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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.  

97 Tilipi, Chatham, MA 02633

Price$19,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21306159

  • Single Family
  • Acreage 1.9
  • Village Chatham
  • Lot Size Square Feet 82764
  • Bedrooms 6

Boasting one of the most spectacular properties on the Cape Cod shoreline, this shingle-clad home is poised on 1.9 acres and majestically resides over the Atlantic Ocean, Monomoy Islands and Nantucket Sound. With 10,974 square feet of living space spanning three levels, the six bedroom estate has simply breathtaking views, manicured grounds and a glorious stone pool pavilion. The enchanting home is designed with a circular motif and gleams of pure elegance and includes multiple family gathering rooms, a banquet size dining room, chef's kitchen, 11 seat theater, an opulent wine cave and a circular one bedroom carriage house for guests or staff. A Creston smart home system controls security, electronic gate, lighting, audio, and driveway and pool heat with a touch of a button. idyllic property is incomparable on Cape Cod.

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: 3.94% last updated on 2017-12-21

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

150 -154 Cross, Chatham, MA 02633

Price$11,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21801182

  • Single Family
  • Acreage 1.3
  • Village Chatham
  • Lot Size Square Feet 56628
  • Bedrooms 10

A Landmark in town Estate sited on 1.3 acres of rolling lawns and elevated westerly water views over the Oyster Pond is available for the first time in over a generation. The Beechwood is a stately Federal style home built by Henry Sherman Howes in 1948, using the finest materials and craftsmanship. Unique ability to use as an 8000 s.f.single family, or have three legal townhomes, each with separate entrances. 10 BR's, 7 full and 3 half baths,7 fireplaces, three story elevator, an additional 4000 s.f. on lower level with speakeasy and ballroom. Incredible hand painted murals, curved staircase, and hand carved woodwork are just some special details. The grounds include multiple terraces,specimen plants and terrific privacy. A living piece of history. Peerless in its architechual detail and scale. Steps to both a sandy beach and the vibrant village of Chatham. Please ask broker for full historic information.

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

75 Tilipi Run, Chatham, MA 02633

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

Est. Mortgage: $/month

MLS Number 21607303

  • Single Family
  • Acreage 1.45
  • Village Chatham
  • Lot Size Square Feet 63162
  • Bedrooms 6

Situated in one of Chatham's most prestigious neighborhoods, this luxurious Morris Island residence is truly unique among waterfront properties. Perched high above the shoreline, with panoramic views of the Atlantic Ocean and Monomoy Islands, this world class home offers a magnificent living experience. Commanding views from nearly every room, this six bedroom, four full and two half bath home has excellent flow and generously proportioned rooms. The finest artisan fixtures and custom craftsmanship are seen throughout. Highlights include a magnificent great room with stone and wood architectural touches, a gourmand's kitchen, a magnificent first floor master suite, billiard room, & a lower level filled with every amenity imaginable. gardens, this is one of Chatham's finest properties.

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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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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$6,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21407880

  • Single Family
  • Acreage 6.63
  • Village Chatham
  • Street Number Modifier 77
  • Lot Size Square Feet 288803

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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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

113 Seapine, Chatham, MA 02633

Price$5,695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21714366

  • Single Family
  • Acreage 0.62
  • Village Chatham
  • Lot Size Square Feet 26970
  • Bedrooms 4

Designed and built by Polhemus Savery DaSilva, this impeccable waterfront property offers stunning views of Crows Pond. The shingle style residence features four bedrooms and five and a half baths with direct steps down to the beach. With abundant natural light and views from nearly every room, the open floor plan integrates modern design with a signature beach-style vernacular. The main entry opens to a vista filled great room with fireplace, dining area leading to a waterside patio and infinity edge pool and a grand chef's kitchen with adjoining screened porch. There is a first floor master suite, mudroom, laundry, pantry and powder room. Above is a master suite and two additional en-suite bedrooms. The home is complete with a spectacular lower level and exercise room.

