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$19,995,000

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

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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: 4.46% last updated on Mar 1, 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
  • Acreage 1.26
  • Village Chatham
  • Lot Size Square Feet 54885
  • Bedrooms 6

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: 4.46% last updated on Mar 1, 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
  • 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

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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: 4.46% last updated on Mar 1, 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
  • 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

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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: 4.46% last updated on Mar 1, 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
  • 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

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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: 4.46% last updated on Mar 1, 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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72 Main, Chatham, MA 02633

Price$5,000,000

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

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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: 4.46% last updated on Mar 1, 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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141 Cotchpinicut, Chatham, MA 02633

Price$4,900,000

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.

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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: 4.46% last updated on Mar 1, 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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21 Captains Cove, Chatham, MA 02650

Price$3,999,900

Est. Mortgage: $/month

MLS Number 21505531

  • Single Family
  • Acreage 0.85
  • Village North Chatham
  • Lot Size Square Feet 37026
  • Bedrooms 5

Overlooking Ryder's Cove with a deep water dock, this fabulous waterfront home built by Eastward Companies delivers an incomparable waterfront lifestyle. Boasting an exceptional five bedrooms, six and half bath open floor plan design, the interiors exude luxury with top amenities and fine appointments. The home opens to a striking great room with fireplace and gourmet kitchen with state of the art appliances, pantry and walk-in laundry. There's a luxurious first floor master suite and above are four light-filled en-suite bedrooms, as well as family room with wet bar and fireplace. A private bonus room with full bath above the garage is accessed by the back stairway. The home is complete with an impressive finished lower level with bath and gleaming wood floors. Spectacular waterfront home. facing exposure, multiple outdoor stone living spaces, a two car garage, this home is a showcase seaside retreat.

Listed by Chris Rhinesmith of Pine Acres Realty

{$agent->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: 4.46% last updated on Mar 1, 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$3,850,000

Est. Mortgage: $/month

MLS Number 21712414

  • Single Family
  • Acreage 0.5
  • Village Chatham
  • Lot Size Square Feet 21780
  • Bedrooms 4

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 the Stage Harbor Waterfron 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.

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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: 4.46% last updated on Mar 1, 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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136 Shattuck, Chatham, MA 02633

Price$3,495,000

Est. Mortgage: $/month

MLS Number 21701369

  • Single Family
  • Acreage 0.91
  • Village Chatham
  • Lot Size Square Feet 39639
  • Bedrooms 4

In a spectacular and tranquil setting, just steps from Chase Park and Chatham Village is the site of this designed to be built residence. Designed by the highly-praised firm, Polhemus Savery DaSilva Architects Builders, the offering comprises newly conceived building plans for a four-bedroom contemporary shingle-style retreat. Set on nearly an acre of land that can accommodate a pool and lushly landscaped yard, this home also has deeded access to Mill Pond. The main level interior evokes open space and functionality with a large family room, a professionally-equipped kitchen and dining area, en-suite master bedroom, laundry room, mudroom, pool room, two powder rooms and luxurious screened porch. The second-floor features three en-suite bedrooms and a bonus room above the two-car garage.

Listed by Chris Rhinesmith of Pine Acres Realty

{$agent->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: 4.46% last updated on Mar 1, 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 April 25, 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.