4,028

Homes in ZIP Code 02655

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  • /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

    (508) 979-0555

    16 Second Unit 4, Barnstable, MA 02655
  • /24

    $3,150 Per Month

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • House for Rent

    21 Nathans Way, Osterville, MA 02655

    OSTERVILLE TWO BEDROOM YEARLY RENTALJust a short drive from the famous Dowses Beach, featuring magazine-worthy updates throughout. Enjoy a spacious living room, an updated kitchen with granite countertops, new cabinets, and stainless-steel appliances. Flooring is durable vinyl plank. The home offers two bedrooms, two full bathrooms, and new windows in most rooms. Relax in the three-season

    Carole Phelps ERA Cape Real Estate, LLC

    21 Nathans Way, Osterville, MA 02655
  • /37

    $807,150

    Sold Aug 15, 2025

    26 Hinckley Cir, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,934 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $417/SF
    • 21 Days On Market

    Current Estimated Value $864,766

    Last Listing Agent virginia guimond William Raveis Real Estate & Home Services

    26 Hinckley Cir, Osterville, MA 02655
    • /9

      Not Listed For Sale

      48 Starboard Ln, Osterville, MA 02655

      48 Starboard Ln, Osterville, MA 02655

      Last Sold Summary

      • 73 Days On Market

  • /70

    $7,950,000

    Pending
    • 8 Beds
    • 9 Baths
    • 7,350 Sq Ft

    850 Sea View Ave, Osterville, MA 02655

    At the western end of Osterville's legendary Sea View Avenue--a road many believe is one of the most beautiful and valuable on all of Cape Cod reveals a property that transcends the idea of a residence. On over one acre of sweeping, tree-lined greensward with glimpses of West Bay shimmering in the distance, here is a residence that is not simply lived in, but experienced.Accessed by a winding

    John Cotton Sotheby's International Realty

    850 Sea View Ave, Osterville, MA 02655
  • /39

    $16,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,684 Sq Ft
    • House for Rent

    65 Starboard Ln, Osterville, MA 02655

    Kick off 2026 in style with a winter rental escape to one of Cape Cod's most exclusive villages. This luxury Osterville retreat offers a refined coastal experience with sophisticated interiors and a prime location near pristine beaches and boutique shops. Enjoy crisp ocean air, and effortless access to acclaimed restaurants without the summer crowds. For those in the know, winter is Cape Cod's

    Daren Marvin Sotheby's International Realty

    65 Starboard Ln, Osterville, MA 02655
  • /55

    $635,000

    Sold Oct 15, 2025

    22 1st Ave, Osterville, MA 02655

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Below List Price
    • $718/SF
    • 9 Days On Market

    Current Estimated Value $614,303

    Last Listing Agent Adrienne Siegel Strawberry Hill R E

    22 1st Ave, Osterville, MA 02655
    • /49

      Est $1,232,689

      Not Listed For Sale

      15 Sturbridge Dr, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,163 Sq Ft
      • Built 1982
      15 Sturbridge Dr, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /18

    $3,995,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 6,239 Sq Ft

    268 Parker Rd, Osterville, MA 02655

    Perfectly sited in one of Osterville's most coveted Wianno locations, this exceptional property offers the ultimate Cape Cod lifestyle-just moments to the village, nearby to the farmers market, and close to Dowses Beach. Set across from the first hole of Wianno Golf Club, the home enjoys sweeping golf course views. Designed for both everyday living and effortless entertaining, it features a

    Ellen Valentgas Sotheby's International Realty

    268 Parker Rd, Osterville, MA 02655
  • /20

    $545,000

    Sold Dec 11, 2025

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $482/SF
    • 98 Days On Market

    Current Estimated Value $560,856

    Last Listing Agent Ed Chatelain Chatelain Real Estate

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655
    • /46

      Est $1,181,394

      Not Listed For Sale

      200 Sturbridge Dr, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,458 Sq Ft
      • Built 1983
      200 Sturbridge Dr, Osterville, MA 02655

