Chatham, MA Homes for Sale

• 

  

  

  /42

  $3,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,899 Sq Ft

  174 Seapine Rd, North Chatham, MA 02650

  Rarely available in Chatham’s coveted Harbor Coves, just steps from the private Association beach, this 4BR, 3.5BA residence has been completely reimagined top to bottom, inside and out. A sweeping circular drive welcomes you home to sunlit vaulted living spaces with high-end finishes that sparkle at every turn. The brand new gourmet kitchen with oversized island flows into a stunning

  Jill Boudreau eXp Realty

  174 Seapine Rd, North Chatham, MA 02650
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /42

  $1,225,000

  • 3 Beds
  • 2.5 Baths
  • 1,942 Sq Ft

  597 Orleans Rd, North Chatham, MA 02650

  Set on over an acre and a half of beautifully landscaped grounds, this 3-bedroom contemporary home is flooded w/natural light and offers stunning water views, a flexible floor plan and impressive finishes.The welcoming living room offers walls of windows, cathedral ceilings, a focal fireplace and skylights. A white chef’s kitchen has granite counters, stainless appliances and is open to the

  Cape Cod Power of Two Compass

  597 Orleans Rd, North Chatham, MA 02650
• 

  

  /49

  $4,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,878 Sq Ft

  38 Indian Trail, Chatham, MA 02633

  BREATHTAKING SUNSETS OVER NANTUCKET SOUND. Perched above Buck's Creek with panoramic views stretching to Nantucket Sound, this extraordinary 1.3-acre Chatham property is a true waterfront sanctuary. Designed to embrace its breathtaking natural surroundings, the home features walls of glass and an expansive wraparound deck that blur the line between indoors and out. Spectacular sunsets create a

  Chris Rhinesmith Compass Massachusetts, LLC

  38 Indian Trail, Chatham, MA 02633
• 

  

  /53

  $3,500,000

  • 5 Beds
  • 3.5 Baths
  • 2,659 Sq Ft

  92 Barcliff Ave, Chatham, MA 02633

  Honored with the prestigious 2004 Chatham Preservation Award, this iconic historical residence was meticulously restored to perfection in 2002, seamlessly blending its storied heritage with the finest modern luxuries. Nestled in a prime yet private locale, the home's enchanting exterior teases with a glimpse of the lush, secluded garden, a serene oasis framed by a stately pergola. The

  Chris Rhinesmith Compass Massachusetts, LLC

  92 Barcliff Ave, Chatham, MA 02633
• 

  

  /93

  $6,750,000

  • 5 Beds
  • 5.5 Baths
  • 5,620 Sq Ft

  15 Windy Hill Way, Chatham, MA 02633

  This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

  Tim Bailey John C Ricotta & Assoc.

  15 Windy Hill Way, Chatham, MA 02633
• 

  

  /29

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 2,202 Sq Ft

  319 Riverview Dr, Chatham, MA 02633

  Sited on nearly an acre of land in Riverbay Estates, this spacious 3 bedroom, 3 bath home offers ample privacy and outdoor living space. Built in 1984 with an addition & updates in 2004, the home is designed with flexibility for one floor living with a generous sized first level primary suite with gas fireplace, walk in closet, & outdoor access. The kitchen features abundant cabinet space, a

  Chris Rhinesmith Compass Massachusetts, LLC

  319 Riverview Dr, Chatham, MA 02633
• 

  

  /35

  $2,150,000

  • 4 Beds
  • 2 Baths
  • 1,238 Sq Ft

  213 Main St, Chatham, MA 02633

  Location! Location! Nestled In the heart of Chatham historic Old Village district, this 1850 Greek Revival has water views of Chatham harbor, with Lighthouse Beach, Main St shopping & dining, band concerts, golf, all nearby! This charming 4 BED/2 BA home has a sunny eat-in family room, beamed ceiling, with sliders to deck, cozy kitchen adjacent and front living room has gas fireplace & warm

  Phyllis Power Compass

  213 Main St, Chatham, MA 02633
• 

  

  /29

  $2,150,000

  • 3 Beds
  • 4.5 Baths
  • 1,834 Sq Ft

  292 Stage Harbor Rd, Chatham, MA 02633

  Approximately a half mile to either Oyster Pond Beach or Stage Harbor and 3/4 of a mile to the center of Chatham Village sits this exceptional 3 bedroom 4 bath custom Farmhouse with inviting front porch built in 2018. Hardwood floors thruout and, formal dining area, custom kitchen along with an office for those working remotely. Home has central a/c and a gas stove in the Livingroom. The lower

  Ward Brown William Raveis Real Estate & Home Services

  292 Stage Harbor Rd, Chatham, MA 02633
• 

  

  /36

  $7,200,000

  • 5 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  238 Cranberry Ln, Chatham, MA 02633

  This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

  John Burke William Raveis Real Estate & Home Services

  238 Cranberry Ln, Chatham, MA 02633
• 

  

  /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
• 

  

  /38

  $5,995,000

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

  4 Ministers Ln, North Chatham, MA 02650

  MAJESTIC SEASIDE LIVING. 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

  Chris Rhinesmith Compass Massachusetts, LLC

  4 Ministers Ln, 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
• 

  

  /7

  $315,000

  • Land
  • 0.47 Acre
  • $670,213 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. No engineering, perc tests or verification of available utilities have been performed.

  Kathy Doyle Gibson Sotheby's International Realty

  0 Tirrells Way, Chatham, MA 02659
• 

  

  /42

  $3,495,000

  • 4 Beds
  • 3.5 Baths
  • 4,857 Sq Ft

  36 Moonbeam Ln, Chatham, MA 02633

  This expansive Cape with timeless curb appeal is located in an exclusive area just 5 minutes to Town and includes deeded rights to the Oyster Pond River. You’ll enjoy 4,857 square feet of casual elegance in a thoughtfully-designed floor plan. This immaculate home offers 4 spacious BRs including a first-floor primary suite. Sunny granite & stainless kitchen opens to the family room w/fireplace.

  Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

  36 Moonbeam Ln, Chatham, MA 02633
• 

  

  /27

  $1,650,000

  • 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 & Assoc.

  231 Crowell Rd, Chatham, MA 2633
• 

  

  /43

  $1,850,000

  • 6 Beds
  • 4.5 Baths
  • 2,665 Sq Ft

  14 Squanto Dr, Chatham, MA 02633

  Perched high above the Oyster River with stunning water views and deeded river access for your paddling and boating adventures, 14 Squanto Drive is your new Chatham beach oasis. Offering a relaxed coastal lifestyle, this home boasts open sight lines, sundrenched living spaces, ideal flow for indoor/outdoor entertaining, and an abundance of room for extended families and guests. From sunrise to

  Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

  14 Squanto Dr, Chatham, MA 02633
• 

  

  /4

  $250,000

  • Land
  • 0.72 Acre
  • $347,222 per Acre

  0 George Ryder Rd Unit 22301591, Chatham, MA 02633

  Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, with approvals a 4-bedroom may be possible. Buyer's & buyer brokers verify sewer regulations with Board of Health as rules continue to change. The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to

  Shane Masaschi Kinlin Grover Compass

  0 George Ryder Rd Unit 22301591, Chatham, MA 02633
• 

  

  /5

  $399,000

  • Land
  • 0.84 Acre
  • $475,000 per Acre

  0 Evergreen Ln, Chatham, MA 02633

  .8 Acres- In the Heart of it All- Chatham- where you want your Family Memories to be made- Ridgevale Beach- Hardings Beach- Landings and Marinas close by- Private and Wooded Lot- Imagine building your dream Summer Home or Fulltime Residence and waking up to privacy and just minutes to Nantucket Sound- Oyster River- Goose Pond- School House Pond and more... South of Route 28-Building Information

  Anne Somerby Kennedy Real Estate

  0 Evergreen Ln, Chatham, MA 02633
• 

  /2

  $6,995,000

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  13 Captain Knowles Way, Chatham, MA 02633

  Experience luxury, privacy, and convenience in this exceptional new construction by Minglewood Homes, just moments from downtown Chatham. Situated on a 1.34-acre waterfront lot along the Oyster River, this exquisitely designed home features an open-concept layout, high-end finishes, and impeccable craftsmanship. Designed for both comfort and entertaining, it offers five spacious bedrooms, each

  Mina O'Keefe Gibson Sotheby's International Realty

  13 Captain Knowles Way, Chatham, MA 02633
• 

  

  /6

  $3,499,900 New Construction

  • 3 Beds
  • 4.5 Baths
  • 4,565 Sq Ft

  29 Jessies Landing, Chatham, MA 2633

  A new luxury residence is currently under construction by Eastward Companies in Chatham. Located in a desirable neighborhood with other remarkable homes, this beautifully designed 4,500 square foot home features amenities often seen on a discerning buyer's wish list. Outside entertaining is centered around a saltwater pool, spa, and fire pit while inside you'll discover easy living with a

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  29 Jessies Landing, Chatham, MA 2633
• 

  /2

  $3,999,900 New Construction

  • 3 Beds
  • 4.5 Baths
  • 4,393 Sq Ft

  2550 Main St, South Chatham, MA 02659

  One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer. Incorporating expansive open living space you will

  Ward Brown William Raveis Real Estate & Home Services

  2550 Main St, South Chatham, MA 02659
• 

  

  /10

  $4,399,000 New Construction

  • 4 Beds
  • 6 Baths
  • 5,800 Sq Ft

  230 Barcliff Ave, Chatham, MA 02633

  Stunning brand new construction from The Young Companies at 230 Barcliff Avenue is underway...Architecturally pleasing 4BR 6 bath shingled home will offer impeccable details , finish work and fabulous walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn Resort. The 5800 sf home will offer the best in new amenities with a

  Lori Fanning Smith Compass Massachusetts, LLC

  230 Barcliff Ave, Chatham, MA 02633
• 

  

  /39

  $2,195,000 New Construction

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

  98 Horizon Dr, Chatham, MA 02633

  Ready to move-in! New construction and a great value in Chatham with deeded rights to Lover's Lake for swimming, fishing and boating and room for a future pool. Classic Cape Cod home sited high on Great Hills Estates with over 3000 s.f. with 3 BR's and 4.5 baths. Open floor plan offers great room with soaring vaulted ceilings, fireplace and adjacent cook's kitchen with center breakfast island and

  Lori Fanning Smith Compass Massachusetts, LLC

  98 Horizon Dr, Chatham, MA 02633
• 

  /2

  $3,999,900 New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,713 Sq Ft

  2548 Main St, South Chatham, MA 2659

  One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers. Incorporating expansive open living space you will enjoy entertaining

  Ward Brown William Raveis Real Estate & Home Services

  2548 Main St, South Chatham, MA 2659
• 

  

  /28

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  50 Hillside Rd, Harwich, MA 02645

  Welcome to this inviting 3-bedroom, 2-bath ranch nestled in the heart of South Harwich. Just 1.5 miles from the sandy shores of Red River Beach and with direct access to the scenic Cape Cod Rail Trail, this home offers the perfect blend of coastal relaxation and outdoor adventure.Inside, you'll find multiple living spaces including a bright and airy sunroom, perfect for morning coffee or

  Jonathan Cahoon John C. Ricotta & Associates, Inc.

  50 Hillside Rd, Harwich, MA 02645

Showing Results 41 - 71, Page 2 of 2