Active Under Contract
Price CutPrice Drop: $55K (10/31)
Single family home for sale at 59 Tuckernuck Ave, Oak Bluffs, MA 02557 | MLS# 73553801 | Listing updated on 2026-10-31
Photo 1 of Single family home for sale at 59 Tuckernuck Ave, Oak Bluffs, MA 02557 | MLS# 73553801 | Listing updated on 2026-10-31
Photo 2 of Single family home for sale at 59 Tuckernuck Ave, Oak Bluffs, MA 02557 | MLS# 73553801 | Listing updated on 2026-10-31
Photo 3 of Single family home for sale at 59 Tuckernuck Ave, Oak Bluffs, MA 02557 | MLS# 73553801 | Listing updated on 2026-10-31
Photo 4 of Single family home for sale at 59 Tuckernuck Ave, Oak Bluffs, MA 02557 | MLS# 73553801 | Listing updated on 2026-10-31
37+
Beds Icon

Street View

$2,595,000

Monthly Est:$12,916

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,858sqft

59 Tuckernuck Ave, Oak Bluffs, MA 02557

$12,916/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1900

  • $-- HOA

  • 0.06 acre lot

  • $1,397/sq.ft

Description

Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playgroud and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning August 1.

  • Houzeo last checked: 14 minutes ago
  • Listing updated: October 31, 2026 at 12:58 pm
  • Listing Provided by: Jennifer DaSilva (973) 568-7093 | Compass (617) 206-3333
  • Source: MLS Property Information Network-MA | MLS#: 73553801 MLS Property Information Network-MA

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Dukes County

  • City

    Oak Bluffs

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    1,858 sqft

  • Lot Size

    0.06 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73553801

  • MLS Status

    Contingent

  • Days on Market

    104

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Sewer

    Public Sewer

  • Cooling

    None

  • Heating

    None

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Single Family Residence

  • Foundation Details

    Other

  • Construction Materials

    Conventional (2x4 2x6)

  • Architectural Style

    Antique

  • Roof

    Asphalt/composition Shingles

Utilities & Energy

  • Basement

    Unfinished

  • Water Source

    Public

Other Features

  • Lot Features

    Level

Price History

DateEventPrice

10/31/2026

Source: mls_logoMLS Property Information Network-MA #73553801

Contingent (Active Under Contract)

$2,595,000

$1,397/sqft

09/18/2026

Source: mls_logoMLS Property Information Network-MA #73553801

Price Decreased

$2,595,000 -2.08%

$1,397/sqft

07/23/2026

Source: mls_logoMLS Property Information Network-MA #73553801

Listed for Sale

$2,650,000

$1,426/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 11:15PM. The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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