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 playground 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 on August 1.
For sale
$2,650,000
59 Tuckernuck Ave, Oak Bluffs, MA 02557
4beds
1,900sqft
Single Family Residence
Built in 1900
-- sqft lot
$2,466,400 Zestimate®
$1,395/sqft
$-- HOA
What's special
Inviting open layoutExposed painted ceiling beamsWarm hardwood floorsFramed by vibrant hydrangeasCozy second-floor balconyExpansive wraparound porchCrisp white paneled walls
- 42 days
- 1,509
- 88
Zillow last checked:
Listing updated:
Listed by:
Jennifer B. DaSilva,
Compass | Point B
Source: LINK,MLS#: 44701
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Other
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- Floor 1: Open layout: living room, dining room, 2 additional sitting areas, kitchen and powder room, Floor 2: 4 bedrooms and 2 full baths
- Basement: Unfinished
Interior area
- Total structure area: 1,900
- Total interior livable area: 1,900 sqft
Video & virtual tour
Property
Features
- Exterior features: PubBch, Porch, Garden, Deck
- Has view: Yes
- View description: None
- Frontage type: None
Details
- Parcel number: 11690
- Zoning: R1
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: concrete block
Condition
- Year built: 1900
- Major remodel year: 1998
Utilities & green energy
- Sewer: Town
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $1,395/sqft
- Tax assessed value: $1,541,700
- Annual tax amount: $7,693
- Date on market: 7/22/2026
- Listing agreement: E
Estimated market value
$2,466,400
$2.34M - $2.59M
$7,437/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/22/2026 | Listed for sale | $2,650,000+1863%$1,395/sqft |
Source: LINK #44701 Report a problem | ||
| 6/12/2000 | Sold | $135,000$71/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,536 +6.9% | $1,492,200 +10.7% |
| 2024 | $7,047 +11.2% | $1,347,400 +12.3% |
| 2023 | $6,335 +6.5% | $1,199,800 +36.9% |
| 2022 | $5,950 +5.2% | $876,300 +14.2% |
| 2021 | $5,656 +5.5% | $767,500 +6.5% |
| 2020 | $5,361 +1.8% | $720,600 +5.2% |
| 2019 | $5,266 +3.4% | $684,800 +5.3% |
| 2018 | $5,093 +3.4% | $650,400 +7.6% |
| 2017 | $4,927 +5.6% | $604,600 +5.1% |
| 2016 | $4,667 +7.1% | $575,500 +5.1% |
| 2015 | $4,358 -8.3% | $547,500 -10.1% |
| 2014 | $4,754 +18.1% | $608,700 +16.6% |
| 2013 | $4,025 +4.3% | $522,000 |
| 2012 | $3,858 +0.3% | $522,000 -4.6% |
| 2011 | $3,846 +4.1% | $547,100 -6.7% |
| 2010 | $3,695 +10.4% | $586,500 +5.8% |
| 2009 | $3,347 +7.3% | $554,100 |
| 2008 | $3,120 -2.8% | $554,100 -3.5% |
| 2007 | $3,210 +3.3% | $574,300 +6.3% |
| 2006 | $3,107 +6.3% | $540,300 +12.2% |
| 2005 | $2,923 +8.6% | $481,500 +22.1% |
| 2004 | $2,692 +60.3% | $394,200 +63.9% |
| 2003 | $1,679 +7.5% | $240,500 +97.1% |
| 2001 | $1,562 | $122,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02557
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