25 Oak Avenue Oak Bluffs, MA ^$ 1,950,000

25 Oak Avenue

^$ 1,950,000

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25 Oak Avenue

Oak Bluffs, MA, 02557

^$ 1,950,000

Bedrooms2 Baths2.0 Sq 1,459

Monthly Estimate*

^$ 13,468

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Single Family Home for sale in Oak Bluffs, MA

for $1,950,000 with 2 bedrooms and 2 full baths. This 1,459 square foot home was built in 2026 on a lot size of 0.23.

Thought to have been moved from the Campgrounds to the Highlands in the early 1900's, the Mary E. Gilkes house has been transformed into a sophisticated and easy-living Island abode. The thoughtful, intentional design and execution of this renovation/addition pays homage to its Victorian roots while adding every modern amenity for year-round or summer use. Every detail has been carefully considered from the mahogany front porch with Vineyard-blue ceilings that typifies the Oak Bluffs cottage history, to the "bonus" room/loft, to infrastructure which meets HERS requirements for energy efficiency. There isn't an inch of wasted space in this little powerhouse and the property offers a wealth of possibilities for expansion. The location is quiet and bucolic, and just up the hill from Circuit Ave., with easy access to East Chop and Eastville Beach. Roll right off the ferry and bring your Vineyard vision to life in this enchanting home where history, style and modern comfort come together!

Single Family Active

Price

^$ 1,950,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 2,758

Style

Contemporary,Farmhouse

Lot Size

0.23

Year Built

2026

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

73593599

List By

Lisa Stewart

Listing Agent

Sandpiper Realty, Inc.

Broker

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$13,698

Per Month

Monthly Principal & Interest: $13,468
Monthly Property Taxes: $230
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 7.375% 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 ^$2,206,700

Percent of Sale Price 13%

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.

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Pricing History

Date	Price	Price Change	Description
10/21/2026	$1,950,000		Listed Price

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25 Oak Avenue, Oak Bluffs, MA, 02557 is a Single Family Home for sale at $1,950,000 with 1,459 sqft and a lot size of 0.23. 25 Oak Avenue has 2 bedrooms, 2.0 baths, and was built in 2026. 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 7.375% 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 10/22/2026.

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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25 Oak Avenue

Single Family Home for sale in Oak Bluffs, MA

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