Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,650,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,858 Sq. Ft.
  • 0.06 Acres
  • Updated 7 hours ago
See This Home
Save This Home
See This Home
Save 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.

Full Property Details for 59 Tuckernuck Ave

General

  • Price: $2,650,000
  • Taxes: $7,693 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73553801
  • Updated: 7/22/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Location

  • County: Dukes

Structural Information

  • Architectural Style: Antique
  • Basement: Yes
  • Square Feet: 1,858
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.06

Financial Considerations

  • Tax Amount: $7,693
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: M:0011 B:0069 L:000, 3875912
  • Block/Lot/Section: 69

Listed by Compass, Jennifer DaSilva

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 59 Tuckernuck Ave —

  • Jennifer DaSilva

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 59 Tuckernuck Ave

School Districts:Oak Bluffs School District, Martha's Vineyard School District
NameGradesDistance
Oak Bluffs Elementary School
50 Tradewinds Road, Oak Bluffs, MA 02557
PK-80.3 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-123.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 59 Tuckernuck Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/22/2026
Listed
$2,650,000
1862.96%
MLS
8/20/1993
Sold
$135,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 59 Tuckernuck Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,536
7%
$1,492,200
11%
2024
$7,047
11%
$1,347,400
12%
2023
$6,335
6%
$1,199,800
37%
2022
$5,950
5%
$876,300
14%
2021
$5,656
6%
$767,500
7%
2020
$5,361
2%
$720,600
5%
2019
$5,266
3%
$684,800
5%
2018
$5,093
3%
$650,400
8%
2017
$4,927
6%
$604,600
5%
2016
$4,667
7%
$575,500
5%
2015
$4,358
-8%
$547,500
-10%
2014
$4,754
—
$608,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 59 Tuckernuck Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass, Jennifer DaSilva

Similar Properties near 59 Tuckernuck Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

187 Lagoon Pond Rd, Tisbury, MA 02575 - Photo 1
$2,695,000

187 Lagoon Pond Rd  Tisbury, MA 02575

  • Single Family
  • Active
  • 5
    Beds
  • 2
    Total Baths
  • 2,386
    Sq. Ft.
44 Tiffany Dr, Oak Bluffs, MA 02557 - Photo 1 Price Reduced
-$100,000 (-3.45%)
$2,800,000

44 Tiffany Dr  Oak Bluffs, MA 02557

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,927
    Sq. Ft.
54 Amelia's Xing, Tisbury, MA 02568 - Photo 1
$2,595,000

54 Amelia's Xing  Tisbury, MA 02568

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,288
    Sq. Ft.
159 Lake St, Tisbury, MA 02568 - Photo 1
$2,400,000

159 Lake St  Tisbury, MA 02568

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 3,328
    Sq. Ft.

Just Listed near 59 Tuckernuck Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5 Pine Tree Ln, Tisbury, MA 02568 - Photo 1 Just Listed
$1,999,000

5 Pine Tree Ln  Tisbury, MA 02568

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,730
    Sq. Ft.
21 W Spring St, Tisbury, MA 02568 - Photo 1 Just Listed
$1,450,000

21 W Spring St  Tisbury, MA 02568

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,270
    Sq. Ft.
41 Edgartown Rd, Tisbury, MA 02568 - Photo 1 Just Listed
$1,399,000
Open House

41 Edgartown Rd  Tisbury, MA 02568

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 2
    Total Baths
  • 1,968
    Sq. Ft.
29 & 33 Lagoon Pond Rd, Tisbury, MA 02568 - Photo 1 Just Listed
$3,295,000

29 & 33 Lagoon Pond Rd  Tisbury, MA 02568

  • Single Family
  • Active
  • Updated 1 hour ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,330
    Sq. Ft.

Price Reduced near 59 Tuckernuck Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

7 Katama Dr, Edgartown, MA 02539 - Photo 1 Price Reduced
-$180,000 (-3.01%)
$5,795,000

7 Katama Dr  Edgartown, MA 02539

  • Single Family
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,116
    Sq. Ft.
15 Twenty First St N, Edgartown, MA 02539 - Photo 1 Price Reduced
-$275,000 (-9.32%)
$2,675,000

15 Twenty First St N  Edgartown, MA 02539

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 8
    Total Baths
  • 4,530
    Sq. Ft.
100 Dillingham Ave, Falmouth, MA 02540 - Photo 1 Price Reduced
-$24,000 (-4%)
$576,000

100 Dillingham Ave  #A101  Falmouth, MA 02540

  • Condo
  • Active
  • Updated 14 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,017
    Sq. Ft.
35 Braeburn Ct, Falmouth, MA 02536 - Photo 1 Price Reduced
-$84,000 (-9.78%)
$775,000

35 Braeburn Ct  Falmouth, MA 02536

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,494
    Sq. Ft.

Recent Sales near 59 Tuckernuck Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

33 Ocean Ave, Oak Bluffs, MA 02557 - Photo 1 Sold
$2,775,000

33 Ocean Ave  Oak Bluffs, MA 02557

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,845
    Sq. Ft.
23 Circuit Avenue Extension, Oak Bluffs, MA 02557 - Photo 1 Sold
$2,450,000

23 Circuit Avenue Extension  Oak Bluffs, MA 02557

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath
23 Circuit Avenue Extension, Oak Bluffs, MA 02557 - Photo 1 Sold
$2,450,000

23 Circuit Avenue Extension  Oak Bluffs, MA 02557

  • Commercial Residential Facility
  • Closed
16 Atlantic Ave, Oak Bluffs, MA 02557 - Photo 1 Sold
$2,450,000

16 Atlantic Ave  Oak Bluffs, MA 02557

  • Single Family
  • Closed
  • 6
    Beds
  • 3
    Total Baths
  • 2,577
    Sq. Ft.

59 Tuckernuck Ave, Oak Bluffs, MA 02557 (MLS# 73553801) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 59 Tuckernuck Ave is currently listed for $2,650,000 and was received on July 22, 2026. Want to learn more about 59 Tuckernuck Ave? Do you have questions about finding other Single Family real estate for sale in Oak Bluffs? You can browse all Oak Bluffs real estate or contact a Coldwell Banker agent to request more information.

Tour this property