88

Recently Sold Osterville Homes

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  • /2

    $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
  • /21

    $580,000

    Sold Mar 05, 2026

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

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $806/SF
    • 124 Days On Market

    Current Estimated Value $625,896

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5A, Osterville, MA 02655
  • /18

    $3,200,000

    Sold May 14, 2026

    125 Wianno Cir, Osterville, MA 02655

    • 4 Beds
    • 4.5 Baths
    • 2,752 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Above List Price
    • $1,163/SF
    • 1 Day On Market

    Current Estimated Value $3,084,246

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    125 Wianno Cir, Osterville, MA 02655
  • /35

    $5,800,000

    Sold Feb 18, 2026

    439 Sea View Ave, Osterville, MA 02655

    • 6 Beds
    • 6 Baths
    • 4,021 Sq Ft
    • Built 1930

    Last Sold Summary

    • 11% Below List Price
    • $1,442/SF
    • 108 Days On Market

    Current Estimated Value $5,879,606

    Last Listing Agent Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

    439 Sea View Ave, Osterville, MA 02655
  • /35

    $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 $84,950

    Last Listing Agent Madeline LaCroix-Wheeler Keller Williams Realty

    920 Main St Unit 1 Building 2, Osterville, MA 02655
  • /40

    $1,495,000

    Sold Jul 29, 2026

    25 Manor Way, Osterville, MA 02655

    • 4 Beds
    • 4 Baths
    • 2,509 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $596/SF
    • 5 Days On Market

    Current Estimated Value $1,752,955

    Last Listing Agent Peter Vaillancout EXIT Cape Realty

    25 Manor Way, 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 $684,389

    Last Listing Agent Derek Greene The Greene Realty Group

    33 Aspen Way, Osterville, MA 02655
  • /40

    $2,700,000

    Sold Jun 18, 2026

    21 Cockachoiset Ln, Barnstable, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,015 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $896/SF
    • 23 Days On Market

    Current Estimated Value $2,794,337

    Last Listing Agent Cynthia Houlihan Berkshire Hathaway HomeServices Robert Paul Properties

    21 Cockachoiset Ln, Barnstable, MA 02655
  • /49

    $3,900,000

    Sold Sep 02, 2026

    30 Cockachoiset, Osterville, MA 02655

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft
    • Built 1890

    Last Sold Summary

    • $920/SF
    • 73 Days On Market

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    30 Cockachoiset, Osterville, MA 02655
  • /2

    $540,000

    Sold Apr 15, 2026

    31 Galahad Cir, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 1,940 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $278/SF
    • 13 Days On Market

    Current Estimated Value $577,069

    Last Listing Agent Tanya Chadwick Today Real Estate

    31 Galahad Cir, Osterville, MA 02655
  • /30

    $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 $627,130

    Last Listing Agent Christine Richards Kinlin Grover Compass

    268 Bumps River Rd, Osterville, MA 02655
  • /40

    $7,800,000

    Sold Jul 29, 2026

    255 Bayberry Way, Osterville, MA 02655

    • 7 Beds
    • 6 Baths
    • 4,896 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $1,593/SF
    • 105 Days On Market

    Current Estimated Value $8,546,604

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    255 Bayberry Way, Osterville, MA 02655
  • /40

    $2,700,000

    Sold Jun 18, 2026

    21 Cockachoisett Ln, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,015 Sq Ft
    • Built 2021

    Last Sold Summary

    • 7% Below List Price
    • $896/SF
    • 23 Days On Market

    Current Estimated Value $2,794,337

    Last Listing Agent Cynthia Houlihan Berkshire Hathaway HomeServices Robert Paul Properties

    21 Cockachoisett 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 $732,283

    Last Listing Agent Gerald Mullen NextHome Signature Realty

    435 Old Mill Rd, Osterville, MA 02655
  • /27

    $3,000,000

    Sold Nov 06, 2025

    355 Bridge St, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,720 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $806/SF
    • 1 Day On Market

    Current Estimated Value $3,180,016

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    355 Bridge St, Osterville, MA 02655
  • /2

