Homes, values and local insight for Aquinnah, Dukes County, Massachusetts. Typical home value $1,809,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Aquinnah is an extremely small, exclusive coastal community on Martha's Vineyard with fewer than 350 residents. Located at the western tip of the island, Aquinnah features dramatic coastal cliffs, pristine beaches, and stunning Atlantic views. The town maintains intentional small size and rural character with minimal commercial development. Aquinnah represents the ultimate seasonal and year-round refuge for ultra-wealthy individuals seeking island privacy and coastal beauty.
The Aquinnah real estate market is highly specialized and seasonal, with median prices near $650,000 for homes and $800,000+ for beachfront properties. The town attracts ultra-affluent seasonal residents and year-round retirees seeking island exclusivity. Few homes sell annually (fewer than 10), making it an extremely limited market. Appreciation is modest at 2-3% annually; values driven by location exclusivity rather than financial returns.
Winslow Homes serves Aquinnah buyers and sellers across FL, MA, CT, and RI. Ryan and Megan Winslow provide both brokerage and mortgage services (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.
Dramatic ocean-view properties on coastal cliffs. Premium properties $700,000-$1,500,000+. Stunning Atlantic vistas.
Price Range: $700,000 - $1,500,000+
Limited interior properties without direct water access. More affordable but still premium-priced.
Price Range: $450,000 - $700,000
Dramatic cliffs, pristine beaches, and ocean views define lifestyle. Exclusive island setting.
Summer season brings affluent visitors and cultural events. Island life centers on seasonal rhythm.
Complete escape from mainland. Ultra-private, exclusive community of fewer than 350 residents.
Iconic coastal cliffs with dramatic sunset views. Scenic attraction and photography destination.
Historic lighthouse landmark. Adjacent scenic area with visitor access and photo opportunities.
Pristine beach with limited crowds due to town size. Exclusive beach access for residents.
Purchase waterfront property at $800,000+, rent seasonally for $3,000-$5,000/week. Yields 5-8% seasonal rental income plus appreciation potential.
Purchase as primary residence or year-round investment. Minimal appreciation (2-3% annual). Lifestyle value drives decision.
The typical home in Aquinnah is worth $1,809,000, 16% above the Dukes County typical value of $1,558,000 and 173% above the Massachusetts typical value of $662,000.
Zillow Home Value Index for Aquinnah, August 2026. The middle of the market for single family homes and condos.
Home values in Aquinnah moved +14.6% over five years and +74.9% over ten.
Share of occupied homes in Aquinnah lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in Aquinnah.
Median age of residents in Aquinnah.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Aquinnah home of $1,809,000:
Ryan and Megan price Aquinnah homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $2,406,000 · 1,249 residents
Area guide →Typical value $1,313,000 · 62 residents
Area guide →Typical value $1,664,000 · 3,637 residents
Area guide →Typical value $1,348,000 · 4,927 residents
Area guide →Typical value $1,264,000 · 5,407 residents
Area guide →Typical value $617,000 · 34,139 residents
Area guide →See the full Dukes County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Aquinnah was $1,809,000 in August 2026, +2.6% over the past year.
Aquinnah is in Dukes County, Massachusetts.
About 451 people as of the 2024 Census Bureau estimate, up from 444 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
87% of occupied homes in Aquinnah are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
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