Carroll & Vincent Real Estate
508-627-0286 · carrollandvincent.com

15 & 27 Pennywise Path, Edgartown

$3,000,000

Five Acres in the Heart of Edgartown: Rare and Full of Possibility

Land like this almost never comes to market. Set along Edgartown/Vineyard Haven Road, this level 5-acre offering (currently two parcels) in the R20 zone gives you room to dream big: a private island retreat, or a potential subdivision for the right visionary.

Bordering the Triangle area, the property offers easy access to public transportation routes, and you’re just minutes from beaches, boutique shops, and world-class dining.

Based on recent conversations with the Board of Health, the wastewater system you choose could allow for substantial bedroom capacity (up to 21 bedrooms). One illustrative scenario is to have five one-acre lots with four bedrooms on each. Buyers should confirm all septic and denitrification requirements directly with the Board of Health.

Perc tests, utilities and any engineering are the buyer’s responsibility.

Opportunities like this don’t last. Schedule your showing today.

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Data last updated: 10/24/2026. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update. Listed by Portfolio Properties© 2026 LINK, All Rights Reserved. LINK does not warrant the accuracy, reliability or completeness of this information.