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$2,390,000
15 Days On Site

22 Greenleaf Avenue
Oak Bluffs, MA 02539

For Sale|Single Family Residence|Active
3
Beds
2
Full Baths
0
Partial Baths
1,608
SqFt
$1,486
/SqFt
1987
Built
Subdivision:
Sunset Lake
County:
Dukes

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(978) 927-1959
22 Greenleaf Avenue22 Greenleaf Avenue22 Greenleaf Avenue22 Greenleaf Avenue
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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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Listing Snapshot
Price 
$2,390,000
Days On Site 
15 Days
Bedrooms 
3
Inside Area (SqFt) 
1,608 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.18 Acres
Year Built 
1987
MLS® Number 
73355326
Status 
Active
Property Tax 
$9,348
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
0.18
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
1
Parking 
DetachedOff Street
Parking Spaces 
4
Property Sub Type 
Single Family Residence
Sewer 
Private Sewer
SqFt Above 
1608
SqFt Below 
640
SqFt Total 
1608
Style 
RanchCottageCraftsman
Water Source 
Public
Zoning 
r1
Interior Features
Appliances 
Electric Water HeaterRangeDishwasherMicrowaveRefrigeratorFreezerWasherDryer
Basement 
Partially FinishedInterior Entry
Flooring 
Wood
Heating 
Baseboard
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyOutdoor Shower
Lot Features 
Gentle Sloping
Patio And Porch 
PorchDeck
Roof 
ShingleMetal
Waterfront Features 
Ocean FrontBeach Front
Community Features
Community Features 
Park
MLS Area 
Oak Bluffs
Listing courtesy of Jen O'Hanlon of Compass



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, 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.

Last checked 2025-04-21 10:40 AM UTC

Neighborhood & Commute
Source: Walkscore
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