Osterville Homes for Sale

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  $3,000,000

  • Land
  • 2.08 Acres
  • $1,442,308 per Acre

  Lot 289 Seapuit River Road B, Barnstable, MA 02655

  A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville—home to some of the Cape's most prestigious estates—this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or multi-generational

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  Lot 289 Seapuit River Road B, Barnstable, MA 02655
• Explore Osterville

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  /27

  $4,495,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,964 Sq Ft

  93 Oyster Way, Barnstable, MA 02655

  Tucked within the gated enclave of Oyster Harbors, 93 Oyster Way blends timeless coastal elegance with modern luxury. Designed for both everyday living and entertaining, the home offers sun-filled interiors with vaulted ceilings and rich hardwood floors. Formal living and dining rooms provide inviting gathering spaces with serene backyard views.At the heart of the home, the chef's kitchen

  Kelly Crosby LandVest, Inc.

  93 Oyster Way, Barnstable, MA 02655
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  /38

  $1,850,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,084 Sq Ft

  81 Osterville West Barnstable Rd, Osterville, MA 02655

  This elegant Cape-style residence offers a refined retreat on a sprawling, wooded lot near Osterville Village and Dowses Beach. Defined by bright, voluminous spaces, the home features a stately pillared portico, stone walkways, and classic shingle siding. Inside, the center hall layout leads to a grand living room with a two-story wall of windows and a Palladian arch. This flows into the dining

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  81 Osterville West Barnstable Rd, Osterville, MA 02655
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  /49

  $649,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  55 Seth Goodspeed Way, Osterville, MA 02655

  Incredible value at this new price in Osterville Heights!! Move right into this sun-filled, open-concept ranch with one-car garage and oversized shed set on a private and spacious partially-fenced park-like backyard perfect for adding a potential pool, outdoor entertaining, barbecues, lawn games and relaxing with family and friends. New improvements include enhanced landscaping, fresh paint, new

  Donna Christopher Sotheby's International Realty

  55 Seth Goodspeed Way, Osterville, MA 02655
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  /41

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 3,178 Sq Ft

  12 Cockachoiset, Osterville, MA 02655

  Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  12 Cockachoiset, Osterville, MA 02655
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  /28

  $764,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  114 King Arthur Dr, Barnstable, MA 02601

  Welcome to this beautifully updated 3-bedroom, 2-bath Cape-style home in the coastal village of Osterville. Situated on a large corner lot in a neighborhood setting, this property is move-in ready and features a brand-new kitchen, new stainless appliances, backsplash and granite countertops. A fireplace living room for cool nights and a dining room with sliders to a spacious deck ideal for

  Christine Case C. Case Realty, LLC

  114 King Arthur Dr, Barnstable, MA 02601
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  /41

  $1,300,000

  • 3 Beds
  • 4 Baths
  • 3,355 Sq Ft

  175 Hickory Hill Cir, Osterville, MA 02655

  Offered for the first time! Radiating curb appeal, this home has been lovingly maintained by the same owners since it was built nearly 50 years ago. Set on a double lot, the landscaping shines in every season! Inside, the welcoming main entry leads to a spacious sitting room with bay window, opening into an elegant dining room. The bright kitchen features a skylight, peninsula and wet bar and

  Michelle Curran

  175 Hickory Hill Cir, Osterville, MA 02655
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  /45

  $12,250,000

  • 5 Beds
  • 6 Baths
  • 5,747 Sq Ft

  71 Sand Point, Osterville, MA 02655

  Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  71 Sand Point, Osterville, MA 02655
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  /38

  $7,500,000

  $1M PRICE DROP

  • 3 Beds
  • 6 Baths
  • 4,831 Sq Ft

  46 Great Bay Rd, Osterville, MA 02655

  Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock. Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with

  Chuck Tuttle William Raveis R.E. & Home Services

  46 Great Bay Rd, Osterville, MA 02655
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  /85

  $3,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,049 Sq Ft

  140 Seapuit Rd, Osterville, MA 02655

  Nestled within the prestigious enclave of Seapuit, this architectural masterpiece represents a rare synergy of design and craftsmanship spanning over 5,000SF of meticulously curated space. A collaboration between renowned architect Doreve Nicholaeff & the master builders at Sylvia & Sylvia, the residence is an exercise in sophisticated coastal living. The home is set on a two-acre private oasis,

  Rick Shechtman Kinlin Grover Compass

  140 Seapuit Rd, Osterville, MA 02655
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  /29

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  5 Briar Patch Rd, Osterville, MA 02655

