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Chatham MA Real Estate

Browse through Chatham, Cape Cod real estate listings below to find your next property! Situated on the "elbow" of the Cape, you'll be sure to find quintessential Cape Cod real estate in Chatham, including single family homes, condos, commercial properties, land, and multifamily homes. Buy a property right on Main Street, with a view of the famous Chatham Lighthouse, or right on the beach!

Let us know if you would like to learn more about any of the listings below or set up a tour.  You can also sign up with our site to save all of your favorite Chatham properties and be notified when new listings match your search criteria.  

You may also like to browse homes in Orleans MA or homes in Barnstable MA.

97 Tilipi Chatham MA 02633

MLS Number 21306159

  • Single Family
  • Acreage 1.90
  • Village Chatham
  • Bedrooms 6
  • Bathroom 10

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. This idyllic property is incomparable on Cape Cod.

Listed by Pine Acres Realty

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

157 Wapoos Trail Chatham MA 02633

MLS Number 21305971

  • Single Family
  • Acreage 13.80
  • Village Chatham
  • Bedrooms 5
  • Bathroom 8

Iconic 13+ acre waterfront estate on Morris Island complete w/ a 5 bedroom 7 1/2 bath main house & a 40 X 30 foot boathouse w/ permanent dock & two side floats. On this sprawling property is a chapel, children's retreat, & garden shed. The Main house includes a two-story entry hall with circular staircase, living room, formal dining room, library, family room, sunroom, gourmet kitchen, screened porch, 5 bedrooms, 3 w/ private en suite bath, & all w/ spectacular water views.Additional features include a third floor craft room, a fireplaced billiard room on the lower level, & so much more!There are 6 other fireplaces in the main house & a wood stove in the boathouse. A golf cart to navigate from one breathtaking vista to another.The manicured gardens & long winding drive complete this incredible property.CLICK ON VIRTUAL MEDIA TOUR

Listed by John C Ricotta & Assoc.

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

96 Tilipi Run Chatham MA 02633

MLS Number 21503922

  • Single Family
  • Acreage 1.88
  • Village Chatham
  • Bedrooms 6
  • Bathroom 9

Sophisticated custom craftsmanship and world class detail abounds in every room of this magnificent Morris Island retreat located in a very private enclave in Chatham. Two stunning master suites and four additional en suite bedrooms all with sweeping views of the open Atlantic and beyond will envelope you, your family and friends with unending comfort and warmth. Gorgeous decks and patios on every level takes advantage of the tranquility and wonder this estate and surrounds has to offer. The open and thoughtful floor plan creates the most wonderful entertaining spaces as well as private spaces to get away from it all with a good book. The lower level features a fitness space, home theater space, family room and game room. Plans for in ground pool in place. Stroll your private sandy beach and experience the best life has to offer.

Listed by Robert Paul Properties, Inc.

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

MLS Number 21407880

  • Single Family
  • Acreage 6.63
  • Village Chatham
  • Bedrooms 5
  • 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 comprises 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 Pine Acres Realty

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

MLS Number 21410404

  • Single Family
  • Acreage 1.17
  • Village Chatham
  • Bedrooms 5
  • Bathroom 5

Lighthouse Beach is your front yard from this incredible FIVE bedroom, 4 1/2 bath home rebuilt by Polhemus Savery Dasilva. This is the most sought after location in all of Chatham with the benefits of a walk to town, private beachfront and expansive Atlantic Ocean views. The home itself is truly amazing with the attention to details. First floor master bedroom, a chef's kitchen, fabulous dining room, a living room with fireplace and a covered porch for your rocking chairs for you to relax and soak in all of the views. There are 4 more wonderful bedrooms upstairs and the lower level is the finest I have ever been in with it being built out like you are on a fine yacht. Please review the pictures and you will agree! There are stone patios, one with an outdoor fireplace and a set of steps down to the best beach in town. Truly a must see !

Listed by Chatham Real Estate, LLC

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

Whidah Road Chatham MA 02650

MLS Number 21407854

  • Lots and Land
  • Village Chatham

This Pleasant Bay waterfront property presents a unique opportunity to create a family compound that will be a summer gathering place for future generations. Currently the largest undeveloped waterfront listing in Chatham, the property consists of 6.3+/- acres configured into 2 lots with a 50% undivided interest in the sandy beachfront lot on Bassing Harbor. Conceptual plans for 2, 3, and 4 lot subdivisions are available. Chatham is located at the elbow of Cape Cod, half way between Falmouth and Provincetown and is about 90 miles from Boston and Providence. Highly regarded as one of the top summer communities on Cape Cod, it is close to Nauset beach, a famous surfing venue, and world-class saltwater fishing. There are 12 public and private golf courses within 10 miles of Chatham center as well as many fine shops and restaurants.

