22 Greenleaf Avenue Oak Bluffs MA 02539 MLS #73355326

22 Greenleaf Avenue
Oak Bluffs, MA, 02539
$2,390,000
3 Beds
2 Baths
1,608 SqFt
0.18 Acres
$2,390,000
22 Greenleaf Avenue
Oak Bluffs, MA, 02539
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.

Property Details

Price:
$2,390,000
MLS #:
73355326
Status:
Active
Beds:
3
Baths:
2
Address:
22 Greenleaf Avenue
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Sunset Lake
Neighborhood:
Oak Bluffs
City:
Oak Bluffs
Listed Date:
Apr 5, 2025
State:
MA
Finished Sq Ft:
1,608
Total Sq Ft:
1,608
ZIP:
02539
Lot Size:
7,841 sqft / 0.18 acres (approx)
Year Built:
1987

Schools

Interior

Appliances
Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
None
Flooring
Wood
Heating
Electric Baseboard

Exterior

Architectural Style
Ranch, Cottage, Craftsman
Community Features
Public Transportation, Shopping, Park, Walk/ Jog Trails, Bike Path, Marina
Construction Materials
Frame, Modular
Exterior Features
Porch, Deck – Wood, Balcony, Outdoor Shower
Parking Features
Detached, Off Street
Parking Spots
4
Roof
Shingle, Metal

Financial

Tax Year
2024
Taxes
$9,348
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Marie Andrews

Marie Andrews

Realtor®, Broker/Owner, GBREB, Notary Public

Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…

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