautifully maintained with renovated kitchen with granite counters and stainless steel appliances, open to dining room and large living room with wood burning fireplace. Private

    Lori Fanning Smith Compass Massachusetts, LLC

    74 Deering Dr, Chatham, MA 02633
  • 55 Meadowview Rd S, Chatham, MA 02633
    55 Meadowview Rd S, Chatham, MA 02633
    55 Meadowview Rd S, Chatham, MA 02633
    /48

    $2,000,000 Sold Sep 08, 2025

    • 1,897 Sq Ft
    • $1,054/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1965

    55 Meadowview Rd S, Chatham, MA 02633

    Spend your days boating to Stage Harbor or Nantucket Sound from the private neighborhood marina, then rinse off in the outdoor shower after a bike ride to Hardings Beach--this is vacation living in the sought-after community of Oyster River Hills in beautiful Chatham. Updated in 2019, this 4-bedroom, 3-bath home offers deeded saltwater dock access and a relaxed, low-maintenance lifestyle. The

    INSPIRE Team Keller Williams Realty

    55 Meadowview Rd S, Chatham, MA 02633
  • 71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    71 Potonumecot Rd, Chatham, MA 02633
    /38

    $1,140,000 Sold Sep 02, 2025

    • 1,744 Sq Ft
    • $654/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    71 Potonumecot Rd, Chatham, MA 02633

    Welcome to your new Chatham home! This lovely 3 bedroom, 2 bath ranch offers one-floor living in a popular neighborhood centrally-located minutes to Town, shopping, restaurants, and Pleasant Bay. Boasting an extensive array of upgrades and renovations (refer to attached list) there is little for a Buyer to do but move in and start enjoying life in this special place. There are multiple living

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    71 Potonumecot Rd, Chatham, MA 02633
  • 15 Wood Valley Rd, Chatham, MA 02633
    15 Wood Valley Rd, Chatham, MA 02633
    15 Wood Valley Rd, Chatham, MA 02633
    /52

    $1,295,000 Sold Aug 29, 2025

    • 2,881 Sq Ft
    • $449/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    15 Wood Valley Rd, Chatham, MA 02633

    Introducing the perfect combination of character and amenities in this stunning 4-bedroom, 3-bath Cape-style home. Located on a cul-de-sac with deeded access to Lovers Lake, close to the bike bath, tennis and pickleball courts, and just minutes to downtown Chatham. This home is in move-in condition and provides everything you need for either year-round or seasonal living. The first-floor features

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    15 Wood Valley Rd, Chatham, MA 02633
  • 331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    331 Riverview Dr, Chatham, MA 02633
    /50

    $1,775,000 Sold Aug 27, 2025

    • 3,404 Sq Ft
    • $521/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    331 Riverview Dr, Chatham, MA 02633

    Discover this stunning Riverbay residence remodeled to perfection. Boasting unique design elements such as shiplap and extensive moldings throughout, including soaring ceilings and a serene backyard. This turnkey three-level home with an expansive farmer's porch and an oversized two-car garage has everything you need and more. Step inside to find a chef's kitchen that will inspire your culinary

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    331 Riverview Dr, Chatham, MA 02633
  • 31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    31 Joshua Jethro Rd, Chatham, MA 02633
    /42

    $1,050,000 Sold Aug 21, 2025

    • 1,636 Sq Ft
    • $642/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    31 Joshua Jethro Rd, Chatham, MA 02633

    NEW PRICECasual living describes this charming 3 Bedroom, 2 Full Bath, 1-car garage under Ranch-style home in lovely Riverbay Estates. Set back from the road on a slight rise, this .47 acre lot abounds with privacy as backyard is completely enclosed by stockade fencing concealed with lovely trees and shrubbery. Relaxing couldn't be easier on the deck right off the kitchen which overlooks a

    Julie Chapin William Raveis Real Estate & Home Services

    31 Joshua Jethro Rd, Chatham, MA 02633
  • 281 Orleans Rd Unit 5, Chatham, MA 02633
    281 Orleans Rd Unit 5, Chatham, MA 02633
    281 Orleans Rd Unit 5, Chatham, MA 02633
    /11

    $345,000 Sold Aug 15, 2025

    • 604 Sq Ft
    • $571/SF
    • 1 Day On Market
    • 1 Bed
    • 1 Bath
    • Built 1985

    281 Orleans Rd Unit 5, Chatham, MA 02633

    Great location for this afordable 1 bdr condo! Many amenities within walking distance. Chatham Perk, the Fish Pier, Chatham Seaside Links, Chatham Bars Inn and Chatham Works. Close to downtown with shopping and dinning. Now is a great time to come be a part of the Chatham community!

    Isaac Sargent Compass Massachusetts, LLC

    281 Orleans Rd Unit 5, Chatham, MA 02633
  • 457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    457 Training Field Rd, Chatham, MA 02633
    /44

    $1,520,000 Sold Aug 15, 2025

    • 3,027 Sq Ft
    • $502/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    457 Training Field Rd, Chatham, MA 02633

    This stunning and professionally landscaped Cape-style home offers the perfect blend of comfort and amenities in a private setting. This impressive residence offers 3.024 square feet of living space on a generous 22,651 square foot lot and lovely oak hardwood floors. The front foyer leads into a spacious living room with custom built-ins & gas fireplace. A cozy den with built-ins provides a quiet

    Shane Masaschi Compass

    457 Training Field Rd, Chatham, MA 02633
  • 44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
    /12

    $415,000 Sold Aug 14, 2025

    • 836 Sq Ft
    • $496/SF
    • 3 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1982

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650

    Welcome to 44 Misty Meadow Lane #5, a beautifully renovated, furnished, and air-conditioned 1-bedroom, 1.5-bath condo in North Chatham. This move-in-ready home is perfect for enjoying the best of the summer season ahead. With 836 sq. ft. of smartly designed space, the updated condo has a spacious living-dining area perfect for entertaining. The modern kitchen offers ample cabinetry, granite

    Jack Farrell Compass

    44 Misty Meadow Ln Unit 5, North Chatham, MA 02650
  • 99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    99 Heritage Ln, Chatham, MA 02633
    /35

    $690,900 Sold Aug 07, 2025

    • 1,008 Sq Ft
    • $685/SF
    • 54 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1964

    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 Compass

    99 Heritage Ln, Chatham, MA 02633
  • 1082 Main St Unit 1082, Chatham, MA 02633
    1082 Main St Unit 1082, Chatham, MA 02633
    1082 Main St Unit 1082, Chatham, MA 02633
    /41

    $950,000 Sold Aug 07, 2025

    • 2,399 Sq Ft
    • $396/SF
    • 137 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2015

    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
  • 89 Ocean Port Ln, Chatham, MA 02633
    89 Ocean Port Ln, Chatham, MA 02633
    89 Ocean Port Ln, Chatham, MA 02633
    /34

    $700,000 Sold Aug 04, 2025

    • 600 Sq Ft
    • $1,167/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    89 Ocean Port Ln, Chatham, MA 02633

    Welcome to this 2 bedroom cottage in a wonderful south of rte 28 location close to Hardings Beach. This 4 room cottage is year round with newer mechanicals and windows. It is in a neighborhood of larger homes, with easy access (walkable) to Barn Hill town landing and Hardings Beach. The current owners have plans available for a re-build of a larger home on the lot if that is desired. Excellent

    Kathleen Phelan Compass Massachusetts, LLC

    89 Ocean Port Ln, Chatham, MA 02633
  • 32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    32 Bishops Terrace, Chatham, MA 02633
    /27

    $1,189,000 Sold Jul 31, 2025

    • 1,384 Sq Ft
    • $859/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    32 Bishops Terrace, Chatham, MA 02633

    This beautifully renovated 3-bed, 2-bath home sits on .37 acres in a convenient, near-town location, about a mile from Main Street Chatham. The home embodies easy indoor/outdoor single floor living with a resort feel. The main living room connects to the well-appointed kitchen with eat-in dining area and oversized island. On one side of the home, you will find two sun filled guest bedrooms and

    Justin Blair Monomoy Properties Group LLC

    32 Bishops Terrace, Chatham, MA 02633
  • 1996 Main St, Chatham, MA 02633
    1996 Main St, Chatham, MA 02633
    1996 Main St, Chatham, MA 02633
    /55

