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22 Greenleaf Avenue, 
Oak Bluffs, MA 02539

$2,390,000

3

Beds

2

Baths

1,608

Sq Ft

Single Family

Active

Listed by

Jen O'Hanlon

Compass

5082068726

Last updated:

April 16, 2025, 10:32 AM

MLS#

73355326

Source:

MLSPIN

About This Home

22 Greenleaf Avenue

Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect Jaime Weisman. Lovingly maintained by one family for over 27 years, it now awaits its next chapter.Fairview includes three bedrooms, a finished basement for flexible living or work space, and a multipurpose outbuilding that functions as both shed and garage. With off-street parking and a generous yard, the property offers convenience and charm. Just steps from the heart of Oak Bluffs—Illumination Night, Tabernacle concerts, Ocean Park strolls—yet still a private, serene retreat.A rare chance to own a home with incredible views, historic charm, and space to make it your own.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1987

Price Summary

2,390,000

$1,486 per Sq. Ft.

MLS #:

73355326

Last Updated:

April 16, 2025, 10:32 AM

Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,608 Sq. Ft.

Structure

Structure

Architectural Style:

Cottage, Craftsman, Ranch

Building Area:

1,608 Sq. Ft.

Year Built:

1987

Lot

Lot Size (Sq. Ft):

7,841

Finances & Disclosures

Finances

Price:

$2,390,000

Price per Sq. Ft:

$1,486 per Sq. Ft.

Source:MLSPIN
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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