  South of Route 28 in Osterville village, this inviting property offers an outstanding opportunity to secure your place in one of the area's most sought-after locations. Just 1 mile from Main Street, you'll enjoy easy access to restaurants, shops, beaches and everyday conveniences that make village living so special. Inside the home features a bright living room with vaulted ceilings, a first

  Adam Marks Berkshire Hathaway HomeServices Robert Paul Properties

  5 Briar Patch Rd, Osterville, MA 02655
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  /40

  $9,500,000

  $1M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,157 Sq Ft

  25 Oyster Way, Barnstable, MA 02655

  Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  25 Oyster Way, Barnstable, MA 02655
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  /41

  $11,950,000

  • 6 Beds
  • 8 Baths
  • 8,387 Sq Ft

  48 Starboard Ln, Osterville, MA 02655

  Newly constructed and ready to enjoy, this exceptional waterfront estate on the Bumps River represents the finest of Cape Cod living. Combining an unrivaled setting with state-of-the-art luxury, the property features a resort-like swimming pool and cabana, a boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. The open floor plan seamlessly flows from a

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  48 Starboard Ln, Osterville, MA 02655
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  $9,950,000

  $550K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 8,203 Sq Ft

  501 Eel River Rd, Osterville, MA 02655

  Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views.

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  501 Eel River Rd, Osterville, MA 02655
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  $3,350,000

  • 4 Beds
  • 3.5 Baths
  • 3,698 Sq Ft

  141 Hollingsworth Rd, Osterville, MA 02655

  In the heart of Wianno. One-level living where it counts. This 4-bed, 3.5-bath Osterville home sits in one of the Cape's most walkable, sought-after locations, moments from Dowses Beach and Main Street's shops and restaurants. Inside, it lives like new: gleaming hardwood floors, crown molding, and detailed wainscoting throughout. The first-floor primary suite means single-level living without

  Irene Cook Compass Massachusetts, LLC

  141 Hollingsworth Rd, Osterville, MA 02655
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  /30

  $764,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  114 King Arthur Dr, Osterville, MA 02655

  Welcome to this 3 bedroom, 2 bath Cape-style home in the coastal village of Osterville, situated on a corner lot in a neighborhood setting. This property features new kitchen cabinets, new stainless appliances, backsplash and granite countertops. A fireplace living room to enjoy on cool nights and a dining room with sliders to a spacious deck with a gas hookup for grilling, ideal for entertaining

  Christine Case C. Case Realty, LLC

  114 King Arthur Dr, Osterville, MA 02655
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  /9

  $3,100,000

  • Land
  • 2.3 Acres
  • $1,347,826 per Acre

  Lot 288 Seapuit River A Rd, Osterville, MA 02655

  Located in the heart of Oyster Harbors - Cape Cod's premier golf community - this 2.3-acre lot presents an outstanding opportunity to create a legacy estate. Set within the highly sought after village of Osterville, known for its timeless charm and distinguished properties, this expansive parcel offers ample space to design a custom estate with room for a main house, guest, house, pool and pool

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  Lot 288 Seapuit River A Rd, Osterville, MA 02655
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  $5,950,000

  • 5 Beds
  • 8 Baths
  • 8,740 Sq Ft

  179 Pineleigh Path, Barnstable, MA 02655

  Overlooking the golf course within the coveted gated community of Oyster Harbors, this exceptional residence combines timeless design with modern comforts in a beautifully crafted coastal setting. The home is defined by generous proportions, abundant natural light, and refined architectural detail throughout. The kitchen is tailored for both everyday living and entertaining, offering high-end

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  179 Pineleigh Path, Barnstable, MA 02655
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  /10

  $3,000,000

  • Land
  • 2.08 Acres
  • $1,442,308 per Acre

  Lot 289 Seapuit River B Rd, Osterville, MA 02655

  A wonderful opportunity to build in a premier location within Oyster Harbors, a private gated golf community on Cape Cod's southern shore. Set in the desirable village of Osterville—home to some of the Cape's most prestigious estates—this 2.08-acre level, wooded lot offers the perfect backdrop for creating an exclusive and private retreat. For those seeking expanded grounds or multi-generational

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  Lot 289 Seapuit River B Rd, Osterville, MA 02655
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  /9

  $3,250,000

  • Land
  • 2.45 Acres
  • $1,326,531 per Acre

  30 Indian Trail, Osterville, MA 02655

  A premier opportunity to build in the exclusive gated community of Oyster Harbors, set in the heart of coveted Osterville on Cape Cod's southern shore. This sprawling 2.45-acre level, wooded parcel offers a serene and private setting—an ideal canvas to craft the ultimate estate complete with a main home, guest house, pool, and pool house. Adjoining properties are also available, presenting an

