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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$16,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21904886

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Osterville
      • Year Built 1900

      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: 2.96% last updated on 2021-06-10

      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$12,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22004301

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Osterville
      • Year Built 1900

      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 Berkshire Hathaway HomeServices Robert Paul Properties

      {$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: 2.96% last updated on 2021-06-10

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

      333 Seapuit Barnstable MA 02655

      Barnstable, MA333 Seapuit Road

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

      Est. Mortgage: $/month

      MLS Number 22100361

      • Single Family
      • Garage Spaces 3
      • MLS Status Active
      • Village Osterville
      • Year Built 1914

      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 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion 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, 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 an adjoining 4.01 acre parcel with deep water dock is available for purchase.

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

      {$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: 2.96% last updated on 2021-06-10

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

      333 Seapuit Barnstable MA 02655

      Barnstable, MA333 Seapuit Road

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

      Est. Mortgage: $/month

      MLS Number 22100348

      • Lots and Land
      • MLS Status Active
      • Village Osterville
      • Topography Lot Description View
      • Acreage 3.7

      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 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion 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, 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 an adjoining 4.01 acre parcel with deep water dock is available for purchase.

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

      {$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: 2.96% last updated on 2021-06-10

      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$6,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22005399

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Osterville
      • Year Built 2016

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

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

      {$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: 2.96% last updated on 2021-06-10

      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

      Barnstable, MA92 North Bay Road

      Price$6,250,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22000918

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Osterville
      • Year Built 1981

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

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

      {$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: 2.96% last updated on 2021-06-10

      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
      • Garage Spaces 3
      • MLS Status Active
      • Village Osterville
      • Year Built 1998

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

      Listed by Jack Tobin of Berkshire Hathaway HomeServices Robert Paul Properties

      {$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: 2.96% last updated on 2021-06-10

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

      299 Eel River Barnstable MA 02655

      Barnstable, MA299 Eel River Road

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

      Est. Mortgage: $/month

      MLS Number 22102623

      • Lots and Land
      • MLS Status Active
      • Village Osterville
      • Acreage 1.06
      • Miles to Beach 0 - .1

      Not since Captain Kidd plied these waters off Osterville during the eighteenth century has such treasure been found. A treasure more dear you won't find these days: the smell of the ocean-infused breezes; the softness of a sandy shoreline against bare feet and the views of the sun over setting over West Bay in a riotous cacophony of color. Yes, this one acre west facing fully permitted building site is a rare treasure. Create your waterfront residence and treasure the lifestyle that is so highly sought after and hard to find. The fully permitted dock for a motorized center console boat is a treasure. The house you design and build at this site is a treasure; and most importantly, the memories you create here will be treasures. Come to 299 Eel River Road to learn more. Site plan available. Please verify all information contained herein.

      Listed by John B Cotton, 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: 2.96% last updated on 2021-06-10

      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

      Pending

      MLS Number 22004995

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Osterville
      • Year Built 1988

      Breathtaking views over Osterville's West Bay with ever changing scenes of beautiful boats, wildlife 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 and Sam B Wilson 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: 2.96% last updated on 2021-06-10

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

      65 Starboard Barnstable MA 02655

      Barnstable, MA65 Starboard Lane

      Price$2,599,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22102804

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Osterville
      • Year Built 1982

      This water front remodeled contemporary is located in a desirable area of Osterville. Located on North Pond with your own private dock. Enjoy fishing and kayaking. Home has large first floor master with walk-in closet and private bath. Recent improvements include new kitchen, remodel baths, siding, and heating system. New in ground pool with outdoor kitchen, fire pit , and jacuzzi area. Home is used as a vacation rental home with a yearly income of $180,000.

      Listed by Shane Pacheco of SMP Realty Development Co. LLC

      {$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: 2.96% last updated on 2021-06-10

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

      243 Tower Hill Rd Barnstable MA 02655

      Barnstable, MA243 Tower Hill Rd

      Price$1,275,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22102672

      • Single Family
      • Garage Spaces 1
      • MLS Status Pending
      • Village Osterville
      • Year Built 1950

      In the quaint village of Osterville, sits this stunning remodeled Oasis, overlooking ''Sams Pond''. Enjoy this tranquil location with a ''haven ''of outside living at its best. Enjoy the patio overlooking Sam's pond with spectacular sunsets, a kayak ride or fishing on the pond even a walk to ''Joshuas Pond''. Take a stroll to the Village of Osterville and a walk or ride to Dowses beach. First floor offers magnificent views with a living room, a gas fireplace, and hardwood floors. The dining room has a new juliet balcony to enjoy the views. There is a great cooks kitchen ,a beautiful new bath and two bedrooms. Walk downstairs to the lower level with a wonderful media room, with a fireplace with French doors that walk out to the patio. Also an amazing ''Bar'' area for great entertaining. The third bedroom with french doors onto the patio is a private getaway. There are wood floors, tile floors and honed slate floors through out. ''NEST'' Controlled. This home is A MUST SEE!Seller cannot close until September 15, 2021. A great summer rental history.Buyers and buyers agents to verify all information held within this listing.

      Listed by Catherine Johnson of William Raveis RE & Home Serv.

      {$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: 2.96% last updated on 2021-06-10

      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 June 17, 2021. 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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