Chatham MA Bed & Breakfasts

Search currently listed bed and breakfasts for sale in Chatham, MA. Find a variety of properties in this ideal Cape Cod town.

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97 Tilipi, Chatham, MA 02633

Price$17,500,000

Est. Mortgage: $/month

MLS Number 21306159

  • Single Family
  • Village Chatham
  • Year Built 2010
  • Bathroom 10
  • Full Bathrooms 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

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Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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67 Wilkey, Chatham, MA 02633

Price$13,500,000

Est. Mortgage: $/month

Pending

MLS Number 21607479

  • Single Family
  • Village Chatham
  • Year Built 2005
  • Bathroom 9
  • Full Bathrooms 7

A Masterpiece...landmark home, truly one of the best located waterfront estates in Chatham. The home overlooks the Atlantic Ocean, inner harbor and passing boats but is protected by both a seawall and rock revetment. Very private setting, yet a short stroll to downtown. Built to highest standards, this home has 6 ensuite bedrooms, high ceilings throughout, media room,large family gathering area off kitchen, elevator and several outdoor seating areas overlooking beautiful gardens and a 180 degree view of the ocean. There is room for a large pool, loads of closets and storage space and 3-car garage with ample space for parking. This is an impeccably maintained home for extended family and grand entertaining.

Listed by Bill W Storff of Pine Acres Realty

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Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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 Tilipi Run, Chatham, MA 02633

Price$9,900,000

Est. Mortgage: $/month

MLS Number 21607303

  • Single Family
  • Village Chatham
  • Year Built 2003
  • Bathroom 6
  • Full Bathrooms 4

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

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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74 Sears Point, Chatham, MA 02633

Price$6,750,000

Est. Mortgage: $/month

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

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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113 Seapine, Chatham, MA 02633

Price$5,695,000

Est. Mortgage: $/month

MLS Number 21714366

  • Single Family
  • Village Chatham
  • Year Built 2017
  • Bathroom 6
  • Full Bathrooms 5

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

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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24 Captain Sears, Chatham, MA 02633

Price$4,999,999

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

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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155 & 157 Bridge, Chatham, MA 02633

Price$4,995,000

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

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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581 Shore, Chatham, MA 02633

Price$3,999,999

Est. Mortgage: $/month

MLS Number 21802947

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 7
  • Full Bathrooms 6

A rare offering on Shore Road in Chatham. A brand new residence to be built in one of Chatham's most desirable areas. This classic home will encompass over 4,000 sq. ft of living space and provide its owners with luxury modern conveniences suitable for today's discerning buyer. This 5 bedroom, 6 and a half bath home features an inviting open floor plan, great room, chef's kitchen with focus on a large center island, first floor master suite, and blue stone patio area ideal for outside entertaining. A bright breakfast nook, formal dining room, laundry room, and butler's pantry are also planned. Additional amenities include detailed wood work throughout, 2 gas fireplaces, cobble driveway apron, irrigation, lush landscaping, and 2 car garage.

Listed by Doug Grattan of Chatham Properties Group

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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257 Stage Harbor, Chatham, MA 02633

Price$3,500,000

Est. Mortgage: $/month

MLS Number 21712414

  • Single Family
  • Village Chatham
  • Year Built 2004
  • Bathroom 5
  • Full Bathrooms 4

Price Reduced ! Fabulous Chatham near town location on the ''Loop.' Built in 2004 this Luxurious Captains Style home with architectural detail is generously sized and features a significant gathering room with a spacious gourmet kitchen, and breakfast area.This is accentuated with a giant fireplace and access to a sizeabe screened porch. There are 4 bedrooms, including a very private master bedroom suite,that includes a sizable master bath with lots of extras including a heated tile floor. The other bedrooms have individual baths. The fourth bedroom over the garage is also spacious and plenty of privacy accessible by a separate staircase.Downtown Chatham with its quaint shops,restaurants and band concerts are but a short distance away as are Oyster Pond Beach and Stage Harbor. Access to the ''Widows Walk'' by staircase give another dimension of grandeur of this stately home. The grounds are second to none and feature in-ground irrigation and an outdoor shower.It is spectacular

Listed by Harry M Cutts of William Raveis RE & Home Serv.

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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185 Queen Anne, Chatham, MA 02633

Price$3,499,900

Est. Mortgage: $/month

MLS Number 21802781

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 6
  • Full Bathrooms 3

A brand new 3,400 sq. ft. residence built by Eastward Companies located in desirable down town Chatham. You'll find quaint shops, restaurants and popular Oyster Pond Beach steps away. Construction starts soon providing time to customize and make it your own. This gracious home has been designed with an open floor plan suitable for today's style of living. The first floor features an impressive gourmet kitchen, spacious great room with gas fireplace, dining area, bright sunroom, covered porch, and master suite. The second floor features views of Oyster Pond along with a spacious deck and casual family room with wet bar. Two additional bedrooms, each with private baths, and powder room complete the second floor. A lower level recreation room with half bath provides additional space. Notable amenities include a 2 car garage under, spacious deck off the back, stone patios and walkways, lush landscaping, irrigation, central air conditioning, and detailed woodwork throughout.

Listed by Doug Grattan of Chatham Properties Group

{$office->Name}

Provincetown Office
405 Commercial Street
Provincetown MA, 02567
Office: 508.487.6111

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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This site was last updated July 21, 2018. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. 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.