59 Tuckernuck Ave Oak Bluffs, MA ^$ 2,650,000

59 Tuckernuck Ave

^$ 2,650,000

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59 Tuckernuck Ave

Oak Bluffs, MA, 02557

^$ 2,650,000

Bedrooms4 Baths2.1 Sq 1,858

Monthly Estimate*

^$ 16,732

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Single Family Home for sale in Oak Bluffs, MA

for $2,650,000 with 4 bedrooms and 2 full baths, 1 half bath. This 1,858 square foot home was built in 1900 on a lot size of 0.06.

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.

Single Family Active

Price

^$ 2,650,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 7,693

Style

Antique

Lot Size

0.06

Year Built

1900

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

73553801

List By

Jennifer DaSilva

Listing Agent

Compass

Broker

Affordability Calculator

$17,373

Per Month

Monthly Principal & Interest: $16,732
Monthly Property Taxes: $641
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Oak Bluffs, MA

Average List Price ^$2,168,000

Percent of Sale Price 18%

About Oak Bluffs, MA

4,795 Population

29% Since 2002

^$64,471 Median Income

46.88 Median Age

19% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
7/23/2026	$2,650,000		Listed Price

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59 Tuckernuck Ave, Oak Bluffs, MA, 02557 is a Single Family Home for sale at $2,650,000 with 1,858 sqft and a lot size of 0.06. 59 Tuckernuck Ave has 4 bedrooms, 2.1 baths, and was built in 1900. The property's zip code is 02557 which is in Oak Bluffs, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 7/24/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.

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59 Tuckernuck Ave

Single Family Home for sale in Oak Bluffs, MA

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