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      Osterville MA Waterfront Properties

      Find the latest waterfront properties 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.

      986 Sea View, Barnstable, MA 02655

      Price$11,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21715145

      • Single Family
      • Acreage 2.72
      • Village Osterville
      • Lot Size Square Feet 118483
      • Bedrooms 5

      Exquisite waterfront estate located on one of Cape Cod's most coveted streets combines the best of elegance, style and craftsmanship. This one of a kind French Mediterranean inspired home, with 2.72 acres, offers an unparalleled 620 feet of white sandy beach anchored by two substantial, private deep-water docks and unobstructed water views. The timeless and enchanting 7,000+ sq.ft. home with 5 bedrooms features well-proportioned rooms with high ceilings, wide planked floors, arched doorways, a stunning new gourmet kitchen and master bedroom with new bath. Enjoy dining al fresco on tiered terraces surrounded by colorful gardens and witness the amazing sunsets overlooking the Seapuit River and West Bay. This breathtaking home, with a two-bedroom updated guest house, remains close in proximity to upscale boutique shopping and fine dining. This is a unique offering that will captivate the most discerning buyer. There really is no comparison!

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

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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: 3.94% last updated on 2017-12-21

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

      421 Main, Barnstable, MA 02655

      Price$11,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21607681

      • Single Family
      • Acreage 5.46
      • Village Osterville
      • Lot Size Square Feet 237838
      • Bedrooms 9

      Overlooking the beautiful waters of East Bay and Nantucket Sound sits this sophisticated yet intimate waterfront estate. The current owners completely renovated the 11,578sf home from stem to stern with the highest grade materials and exceptional craftsmanship. Interior spaces are bathed in natural light with beautifully balanced living areas all oriented toward the water. You'll find a welcoming foyer with original wood floors, living and dining rooms with custom fireplaces, a spacious, well-equipped kitchen and a handsome library with hand pegged wood. Casual spaces for family and friends include a family room, sunroom and enclosed porch. The second level offers 2 master suites and 7 additional bedrooms. An expansive lawn, in-ground pool and scores of privacy trees dress the 5.46 acre site. A custom beach house enhances the private dock. The property offers a detached 5 car garage with a gorgeous 3 bedroom carriage house above for guests and extended family.

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

      {$agent->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: 3.94% last updated on 2017-12-21

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

      260 North Bay, Barnstable, MA 02655

      Price$11,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21609028

      • Single Family
      • Acreage 1.52
      • Village Osterville
      • Lot Size Square Feet 66211
      • Bedrooms 5

      Classic Cape Cod Estate! This stunning and traditional Royal Barry Wills waterfront residence sits on the banks of Cotuit Bay and offers magnificent water views, 275 feet of water frontage and inspirational sunsets. Capturing the luxurious spirit of Oyster Harbors, a private gated community, this home features elegant interiors with rich details, modern comforts and extraordinary views. Dramatic vaulted ceilings and expansive windows; sprawling master suite; chef's kitchen with two granite center islands; handsome home library; a fabulous entertainment room in the lower level; and formal and informal living spaces all provide ample room to host family and friends. The 1.52 acre site combines access to outdoor adventure and modern amenities in a natural setting. Add in a private 2 bedroom guest house, an in-ground pool, sandy beach and private dock, and this property takes your life to new heights!

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

      {$agent->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: 3.94% last updated on 2017-12-21

      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$9,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21609913

      • Single Family
      • Acreage 4.15
      • Village Osterville
      • Lot Size Square Feet 180774
      • Bedrooms 9

      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

      {$agent->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: 3.94% last updated on 2017-12-21

      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$9,800,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21801808

      • Single Family
      • Acreage 4.62
      • Village Osterville
      • Lot Size Square Feet 201247
      • Bedrooms 5

      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. Buyer to verify all information contained within.

      Listed by Herb Pheeney of Oyster Real Estate

      {$agent->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: 3.94% last updated on 2017-12-21

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

      461 Main, Barnstable, MA 02655

      Price$8,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21716102

      • Single Family
      • Acreage 1.32
      • Village Osterville
      • Lot Size Square Feet 57499
      • Bedrooms 5

      461 Main Street is the epitome of luxury waterfront living on Cape Cod. This exquisite estate is situated in the heart of Osterville overlooking East Bay and Nantucket Sound offering stellar views. From the minute you enter the dramatic front door you are impressed by the quality and attention to detail throughout. From the furniture quality windows and doors, custom bronze railings, wenge inlaid oak paneling and custom cherry cabinets you know no expense was spared. All 5 bedrooms are en suite and there is an elevator for easy access. You will enjoy entertaining whether by the infinity pool/spa, in the billiards/game room, in the theater or launching a boat from your private dock. The private office on the third floor offers the best view on Cape Cod! A magical lifestyle!!

