Single Family Residence at 59 Tuckernuck Ave, Oak Bluffs MA 02557
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41 photos

$2,595,000

59 Tuckernuck Ave, Oak Bluffs MA 02557
Oak Bluffs, MA 02557
Listed by Jennifer DaSilva
Bedrooms
4
Bathrooms
2.5
Living area
1,858 sqft
Year built
1900

About this home

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.

Property details

MLS
MLS Property Information Network
MLS #
73553801
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
91
On market date
July 22, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.06 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Oak Bluffs Elementary
0.67 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
427
Student:teacher ratio
8.7:1
District
Oak Bluffs
Middle
Lawrence
7.69 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
498
Student:teacher ratio
9.8:1
District
Falmouth
High
Martha's Vineyard Regional High
3.08 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Walkability

Blended score for Oak Bluffs's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

89
Highly walkable
out of 100
EPA National Walkability Index
18.2 / 20 -- Most walkable
Google Places amenity density
85 / 100
Restaurants & cafes20
Grocery stores4
Parks12
Schools2
Transit stops9
Pharmacies0

Market position

How this listing compares to current activity in Oak Bluffs, from live MLS data.

On the market 91 days -- 340 fewer days than Oak Bluffs's current average of 431 days.
For reference, the median list price across 41 active listings in Oak Bluffs right now is $1,399,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$15,777/mo
$519,000 down
$2,076,000 loan
Principal & interest$13,465
Property tax (est.)$2,163
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated September 22, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.