8 Jeffers Way, Aquinnah MA 02535
Aquinnah, MA 02535 • Aquinnah
$2,490,000
Est. $13,542/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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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.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 23, 2026
$2,490,000
Original listing
Agent: Jen O'Hanlon
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/23/2026 | 🏠 Listed for Sale | $2,490,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $9,018 | $132,600 |
Financial Details
Annual Property Tax
$9,018
Tax Year 2026
Assessed Value
$132,600
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1989
Living Area
3,579 sq ft
Lot Size
2.10 acres
Bedrooms
3
Full Baths
3
Half Baths
1
Total Rooms
11
Interior
Heating
Forced Air
Cooling
Window Unit(s)
Flooring
Tile, Carpet, Hardwood
Appliances
Water Heater
Fireplace
None
Fireplaces
1
Basement
None
Laundry
None
Features
None
Exterior
Construction
Post & Beam
Architecture
None
Roof
Shingle
Features
Deck, Deck - Wood, Storage, Outdoor Shower
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Deck - Wood
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Unpaved
Total Spaces
8
Utilities
Electric
None
Water
Private
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$9,018
Assessed Value
$132,600
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Dukes
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1989
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,579 sq ft
Total Rooms
11
Levels
Multi/Split
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,579 sq ft above grade
Display Options
Outdoor Areas
Patio & porchDeck, Deck - Wood
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Carpet, Hardwood
Appliances:
Water Heater
Interior Features:
Windows:
Basement:
Laundry:
Security:
Construction & Materials
Year Built:
1989
Structure Type:
Exterior Materials:
Post & Beam
Roof:
Shingle
Foundation:
Slab
Heating, Cooling & Utilities
Heating:
Forced Air
Cooling:
Window Unit(s)
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Deck - Wood, Storage, Outdoor Shower
Patio & Porch:
Deck, Deck - Wood
Fencing:
Other Structures:
Lot Features:
Wooded, Level
Road Surface:
Unimproved
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
8
Parking Features:
Attached, Unpaved
Special Features
Fireplaces:
1
Fireplace Type:
Community Amenities:
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$751
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Aquinnah
8 Jeffers Way, Aquinnah MA 02535
Aquinnah, MA 02535
Listing Information
Listing Agent
Jen O'Hanlon
Listing Office
Compass
Office Phone
617-206-3333
Agent MLS ID
CN228884
Office MLS ID
AN2383
Listing Data Updated
Sep 23, 2026 3:55 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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