      Listed by Witter Witter of Sotheby's International Realty

      {$agent->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: 3.94% last updated on 2017-12-21

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

      81 Oyster, Barnstable, MA 02655

      Price$8,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21610144

      • Single Family
      • Acreage 2.78
      • Village Osterville
      • Lot Size Square Feet 121096
      • Bedrooms 5

      Exceptional waterfront estate located within the premier gated community of Oyster Harbors. This stunning five bedroom residence with lush landscaping and breathtaking views of West Bay and Nantucket Sound combine to create the ideal waterfront setting. The dramatic, light filled interior spaces have been thoughtfully designed and offer 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 are perfect for family gatherings or large scale entertaining. Amenities include an in-ground pool and private deep water dock. Included in this offering is a separate one acre building parcel.

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

      {$agent->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: 3.94% last updated on 2017-12-21

      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$8,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21801408

      • Single Family
      • Acreage 2.4
      • Village Osterville
      • Lot Size Square Feet 104544
      • Bedrooms 6

      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.

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

      {$agent->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: 3.94% last updated on 2017-12-21

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

      75 Wianno Head, Barnstable, MA 02655

      Price$7,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21801816

      • Single Family
      • Acreage 3.11
      • Village Osterville
      • Lot Size Square Feet 135472
      • Bedrooms 5

      Magical is the only word to describe this extraordinary Wianno estate. Unparalleled luxury combined with panoramic vistas of West Bay and Oyster Harbors will enchant even those with the most refined taste. Sited on over three acres with over 120 feet of hard, sandy shoreline and a deep water dock, this six bedroom 7,488 square foot house includes updates and renovations by the award-winning Patrick Ahearn and maximizes the sense of openness and elegance. Light filters into every room, reflecting off the water of West Bay. Magnificent sunsets are often enjoyed due to the property's westerly exposure. Make yourself at home in this summer residence, where every day will feel like a vacation. Boaters will enjoy the access to the channel for easy trips to Martha's Vineyard and Nantucket.

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

      {$agent->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: 3.94% last updated on 2017-12-21

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

      92 North Bay, Barnstable, MA 02655

      Price$6,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21505905

      • Single Family
      • Acreage 0.89
      • Village Osterville
      • Lot Size Square Feet 38768
      • Bedrooms 7

      Luxury living in the private gated community of Oyster Harbors! Exclusive and luxurious waterfront residence overlooking the beautiful waters of North Bay offers the finest in seaside living. This special property has been creatively expanded and features exceptional attention to detail. The 6,742 square foot home offers 7 bedrooms with 2 first floor master suites, a beautifully designed kitchen, comfortable family room and great room with floor to ceiling walls of windows to take advantage of the stunning views. The lower level is complete with a home theater, entertainment room 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 an ideal setting for large scale entertaining and peaceful family living. Information contained herein is believed to be accurate, but should be independently verified by prospective buyers.

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

      {$agent->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: 3.94% last updated on 2017-12-21

      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$6,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21712514

      • Single Family
      • Acreage 1.4
      • Village Osterville
      • Lot Size Square Feet 60983
      • Bedrooms 7

      Grand waterfront located in prestigious Oyster Harbors. Elaborate architectural details set the tone in this sprawling 17 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. Complete with in-ground pool, spa and private sandy beach. Information contained herein is believed to be accurate, but should be independently verified by prospective buyers.

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

      {$agent->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: 3.94% last updated on 2017-12-21

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

      377 Sea View, Barnstable, MA 02655

      Price$6,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21602787

      • Single Family
      • Acreage 1.28
      • Village Osterville
      • Lot Size Square Feet 55757
      • Bedrooms 5

      Set on the shores of Nantucket Sound with 238 +/-feet of shoreline and private beach, this spacious estate was built with an attention to detail and craftsmanship. With sweeping, unobstructed views from most rooms the beautifully appointed interior is highlighted by a grand 2-story marble floored foyer that leads to an array of entertaining spaces including formal living and dining rooms, a cherry walled library and family room. The custom kitchen features pickled maple cabinets, breakfast bar, walk in pantry and spacious dining area with walls of windows. On the second floor the master suite has two walk in closets, a sumptuous bathroom and waterside balcony. There are an additional 4 bedrooms and family room on this level. A bonus is the 3rd floor office with a wall of windows giving you a bird's eye view of the shoreline and beyond.

      Listed by Paul E Grover of Robert Paul Properties, Inc.

      {$agent->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: 3.94% last updated on 2017-12-21

      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 May 24, 2018. 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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