3,955

Osterville Homes

Section Image
  • 55 Sunset Ln, Osterville, MA 02655
    55 Sunset Ln, Osterville, MA 02655
    55 Sunset Ln, 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
    • 179 Robbins St, Osterville, MA 02655
      179 Robbins St, Osterville, MA 02655
      179 Robbins St, Osterville, MA 02655
      /31

      Est $1,391,787 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,379 Sq Ft

      179 Robbins St, Osterville, MA 02655

      179 Robbins St, Osterville, MA 02655
  • 501 Eel River Rd, Osterville, MA 02655
    501 Eel River Rd, Osterville, MA 02655
    501 Eel River Rd, Osterville, MA 02655
    /50

    $10,500,000

    • 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
  • 17 Avalon Cir, Osterville, MA 02655
    17 Avalon Cir, Osterville, MA 02655
    17 Avalon Cir, 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

    Last Listing Agent John Fallon LAER Realty Partners

    17 Avalon Cir, Osterville, MA 02655
    • 117 Spice Ln, Osterville, MA 02655
      117 Spice Ln, Osterville, MA 02655
      117 Spice Ln, Osterville, MA 02655
      /45

      Est $1,896,783 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,386 Sq Ft

      117 Spice Ln, Osterville, MA 02655

      117 Spice Ln, Osterville, MA 02655
  • 30 Pond St, Osterville, MA 02655
    30 Pond St, Osterville, MA 02655
    30 Pond St, Osterville, MA 02655
    /26

    $675,000 Pending

    • 3 Beds
    • 1 Bath
    • 974 Sq Ft

    30 Pond St, Osterville, MA 02655

    Attention contractors, developers, and homeowners with a vision! Full acre lot less than 1/2 mile from both Osterville Village center and Joshua Pond Beach. Close to all the amenities, yet people describe this unique property as a private ''compound.'' Upon entering the gates, you instantly feel the outside world disappear and you've reached the quintessential Cape escape. Current structure needs

    Aidas Kupcinskas Foran Realty, Inc.

    30 Pond St, Osterville, MA 02655
  • 245 N Bay Rd, Barnstable, MA 02655
    245 N Bay Rd, Barnstable, MA 02655
    245 N Bay Rd, Barnstable, 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
    • 107 Spice Ln, Osterville, MA 02655
      107 Spice Ln, Osterville, MA 02655
      107 Spice Ln, Osterville, MA 02655
      /42

      Est $1,267,110 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,268 Sq Ft

      107 Spice Ln, Osterville, MA 02655

      107 Spice Ln, Osterville, MA 02655
  • 89 Swift Ave, Osterville, MA 02655
    89 Swift Ave, Osterville, MA 02655
    89 Swift Ave, Osterville, MA 02655
    /57

    $1,175,000

    • 4 Beds
    • 2 Baths
    • 2,674 Sq Ft

    89 Swift Ave, Osterville, MA 02655

    Spacious Osterville ranch offering 2,674 sq ft of single-level living with an excellent floor plan and strong potential. Features include a private primary suite, kitchen/family room combination, formal living and dining rooms, natural gas heat, and a two-car garage under the deck. Additional unfinished space in the walk-up attic and basement provides future expansion opportunities. Renovated

    Laurie Jacobson eXp Realty, LLC

    89 Swift Ave, Osterville, MA 02655
  • 17 Ebenezer Rd, Osterville, MA 02655
    17 Ebenezer Rd, Osterville, MA 02655
    17 Ebenezer Rd, 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

    Last Listing Agent Rob Sculos Today Real Estate, Inc.