    $3,000,000

    Sold Apr 17, 2026

    434 Eel River Rd, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 2,210 Sq Ft

    Last Sold Summary

    • $1,357/SF
    • 15 Days On Market

    Current Estimated Value $2,819,541

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    434 Eel River Rd, Osterville, MA 02655
  • /23

    $2,000,000

    Sold Jul 13, 2026

    51 Wianno Cir, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Built 1986

    Last Sold Summary

    • 16% Below List Price
    • $1,675/SF
    • 88 Days On Market

    Current Estimated Value $2,234,152

    Last Listing Agent Gene Orloff Sotheby's International Realty

    51 Wianno Cir, Osterville, MA 02655
  • /28

    $2,800,000

    Sold Jul 21, 2026

    106 Hathaway Rd, Osterville, MA 02655

    • 3 Beds
    • 3.5 Baths
    • 2,676 Sq Ft
    • Built 1964

    Last Sold Summary

    • $1,046/SF
    • 2 Days On Market

    Current Estimated Value $2,741,663

    Last Listing Agent Peggy Rowland Sotheby's International Realty

    106 Hathaway Rd, Osterville, MA 02655
  • /48

    $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 $1,130,445

    Last Listing Agent Linda Whitcomb William Raveis Real Estate & Home Services

    81 Falling Leaf Ln, 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 $1,798,648

    Last Listing Agent Susan Crasnick Sotheby's International Realty

    199 E Bay Rd Unit 13, Osterville, MA 02655
  • /76

    $2,210,000

    Sold Oct 08, 2025

    162 Starboard Ln, Osterville, MA 02655

    • 4 Beds
    • 3.5 Baths
    • 3,510 Sq Ft
    • Built 1971

    Last Sold Summary

    • 37% Below List Price
    • $630/SF
    • 390 Days On Market

    Current Estimated Value $2,557,336

    Last Listing Agent Michelle Tucker William Raveis Real Estate & Home Services

    162 Starboard Ln, Osterville, MA 02655
  • /42

    $580,000

    Sold Jul 31, 2026

    8 Brigantine Ave, Osterville, MA 02655

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $547/SF
    • 41 Days On Market

    Last Listing Agent Timothy Scozzari Today Real Estate

    8 Brigantine Ave, Osterville, MA 02655
  • /54

    $975,000

    Sold Jul 02, 2026

    51 Falling Leaf Ln, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 2,010 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Above List Price
    • $485/SF
    • 5 Days On Market

    Current Estimated Value $956,797

    Last Listing Agent Renee Legendre Lamacchia Realty, Inc.

    51 Falling Leaf Ln, Osterville, MA 02655
  • /34

    $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 $796,727

    Last Listing Agent Samantha Steward Compass Massachusetts, LLC

    123 Tower Hill Rd, Osterville, MA 02655
  • /35

    $1,015,000

    Sold Jun 30, 2026

    40 Waterfield Rd, Osterville, MA 02655

    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft
    • Built 1995

    Last Sold Summary

    • 10% Below List Price
    • $572/SF
    • 188 Days On Market

    Current Estimated Value $1,063,714

    Last Listing Agent Gervais Group Keller Williams Realty

    40 Waterfield Rd, 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
  • /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 $1,125,271

    Last Listing Agent Ginny Guimond William Raveis Real Estate & Home Services

    25 Sturbridge Dr, Osterville, MA 02655
  • /26

    $327,000

    Sold Jan 28, 2026

    3040 Falmouth Rd Unit H, Osterville, MA 02655

    • 2 Beds
    • 1 Bath
    • 594 Sq Ft
    • Built 1925

    Last Sold Summary

    • 8% Below List Price
    • $551/SF
    • 64 Days On Market

    Current Estimated Value $332,789

    Last Listing Agent Livia Freitas Monteforte Compass Massachusetts, LLC

    3040 Falmouth Rd Unit H, Osterville, MA 02655
  • /42

    $3,900,000

    Sold Sep 02, 2026

    30 Cockachoiset Ln, Barnstable, MA 02655

    • 4 Beds
    • 4.5 Baths
    • 4,241 Sq Ft
    • Built 1890

    Last Sold Summary

    • $920/SF
    • 74 Days On Market

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    30 Cockachoiset Ln, Barnstable, 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 $2,206,511

