3,953

Osterville Homes

Section Image
    • 123 Wintergreen Cir, Osterville, MA 02655
      123 Wintergreen Cir, Osterville, MA 02655
      123 Wintergreen Cir, Osterville, MA 02655
      /28

      Est $879,434 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,792 Sq Ft

      123 Wintergreen Cir, Osterville, MA 02655

      123 Wintergreen Cir, Osterville, MA 02655
  • 38 Sunset Ln, Osterville, MA 02655
    38 Sunset Ln, Osterville, MA 02655
    38 Sunset Ln, Osterville, MA 02655
    /39

    $1,000,000 Sold Jul 01, 2025

    38 Sunset Ln, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,153 Sq Ft
    • Built 1927

    Last Sold Summary

    • 22% Below List Price
    • $867/SF
    • 137 Days On Market

    Current Estimated Value $969,007

    Last Listing Agent Colleen Riley Sotheby's International Realty

    38 Sunset Ln, Osterville, MA 02655
    • 146 Wintergreen Cir, Osterville, MA 02655
      146 Wintergreen Cir, Osterville, MA 02655
      146 Wintergreen Cir, Osterville, MA 02655
      /22

      Est $853,949 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,145 Sq Ft

      146 Wintergreen Cir, Osterville, MA 02655

      146 Wintergreen Cir, Osterville, MA 02655
  • 16 2nd Ave Unit 5B, Osterville, MA 02655
    16 2nd Ave Unit 5B, Osterville, MA 02655
    16 2nd Ave Unit 5B, Osterville, MA 02655
    /22

    $610,000 Sold Feb 13, 2025

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

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

    Last Sold Summary

    • 6% Below List Price
    • $803/SF
    • 114 Days On Market

    Current Estimated Value $620,037

    Last Listing Agent Shaelyn Hegarty Frank A Sullivan Real Estate

    16 2nd Ave Unit 5B, Osterville, MA 02655
    • 158 Wintergreen Cir, Osterville, MA 02655
      158 Wintergreen Cir, Osterville, MA 02655
      158 Wintergreen Cir, Osterville, MA 02655
      /7

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,946 Sq Ft

      158 Wintergreen Cir, Osterville, MA 02655

      158 Wintergreen Cir, Osterville, MA 02655
  • 49 N Bay Rd, Osterville, MA 2655
    49 N Bay Rd, Osterville, MA 2655
    49 N Bay Rd, Osterville, MA 2655
    /43

    $5,300,000 Sold May 15, 2025

    49 N Bay Rd, Osterville, MA 2655

    • 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 $5,577,658

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    49 N Bay Rd, Osterville, MA 2655
    • 100 Waterfield Rd, Osterville, MA 02655
      100 Waterfield Rd, Osterville, MA 02655
      100 Waterfield Rd, Osterville, MA 02655
      /40

      Est $1,471,332 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 2,693 Sq Ft

      100 Waterfield Rd, Osterville, MA 02655

      100 Waterfield Rd, Osterville, MA 02655
  • 141 Parsley Ln, Osterville, MA 02655
    141 Parsley Ln, Osterville, MA 02655
    141 Parsley Ln, Osterville, MA 02655
    /34

    $1,025,000 Sold Jul 08, 2025

    141 Parsley Ln, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 1970

    Last Sold Summary

    • 15% Below List Price
    • $549/SF
    • 40 Days On Market

    Current Estimated Value $1,073,583

    Last Listing Agent Julie White William Raveis Real Estate & Home Services

    141 Parsley Ln, Osterville, MA 02655
    • 33 Waterfield Rd, Osterville, MA 02655
      33 Waterfield Rd, Osterville, MA 02655
      33 Waterfield Rd, Osterville, MA 02655
      /41

      Est $1,098,447 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,544 Sq Ft

      33 Waterfield Rd, Osterville, MA 02655

      33 Waterfield Rd, Osterville, MA 02655
  • 17 Briar Patch Rd, Osterville, MA 02655
    17 Briar Patch Rd, Osterville, MA 02655
    17 Briar Patch Rd, Osterville, MA 02655
    /30

