Chatham, MA Homes

/30
$1,495,000
- 4 Beds
- 2 Baths
- 1,820 Sq Ft
200 Hardings Beach Rd, Chatham, MA 02633

Located just a short stroll to Hardings Beach and close to many favorite local restaurants and conveniences, this classic Cape style two story cottage offers the option of summer or year-round living as well as a a rental investment opportunity. With 4 bedrooms and 2 full baths, the layout is designed for easy living, with bedrooms on both levels and full baths conveniently located adjacent to

Chris Rhinesmith Compass Massachusetts, LLC

200 Hardings Beach Rd, Chatham, MA 02633
/32
$10,000,000 Sold Sep 24, 2025
- 6,276 Sq Ft
- $1,593/SF
- 67 Days On Market
- 7 Beds
- 9 Baths
- Built 1920
108 Shore Rd, Chatham, MA 02633

Located along Chatham’s transcendent shoreline, this elegant coastal estate includes a Main House, a Guest House with a 3 car garage, and a waterfront Boat House/Cabana. Surrounded by beautiful hardscape, the Colonial style Main Residence has been rebuilt with a modern, open floor plan designed for entertaining. Spectacular views of Chatham Harbor and the Atlantic abound. The Main House features

Frank Denauw Frank G. Denauw, Esq.

108 Shore Rd, Chatham, MA 02633

/27
Est $1,034,953 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

/36
$899,000
- 2 Beds
- 2 Baths
- 1,760 Sq Ft
15 Sylvan Way, South Chatham, MA 02659

Coastal charm meets timeless elegance at 15 Sylvan Way, tucked on a private lane near beaches, the rail trail, and local dining. This beautifully maintained Colonial is filled with an abundance of natural light from full-length Andersen windows. The open layout features a welcoming living/dining area and a stunning kitchen with high-end appliances, and adjoining mudroom with full bath. Upstairs,

Jack Bohman Gibson Sotheby's International Realty

15 Sylvan Way, South Chatham, MA 02659
/56
$900,000 Sold Sep 23, 2025
- 1,328 Sq Ft
- $678/SF
- 16 Days On Market
- 3 Beds
- 3 Baths
- Built 1963
7 Bearberry Ln, South Chatham, MA 02659

Coastal charm near Cockle Cove Beach. This three bedroom three full bath home in South Chatham has been lovingly maintained and is located just a 1/2 mile to Cockle Cove Beach on Nantucket Sound. With just an easy drive to shopping, golf and more, this property would make a great rental, vacation home or primary home. Notable features include an updated kitchen, bright sunroom, wood burning

Richard Robbins Compass

7 Bearberry Ln, South Chatham, MA 02659

/25
Est $1,078,626 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

/35
$1,650,000
- 4 Beds
- 3.5 Baths
- 2,843 Sq Ft
207 Horizon Dr, Chatham, MA 02633

Perched high on a private lot in one of Chatham's most sought-after locations, this stunning residence offers over 2,800 sq. ft. of well-designed living space. Featuring 4 spacious bedrooms and 2.5 baths, the home blends timeless style with modern comfort. Step inside to discover gleaming hardwood floors throughout, two full fireplaces for cozy gathers, and sun-filled rooms that invite

Jacquelyn Casey Shore Road Realty

207 Horizon Dr, Chatham, MA 02633
/10
$460,000 Sold Sep 18, 2025
- Land
- 0.44 Acre
- $1,045,455 per Acre
- 13 Days On Market
2 Crowell Rd, Chatham, MA 2633

Lot for Sale in great Chatham location! Walking/driving distance to town (Chatham Orpheum .4 miles), .5 miles to Oyster Pond Beach, 1.6 miles to Lighthouse Beach. Zoning is GB3, Residential (one family dwelling) and other uses allowed by Special Permit. All information deemed accurate must be verified if relying upon for purchase. Seller welcomes offers of concessions.Seller is also Broker.

