3,934

Osterville Homes

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    • /37

      Est $630,545 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

      • 3% Above List Price
      • $341/SF
      • 58 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Deb Costa On the Move Real Estate

  • /3

    $1,599,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,686 Sq Ft

    33 Sunset Ln, Osterville, MA 02655

    A rare find in the village of Osterville! Discover a truly exceptional opportunity in the heart of the village with this charming 3 bedroom, 2.5 bath residence. Walk or bike to everything that this delightful village has to offer. The library, post office, hardware store and fine dining are a stone's throw away. A short walk takes you to the marina and its dockside eatery and to the bay to launch

    Maureen Carven Kinlin Grover Compass

    33 Sunset Ln, 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 $1,037,330

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

    25 Sturbridge Dr, Osterville, MA 02655
    • /34

      Est $651,544 Not Listed For Sale

      25 Renoir Dr, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,665 Sq Ft
      • Built 1983
      25 Renoir Dr, Osterville, MA 02655

      Last Sold Summary

      • 6% Below List Price
      • $417/SF
      • 5 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Nik Atsalis William Raveis Real Estate & Home Services

  • /18

    $8,750,000 New Construction

    • 8 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    207 Crystal Lake Rd, Osterville, MA 02655

    A generational waterfront setting on Crystal Lake with approved Patrick Ahearn plans and a privately owned dock - an exceptionally rare, build-ready opportunity within a stone's throw of Osterville beaches and village center.A truly distinctive offering on the shores of Crystal Lake in one of Osterville's most coveted and tightly held neighborhoods. With direct lake frontage, a privately owned

    Shaelyn Hegarty Frank A Sullivan Real Estate

    207 Crystal Lake Rd, 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
    • /40

      Est $589,028 Not Listed For Sale

      38 Vermeer Ct, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1983
      38 Vermeer Ct, Osterville, MA 02655

      Last Sold Summary

      • 3% Above List Price
      • $450/SF
      • 23 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Carol Derrico True North Realty

  • /58

    $8,995,000

    • 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
  • /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 $684,599

    Last Listing Agent Gerald Mullen NextHome Signature Realty

    435 Old Mill Rd, Osterville, MA 02655
    • /14

      Est $554,471 Not Listed For Sale

      37 Captain Aldens Ln, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1979
      37 Captain Aldens Ln, Osterville, MA 02655

      Last Sold Summary

      • 5% Above List Price
      • $442/SF
      • 7 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Team 300 Today Real Estate

  • /36

    $615,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    920 Main St Unit 1 Building 2, Osterville, MA 02655

    Wouldn't you just love to have one of Cape Cod's most charming Main Streets at your front door? Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods,

    Madeline LaCroix-Wheeler Keller Williams Realty

    920 Main St Unit 1 Building 2, Osterville, MA 02655
  • /60

    $1,505,000 Sold Aug 29, 2025

    117 Parker Rd, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft
    • Built 1930

    Last Sold Summary

    • 20% Below List Price
    • $616/SF
    • 49 Days On Market

    Current Estimated Value $1,476,745

    Last Listing Agent Patty Flynn William Raveis Real Estate & Home Services

    117 Parker Rd, Osterville, MA 02655
    • /35

      Est $558,769 Not Listed For Sale

      34 Rebecca Ln, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 1,390 Sq Ft
      • Built 1977
      34 Rebecca Ln, Osterville, MA 02655

      Last Sold Summary

      • 3% Above List Price
      • $388/SF
      • 48 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Samantha Steward Compass Massachusetts, LLC

  • /42

    $7,750,000

    • 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
  • /40

    $1,726,000 Sold Jan 20, 2026

    199 E Bay Rd Unit 13, Osterville, MA 02655

    • 3 Beds
    • 3.5 Baths
    • 3,551 Sq Ft
    • Built 2000

    Last Sold Summary

    • 14% Below List Price
    • $486/SF
    • 58 Days On Market

    Current Estimated Value $1,773,760

    Last Listing Agent Susan Crasnick Sotheby's International Realty

    199 E Bay Rd Unit 13, Osterville, MA 02655
    • /17

      Est $542,373 Not Listed For Sale

      1 Vermeer Ct, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1983
      1 Vermeer Ct, Osterville, MA 02655

      Last Sold Summary

      • 10% Above List Price
      • $391/SF
      • 56 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Heather Brigham EXIT Cape Realty

