8 Jeffers Way Aquinnah, MA $ 2,490,000
8 Jeffers Way
$ 2,490,000
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8 Jeffers Way

Aquinnah, MA, 02535
$ 2,490,000
Bedrooms3 Baths3.1 Sq 3,579

Monthly Estimate*

$ 15,722

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Single Family Home for sale in Aquinnah, MA

for $2,490,000 with 3 bedrooms and 3 full baths, 1 half bath. This 3,579 square foot home was built in 1989 on a lot size of 2.1.

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.

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Single Family Active

Price

$ 2,490,000

Bedrooms

3

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 9,017

Style

Lot Size

2.1

Year Built

1989

Town/City

Aquinnah

County/Region

Dukes

MLS | Web ID

73581761

List By
Jen O'Hanlon

Listing Agent

Compass

Broker

Affordability Calculator

$16,474
Per Month
95%
5%
0%
Monthly Principal & Interest
$15,722
Monthly Property Taxes
$751
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
9/23/2026$2,490,000 Listed Price

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8 Jeffers Way, Aquinnah, MA, 02535 is a Single Family Home for sale at $2,490,000 with 3,579 sqft and a lot size of 2.1. 8 Jeffers Way has 3 bedrooms, 3.1 baths, and was built in 1989. The property's zip code is 02535 which is in Aquinnah, MA