73

Recently Sold Osterville Homes

Section Image
  • /37

    $807,150 Sold Aug 15, 2025

    26 Hinckley Cir, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,934 Sq Ft
    • Built 1958

    Last Sold Summary

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

    Current Estimated Value $822,273

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

    26 Hinckley Cir, Osterville, MA 02655
  • /42

    $2,150,000 Sold Apr 16, 2025

    85 Hollingsworth Rd, Osterville, MA 02655

    • 4 Beds
    • 4.5 Baths
    • 2,863 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $751/SF
    • 32 Days On Market

    Current Estimated Value $2,099,148

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    85 Hollingsworth Rd, Osterville, MA 02655
  • /19

    $595,000 Sold Apr 14, 2025

    170 Seth Goodspeed Way, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1977

    Last Sold Summary

    • $451/SF
    • 1 Day On Market

    Current Estimated Value $578,219

    Last Listing Agent Beth Talerman Murphy Real Estate

    170 Seth Goodspeed Way, Osterville, MA 02655
  • /55

    $635,000 Sold Oct 15, 2025

    22 1st Ave, Osterville, MA 02655

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Below List Price
    • $718/SF
    • 9 Days On Market

    Current Estimated Value $589,417

    Last Listing Agent Adrienne Siegel Strawberry Hill R E

    22 1st Ave, Osterville, MA 02655
  • /32

    $1,150,000 Sold May 16, 2025

    10 Darby Way, Barnstable, MA 02655

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

    Last Sold Summary

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

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    10 Darby Way, Barnstable, MA 02655
  • /19

    $600,000 Sold May 07, 2025

    54 Jason's Ln, Barnstable, MA 02655

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $641/SF
    • 14 Days On Market

    Last Listing Agent Kim Barnocky-Grossman, CRS William Raveis Real Estate & Home Services

    54 Jason's Ln, Barnstable, MA 02655
  • /43

    $3,375,000 Sold Jul 15, 2025

    320 Parker Rd, Osterville, MA 02655

    • 5 Beds
    • 5.5 Baths
    • 5,421 Sq Ft
    • Built 2002

    Last Sold Summary

    • 11% Below List Price
    • $623/SF
    • 44 Days On Market

    Current Estimated Value $3,374,332

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    320 Parker Rd, Osterville, MA 02655
  • /42

    $5,300,000 Sold May 15, 2025

    49 N Bay Rd, Barnstable, MA 02655

    • 7 Beds
    • 7 Baths
    • 5,960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 24% Below List Price
    • $889/SF
    • 208 Days On Market

    Current Estimated Value $5,164,764

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    49 N Bay Rd, Barnstable, MA 02655
  • /34

    $615,000 Sold May 01, 2025

    39 Tower Hill Rd Unit 11, Osterville, MA 02655

    • 2 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • Built 1982

    Last Sold Summary

    • $377/SF
    • 3 Days On Market

    Current Estimated Value $616,310

    Last Listing Agent Chuck Tuttle William Raveis R.E. & Home Services

    39 Tower Hill Rd Unit 11, Osterville, MA 02655
  • /73

    $4,200,000 Sold Aug 08, 2025

    281 Wianno Ave, Osterville, MA 02655

    • 7 Beds
    • 5.5 Baths
    • 4,375 Sq Ft
    • Built 1890

    Last Sold Summary

    • 10% Below List Price
    • $960/SF
    • 16 Days On Market

    Current Estimated Value $4,236,781

    Last Listing Agent John Hopkins Frank A Sullivan Real Estate

    281 Wianno Ave, Osterville, MA 02655
  • /52

    $1,080,000 Sold Mar 02, 2026

    81 Falling Leaf Ln, Osterville, MA 02655

    • 3 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1999

    Last Sold Summary

    • 22% Below List Price
    • $389/SF
    • 145 Days On Market

    Current Estimated Value $1,191,762

    Last Listing Agent 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

    Current Estimated Value $1,210,185

    Last Listing Agent Tim/Becca Team Great Oak Realty Executives

    24 Indigo Ln, Osterville, 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 $571,993

    Last Listing Agent Cindy Harrington Berkshire Hathaway HomeServices Robert Paul Properties

    7 Fox Hollow 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 $1,042,785

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

    25 Sturbridge Dr, 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 $842,160

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    171 Sturbridge Dr, 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 $690,927

    Last Listing Agent Gerald Mullen NextHome Signature Realty

    435 Old Mill 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 $1,508,846

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

    117 Parker Rd, 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 $1,852,200

    Last Listing Agent Susan Crasnick Sotheby's International Realty

    199 E Bay Rd Unit 13, 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 $1,429,399

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    34 Hollingsworth Rd, 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 $5,495,632

    Last Listing Agent John Cotton Sotheby's International Realty

    195 Bunker Hill 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 $653,301

    Last Listing Agent Derek Greene The Greene Realty Group

    33 Aspen Way, 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 $642,180

    Last Listing Agent Christine Richards Kinlin Grover Compass

    35 Sharon Cir, 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 $2,436,429

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    88 Bridge St, 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 $769,462

    Last Listing Agent Samantha Steward Compass Massachusetts, LLC

    123 Tower Hill Rd, 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 $608,779

    Last Listing Agent John Fallon LAER Realty Partners

    17 Avalon Cir, 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
  • /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 $536,312

    Last Listing Agent Rob Sculos Today Real Estate, Inc.

    17 Ebenezer 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 $688,472

    Last Listing Agent Kevin Eosco Today Real Estate

    40 Gunstock Rd, 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 $7,439,541

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    545 Sea View Ave, Osterville, MA 02655
  • /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 $1,120,202

    Last Listing Agent Jennifer McCartin Sotheby's International Realty

    10 Darby Way, Osterville, MA 2655
  • /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 $1,673,258

    Last Listing Agent John Cotton Sotheby's International Realty

    72 Hathaway Rd, 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 $646,035

    Last Listing Agent Kristen Ruggiero RE/MAX Platinum

    38 Westwind Cir, 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 $3,007,958

    Last Listing Agent Colin Bayley Compass

    1460 S County 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 $1,402,844

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    19 E Bay Rd, 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 $1,437,495

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    59 Robbins St, 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 $1,012,184

    Last Listing Agent Tom Foley The Foley Company

    25 Milne Rd, 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 $723,872

    Last Listing Agent Marchildon Hagop Team Kinlin Grover Compass

    165 Concord Ln, 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 $589,866

    Last Listing Agent Christine Richards Kinlin Grover Compass

    268 Bumps River Rd, Osterville, MA 02655
  • /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
  • /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 $768,768

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

    106 Hickory Hill Cir, Osterville, MA 02655

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average time to sell a house in Osterville, MA?
The houses for sale in Osterville, MA spend an average of 63 days on the market.
What is the number of active homes for sale in Osterville, MA?
There are 19 active homes for sale in Osterville, MA.

Home Trends in Osterville, MA

Housing Trends

Median Sale Price
$1,350,000
Median Single Family Sale Price
$1,505,000
Median 2 Bedroom Sale Price
$477,500
Median 1 Bedroom Sale Price
$580,000
Average Price Per Sq Ft
$809
Number of Homes for Sale
19
Last 12 months Home Sales
114
Months of Supply
2.00
Median List Price
$1,495,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
20%
How to Buy a Home How to Finance a Home How to Sell a Home