53

Homes for Sale in 02655

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  • 22 Scudder Rd, Osterville, MA 02655
    22 Scudder Rd, Osterville, MA 02655
    /2

    $4,995,000

    New Construction Coming Soon
    • 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
  • 63 Main St, Osterville, MA 02655
    63 Main St, Osterville, MA 02655
    63 Main St, Osterville, MA 02655
    /48

    $8,625,000

    • 7 Beds
    • 7.5 Baths
    • 9,011 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
  • 25 Manor Way, Osterville, MA 02655
    25 Manor Way, Osterville, MA 02655
    25 Manor Way, Osterville, MA 02655
    /40

    $1,549,900

    • 4 Beds
    • 4 Baths
    • 2,509 Sq Ft

    25 Manor Way, Osterville, MA 02655

    Welcome to 25 Manor Way, an exclusive opportunity to renovate and customize a classic 2,509 sq. ft. Gambrel home in the prestigious village of Osterville. This 4-BR, 4-BA residence, including private 3 room suite ideal for potential ADU, blends traditional New England charm with bright, hardwood-floored interiors, is a canvas to create your Cape Cod masterpiece.Set on a level 0.30-acre lot in a

    Peter Vaillancout EXIT Cape Realty

    25 Manor Way, Osterville, MA 02655
  • 39 Tower Hill Rd Unit 16D, Osterville, MA 02655
    39 Tower Hill Rd Unit 16D, Osterville, MA 02655
    39 Tower Hill Rd Unit 16D, Osterville, MA 02655
    /23

    $712,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    39 Tower Hill Rd Unit 16D, Osterville, MA 02655

    Welcome to Unit 16D at Tower Hill, a bright and inviting corner condominium ideally situated just moments from Osterville's charming village center and beautiful Dowses Beach. Originally designed as the builder's own residence, this thoughtfully crafted second-floor unit enjoys an abundance of natural light thanks to its desirable corner location and oversized windows.Offering two bedrooms and

    Shaelyn Hegarty Frank A Sullivan Real Estate

    39 Tower Hill Rd Unit 16D, Osterville, MA 02655
  • 37 Old Salem Way, Osterville, MA 02655
    37 Old Salem Way, Osterville, MA 02655
    37 Old Salem Way, Osterville, MA 02655
    /31

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    37 Old Salem Way, Osterville, MA 02655

    Discover your dream coastal retreat in the highly desirable Osterville/Barnstable area of Cape Cod. This stunning home features 3 bedrooms, 2.5 bathrooms, and a spacious layout designed for comfortable living and entertaining. Main level showcases beautiful hardwood flooring, abundant natural light, and a welcoming living room with soaring cathedral ceilings. Spiral staircase leads to the

    Kyle Seyboth

    37 Old Salem Way, Osterville, MA 02655
  • 18 Calico Ln, Osterville, MA 02655
    18 Calico Ln, Osterville, MA 02655
    18 Calico Ln, Osterville, MA 02655
    /60

    $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
  • 105 Parker Rd Unit B, Osterville, MA 02655
    105 Parker Rd Unit B, Osterville, MA 02655
    105 Parker Rd Unit B, Osterville, MA 02655
    /36

    $875,000

    $120K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    105 Parker Rd Unit B, Osterville, MA 02655

    Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage.. The second floor includes a light-filled living room lined with windows,a gas

    Gene Orloff Sotheby's International Realty

    105 Parker Rd Unit B, Osterville, MA 02655
  • 114 King Arthur Dr, Barnstable, MA 02601
    114 King Arthur Dr, Barnstable, MA 02601
    114 King Arthur Dr, Barnstable, MA 02601
    /28

    $784,000

    • 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
  • 114 King Arthur Dr, Osterville, MA 02655
    114 King Arthur Dr, Osterville, MA 02655
    114 King Arthur Dr, Osterville, MA 02655
    /33

