22 Greenleaf Avenue Oak Bluffs, MA 02539

Property Photo: 22 Greenleaf Avenue MA 02539

Listing Courtesy of: MLS PIN / Compass / Jen O'Hanlon

22 Greenleaf Avenue Oak Bluffs, MA 02539

Active (11 Days)

$2,390,000

BED

BATH

1,608

SQFT

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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.

MLS #:
73355326

Taxes
$9,348(2024)

Lot Size
7,841 SQFT

Type
Single-Family Home

Year Built
1987

Style
Ranch, Cottage, Craftsman

County
Dukes County

Community
Sunset Lake

Listed By

Jen O'Hanlon, Compass

Source
MLS PIN
Last checked Apr 17 2025 at 1:41 AM EDT

Bathroom Details

Interior Features

Electric Water Heater
Range
Dishwasher
Microwave
Refrigerator
Freezer
Washer
Dryer

Subdivision

Sunset Lake

Lot Information

Gentle Sloping

Property Features

Fireplace: 0
Foundation: Concrete Perimeter

Heating and Cooling

Electric Baseboard
None

Basement Information

Partially Finished
Interior Entry

Flooring

Wood

Exterior Features

Roof: Shingle
Roof: Metal

Utility Information

Utilities: Water: Public
Sewer: Private Sewer

Garage

Garage

Parking

Detached
Off Street
Total: 4

Living Area

1,608 sqft

Location

Map View | Street View

Listing to Address

Address to Listing

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Disclaimer: The property listing data and information, or the Images, set forth herein wereprovided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords 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, leasing or renting 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, leasing or renting. 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. © 2025 MLS Property Information Network, Inc.. 4/16/25 18:41

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The information being provided by Smart MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Smart MLS. ERA Key Realty Services is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of ERA Key Realty Services, a broker participant of Smart MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Smart MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Data last updated: Thursday, March 31, 2022 at 7:23 AM. Properties in listings may have been sold or may no longer be available.

The information being provided by MLS Property Information Network, Inc. is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS Property Information Network, Inc.. ERA Key Realty Services is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of ERA Key Realty Services, a broker participant of MLS Property Information Network, Inc.. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by MLS Property Information Network, Inc. and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Data last updated: Thursday, March 31, 2022 at 6:30 AM. Properties in listings may have been sold or may no longer be available.

The information being provided by Rhode Island Statewide MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Rhode Island Statewide MLS. ERA Key Realty Services is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of ERA Key Realty Services, a broker participant of Rhode Island Statewide MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. Listings marked with an icon are provided courtesy of the Rhode Island Statewide MLS, Internet Data Exchange Database.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Rhode Island Statewide MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Data last updated: Thursday, March 31, 2022 at 7:30 AM. Properties in listings may have been sold or may no longer be available.

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of NEREN. The information being provided is 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. Data last updated Thursday, March 31, 2022 at 6:47 AM