    $650,000 Sold Jul 31, 2025

    • 1,813 Sq Ft
    • $359/SF
    • 93 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    1996 Main St, Chatham, MA 02633

    Welcome to 1996 Main Street in the picturesque town of Chatham, MA! This charming 3-bedroom, 2-bathroom ranch style home spans 1,813 square feet and is ready for your vision and creativity. With several essential updates already in place, including a new roof, fresh shingles, and a newer gas heating system, you can focus on adding your personal touch to make this house your dream retreat. The

    Shane Masaschi Compass

    1996 Main St, Chatham, MA 02633
  • 23 Oyster Pond Ln, Chatham, MA 02633
    23 Oyster Pond Ln, Chatham, MA 02633
    23 Oyster Pond Ln, Chatham, MA 02633
    /42

    $11,500,000 Sold Jul 29, 2025

    • 5,308 Sq Ft
    • $2,167/SF
    • 9 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1963

    23 Oyster Pond Ln, Chatham, MA 02633

    Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    23 Oyster Pond Ln, Chatham, MA 02633
  • 912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    912 Main St Unit 305, Chatham, MA 02633
    /30

    $507,000 Sold Jul 25, 2025

    • 1,293 Sq Ft
    • $392/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    912 Main St Unit 305, Chatham, MA 02633

    This third floor 2bed/2bath unit has 1293 sqft of bright open space with a much sought after floor plan at Park Place, one of the best choices for 62+ independent living in Chatham. Features include a fully equipped kitchen separate dining area that extends into the spacious living area with custom built in bookshelf. The 2nd bedroom can easily be used as a den has an en suite and large walk in

    Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties

    912 Main St Unit 305, Chatham, MA 02633
  • 56 Monomoit Ln, Chatham, MA 02633
    56 Monomoit Ln, Chatham, MA 02633
    56 Monomoit Ln, Chatham, MA 02633
    /44

    $1,227,000 Sold Jul 25, 2025

    • 1,639 Sq Ft
    • $749/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    56 Monomoit Ln, Chatham, MA 02633

    Tucked away in a serene, private setting, this stylish Cape invites relaxation and coastal living just 1.4 miles from Hardings Beach. Step inside to discover a bright, open floor plan featuring a quartz and stainless kitchen with island, a welcoming living room with cozy fireplace, and a sunlit dining area perfect for gatherings. Unwind in the charming sunroom -- a tranquil space bathed in

    Chris Rhinesmith Compass Massachusetts, LLC

    56 Monomoit Ln, Chatham, MA 02633
  • 30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    30 Mill Hill Ln, Chatham, MA 02633
    /23

    $2,700,000 Sold Jul 24, 2025

    • 2,460 Sq Ft
    • $1,098/SF
    • 238 Days On Market
    • 7 Beds
    • 3 Baths
    • Built 1840

    30 Mill Hill Ln, Chatham, MA 02633

    Rare and unique opportunity to own a classic Cape Cod compound in Chatham's iconic Old Village. Tucked at the end of a quiet lane just moments to town, lighthouse and beach. This hide-a-away compound built in 1840 consists of a four bedroom main house, three bedroom guest cottage and a small carriage house currently used as a workshop with a lively history as a neighborhood entertainment venue.

    Chris Rhinesmith Compass Massachusetts, LLC

    30 Mill Hill Ln, Chatham, MA 02633
  • 88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    88 Champlain Rd, Chatham, MA 02633
    /62

    $4,695,000 Sold Jul 22, 2025

    • 4,112 Sq Ft
    • $1,142/SF
    • 14 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2003

    88 Champlain Rd, Chatham, MA 02633

    Coveted Chatham locations overlooking Stage Harbor, the iconic Stage Harbor Lighthouse and Nantucket Sound rarely come on the market. Located on the historic walking Loop, this 4 BR, 5.5 Bath, 3,914 sf home has compelling water views from every bedroom and includes a deeded private footpath to the sandy Stage Harbor shoreline. Highlights include high ceilings, custom crown moldings, built-in

    Jack Bohman Gibson Sotheby's International Realty

    88 Champlain Rd, Chatham, MA 02633
  • 35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    35 Whistler Ln, Chatham, MA 02633
    /54

