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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 $833,017

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

    26 Hinckley Cir, 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 $589,657

    Last Listing Agent Adrienne Siegel Strawberry Hill R E

    22 1st Ave, Osterville, MA 02655
  • /20

    $545,000 Sold Dec 11, 2025

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $482/SF
    • 98 Days On Market

    Current Estimated Value $560,856

    Last Listing Agent Ed Chatelain Chatelain Real Estate

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655
  • /18

    $600,000 Sold Apr 08, 2026

    39 Tower Hill Rd Unit 18A, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $469/SF
    • 2 Days On Market

    Current Estimated Value $594,576

    Last Listing Agent Tom Foley The Foley Company

    39 Tower Hill Rd Unit 18A, 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 $3,339,112

    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
  • /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 $1,193,344

    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 $1,160,440

    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 $572,429

    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 $1,037,330

    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 $844,637

    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 $684,599

    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 $1,476,745

    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 $1,807,518

    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 $1,438,332

    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 $5,397,202

    Last Listing Agent John Cotton Sotheby's International Realty

    195 Bunker Hill Rd, Osterville, MA 02655
  • /36

    $600,000 Sold Apr 17, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $522/SF
    • 112 Days On Market

    Current Estimated Value $83,485

    Last Listing Agent Madeline LaCroix-Wheeler Keller Williams Realty

    920 Main St Unit 1 Building 2, 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
  • /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
  • /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
  • /35

    $600,000 Sold Apr 17, 2026

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

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $522/SF
    • 112 Days On Market

    Last Listing Agent Madeline LaCroix-Wheeler Keller Williams Realty

    920 Main St Unit 2-1, 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 $782,235

    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 $604,199

    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 $539,520

    Last Listing Agent Rob Sculos Today Real Estate, Inc.

    17 Ebenezer Rd, 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 $595,382

    Last Listing Agent Sarah Lapsley Greer Real Estate, LLC

    39 Blossom Ave Unit 4, 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 $683,907

    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 $8,790,325

    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 $1,109,907

    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 $1,679,196

    Last Listing Agent John Cotton Sotheby's International Realty

    72 Hathaway 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 $1,407,456

    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 $1,439,801

    Last Listing Agent Deb Kenney Berkshire Hathaway HomeServices Robert Paul Properties

    59 Robbins St, 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 $1,180,739

    Last Listing Agent Livia Freitas Monteforte Compass

    53 Spice Ln, 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 $1,007,167

    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 $722,347

    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 $587,981

    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

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 67 days on the market.
What is the number of active homes for sale in Osterville, MA?
There are 30 active homes for sale in Osterville, MA.

Home Trends in Osterville, MA

Housing Trends

Median Sale Price
$1,220,000
Median Single Family Sale Price
$1,505,000
Median 2 Bedroom Sale Price
$568,000
Median 1 Bedroom Sale Price
$580,000
Average Price Per Sq Ft
$780
Number of Homes for Sale
30
Last 12 months Home Sales
118
Months of Supply
3.10
Median List Price
$1,495,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
2%
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