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  30 Indian Trail, Osterville, MA 02655
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  /58

  $4,995,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 4,100 Sq Ft

  22 Scudder Rd, Osterville, MA 02655

  Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is

  Sean Dacey Coldwell Banker Realty

  22 Scudder Rd, Osterville, MA 02655
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  /42

  $1,695,000

  $90K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft

  162 Main St, Osterville, MA 02655

  New Driveway Entrance and front yard redesigned!!!! Fall in love the moment you step inside this beautifully renovated home that feels brand new in every way. Sunlight fills the space throughout the day, drawing your eye to tranquil pond views and the surrounding natural beauty that create an immediate sense of calm and privacy. Thoughtfully redesigned with modern amenities, this home offers

  Kimberly Gazal Santos Property Cape Cod

  162 Main St, Osterville, MA 02655
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  $642,000

  $23K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,297 Sq Ft

  17 Galleon Way, Osterville, MA 02655

  Welcome to 17 Galleon Way, a charming Osterville ranch offering the perfect blend of comfort, versatility, and Cape Cod living. The main home features a beautifully renovated kitchen, two bedrooms and one and a half baths, all thoughtfully designed for easy one-level living. Main home is 864 sq ft. An attached garage adds everyday convenience and additional storage. A standout feature of this

  Corinne Costanzo Berkshire Hathaway HomeServices Robert Paul Properties

  17 Galleon Way, Osterville, MA 02655
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  /56

  $9,500,000

  $1M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,157 Sq Ft

  25 Oyster Way, Barnstable, MA 02655

  Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  25 Oyster Way, Barnstable, MA 02655
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  /9

  $3,125,000

  • Land
  • 2.01 Acres
  • $1,554,726 per Acre

  Lot 290 0 Indian Trail, Osterville, MA 02655

  Nestled within one of Cape Cod's most exclusive enclaves, this 2.01-acre parcel offers a rare chance to build in the coveted gated community of Oyster Harbors. Located in the village of Osterville, home to some of the region's most distinguished estates, this expansive lot offers an ideal canvas for creating your dream Cape retreat. Additional neighboring parcels offer the opportunity to expand

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  Lot 290 0 Indian Trail, Osterville, MA 02655
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  /60

  $3,450,000

  Open Sat 12:30PM - 2PM

  • 4 Beds
  • 5 Baths
  • 3,924 Sq Ft

  156 E Bay Rd, Osterville, MA 02655

  Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into an

  Barbara Corcoran William Raveis Real Estate & Home Services

  156 E Bay Rd, Osterville, MA 02655
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  /38

  $849,900

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  177 Bayview Cir, Osterville, MA 02655

  Wow what a rare opportunity to purchase an AFFORDABLE turnkey Quintessential Year-Round Cape within.5 mile of Osterville Village and 1 mile to Dowes Beach. The size of the house can be deceiving from the front elevation. Here are the details of the ~2100 sqft of living space. Main level of ~1150 sqft includes a primary suite, guest bedroom, 2 full baths, living room, E/I kitchen and sun porch.

  Derek Greene The Greene Realty Group

  177 Bayview Cir, Osterville, MA 02655
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  /40

  $7,995,000

  $2M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 7,565 Sq Ft

  168 Garrison Ln, Osterville, MA 02655

  Nestled amid beautifully landscaped grounds, this exceptional 7,500± square foot residence captures breathtaking views over West Bay and Eel River. A private sandy beach and deep-water dock provide effortless access to Nantucket Sound, creating a rare combination of serenity and seafaring adventure. Inside, the five-bedroom home blends refined architecture with inviting coastal warmth. A dramatic

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  168 Garrison Ln, Osterville, MA 02655
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  $1,395,000

  • 4 Beds
  • 4 Baths
  • 2,359 Sq Ft

  18 Calico Ln, Osterville, MA 02655

  Osterville Oasis...Tucked away at the end of a quiet, tree-lined lane, this beautifully renovated Cape-style home offers the perfect blend of classic charm with modern updates in highly desirable Oyster Hills West. The first floor features a spacious Primary Suite with a private bath, overlooking a lushly landscaped, private backyard. The inviting Living Room showcases custom built-ins and a

  Chuck Tuttle William Raveis Real Estate & Home Services

  18 Calico Ln, Osterville, MA 02655
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  /36

  $749,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  84 Hinckley Cir, Osterville, MA 02655