    $784,000

    • 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
  • 727 Main St Unit B1, Osterville, MA 02655
    727 Main St Unit B1, Osterville, MA 02655
    727 Main St Unit B1, Osterville, MA 02655
    /37

    $599,900

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

    727 Main St Unit B1, Osterville, MA 02655

    Delightful first floor unit in sought after Osterville village location! Nestled in the heart of beautiful Osterville village and walking distance to Fancy's Market, Library, Church, Restaurants and Fabulous Boutique shops. Stroll to the resident only desirable Dowses beach too! This is a wonderful opportunity to live and enjoy one floor living where everything is at your fingertips......

    Gregory W Nowak Craigville Realty, Inc.

    727 Main St Unit B1, Osterville, MA 02655
  • 7 Bonnie Briar Rd, Osterville, MA 02655
    7 Bonnie Briar Rd, Osterville, MA 02655
    7 Bonnie Briar Rd, Osterville, MA 02655
    /26

    $685,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    7 Bonnie Briar Rd, Osterville, MA 02655

    Welcome to 7 Bonnie Briar Lane in beautiful Osterville -- a charming opportunity tucked within one of Cape Cod's most sought-after neighborhoods. This inviting 3-bedroom home offers 1,144 square feet of comfortable living space, blending easy coastal living with everyday functionality. Ideally located just moments from pristine beaches, the village center, and local marinas, this property is

    Joan Witter Compass Massachusetts, LLC

    7 Bonnie Briar Rd, Osterville, MA 02655
  • 420 Starboard Ln, Osterville, MA 02655
    420 Starboard Ln, Osterville, MA 02655
    420 Starboard Ln, Osterville, MA 02655
    /49

    $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

    John Cotton Sotheby's International Realty

    420 Starboard Ln, Osterville, MA 02655
  • 48 Starboard Ln, Osterville, MA 02655
    48 Starboard Ln, Osterville, MA 02655
    48 Starboard Ln, Osterville, MA 02655
    /61

    $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-inspired swimming pool and cabana, a renovated boathouse with a float for non-motorized crafts, and a deeded beach lot on Long Beach. Upon approaching the estate, an

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    48 Starboard Ln, Osterville, MA 02655
  • 140 Seapuit Rd, Osterville, MA 02655
    140 Seapuit Rd, Osterville, MA 02655
    140 Seapuit Rd, Osterville, MA 02655
    /89

    $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
  • 109 Eel River Rd, Osterville, MA 02655
    109 Eel River Rd, Osterville, MA 02655
    109 Eel River Rd, Osterville, MA 02655
    /48

    $10,500,000

    • 7 Beds
    • 5.5 Baths
    • 6,368 Sq Ft

    109 Eel River Rd, Osterville, MA 02655

    Presenting a rare and extraordinary opportunity set along the shores of Osterville's exclusive West Bay. This exquisite waterfront estate features a four-bedroom main residence masterfully designed by Hutker Architects to showcase sweeping water views amidst inimitable quality and craftsmanship. Designed as a generational compound affording the utmost privacy in an incomparable setting, the

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    109 Eel River Rd, Osterville, MA 02655
  • 156 E Bay Rd, Osterville, MA 02655
    156 E Bay Rd, Osterville, MA 02655
    156 E Bay Rd, Osterville, MA 02655
    /60

    $3,450,000

    • 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
  • 103 Falling Leaf Ln, Osterville, MA 02655
    103 Falling Leaf Ln, Osterville, MA 02655
    103 Falling Leaf Ln, Osterville, MA 02655
    /29

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft

    103 Falling Leaf Ln, Osterville, MA 02655

    Light, bright and located in a quiet neighborhood close to beaches and all that Osterville has to offer is this sparkling ranch. You will love the cathedral ceilings, hardwood floors and open floor plan. The primary is spacious with a great private bath. The lower level is completely finished with three rooms and a full bath. Perfect for overflow, an exercise room and a family room. This house is