  • /35

    $1,100,000

    • 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 lined with white hydrangeas. This home looks like something out of a fairytale. A paved drive leads down to the 2-car gar., with basement access. In the rear, you'll find a large bluestone patio with an outdoor bar, TV, a seating area w/fire pit, and an outdoor shower. There’s a lush green lawn

    Gervais Group Keller Williams Realty

    40 Waterfield Rd, Osterville, MA 02655
  • /36

    $1,500,000 Sold May 07, 2025

    34 Hollingsworth Rd, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft
    • Built 1960

    Last Sold Summary

    • 7% Above List Price
    • $863/SF
    • 2 Days On Market

    Current Estimated Value $1,438,332

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    34 Hollingsworth Rd, Osterville, MA 02655
    • /39

      Est $729,393 Not Listed For Sale

      104 King Arthur Dr, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,853 Sq Ft
      • Built 1979
      104 King Arthur Dr, Osterville, MA 02655

      Last Sold Summary

      • 1% Below List Price
      • $397/SF
      • 6 Days On Market

      Last Sold Price $735,000

      Last Listing Agent Catherine Johnson William Raveis Real Estate & Home Services

  • /35

    $615,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    920 Main St Unit 2-1, Osterville, MA 02655

    Osterville, the place to enjoy shopping, dining, and small village community all year round. This lovingly updated condo in Osterville Village is just the place for you. One floor living at it's best. Step through the main entry directly into your 2 bed, 2 bath, ranch style home. Gleaming hardwoods, fresh paint, new appliances and windows, beautiful built ins, and wood burning fireplace. The

    Madeline LaCroix-Wheeler Keller Williams Realty

    920 Main St Unit 2-1, Osterville, MA 02655
  • /70

    $5,600,000 Sold Sep 02, 2025

    195 Bunker Hill Rd, Osterville, MA 02655

    • 6 Beds
    • 7.5 Baths
    • 6,565 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $853/SF
    • 16 Days On Market

    Current Estimated Value $5,397,202

    Last Listing Agent John Cotton Sotheby's International Realty

    195 Bunker Hill Rd, Osterville, MA 02655
    • /22

      Est $646,341 Not Listed For Sale

      9 Gunstock Rd, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,284 Sq Ft
      • Built 1981
      9 Gunstock Rd, Osterville, MA 02655

      Last Sold Summary

      • 2% Above List Price
      • $495/SF
      • 16 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Jonathan Matel William Raveis Real Estate & Home Services

  • /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
  • /12

    $660,000 Sold Oct 03, 2025

    33 Aspen Way, Osterville, MA 02655

    • 3 Beds
    • 1.5 Baths
    • 1,276 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $517/SF
    • 27 Days On Market

    Current Estimated Value $645,276

    Last Listing Agent Derek Greene The Greene Realty Group

    33 Aspen Way, Osterville, MA 02655
    • /47

      Est $632,788 Not Listed For Sale

      598 Bumps River Rd, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 2,288 Sq Ft
      • Built 1971
      598 Bumps River Rd, Osterville, MA 02655

      Last Sold Summary

      • 3% Below List Price
      • $285/SF
      • 3 Days On Market

      Last Sold Price $651,000

      Last Listing Agent Patty Connolly William Raveis Real Estate & Home Services

  • /41

    $1,349,000

    • 4 Beds
    • 2.5 Baths
    • 2,326 Sq Ft

    77 Robbins St, Osterville, MA 02655

    Must see this perfectly located, updated, spacious home just .03 miles to shops, restaurants and less than a mile to Dowses Beach in the premier village of Osterville! This lovely property offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or rental bookings for 2026! With over 2,900 sq. ft. of living space, this home features beautiful hardwood

    Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    77 Robbins St, Osterville, MA 02655
  • /40

