Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mile from Aquinnah’s resident beaches. With over 3,500 square feet, this home offers generous living space across three levels. Designed with gathering and entertaining in mind, the main level features a spacious kitchen with abundant counter and cooking space, a formal dining room, a fireplaced living room, and an additional living and entertainment area. Sliding doors open to an expansive deck spanning the back of the home—an inviting setting for outdoor dining, relaxing, and enjoying evening sunsets. A large outdoor shower completes the Vineyard experience. Upstairs, the oversized primary bedroom includes an adjoining room ideal for a home office, fitness area, or quiet retreat. Two additional bedrooms, a full bath, and a spacious bonus room provide flexibility for family and guests. The lower level offers a separate guest area with a sitting room, the home’s fourth bedroom, a full bath, and its own exterior entrance. An extra-deep two-car garage is located beneath the home and is accessible from both inside and outside, with additional space at the rear for a workshop or storage. A country-style shed and adjoining concrete patio create another outdoor gathering area, ideal for a fire pit and enjoying the property’s natural surroundings. The current owners have completed an extensive range of renovations, upgrades, and improvements—far too many to list here. Please inquire for the complete list. Conveniently located near the Aquinnah Public Library, Gay Head Lighthouse, the Aquinnah Cliffs, beaches, shops, and restaurants, this spacious up-Island retreat offers room to gather, entertain, and enjoy the beauty of Aquinnah. Excellent rental history—details provided upon request.
For sale
$2,490,000
8 Jeffers Way, Aquinnah, MA 02535
3beds
3,579sqft
Single Family Residence
Built in 1989
2.1 Acres Lot
$2,337,900 Zestimate®
$696/sqft
$-- HOA
What's special
Fourth bedroomCountry-style shedPrivate dirt roadFormal dining roomOversized primary bedroomLarge outdoor showerTwo additional bedrooms
- 22 days
- 801
- 33
Zillow last checked:
Listing updated:
Listed by:
Jen O'Hanlon,
Compass LLC
Source: LINK,MLS#: 44822
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- OFHA
Appliances
- Included: Stove: Yes, Electric, Washer: Y
Features
- Ins, OSh, WdStove, Floor 1: Kitchen, dining room, multiple living areas and powder room. Large laundry room/pantry off of the kitchen., Floor 2: Primary bedroom with living area and ensuite bathroom. Large living space, ideal for kids' play area/TV room. Two additional bedrooms and full bathroom plus bonus loft space.
- Flooring: Harwood/Carpet
- Basement: Finished lower level with bedroom, bathroom, living area and garage.
- Fireplace features: Woodstove
Interior area
- Total structure area: 3,579
- Total interior livable area: 3,579 sqft
Property
Parking
- Parking features: Ample
Features
- Exterior features: Patio, PubBch, Deck
- Frontage type: None
Lot
- Size: 2.1 Acres
- Features: Large
Details
- Additional structures: Large shed.
- Parcel number: 5/1722
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 1989
- Major remodel year: 2022
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
Location
- Region: Aquinnah
Financial & listing details
- Price per square foot: $696/sqft
- Tax assessed value: $1,312,600
- Annual tax amount: $9,017
- Date on market: 8/11/2026
- Listing agreement: E
Estimated market value
$2,337,900
$2.22M - $2.45M
$6,792/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/11/2026 | Listed for sale | $2,490,000+241.1%$696/sqft |
Source: LINK #44822 Report a problem | ||
| 10/22/2015 | Sold | $730,000$204/sqft |
Source: LINK #28952 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,873 +9.9% | $1,312,600 +4% |
| 2024 | $8,076 +4.9% | $1,261,800 |
| 2023 | $7,697 +22.1% | $1,261,800 +25.5% |
| 2022 | $6,305 +7.6% | $1,005,600 +9.7% |
| 2021 | $5,860 +7.3% | $917,000 +14.4% |
| 2020 | $5,460 +11.3% | $801,700 |
| 2019 | $4,906 +15.2% | $801,700 +3.2% |
| 2018 | $4,257 +6.8% | $776,900 +7.2% |
| 2017 | $3,987 +3.8% | $724,900 +1% |
| 2016 | $3,840 -4.4% | $717,700 -8.5% |
| 2015 | $4,015 +6% | $784,200 -2.9% |
| 2014 | $3,789 +8.6% | $807,800 |
| 2013 | $3,490 +9.9% | $807,800 |
| 2012 | $3,175 +0.3% | $807,800 -1.5% |
| 2011 | $3,166 +1.9% | $820,100 |
| 2010 | $3,108 +2.2% | $820,100 -5.9% |
| 2009 | $3,041 +6.3% | $871,400 -1% |
| 2008 | $2,861 +0.6% | $880,400 +24.8% |
| 2007 | $2,843 +9.2% | $705,500 |
| 2006 | $2,603 +1.6% | $705,500 |
| 2005 | $2,561 +10.2% | $705,500 +40.5% |
| 2004 | $2,325 +7.9% | $502,200 |
| 2003 | $2,154 -3.7% | $502,200 +49.3% |
| 2000 | $2,237 | $336,400 |
Find assessor info on the county website
Monthly payment
Est. payment




