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Osterville

186 Windswept Barnstable MA 02655

Barnstable, MA186 Windswept Way

Price$18,800,000

Est. Mortgage: $/month

MLS Number 22104798

  • Single Family
  • Village Osterville
  • Year Built 1933
  • Bedrooms 8
  • Bathroom 8

Waterfront Legacy Property on Oyster Harbors! Perched on an elevated four-acre lot overlooking Cotuit Bay sits this striking example of a Tudor style residence designed by renowned Architect Clifford Allbright in 1933 and since beautifully maintained and updated in harmony with the original design. Refined architectural details set the tone in this grand home with over 10,000 sq. ft. of living space, an inground pool, a boathouse with extraordinary views, fireplace, sitting area and changing rooms, 437 linear feet of water frontage and a substantial deep-water dock, all combining to create an exceptionally rare offering in arguably one of the finest locations of Oyster Harbors. As you enter this home you will find yourself in a timeless and enchanting foyer that is equally refined with an impressive custom spiral staircase. Gracious formal living and dining rooms feature well-proportioned and spacious areas with soaring ceilings and wood and slate flooring, custom arched windows and doors and multiple fireplaces. Floor to ceiling walls of windows flood the rooms with natural light and beautiful water views are found throughout. A spacious great room anchors the home and provides the ideal meeting place. This home offers eight bedrooms including a spacious primary suite featuring fabulous water views, fireplace, and adjoining office/library. This lovingly preserved estate boasts perfectly landscaped park-like grounds with multiple garden beds, breathtaking in their array of colors flanking the property on all sides, rolling green lawns, and a wraparound patio overlooking the gardens and water creating an ideal backdrop for entertaining family, friends, and large social gatherings. The exceptional architectural design of this home and its magnificent one-of-a-kind waterfront setting, create an opportunity that will surely captivate the most discerning buyer. There really is no comparison! The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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198 & 227 Bridge Barnstable MA 02655

Barnstable, MA198 & 227 Bridge Street

Price$16,900,000

Est. Mortgage: $/month

MLS Number 21904886

  • Single Family
  • Village Osterville
  • Year Built 1900
  • Bedrooms 9
  • Bathroom 7

Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.

Listed by Reciprocal Agent of Reciprocal Office

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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333-359 Seapuit Barnstable MA 02655

Barnstable, MA333-359 Seapuit Road

Price$13,200,000

Est. Mortgage: $/month

Pending

MLS Number 22100348

  • Lots and Land
  • Village Osterville

Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over eight pristine acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion while in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, protected deep water dock, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas and Wianno and Oyster Harbors clubs.

Listed by Paul E Grover and Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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333-359 Seapuit Barnstable MA 02655

Barnstable, MA333-359 Seapuit Road

Price$13,200,000

Est. Mortgage: $/month

Pending

MLS Number 22100361

  • Single Family
  • Village Osterville
  • Year Built 1914
  • Bedrooms 6
  • Bathroom 4

Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over eight pristine acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion while in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, protected deep water dock, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas and Wianno and Oyster Harbors clubs.

Listed by Paul E Grover and Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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183 Bay Barnstable MA 02655

Barnstable, MA183 Bay Street

Price$6,995,000

Est. Mortgage: $/month

Pending

MLS Number 22005399

  • Single Family
  • Village Osterville
  • Year Built 2016
  • Bedrooms 4
  • Bathroom 5

Magnificent seaside estate boasts exquisite architectural finishes, commanding views of North Bay, lush meadows, and private dock. Masterfully built in 2016 by Peter Boyle, this gracious residence has been meticulously designed by Ivan Bereznicki to capture sensational water and golf course views while effortlessly blending the finest craftsmanship with luxurious amenities to create an idyllic seaside retreat. Highlights include state-of-the art kitchen with superb finishes, waterside fireplaced living room, paneled library with built-ins, splendid master suite, three handsome guest bedrooms with en suite baths, and serene vistas from nearly every richly appointed room. Tucked away yet close to village amenities, this one-of-a-kind masterpiece is the pinnacle of refined coastal living.