    17 Ebenezer Rd, Osterville, MA 02655
    • 336 Old Mill Rd, Osterville, MA 02655
      336 Old Mill Rd, Osterville, MA 02655
      336 Old Mill Rd, Osterville, MA 02655
      /96

      Est $1,312,920 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,434 Sq Ft

      336 Old Mill Rd, Osterville, MA 02655

      336 Old Mill Rd, Osterville, MA 02655
  • 14 Indian Trail, Barnstable, MA 02630
    14 Indian Trail, Barnstable, MA 02630
    14 Indian Trail, Barnstable, MA 02630
    /43

    $10,500,000

    • 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
  • 23 & 27 Swift Ave, Osterville, MA 02655
    23 & 27 Swift Ave, Osterville, MA 02655
    23 & 27 Swift Ave, Osterville, MA 02655
    /25

    $1,300,000 Sold Feb 07, 2025

    23 & 27 Swift Ave, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • Built 1956

    Last Sold Summary

    • 18% Below List Price
    • $705/SF
    • 161 Days On Market

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    23 & 27 Swift Ave, Osterville, MA 02655
    • 54 Hinckley Cir, Osterville, MA 02655
      54 Hinckley Cir, Osterville, MA 02655
      54 Hinckley Cir, Osterville, MA 02655
      /30

      Est $1,091,597 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft

      54 Hinckley Cir, Osterville, MA 02655

      54 Hinckley Cir, Osterville, MA 02655
  • 67 Fire Station Rd, Osterville, MA 02655
    67 Fire Station Rd, Osterville, MA 02655
    67 Fire Station Rd, Osterville, MA 02655
    /53

    $1,950,000 Pending

    • 4 Beds
    • 4 Baths
    • 2,999 Sq Ft

    67 Fire Station Rd, Osterville, MA 02655

    This move-in ready home is located 1/4 mile from Osterville Village; 1/2 mile from Crosby Marina and less than 1 mile from Dowses Beach. Boating, swimming, golfing during the day and a quick stroll to the village at night. The home was built in 2020 with elegance and comfortable living in mind, with entertaining as a priority! The kitchen, dining and family room has an open concept design with a

    Julie White William Raveis Real Estate & Home Services

    67 Fire Station Rd, Osterville, MA 02655
  • 40 Gunstock Rd, Osterville, MA 02655
    40 Gunstock Rd, Osterville, MA 02655
    40 Gunstock Rd, 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 $704,454

    Last Listing Agent Kevin Eosco Today Real Estate

    40 Gunstock Rd, Osterville, MA 02655
    • 95 Hinckley Cir, Osterville, MA 02655
      95 Hinckley Cir, Osterville, MA 02655
      95 Hinckley Cir, Osterville, MA 02655
      /50

      Est $983,896 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,330 Sq Ft

      95 Hinckley Cir, Osterville, MA 02655

      95 Hinckley Cir, Osterville, MA 02655
  • 7 Ebenezer, Centerville, MA 02632
    7 Ebenezer, Centerville, MA 02632
    7 Ebenezer, Centerville, MA 02632
    /20

    $645,900 Pending

    • 3 Beds
    • 4 Baths
    • 2,540 Sq Ft

    7 Ebenezer, Centerville, MA 02632

    PRICE REDUCTION-Welcome to this inviting Ranch which lives like a 4BR home situated on a serene 1.15-acre wooded lot! The main level features 1,340 sq ft of sunlit space, including a cozy living room with fireplace and a modern kitchen with granite counters and stainless appliances, opening to a dining area with backyard views. A unique, private master suite separate from the rest of the home

    Bruce Katcher Berkshire Hathaway HomeService Robert Paul Properties

    7 Ebenezer, Centerville, MA 02632
  • 545 Sea View Ave, Osterville, MA 02655
    545 Sea View Ave, Osterville, MA 02655
    545 Sea View Ave, 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 $7,971,163

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    545 Sea View Ave, Osterville, MA 02655
    • 38 Evans St, Osterville, MA 02655
      38 Evans St, Osterville, MA 02655
      38 Evans St, Osterville, MA 02655
      /41