  Move-in ready and offered for the first time in generations, this charming one-level ranch is ideally located in the heart of Osterville Village. Just 1.5 miles to beautiful Dowses Beach, an 8-minute drive to sought-after Craigville Beach, and only 0.4 miles to the crystal-clear waters of Joshua Pond. This inviting “Cape Cod Escape” features 3 bedrooms and 1.5 baths, offering easy single-floor

  Chelsea McLaughlin RE/MAX Legacy

  84 Hinckley Cir, Osterville, MA 02655
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  /46

  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  420 Starboard Ln, Osterville, MA 02655

  In Osterville, certain streets make the most of Village living. Starboard Lane, winding along the western shore of the Bumps River, is among the village's most coveted addresses. Known for gracious homes with exceptional privacy on large parcels, the convenience to the heart of Osterville is a huge plus. 420 Starboard Lane captures the Village vibe wonderfully. Set on 1.68 acres, this

  Jack Cotton, Jr Sotheby's International Realty

  420 Starboard Ln, Osterville, MA 02655
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  /51

  $2,950,000

  $150K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,608 Sq Ft

  34 Farm Valley Rd, Osterville, MA 02655

  From the moment you arrive, you're greeted by a stone circular driveway and a large front porch that warmly says, ''Welcome--please come in!''Once inside, you immediately notice the home's timeless elegance combined with the comfort needed for everyday living. Each room is perfectly sized, and the thoughtful layout and seamless flow from one room to the next make this home ideal for family

  Julie White William Raveis Real Estate & Home Services

  34 Farm Valley Rd, Osterville, MA 02655
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  /47

  $4,950,000

  • 5 Beds
  • 7.5 Baths
  • 5,970 Sq Ft

  313 Bridge St, Osterville, MA 02655

  Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  313 Bridge St, Osterville, MA 02655
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  /46

  $599,900

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  727 Main St Unit B1, Osterville, MA 02655

  RARE to market! First opportunity in YEARS in Osterville's sought after Wianno Knoll. Nestled in the heart of Osterville village this desirable first floor condo has it all! Gorgeous open floor plan features two spacious bedrooms, a completely updated full bath and charming guest half bath. Renovated open kitchen with pantry closet, stainless appliances. and sliders leading to private back porch

  Gregory W Nowak Craigville Realty Co

  727 Main St Unit B1, Osterville, MA 02655
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  /31

  $689,000

  • 2 Beds
  • 2 Baths
  • 1,198 Sq Ft

  727 Main St Unit F3, Osterville, MA 02655

  Just in time for summer comes this bright, stylishly updated second-floor condo in a prime Osterville village setting. Thoughtfully renovated with wood floors and an open-concept floorplan, everything you need for effortless seaside living is here. The eat-in kitchen features stone countertops, stainless steel appliances, island and built-in banquette, with French doors opening to a charming

  Debra Caney Sotheby's International Realty

  727 Main St Unit F3, Osterville, MA 02655
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  /37

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,808 Sq Ft

  295 Westwind Cir, Osterville, MA 02655

  Nestled in a neighborhood south of Route 28, this charming Osterville ranch offers the perfect blend of classic Cape Cod character & modern comfort. Before you even step inside, a private front patio welcomes you, the ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright open concept layout. Upon entry, you're greeted by a

  Cynthia Crawford Compass Massachusetts, LLC

  295 Westwind Cir, Osterville, MA 02655
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  /43

  $9,850,000

  $650K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,087 Sq Ft

  14 Indian Trail, Osterville, MA 02655

  Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  14 Indian Trail, Osterville, MA 02655
• 

  

  /42

  $8,625,000

  • 7 Beds
  • 7.5 Baths
  • 7,315 Sq Ft

  63 Main St, Osterville, MA 02655

  Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and

  Christa Zevitas Berkshire Hathaway HomeServices Robert Paul Properties

  63 Main St, Osterville, MA 02655
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  /40

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 3,178 Sq Ft

  12 Cockachoiset Ln, Barnstable, MA 02655

  Located in the heart of Osterville - one of Cape Cod's most desirable seaside villages along Nantucket Sound - 12 Cockachoiset, known as the iconic ''Windmill House,'' offers a distinctive blend of coastal charm and architectural character. Recognized for its unique two-story windmill adorned with seaside murals, the home features a balcony with water views and serves as a memorable focal point

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  12 Cockachoiset Ln, Barnstable, MA 02655
• 