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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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

34 Salt Marsh, Chatham, MA 02650

Price$5,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21607014

  • Single Family
  • Acreage 2.53
  • Village North Chatham
  • Lot Size Square Feet 110207
  • Bedrooms 4

Extraordinary home for the Collector of Art: A+ for this magnificent mid-century modern architectural design by Kenney Nickerson with superlative craftsmanship in this 8400 SF stunning building.Commissioned by a lifelong observer of architecture, the vision for a contemporary glass box of comfort & serenity has been realized in this transparent home. You can see through it from east to west, enveloping you in two environments simultaneously. Sited with exquisite landscaping details including sculptured serpentine wall, stone fountains, croquet/soccer pitch on 2.54 Acre of privacy. Featuring Smart House technology, exquisite cherry woodworking throughout, notably in galleries & kitchen, elevator,library, wine cellar, gas radiant heat, fire pit, generator&more. of copper roof & bronze railings are typical measures taken by master builder Steve Nickerson.See Virtual Med ia/3D flr plan. 40,104 SF LOT included with garage@30 Salt Marsh for more estate potential

Listed by Phyllis N Power 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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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

34 Salt Marsh, Chatham, MA 02650

Price$5,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21606792

  • Lots and Land
  • Village North Chatham
  • Acreage 2.53
  • Miles to Beach .3 - .5
  • Special List Cond Standard

Extraordinary home for the Collector of Art: A+ high marks for this magnificent mid-century modern architectural design: superlative craftsmanship in this 8400 SF stunning building.Commissioned by a lifelong observer of architecture, the vision for a contemporary glass box of comfort & serenity has been realized in this transparent home. You can see through it from east to west, enveloping you in two environments simultaneously. Sited with exquisite landscaping details including sculptured serpentine wall, stone fountains, croquet/soccer pitch on 2.54 Acre of privacy. Featuring Smart House technology, exquisite cherry woodworking throughout, notably in dream kitchen, elevator,gallery,library, wine cellar, gas radiant heat, fire pit, generator and more! apparent extravagances of copper roof& bronze railings are typical of measures taken. Extra 40,104 SF LOT included with storage barn at 30 Salt Marsh for more estate potential.

Listed by Phyllis N Power of William Raveis RE & Home Serv.

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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

72 Main, Chatham, MA 02633

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

Est. Mortgage: $/month

MLS Number 21717503

  • Single Family
  • Acreage 1.17
  • Village Chatham
  • Lot Size Square Feet 50965
  • Bedrooms 5

LIGHTHOUSE BEACH is your front yard Overlooking the Atlantic Ocean and Chatham Harbor with the best white sand beach one could imagine. This incredible FIVE bedroom, 4 1/2 bath home built by Polhemus, Savery and DeSilva is truly spectacular. This most sought after Chatham location is a short walk to town and the private beachfront of this caliber is not only rare but impossible to find. First floor master bedroom, a chef's kitchen, fabulous dining room, a livingroom with fireplace and a covered porch for your rocking chairs for you to soak in the view from. There are 4 more bedrooms upstairs and the finished lower level is truly incredibly finished to make you feel as though your are on a yacht. Please review the pictures and you will agree ! There are stone patios and outdoor fireplace...

Listed by Rick Smith of Chatham Real Estate, LLC

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: 3.94% last updated on 2017-12-21

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
  • Acreage 0.96
  • Village Chatham
  • Lot Size Square Feet 41818
  • Bedrooms 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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

141 Cotchpinicut, Chatham, MA 02633

Price$4,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21713971

  • Single Family
  • Acreage 1.03
  • Village Chatham
  • Lot Size Square Feet 44867
  • Bedrooms 8

This multi generational landmark, legacy compound is perfectly situated on one of Chatham's most sought after streets. Main house with gorgeous raised wood paneling, over sized kitchen and great room opens to lush gardens and in ground pool area perfect for entertaining family and friends. The master suite features stunning ocean views and private oversized deck. Guest house offers a spacious billiards/game room and loft area and two bedrooms. There is also an additional separate one bedroom apartment attached. This is a once in a lifetime offering at the end of a very special street. The estate is steps to a private sandy neighborhood beach. Watch the video tour to get a better perspective!

Listed by Team Guthrie - Mabile of Robert Paul Properties, Inc.

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

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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 April 26, 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.