Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 2 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 3 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 4 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 5 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 6 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 7 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 8 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 9 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 10 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 11 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 12 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 13 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 14 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 15 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 16 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 17 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 18 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 19 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 20 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 21 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 22 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 23 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 24 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 25 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 26 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 27 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 28 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 29 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 30 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 31 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 32 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 33 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 34 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 35 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 36 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 37 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 38 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 39 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 40 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 41 of 42
Single Family Residence at 8 Jeffers Way, Aquinnah MA 02535, Aquinnah, photo 42 of 42
42 photos

$2,490,000

8 Jeffers Way, Aquinnah MA 02535
Aquinnah, MA 02535
Listed by Jen O'Hanlon
Bedrooms
3
Bathrooms
3.5
Living area
3,579 sqft
Year built
1989

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.

Highlights

Fireplace

Property details

MLS #
73581761
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
September 23, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
2
Parking spaces
8
Lot size
2.1 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Chilmark Elementary
3.6 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
57
Student:teacher ratio
14.3:1
District
Up-Island Regional
Middle
None found nearby
High
None found nearby

Walkability

Blended score for Aquinnah's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

33
Car-dependent
out of 100
EPA National Walkability Index
9.7 / 20 -- Below average walkable
Nearby-amenity density
10 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops3
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$15,145/mo
$498,000 down
$1,992,000 loan
Principal & interest$12,920
Property tax (est.)$2,075
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 1 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.