  

  /42

  $9,850,000

  $650K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,087 Sq Ft

  14 Indian Trail, Barnstable, MA 02630

  Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  14 Indian Trail, Barnstable, MA 02630

Showing Results 1 - 40, Page 1 of 2

Why Live in Osterville

Osterville, a village in Barnstable, MA, has evolved from a shipbuilding and oystering community into a luxury summer destination. With 5 miles of shoreline along Nantucket Sound and 17 miles of bayfront coast, residents and visitors enjoy ample opportunities for sailing, kayaking, fishing, and swimming. Dowses Beach, exclusive to Barnstable residents, offers a sandy retreat, while Armstrong-Kelley Park provides wooded walking paths and a children's garden. The village features two private golf courses, Wianno Golf Club and Oyster Harbors Club, as well as public tennis and pickleball courts. Osterville's walkable downtown area boasts high-end boutiques, art galleries, and long-standing markets like Fancy's Market and Wimpy's Seafood Cafe & Market. Dining options include Crisp for flatbread pizza and North Sister Café for vegetarian and gluten-free meals. The Osterville Village Library and Village Association host numerous events, particularly in the summer, including the annual Summer Soiree and Osterville Village Day. Housing ranges from mid-1900s ranch-style homes to multi-million-dollar waterfront residences, with traditional Cape Cods and Dutch Colonial-style homes prevalent. The area is served by Barnstable Public Schools, with highly rated options like West Villages Elementary School and Barnstable High School, as well as private institutions such as Cape Cod Academy and Falmouth Academy. While Osterville enjoys a lower crime risk compared to the national average, residents face environmental concerns, including the transition to sewer systems and the proposed Avangrid wind farm. State Route 28 and the Cape Cod Regional Transit Authority provide transportation options, with Hyannis 6 miles away offering further connections.

Learn more about living in Osterville

Osterville Home Prices vs. Nearby Barnstable, MA Neighborhoods

	Osterville	Cotuit	Barnstable Village	New Seabury-Popponesset Island
Median Home Price	$1,549,900	$1,195,000	$1,125,000	$1,289,000
Median Sale Price	$1,168,500 -10% YoY	$1,005,000 +3% YoY	$945,000 -2% YoY	$1,030,000 +3% YoY
Median Single Family Price	$1,500,000	$1,050,000	$1,025,000	$1,259,000
Median Condo Price	$583,950	--	$725,000	$819,000
Total Active Listings	63 listings	37 listings	22 listings	61 listings
Market Conditions	5 Months of Supply Balanced Market	3 Months of Supply Seller's Market	5 Months of Supply Balanced Market	5 Months of Supply Balanced Market

Frequently Asked Questions

Is Osterville a good place to live?

Osterville is a good place to live. Osterville is considered car-dependent and somewhat bikeable. Osterville is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Osterville has 1 park for recreational activities. It has a median age of 58. The average household income is $141,161 which is above the national average. College graduates make up 56.1% of residents. A majority of residents in Osterville are home owners, with 14% of residents renting and 86% of residents owning their home. A local real estate agent serving Osterville can help you decide if this neighborhood is the right one for you. Learn more on our Osterville neighborhood guide.

Is Osterville, MA a safe neighborhood?

Osterville, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Osterville?

The median home price in Osterville is $1,549,900. If you put a 20% down payment of $310,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $7,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $329K a year to afford the median home price in Osterville. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Osterville is $141K.

What are the best public schools in Osterville?

The best public schools that serve Osterville are:

• West Villages Elementary School has an A- Niche grade and a student teacher ratio of 13:1.
• Barnstable High School has a B Niche grade, a student teacher ratio of 11:1 and an average review score of 4.0.
• Barnstable Intermediate School has a B- Niche grade, a student teacher ratio of 10:1 and an average review score of 4.3.

What are the best private schools in Osterville?

The best private schools that serve Osterville are:

• Cape Cod Academy has an A- Niche grade, a student teacher ratio of 5:1 and an average review score of 4.0.
• Bayberry Christian School has a student teacher ratio of 10:1.
• Fair Acres Country Day School has a student teacher ratio of 8:1.

What are the most popular zip codes in Osterville, Barnstable, MA?

The most popular zip codes in Osterville, Barnstable, MA include 02655, 02648, 02601, 02632 and 02635.

What are the most popular neighborhoods near Osterville, Barnstable, MA?

The most popular neighborhoods near Osterville, Barnstable, MA are Marstons Mills, Centerville, Cotuit, Hyannis and West Barnstable.