G Howard Hayes Gibson Sotheby's International Realty

2 Crowell Rd, Chatham, MA 2633

/28
Est $1,101,350 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
32 Aire Ln, Chatham, MA 02633

32 Aire Ln, Chatham, MA 02633

/53
$1,520,000
- 3 Beds
- 2 Baths
- 2,307 Sq Ft
73 Joshua Jethro Rd, Chatham, MA 02633

PERFECT HOUSE FOR A POOL! Located in Chatham's highly sought after Riverbay Estates community, this 3-bedroom, 2-bath, 2,307 sq. ft. home blends classic charm with modern comfort. The farmhouse-style kitchen with newer appliances flows to a spacious living room with fireplace, mudroom, and garage entry. A first-floor bedroom and bath offer flexibility, while a dining room and bright eat-in area

Paul Borde Christie's International Real Estate Atlantic Brokerage

73 Joshua Jethro Rd, Chatham, MA 02633
/2
$540,000 Sold Sep 18, 2025
- Land
- 1.2 Acres
- $450,000 per Acre
- 81 Days On Market
0 Reynolds Cir Unit 22501745, Chatham, MA 02633

This gorgeous 5-bedroom lot offers the rare opportunity to create your ideal custom home in a private, tranquil setting--tucked away from the traffic of Chatham's busy main roads. Whether you're looking to build immediately or hold for the future, this prime piece of land is ready for your vision. The lot is sized for a by-right, 5-bedroom build and offers plenty of space to design a home with

Derek Greene The Greene Realty Group

0 Reynolds Cir Unit 22501745, Chatham, MA 02633

/42
Est $994,980 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

/46
$1,450,000
- 4 Beds
- 3 Baths
- 2,289 Sq Ft
114 Bucks Creek Rd, Chatham, MA 02633

'Float to the ocean with the tide'' Fish, crab kayak, paddleboard and launch off the private association dock. This glorious landing is only two houses away. Offering four spacious bedrooms (including a new primary with ensuite and double showers) and three full baths, this home is sited on a deep lot affording privacy. Lovingly maintained, this custom built one owner home features beamed

Adeline Harrington Berkshire Hathaway HomeServices Robert Paul Properties

114 Bucks Creek Rd, 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

/13
Est $718,623 Not Listed For Sale
- 2 Beds
- 1 Bath
- 955 Sq Ft
276 Orleans Rd, Chatham, MA 02633

276 Orleans Rd, Chatham, MA 02633

/39
$1,599,000
- 4 Beds
- 2 Baths
- 2,392 Sq Ft
56 Skyline Dr, Chatham, MA 02633

Enjoy breezy summer days and lots of lake time from this updated 4 Bedroom home located on Great Hill. With deeded rights to Lovers Lake and lake access less than 100 yards outside your door, this classic cape style home invites family fun & enjoying nature all year long. Updates include granite/stainless kitchen w/ breakfast bar, a great room / rec room w/ vaulted beamed ceiling, french doors,

Janet Stuart Coldwell Banker Realty - Concord

56 Skyline 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

/30
Est $1,134,807 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,320 Sq Ft
214 Barcliff Ave, Chatham, MA 02633

214 Barcliff Ave, Chatham, MA 02633

/27
$1,399,000 Open Sun 12PM - 2:30PM
- 3 Beds
- 2 Baths
- 1,702 Sq Ft
93 Orleans Rd, Chatham, MA 02633

Welcome to the meticulous and delightful 93 Orleans Road Chatham. Enter onto the beautiful herringbone-designed brick walkway leading to a relaxing covered front porch with durable Azek flooring-perfect for enjoying the fresh Cape Cod sunshine and ocean breeze. This single-level home offers a true slice of paradise. Completely updated in 2024, the 3-bedroom, 2-bath residence blends modern comfort

Derek Greene The Greene Realty Group

93 Orleans 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

/25
Est $751,051 Not Listed For Sale
- 2 Beds
- 1 Bath
- 966 Sq Ft
161 Shane Dr, Chatham, MA 02633

