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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.  

558 Fox Hill, Chatham, MA 02633

Price$9,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 10
  • Full Bathrooms 6

Spectacular 2018 Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Still Time to Customize 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 with 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 Gorgeous Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Pool House with Custom Kitchen. Meticulous Attention to Detail.

Listed by Chris Rhinesmith of Pine Acres Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Shore, Chatham, MA 02633

Price$9,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21808231

  • Single Family
  • Village Chatham
  • Year Built 1920
  • Bathroom 8
  • Full Bathrooms 7

Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office, and a finished lower level with a home theater. The Chatham Bars Inn is nearby as is Chatham village with fine restaurants, shopping, and a lively social scene.

Listed by Stewart Young of LandVest, Inc.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

74 Sears Point, Chatham, MA 02633

Price$5,995,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 21407880

  • Single Family
  • Street Number Modifier 77
  • Village Chatham
  • Year Built 1959
  • Bathroom 4

This exceptional waterfront property offers arresting panoramas of Stage Harbor and beyond. Situated in one of Chatham's most private enclaves, the property is comprised of two adjoining lots totaling 6.6 acres and 350 feet of water frontage. A long winding driveway and charming barn enhance the property's magical approach. Currently there is an existing five bedroom, three and half bath classic Cape Cod style residence built in 1959 spanning 2,500 s.f. sited on the property. This unbeatable setting offers exceptional potential to built a dramatic dream estate or to reinvent the old. Existing Polhemus Savery DaSilva architectural plans are available. Discover more about this spectacular property upon request.

Listed by Chris Rhinesmith of Pine Acres Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

24 Captain Sears, Chatham, MA 02633

Price$4,999,999The price has recently decreased

Est. Mortgage: $/month

MLS Number 21802665

  • Single Family
  • Village Chatham
  • Year Built 1850
  • Bathroom 6
  • Full Bathrooms 5

Flawlessly renovated Waterfront estate on sheltered inlet with dock boasts 5BR's, 5.5 baths and is sited on a very private lot.A complete and thoughtful renovation in 2003 incorporated the needs of today with a preservation of the unique details of the past. Inviting kitchen with walls of windows overlooking the water also includes Viking and Wolf appliances, copper farmer's sink and breakfast room. The Great room beckons with soaring ceilings, stone fireplace, and multiple french doors leading to patio. A screened in porch with fireplace, solid cherry paneled study and grand gallery are just some additional spaces. A master suite offers his/ her closets, and privacy from additional bedrooms. Surrounded by flowering coastal gardens, Pickle ball court and boating access to Nantucket Sound.

Listed by Lori L Fanning Smith of Pine Acres Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

155 & 157 Bridge, Chatham, MA 02633

Price$4,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21803466

  • Single Family
  • Village Chatham
  • Year Built 1980
  • Bathroom 9
  • Full Bathrooms 7

This remarkable waterfront location overlooks the Mitchell River and Mill Pond and presents a multitude of possibilities for development or renovation. Privately situated within mature landscaping on 2.8 acres with 900 feet of waterfront footage, this current family compound comprises a five bedroom, four and a half bath main house with an inground swimming pool. On a separate parcel resides a three bedroom, two and a half bath, spacious guest house with a tennis court. This is a perfect venue to create a family retreat for generations to come, yet there is also the possibility to subdivide the two lots and develop two brand new waterfront homes in one of Chatham's most picturesque settings.

Listed by Chris Rhinesmith of Pine Acres Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

255 Seapine, Chatham, MA 02650

Price$4,699,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21808822

  • Single Family
  • Village North Chatham
  • Year Built 2000
  • Bathroom 5
  • Full Bathrooms 4

Enjoy breathtaking views of Crows Pond from this impeccable & unique Timberframe home. This open-concept post & beam home has abundant natural light & water views from most of the first floor, including the first floor master suite with two walk-in closets. The family room, living room, and sitting area are situated around a spectacular 2-story stone fireplace & flow directly into the chef's kitchen with over-sized center island with separate pantry. The second floor includes 3 en-suite bedrooms & a special ''lighthouse'' office with panoramic views of Crows Pond & a 1600-bottle wine cellar with naturally maintained temperature/humidity resides on the lower level. Steps down to the private beach bring you to the boat house with water & electricity. This is truly a must-see waterfront gem!

