22 Greenleaf Avenue, Oak Bluffs, MA 02557

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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22 Greenleaf Avenue,Oak Bluffs, MA 02557
$2,290,000
  • 3 Beds
  • 2 Baths
  • 1,608 sq. ft.
  • Single family
  • Active
Listed by:jennifer o‘hanlon
Office:compass
MLS#:73355326
Source:MLSPIN

Price summary

  • Price:$2,290,000
  • Price per sq. ft.:$1,424.13

About this home

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.

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Home facts

  • Year built:1987
  • Listing Id #:73355326
  • Updated:August 14, 2025 at 10:21 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Living area:1,608 sq. ft.

Heating and cooling

  • Heating:Electric Baseboard

Structure and exterior

  • Roof:Metal, Shingle
  • Year built:1987
  • Building area:1,608 sq. ft.
  • Lot area:0.18 Acres

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$2,290,000
  • Price per sq. ft.:$1,424.13
  • Tax amount:$9,348 (2024)
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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