      Est $1,374,423 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,982 Sq Ft

      38 Evans St, Osterville, MA 02655

      38 Evans St, Osterville, MA 02655
  • 16 2nd Ave Unit 5A, Osterville, MA 02655
    16 2nd Ave Unit 5A, Osterville, MA 02655
    16 2nd Ave Unit 5A, Osterville, MA 02655
    /21

    $588,000 Pending

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    16 2nd Ave Unit 5A, Osterville, MA 02655

    Tucked along picturesque Parker Road, between the Osterville Historical Museum and Wianno Golf Course, the beloved Aunt Tempy's Cottages capture the essence of Cape & Islands living - weathered shingles, crisp white trim, and beautifully kept grounds. This historic 10-unit association offers a lovely blend of character and convenience, all within steps of the village. Unit 5A underwent a full

    Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5A, Osterville, MA 02655
  • 10 Darby Way, Osterville, MA 2655
    10 Darby Way, Osterville, MA 2655
    10 Darby Way, Osterville, MA 2655
    /54

    $1,150,000 Sold May 16, 2025

    10 Darby Way, Osterville, MA 2655

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $600/SF
    • 6 Days On Market

    Current Estimated Value $1,197,718

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    10 Darby Way, Osterville, MA 2655
    • 58 Evans St, Osterville, MA 02655
      58 Evans St, Osterville, MA 02655
      58 Evans St, Osterville, MA 02655
      /41

      Est $1,773,162 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,060 Sq Ft

      58 Evans St, Osterville, MA 02655

      58 Evans St, Osterville, MA 02655
  • 30 Deerfield Rd, Osterville, MA 02655
    30 Deerfield Rd, Osterville, MA 02655
    30 Deerfield Rd, Osterville, MA 02655
    /22

    $766,100

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    30 Deerfield Rd, Osterville, MA 02655

    Property is being offered via Estate Auction on Friday, January 16th at 11am on-site. The actual selling price will be determined auction day. List price/estimated value seen is set at the real estate tax assessment. Pre-auction offers must be presented on the auction P&S and are subject to seller confirmation. 10% Buyer's Premium applies. RE: The Estate of Gretchen M. Irving. 1,937+/- sf,

    Justin Manning JJManning Auctioneers

    30 Deerfield Rd, Osterville, MA 02655
  • 72 Hathaway Rd, Osterville, MA 02655
    72 Hathaway Rd, Osterville, MA 02655
    72 Hathaway Rd, 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 $1,853,775

    Last Listing Agent John Cotton Sotheby's International Realty

    72 Hathaway Rd, Osterville, MA 02655
    • 52 David St, Osterville, MA 02655
      52 David St, Osterville, MA 02655
      52 David St, Osterville, MA 02655
      /38

      Est $1,522,957 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,534 Sq Ft

      52 David St, Osterville, MA 02655

      52 David St, Osterville, MA 02655
  • Lot 288 Seapuit River Rd A, Barnstable, MA 02655
    Lot 288 Seapuit River Rd A, Barnstable, MA 02655
    Lot 288 Seapuit River Rd A, Barnstable, MA 02655
    /9

    $3,100,000

    • Land
    • 2.3 Acres
    • $1,347,826 per Acre

    Lot 288 Seapuit River Rd A, Barnstable, 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 Rd A, Barnstable, MA 02655
  • 38 Westwind Cir, Osterville, MA 02655
    38 Westwind Cir, Osterville, MA 02655
    38 Westwind Cir, Osterville, MA 02655
    /41

    $650,000 Sold Apr 18, 2025

    38 Westwind Cir, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 2,245 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $290/SF
    • 3 Days On Market

    Current Estimated Value $695,954

    Last Listing Agent Kristen Ruggiero RE/MAX Platinum

    38 Westwind Cir, Osterville, MA 02655
    • 727 Main St Unit G2, Osterville, MA 02655
      727 Main St Unit G2, Osterville, MA 02655
      727 Main St Unit G2, Osterville, MA 02655
      /22

