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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.

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      198 & 227 Bridge Barnstable MA 02655

      Barnstable, MA198 & 227 Bridge Street

      Price$18,000,000The 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: 3.04% last updated on 2021-04-15

      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$12,850,000The 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

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.04% last updated on 2021-04-15

      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

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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: 3.04% last updated on 2021-04-15

      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: 3.04% last updated on 2021-04-15

      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

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.04% last updated on 2021-04-15

      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: 3.04% last updated on 2021-04-15

      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

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.04% last updated on 2021-04-15

      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
      • Garage Spaces 2
      • MLS Status Active
      • Village Osterville
      • Year Built 1988

      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 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

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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: 3.04% last updated on 2021-04-15

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

      165 Marquand Barnstable MA 02655

      Barnstable, MA165 Marquand Drive

      Price$2,695,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22006465

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Osterville
      • Year Built 2002

      The Circle of Life... Unfolds each day in the river leading to 165 Marquand. As a matter of fact, the River never looks the same two days in a row, it's always changing as it twists and turns to the dock gracing the shore of this 3.8 acre estate. This estate boasts one of the few River docks that allows a small motorized boat (20hp). From this Tupelo tree canopied Riverfront peninsula, a path meanders to a breath-taking shingle style residence of 6,284 square feet. Painstakingly designed, constructed and maintained, this home blends into the landscape creating a private, south-facing paradise graced with stone walls, greensward and trees and plants that together will take your breath away. Inside, it's hard to know where to look next. Architectural detail, views and gracious living spaces abound here.165 Marquand Drive. An estate where memories are made. Memories are cherished. Memories are re-lived in the circle of life. Please verify all information contained herein.Osterville address, Marstons Mills Deed.

      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:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.04% last updated on 2021-04-15

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

      163 Starboard Barnstable MA 02655

      Barnstable, MA163 Starboard Lane

      Price$2,500,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22101456

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Osterville
      • Year Built 1968

      Enjoy beautiful sunsets from this west facing waterfront property on North Pond in Osterville. This newly designed and completely renovated custom Cape Cod home on coveted Starboard Lane is the perfect place for casual living. The spacious main floor has panoramic views of the serene pond from most rooms and includes combination great room/ dining room with a full wall of large windows, gas fireplace with delft tile and patio door leading to a covered bluestone terrace . The gourmet kitchen has a Wolf stove, Thermador refrigerator and large dining island with Carrera marble and beverage fridge. Other rooms on the main floor include a primary bedroom suite overlooking the pond,, guest suite, private den with fireplace and an informal living room. The lower level has two bedrooms with Jack and Jill bath, exercise room and plenty of storage space. Amenities include outside shower, hardwood floors, built-ins, gas heat, central air conditioning, generator, two car garage with mahogany doors, surround sound system and alarm. Professionally landscaped grounds have underground irrigation, rock walls and plenty of parking area for you and your guests. Kayak, canoe or fish from the pond.

      Listed by Nicole M Vautrain 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: 3.04% last updated on 2021-04-15

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

      5 Eel River Barnstable MA 02655

      Barnstable, MA5 Eel River Road

      Price$2,495,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22100940

      • Single Family
      • MLS Status Pending
      • Village Osterville
      • Year Built 1952
      • Bathroom 4

      Privately sited on nearly an acre, this quintessential beachfront property offers sweeping views of West Bay, rolling lawns, and the allure of Old Cape Cod. The charming home welcomes with its warm interior, fireplaced living room, large eat-in kitchen with adjoining butler's pantry, three cheerful bedrooms, and classic screened porch. Enjoy cookouts or entertaining on the waterside deck and summer activities on the expansive lawn. Conveniently located, the property is a short stroll to the Osterville Farmer's Market and the village center for shopping, dining, and the Osterville library. The Wianno Yacht Club, several marinas, and the Wianno Golf Club are in close proximity to this lovely seaside home.

      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: 3.04% last updated on 2021-04-15

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

      209 Bay Barnstable MA 02655

      Barnstable, MA209 Bay Street

      Price$2,300,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22006896

      • Single Family
      • Garage Spaces 1
      • MLS Status Pending
      • Village Osterville
      • Year Built 1820

      Located Overlooking North Bay, Crosby Yacht Yard, and the Wianno golf course and a short distance from the Village of Osterville this property awaits. The view is ever changing from morning light to sensational sunsets. The unique location is set in the center of all Osterville has to offer, dining, shopping, boating, golfing, and shellfishing. The main house has 5 bedrooms, 2 baths, fireplace, and a deck all with expansive views. A guest house/workshop with one bedroom, and a separate barn on site. Spend the day on your private beach, or head out on the water, and then to town for dinner. The possibilities are endless and rarely available. This information is not warranted and should be verified by all buyers

      Listed by Jennifer A McCartin 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: 3.04% last updated on 2021-04-15

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

      broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Buyer Brokers of Cape Cod are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Buyer Brokers of Cape Cod shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

      This site was last updated April 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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