3,953

Osterville Homes

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  • /52

    $1,225,500 Pending

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

    81 Falling Leaf Ln, Osterville, MA 02655

    Welcome to this finely crafted custom Cape, set in one of Osterville's desirable locations. Designed with sophistication & comfort in mind, the home showcases sun-filled, spacious rooms, elegant molding, & timeless hardwood flooring throughout.The first floor offers a front foyer, an open kitchen with walk-in pantry, island and dining area, and a formal dining room perfect for gatherings. French

    Linda Whitcomb William Raveis Real Estate & Home Services

    81 Falling Leaf Ln, Osterville, 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

    Last Listing Agent Tim/Becca Team Great Oak Realty Executives

    24 Indigo Ln, Osterville, MA 02655
    • /40

      Est $728,276 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,767 Sq Ft

      36 Renoir Dr, Osterville, MA 02655

      36 Renoir Dr, Osterville, MA 02655
  • /51

    $10,450,000

    • 5 Beds
    • 4.5 Baths
    • 7,157 Sq Ft

    25 Oyster Way, Barnstable, MA 02655

    Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    25 Oyster Way, 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 $587,838

    Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    7 Fox Hollow Ln, Osterville, MA 02655
    • /33

      Est $821,584 Not Listed For Sale

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

      44 Renoir Dr, Osterville, MA 02655

      44 Renoir Dr, Osterville, MA 02655
  • /58

    $9,995,000

    • 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
  • /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

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

    25 Sturbridge Dr, Osterville, MA 02655
    • /37

      Est $720,765 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,806 Sq Ft

      65 Renoir Dr, Osterville, MA 02655

      65 Renoir Dr, Osterville, MA 02655
  • /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 Keller Williams Realty

    920 Main St Unit 1 Building 2, 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 $893,651

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    171 Sturbridge Dr, Osterville, MA 02655
    • /34

      Est $758,074 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,665 Sq Ft

      25 Renoir Dr, Osterville, MA 02655

      25 Renoir Dr, Osterville, MA 02655
  • /46

    $1,349,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    77 Robbins St, Osterville, MA 02655

    Must see this ideally located, spacious home just .03 miles to shops and restaurants and less than a mile to Dowses Beach in the sought-after village of Osterville. This lovely property with recent updates offers an excellent rental history and is being sold fully furnished, ready for immediate enjoyment or as a continued investment opportunity! With over 2,900 sq. ft. of living space, this home

    Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    77 Robbins St, 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

    Last Listing Agent Gerald Mullen NextHome Signature Realty

    435 Old Mill Rd, Osterville, MA 02655
    • /40

      Est $657,350 Not Listed For Sale

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

      38 Vermeer Ct, Osterville, MA 02655

      38 Vermeer Ct, Osterville, MA 02655
  • /35

    $1,115,000 Open Sat 11AM - 1PM

    • 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
  • /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 $1,563,371

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

    117 Parker Rd, Osterville, MA 02655
    • /14

      Est $646,851 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft

      37 Captain Aldens Ln, Osterville, MA 02655

      37 Captain Aldens Ln, Osterville, MA 02655
  • /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 Keller Williams Realty

    920 Main St Unit 2-1, 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

    Last Listing Agent Susan Crasnick Sotheby's International Realty

    199 E Bay Rd Unit 13, Osterville, MA 02655
    • /35

      Est $640,384 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,390 Sq Ft

      34 Rebecca Ln, Osterville, MA 02655

      34 Rebecca Ln, Osterville, MA 02655
  • /38

    $789,000 Pending

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

    123 Tower Hill Rd, Osterville, MA 02655

    With a prime in-town location, this 3-bedroom, 1.5-bath Osterville Cape offers the perfect blend of character, comfort, and convenience. The sun-soaked living room welcomes you with gleaming oak floors and an inviting wood-burning fireplace, creating a cozy yet open atmosphere. A private dining room and first-floor primary bedroom provide flexible living options, while the updated full bath adds

    Samantha Steward Compass Massachusetts, LLC

    123 Tower Hill 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 $1,533,780

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    34 Hollingsworth Rd, Osterville, MA 02655
    • /39

      Est $845,807 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,853 Sq Ft

      104 King Arthur Dr, Osterville, MA 02655

      104 King Arthur Dr, Osterville, MA 02655
  • /40

    $599,900 Open Sat 1PM - 2:30PM

    • 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
  • /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 $5,640,932

    Last Listing Agent John Cotton Sotheby's International Realty

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

      Est $703,485 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,284 Sq Ft

      9 Gunstock Rd, Osterville, MA 02655

      9 Gunstock Rd, Osterville, MA 02655
  • /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
  • /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 $673,375

    Last Listing Agent Derek Greene The Greene Realty Group

    33 Aspen Way, Osterville, MA 02655
    • /17

      Est $690,358 Not Listed For Sale

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

      7 Bonnie Briar Rd, Osterville, MA 02655

      7 Bonnie Briar Rd, Osterville, MA 02655
  • /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
  • /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 $684,726

    Last Listing Agent Christine Richards Kinlin Grover Compass

    35 Sharon Cir, Osterville, MA 02655
    • /47

      Est $762,456 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,288 Sq Ft

      598 Bumps River Rd, Osterville, MA 02655

      598 Bumps River Rd, Osterville, MA 02655
  • /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
  • /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 $2,540,162

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    88 Bridge St, Osterville, MA 02655
    • /30

      Est $744,262 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,880 Sq Ft

      160 Acorn Dr, Osterville, MA 02655

      160 Acorn Dr, Osterville, MA 02655
  • /26

    $680,000

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

    369 Bumps River Rd, Osterville, MA 02655

    Welcome to your new home in the highly sought-after village of Osterville! This charming 3 BD, 2 BA ranch at 369 Bumps River Road offers classic Cape Cod living. As you step inside, the living room's vaulted ceiling creates a spacious, inviting atmosphere, complete with a cozy fireplace for relaxing on a cool fall evening - heated by natural gas. Warm wood floors extend throughout the home,

    Eric Dufault Keller Williams Realty

    369 Bumps River Rd, Osterville, MA 02655
  • /27

    $490,000 Sold Feb 11, 2025

    55 Sunset Ln, Osterville, MA 02655

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft
    • Built 1920

    Last Sold Summary

    • 35% Below List Price
    • $875/SF
    • 118 Days On Market

    Current Estimated Value $723,066

    Last Listing Agent Danny Griffin Griffin Realty Group

    55 Sunset Ln, Osterville, MA 02655
    • /40

      Est $1,003,761 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,040 Sq Ft

      122 Falling Leaf Ln, Osterville, MA 02655

      122 Falling Leaf Ln, Osterville, MA 02655
  • /14

    $1,645,000

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

    117 Parsley Ln, Osterville, MA 02655

    Tucked away on a quiet lane in Osterville, 117 Parsley Lane offers a welcoming and comfortable setting for everyday living. Natural light fills the interiors, and the layout flows easily from room to room, creating open, inviting spaces.The property provides a sense of ease and privacy, with outdoor areas well suited for enjoyment throughout the seasons. Professionally landscaped grounds are

    Ellen Valentgas Sotheby's International Realty

    117 Parsley Ln, Osterville, MA 02655

Showing Results 41 - 80, Page 2 of 18

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