Chatham, MA

Often cloaked in morning fog, Chatham, Massachusetts forms the ragged elbow of Cape Cod.

Encompassing a mere 16 square miles of dry ground, Chatham is a decidedly maritime place of pristine beaches, wild barrier islands, tidal shoals, fleeting sandbars, circular coves and miles of saltwater inlets.

Incorporated in 1712, Chatham remains remarkable old-fashioned, despite a well-deserved reputation for shopping. Chichi boutiques reside in quaint storefronts along its winding Main Street lined with historic inns, white-steepled churches, varied eateries and art galleries. A visit to the busy commercial fishing pier reveals the thriving fishing village that exists beneath Chatham’s stylish façade.

Chatham has a beauty that is unsurpassed. Surrounded on three sides by water, it has expansive and magnificent beaches, abundant marine wildlife, and a community committed to preserving these natural resources for future generations.

The Town of Chatham is investing in its future with a wastewater construction project that addresses nitrogen issues that degrade the water quality of the harbor and estuaries along Chatham shores. This project will help to maintain the excellent water quality of the drinking water supply wells and preserve the valuable fresh water pond resources in the town.

For more information on this project, visit www.chathamscproject.info.  If you would like to learn more about Chatham MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Chatham Massachusetts home listings.  

300 Stage Neck Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$14,900,000

Est. Mortgage: $/month

MLS Number 21908121

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2001
  • Bathroom 9

Seaside sophistication in a world class setting!The lure of breathtaking water vistas and the appeal of luxurious appointments can be found in this grand waterfront property known as ''Viewpoint Estate''. An unparalleled location, the secluded 5.2-acre setting offers panoramic water vistas of Oyster Pond River, Hardings Beach and Nantucket Sound. Set atop an elevated bluff surrounded by 1,130 feet of shoreline, the owners painstakingly created this spectacular estate where privacy was paramount, and design incorporated the ideal balance of comfort and elegance. The 10,350 sq. ft. main residence offers sophisticated, striking design, generous yet comfortable living spaces, beautiful architectural detailing, richly variegated water views and flawless craftsmanship. Interior spaces include a welcoming foyer, stunning great room and formal dining room along with a fabulous chef's kitchen with top of the line appliances and a large breakfast area, and a mahogany clad private bar and office. The upper level features five bedrooms including the stunning master suite and a bunkroom over the garage. The lower level offers a custom designed theater room with billiards area and sixth en suite bedroom. An infinity-edge pool, multiple outdoor seating areas and path to the water's edge are havens for entertaining or relaxing and soaking in the sweeping views. Also included is a beautifully designed 1,673 square foot guest house featuring two separate apartments ideal for extended family and friends. "Viewpoint Estate" offering an unparalleled lifestyle is a legacy property for generations to come.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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230 Cedar Chatham MA 02633

Chatham, MA230 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 21908223

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1960
  • Bathroom 6

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 5.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

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$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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96 Tilipi Run Chatham MA 02633

Chatham, MA96 Tilipi Run

Price$9,995,000

Est. Mortgage: $/month

MLS Number 22001868

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2007
  • Bathroom 9

This showcase shingle style residence on Morris Island set on 1.88 acres offers architectural sophistication and the ultimate in luxury living. The interiors combine a masterfully designed open floor plan with beach-style elegance and ease of living. The graciously appointed rooms comprise a spectacular chef's kitchen, living room, dining, a plethora of entertainment spaces, six generous bedrooms, including a first and second floor master suite, eight bathrooms and nearly 10,000 square feet of living over three levels - all with elevator access. The Interior spaces on all levels open to a multitude of outdoor deck and living space, most with sweeping views of the Atlantic and Monomoy Islands. The lower level boasts an exercise space, home theater, family room and game room. Outdoors is a sparkling pool and outdoor kitchen amongst lush landscaping and beautiful lawns. This is a coveted location that offers a private lifestyle steps away from the beauty of Cape Cod's National seashore.

Listed by Chris Rhinesmith of Compass

$
$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2018
  • Bathroom 10

Spectacular Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious Interior Finishes. Serenity and Privacy abound. Finest Details and Millwork with Top Amenities. Views of Crows Pond and Eastward Ho. 10,000 S.F. of Exceptional Living Space with 5-Bedroom Suites over 3 Levels including an Elevator. Stunning Main Level Layout with Custom Kitchen, Dining Room, Living Room, Study, Master Suite and Laundry. Above are Four Striking En-suite Bedrooms Laundry Room, Sitting Room with Waterfront Deck and a Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Changing Room with Custom Kitchen. Meticulous Attention to Detail. (Note: Furnishings are Virtually Staged.)

