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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.

      198 & 227 Bridge Barnstable MA 02655

      Barnstable, MA198 & 227 Bridge Street

      Price$19,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21904886

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1900
      • 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

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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
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      359 Seapuit Barnstable MA 02655

      Barnstable, MA359 Seapuit Road

      Price$14,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21908511

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1914
      • 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. Please note that this property is available as a compound or two individual waterfront home sites.

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

      {$office->Name}

      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
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      47 Sea View Barnstable MA 02655

      Barnstable, MA47 Sea View Avenue

      Price$13,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22004301

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1900
      • Bathroom 8

      Architecturally stunning and masterfully restored, this multigenerational waterfront residence known as ''Sea Goddess'' overlooks the beautiful waters of Nantucket Sound with a private sandy beach. Circa 1900, this historically significant home, with incomparable oceans views, was refurbished in 2018 to the highest standards to create a peaceful and private luxury estate. Through the collaborative efforts of owner, architect and builder, the three-level home with over 5,500 square feet of living space and seven bedrooms, was a 2020 Bullfinch Award winner by the Institute of Classical Architecture and Art. The formal living and dining areas along with a stunning chef's kitchen, family room, Sun room and enclosed porch combine to offer the perfect setting for family, friends and large social gatherings. Appointments include significant millwork, four fireplaces, custom built-ins, coffered ceilings, Lutron Lighting system, recreation room, multiple outdoor seating areas, pool, hot tub, and cabana. The center drive is bordered by two new carriage houses and the professionally landscaped grounds are magnificent. Located just minutes from the restaurants and boutiques of Osterville village, this unparalleled lifestyle overlooking one of Cape Cod's most beautiful beaches is truly a one of a kind offering for the most discriminating buyer. 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:

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      274 Carriage Barnstable MA 02655

      Barnstable, MA274 Carriage Road

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

      Est. Mortgage: $/month

      Under Agreement

      MLS Number 22005567

      • Single Family
      • Village Osterville
      • Year Built 1942
      • Bathroom 4
      • Full Bathrooms 4

      Elegant waterfront estate located in the private gated enclave of Oyster Harbors. Beautifully designed and custom built, this five-bedroom residence offers a refined lifestyle in a tranquil setting with an inground pool, private deep-water dock and spectacular water views. With 5,000 square feet of living space the interior includes a front to back living room, formal dining room, a spacious gourmet kitchen, family room, two home offices with custom built-ins and a fabulous sunroom overlooking the beautifully landscaped yard and West Bay. The second floor features the master suite with private balcony overlooking the water and four additional bedrooms. This home lends itself to peaceful family living or large-scale entertaining and is perfectly sited on a private and elevated 1.42-acre parcel highlighted by custom mature landscaping and a three-car detached garage with living space above ideal for extended family or guests. A special opportunity for the discerning buyer. Information herein is not guaranteed or warranted and should be verified.

      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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      183 Bay Barnstable MA 02655

      Barnstable, MA183 Bay Street

      Price$7,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22005399

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 2016
      • 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 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:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

      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

      Barnstable, MA501 Eel River Road

      Price$6,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22004618

      • Single Family
      • MLS Status Active
      • 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. 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

      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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      360 North Bay Barnstable MA 02655

      Barnstable, MA360 North Bay Road

      Price$6,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22003909

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1949
      • Bathroom 6

      Privately set in the gated community of Oyster Harbors, this gracious Cotuit Bay waterfront estate is sited on 1.62-acres and boasts magnificent water views, 197' +/- of water frontage, private dock, and stunning sunsets. The six-bedroom classic Colonial features a handsome interior with architectural detail, waterside living and dining rooms, separate guest wing, and beautiful views of Cotuit Bay from nearly every room. The lush grounds feature sweeping lawns, meandering private drive, stone walls, mature trees, and waterside deck that is perfect for entertaining. This remarkable property is steps from all of the amenities of The Oyster Harbors Club including dining, golf, tennis and beach.