Listed by LandVest, Inc.

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

77 Old Wharf Chatham MA 02650

MLS Number 21504588

  • Single Family
  • Acreage 1.45
  • Village North Chatham
  • Bedrooms 9
  • Bathroom 11

RARE Opportunity in North Chatham to own 2 separately deeded Oceanview homes that sit adjacent to one another. The upper home at #93 Old Wharf is an exquisite 8, 000+ square foot 5 bedroom 7 bath home built in 1998 with every possible amenity including central A/C, absolutely beautiful construction throughout and an in-ground swimming pool. The separate home at # 77 Old Wharf Rd. is a 4 bedroom 4 bath home with central A/C built in 1964 with numerous upgrades throughout. The Oceanviews from both homes will truly amaze you. The two properties are being sold as a package at $ 6, 000, 000 and # 77 will not be sold separately. Please see the VIRTUAL TOUR of # 93 and also VIDEO to see the virtual tour of # 77 on the MLS listing. An advance appointment is required to view these two properties.Bedroom and Bath count in the listing are combined

Listed by Chatham Real Estate, LLC

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

80 Quasson Chatham MA 02633

MLS Number 21408013

  • Single Family
  • Acreage 0.54
  • Village Chatham
  • Bedrooms 4
  • Bathroom 3

Stunning, unobstructed panoramic views of Pleasant Bay, the Outer Beach and Atlantic Ocean located in the heart of Chatham. This property offers a unique opportunity to build the house of your dreams on the Pleasant Bay above the new flood zone. This wonderful house design by architect Karen Kempton has been approved by all of the town of Chatham permitting boards and is only awaiting the appeal period. Shortly, a 4 BR, 4.5 Bath, 5, 000 sf house with a pool will begin construction. There is still time for a potential buyer to help finalize the interior plans and the fit and finish before construction begins. Please note that this offer price does not include the cost of the brand new house. The views and proximity to water will knock your socks off. Properties like these are difficult to come anywhere on Cape Cod.

Listed by Bohman Thayer Real Estate

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

325 Whidah Chatham MA 02650

MLS Number 21504131

  • Single Family
  • Acreage 0.99
  • Village North Chatham
  • Bedrooms 5
  • Bathroom 6

North Chatham WATERFRONT with a 150 foot private, permanent, deepwater dock and sandy swimming beach! Don't miss this unique opportunity to own this spectacular property in highly desirable Cannon Hill. Set high on a bluff with awesome views over Bassing Harbor & the entrance to Ryder's Cove, with no flood zone or erosion worries, this glorious home offers three full floors of living & features 2 master suites, huge rooms, & amenities including an elevator, a custom grand staircase, extensive cabinetry, a spacious roof top widow's walk, AC, a lightning suppression system, security and a full-house automatic generator. The home is surrounded by beautifully landscaped grounds which include many specimen plantings. This home has it all, and there may not be another chance to own Chatham waterfront with a dock like this for generations

Listed by Orleans Village Properties, LLC

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

93 Old Wharf Chatham MA 02650

MLS Number 21500520

  • Single Family
  • Acreage 0.74
  • Village North Chatham
  • Bedrooms 5
  • Bathroom 7

Waterviews of the Atlantic and Chatham Harbor are everywhere from this spectacular 8, 000+ sq. ft. of living area home that took over 2 1/2 years to build. Situated on an elevated bluff it has a heated swimming pool, handbuilt stone walls and gorgeous landscaping everywhere. This is a five bedroom home with 5 full baths and 2 1/2 baths, and three levels of the highest quality materials and finest workmanship throughout. The home has a separate entrance and wing for guests, a first floor master, a sunroom, library/office, livingroom with fireplace and a gourmet chef's kitchen... The second floor has additional bedrooms that could all equally be considered master suites. Walk to Cotchpinicut or Scatteree beaches. This home is truly a masterpiece. Advance notice for an appointment required. SEE THE VIRTUAL TOUR FOR VIDEO, PHOTOS AND FLOOR PLAN

Listed by Chatham Real Estate, LLC

Martha Murray Real Estate
63 Lower County Road
Dennisport MA, 02639
Office: 508.394.2115

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.84% last updated on 2015-05-21

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

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