4,027

Homes in ZIP Code 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
  • /11

    $532,000

    Sold Dec 03, 2025

    17 Ebenezer Rd, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $420/SF
    • 190 Days On Market

    Current Estimated Value $571,601

    Last Listing Agent Rob Sculos Today Real Estate, Inc.

    17 Ebenezer Rd, Osterville, MA 02655
    • /31

      Est $1,167,800

      Not Listed For Sale

      179 Robbins St, Osterville, MA 02655

      • 4 Beds
      • 2.5 Baths
      • 2,379 Sq Ft
      • Built 1976
      179 Robbins St, Osterville, MA 02655

      Last Sold Summary

      • 353 Days On Market

  • /52

    $1,579,000

    • 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
  • /40

    $568,000

    Sold Apr 09, 2026

    39 Blossom Ave Unit 4, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $430/SF
    • 47 Days On Market

    Current Estimated Value $601,429

    Last Listing Agent Sarah Lapsley Greer Real Estate, LLC

    39 Blossom Ave Unit 4, Osterville, MA 02655
    • /45

      Est $1,763,830

      Not Listed For Sale

      117 Spice Ln, Osterville, MA 02655

      • 4 Beds
      • 3 Baths
      • 2,386 Sq Ft
      • Built 1962
      117 Spice Ln, Osterville, MA 02655

      Last Sold Summary

      • 7 Days On Market

  • /43

    $8,995,000

    $1M 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

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    168 Garrison Ln, Osterville, MA 02655
  • /42

    $690,000

    Sold Sep 16, 2025

    40 Gunstock Rd, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $377/SF
    • 9 Days On Market

    Current Estimated Value $704,134

    Last Listing Agent Kevin Eosco Today Real Estate

    40 Gunstock Rd, Osterville, MA 02655
    • /42

      Est $1,304,445

      Not Listed For Sale

      107 Spice Ln, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,268 Sq Ft
      • Built 1966
      107 Spice Ln, Osterville, MA 02655

      Last Sold Summary

      • 14 Days On Market

  • /35

    $1,075,000

    $50K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft

    40 Waterfield Rd, Osterville, MA 02655

    Your love affair will begin as you pull into the crushed stone, horseshoe drive w/ cobblestone aprons completely lined with white hydrangeas. This home looks like something out of a fairytale. Off to the side, a paved drive leads down to the 2-car garage, with basement access. In the rear you'll find a large bluestone patio with an outdoor bar, TV, a large seating area w/fire pit, and an outdoor

    Darci Gervais Keller Williams Realty

    40 Waterfield Rd, Osterville, MA 02655
  • /33

    $4,650,000

    Sold May 28, 2026

    44 Seapuit Rd, Osterville, MA 02655

    • 7 Beds
    • 9 Baths
    • 8,345 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $557/SF
    • 29 Days On Market

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    44 Seapuit Rd, Osterville, MA 02655
    • /30

      Est $996,064

      Not Listed For Sale

      54 Hinckley Cir, Osterville, MA 02655

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1964
      54 Hinckley Cir, Osterville, MA 02655

      Last Sold Summary

      • 1 Day On Market

  • /42

    $7,750,000

    $250K PRICE DROP
    • 7 Beds
    • 11 Baths
    • 11,546 Sq Ft

    440 Grand Island Dr, Osterville, MA 02655

    Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning 2-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. Inside, refined architectural detail

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    440 Grand Island Dr, Osterville, MA 02655
  • /59

    $10,500,000

    Sold Sep 16, 2025

    545 Sea View Ave, Osterville, MA 02655

    • 6 Beds
    • 5.5 Baths
    • 3,859 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Below List Price
    • $2,721/SF
    • 105 Days On Market

    Current Estimated Value $9,078,391

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    545 Sea View Ave, Osterville, MA 02655
    • /50

      Est $966,709

      Not Listed For Sale

      95 Hinckley Cir, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,330 Sq Ft
      • Built 1963
      95 Hinckley Cir, Osterville, MA 02655

      Last Sold Summary

      • 46 Days On Market

  • /24

    $2,200,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 3,118 Sq Ft

    199 E Bay Rd Unit 12, Osterville, MA 02655

    Welcome to a rare offering at the coveted The Cove at East Bay--an impeccably updated luxury condominium designed for effortless Cape Cod living. Sunlight fills the interior, while expansive living spaces, a chef's kitchen, custom woodwork, and refined finishes create an elegant yet inviting retreat for family and guests alike. In close proximity to the beach and village, this exceptional

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    199 E Bay Rd Unit 12, Osterville, MA 02655
  • /40

    $1,600,000

    Sold Oct 15, 2025

    72 Hathaway Rd, Osterville, MA 02655

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft
    • Built 1961

    Last Sold Summary

    • 14% Below List Price
    • $780/SF
    • 69 Days On Market

    Current Estimated Value $1,679,196

    Last Listing Agent John Cotton Sotheby's International Realty

    72 Hathaway Rd, Osterville, MA 02655
    • /41

      Est $1,292,154

      Not Listed For Sale

      38 Evans St, Osterville, MA 02655

      • 4 Beds
      • 3.5 Baths
      • 2,982 Sq Ft
      • Built 1959
      38 Evans St, Osterville, MA 02655

      Last Sold Summary

      • 233 Days On Market

  • /23

    $949,000

    $46K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    60 Linden Ln, Osterville, MA 02655