Listed by Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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92 North Bay Barnstable MA 02655

Barnstable, MA92 North Bay Road

Price$6,250,000

Est. Mortgage: $/month

Pending

MLS Number 22000918

  • Single Family
  • Village Osterville
  • Year Built 1981
  • Bedrooms 6
  • Bathroom 7

Fabulous waterfront residence overlooking the beautiful waters of North Bay in the private gated community of Oyster Harbors. Sweeping water views greet you as you enter this stunning 6,482 square foot home featuring 6 bedrooms including 2 spacious first floor master suites, a beautifully designed kitchen, generous living and dining rooms and a stunning great room with expansive walls of windows and elevated ceilings blending indoor and outdoor living. This special property has had many upgrades and features exceptional attention to detail throughout. The lower level is finished with an entertainment room, home theater and spacious office with custom built-ins. Panoramic water and golf course views, an in-ground pool with pool house and private and substantial deep water dock combine to create the finest elements in seaside living. Information contained herein is believed to be accurate but should be independently verified by prospective buyers.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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48 Oyster Barnstable MA 02655

Barnstable, MA48 Oyster Way

Price$5,800,000

Est. Mortgage: $/month

MLS Number 22105240

  • Single Family
  • Village Osterville
  • Year Built 2005
  • Bedrooms 5
  • Bathroom 7

Tucked away on a private drive is this stunning contemporary residence located in the renowned gated community of Oyster Harbors. A grand foyer leads to the beautifully designed interior spaces showcased with soaring ceilings, gleaming hardwood floors and rich architectural detailing. With 9,859 sq. ft. the main residence offers a total of 5 bedrooms and 5 full and 2 half bathrooms and a Savant smart home system. The principal rooms are adorned with columns providing the ideal backdrop for formal entertaining. There is a spectacular and centrally located gourmet kitchen, fabulous great room with custom stone fireplace, luxurious 1st floor master suite with adjacent office and a light filled garden room. Other highlights include formal living and dining rooms, breakfast nook, butler's pantry as well as on the second floor four bedrooms, a large office/playroom and spacious media room. This magnificent residence sited on 1.52 acres features a lavish outdoor environment complete with in-ground salt water pool, outdoor fireplace, gardens, green lawns, ample patio spaces, an attached 2 car garage and detached 3 car garage with bonus room and full bathroom above.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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46 Little Island Barnstable MA 02655

Barnstable, MA46 Little Island Drive

Price$4,795,000

Est. Mortgage: $/month

Pending

MLS Number 21905860

  • Single Family
  • Village Osterville
  • Year Built 1998
  • Bedrooms 5
  • Bathroom 6

Little Island in Osterville provides a picturesque setting for what has long been a family-loved estate overlooking West Bay. This spacious, custom-built residence is situated on a little less than 3 acres of meticulously manicured grounds, all tended to by a certified Master Gardener.Spanning 5,680 square feet this exceptional home provides the perfect balance between open living space and private quarters for family and guests alike. Beautifully appointed with gleaming hardwood floors and an open floor plan, the main level will leave you speechless. A grand, two story family room, just off the large eat-in kitchen, opens seamlessly onto the water via floor-to-ceiling windows and doors. A sizable living room, dining room and pantry complete the first floor. The ultimate home retreat, the impressive master suite comes outfitted with French doors that lead to a private salon. Beyond the walls, family and friends will find serenity on the spacious bluestone patio, all surrounded by verdant gardens and breathtaking water views. A shared dock and beach on the water of West Bay complete this very special and beloved Little Island property.

Listed by Jack Tobin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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38 Bay Barnstable MA 02655

Barnstable, MA38 Bay Street

Price$3,850,000

Est. Mortgage: $/month

MLS Number 22105797

  • Single Family
  • Village Osterville
  • Year Built 1724
  • Bedrooms 4
  • Bathroom 4

A unique property nestled in the quaint village of Osterville..a historic renovation tastefully restored by Scott Crosby Builder with all today's modern amenities including a wonderful addition that houses a chef's kitchen, 4 season sunroom, primary suite with office, walk in closet, bathroom & bedroom. Over the 3 car attached garage addition, you will find another living area with 2 bedrooms, bathroom, wet bar separate from other living areas for a private guest retreat.In the historic front section there is a bedroom, full bath & living area with original beams & reproduction windows, hardware & back to back gas fireplaces . This section of the house was raised & a full basement was added.In the addition part of the house the basement contains a wonderful game room/den & ample storage. Exit from lower level is a double door with storm shutters on all windows & double door.The original carriage house was relocated to the lower portion of the property with ground level storage & guest quarters on 2nd level.This property has it all! Perfect for multi-generational living convenient to the village for shopping, restaurants, beaches, golf ,farmer's markets,etc. Not to be missed!