    $980,000 Sold Apr 03, 2025

    17 Briar Patch Rd, Osterville, MA 02655

    • 3 Beds
    • 3.5 Baths
    • 2,185 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $449/SF
    • 4 Days On Market

    Current Estimated Value $1,030,491

    Last Listing Agent The Norton Team Kinlin Grover Compass

    17 Briar Patch Rd, Osterville, MA 02655
    • 35 Waterfield Rd, Osterville, MA 02655
      35 Waterfield Rd, Osterville, MA 02655
      35 Waterfield Rd, Osterville, MA 02655
      /43

      Est $1,421,983 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,182 Sq Ft

      35 Waterfield Rd, Osterville, MA 02655

      35 Waterfield Rd, Osterville, MA 02655
  • 3040 Falmouth Rd Unit H, Osterville, MA 02655
    3040 Falmouth Rd Unit H, Osterville, MA 02655
    3040 Falmouth Rd Unit H, 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

    Last Listing Agent Livia Freitas Monteforte Compass

    3040 Falmouth Rd Unit H, Osterville, MA 02655
    • 42 Pond St, Osterville, MA 02655
      42 Pond St, Osterville, MA 02655
      42 Pond St, Osterville, MA 02655
      /28

      Est $1,389,999 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      42 Pond St, Osterville, MA 02655

      42 Pond St, Osterville, MA 02655
  • 22 Felicity Ln, Osterville, MA 02655
    22 Felicity Ln, Osterville, MA 02655
    22 Felicity Ln, Osterville, MA 02655
    /23

    $1,350,000 Sold Apr 16, 2025

    22 Felicity Ln, Osterville, MA 02655

    • 3 Beds
    • 3 Baths
    • 2,923 Sq Ft
    • Built 1993

    Last Sold Summary

    • 3% Below List Price
    • $462/SF
    • 5 Days On Market

    Current Estimated Value $1,435,927

    Last Listing Agent Sarah Harrington Kinlin Grover Compass

    22 Felicity Ln, Osterville, MA 02655
    • 321 Tower Hill Rd, Osterville, MA 02655
      321 Tower Hill Rd, Osterville, MA 02655
      321 Tower Hill Rd, Osterville, MA 02655
      /38

      Est $2,021,500 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,132 Sq Ft

      321 Tower Hill Rd, Osterville, MA 02655

      321 Tower Hill Rd, Osterville, MA 02655
  • 39 Tower Hill Rd Unit 15B, Osterville, MA 02655
    39 Tower Hill Rd Unit 15B, Osterville, MA 02655
    39 Tower Hill Rd Unit 15B, Osterville, MA 02655
    /7

    $410,000 Sold Dec 08, 2025

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655

    • 2 Beds
    • 2 Baths
    • 1,261 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $325/SF
    • 3 Days On Market

    Last Listing Agent Joan Witter Compass Massachusetts, LLC

    39 Tower Hill Rd Unit 15B, Osterville, MA 02655
    • 263 Tower Hill Rd, Osterville, MA 02655
      263 Tower Hill Rd, Osterville, MA 02655
      263 Tower Hill Rd, Osterville, MA 02655
      /57

      Est $1,410,013 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,129 Sq Ft

      263 Tower Hill Rd, Osterville, MA 02655

      263 Tower Hill Rd, Osterville, MA 02655
  • 97 Old Mill Rd, Osterville, MA 02655
    97 Old Mill Rd, Osterville, MA 02655
    97 Old Mill Rd, Osterville, MA 02655
    /31

    $2,650,000 Sold Mar 18, 2025

    97 Old Mill Rd, Osterville, MA 02655

    • 5 Beds
    • 5 Baths
    • 3,749 Sq Ft
    • Built 1890

    Last Sold Summary

    • 16% Below List Price
    • $707/SF
    • 121 Days On Market

    Current Estimated Value $2,743,056

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    97 Old Mill Rd, Osterville, MA 02655
    • 48 Blossom Ave, Osterville, MA 02655
      48 Blossom Ave, Osterville, MA 02655
      48 Blossom Ave, Osterville, MA 02655
      /23

