4,276

Oak Bluffs, MA Homes

Section Image
    • 47 Stonebridge Rd, West Tisbury, MA 02568
      47 Stonebridge Rd, West Tisbury, MA 02568
      47 Stonebridge Rd, West Tisbury, MA 02568
      /29

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,705 Sq Ft

      47 Stonebridge Rd, West Tisbury, MA 02568

      47 Stonebridge Rd, West Tisbury, MA 02568
    • 188 Waldrons Bottom Rd, West Tisbury, MA 02575
      188 Waldrons Bottom Rd, West Tisbury, MA 02575
      188 Waldrons Bottom Rd, West Tisbury, MA 02575
      /24

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,665 Sq Ft

      188 Waldrons Bottom Rd, West Tisbury, MA 02575

      188 Waldrons Bottom Rd, West Tisbury, MA 02575
    • 149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      /33

      Est $1,933,889 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,183 Sq Ft

      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

      149 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • 7 Parsonage Woods Rd, West Tisbury, MA 02568
      7 Parsonage Woods Rd, West Tisbury, MA 02568
      7 Parsonage Woods Rd, West Tisbury, MA 02568
      /19

      Est $1,969,391 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,822 Sq Ft

      7 Parsonage Woods Rd, West Tisbury, MA 02568

      7 Parsonage Woods Rd, West Tisbury, MA 02568
    • 5 Meetinghouse Rd, Chilmark, MA 02535
      5 Meetinghouse Rd, Chilmark, MA 02535
      5 Meetinghouse Rd, Chilmark, MA 02535
      /22

      Est $1,658,925 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,008 Sq Ft

      5 Meetinghouse Rd, Chilmark, MA 02535

      5 Meetinghouse Rd, Chilmark, MA 02535
    • 0 Lamberts Cove Rd, Vineyard Haven, MA 02568
      0 Lamberts Cove Rd, Vineyard Haven, MA 02568
      0 Lamberts Cove Rd, Vineyard Haven, MA 02568
      /3

      Not Listed For Sale

      0 Lamberts Cove Rd, Vineyard Haven, MA 02568

      0 Lamberts Cove Rd, Vineyard Haven, MA 02568
    • 35 Plum Bush Point Rd, West Tisbury, MA 02568
      35 Plum Bush Point Rd, West Tisbury, MA 02568
      35 Plum Bush Point Rd, West Tisbury, MA 02568
      /7

      Est $1,506,886 Not Listed For Sale

      35 Plum Bush Point Rd, West Tisbury, MA 02568

      35 Plum Bush Point Rd, West Tisbury, MA 02568
    • 23 Indian Hollow Rd, West Tisbury, MA 02575
      23 Indian Hollow Rd, West Tisbury, MA 02575
      23 Indian Hollow Rd, West Tisbury, MA 02575
      /42

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,928 Sq Ft

      23 Indian Hollow Rd, West Tisbury, MA 02575

      23 Indian Hollow Rd, West Tisbury, MA 02575
    • 57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
      /22

      Est $1,096,007 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft

      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

      57 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • 8 Yellow Brick Rd, Vineyard Haven, MA 02568
      8 Yellow Brick Rd, Vineyard Haven, MA 02568
      8 Yellow Brick Rd, Vineyard Haven, MA 02568
      /27

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft

      8 Yellow Brick Rd, Vineyard Haven, MA 02568

      8 Yellow Brick Rd, Vineyard Haven, MA 02568
    • 205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      /13

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,480 Sq Ft

      205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      205 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    • 46 Crow Hollow Rd, Vineyard Haven, MA 02568
      46 Crow Hollow Rd, Vineyard Haven, MA 02568
      46 Crow Hollow Rd, Vineyard Haven, MA 02568
      /28

      Est $1,521,792 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,497 Sq Ft

      46 Crow Hollow Rd, Vineyard Haven, MA 02568

      46 Crow Hollow Rd, Vineyard Haven, MA 02568
    • 362 State Rd, West Tisbury, MA 02575
      362 State Rd, West Tisbury, MA 02575
      /2

      Not Listed For Sale

      362 State Rd, West Tisbury, MA 02575

      362 State Rd, West Tisbury, MA 02575
    • 36 Music St, West Tisbury, MA 02575
      36 Music St, West Tisbury, MA 02575
      36 Music St, West Tisbury, MA 02575
      /20