    Nestled in the heart of Osterville Village, this 3-bedroom, 3-bath home perfectly blends charm with modern updates in one of Cape Cod's most sought-after locations. The backyard is an entertainer's paradise: just wait until you see this spectacular outdoor kitchen with stainless steel appliances, fire pit, and pergola. A partially finished basement provides extra living space, and an oversized

    Sarah Harrington Kinlin Grover Compass

    60 Linden Ln, Osterville, MA 02655
  • /36

    $1,168,500

    Sold May 08, 2026

    48 Bayview Cir, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft
    • Built 1957

    Last Sold Summary

    • 1% Below List Price
    • $658/SF
    • 5 Days On Market

    Current Estimated Value $1,141,506

    Last Listing Agent Andy Falconio Kinlin Grover Compass

    48 Bayview Cir, Osterville, MA 02655
    • /41

      Est $1,580,549

      Not Listed For Sale

      58 Evans St, Osterville, MA 02655

      • 3 Beds
      • 4 Baths
      • 3,060 Sq Ft
      • Built 2018
      58 Evans St, Osterville, MA 02655

      Last Sold Summary

      • 3 Days On Market

  • /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

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    Lot 289 Seapuit River B Rd, Osterville, MA 02655
  • /49

    $1,500,000

    Sold Jul 11, 2025

    19 E Bay Rd, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft
    • Built 1870

    Last Sold Summary

    • 21% Below List Price
    • $1,020/SF
    • 120 Days On Market

    Current Estimated Value $1,485,080

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    19 E Bay Rd, Osterville, MA 02655
    • /38

      Est $1,384,862

      Not Listed For Sale

      52 David St, Osterville, MA 02655

      • 3 Beds
      • 2.5 Baths
      • 2,534 Sq Ft
      • Built 1998
      52 David St, Osterville, MA 02655

      Last Sold Summary

      • 57 Days On Market

  • /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
  • /47

    $1,550,000

    Sold Jul 18, 2025

    59 Robbins St, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,215 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Above List Price
    • $700/SF
    • 4 Days On Market

    Current Estimated Value $1,499,629

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    59 Robbins St, Osterville, MA 02655
    • /31

      Est $2,356,316

      Not Listed For Sale

      97 Old Mill Rd, Osterville, MA 02655

      • 5 Beds
      • 5 Baths
      • 3,749 Sq Ft
      • Built 1890
      97 Old Mill Rd, Osterville, MA 02655

      Last Sold Summary

      • 121 Days On Market

  • /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
  • /42

    $1,305,000

    Sold Apr 29, 2026

    53 Spice Ln, Osterville, MA 02655

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft
    • Built 1964

    Last Sold Summary

    • 9% Above List Price
    • $750/SF
    • 2 Days On Market

    Current Estimated Value $1,209,597

    Last Listing Agent Livia Freitas Monteforte Compass

    53 Spice Ln, Osterville, MA 02655
    • /22

      Est $601,853

      Not Listed For Sale

      727 Main St Unit G2, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,221 Sq Ft
      • Built 1983
      727 Main St Unit G2, Osterville, MA 02655

      Last Sold Summary

      • 12 Days On Market

  • /51

    $3,900,000

    $695K PRICE DROP
    • 4 Beds
    • 7 Baths
    • 3,557 Sq Ft

    280 Ice Valley Rd, Osterville, MA 02655

    Set on an oversized 2.94-acre corner parcel within Osterville's highly sought-after Seapuit neighborhood, this newly built residence offers a rare combination of privacy, scale, and resort-style amenities, just minutes from the heart of Osterville Village. Surrounded by established homes in a refined residential setting, the property presents a compelling opportunity for turnkey living in one of

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    280 Ice Valley Rd, Osterville, MA 02655
  • /29

    $1,075,000

    Sold Aug 21, 2025

    25 Milne Rd, Osterville, MA 02655

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $747/SF
    • 82 Days On Market

    Current Estimated Value $1,065,495

    Last Listing Agent Tom Foley The Foley Company

    25 Milne Rd, Osterville, MA 02655
    • /25

      Est $589,057

      Not Listed For Sale

      727 Main St Unit G1, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,157 Sq Ft
      • Built 1983
      727 Main St Unit G1, Osterville, MA 02655

      Last Sold Summary

      • 12 Days On Market

  • /38

    $889,900

    $60K 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
  • /42

    $739,000

    Sold Oct 31, 2025

    165 Concord Ln, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,803 Sq Ft
    • Built 1982

    Last Sold Summary

    • $410/SF
    • 4 Days On Market

    Current Estimated Value $757,191

    Last Listing Agent Marchildon Hagop Team Kinlin Grover Compass

    165 Concord Ln, Osterville, MA 02655
    • /27

      Est $607,755

      Not Listed For Sale

      727 Main St Unit E1, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1983
      727 Main St Unit E1, Osterville, MA 02655

      Last Sold Summary

      • 13 Days On Market

  • /42

    $589,000

    • 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
  • /33

    $575,000

    Sold Dec 29, 2025

    268 Bumps River Rd, Osterville, MA 02655

    • 2 Beds
    • 1 Bath
    • 1,179 Sq Ft
    • Built 1982

    Last Sold Summary

    • 8% Below List Price
    • $488/SF
    • 44 Days On Market

    Current Estimated Value $613,292

    Last Listing Agent Christine Richards Kinlin Grover Compass

    268 Bumps River Rd, Osterville, MA 02655
    • /23

      Est $575,840

      Not Listed For Sale

      727 Main St Unit C3, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 1982
      727 Main St Unit C3, Osterville, MA 02655

      Last Sold Summary

      • 26 Days On Market

  • /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

Showing Results 81 - 120, Page 3 of 18

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