      Est $642,911 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft

      48 Blossom Ave, Osterville, MA 02655

      48 Blossom Ave, Osterville, MA 02655
  • 65 Wianno Cir, Osterville, MA 02655
    65 Wianno Cir, Osterville, MA 02655
    65 Wianno Cir, Osterville, MA 02655
    /33

    $1,450,000 Sold May 02, 2025

    65 Wianno Cir, Osterville, MA 02655

    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft
    • Built 1984

    Last Sold Summary

    • $834/SF
    • 0 Days On Market

    Current Estimated Value $1,521,611

    Last Listing Agent Joan Witter Compass Massachusetts, LLC

    65 Wianno Cir, Osterville, MA 02655
    • 48 Pine Ln, Osterville, MA 02655
      48 Pine Ln, Osterville, MA 02655
      48 Pine Ln, Osterville, MA 02655
      /36

      Est $1,193,558 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,830 Sq Ft

      48 Pine Ln, Osterville, MA 02655

      48 Pine Ln, Osterville, MA 02655
  • 139 Falling Leaf Ln, Osterville, MA 02655
    139 Falling Leaf Ln, Osterville, MA 02655
    139 Falling Leaf Ln, Osterville, MA 02655
    /40

    $950,000 Sold Jan 27, 2026

    139 Falling Leaf Ln, Osterville, MA 02655

    • 3 Beds
    • 4 Baths
    • 2,162 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $439/SF
    • 15 Days On Market

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

    139 Falling Leaf Ln, Osterville, MA 02655
    • 318 Tower Hill Rd, Osterville, MA 02655
      318 Tower Hill Rd, Osterville, MA 02655
      318 Tower Hill Rd, Osterville, MA 02655
      /45

      Est $1,594,957 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,230 Sq Ft

      318 Tower Hill Rd, Osterville, MA 02655

      318 Tower Hill Rd, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 16B, Osterville, MA 02655
      39 Tower Hill Rd Unit 16B, Osterville, MA 02655
      39 Tower Hill Rd Unit 16B, Osterville, MA 02655
      /30

      Est $713,667 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,285 Sq Ft

      39 Tower Hill Rd Unit 16B, Osterville, MA 02655

      39 Tower Hill Rd Unit 16B, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 18C, Osterville, MA 02655
      39 Tower Hill Rd Unit 18C, Osterville, MA 02655
      39 Tower Hill Rd Unit 18C, Osterville, MA 02655
      /39

      Est $708,520 Not Listed For Sale

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

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

      39 Tower Hill Rd Unit 18C, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 18A, Osterville, MA 02655
      39 Tower Hill Rd Unit 18A, Osterville, MA 02655
      39 Tower Hill Rd Unit 18A, Osterville, MA 02655
      /32

      Est $635,359 Not Listed For Sale

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

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

      39 Tower Hill Rd Unit 18A, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 15A, Osterville, MA 02655
      39 Tower Hill Rd Unit 15A, Osterville, MA 02655
      39 Tower Hill Rd Unit 15A, Osterville, MA 02655
      /22

      Est $803,521 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,916 Sq Ft

      39 Tower Hill Rd Unit 15A, Osterville, MA 02655

      39 Tower Hill Rd Unit 15A, Osterville, MA 02655
    • 18 Bay St, Osterville, MA 02655
      18 Bay St, Osterville, MA 02655
      18 Bay St, Osterville, MA 02655
      /59

      Est $1,045,820 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,026 Sq Ft

      18 Bay St, Osterville, MA 02655

      18 Bay St, Osterville, MA 02655
    • 209 Bay St, Osterville, MA 02655
      209 Bay St, Osterville, MA 02655
      209 Bay St, Osterville, MA 02655
      /39

