3,953

Osterville Homes

Section Image
    • 218 Bumps River Rd, Osterville, MA 02655
      218 Bumps River Rd, Osterville, MA 02655
      218 Bumps River Rd, Osterville, MA 02655
      /11

      Est $1,003,963 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,800 Sq Ft

      218 Bumps River Rd, Osterville, MA 02655

      218 Bumps River Rd, Osterville, MA 02655
    • 92 Joby's Ln, Barnstable, MA 02655
      92 Joby's Ln, Barnstable, MA 02655
      92 Joby's Ln, Barnstable, MA 02655
      /8

      Est $953,820 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,100 Sq Ft

      92 Joby's Ln, Barnstable, MA 02655

      92 Joby's Ln, Barnstable, MA 02655
    • 270 Smoke Valley Rd, Osterville, MA 02655
      270 Smoke Valley Rd, Osterville, MA 02655
      270 Smoke Valley Rd, Osterville, MA 02655
      /10

      Est $6,763,931 Not Listed For Sale

      • 5 Beds

      270 Smoke Valley Rd, Osterville, MA 02655

      270 Smoke Valley Rd, Osterville, MA 02655
    • 25 Indigo Ln, Osterville, MA 02655
      25 Indigo Ln, Osterville, MA 02655
      25 Indigo Ln, Osterville, MA 02655
      /18

      Est $2,143,734 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,100 Sq Ft

      25 Indigo Ln, Osterville, MA 02655

      25 Indigo Ln, Osterville, MA 02655
    • 40 Hathaway Rd, Osterville, MA 02655
      40 Hathaway Rd, Osterville, MA 02655
      40 Hathaway Rd, Osterville, MA 02655
      /6

      Est $4,536,632 Not Listed For Sale

      • 3 Beds

      40 Hathaway Rd, Osterville, MA 02655

      40 Hathaway Rd, Osterville, MA 02655
    • 334 Bumps River Rd, Osterville, MA 02655
      334 Bumps River Rd, Osterville, MA 02655
      334 Bumps River Rd, Osterville, MA 02655
      /7

      Est $1,036,968 Not Listed For Sale

      • 3 Beds

      334 Bumps River Rd, Osterville, MA 02655

      334 Bumps River Rd, Osterville, MA 02655
    • 52 Jobys Ln, Osterville, MA 02655
      52 Jobys Ln, Osterville, MA 02655
      52 Jobys Ln, Osterville, MA 02655
      /6

      Est $946,102 Not Listed For Sale

      • 3 Beds

      52 Jobys Ln, Osterville, MA 02655

      52 Jobys Ln, Osterville, MA 02655
    • 69 Wianno Head Rd, Osterville, MA 02655
      69 Wianno Head Rd, Osterville, MA 02655
      69 Wianno Head Rd, Osterville, MA 02655
      /7

      Est $6,682,883 Not Listed For Sale

      • 4 Beds

      69 Wianno Head Rd, Osterville, MA 02655

      69 Wianno Head Rd, Osterville, MA 02655
    • 40 Woodland Ave, Osterville, MA 02655
      40 Woodland Ave, Osterville, MA 02655
      40 Woodland Ave, Osterville, MA 02655
      /36

      Est $3,366,613 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,904 Sq Ft

      40 Woodland Ave, Osterville, MA 02655

      40 Woodland Ave, Osterville, MA 02655
    • 94 Starboard Ln, Osterville, MA 02655
      94 Starboard Ln, Osterville, MA 02655
      94 Starboard Ln, Osterville, MA 02655
      /47

      Est $4,345,406 Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 4,575 Sq Ft

      94 Starboard Ln, Osterville, MA 02655

      94 Starboard Ln, Osterville, MA 02655
    • 120 Starboard Ln, Osterville, MA 02655
      120 Starboard Ln, Osterville, MA 02655
      120 Starboard Ln, Osterville, MA 02655
      /34

      Est $3,068,032 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,595 Sq Ft

      120 Starboard Ln, Osterville, MA 02655

      120 Starboard Ln, Osterville, MA 02655
    • 87 Main St, Osterville, MA 02655
      87 Main St, Osterville, MA 02655
      87 Main St, Osterville, MA 02655
      /35

      Est $6,031,848 Not Listed For Sale

      • 9 Beds
      • 8 Baths
      • 8,889 Sq Ft

      87 Main St, Osterville, MA 02655

      87 Main St, Osterville, MA 02655
    • 49 Main St, Osterville, MA 02655
      49 Main St, Osterville, MA 02655
      49 Main St, Osterville, MA 02655
      /39

