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Recently Sold Oak Bluffs Homes

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  • /19

    $750,000 Sold Nov 07, 2025

    41 Trinity Park, Oak Bluffs, MA 02557

    • 4 Beds
    • 1 Bath
    • 1,154 Sq Ft
    • Built 1867

    Last Sold Summary

    • 6% Below List Price
    • $650/SF
    • 14 Days On Market

    Current Estimated Value $768,170

    Last Listing Agent Stacy Ickes Donnelly + Co.

    41 Trinity Park, Oak Bluffs, MA 02557
  • /26

    $1,600,000 Sold Nov 07, 2025

    96 Pondview Dr, Oak Bluffs, MA 02536

    • 4 Beds
    • 2.5 Baths
    • 2,115 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $757/SF
    • 35 Days On Market

    Last Listing Agent Doug Burke Cronigs Real Estate

    96 Pondview Dr, Oak Bluffs, MA 02536
  • /21

    $982,000 Sold Dec 19, 2025

    25 Windy Hill Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Below List Price
    • $1,002/SF
    • 10 Days On Market

    Current Estimated Value $985,447

    Last Listing Agent Rene Jackson Island Real Estate

    25 Windy Hill Rd, Oak Bluffs, MA 02557
  • /4

    $1,350,000 Sold Aug 15, 2025

    35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $724/SF
    • 12 Days On Market

    Last Listing Agent Lesley Heidt Sandpiper Realty Inc

    35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
  • /19

    $1,865,000 Sold Dec 04, 2025

    71 Netock Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 5 Baths
    • 2,820 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $661/SF
    • 11 Days On Market

    Current Estimated Value $1,891,636

    Last Listing Agent Ellen Valentgas Sotheby's International Realty

    71 Netock Ave, Oak Bluffs, MA 02557
  • /32

    $1,100,000 Sold Jun 27, 2025

    10 Kims Way, Oak Bluffs, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 1,976 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $557/SF
    • 156 Days On Market

    Last Listing Agent Michael Schweikert Ocean Park Realty, Inc.

    10 Kims Way, Oak Bluffs, MA 02568
  • /42

    $1,700,000 Sold Nov 03, 2025

    35 Tower Ridge Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 4 Baths
    • 2,558 Sq Ft
    • Built 1986

    Last Sold Summary

    • 20% Below List Price
    • $665/SF
    • 118 Days On Market

    Current Estimated Value $1,733,257

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    35 Tower Ridge Rd, Oak Bluffs, MA 02557
  • /30

    $1,995,000 Sold Aug 29, 2025

    26 Box Turtle Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 2,891 Sq Ft
    • Built 1980

    Last Sold Summary

    • $690/SF
    • 5 Days On Market

    Current Estimated Value $2,037,182

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    26 Box Turtle Ln, Oak Bluffs, MA 02557
  • /32

    $899,000 Sold Jul 11, 2025

    8 Rock Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1.5 Baths
    • 955 Sq Ft
    • Built 1871

    Last Sold Summary

    • $941/SF
    • 6 Days On Market

    Current Estimated Value $939,616

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    8 Rock Ave, Oak Bluffs, MA 02557
  • /34

    $980,000 Sold Mar 26, 2025

    11 Fairway Dr, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 1,608 Sq Ft
    • Built 1969

    Last Sold Summary

    • 18% Below List Price
    • $609/SF
    • 191 Days On Market

    Current Estimated Value $1,009,341

    Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

    11 Fairway Dr, Oak Bluffs, MA 02557
  • /42

    $865,000 Sold Apr 17, 2025

    4 Quail Run Rd Unit 17, Edgartown, MA 02539

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $716/SF
    • 2 Days On Market

    Last Listing Agent Wendy Harman Compass

    4 Quail Run Rd Unit 17, Edgartown, MA 02539
  • /3

    $665,000 Sold Mar 06, 2026

    2 Hope's Way Unit 31, Oak Bluffs, MA 02557

    • Land
    • 0.26 Acre
    • $2,601,721 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 37 Days On Market

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    2 Hope's Way Unit 31, Oak Bluffs, MA 02557
  • /2