161 Shane Dr, Chatham, MA 02633

/35
$8,250,000
- 5 Beds
- 3.5 Baths
- 4,307 Sq Ft
127 Wapoos Trail, Chatham, MA 02633

Tucked within the exclusive & secluded enclave of Morris Island, this one-of-a-kind water view residence is a rare treasure offering architectural distinction and an intimate connection to Cape Cod's unspoiled coastal beauty. With panoramic views spanning Stage Harbor to the Atlantic shoreline, the home was thoughtfully designed to embrace its extraordinary setting—inviting nature's ever-changing

Dee Sullivan Christie's International Real Estate Atlantic Brokerage

127 Wapoos Trail, 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

/38
Est $1,854,271 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,630 Sq Ft
55 Eldredge Square S, Chatham, MA 02633

55 Eldredge Square S, 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
/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

/28
Est $1,201,914 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,196 Sq Ft
233 Barcliff Ave, Chatham, MA 02633

233 Barcliff Ave, Chatham, MA 02633

/41
$1,499,000
- 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 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, South Chatham, MA 2659
/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

/46
Est $1,409,409 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,491 Sq Ft
265 Barcliff Ave, Chatham, MA 02633

265 Barcliff Ave, Chatham, MA 02633

/44
$995,000
- 2 Beds
- 2 Baths
- 1,504 Sq Ft
24 Chickadee Ln, Chatham, MA 02633

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 Ln, 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

/30
Est $1,183,976 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,552 Sq Ft
751 Main St, Chatham, MA 02633

751 Main St, Chatham, MA 02633

/41
$995,000
- 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
$9,150,000 Sold Aug 28, 2025
- 3,504 Sq Ft
- $2,611/SF
- 155 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2016
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

/24
Est $3,806,558 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,421 Sq Ft
125 Stage Harbor Rd, Chatham, MA 02633

125 Stage Harbor Rd, Chatham, MA 02633

/52
$7,999,000
- 5 Beds
- 4.5 Baths
- 4,305 Sq Ft
30 Tisquantum Rd, Chatham, MA 02633

What. A. View! 180 degree panoramic water vistas over The Atlantic Ocean, Chatham Harbor, and picturesque Stage Harbor set the tone for this shingled style home located high on a hill on private Morris Island. Sweeping ocean views and a private association beach combine with 2.33 acres to create a luxurious yet comfortable coastal retreat located in the Quitnesset Association.

Lori Fanning Smith Compass Massachusetts, LLC

30 Tisquantum Rd, Chatham, MA 02633
/45
$9,150,000 Sold Aug 28, 2025
- 5,850 Sq Ft
- $1,564/SF
- 155 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2016
113 Seapine Rd, North Chatham, MA 02650

Designed by award-winning firm Polhemus Savery DaSilva and enhanced by designer Lisa Tharp, this waterfront masterpiece embodies timeless coastal luxury. Perfectly sited on Crows Pond, the open-concept main level captures stunning water views from every angle--including the chef's kitchen, great room, and dining area. These spaces open to a screened porch, stone patio, infinity pool, and

Chris Rhinesmith Compass Massachusetts, LLC

113 Seapine Rd, North Chatham, MA 02650

/62
Est $2,727,871 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,732 Sq Ft
276 Stage Harbor Rd, Chatham, MA 02633

276 Stage Harbor Rd, Chatham, MA 02633

/60
$7,299,000
- 4 Beds
- 5 Baths
- 4,214 Sq Ft
12 Pond St, Chatham, MA 02633

Custom Home in Chatham Village. 4-bedroom, 5-bathroom residence located steps from Oyster Pond and its sandy beach. This thoughtful home offers open floor plan, high ceilings, hardwood floors and expansive water views. Deeded access to an association dock and mooring field for boating enthusiasts. The gourmet kitchen features stone countertops, large center island with seating, and premium

Tim Bailey John C Ricotta & Assoc.

12 Pond St, Chatham, MA 02633

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Massachusetts Barnstable County Chatham

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