Listed by Chris Rhinesmith of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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373 Bridge Chatham MA 02633

Chatham, MA373 Bridge Street

Price$6,995,000

Est. Mortgage: $/month

MLS Number 22000133

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2019
  • Bathroom 9

Boasting one of Chatham's most sought-after Light House Beach locations, this stunning estate set on 1.54 acres is a true family compound. The brand new 5 BR main house is masterfully designed with a relaxed open layout combining elegance and sophistication. The first floor has a central kitchen, dining room, multiple living spaces with an en-suite bedroom. The upper floor offers a sumptuous master bedroom-suite with a family room and three additional en-suite bedrooms. The lower level has an entertainment room, family room, wine storage and full bath. The guest house built in 2003 offers striking spaces, three fireplaces, a first and second floor master suite, and an indoor lap pool. The estate is enhanced with lushly landscaped grounds, a pool, and a detached garage. (Note: Furniture Photos in Listing sheet are a combo of virtually and past staging efforts)

Listed by Chris Rhinesmith of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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75 Grist Mill Chatham MA 02633

Chatham, MA75 Grist Mill Lane

Price$6,995,000

Est. Mortgage: $/month

MLS Number 21905677

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1969
  • Bathroom 4

Don't miss out on a once in a lifetime opportunity to own this rare 2.91 acre saltwater front property. The land forms a peninsula between Little and Big Mill Pond with expansive views of both. Located at the end of a private lane, the lovely Contemporary home has water views from every room and a large, wraparound deck for dining and relaxing. On the highest part of the land there are views down to the Mitchell Bridge and beyond. You can build your dream home and use the existing home as your guest house. In addition, it also may be possible to expand the guest house and/or complete the apartment over the garage, which also has beautiful views. A gentle path down to the 880' waterfront, gives you access to boating, fishing, clamming and swimming. After your day in the sun, take a 7 minute stroll into downtown Chatham for dinner at one of the great, local restaurants. Owned by one family for over 50 years, make this beautiful,serene, very private place your own.......a special spot to make lasting memories for generations to come.

Listed by Ellen Aldrich of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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98,100,100 A Oyster Pond Furlong Chatham MA 02633

MLS Number 21904615

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1940
  • Bathroom 6

Fabulous waterfront family compound with 2 separate parcels.This in-town location on the Oyster Pond has over 160' of frontage and three homes with 2 stairways to the Oyster Pond. One parcel, containing 30,720 sf known as 100 & 100A Oyster Pond Furlong which is a main house with 3 bedrooms and 3 baths & a 2 bedroom 1 bath carriage house with a 2 car garage. The second parcel, containing 16,117 sf known as 98 Oyster Pond Furlong has 4 bedrooms and 2 full baths. Enjoy this waterfront estate from all that summer has to offer to ''First Night'' fireworks over the calm waters of Oyster Pond. This picturesque site with access to Nantucket Sound and the Atlanticis full of possibilities. Swimming, sailing, kayaking awaits you at this incredible property. PLEASE NO DRIVE-BYS!

Listed by Judith L Smith of John C Ricotta & Assoc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Oyster Pond Chatham MA 02633

Chatham, MA28 Oyster Pond Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 22001494

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2017
  • Bathroom 8

This timeless new construction home is situated on a quiet cul-de-sac just steps to Oyster Pond Beach and Chatham acclaimed Village. The light-filled interiors boast high ceilings, an open floor plan, and generously proportioned rooms. The home welcomes with a dramatic semi- circular stairway and opens to an impressive chef's kitchen adjoined by a living room and dining room centered around a dramatic stone hearth. There is a sumptuous first and second floor master suite as well as three additional exquisitely designed guest en-suite bedrooms. Amenities are abundant and include Central AC and VAC, Sonos, Security, Irrigation, Marvin hurricane windows and Ipe outdoor decks. The property is situated on 1.45 acres. The outdoor pavilion offers a resort style pool pavilion with an expansive patio, heated Gunite pool, spa and pool house. This is the perfect setting for a luxurious Chatham retreat. Please verify all information contained herein.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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148 Whidah Chatham MA 02633

Chatham, MA148 Whidah Road

Price$4,399,000

Est. Mortgage: $/month

MLS Number 22003173

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2021
  • Bathroom 6

Private beach ownership and magnificent panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 1.18 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction on this 5 bedroom, 5.5 bath, 4,450 sf custom home with commanding vistas from virtually every room and a stunning swimming pool. A deeded path leads you to 600' of private beach ownership and a mooring field. The hub of the house is defined by a chef's kitchen with a Wolf six burner range, Sub Zero refrigerator and additional wine and beer storage, a large center island with Quartz countertops, an open floor-plan dining and living space with wide plank hardwood floors, 9.5 ft ceilings and custom woodwork. Each bedroom is en-suite with master bedrooms with soaking tubs on both floors. Two second floor roof decks and a third floor widow's walk capture the stunning Pleasant Bay views. Rounding things out are a screened porch with a gas fireplace, a den/office, a mudroom and a two-car garage. The large irrigated yard is perfectly poised for a swimming pool and a generous pool deck. Now is the ideal time to add your personal touches.

Listed by Jack D Bohman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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299 Cranberry Chatham MA 02650

Chatham, MA299 Cranberry Lane

Price$4,299,000

Est. Mortgage: $/month

MLS Number 22002776

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 1964
  • Bathroom 3

Seashore Paradise. Your beach is waiting for you. ''This has to be one of the loveliest spots in Chatham!'' Sweeping up close water views from almost every room. Swim, kayak, paddle board all day from your very own beach. Once in a life time opportunity. This 4 Br, 3 Ba house is comfortable and fun. Tennis anyone! Open 1.60 acre private sun washed green lawn setting. Outstanding summer rental. Tenants give this special property a 5 Star rating. Land will support a 4 Br Main House and a separate 2 Br guest house. NO DRIVE BYS. Rented May to Oct. Can be shown on rental turnovers between 11 AM - 2 PM by appointment only. Offered mostly furnished.

Listed by Lee C Ziegler-Prouty of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated June 1, 2020. All properties are subject to prior sale, changes, or withdrawal.

Shoreland Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.