      Est $5,120,070 Not Listed For Sale

      • 4 Beds
      • 6.5 Baths
      • 4,573 Sq Ft

      49 Main St, Osterville, MA 02655

      49 Main St, Osterville, MA 02655
    • 48 Main St, Osterville, MA 02655
      48 Main St, Osterville, MA 02655
      48 Main St, Osterville, MA 02655
      /24

      Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 4,418 Sq Ft

      48 Main St, Osterville, MA 02655

      48 Main St, Osterville, MA 02655
    • 448 Starboard Ln, Osterville, MA 02655
      448 Starboard Ln, Osterville, MA 02655
      448 Starboard Ln, Osterville, MA 02655
      /23

      Est $2,077,598 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,762 Sq Ft

      448 Starboard Ln, Osterville, MA 02655

      448 Starboard Ln, Osterville, MA 02655
    • 440 Starboard Ln, Osterville, MA 02655
      440 Starboard Ln, Osterville, MA 02655
      440 Starboard Ln, Osterville, MA 02655
      /15

      Est $1,240,662 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,752 Sq Ft

      440 Starboard Ln, Osterville, MA 02655

      440 Starboard Ln, Osterville, MA 02655
    • 454 Starboard Ln, Osterville, MA 02655
      454 Starboard Ln, Osterville, MA 02655
      454 Starboard Ln, Osterville, MA 02655
      /21

      Est $1,674,059 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,510 Sq Ft

      454 Starboard Ln, Osterville, MA 02655

      454 Starboard Ln, Osterville, MA 02655
    • 464 Starboard Ln, Osterville, MA 02655
      464 Starboard Ln, Osterville, MA 02655
      464 Starboard Ln, Osterville, MA 02655
      /24

      Est $2,621,785 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,456 Sq Ft

      464 Starboard Ln, Osterville, MA 02655

      464 Starboard Ln, Osterville, MA 02655
    • 352 Starboard Ln, Osterville, MA 02655
      352 Starboard Ln, Osterville, MA 02655
      352 Starboard Ln, Osterville, MA 02655
      /42

      Est $3,417,083 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,240 Sq Ft

      352 Starboard Ln, Osterville, MA 02655

      352 Starboard Ln, Osterville, MA 02655
    • 346 Starboard Ln, Osterville, MA 02655
      346 Starboard Ln, Osterville, MA 02655
      346 Starboard Ln, Osterville, MA 02655
      /35

      Est $2,671,619 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,300 Sq Ft

      346 Starboard Ln, Osterville, MA 02655

      346 Starboard Ln, Osterville, MA 02655
    • 170 Sturbridge Dr, Osterville, MA 02655
      170 Sturbridge Dr, Osterville, MA 02655
      170 Sturbridge Dr, Osterville, MA 02655
      /20

      Est $1,023,426 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,892 Sq Ft

      170 Sturbridge Dr, Osterville, MA 02655

      170 Sturbridge Dr, Osterville, MA 02655
    • 311 Starboard Ln, Osterville, MA 02655
      311 Starboard Ln, Osterville, MA 02655
      311 Starboard Ln, Osterville, MA 02655
      /15

      Est $1,806,855 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,000 Sq Ft

      311 Starboard Ln, Osterville, MA 02655

      311 Starboard Ln, Osterville, MA 02655
    • 341 Starboard Ln, Osterville, MA 02655
      341 Starboard Ln, Osterville, MA 02655
      341 Starboard Ln, Osterville, MA 02655
      /19

      Est $2,483,753 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,000 Sq Ft

      341 Starboard Ln, Osterville, MA 02655

      341 Starboard Ln, Osterville, MA 02655
    • 36 Ipswich Cir, Osterville, MA 02655
      36 Ipswich Cir, Osterville, MA 02655
      36 Ipswich Cir, Osterville, MA 02655
      /16

      Est $909,986 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      36 Ipswich Cir, Osterville, MA 02655

      36 Ipswich Cir, Osterville, MA 02655
    • 183 Sturbridge Dr, Osterville, MA 02655
      183 Sturbridge Dr, Osterville, MA 02655
      183 Sturbridge Dr, Osterville, MA 02655
      /22

      Est $1,055,405 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,714 Sq Ft

      183 Sturbridge Dr, Osterville, MA 02655

      183 Sturbridge Dr, Osterville, MA 02655
    • 142 Sturbridge Dr, Osterville, MA 02655
      142 Sturbridge Dr, Osterville, MA 02655
      142 Sturbridge Dr, Osterville, MA 02655
      /18

      Est $933,942 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,506 Sq Ft

      142 Sturbridge Dr, Osterville, MA 02655

      142 Sturbridge Dr, Osterville, MA 02655
    • 55 Deerfield Rd, Osterville, MA 02655
      55 Deerfield Rd, Osterville, MA 02655
      55 Deerfield Rd, Osterville, MA 02655
      /21

