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      Osterville MA Homes for Sale

      Find the latest homes for sale in Osterville, MA with Buyer Brokers of Cape Cod. Save your favorite listings to your account. If you don't have an account with us, you can register here. You'll be able to keep track of your saved listings and when new properties match your search criteria.

      Be sure to contact us to schedule a showing for any listing below or if you have any questions about the Cape Cod real estate marker.

      198 & 227 Bridge Barnstable MA 02655

      Price$25,000,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21904886

      • Single Family
      • Village Osterville
      • Year Built 1900
      • Bathroom 7
      • Full Bathrooms 6

      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 Member of Reciprocal Office

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      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.6% last updated on 2019-08-15

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

      51 Sunset Barnstable MA 02655

      Price$16,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21902719

      • Single Family
      • Village Osterville
      • Year Built 1918
      • Bathroom 7
      • Full Bathrooms 5

      Perched upon an elevated almost ten-acre bay front parcel sits an exceptionally rare offering in arguably the finest location of Oyster Harbors. ''Faraway,'' as it is known, evokes the elegance of a bygone era and features commanding vistas of Cotuit Bay, Sampson's Island, Nantucket Sound, and on the horizon, Martha's Vineyard. Stately manicured grounds include sweeping lawns on all sides, a rose garden, gated swimming pool, and a wooden staircase along the breakwater down to a deep-water dock large enough for a substantial yacht.Tastefully updated over the course of 40+ years of single-family ownership, the main home has been meticulously maintained and almost all rooms enjoy a water view. In the entry hall you are greeted with sweeping views through floor-to-ceiling windows. Step-down into the formal loggia for entertaining; a wood-burning fireplace provides warmth and cheer. In the east-wing of the house is a stately living room with lovely built-ins and a Dutch door opening onto a cozy sun room overlooking the bay, lawn, and swimming pool. In the west-wing is an entertainer's dream dining room with seating for twelve or more, a fireplace, a built-in mirrored china cabinet and dutch-door to gardens. Through a classic butler's pantry with a sink and shelving is a large, open concept kitchen with commercial-sized refrigerators, island and casual TV/family room with a breakfast nook. A set of back-stairs provide easy access to the second-floor. An elevator and grand staircase with double-landings in the entry hall leads to a bright second-floor gallery. Two large guest bedrooms each have their own baths providing luxurious accommodations for guests. A central master bedroom with en-suite bath and two separate dressing rooms enjoys stunning water views. In the west-wing are two overflow guest bedrooms each with their own baths, second-floor laundry, and an outdoor second-floor deck overlooking the rose garden and water. There is an unfinished third-floor providing ample storage with the possibility of a conversion to additional living spaces. A detached carriage house with garage has two guest bedrooms, a full kitchen, bathroom, and a common area complete this offering. "Faraway" is an original Oyster Harbors property, the perfect waterfront estate ideal for high level entertaining, private family functions and the most discerning of buyers.

      Listed by Robert B Kinlin of Robert Paul Properties, Inc.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      255 Eel River Barnstable MA 02655

      Price$11,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21900851

      • Single Family
      • Village Osterville
      • Year Built 2005
      • Bathroom 8
      • Full Bathrooms 5

      There are three possible benefits to living beside the sea: Views, beach and boating. Most properties offer one of these and most offer no more than two. This extraordinary residence offers ALL the benefits of living on the water and takes it even further. A private location within close proximity to the village center, west-facing views, pool and a painstakingly designed, built and maintained estate residence. Enjoy this extraordinary opportunity to experience the best of Osterville sea side living. Please verify all information contained her

      Listed by John A Largay, Jr of Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      49 Oyster Barnstable MA 02655

      Price$8,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21905196

      • Single Family
      • Village Osterville
      • Year Built 2001
      • Bathroom 7
      • Full Bathrooms 6