    Witter & Witter Boston/Cape Cod Compass

    103 Falling Leaf Ln, Osterville, MA 02655
  • 179 Pineleigh Path, Barnstable, MA 02655
    179 Pineleigh Path, Barnstable, MA 02655
    179 Pineleigh Path, Barnstable, MA 02655
    /42

    $5,950,000

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

    179 Pineleigh Path, Barnstable, MA 02655

    Set on the 14th fairway of 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. Thoughtfully designed living spaces feature soaring ceilings and a

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    179 Pineleigh Path, Barnstable, MA 02655
  • 8 Brigantine Ave, Osterville, MA 02655
    8 Brigantine Ave, Osterville, MA 02655
    8 Brigantine Ave, Osterville, MA 02655
    /43

    $569,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    8 Brigantine Ave, Osterville, MA 02655

    Well-maintained 2 bedroom, 1.5 bath ranch with a 1-car garage set on approximately .62 acres. Comfortable one-floor living with a practical layout, spacious yard, and plenty of room to enjoy the outdoors. Whether you're starting out, downsizing, or just looking for an easy-to-maintain home with some land, this property is worth a look. Convenient location with solid upkeep inside and out.

    Timothy Scozzari Today Real Estate

    8 Brigantine Ave, Osterville, MA 02655
  • 727 Main St Unit 3, Osterville, MA 02655
    727 Main St Unit 3, Osterville, MA 02655
    727 Main St Unit 3, Osterville, MA 02655
    /23

    $689,000

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

    727 Main St Unit 3, 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 stainless steel appliances, stone countertops, island and built-in banquette, with French doors opening to a charming

    Debra Caney Sotheby's International Realty

    727 Main St Unit 3, Osterville, MA 02655
  • 727 Main St Unit F3, Osterville, MA 02655
    727 Main St Unit F3, Osterville, MA 02655
    727 Main St Unit F3, Osterville, MA 02655
    /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
  • 105 Parker Rd Unit B, Osterville, MA 02655
    105 Parker Rd Unit B, Osterville, MA 02655
    105 Parker Rd Unit B, Osterville, MA 02655
    /33

    $875,000

    $120K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    105 Parker Rd Unit B, Osterville, MA 02655

    Offered for the first time in twenty-five years, this spacious two bedroom, two and one half bath condo at Fairways in Osterville village is perfect for summer or year-round living. The condo abuts the Wianno Golf course and offers three floors of living including basement storage and a detached one car garage..The second floor includes a light-filled living room lined with windows,a gas

    Gene Orloff Sotheby's International Realty

    105 Parker Rd Unit B, Osterville, MA 02655
  • 46 Great Bay Rd, Osterville, MA 02655
    46 Great Bay Rd, Osterville, MA 02655
    46 Great Bay Rd, Osterville, MA 02655
    /54

    $8,500,000

    • 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, (complete with 30 Amp power outlets and fresh water). Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence

    Chuck Tuttle William Raveis Real Estate & Home Services

    46 Great Bay Rd, Osterville, MA 02655
  • 727 Main St Unit B1, Osterville, MA 02655
    727 Main St Unit B1, Osterville, MA 02655
    727 Main St Unit B1, Osterville, MA 02655
    /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
  • 16 Second Unit 4, Barnstable, MA 02655
    16 Second Unit 4, Barnstable, MA 02655
    16 Second Unit 4, Barnstable, MA 02655
    /40

    $1,075,000

    • 2 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    16 Second Unit 4, Barnstable, MA 02655

    In the heart of Wianno, surrounded by Osterville’s iconic multi-million-dollar estates, this newly built 2023 free-standing golf villa offers effortless luxury and carefree Cape Cod living. Just moments to Wianno Golf Club, Dowses Beach, marinas, boutique shopping, acclaimed dining, and the Osterville Farmers Market, the location is exceptional. The light-filled interior features soaring

