Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
MORE SEARCH OPTIONS

      Osterville MA Homes for Sale

      Find the latest homes 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

      {$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: 3.03% last updated on 2020-07-09

      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 Bog Pond 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

      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: 3.03% last updated on 2020-07-09

      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:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.03% last updated on 2020-07-09

      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

      MLS Number 21900851

      • Single Family
      • MLS Status Active
      • 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

      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: 3.03% last updated on 2020-07-09

      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

      MLS Number 22004345

      • Single Family
      • MLS Status Active
      • 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: 3.03% last updated on 2020-07-09

      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$7,250,000The 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: 3.03% last updated on 2020-07-09

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

      81 & 73 Oyster Barnstable MA 02655

      Barnstable, MA81 & 73 Oyster Way

      Price$6,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21610144

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1999
      • Bathroom 8

      Exceptional waterfront estate located within the premier gated community of Oyster Harbors featuring breathtaking views of West Bay and Nantucket Sound, an in ground pool, private deep water dock and a separate one acre buildable lot. This stunning five bedroom residence with lush landscaping and light filled interior spaces has been thoughtfully designed and offers expansive windows with beautiful water views. Anchoring the home is a well-equipped kitchen with a spacious dining area opening into a great room with vaulted ceilings and fireplace. There's a handsome study/den and spacious and elegant first floor master bedroom. Custom columns, built-ins and beautiful wood floors enhance these spaces. Additional bedrooms on the 2nd level along with a private bedroom suite with sitting room, kitchen and bath all combine to create the ideal setting for family gatherings or large scale entertaining.

      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: 3.03% last updated on 2020-07-09

      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$5,600,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22003114

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1890
      • Bathroom 6

      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: 3.03% last updated on 2020-07-09

      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$5,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22000918

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1981
      • Bathroom 7

      Luxury living in the private gated community of Oyster Harbors! Fabulous waterfront residence overlooking the beautiful waters of North Bay offers the finest in seaside living. This special property has had many upgrades and features exceptional attention to detail. The 6,482 square foot home offers 6 bedrooms with 2 first floor master suites, a beautifully designed kitchen, comfortable family room and great room with floor to ceiling walls of windows to take advantage of the stunning views. The lower level is complete with a home theater, entertainment room and spacious office with custom built-ins. Panoramic water and golf course views, an in-ground pool with pool house and private and substantial deep water dock combine to create an ideal setting for large scale entertaining and peaceful family living. Information contained herein is believed to be accurate but should be independently verified by prospective buyers.

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

      {$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: 3.03% last updated on 2020-07-09

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

      150 Carriage Barnstable MA 02655

      Barnstable, MA150 Carriage Road

      Price$5,295,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21805370

      • Single Family
      • MLS Status Active
      • Village Osterville
      • Year Built 1935
      • Bathroom 7

      Pics 1-9 depict architect's renderings of possible renovations that require no additional square footage - SEE SUPPLEMENT for more info.The second floor master bedroom includes both an en-suite bath with double sinks, shower, and whirlpool tub and a raised southeast-facing outdoor deck. There are two additional bedrooms on the second floor, one with an en-suite bath and the other with a bath down the hall. On the third floor there are two more bedrooms with a shared bath. Architect's suggested renovations depicted in Pics 1-9 (renderings) are at the buyer's sole discretion and expense.150 Carriage Road is a magnificent waterfront parcel with sweeping views of West Bay, a private setting, and an existing home with a full basement, and modern utilities anxiously awaiting a fresh update/remodel. These architect's renderings represent some relatively easy and timely remodels of the existing home by eliminating interior walls to create a more modern, open-concept interior living space while changes to the exterior would serve to create a more classic design and style fitting for the neighborhood and Cape Cod region. The main goal of these remodels is to highlight the importance of the main home while minimizing the appearance of the north wing by the reduction of the currently over-sized dormers. This property provides the rare opportunity for a fabulous, modern vacation home with a minimal commitment of time and expense; please note the remodels that these renderings depict would require no addition to the existing home. Multiple sites are possible for a pool if desired. The sale of the property includes title insurance.

      Listed by Herb Pheeney of Oyster Real Estate

      {$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: 3.03% last updated on 2020-07-09

      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 July 13, 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

      “Your knowledge of the real estate market on the Cape, your commitment to the buyer and all of your hard work greatly reduced the stress and anxiety often associated with real estate transactions.”  

      Open Houses

      TIME TO TAKE A LOOK

      Browse the open house schedule today.

      View
      Blog

      STAY CURRENT

      Read about local area info.

      View