      Last Sold Summary

      • 5 Days On Market

  • /31

    $2,250,000

    $500K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft

    51 Wianno Cir, Osterville, MA 02655

    Tucked away in the heart of Wianno, this charming waterfront home enjoys exceptional privacy and scenic views of Neck Pond and the Wianno Golf Course.Set on .73 of an acre, this property has been held by the same family for generations and is now ready for its next chapter. Ideally located close to Dowses Beach and Osterville village, this home is the perfect Cape Cod get-away with room to

    Gene Orloff Sotheby's International Realty

    51 Wianno Cir, Osterville, MA 02655
  • /18

    $600,000

    Sold Apr 08, 2026

    39 Tower Hill Rd Unit 18A, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $469/SF
    • 2 Days On Market

    Current Estimated Value $613,764

    Last Listing Agent Tom Foley The Foley Company

    39 Tower Hill Rd Unit 18A, Osterville, MA 02655
    • /50

      Est $855,366

      Not Listed For Sale

      65 Deerfield Rd, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 2,061 Sq Ft
      • Built 1979
      65 Deerfield Rd, Osterville, MA 02655

      Last Sold Summary

      • 36 Days On Market

  • /43

    $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
  • /43

    $3,375,000

    Sold Jul 15, 2025

    320 Parker Rd, Osterville, MA 02655

    • 5 Beds
    • 5.5 Baths
    • 5,421 Sq Ft
    • Built 2002

    Last Sold Summary

    • 11% Below List Price
    • $623/SF
    • 44 Days On Market

    Current Estimated Value $3,513,147

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    320 Parker Rd, Osterville, MA 02655
    • /40

      Est $1,332,222

      Not Listed For Sale

      60 Deerfield Rd, Osterville, MA 02655

      • 4 Beds
      • 3 Baths
      • 3,795 Sq Ft
      • Built 1981
      60 Deerfield Rd, Osterville, MA 02655

      Last Sold Summary

      • 64 Days On Market

  • /48

    $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
  • /73

    $4,200,000

    Sold Aug 08, 2025

    281 Wianno Ave, Osterville, MA 02655

    • 7 Beds
    • 5.5 Baths
    • 4,375 Sq Ft
    • Built 1890

    Last Sold Summary

    • 10% Below List Price
    • $960/SF
    • 16 Days On Market

    Current Estimated Value $4,289,211

    Last Listing Agent John Hopkins Frank A Sullivan Real Estate

    281 Wianno Ave, Osterville, MA 02655
    • /42

      Est $2,161,888

      Not Listed For Sale

      298 Starboard Ln, Osterville, MA 02655

      • 5 Beds
      • 3.5 Baths
      • 3,854 Sq Ft
      • Built 2002
      298 Starboard Ln, Osterville, MA 02655

      Last Sold Summary

      • 69 Days On Market

  • /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
  • /52

    $1,080,000

    Sold Mar 02, 2026

    81 Falling Leaf Ln, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1999

    Last Sold Summary

    • 22% Below List Price
    • $389/SF
    • 145 Days On Market

    Current Estimated Value $1,109,704

    Last Listing Agent Linda Whitcomb William Raveis Real Estate & Home Services

    81 Falling Leaf Ln, Osterville, MA 02655
    • /39

      Est $2,893,864

      Not Listed For Sale

      175 Starboard Ln, Osterville, MA 02655

      • 4 Beds
      • 4.5 Baths
      • 4,017 Sq Ft
      • Built 1981
      175 Starboard Ln, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /22

    $4,795,000

    • 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 coastal elegance with modern luxury. Sunlit interiors feature vaulted ceilings, hardwood floors, and inviting living and dining spaces overlooking a private backyard. The chef’s kitchen offers custom cabinetry, granite countertops, a large island, and premium Wolf and Sub-Zero appliances, opening to a family room and screened

    Kelly Crosby LandVest, Inc.