    Last Listing Agent Jack Cotton, Jr Sotheby's International Realty

    72 Hathaway Rd, Osterville, MA 02655
  • /15

    $599,000

    Sold Jun 30, 2026

    39 Tower Hill Rd Unit 17C, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1981

    Last Sold Summary

    • 4% Below List Price
    • $473/SF
    • 65 Days On Market

    Last Listing Agent Margo Pisacano Margo & Company

    39 Tower Hill Rd Unit 17C, Osterville, MA 02655
  • /60

    $3,475,000

    Sold Aug 17, 2026

    82 Crystal Lake Rd, Osterville, MA 02655

    • 4 Beds
    • 5 Baths
    • 4,364 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $796/SF
    • 13 Days On Market

    Current Estimated Value $3,466,447

    Last Listing Agent Margie McShane - Cape Cod To Bos Compass Massachusetts, LLC

    82 Crystal Lake Rd, Osterville, MA 02655
  • /42

    $7,500,000

    Sold Jun 15, 2026

    850 Sea View Ave, Osterville, MA 02655

    • 8 Beds
    • 9 Baths
    • 7,350 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $1,020/SF
    • 216 Days On Market

    Current Estimated Value $7,223,913

    Last Listing Agent John Cotton Sotheby's International Realty

    850 Sea View Ave, Osterville, MA 02655
  • /7

    $563,000

    Sold Jun 05, 2026

    39 Tower Hill Rd Unit 1, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,159 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Below List Price
    • $486/SF
    • 8 Days On Market

    Last Listing Agent Tom Foley The Foley Company

    39 Tower Hill Rd Unit 1, Osterville, MA 02655
  • /29

    $835,000

    Sold Jul 21, 2026

    153 Hickory Hill Cir, Osterville, MA 02655

    • 4 Beds
    • 2.5 Baths
    • 2,585 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $323/SF
    • 54 Days On Market

    Current Estimated Value $902,577

    Last Listing Agent Amanda Kundel Kinlin Grover Compass

    153 Hickory Hill Cir, Osterville, MA 02655
  • /42

    $1,195,000

    Sold Sep 02, 2026

    5 Hinckley Cir, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1972

    Last Sold Summary

    • $843/SF
    • 3 Days On Market

    Current Estimated Value $946,688

    Last Listing Agent Danny Griffin Griffin Realty Group

    5 Hinckley Cir, Osterville, MA 02655
  • /88

    $2,487,500

    Sold Apr 16, 2026

    98 Bunker Hill Rd, Osterville, MA 02655

    • 5 Beds
    • 4.5 Baths
    • 4,715 Sq Ft
    • Built 1978

    Last Sold Summary

    • 14% Below List Price
    • $528/SF
    • 377 Days On Market

    Current Estimated Value $2,727,697

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    98 Bunker Hill Rd, Osterville, MA 02655
  • /37

    $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 $694,625

    Last Listing Agent Christine Richards Kinlin Grover Compass

    35 Sharon Cir, Osterville, MA 02655
  • /36

    $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

    • 9% Below List Price
    • $482/SF
    • 140 Days On Market

    Current Estimated Value $568,009

    Last Listing Agent Ed Chatelain Chatelain Real Estate

    39 Tower Hill Rd Unit 1C, Osterville, MA 02655
  • /26

    $850,000

    Sold May 07, 2026

    64 Falling Leaf Ln, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,667 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $510/SF
    • 3 Days On Market

    Current Estimated Value $844,809

    Last Listing Agent Margaret Fearn Sotheby's International Realty

    64 Falling Leaf Ln, Osterville, MA 02655

Showing Results 1 - 40, Page 1 of 3

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 59 days on the market.
What is the number of active homes for sale in Osterville, MA?
There are 46 active homes for sale in Osterville, MA.

Home Price Trends

Median Sale Price
$1,187,000
Median Single Family Sale Price
$1,570,000
Median 2 Bedroom Sale Price
$634,900
Median 1 Bedroom Sale Price
$580,000
Average Price Per Sq Ft
$772
Number of Homes for Sale
88
Last 12 months Home Sales
142
Months of Supply
3.90
Median List Price
$1,495,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-5%
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