Private Edgartown Retreat With Timeless Cottage Charm - Tucked away in a quiet and serene setting on the edge of Edgartown Village, this charming Vineyard retreat is ideally positioned halfway between town and State Beach, with the bicycle path nearby for easy access to both. Set along a private lane and bordered by classic Vineyard stonewalls, the property offers a rare sense of privacy with an expansive backyard and a wooded buffer between the property and the Edgartown Golf Club. Full of authentic island character, the home is loaded with charming cottage details and designed for effortless indoor-outdoor living. French doors open to an expansive south-facing deck and stone terrace with a pergola, creating an inviting setting for relaxing, dining, and entertaining. A screened-in porch, vegetable gardens, and ample room to add a pool further enhance the property’s easy Vineyard lifestyle. Inside, timeless charm blends with modern comfort, featuring two fireplaces and bright spaces.
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| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/01/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/01/2026 | 🏠 Listed for Sale | $2,150,000 | - | - | Original listing |
| 06/01/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $4,473 | $1,803,500 |
17 Oakdale Dr, Edgartown MA 02539
Edgartown, MA 02539
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