    $880,000 Sold Oct 17, 2025

    5 Johns Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Built 1987

    Last Sold Summary

    • $645/SF
    • 0 Days On Market

    Current Estimated Value $964,646

    Last Listing Agent LINK Email Cache LINK

    5 Johns Way, Oak Bluffs, MA 02557
  • /2

    $1,100,000 Sold Jun 17, 2025

    17 Front St, Oak Bluffs, MA 02557

    • 2 Beds
    • 2 Baths
    • 2,912 Sq Ft
    • Built 1989

    Last Sold Summary

    • $378/SF
    • 0 Days On Market

    Current Estimated Value $1,174,686

    Last Listing Agent LINK Email Cache LINK

    17 Front St, Oak Bluffs, MA 02557
  • /30

    $1,050,000 Sold Oct 06, 2025

    4 Quail Run Unit 2, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $794/SF
    • 62 Days On Market

    Current Estimated Value $1,017,904

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    4 Quail Run Unit 2, Oak Bluffs, MA 02557
  • /23

    $1,800,000 Sold Aug 26, 2025

    12 Martha's Park Rd, Oak Bluffs, MA 02557

    • 4 Beds
    • 1.5 Baths
    • 1,351 Sq Ft
    • Built 1910

    Last Sold Summary

    • 1% Below List Price
    • $1,332/SF
    • 0 Days On Market

    Current Estimated Value $1,721,205

    Last Listing Agent Michele Moore Island Real Estate

    12 Martha's Park Rd, Oak Bluffs, MA 02557
  • /12

    $860,000 Sold Feb 09, 2026

    8 Hitchings Cir, Oak Bluffs, MA 02557

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $698/SF
    • 22 Days On Market

    Last Listing Agent Peyton Wallace Studio Realty

    8 Hitchings Cir, Oak Bluffs, MA 02557
  • /2

    $825,000 Sold Dec 03, 2025

    69 Summit Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1998

    Last Sold Summary

    • $661/SF
    • 1 Day On Market

    Current Estimated Value $862,879

    Last Listing Agent Susie Wallo Compass

    69 Summit Ave, Vineyard Haven, MA 02568
  • /40

    $650,000 Sold Sep 10, 2025

    25 Oak Ave, Oak Bluffs, MA 02557

    • 2 Beds
    • 0.5 Baths
    • 759 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $856/SF
    • 251 Days On Market

    Current Estimated Value $822,365

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    25 Oak Ave, Oak Bluffs, MA 02557
  • /40

    $1,600,000 Sold Jan 06, 2026

    44 Tiffany Dr, Oak Bluffs, MA 02557

    • 4 Beds
    • 4 Baths
    • 3,927 Sq Ft
    • Built 1987

    Last Sold Summary

    • 24% Below List Price
    • $407/SF
    • 115 Days On Market

    Current Estimated Value $1,612,340

    Last Listing Agent Sheila Morse Island Real Estate

    44 Tiffany Dr, Oak Bluffs, MA 02557
  • /18

    $1,000,000 Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 1 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $1,000,000/SF
    • 13 Days On Market

    Current Estimated Value $1,169,962

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
  • /30

    $1,226,500 Sold Oct 16, 2025

    9 Grovedale Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $749/SF
    • 6 Days On Market

    Current Estimated Value $1,214,456

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

    9 Grovedale Rd, Oak Bluffs, MA 02557
  • /22

    $1,000,000 Sold Jul 31, 2025

    130 Wing Rd, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1960

    Last Sold Summary

    • 10% Below List Price
    • $1,302/SF
    • 96 Days On Market

    Current Estimated Value $943,407

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    130 Wing Rd, Oak Bluffs, MA 02557
  • /27

    $1,475,000 Sold Oct 10, 2025

    11 John Wesley Ave, Oak Bluffs, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1905

    Last Sold Summary

    • 5% Below List Price
    • $1,131/SF
    • 103 Days On Market

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    11 John Wesley Ave, Oak Bluffs, MA 02568
  • /41

    $1,850,000 Sold Aug 04, 2025

    26 Tia Anna Ln, Oak Bluffs, MA 02557

    • 3 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $837/SF
    • 22 Days On Market

    Current Estimated Value $1,780,725

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    26 Tia Anna Ln, Oak Bluffs, MA 02557
  • /33

    $885,000 Sold Jul 01, 2025

    1 Cottage Park, Oak Bluffs, MA 02557

    • 3 Beds
    • 2.5 Baths
    • 987 Sq Ft
    • Built 1869

    Last Sold Summary

    • 4% Below List Price
    • $897/SF
    • 50 Days On Market

    Current Estimated Value $920,388

    Last Listing Agent Diana Gilmore Island Real Estate

    1 Cottage Park, Oak Bluffs, MA 02557
  • /20

    $675,000 Sold Apr 23, 2025

    9 Forest Cir, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 508 Sq Ft
    • Built 1868

    Last Sold Summary

    • $1,329/SF
    • 298 Days On Market

    Current Estimated Value $726,108

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    9 Forest Cir, Oak Bluffs, MA 02557
  • /32