      Est $653,046 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,221 Sq Ft

      727 Main St Unit G2, Osterville, MA 02655

      727 Main St Unit G2, Osterville, MA 02655
  • 1460 S County Rd, Osterville, MA 02655
    1460 S County Rd, Osterville, MA 02655
    1460 S County Rd, Osterville, MA 02655
    /40

    $3,010,000 Sold Apr 29, 2025

    1460 S County Rd, Osterville, MA 02655

    • 4 Beds
    • 6 Baths
    • 4,295 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Below List Price
    • $701/SF
    • 38 Days On Market

    Current Estimated Value $3,257,377

    Last Listing Agent Colin Bayley Compass

    1460 S County Rd, Osterville, MA 02655
    • 727 Main St Unit G1, Osterville, MA 02655
      727 Main St Unit G1, Osterville, MA 02655
      727 Main St Unit G1, Osterville, MA 02655
      /25

      Est $632,864 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,157 Sq Ft

      727 Main St Unit G1, Osterville, MA 02655

      727 Main St Unit G1, Osterville, MA 02655
  • 19 E Bay Rd, Osterville, MA 02655
    19 E Bay Rd, Osterville, MA 02655
    19 E Bay 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 $1,603,013

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    19 E Bay Rd, Osterville, MA 02655
    • 727 Main St Unit E1, Osterville, MA 02655
      727 Main St Unit E1, Osterville, MA 02655
      727 Main St Unit E1, Osterville, MA 02655
      /27

      Est $661,666 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft

      727 Main St Unit E1, Osterville, MA 02655

      727 Main St Unit E1, Osterville, MA 02655
  • 59 Robbins St, Osterville, MA 02655
    59 Robbins St, Osterville, MA 02655
    59 Robbins St, 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 $1,491,544

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    59 Robbins St, Osterville, MA 02655
    • 727 Main St Unit C3, Osterville, MA 02655
      727 Main St Unit C3, Osterville, MA 02655
      727 Main St Unit C3, Osterville, MA 02655
      /23

      Est $598,929 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft

      727 Main St Unit C3, Osterville, MA 02655

      727 Main St Unit C3, Osterville, MA 02655
  • 25 Milne Rd, Osterville, MA 02655
    25 Milne Rd, Osterville, MA 02655
    25 Milne 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 $1,079,997

    Last Listing Agent Tom Foley The Foley Company

    25 Milne Rd, Osterville, MA 02655
    • 149 E Bay Rd, Osterville, MA 02655
      149 E Bay Rd, Osterville, MA 02655
      149 E Bay Rd, Osterville, MA 02655
      /29

      Est $4,268,402 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft

      149 E Bay Rd, Osterville, MA 02655

      149 E Bay Rd, Osterville, MA 02655
  • 71 Bumps River Rd, Osterville, MA 02655
    71 Bumps River Rd, Osterville, MA 02655
    71 Bumps River Rd, Osterville, MA 02655
    /53

    $1,750,000 Sold Mar 03, 2025

    71 Bumps River Rd, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,693 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $650/SF
    • 24 Days On Market

    Current Estimated Value $1,853,926

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    71 Bumps River Rd, Osterville, MA 02655
    • 408 Wianno Ave, Osterville, MA 02655
      408 Wianno Ave, Osterville, MA 02655
      408 Wianno Ave, Osterville, MA 02655
      /53

      Est $7,613,701 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 6,665 Sq Ft

      408 Wianno Ave, Osterville, MA 02655

      408 Wianno Ave, Osterville, MA 02655
  • 165 Concord Ln, Osterville, MA 02655
    165 Concord Ln, Osterville, MA 02655
    165 Concord Ln, 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

    Last Listing Agent Marchildon Hagop Team Kinlin Grover Compass

    165 Concord Ln, Osterville, MA 02655

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Massachusetts Barnstable County Barnstable Osterville

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