    Agent Photo

    Livia Freitas Monteforte

    Compass

    16 Second Unit 4, Barnstable, MA 02655
  • 55 Seth Goodspeed Way, Osterville, MA 02655
    55 Seth Goodspeed Way, Osterville, MA 02655
    55 Seth Goodspeed Way, Osterville, MA 02655
    /48

    $659,900

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    55 Seth Goodspeed Way, Osterville, MA 02655

    Nice New Price!! Move right into this sun-filled, open-concept ranch with one-car garage and oversized shed, located in desirable Osterville Heights! The private and spacious partially-fenced backyard with its park-like setting is perfect for adding a potential pool, outdoor entertaining, barbecues, lawn games and relaxing with family and friends. New improvements include enhanced landscaping,

    Donna Christopher Sotheby's International Realty

    55 Seth Goodspeed Way, Osterville, MA 02655
  • 30 Cockachoiset, Osterville, MA 02655
    30 Cockachoiset, Osterville, MA 02655
    30 Cockachoiset, Osterville, MA 02655
    /49

    $3,900,000

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft

    30 Cockachoiset, Osterville, MA 02655

    Defined by its water views, generous grounds, and multiple outdoor living spaces, 30 Cockachoiset (''Dillon House'') offers a welcoming coastal retreat designed for gathering, entertaining, and enjoying life by the water. The main level is thoughtfully designed with an open floor plan anchored by a well-equipped kitchen that flows seamlessly into a sun-filled breakfast nook and sitting area,

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    30 Cockachoiset, Osterville, MA 02655
  • 30 Cockachoiset Ln, Barnstable, MA 02655
    30 Cockachoiset Ln, Barnstable, MA 02655
    30 Cockachoiset Ln, Barnstable, MA 02655
    /42

    $3,900,000

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft

    30 Cockachoiset Ln, Barnstable, MA 02655

    Defined by sweeping water views, expansive grounds, and exceptional outdoor living spaces, 30 Cockachoiset (“Dillon House”) offers a welcoming coastal retreat designed for gathering and entertaining. The open-concept main level features a well-equipped kitchen flowing into a sun-filled breakfast nook and sitting area surrounded by walls of windows overlooking the water. Additional highlights

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    30 Cockachoiset Ln, Barnstable, MA 02655
  • 12 Cockachoiset, Osterville, MA 02655
    12 Cockachoiset, Osterville, MA 02655
    12 Cockachoiset, Osterville, MA 02655
    /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
  • 12 Cockachoiset Ln, Barnstable, MA 02655
    12 Cockachoiset Ln, Barnstable, MA 02655
    12 Cockachoiset Ln, Barnstable, MA 02655
    /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 sought-after seaside villages along Nantucket Sound, 12 Cockachoiset - known as the iconic “Windmill House” - blends coastal charm with distinctive architectural character. Recognized for its two-story windmill adorned with seaside murals, the home features water views from a private balcony and inviting indoor-outdoor living spaces

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    12 Cockachoiset Ln, Barnstable, MA 02655
  • 81 Osterville West Barnstable Rd, Osterville, MA 02655
    81 Osterville West Barnstable Rd, Osterville, MA 02655
    81 Osterville West Barnstable Rd, Osterville, MA 02655
    /41

    $1,950,000

    • 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 just minutes from everything Osterville Village has to offer. Set on a sprawling, wooded lot, the home's classic exterior is highlighted by a stately pillared portico and a winding stone walkway that create distinguished curb appeal.The interior opens into a center hall layout where architectural columns frame a grand living room defined

    Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    81 Osterville West Barnstable Rd, Osterville, MA 02655
  • 162 Main St, Osterville, MA 02655
    162 Main St, Osterville, MA 02655
    162 Main St, Osterville, MA 02655
    /54

    $1,785,000

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

    162 Main St, Osterville, MA 02655

    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 effortless living both indoors and out. Imagine