      Est $981,451 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,501 Sq Ft

      55 Deerfield Rd, Osterville, MA 02655

      55 Deerfield Rd, Osterville, MA 02655
    • 45 Deerfield Rd, Osterville, MA 02655
      45 Deerfield Rd, Osterville, MA 02655
      45 Deerfield Rd, Osterville, MA 02655
      /29

      Est $1,242,254 Not Listed For Sale

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

      45 Deerfield Rd, Osterville, MA 02655

      45 Deerfield Rd, Osterville, MA 02655
    • 37 Old Salem Way, Osterville, MA 02655
      37 Old Salem Way, Osterville, MA 02655
      37 Old Salem Way, Osterville, MA 02655
      /40

      Est $862,619 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,688 Sq Ft

      37 Old Salem Way, Osterville, MA 02655

      37 Old Salem Way, Osterville, MA 02655
    • 25 Old Salem Way, Osterville, MA 02655
      25 Old Salem Way, Osterville, MA 02655
      25 Old Salem Way, Osterville, MA 02655
      /22

      Est $1,084,326 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft

      25 Old Salem Way, Osterville, MA 02655

      25 Old Salem Way, Osterville, MA 02655
    • 22 Old Salem Way, Osterville, MA 02655
      22 Old Salem Way, Osterville, MA 02655
      22 Old Salem Way, Osterville, MA 02655
      /21

      Est $1,169,501 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,971 Sq Ft

      22 Old Salem Way, Osterville, MA 02655

      22 Old Salem Way, Osterville, MA 02655
    • 174 Starboard Ln, Osterville, MA 02655
      174 Starboard Ln, Osterville, MA 02655
      174 Starboard Ln, Osterville, MA 02655
      /33

      Est $4,327,672 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,869 Sq Ft

      174 Starboard Ln, Osterville, MA 02655

      174 Starboard Ln, Osterville, MA 02655
    • 206 Starboard Ln, Osterville, MA 02655
      206 Starboard Ln, Osterville, MA 02655
      206 Starboard Ln, Osterville, MA 02655
      /31

      Est $4,457,978 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 6,528 Sq Ft

      206 Starboard Ln, Osterville, MA 02655

      206 Starboard Ln, Osterville, MA 02655
    • 380 Starboard Ln, Osterville, MA 02655
      380 Starboard Ln, Osterville, MA 02655
      380 Starboard Ln, Osterville, MA 02655
      /30

      Est $1,563,227 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,644 Sq Ft

      380 Starboard Ln, Osterville, MA 02655

      380 Starboard Ln, Osterville, MA 02655
    • Unlisted Address
      Unlisted Address
      /2

      Est $2,421,337 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,701 Sq Ft

      Unlisted Address

      Unlisted Address
    • 133 Starboard Ln, Osterville, MA 02655
      133 Starboard Ln, Osterville, MA 02655
      133 Starboard Ln, Osterville, MA 02655
      /34

      Est $2,909,778 Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 3,551 Sq Ft

      133 Starboard Ln, Osterville, MA 02655

      133 Starboard Ln, Osterville, MA 02655
    • 34 Old Salem Way, Osterville, MA 02655
      34 Old Salem Way, Osterville, MA 02655
      34 Old Salem Way, Osterville, MA 02655
      /35

      Est $1,179,050 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,148 Sq Ft

      34 Old Salem Way, Osterville, MA 02655

      34 Old Salem Way, Osterville, MA 02655
    • 19 Newport Ln, Osterville, MA 02655
      19 Newport Ln, Osterville, MA 02655
      19 Newport Ln, Osterville, MA 02655
      /35

      Est $1,123,532 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,032 Sq Ft

      19 Newport Ln, Osterville, MA 02655

      19 Newport Ln, Osterville, MA 02655
    • 68 Sturbridge Dr, Osterville, MA 02655
      68 Sturbridge Dr, Osterville, MA 02655
      68 Sturbridge Dr, Osterville, MA 02655
      /14

      Est $1,300,602 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft

      68 Sturbridge Dr, Osterville, MA 02655

      68 Sturbridge Dr, Osterville, MA 02655
    • 151 Sturbridge Dr, Osterville, MA 02655
      151 Sturbridge Dr, Osterville, MA 02655
      151 Sturbridge Dr, Osterville, MA 02655
      /31

      Est $965,742 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,050 Sq Ft

      151 Sturbridge Dr, Osterville, MA 02655

      151 Sturbridge Dr, Osterville, MA 02655

Showing Results 481 - 520, Page 13 of 18

Massachusetts Barnstable County Barnstable Osterville

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group