4,027

Homes in ZIP Code 02655

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  • /4

    $10,500,000

    Sold Dec 16, 2025

    391 Sea View Ave, Osterville, MA 02655

    • 6 Beds
    • 7 Baths
    • 6,830 Sq Ft
    • Built 2020

    Last Sold Summary

    • 30% Below List Price
    • $1,537/SF
    • 134 Days On Market

    Last Listing Agent Gene Orloff Sotheby's International Realty

    391 Sea View Ave, Osterville, MA 02655
    • /33

      Est $1,503,212

      Not Listed For Sale

      65 Wianno Cir, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,739 Sq Ft
      • Built 1984
      65 Wianno Cir, Osterville, MA 02655

      Last Sold Summary

      • 0 Days On Market

  • /50

    $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
  • /37

    $810,000

    Sold Jun 24, 2025

    106 Hickory Hill Cir, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Above List Price
    • $491/SF
    • 5 Days On Market

    Current Estimated Value $810,812

    Last Listing Agent Eileen Prisco Prisco's Five Star Real Estate

    106 Hickory Hill Cir, Osterville, MA 02655
    • /29

      Est $3,618,836

      Not Listed For Sale

      149 E Bay Rd, Osterville, MA 02655

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 1958
      149 E Bay Rd, Osterville, MA 02655

      Last Sold Summary

      • 29 Days On Market

  • /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
  • /26

    $625,000

    Sold Apr 30, 2026

    369 Bumps River Rd, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $543/SF
    • 164 Days On Market

    Current Estimated Value $650,209

    Last Listing Agent Eric Dufault Keller Williams Realty

    369 Bumps River Rd, Osterville, MA 02655
    • /41

      Est $3,041,730

      Not Listed For Sale

      219 Wianno Ave, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,708 Sq Ft
      • Built 1938
      219 Wianno Ave, Osterville, MA 02655

      Last Sold Summary

      • 5 Days On Market

  • /64

    $3,475,000

    $175K PRICE DROP Pending
    • 4 Beds
    • 5 Baths
    • 4,364 Sq Ft

    82 Crystal Lake Rd, Osterville, MA 02655

    Ideally situated for an easy walk to Osterville Village and Dowses beach, this home is perfectly positioned to enjoy everything the area has to offer -- including walking, biking, and golf. Every detail reflects intentional craftsmanship, from the custom kitchen cabinetry to the elegant wainscotting, intricate moldings, and soaring cathedral ceilings that give the home a sense of grandeur without

    Margie McShane Compass Massachusetts, LLC

    82 Crystal Lake Rd, Osterville, MA 02655
  • /7

    $410,000

    Sold Dec 08, 2025

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $325/SF
    • 4 Days On Market

    Current Estimated Value $681,547

    Last Listing Agent Witter & Witter Boston/Cape Cod Compass

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655
    • /42

      Est $3,121,492

      Not Listed For Sale

      321 Wianno Ave, Osterville, MA 02655

      • 5 Beds
      • 4 Baths
      • 3,424 Sq Ft
      • Built 1937
      321 Wianno Ave, Osterville, MA 02655

      Last Sold Summary

      • 78 Days On Market

  • /29

    $719,000

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

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655

    RARE opportunity for a gorgeous first floor unit in Osterville's desirable Village Square. Completely renovated and move in ready two bedroom two bath condo in the heart of Osterville village. Light and airy open floor plan with numerous windows and ample natural light. Features include all new kitchen with luxury appliances, gorgeous marble and natural stone tiled bathrooms, white oak flooring,

    Gregory W Nowak Craigville Realty Co

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655
  • /38

    $2,500,000

    Sold Jul 02, 2025

    47 Great Bay Rd, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Above List Price
    • $1,276/SF
    • 10 Days On Market

    Current Estimated Value $2,420,169

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    47 Great Bay Rd, Osterville, MA 02655
    • /36

      Est $1,465,776

      Not Listed For Sale

      34 Hollingsworth Rd, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,738 Sq Ft
      • Built 1960
      34 Hollingsworth Rd, Osterville, MA 02655