    Kimberly Gazal Santos Property Cape Cod

    162 Main St, Osterville, MA 02655
  • 955 Main St, Osterville, MA 02655
    955 Main St, Osterville, MA 02655
    955 Main St, Osterville, MA 02655
    /52

    $1,500,000

    $79K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,765 Sq Ft

    955 Main St, Osterville, MA 02655

    A mid-19th-century Greek Revival, believed to be the birthplace of Captain William Bradford Parker and later home to Samuel Hallett -- both tied to Osterville's historic maritime corridor along Main Street. The property reflects the success of maritime captains - there's a reason Osterville was once described as ''a place where retired sea captains can live like gentlemen.'' You feel that here.

    Karen Lilly Property Cape Cod

    955 Main St, Osterville, MA 02655
  • 93 Oyster Way, Barnstable, MA 02655
    93 Oyster Way, Barnstable, MA 02655
    93 Oyster Way, Barnstable, MA 02655
    /24

    $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
  • 441 Old Mill Rd, Osterville, MA 02655
    441 Old Mill Rd, Osterville, MA 02655
    441 Old Mill Rd, Osterville, MA 02655
    /17

    $810,000

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    441 Old Mill Rd, Osterville, MA 02655

    Osterville opportunity! Situated on 1.4 acres and abutting conservation land, this 2-bedroom, 2-bath raised ranch offers endless possibilities. Located just moments from Osterville's charming village center, you'll enjoy easy access to boutique shopping, delightful dining, and local favorite, Dowses Beach. Whether it's a thoughtful home renovation or a complete reimagining to unlock the full

    Diane Boudreau Kinlin Grover Compass

    441 Old Mill Rd, Osterville, MA 02655
  • 20 Deerfield Rd, Osterville, MA 02655
    20 Deerfield Rd, Osterville, MA 02655
    20 Deerfield Rd, Osterville, MA 02655
    /24

    $874,400

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    20 Deerfield Rd, Osterville, MA 02655

    Property is being offered via Real Estate Auction on Friday, June 26th at 11am on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. Re: The Estate of Beth E. Higgins. 2,076+/- sf 3BR, 2BA

    Justin Manning JJManning Auctioneers

    20 Deerfield Rd, Osterville, MA 02655
  • 255 Bayberry Way, Osterville, MA 02655
    255 Bayberry Way, Osterville, MA 02655
    255 Bayberry Way, Osterville, MA 02655
    /44

    $7,900,000

    • 7 Beds
    • 6 Baths
    • 4,896 Sq Ft

    255 Bayberry Way, Osterville, MA 02655

    Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    255 Bayberry Way, Osterville, MA 02655
  • 177 Bayview Cir, Osterville, MA 02655
    177 Bayview Cir, Osterville, MA 02655
    177 Bayview Cir, Osterville, MA 02655
    /38

    $869,900

    $80K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    177 Bayview Cir, Osterville, MA 02655

    Summer is in the Air! Welcome 177 Bayview Circle and Osterville Village. Enjoy sunbathing and swimming at Dowses beach, go clamming off Bridge Street, stroll to Fancy's Market and Main St for dining, shopping, ice cream and more. This lovely property is also near town way to water, Osterville Library and Post Office, Crosby Yacht, East Bay, the farmers market and private golf clubs. Come see this

    Kathleen Craig Berkshire Hathaway HomeServices Robert Paul Properties

    177 Bayview Cir, Osterville, MA 02655
  • 5 Briar Patch Rd, Osterville, MA 02655
    5 Briar Patch Rd, Osterville, MA 02655
    5 Briar Patch Rd, Osterville, MA 02655
    /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
  • 34 Farm Valley Rd, Osterville, MA 02655
    34 Farm Valley Rd, Osterville, MA 02655
    34 Farm Valley Rd, Osterville, MA 02655
    /52

    $2,950,000

    $150K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 5,008 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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Massachusetts Barnstable County Osterville 02655

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