      Not Listed For Sale

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

      36 Music St, West Tisbury, MA 02575

      36 Music St, West Tisbury, MA 02575
    • 259 State Rd, West Tisbury, MA 02575
      259 State Rd, West Tisbury, MA 02575
      259 State Rd, West Tisbury, MA 02575
      /22

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,512 Sq Ft

      259 State Rd, West Tisbury, MA 02575

      259 State Rd, West Tisbury, MA 02575
    • 1081 State Rd, West Tisbury, MA 02575
      1081 State Rd, West Tisbury, MA 02575
      1081 State Rd, West Tisbury, MA 02575
      /21

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,182 Sq Ft

      1081 State Rd, West Tisbury, MA 02575

      1081 State Rd, West Tisbury, MA 02575
    • 26 Flint Hill Rd, West Tisbury, MA 02575
      26 Flint Hill Rd, West Tisbury, MA 02575
      26 Flint Hill Rd, West Tisbury, MA 02575
      /16

      Not Listed For Sale

      26 Flint Hill Rd, West Tisbury, MA 02575

      26 Flint Hill Rd, West Tisbury, MA 02575
    • 80 Pond Rd, West Tisbury, MA 02575
      80 Pond Rd, West Tisbury, MA 02575
      80 Pond Rd, West Tisbury, MA 02575
      /25

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,124 Sq Ft

      80 Pond Rd, West Tisbury, MA 02575

      80 Pond Rd, West Tisbury, MA 02575
    • 5 Stillpoint Meadows Rd, West Tisbury, MA 02575
      5 Stillpoint Meadows Rd, West Tisbury, MA 02575
      5 Stillpoint Meadows Rd, West Tisbury, MA 02575
      /47

      Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,283 Sq Ft

      5 Stillpoint Meadows Rd, West Tisbury, MA 02575

      5 Stillpoint Meadows Rd, West Tisbury, MA 02575
    • 139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      /12

      Not Listed For Sale

      139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      139 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    • 87 Longview Rd, West Tisbury, MA 02575
      87 Longview Rd, West Tisbury, MA 02575
      87 Longview Rd, West Tisbury, MA 02575
      /8

      Not Listed For Sale

      87 Longview Rd, West Tisbury, MA 02575

      87 Longview Rd, West Tisbury, MA 02575
    • 48 Forest Rd, West Tisbury, MA 02575
      48 Forest Rd, West Tisbury, MA 02575
      48 Forest Rd, West Tisbury, MA 02575
      /26

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 4,805 Sq Ft

      48 Forest Rd, West Tisbury, MA 02575

      48 Forest Rd, West Tisbury, MA 02575
    • 21 Tea Ln, Chilmark, MA 02535
      21 Tea Ln, Chilmark, MA 02535
      21 Tea Ln, Chilmark, MA 02535
      /11

      Est $2,385,541 Not Listed For Sale

      21 Tea Ln, Chilmark, MA 02535

      21 Tea Ln, Chilmark, MA 02535
    • 209 Oak Ln, West Tisbury, MA 02575
      209 Oak Ln, West Tisbury, MA 02575
      209 Oak Ln, West Tisbury, MA 02575
      /5

      Not Listed For Sale

      209 Oak Ln, West Tisbury, MA 02575

      209 Oak Ln, West Tisbury, MA 02575
    • 32 S Pond Rd, West Tisbury, MA 02575
      32 S Pond Rd, West Tisbury, MA 02575
      32 S Pond Rd, West Tisbury, MA 02575
      /25

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,670 Sq Ft

      32 S Pond Rd, West Tisbury, MA 02575

      32 S Pond Rd, West Tisbury, MA 02575
    • 43 Pin Oak Cir, West Tisbury, MA 02575
      43 Pin Oak Cir, West Tisbury, MA 02575
      43 Pin Oak Cir, West Tisbury, MA 02575
      /31

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,356 Sq Ft

      43 Pin Oak Cir, West Tisbury, MA 02575

      43 Pin Oak Cir, West Tisbury, MA 02575
    • 31 Tower Ln, Chilmark, MA 02535
      31 Tower Ln, Chilmark, MA 02535
      31 Tower Ln, Chilmark, MA 02535
      /6

      Est $2,556,000 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 1,135 Sq Ft

      31 Tower Ln, Chilmark, MA 02535

      31 Tower Ln, Chilmark, MA 02535
    • 72 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      72 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      72 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
      /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,459 Sq Ft