      Last Sold Summary

      • 2 Days On Market

  • /45

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    31 Falling Leaf Ln, Osterville, MA 02655

    This beautifully updated Osterville Cape, set on a private cul-de-sac, offers move-in-ready living with a thoughtfully curated interior that reflects its coastal charm. Bright, spacious rooms feature vaulted ceilings, skylights, and abundant natural light, while five high-efficiency ductless A/C units ensure comfort throughout the summer months.The first-floor primary suite includes a walk-in

    Margo Pisacano Margo & Company

    31 Falling Leaf Ln, Osterville, MA 02655
  • /2

    $540,000

    Sold Apr 15, 2026

    31 Galahad Cir, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,940 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $278/SF
    • 13 Days On Market

    Current Estimated Value $601,421

    Last Listing Agent Tanya Chadwick Today Real Estate

    31 Galahad Cir, Osterville, MA 02655
    • /42

      Est $2,268,567

      Not Listed For Sale

      85 Hollingsworth Rd, Osterville, MA 02655

      • 4 Beds
      • 4.5 Baths
      • 2,863 Sq Ft
      • Built 2016
      85 Hollingsworth Rd, Osterville, MA 02655

      Last Sold Summary

      • 32 Days On Market

  • /43

    $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
  • /42

    $4,400,000

    Sold Oct 31, 2025

    38 Beach Plum Hill Rd, Osterville, MA 02655

    • 5 Beds
    • 4.5 Baths
    • 3,802 Sq Ft
    • Built 1985

    Last Sold Summary

    • 27% Below List Price
    • $1,157/SF
    • 231 Days On Market

    Current Estimated Value $4,251,660

    Last Listing Agent Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

    38 Beach Plum Hill Rd, Osterville, MA 02655
    • /29

      Est $1,703,541

      Not Listed For Sale

      82 Blanid Rd, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 1,961 Sq Ft
      • Built 2015
      82 Blanid Rd, Osterville, MA 02655

      Last Sold Summary

      • 54 Days On Market

  • /46

    $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
  • /14

    $1,570,000

    Sold Apr 14, 2026

    117 Parsley Ln, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $839/SF
    • 51 Days On Market

    Current Estimated Value $1,561,041

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    117 Parsley Ln, Osterville, MA 02655
    • /14

      Est $1,790,744

      Not Listed For Sale

      141A Wianno Ave, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 2,301 Sq Ft
      • Built 1999
      141A Wianno Ave, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /22

    $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
  • /76

    $2,210,000

    Sold Oct 08, 2025

    162 Starboard Ln, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,510 Sq Ft
    • Built 1971

    Last Sold Summary

    • 37% Below List Price
    • $630/SF
    • 390 Days On Market

    Current Estimated Value $2,506,036

    Last Listing Agent Michelle Tucker William Raveis Real Estate & Home Services

    162 Starboard Ln, Osterville, MA 02655
    • /27

      Est $2,396,862

      Not Listed For Sale

      25 Blanid Rd, Osterville, MA 02655

      • 4 Beds
      • 2.5 Baths
      • 2,573 Sq Ft
      • Built 2003
      25 Blanid Rd, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /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
  • /32

    $1,165,000

    Sold Sep 15, 2025

    50 Deerfield Rd, Osterville, MA 02655

    • 4 Beds
    • 3 Baths
    • 2,098 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $555/SF
    • 110 Days On Market

    Current Estimated Value $1,165,139

    Last Listing Agent Joan Witter Compass Massachusetts, LLC

    50 Deerfield Rd, Osterville, MA 02655
    • /44

      Est $1,381,804

      Not Listed For Sale

      218 Scudder Rd, Osterville, MA 02655

      • 2 Beds
      • 3 Baths
      • 1,492 Sq Ft
      • Built 1960
      218 Scudder Rd, Osterville, MA 02655