    $3,300,000 Sold Jul 22, 2025

    • 2,314 Sq Ft
    • $1,426/SF
    • 50 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    35 Whistler Ln, Chatham, MA 02633

    Discover this beautiful 3-bedroom, 3.5-bath home nestled amongst lovely properties in North Chatham only 370ft from the Ocean. The thoughtfully designed reverse floor plan captures stunning views of Pleasant Bay, complemented by refreshing breezes. Enjoy the convenience of central AC, gas heat, a fireplace for cozy evenings, and a private irrigation well to maintain the level lot. Imagine the

    MaryEllen Monahan Today Real Estate

    35 Whistler Ln, Chatham, MA 02633
  • 20 Judys Ln, Chatham, MA 02633
    20 Judys Ln, Chatham, MA 02633
    20 Judys Ln, Chatham, MA 02633
    /35

    $1,095,000 Sold Jul 18, 2025

    • 1,064 Sq Ft
    • $1,029/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
  • 30 Monomessat Way, Chatham, MA 02633
    30 Monomessat Way, Chatham, MA 02633
    30 Monomessat Way, Chatham, MA 02633
    /68

    $1,370,000 Sold Jul 17, 2025

    • 2,877 Sq Ft
    • $476/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    30 Monomessat Way, Chatham, MA 02633

    A truly exceptional residence, nestled in the picturesque town of Chatham. This impeccably maintained home offers a harmonious blend of elegance and comfort, surrounded by lovely landscaped grounds. The heart of the home is the family room, with cathedral ceiling and a magnificent stone fireplace. A cook's kitchen includes a sub zero refrigerator and breakfast bar. Adjacent to the kitchen is a

    Jan Pulit Kinlin Grover Compass

    30 Monomessat Way, Chatham, MA 02633
  • 100 Potonumecot Rd, Chatham, MA 02633
    100 Potonumecot Rd, Chatham, MA 02633
    100 Potonumecot Rd, Chatham, MA 02633
    /40

    $900,000 Sold Jul 11, 2025

    • 1,344 Sq Ft
    • $670/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    100 Potonumecot Rd, Chatham, MA 02633

    Now is your opportunity to own in the Riverbay community. Situated on a lovely corner lot with a park-like yard, this 3-bedroom, 2 bath home is ideal for one floor living.The layout consists of a kitchen with a vaulted ceiling and skylights, an adjoining dining area and a living room with a gas fireplace. There are three spacious bedrooms and two baths. The primary bedroom is bright and airy

    Andy Falconio Kinlin Grover Compass

    100 Potonumecot Rd, Chatham, MA 02633
  • 7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, Chatham, MA 02633
    7 Colonial Dr, Chatham, MA 02633
    /73

    $2,685,000 Sold Jul 09, 2025

    • 3,056 Sq Ft
    • $879/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    7 Colonial Dr, Chatham, MA 02633

    A Chatham Beauty! Welcome to 7 Colonial Drive, a distinguished residence within one of Eastward Company's sought after residential communities. This expanded Cape home, being sold fully furnished, has been thoughtfully updated for today's lifestyle...offering 4 bedrooms, 2.5 baths and three levels of living. The main level features a bright living room with fireplace, open dining with direct

    Pam Roberts Gibson Sotheby's International Realty

    7 Colonial Dr, Chatham, MA 02633
  • 450 Old Harbor Rd, Chatham, MA 02633
    450 Old Harbor Rd, Chatham, MA 02633
    450 Old Harbor Rd, Chatham, MA 02633
    /31

    $1,450,000 Sold Jul 03, 2025

    • 1,510 Sq Ft
    • $960/SF
    • 265 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1830

    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
  • 16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    16 Little Beach Rd, Chatham, MA 02633
    /38

    $2,200,000 Sold Jul 03, 2025

    • 1,863 Sq Ft
    • $1,181/SF
    • 356 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2018

    16 Little Beach Rd, Chatham, MA 02633

    OFFERED FULLY FURNISHED AND READY FOR SUMMER OCCUPANCY. 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

    Chris Rhinesmith Compass Massachusetts, LLC

    16 Little Beach Rd, Chatham, MA 02633
  • 127 Oak Hill Rd, Chatham, MA 02633
    127 Oak Hill Rd, Chatham, MA 02633
    127 Oak Hill Rd, Chatham, MA 02633
    /6

    $635,000 Sold Jul 01, 2025

    • 912 Sq Ft
    • $696/SF
    • 135 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    127 Oak Hill Rd, Chatham, MA 02633

    Almost 1 acre in a desirable quiet neighborhood. The land provides space to remodel or update the exiting house and make it your own. House needs work and is being sold As Is. Septic Inspection completed early December- passed Title V for 3 bedroom - report attached to listing.