      The address is coveted. The legacy is yours forever. This stunning waterfront estate, located in the gated community of Oyster Harbors, reflects luxury living at its finest. Encompassing 2.2 acres, the 7,500 sq. ft custom designed residence balances warmth, elegance and comfort. Designed to make the most of the outdoors, this exquisite property boasts enclosed porches, beautiful patios, sprawling landscape, majestic pool, tennis court, long circular drive and private deep-water dock. The five-bedroom main residence is distinguished by striking design and impeccable workmanship. Uncompromising attention to detail is evidenced by the beautiful mouldings, custom millwork and beams, spectacular gourmet kitchen, custom home office and master suite with spa-like bath and private sitting area to name just a few of the highlights of this exceptional residence. A two-bedroom guest house mirrors the extraordinary design and fine finishes evident throughout this property. This is a special opportunity to create lasting memories in this extraordinary waterfront estate in one of the most sought-after communities on the Cape. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

      Listed by Robert B Kinlin of Robert Paul Properties, Inc.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      995 Sea View Barnstable MA 02655

      Price$8,795,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21807495

      • Single Family
      • Village Osterville
      • Year Built 1996
      • Bathroom 4
      • Full Bathrooms 3

      Taking its name from the Italian expression for blissful relaxation, Far Niente is a rare Cape Cod retreat offering unparalleled views. Designed by lauded architect Royal Barry Wills, the four-bedroom home was is filled with classical New England charm--from wainscoting and crown molding to hardwood floors and eye-catching archways--and offers a light-filled living room with a fireplace and built-in bookshelves; a formal dining room; a modern kitchen with high-caliber appliances, an island, generous cabinets, and an adjoining den; a wraparound veranda; and a generous brick patio. The master bedroom includes a private deck. A family room with a full bath is tucked above the two-car garage. The 1.06-acre property includes 300 feet of frontage on Cape Cod, a serene beach, and a deepwater dock. Taking its name from the Italian colloquial expression for blissful relaxation, the estate known as Far Niente is a rare retreat on the water in Cape Cod, offering views unparalleled elsewhere on that rarified peninsula. Epitomizing the elegance and charm of New England, the four-bedroom home was designed by American architectural firm of Royal Barry Wills, lauded for their mastery of the Cape Cod–style home. Lovingly maintained, it boasts superior-quality construction, a pitched gabled roofline with timeless shingles, two stately chimneys, whimsical oval windows, and other hallmarks and embellishments of the region's quintessential style. The 5,900-square-foot residence is filled with classical features, from wainscoting and crown molding to warmly hued hardwood floors and a delightful stairway with spindle balusters, newel posts, and finials. Nearly every major room is introduced by an eye-catching archway, and while ceilings soar to airy heights, the ambience is warm, comfortable, and inviting. The light-filled living room features a fireplace, built-in bookshelves, and a sitting nook in a windowed bay; in an ideal configuration for elegant entertaining, the formal dining room adjoins. The home offers additional space for living, entertaining, and relaxing on an enchanting covered wraparound porch and a generous brick patio. The kitchen includes high-caliber appliances, an island, generous cabinets, and an adjoining family room. On the upper level, three bedrooms feature sitting areas, and the master bedroom includes a private rooftop deck designed for appreciation of the enviable views. A family room with a full bath is tucked above the two-car garage. The location, on desirable Sea View Avenue, is both quiet and coveted. The 1.06-acre property encompasses 300 feet of frontage on Cape Cod along with a serene sandy beach and a deepwater dock—the ideal setting for appreciating sunsets and watching majestic seagoing vessels sail by.

      Listed by John A Largay, Jr of Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      979 Sea View Barnstable MA 02655

      Price$7,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21609913

      • Single Family
      • Village Osterville
      • Year Built 1928
      • Bathroom 8
      • Full Bathrooms 7

      Land's End, a classic Old World Estate situated on 4.15 acres where the waters and shores of Nantucket Sound meet Osterville's West Bay, is available for the first time in 100 years. Grand, yet unpretentious, the home provides three floors of gracious entertaining and living spaces for family and guests, and offers unsurpassed panoramic water views spanning Nantucket Sound and down the Seapuit River to the West. A classic beach cabana with an expansive deck overlooking the private 500+ feet of white sand beach, brings you back to an era of easy summer living. The boat house provides storage for numerous boats and allows for easy launching from the beach. A private tennis court adds to the resort lifestyle and fits nicely into the natural landscape of the estate. This is truly a once in a life time opportunity to capture this spectacular and rare location with frontage on both Nantucket Sound and West Bay, and create your own memories for generations. Buyers to verify all information.

      Listed by Peggy Rowland of Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      250 Windswept Barnstable MA 02655

      Price$7,795,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21801808

      • Single Family
      • Village Osterville
      • Year Built 1925
      • Bathroom 5
      • Full Bathrooms 3

      Please see our Virtual Tour. Magnificent Oyster Harbors. Just under 5 acre Estate. Dock will accommodate a 48' boat. Completely remodeled and updated. Private, gated community with 24 hour Security. Elegant tree lined entrance welcomes you to ''Windswept''. Sandy beach and water views of the Bay and Nantucket Sound. Desirable Southwesterly exposure. Tennis court and pool. The main floor has a Great Room, Study, and Dining Room all open to enclosed sun porch and all with spectacular water views. Gourmet kitchen with open water views. Master bedroom suite with spacious modern bath and balcony overlooking the Bay and Sound. Ample guest rooms with baths. New windows,roof, heat, electric and plumbing. 3 car garage.

      Listed by Herb Pheeney of Oyster Real Estate

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      501 Eel River Barnstable MA 02655

      Price$7,250,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 21801408

      • Single Family
      • Next Open House: Sat 24th 10:00 am - 12:00 pm
      • Village Osterville
      • Year Built 2018
      • Bathroom 9

      Experience the ultimate lifestyle in this custom designed waterfront home with expansive views of Eel River and Nantucket Sound. Nearing completion, this new and stunning residence sited on 2.4 acres, offers beautifully-sized interiors and lavishly landscaped exteriors with pool, pool house and private dock. With over 8,000 square feet of living space, entertain with ease in a home built to impress. Host dinner parties for many or relax with family and friends in the spectacular great room overlooking the western setting sun and the beautiful waters of Eel River. The six- bedroom home offers luxury features such as a sophisticated library, home theatre, lavish master suite, state of the art kitchen, custom milled wide plank Cherry flooring, Sonos whole house sound system and a 9 zone Hydro air system. With private living space above an attached 3-car garage and a large entertainment room with balcony on the 3rd level, this property offers a refined lifestyle by the sea. Just minutes to the luxury boutiques and fine dining in Osterville village. Note: This home is virtually staged.

      Listed by Robert B Kinlin of Robert Paul Properties, Inc.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      81 & 73 Oyster Barnstable MA 02655

      Price$7,050,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21610144

      • Single Family
      • Village Osterville
      • Year Built 1999
      • Bathroom 8
      • Full Bathrooms 6

      Exceptional waterfront estate located within the premier gated community of Oyster Harbors featuring breathtaking views of West Bay and Nantucket Sound, an in ground pool, private deep water dock and a separate one acre buildable lot. This stunning five bedroom residence with lush landscaping and light filled interior spaces has been thoughtfully designed and offers expansive windows with beautiful water views. Anchoring the home is a well-equipped kitchen with a spacious dining area opening into a great room with vaulted ceilings and fireplace. There's a handsome study/den and spacious and elegant first floor master bedroom. Custom columns, built-ins and beautiful wood floors enhance these spaces. Additional bedrooms on the 2nd level along with a private bedroom suite with sitting room, kitchen and bath all combine to create the ideal setting for family gatherings or large scale entertaining.

      Listed by Robert B Kinlin of Robert Paul Properties, Inc.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      248 North Bay Barnstable MA 02655

      Price$6,390,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21712514

      • Single Family
      • Village Osterville
      • Year Built 1970
      • Bathroom 10
      • Full Bathrooms 8

      This stately waterfront estate is located in the private gated golf community of Oyster Harbors. Refined architectural details set the tone in this expansive seventeen room home with over 9,000 sq. ft. of living space featuring a chef's kitchen, formal dining room, living room with fireplace and first floor master suite with fireplace and sitting area. The stunning great room showcases the views of Cotuit Bay with expansive windows. Three separate wings on the second floor allow plenty of privacy for friends and family. The impressive lower level contains two game rooms, a large play room and a wine cellar. Complete with in-ground pool and spa overlooking the Bay and a stretch of private sandy beach. Truly an impressive property!

      Listed by Robert B Kinlin of Robert Paul Properties, Inc.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 3.6% last updated on 2019-08-15

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

      This site was last updated August 22, 2019. All properties are subject to prior sale, changes, or withdrawal.

      Buyer Brokers of Cape Cod 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.

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