Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

22 Greenleaf Avenue

Oak Bluffs, Oak Bluffs, MA 02539
$2,390,000
3 Beds
2 Baths
1,608 Living Area
  • Property Description
    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.
  • Highlights
    • Area: Oak Bluffs
    • Parking Spots: 4
    • Property Type: Single Family Residence
    • Total Rooms: 8
    • Status: Active
    • Heating: Electric Baseboard
    • Property Class: Residential
    • Style: Ranch, Cottage, Craftsman
    • Year Built: 1987
  • Additional Details
    • Appliances: Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
    • Construction: Frame, Modular
    • Flooring: Wood
    • Lot Features: Gentle Sloping
    • Roof: Shingle, Metal
    • Year Built Details: Renovated Since
    • Zoning: r1
    • Basement: Partially Finished, Interior Entry
    • Exterior Features: Porch, Deck - Wood, Balcony, Outdoor Shower
    • Foundation: Concrete Perimeter
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Marina
    • Parking Features: Detached, Off Street
    • Covered Parking Spaces: 1
    • Waterfront Features: Beach Front, Ocean, 1/10 to 3/10 To Beach, Beach Ownership(Public)
  • Utilities
    • Sewer: Private Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $1,787,400
    • Taxes: $9,348
    • Tax Year: 2024

Location

22 Greenleaf Avenue, Oak Bluffs, MA 02539

Loading Map...

Similar Listings

Open House, Thu 11:00-12:30
150 Dakin Road 1
34 Photos
150 Dakin Road Sudbury, MA 01776
$2,300,000
4 Beds 3/2 Baths 5,041 Sqft
View Details
NEW CONSTRUCTION
24 Rookery Lane #06 1
41 Photos
24 Rookery Lane #06 Concord, MA 01742
$1,999,995
4 Beds 4/1 Baths 5,046 Sqft
View Details
Content © 2025 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Compass. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy