About this home
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. The four-bedroom, three-and-a-half-bath 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.
Listing last checked: Listing updated:
Listed by Jen O'Hanlon · Compass · MLS #73581761
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Details at a glance
Interior6 property facts
- Rooms
- 11
- Heating
- Forced Air
- Cooling
- Window Unit(s)
- Flooring
- Tile, Carpet, Hardwood
- Basement
- Not reported
- Fireplaces
- 1
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1989
- Garage
- 2
- Parking
- 8
- Foundation
- Slab
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 2.1 acres
- Water
- Private
- Sewer
- Private Sewer
- Pool
- Not reported
- Zoning
- RES
Financial2 property facts
- Annual taxes
- $9,018
- Assessment year
- 2026
Location
Estimated monthly cost
Explore costs at the $2,490,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$13,342 / monthAdjust
- Principal & interest
- $12,591
- Property tax
- $751
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $9,018. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
More property insights
Automated value estimate $2,461,437
Estimated range $2,351,124–$2,571,749.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: above average
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About 8 Jeffers Way
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Request a tour of 8 Jeffers Way and a Bean Group agent will help coordinate an available time with the listing side.
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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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