Listed by Janet A Gosselin and Kevin P Cosgrove of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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192 Sea View Barnstable MA 02655

Barnstable, MA192 Sea View Avenue

Price$3,695,000

Est. Mortgage: $/month

Pending

MLS Number 22105464

  • Single Family
  • Village Osterville
  • Year Built 1935
  • Bedrooms 4
  • Bathroom 4

A master Swiss watchmaker takes a myriad of intricate, carefully curated parts and brings them together into a finely crafted timepiece. It is at once a work of art and function as each of the intricate parts work together in seamless harmony. The result: a timepiece that is timeless. And so it is with 192 Sea View Avenue: countless architectural elements from hinges to faucets; stonework inside and out, wood moldings and curated light fixtures that complement naturally lighted spaces; all coming together into an efficient, jewel-like home that is both an extraordinary residence and living art. A pristine four bedroom residence with glimpses of Nantucket Sound, traditional Cape Cod exteriors and light-filled interiors boasts the highest level of luxury appointments. Celebrate and enjoy the art of living in a timeless sea inspired masterpiece. Please verify all information contained herein.

Listed by John B Cotton,Jr of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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83 Bunker Hill Barnstable MA 02655

Barnstable, MA83 Bunker Hill Road

Price$3,650,000

Est. Mortgage: $/month

MLS Number 22101858

  • Single Family
  • Village Osterville
  • Year Built 1983
  • Bedrooms 5
  • Bathroom 7

This stunning, 5 bed, 6 & 1/2 bath 5700+ sq ft home sits on 3 acres with a dazzling pool in the desirable Seapuit area lending easy access to historic Osterville. Greeted by a beautiful staircase, glowing oak floors, and elegant wainscoting the tall windows pour natural light into the spacious living spaces with gorgeous coffered ceilings. The stunning brand new kitchen boasts marble countertops, bright white cabinetry, and stainless steel gourmet appliances, which includes 2 dishwashers & 2 subzero refrigerators, and a wine cooler. Conveniently placed on the 1st floor the primary bedroom features two beautifully updated his and her bathrooms. The remaining bedrooms are open and generous while the bathrooms have been beautifully updated. Outside, a vast deck, the pool house with kitchenette and bar, with the water rights to Dam Pond (access to Nantucket Sound) mean there is always plenty to do. Extra features include a whole house generator, a heated three-car garage, outdoor shower, two laundry rooms and more. Enjoy elegant Cape Cod living in this striking home, come view today!

Listed by Danny M Griffin of Griffin Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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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405 Bridge Barnstable MA 02655

Barnstable, MA405 Bridge Street

Price$3,500,000

Est. Mortgage: $/month

MLS Number 22102855

  • Single Family
  • Village Osterville
  • Year Built 2000
  • Bedrooms 5
  • Bathroom 6

''Coming Home,'' two words that when paired create powerful feelings, emotions and expectations. Coming Home, where we are welcomed, we are safe, we are embraced. I could write endless paragraphs about this phenomenal 6,700 Square Foot five Bedroom shingle style masterpiece set on 1.13 Acres of Park Like grounds. I could even write about the two and a half story ceilings, superb workmanship and glimpses of West Bay. You can learn all that and more from the fact sheet. I would rather talk about Coming Home... because even though I don't live here, it's exactly how I feel each time I visit here. Hard to explain: It's the feeling of a great home, one that is solid, one results from a feast for the eye... yes, one that embraces you when you enter. You should experience this. 405 Bridge Street. Come visit, experience and fall in love. Come home. Please verify all information contained herein.

Listed by John B Cotton,Jr of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 2021
* 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 TourAsk A QuestionMore Details

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 Frank Sullivan Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Frank Sullivan Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated September 27, 2021. All properties are subject to prior sale, changes, or withdrawal.

Frank Sullivan Real Estate 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.