    93 Oyster Way, Barnstable, MA 02655
  • /84

    $1,100,000

    Sold Nov 20, 2025

    24 Indigo Ln, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,135 Sq Ft
    • Built 1992

    Last Sold Summary

    • 19% Below List Price
    • $351/SF
    • 91 Days On Market

    Current Estimated Value $1,377,873

    Last Listing Agent Tim/Becca Team Great Oak Realty Executives

    24 Indigo Ln, Osterville, MA 02655
    • /51

      Est $972,677

      Not Listed For Sale

      31 Newport Ln, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,162 Sq Ft
      • Built 1975
      31 Newport Ln, Osterville, MA 02655

      Last Sold Summary

      • 3 Days On Market

  • /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
  • /34

    $560,000

    Sold Jun 27, 2025

    7 Fox Hollow Ln, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $359/SF
    • 16 Days On Market

    Current Estimated Value $572,429

    Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    7 Fox Hollow Ln, Osterville, MA 02655
    • /46

      Est $1,538,738

      Not Listed For Sale

      25 Nutmeg Ln, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1971
      25 Nutmeg Ln, Osterville, MA 02655

      Last Sold Summary

      • 0 Days On Market

  • /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
  • /52

    $1,030,000

    Sold Dec 15, 2025

    25 Sturbridge Dr, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,227 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $463/SF
    • 13 Days On Market

    Current Estimated Value $1,085,557

    Last Listing Agent virginia guimond William Raveis Real Estate & Home Services

    25 Sturbridge Dr, Osterville, MA 02655
    • /78

      Est $2,294,062

      Not Listed For Sale

      8 Nutmeg Ln, Osterville, MA 02655

      • 4 Beds
      • 3.5 Baths
      • 4,800 Sq Ft
      • Built 2024
      8 Nutmeg Ln, Osterville, MA 02655

      Last Sold Summary

      • 41 Days On Market

  • /40

    $2,900,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,015 Sq Ft

    21 Cockachoisett Ln, Osterville, MA 02655

    A custom home in the quaint seaside Village of Osterville! Perfectly nestled alongside Crosby Boat Yard, Nauticus Marina, Oyster Harbors Marina, The Chart Room and well-known West Bay, you will find this top of line crafted 4 bedroom, 3.5 bathroom home. Hand-selected flooring and natural lighting fill the open-concept entertaining spaces and private rooms, creating an elevated living experience.

    Cynthia Houlihan Berkshire Hathaway HomeServices Robert Paul Properties

    21 Cockachoisett Ln, Osterville, MA 02655
  • /38

    $845,000

    Sold May 30, 2025

    171 Sturbridge Dr, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1972

    Last Sold Summary

    • $510/SF
    • 10 Days On Market

    Current Estimated Value $844,637

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    171 Sturbridge Dr, Osterville, MA 02655
    • /33

      Est $716,060

      Not Listed For Sale

      44 Renoir Dr, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1983
      44 Renoir Dr, Osterville, MA 02655

      Last Sold Summary

      • 8 Days On Market

  • /46

    $2,595,000

    New Construction Open Sun 11AM - 1PM $55K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,650 Sq Ft

    146 Scudder Rd, Osterville, MA 02655

    This beautiful new Osterville home is perfectly situated in Wianno, just minutes from village shops, restaurants, and Dowses Beach. With its open floor plan, white oak hardwood floors, and exceptional attention to detail, this charming property offers coastal living at its finest.The stunning kitchen features quartzite countertops, Viking appliances, and a large island with generous seating and

    Gene Orloff Sotheby's International Realty

    146 Scudder Rd, Osterville, MA 02655
  • /17

    $655,000

    Sold Dec 19, 2025

    435 Old Mill Rd, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Below List Price
    • $395/SF
    • 6 Days On Market

    Current Estimated Value $705,908

    Last Listing Agent Gerald Mullen NextHome Signature Realty

    435 Old Mill Rd, Osterville, MA 02655
    • /37

      Est $681,011

      Not Listed For Sale

      65 Renoir Dr, Osterville, MA 02655

      • 3 Beds
      • 3 Baths
      • 1,806 Sq Ft
      • Built 1983
      65 Renoir Dr, Osterville, MA 02655

      Last Sold Summary

      • 58 Days On Market

  • /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
  • /38

    $900,000

    Sold Sep 25, 2025

    3 5 Corners Rd, Barnstable, MA 02655

    • 5 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1963

    Last Sold Summary

    • 10% Below List Price
    • $493/SF
    • 63 Days On Market

    Last Listing Agent Kathleen Fuller Keller Williams Realty

    3 5 Corners Rd, Barnstable, MA 02655

Showing Results 1 - 40, Page 1 of 18

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