      Est $8,004,595 Not Listed For Sale

      • 6 Beds
      • 8 Baths
      • 5,400 Sq Ft

      209 Bay St, Osterville, MA 02655

      209 Bay St, Osterville, MA 02655
    • 190 Pine Ln, Osterville, MA 02655
      190 Pine Ln, Osterville, MA 02655
      190 Pine Ln, Osterville, MA 02655
      /39

      Est $1,291,297 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,402 Sq Ft

      190 Pine Ln, Osterville, MA 02655

      190 Pine Ln, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 5A, Osterville, MA 02655
      39 Tower Hill Rd Unit 5A, Osterville, MA 02655
      39 Tower Hill Rd Unit 5A, Osterville, MA 02655
      /22

      Est $661,454 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,141 Sq Ft

      39 Tower Hill Rd Unit 5A, Osterville, MA 02655

      39 Tower Hill Rd Unit 5A, Osterville, MA 02655
    • 39 Tower Hill Rd Unit 1A, Osterville, MA 02655
      39 Tower Hill Rd Unit 1A, Osterville, MA 02655
      39 Tower Hill Rd Unit 1A, Osterville, MA 02655
      /13

      Est $644,891 Not Listed For Sale

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

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

      39 Tower Hill Rd Unit 1A, Osterville, MA 02655
    • 933 Main St, Osterville, MA 02655
      933 Main St, Osterville, MA 02655
      933 Main St, Osterville, MA 02655
      /26

      Est $864,335 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,216 Sq Ft

      933 Main St, Osterville, MA 02655

      933 Main St, Osterville, MA 02655
    • 100 Meadowlark Ln, Osterville, MA 02655
      100 Meadowlark Ln, Osterville, MA 02655
      100 Meadowlark Ln, Osterville, MA 02655
      /64

      Est $2,668,684 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,478 Sq Ft

      100 Meadowlark Ln, Osterville, MA 02655

      100 Meadowlark Ln, Osterville, MA 02655
    • 8 3rd Ave, Osterville, MA 02655
      8 3rd Ave, Osterville, MA 02655
      8 3rd Ave, Osterville, MA 02655
      /43

      Est $2,707,498 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,741 Sq Ft

      8 3rd Ave, Osterville, MA 02655

      8 3rd Ave, Osterville, MA 02655
    • 16 2nd Ave Unit 4, Osterville, MA 02655
      16 2nd Ave Unit 4, Osterville, MA 02655
      16 2nd Ave Unit 4, Osterville, MA 02655
      /38

      Est $873,013 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,564 Sq Ft

      16 2nd Ave Unit 4, Osterville, MA 02655

      16 2nd Ave Unit 4, Osterville, MA 02655
    • 200 Parker Rd, Osterville, MA 02655
      200 Parker Rd, Osterville, MA 02655
      200 Parker Rd, Osterville, MA 02655
      /37

      Est $1,608,035 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,866 Sq Ft

      200 Parker Rd, Osterville, MA 02655

      200 Parker Rd, Osterville, MA 02655
    • 105 Parker Rd Unit D, Osterville, MA 02655
      105 Parker Rd Unit D, Osterville, MA 02655
      105 Parker Rd Unit D, Osterville, MA 02655
      /27

      Est $978,703 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,350 Sq Ft

      105 Parker Rd Unit D, Osterville, MA 02655

      105 Parker Rd Unit D, Osterville, MA 02655
    • 105 Parker Rd Unit A, Osterville, MA 02655
      105 Parker Rd Unit A, Osterville, MA 02655
      105 Parker Rd Unit A, Osterville, MA 02655
      /37

      Est $829,276 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,640 Sq Ft

      105 Parker Rd Unit A, Osterville, MA 02655

      105 Parker Rd Unit A, Osterville, MA 02655
    • 125 Parker Rd, Osterville, MA 02655
      125 Parker Rd, Osterville, MA 02655
      125 Parker Rd, Osterville, MA 02655
      /34

      Est $1,516,512 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,128 Sq Ft

      125 Parker Rd, Osterville, MA 02655

      125 Parker Rd, Osterville, MA 02655

Showing Results 161 - 200, Page 5 of 18

Massachusetts Barnstable County Barnstable Osterville

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