22 Green Leaf Ave
Listed By Compass
Listed By Compass
Description
This home’s unique architectural...Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill the sky with color and a front-row seat to the town’s iconic fireworks display.
This home’s unique architectural style nods to the area’s beloved gingerbread cottages, blending classic Vineyard character with thoughtful design by Island architect Jaime Weisman. The home has been lovingly maintained for over 27 years by one family, and now offers a wonderful opportunity for the next chapter.
Fairview includes three bedrooms, a finished basement that offers flexible space for relaxing, entertaining, or working from home, and a multipurpose outbuilding that doubles as a shed and garage. With off-street parking and ample yard space, the property provides both convenience and charm. Though located just steps from the vibrant energy of Oak Bluffs—like Illumination Night, concerts at the Tabernacle, and strolls through Ocean Park—Fairview remains a serene retreat, offering privacy and tranquility.
This is a rare chance to own a home that combines unbeatable views, a storied location, and the opportunity to update and personalize a treasured piece of Martha’s Vineyard.
Property Details for 22 Green Leaf Avenue
Property Details for 22 Green Leaf Avenue
| Status | Active |
|---|---|
| MLS # | 43058 |
| Days on Market | 71 |
| Taxes | $9,348 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | 1 Family / Single Family Residence |
| Year Built | 1987 |
| Lot Size | 0.18 AC / 7,840 SF |
| County | Dukes County |
| Buyer's Agent Compensation | 2.5% |
Location
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Building Information for 22 Green Leaf Avenue
Payment Calculator
$13,301 per month
30 year fixed, 6.845% Interest
$12,522
$779
$0
Property Information for 22 Green Leaf Avenue
- Latitude: 41.456329
- Longitude: -70.564423
- GeoLocked: Yes
- GeoPrecision: CUSTOM
- Listing ods: PubBch, Deck, Porch
- Listing other Building: Grg
- MLS Area Major: 3
- Tax Assessed Value: $598,700.00
- Tax Lot: 262.1
- Tax Map Number: 8
- Tax Other Annual Assessment Amount: $1,329,900.00
- Tax Year: 2025
- Parking Features: Yes
- Lot Features: Yes
- Lot Size Units: Acres
- Property Type: 1 Family
- Parcel Number: 3875526
- Photos Count: 39
- Deed No: 1076
- Approval Status: -1
- Reviewed: Yes
- Year Built Effective: 1999
- Sewer: Septic Tank
- Utilities: Cbl
- Water Source: Town
- Exterior Features: PubBch, Deck, Porch
- Other Structures: Garage and shed offer parking for one car and ample storage space
- Rooms Total: 7
- Appliances: Stove: yes, Washer: Yes
- Fireplace Features: 0
- Fireplace: No
- Flooring: 3
- Foundation Details: poured concrete
- Furnished: Unfurnished
- Heating: Electric
- Interior Features: Ins,OSh,WdStove, Floor 1: Open kitchen and dining area with living area in front of house to take in the wter views. 2 bedrooms + shared bathroom, Floor 2: Primary suite with balcony, Floor 3: Rooftop deck
Property History for 22 Green Leaf Avenue
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Apr 5, 2025 | Listed (Active) MLS PIN #73355326 | $2,390,000 | — |
| Mar 31, 2025 | Listed (Active) LINK #43058 | $2,390,000 | — |
| Dec 24, 2024 | Canceled MLS PIN #73246461 | $2,490,000 | — |
| Dec 24, 2024 | Temporarily Withdrawn MLS PIN #73246461 | $2,490,000 | — |
| Dec 24, 2024 | Canceled LINK #42013 | $2,490,000 | — |
| Jul 2, 2024 | Under Agreement MLS PIN #73246461 | — | |
| Jul 1, 2024 | Under Agreement LINK #42013 | — | |
| Jun 14, 2024 | Contingent MLS PIN #73246461 | — | |
| Jun 3, 2024 | Listed (Active) MLS PIN #73246461 | $2,990,000 | — |
| May 29, 2024 | Listed (Active) LINK #42013 | $2,990,000 | — |
| Mar 27, 2006 | Sold (Public Record) Public Record #326419622 | $1 | -77.1% / yr |
| Oct 17, 1997 | Sold (Public Record) Public Record #89171999 | $255,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 04/05/2025 | Listed (Active) MLS PIN #73355326 | $2,390,000 |
| 03/31/2025 | Listed (Active) LINK #43058 | $2,390,000 |
| 12/24/2024 | Canceled MLS PIN #73246461 | $2,490,000 |
| 12/24/2024 | Temporarily Withdrawn MLS PIN #73246461 | $2,490,000 |
| 12/24/2024 | Canceled LINK #42013 | $2,490,000 |
| 07/02/2024 | Under Agreement MLS PIN #73246461 | — |
| 07/01/2024 | Under Agreement LINK #42013 | — |
| 06/14/2024 | Contingent MLS PIN #73246461 | — |
| 06/03/2024 | Listed (Active) MLS PIN #73246461 | $2,990,000 |
| 05/29/2024 | Listed (Active) LINK #42013 | $2,990,000 |
| 03/27/2006 | Sold (Public Record) Public Record #326419622 | $1 -77.1% / yr |
| 10/17/1997 | Sold (Public Record) Public Record #89171999 | $255,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 22 Green Leaf Avenue
Schools near 22 Green Leaf Avenue
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 8 | |||
| Public - | 9 to 12 | |||
| Private - | PK to 7 |
Rating | School | Distance |
|---|---|---|
Oak Bluffs Elementary School PublicPK to 8 | ||
Marthas Vineyard Regional High School Public9 to 12 | ||
Vineyard Montessori School PrivatePK to 7 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.
The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.