      Listed by Paul E Grover 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:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      191 Sea View Barnstable MA 02655

      Barnstable, MA191 Sea View Avenue

      Price$5,000,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 22003114

      • Single Family
      • Village Osterville
      • Year Built 1890
      • Bathroom 6
      • Full Bathrooms 4

      Ocean breezes, salt air, nearly 300 feet of private beachfront, expansive Nantucket Sound as far as you can see. The very best of Cape Cod awaits you at this classic oceanfront home in the heart of Wianno. Gracious lawns, perfect for croquet and gatherings, border a distinctive property that is your own blank canvas. Just moments to the Wianno Club, with Osterville village and Dowses Beach a stroll away, and golf and marina nearby. Live your best life here. All information contained herein should be verified.

      Listed by Ellen Valentgas 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      46 Little Island Barnstable MA 02655

      Barnstable, MA46 Little Island Drive

      Price$4,795,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21905860

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1998
      • 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 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:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      64 Bayview Barnstable MA 02655

      Barnstable, MA64 Bayview Road

      Price$4,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22007824

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1959
      • Bathroom 3

      Spectacular sunrises and sunsets bookend your days at this magical waterfront property. Enjoy sweeping views of West Bay to Nantucket Sound from the expansive deck, or stroll to water's edge, take in the salt air and ocean breezes, and exhale. What will your day bring? Walking to morning coffee and browsing Osterville Village shops? Kayaking? Clamming? Or simply enjoying Cape Cod's natural beauty? 64 Bayview Road will quickly become the place you and those closest to you most want to be. All information contained herein should be verified.

      Listed by Ellen Valentgas 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      95 Eel River Barnstable MA 02655

      Barnstable, MA95 Eel River Road

      Price$3,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22004995

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1988
      • Bathroom 5

      Breathtaking views over Osterville's West Bay with ever changing scenes of beautiful boats, wildlife, prevailing breezes and stunning sunsets provide endless enjoyment in this private and tranquil setting. This gracious, well-constructed home, with classic architecture designed by Royal Barry Wills, is impeccably maintained, and has sprawling peaceful grounds leading to the private beachfront and sailboat dock. A beautiful stone terrace connects to the first floor living areas and kitchen, and connects to an expansive deck with direct access to the privately sited first floor master suite. The well-designed floor plan provides comfortable transition throughout the gracious first floor entertaining rooms, and the sleeping areas provide plenty of privacy for both family and guests. The recently finished lower level provides an additional bedroom, media room and storage. Lovely grounds feature well-established flowering shrubs and mature trees, along with beautiful vistas to the water. A nice balance of sun and shade allows for maximum outdoor enjoyment, and the terrace is the perfect place to enjoy the spectacular sunsets overlooking the water.

      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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

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

      289 East Bay Barnstable MA 02655

      Barnstable, MA289 East Bay Road

      Price$3,790,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22006776

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1979
      • Bathroom 5

      Experience Coastal Living at its best! Breathtaking views of East Bay and Nantucket Sound from this exquisite property located on one of Osterville's most prestigious streets. Dowses Beach and the village are just steps away. One may enjoy kayaking and boating from your own private dock. A highlight of this stately colonial is its wonderful space for entertaining family and friends. It offers an expansive living room, dining room and updated eat-in kitchen. Convenient first floor living with a downstairs bed and bath option. Upstairs offers three additional en suite bedrooms. The master bedroom features a sitting room/ office space area, wet bar, walk-in closet and master bath. There are four fireplaces, hardwood floors and over sized windows throughout. The backyard features a large deck, seating area, hot tub and outdoor shower. Enjoy creating your own Cape Cod memories for generations to come, at this stunning seaside retreat. 289 East Bay property and 290 East Bay Dock are being sold together.

      Listed by Kerri L Wick 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:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 2.72% last updated on 2020-11-25

      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 December 1, 2020. 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.

      Testimonials

      We had dreamed of owning a summer cottage on Cape Cod and contacted Ed to see if he wouldhelp in our search. Ed was professional, persistent, and good humored from our initial meeting to the day of the closing. His extensive knowledge of Cape Cod and the local real estate market turned our dream into a reality. Ed, we can’t thank you enough for all the work you did and support you [...]

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