      72 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      72 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
    • 99 Cygnet Way, Chilmark, MA 02535
      99 Cygnet Way, Chilmark, MA 02535
      99 Cygnet Way, Chilmark, MA 02535
      /8

      Not Listed For Sale

      99 Cygnet Way, Chilmark, MA 02535

      99 Cygnet Way, Chilmark, MA 02535
    • 1 Old Rd N, Chilmark, MA 02535
      1 Old Rd N, Chilmark, MA 02535
      1 Old Rd N, Chilmark, MA 02535
      /35

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 516 Sq Ft

      1 Old Rd N, Chilmark, MA 02535

      1 Old Rd N, Chilmark, MA 02535
    • 99 Watcha Path, Edgartown, MA 02539
      99 Watcha Path, Edgartown, MA 02539
      99 Watcha Path, Edgartown, MA 02539
      /43

      Est $2,845,093 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,760 Sq Ft

      99 Watcha Path, Edgartown, MA 02539

      99 Watcha Path, Edgartown, MA 02539
    • 31 Cross Rip Ln, Chilmark, MA 02535
      31 Cross Rip Ln, Chilmark, MA 02535
      31 Cross Rip Ln, Chilmark, MA 02535
      /20

      Est $1,298,650 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft

      31 Cross Rip Ln, Chilmark, MA 02535

      31 Cross Rip Ln, Chilmark, MA 02535
    • 47 Willow Tree Hollow Rd, West Tisbury, MA 02568
      47 Willow Tree Hollow Rd, West Tisbury, MA 02568
      47 Willow Tree Hollow Rd, West Tisbury, MA 02568
      /4

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,179 Sq Ft

      47 Willow Tree Hollow Rd, West Tisbury, MA 02568

      47 Willow Tree Hollow Rd, West Tisbury, MA 02568
    • 1005 State Rd, West Tisbury, MA 02575
      1005 State Rd, West Tisbury, MA 02575
      1005 State Rd, West Tisbury, MA 02575
      /40

      Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,500 Sq Ft

      1005 State Rd, West Tisbury, MA 02575

      1005 State Rd, West Tisbury, MA 02575
    • 108 & 120 Pond Rd, West Tisbury, MA 02575
      108 & 120 Pond Rd, West Tisbury, MA 02575
      108 & 120 Pond Rd, West Tisbury, MA 02575
      /6

      Not Listed For Sale

      108 & 120 Pond Rd, West Tisbury, MA 02575

      108 & 120 Pond Rd, West Tisbury, MA 02575
    • 68 Meeting House Rd, Chilmark, MA 02535
      68 Meeting House Rd, Chilmark, MA 02535
      68 Meeting House Rd, Chilmark, MA 02535
      /31

      Est $3,476,762 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft

      68 Meeting House Rd, Chilmark, MA 02535

      68 Meeting House Rd, Chilmark, MA 02535
    • 8 Coffins Field Rd, Edgartown, MA 02539
      8 Coffins Field Rd, Edgartown, MA 02539
      8 Coffins Field Rd, Edgartown, MA 02539
      /48

      Est $3,069,889 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,440 Sq Ft

      8 Coffins Field Rd, Edgartown, MA 02539

      8 Coffins Field Rd, Edgartown, MA 02539
    • 4 Tilton Rd, Chilmark, MA 02535
      4 Tilton Rd, Chilmark, MA 02535
      4 Tilton Rd, Chilmark, MA 02535
      /75

      Est $4,040,356 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,362 Sq Ft

      4 Tilton Rd, Chilmark, MA 02535

      4 Tilton Rd, Chilmark, MA 02535
    • 243 Pond Rd, Vineyard Haven, MA 02568
      243 Pond Rd, Vineyard Haven, MA 02568
      243 Pond Rd, Vineyard Haven, MA 02568
      /43

      Est $4,180,283 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,737 Sq Ft

      243 Pond Rd, Vineyard Haven, MA 02568

      243 Pond Rd, Vineyard Haven, MA 02568
    • 22 Tabor Hills, Chilmark, MA 02535
      22 Tabor Hills, Chilmark, MA 02535
      22 Tabor Hills, Chilmark, MA 02535
      /17

      Est $2,712,565 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft

      22 Tabor Hills, Chilmark, MA 02535

      22 Tabor Hills, Chilmark, MA 02535

Showing Results 241 - 280, Page 7 of 18

Massachusetts Dukes County Oak Bluffs

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