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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: 2.9% last updated on 2020-09-24

      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: 2.9% last updated on 2020-09-24

      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: 2.9% last updated on 2020-09-24

      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

      Barnstable, MA255 Eel River Road

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

      Est. Mortgage: $/month

      Pending

      MLS Number 21900851

      • Single Family
      • MLS Status Pending
      • Village Osterville
      • Year Built 2005
      • Bathroom 8

      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

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      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: 2.9% last updated on 2020-09-24

      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$8,950,000The 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: 2.9% last updated on 2020-09-24

      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$8,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22005567

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1942
      • Bathroom 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: 2.9% last updated on 2020-09-24

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

      134 South Bay Barnstable MA 02655

      Barnstable, MA134 South Bay Road

      Price$7,999,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22004345

      • Single Family
      • MLS Status Pending
      • Village Osterville
      • Year Built 1998
      • Bathroom 10

      Overlooking West Bay and beyond to Nantucket Sound, this custom-built seven-bedroom waterfront residence is privately sited on 1.41+/- acres. Impeccably designed to showcase spectacular water views, this Little Island masterpiece features a beautiful swimming pool and patio, private dock, sandy beach, mature landscaping, and rolling lawns. The extraordinary residence boasts an inviting floorplan with elegant living room, chef's kitchen, glorious first floor master suite, handsome den, and finely appointed guest bedrooms. Other highlights include beautiful millwork and built-ins throughout, guest house, and three-car garage. The home's protected dock, lush grounds, and sensational water views create the ultimate seaside retreat.

      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: 2.9% last updated on 2020-09-24

      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

      Barnstable, MA250 Windswept Way

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

      Est. Mortgage: $/month

      MLS Number 22005103

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1925
      • Bathroom 5

      Captivating Oyster Harbors estate, ''Windswept'' is an architectural masterpiece with sensational views of Cotuit Bay and Nantucket Sound. Sited on 4.5+ secluded acres with meandering private drive, the six-bedroom landmark residence has been meticulously restored with the finest of finishes and craftsmanship. Highlights include a chef's kitchen with top-of-the-line appliance suite, fireplaced waterside living room, charming den, inviting sun porch, and handcrafted millwork and period detail throughout this exceptional home. Perfectly set against the backdrop of glorious water views, the manicured grounds feature lush gardens, pool, tennis court, deep water dock, and private beach. With unmatched elegance and location, this masterful estate is destined to become a legend for the generations.

      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: 2.9% last updated on 2020-09-24

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

      206 East Bay Barnstable MA 02655

      Barnstable, MA206 East Bay Road

      Price$7,395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22005651

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1983
      • Bathroom 5

      Magnificent waterfront home boasts sensational panoramic bay and Nantucket Sound views with deep water dock on East Bay. Privately set and meticulously maintained, this seaside retreat features an impeccably designed chef's kitchen that opens to a sun-filled great room, relaxed dining room, and fireplaced living room - all with soaring ceilings and spectacular water views. Other highlights include finely appointed first-floor master suite with private deck, elegant second-floor master suite, two nicely appointed guest bedrooms, beautiful spa-like bathrooms, and expansive deck overlooking the harbor. Extensive 2018 renovations included new kitchen, four new bathrooms, new fireplaces, refinished floors, new deck, and new entrance. Located just a short walk to Dowses Beach and Village amenities, this coastal oasis provides a stunning palette for a lifetime of summertime memories.

      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: 2.9% last updated on 2020-09-24

      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$7,250,000The 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. 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

      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: 2.9% last updated on 2020-09-24

      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: 2.9% last updated on 2020-09-24

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

      71 Sand Barnstable MA 02655

      Barnstable, MA71 Sand Point

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

      Est. Mortgage: $/month

      MLS Number 22006274

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1951
      • Bathroom 6

      Bask in captivating panoramic views of Cotuit and North Bay from this stunning waterside home located in prestigious Oyster Harbors on the aptly named Sand Point. Boasting exquisite finishes and superlative detail throughout, this magnificent property offers every modern amenity in a beautifully landscaped setting complete with dock, waterside pool, and 450+ feet of private shoreline and sandy beach. Highlights include a magnificent great room with sensational water views, custom gourmet kitchen, lovely three-season porch, glorious master suite, four finely appointed guest bedrooms, and distinctive second floor office with walls of glass. The expansive bluestone patio, gorgeous views, and rolling lawns that lead to the water's edge create a serene backdrop for endless seaside memories.

      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: 2.9% last updated on 2020-09-24

      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 September 29, 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.

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