    Sarah Gammons - Ciampa Berkshire Hathaway HomeServices Robert Paul Properties

    127 Oak Hill Rd, Chatham, MA 02633
  • 61 Pond View Ave, Chatham, MA 02633
    61 Pond View Ave, Chatham, MA 02633
    61 Pond View Ave, Chatham, MA 02633
    /20

    $734,000 Sold Jun 27, 2025

    • 992 Sq Ft
    • $740/SF
    • 18 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    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
  • 144 Countryside Dr, Chatham, MA 02633
    144 Countryside Dr, Chatham, MA 02633
    144 Countryside Dr, Chatham, MA 02633
    /58

    $1,309,000 Sold Jun 20, 2025

    • 2,590 Sq Ft
    • $505/SF
    • 1 Day On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2004

    144 Countryside Dr, Chatham, MA 02633

    Welcome to this meticulously maintained Cape Cod gem in highly sought-after Chatham, lovingly cared for by a single family and used only seasonally until recently. Perched on a gentle slope for added privacy, this home offers a serene retreat surrounded by nature, and lush, manicured gardens with classic Cape plantings. Inside, a spacious family room with vaulted ceilings, a cozy fireplace, and

    Maureen Green Kinlin Grover Compass

    144 Countryside Dr, Chatham, MA 02633
  • 33 Jessies Landing, Chatham, MA 02633
    33 Jessies Landing, Chatham, MA 02633
    33 Jessies Landing, Chatham, MA 02633
    /12

    $3,200,000 Sold Jun 20, 2025

    • 4,620 Sq Ft
    • $693/SF
    • 346 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 2024

    33 Jessies Landing, Chatham, MA 02633

    Get ready for summer and enjoy the saltwater pool, spa and firepit! A new residence is in progress by Eastward Companies, showcasing exquisite details and finishes. This beautifully designed home spans over 4,600 sq. ft. and checks off many items on everyone's wish list. It features a spacious open floor plan, a gourmet kitchen with a butler's pantry, and a first-floor master suite, making it

    Doug Grattan Christie's International Real Estate Atlantic Brokerage

    33 Jessies Landing, Chatham, MA 02633
  • 155 Cranberry Ln, Chatham, MA 02633
    155 Cranberry Ln, Chatham, MA 02633
    155 Cranberry Ln, Chatham, MA 02633
    /63

    $1,125,000 Sold Jun 18, 2025

    • 1,662 Sq Ft
    • $677/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    155 Cranberry Ln, Chatham, MA 02633

    First time offered! Discover your Cape Cod retreat at 155 Cranberry Lane, South Chatham. This meticulously maintained 3-bedroom, 2-bath home offers serene living on a peaceful corner lot, bordered by conservation land. Enjoy easy access to Bucks Creek via a deeded right of way, and find yourself just moments from Ridgevale Beach. Inside, you'll appreciate hardwood floors, a renovated kitchen

    Kate Plummer Today Real Estate

    155 Cranberry Ln, Chatham, MA 02633
  • 67 The Cornfield, Chatham, MA 02633
    67 The Cornfield, Chatham, MA 02633
    67 The Cornfield, Chatham, MA 02633
    /40

    $1,320,000 Sold Jun 12, 2025

    • 2,238 Sq Ft
    • $590/SF
    • 78 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1980

    67 The Cornfield, Chatham, MA 02633

    Situated on a quiet cul-de-sac in a desirable neighborhood, this bright Cape enjoys a prime location just a mile from town with several shops & restaurants within walking distance. Encompassing 2,300 sq. ft of living space on three levels, an easy-flowing floor plan offers a granite & stainless kitchen with adjacent open dining & breakfast nook, sun-filled living room with walls of glass, and

    Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

    67 The Cornfield, Chatham, MA 02633
  • 36 Ocean View Terrace, Chatham, MA 02633
    36 Ocean View Terrace, Chatham, MA 02633
    36 Ocean View Terrace, Chatham, MA 02633
    /33

    $1,737,000 Sold Jun 11, 2025

    • 2,532 Sq Ft
    • $686/SF
    • 210 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    36 Ocean View Terrace, Chatham, MA 02633

    NEW PRICE ~ This Pristine Custom Built, 3 bedroom/ 3 full bath Cape spares no details!! Located down a secluded dead-end, surrounded by conservation and Chatham Links. Just a stones throw from Veterans Field for evenings watching the Chatham Anglers, people watching in Downtown Chatham, and Oyster Pond are all around the corner. Relax on your quiet three season porch or enjoy a rousing game night

    Kim Arestad eXp Realty

    36 Ocean View Terrace, Chatham, MA 02633
  • 552 Shore Rd, Chatham, MA 02633
    552 Shore Rd, Chatham, MA 02633
    552 Shore Rd, Chatham, MA 02633
    /42

    $11,250,000 Sold Jun 09, 2025

    • 5,868 Sq Ft
    • $1,917/SF
    • 326 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 1930

    552 Shore Rd, Chatham, MA 02633

    Situated on a bluff with commanding views over Chatham Harbor, North Beach, and the Atlantic beyond, this extraordinary offering stands as one of the most significant estate properties on exclusive Shore Road. A short stroll from everything Chatham Village has to offer, the property boasts an unprecedented 2.86 acres with rolling lawns, mature landscaping, and a private sandy beach. Mesmerizing

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    552 Shore Rd, Chatham, MA 02633
  • 15 Stephen Dr, Chatham, MA 02633
    15 Stephen Dr, Chatham, MA 02633
    15 Stephen Dr, Chatham, MA 02633
    /24

    $780,000 Sold Jun 06, 2025

    • 1,144 Sq Ft
    • $682/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1971

    15 Stephen Dr, Chatham, MA 02633

    RE/MAX Vision proudly presents 15 Stephen Drive – a beautifully renovated 3 bedroom ranch style home in a highly sought after, adorable neighborhood. Since 2008, nearly everything has been updated. Roof, siding, windows, doors, kitchen, bath, hardwood flooring, tile, and a new septic system in 2024. Move right in – this home needs absolutely nothing. This is truly one level living at its best

    Stephen Laska RE/MAX Vision

    15 Stephen Dr, Chatham, MA 02633
  • 25 Menekish Ln, Chatham, MA 02633
    25 Menekish Ln, Chatham, MA 02633
    25 Menekish Ln, Chatham, MA 02633
    /42

    $2,250,000 Sold Jun 04, 2025

    • 3,865 Sq Ft
    • $582/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2006

    25 Menekish Ln, Chatham, MA 02633

    Tucked away on a private lane in North Chatham, 25 Menekish Lane offers a rare blend of privacy and proximity—just steps from Cow Yard Beach, Chatham Bars Inn, the Fish Pier, and Main Street. Built in 2006, the nearly 4,000 sq ft home blends timeless Cape charm with modern ease: soaring ceilings, abundant natural light, and a flowing floor plan ideal for entertaining. A chef’s kitchen with island

    Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    25 Menekish Ln, Chatham, MA 02633
  • 525 Shore Rd, Chatham, MA 02633
    525 Shore Rd, Chatham, MA 02633
    525 Shore Rd, Chatham, MA 02633
    /33

    $3,388,000 Sold Jun 03, 2025

    • 3,436 Sq Ft
    • $986/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    525 Shore Rd, Chatham, MA 02633

    This Quintessential Chatham retreat on picturesque Shore Road exudes timeless charm and sits in close proximity to beautiful beaches and the village. The well maintained home provides a welcoming floor plan with comfortable spaces for gathering, and private rooms for peaceful reflection. The entertaining sized living room has a cozy gas fireplace, and leads to the open concept kitchen and dining

    Peggy Rowland Sotheby's International Realty

    525 Shore Rd, Chatham, MA 02633

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