    $1,100,000 Sold May 01, 2025

    10 Nunes Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 3.5 Baths
    • 1,680 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $655/SF
    • 172 Days On Market

    Current Estimated Value $1,155,011

    Last Listing Agent Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
  • /35

    $2,025,000 Sold Sep 30, 2025

    1 Rowland Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3 Baths
    • 3,009 Sq Ft
    • Built 1853

    Last Sold Summary

    • 7% Above List Price
    • $673/SF
    • 5 Days On Market

    Current Estimated Value $1,927,652

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    1 Rowland Ave, Oak Bluffs, MA 02557
  • /18

    $980,000 Sold Aug 11, 2025

    249 County Rd, Oak Bluffs, MA 02557

    • 1 Bed
    • 2 Baths
    • 1,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $700/SF
    • 64 Days On Market

    Current Estimated Value $986,290

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    249 County Rd, Oak Bluffs, MA 02557
  • /2

    $1,500,000 Sold Feb 11, 2026

    34 Massasoit Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3.5 Baths
    • 1,617 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $928/SF
    • 31 Days On Market

    Current Estimated Value $1,628,630

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    34 Massasoit Ave, Oak Bluffs, MA 02557
  • /34

    $3,746,925 Sold Nov 14, 2025

    39 Sengekontacket Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,310/SF
    • 114 Days On Market

    Current Estimated Value $3,585,064

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
  • /17

    $700,000 Sold Jun 20, 2025

    2 Fisk Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1870

    Last Sold Summary

    • 7% Below List Price
    • $966/SF
    • 111 Days On Market

    Current Estimated Value $705,493

    Last Listing Agent Julie Walker Century 21 North East

    2 Fisk Ave, Oak Bluffs, MA 02557
  • /2

    $1,125,000 Sold Jan 23, 2026

    96 Manchester Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 3,192 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $352/SF
    • 7 Days On Market

    Current Estimated Value $1,166,903

    Last Listing Agent Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557
  • /17

    $970,000 Sold Dec 08, 2025

    6 Sachem Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Above List Price
    • $627/SF
    • 57 Days On Market

    Current Estimated Value $1,004,171

    Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

    6 Sachem Way, Oak Bluffs, MA 02557
  • /20

    $975,000 Sold Sep 30, 2025

    32 Beach Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $1,166/SF
    • 29 Days On Market

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

    32 Beach Rd, Oak Bluffs, MA 02557
  • /22

    $2,899,000 Sold Oct 01, 2025

    78 Winemack St, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1956

    Last Sold Summary

    • $1,535/SF
    • 0 Days On Market

    Current Estimated Value $2,406,315

    Last Listing Agent Susan Austin Austin R.E. Properties of MV

    78 Winemack St, Oak Bluffs, MA 02557
  • /20

    $1,295,000 Sold Sep 05, 2025

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $818/SF
    • 5 Days On Market

    Current Estimated Value $1,275,314

    Last Listing Agent Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
  • /30

    $815,000 Sold Nov 14, 2025

    17 Siloam Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft
    • Built 1870

    Last Sold Summary

    • 2% Below List Price
    • $899/SF
    • 100 Days On Market

    Current Estimated Value $782,573

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    17 Siloam Ave, Oak Bluffs, MA 02557
  • /25

    $1,300,000 Sold Dec 18, 2025

    23 Laurel Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $1,042/SF
    • 64 Days On Market

    Current Estimated Value $1,244,495

    Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

    23 Laurel Ave, Oak Bluffs, MA 02557

Showing Results 1 - 40, Page 1 of 3

Frequently Asked Questions

What is the average time to sell a house in Oak Bluffs, MA?
The houses for sale in Oak Bluffs, MA spend an average of 91 days on the market.
What is the number of active homes for sale in Oak Bluffs, MA?
There are 29 active homes for sale in Oak Bluffs, MA.

Home Trends in Oak Bluffs, MA

Housing Trends

Median Sale Price
$1,226,500
Median Single Family Sale Price
$1,460,000
Median 2 Bedroom Sale Price
$941,000
Median 1 Bedroom Sale Price
$560,000
Average Price Per Sq Ft
$957
Number of Homes for Sale
29
Last 12 months Home Sales
131
Months of Supply
2.70
Median List Price
$1,417,500
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
5%
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