    $665,000 Sold Sep 23, 2025

    35 Sharon Cir, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Below List Price
    • $556/SF
    • 20 Days On Market

    Current Estimated Value $639,939

    Last Listing Agent Christine Richards Kinlin Grover Compass

    35 Sharon Cir, Osterville, MA 02655
    • /30

      Est $670,428 Not Listed For Sale

      160 Acorn Dr, Osterville, MA 02655

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft
      • Built 1970
      160 Acorn Dr, Osterville, MA 02655

      Last Sold Summary

      • 16% Above List Price
      • $309/SF
      • 110 Days On Market

      Last Sold Price $580,000

      Last Listing Agent Gena Gomes Redfin Corporation

  • /40

    $599,900 Pending

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

    39 Blossom Ave Unit 4, Osterville, MA 02655

    Welcome to 39 Blossom Ave, Unit 4, a charming, lovingly cared-for condo located in the heart of Osterville Village. This well-maintained home offers ideal living just moments from local shops, restaurants, marinas and beautiful Cape Cod beaches. This end unit, townhouse style condo has a thoughtfully designed layout that provides comfortable living space filled with natural light, making it

    Sarah Lapsley Greer Real Estate, LLC

    39 Blossom Ave Unit 4, Osterville, MA 02655
  • /36

    $2,400,000 Sold Jun 26, 2025

    88 Bridge St, Osterville, MA 02655

    • 4 Beds
    • 4 Baths
    • 4,192 Sq Ft
    • Built 1914

    Last Sold Summary

    • 4% Below List Price
    • $573/SF
    • 16 Days On Market

    Current Estimated Value $2,417,543

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    88 Bridge St, Osterville, MA 02655
    • /40

      Est $866,239 Not Listed For Sale

      122 Falling Leaf Ln, Osterville, MA 02655

      • 2 Beds
      • 2 Baths
      • 2,040 Sq Ft
      • Built 2000
      122 Falling Leaf Ln, Osterville, MA 02655

      Last Sold Summary

      • 1% Below List Price
      • $429/SF
      • 67 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Dory Marchildon Kinlin Grover Compass

  • /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
  • /38

    $760,000 Sold Jan 30, 2026

    123 Tower Hill Rd, Osterville, MA 02655

    • 3 Beds
    • 1.5 Baths
    • 1,136 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $669/SF
    • 76 Days On Market

    Current Estimated Value $752,037

    Last Listing Agent Samantha Steward Compass Massachusetts, LLC

    123 Tower Hill Rd, Osterville, MA 02655
    • /49

      Est $978,834 Not Listed For Sale

      523 Bumps River Rd, Osterville, MA 02655

      • 3 Beds
      • 3.5 Baths
      • 1,759 Sq Ft
      • Built 1979
      523 Bumps River Rd, Osterville, MA 02655

      Last Sold Summary

      • 7% Below List Price
      • $600/SF
      • 144 Days On Market

      Last Sold Price $1,055,000

      Last Listing Agent Danielle Chaulk Kinlin Grover Compass

  • /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
  • /42

    $611,500 Sold Nov 06, 2025

    17 Avalon Cir, Osterville, MA 02655

    • 3 Beds
    • 1.5 Baths
    • 1,316 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $465/SF
    • 35 Days On Market

    Current Estimated Value $604,199

    Last Listing Agent John Fallon LAER Realty Partners

    17 Avalon Cir, Osterville, MA 02655
    • /31

      Est $1,163,125 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

      • 3% Below List Price
      • $504/SF
      • 353 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Marcus Nese William Raveis Real Estate & Home Services

  • /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

    $5,275,000 Sold Dec 03, 2025

    245 N Bay Rd, Barnstable, MA 02655

    • 5 Beds
    • 5.5 Baths
    • 4,637 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $1,138/SF
    • 31 Days On Market

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    245 N Bay Rd, Barnstable, MA 02655
    • /45

      Est $1,724,291 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

      • 12% Below List Price
      • $817/SF
      • 7 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Julie White William Raveis Real Estate & Home Services

Showing Results 41 - 80, Page 2 of 18

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