Listed by Kristin E Muller of John C Ricotta & Assoc.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

369 Old Harbor, Chatham, MA 02633

Price$4,650,000The price has recently decreased

MLS Number 21803124

  • Commercial
  • Property Type Display D
  • Village Chatham
  • Year Built 1839
  • Acreage 1.77

The ultimate Chatham, Cape Cod experience. Four diamond, 16 guest room, historic Inn with separate owners home, lovely manicured grounds & guest swimming pool. Strong proven revenue stream. A short stroll to Chatham's Main Street famous for shops, galleries and fine and fun dining. Near sandy ocean beaches, golf, theater, island ferries and everything wonderful to do on the Cape. Your guests will enjoy luxury accommodations and activities from surfing to cocktails on the beach are nearby. The Inns elegant dining room is the perfect sunny spot to serve breakfast to guests before their busy day begins. The guest experience here is all about this amazing location and all that Cape Cod offers. Ample guest parking, well trained staff. Licensed as a B&B. Financials available.

Listed by Carol M Edmondson of Cape Cod Village Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

369 Old Harbor, Chatham, MA 02633

Price$4,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21803306

  • Single Family
  • Village Chatham
  • Year Built 1839
  • Bathroom 22
  • Full Bathrooms 20

The ultimate Chatham, Cape Cod experience. This private 1.77 acre compound with multiple historic buildings and lovely manicured grounds and pool could be your family retreat. Includes a modern home adjacent to 369 Old Harbor, located at 36 Manamock Rd. A short stroll to Chatham's Main Street famous for shops, galleries and fine and fun dining. Near sandy ocean beaches, golf, theater, island ferries and everything wonderful to do on the Cape. Your family and guests will enjoy luxury accommodations. Elegant sunny dining room is the perfect sunny spot to entertain. The experience here is all about this amazing location and all that Cape Cod offers. Ample off street parking, furnished. Currently licensed and operating as a B&B Inn. Many possibilities. Business Financials available.

Listed by Carol M Edmondson of Cape Cod Village Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

141 Cotchpinicut, Chatham, MA 02650

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21805829

  • Single Family
  • Village North Chatham
  • Year Built 1734
  • Bathroom 8
  • Full Bathrooms 7

If you are looking for spectacular views you will not want to miss this exceptional estate that sits high on a hill overlooking Pleasant Bay on coveted Cotchpinicut Road. With plenty of room for guests, you will be charmed by the ambiance of this circa 1740 home with all of the updates required for today's stylish living. It features eight bedrooms including an opulent master suite and seven baths , wide pine floor boards, original paneling in the older sections, a large chef's kitchen, gas fireplaces in the den and kitchen, three wood burning fireplaces, a finished basement for the kids, separate apartment, office and man cave by the garage. With a heated inground pool, beach, two decks for entertaining, there is plenty of privacy but also great gathering places for all.

Listed by Evelyn S Doane of William Raveis RE & Home Serv.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

58 Pond, Chatham, MA 02633

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21807585

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bathroom 5
  • Full Bathrooms 3

A view with a house. Timeless design and fine craftsmanship, make this classic shingle style home a very unique retreat. With its beautiful beaches, abundance of outdoor activities and, small town charm, Chatham is one of the jewels in Cape Cod's crown. Enjoy 500 feet of Panoramic Unobstructed Western Water Views over the Oyster Pond-A moments stroll to a sandy beach or use of the Private Assoc. dock to enjoy boating, paddleboarding, kayaking or fishing. Imagine sunsets and cocktails from the privacy of your waterfront patio. A quick stroll to the vibrant village to enjoy Anglers baseball, watch a movie at the Orpheum, dine at fine restaurants, golf, galleries and boutique shopping. This gracious 4000 sq. ft. lends itself to comfortable family living. Chefs kitchen. High end finishes.

Listed by John C Ricotta of John C Ricotta & Assoc.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.75% last updated on 2018-12-06

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 December 10, 2018. 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.