      Last Sold Summary

      • 83 Days On Market

  • /24

    $695,000

    $80K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,009 Sq Ft

    351 Swift Ave, Osterville, MA 02655

    Builder/Investor Opportunity in Osterville with Expansion Potential!Charming 3-bedroom, 1-bath home on a spacious 0.64-acre lot in one of Osterville's most desirable locations. Features include a sunroom, garage, additional shed, private backyard, and newer boiler, gas furnace and heat pump.Conveniently located near Dowses and Craigville Beaches and close to Osterville Main Street shops and

    Kami Dimitrova EXIT Cape Realty

    351 Swift Ave, Osterville, MA 02655
  • /34

    $1,220,000

    Sold Sep 03, 2025

    120 Robbins St, Osterville, MA 02655

    • 3 Beds
    • 3.5 Baths
    • 3,226 Sq Ft
    • Built 1989

    Last Sold Summary

    • 18% Below List Price
    • $378/SF
    • 164 Days On Market

    Current Estimated Value $1,260,074

    Last Listing Agent Joan Witter Compass Massachusetts, LLC

    120 Robbins St, Osterville, MA 02655
    • /41

      Est $2,528,204

      Not Listed For Sale

      204 Crystal Lake Rd, Osterville, MA 02655

      • 4 Beds
      • 4.5 Baths
      • 2,434 Sq Ft
      • Built 1999
      204 Crystal Lake Rd, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /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
  • /49

    $1,492,500

    Sold Mar 18, 2026

    29 Oak Ridge Rd, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $574/SF
    • 4 Days On Market

    Current Estimated Value $1,561,200

    Last Listing Agent James Murphy, Jr Murphy Real Estate

    29 Oak Ridge Rd, Osterville, MA 02655
    • /42

      Est $7,036,027

      Not Listed For Sale

      265 Sea View Ave, Osterville, MA 02655

      • 7 Beds
      • 3.5 Baths
      • 4,028 Sq Ft
      • Built 1890
      265 Sea View Ave, Osterville, MA 02655

      Last Sold Summary

      • 88 Days On Market

  • /7

    $625,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,159 Sq Ft

    39 Tower Hill Rd Unit 1, Osterville, MA 02655

    FIRST FLOOR CONDO in the heart of Osterville Village! Enjoy the best of village living with an easy walk to Osterville's shops, restaurants, and local amenities. This beautifully maintained condo offers two generously sized bedrooms and two full bathrooms. The spacious living room features a cozy gas fireplace and flows beautifully into the dining area, creating an inviting space for everyday

    Tom Foley The Foley Company

    39 Tower Hill Rd Unit 1, Osterville, MA 02655
  • /40

    $2,700,000

    Sold May 14, 2026

    18 Winfield Way, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 3,055 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Below List Price
    • $884/SF
    • 7 Days On Market

    Current Estimated Value $2,960,017

    Last Listing Agent Nicole Callahan Silverstone Capeside Realty Group

    18 Winfield Way, Osterville, MA 02655
    • /40

      Est $779,441

      Not Listed For Sale

      43 Carlisle Dr, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,460 Sq Ft
      • Built 1979
      43 Carlisle Dr, Osterville, MA 02655

      Last Sold Summary

      • 6 Days On Market

  • /40

    $3,499,999

    Pending
    • 10 Beds
    • 7.5 Baths
    • 6,905 Sq Ft

    414 Eel River Rd, Osterville, MA 02655

    Located in the desirable Wianno in Osterville surrounded by Luxurious homes, and walking distance to Wianno Golf course. This home has plenty of space for a large family or someone who likes to entertain. Home has three separate wings for privacy. Some of the recent improvements include kitchen with open concept. Kitchen has two stainless refrigerators and two dishwashers. Quartz countertops, and

    Shane Pacheco SMP Realty Development Co. LLC

    414 Eel River Rd, Osterville, MA 02655
  • /26

    $665,000

    Sold Mar 06, 2026

    30 Pond St, Osterville, MA 02655

    • 3 Beds
    • 1 Bath
    • 974 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $683/SF
    • 15 Days On Market

    Current Estimated Value $680,874

    Last Listing Agent Aidas Kupcinskas Foran Realty, Inc.

    30 Pond St, Osterville, MA 02655

Showing Results 121 - 160, Page 4 of 18

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