12 Boldwater Rd
$9,950,000
South Shore, Edgartown, MA 02539
Recently Listed
1 / 39
8 beds
10 baths
32 rooms
7,585 SqFt
MLS #45000
A winding approach through 9.8 acres sets the tone for 12 Boldwater Road: a private Edgartown estate of uncommon scale and distinction. At its heart stands a seven-bedroom, ten-bath residence designed by Robert A.M. Stern. A gracious foyer introduces light-filled interiors, a dramatic post-and-beam living room, multiple fireplaces, and a gourmet kitchen equally suited to intimate dinners and large gatherings. The grounds offer the ease of a private resort. Spend the day beside the heated 20' x 60' pool, or retreat to the pool house with an exterior hot tub, complete with a fully equipped gym, sauna, massage room, and screened porch with fireplace. Every element of the property invites a slower, more considered way of living on the Vineyard. The Boldwater Association membership adds access to a private ocean beach, boat landing, tennis, and pickleball courts. Together with the estate’s remarkable privacy, these amenities offer a compelling balance of seclusion and coastal recreation. Architectural heritage, expansive land, and a setting designed to be enjoyed across generations make 12 Boldwater Road an extraordinary Vineyard offering.
Property highlights
Unfurnished
Association Beach
Private Beach
Cov
Deck
Garden
Gym
Hot Tub
Patio
Porch
Property Details
- Association Fee:
- Association Fee Includes:
- Basement:
- Fireplace Features:
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- Heating:
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- Assessed Land Value:
- 2500
- Boldwater Association Fees
- Full basement consisting of additional living spacefull bathroomwine cellarstoragelaundry room
- 8 Total: 6 inside2 outside
- Fullpoured concrete
- None
- GFHA
- A,AC,Ins,Irr,OShFloor 1: Vaulted ceilings, a fireplace, and a wall of French doors opening to the deck and landscaped grounds make the great room the heart of the first floor. Beyond it sits the gourmet kitchen with top-of-the-line appliances, a butler's pantry, and a sun-filled dining area built for entertaining. The main foyer opens to a dramatic staircase climbing to the master suite, alongside a cozy study, a powder room, and a large private office wrapped in floor-to-ceiling windows and warmed by a stone fireplace. The left wing holds two guest suites and a nursery or children's room, each with an en suite bath and its own access to the deck. The right wing stands apart for privacy, with two additional guest bedrooms, one and a half baths, and a second office.Floor 2: Upstairs, this wing is the master suite alone: fireplace-warmed sitting area, private deck, and his and her baths and dressing rooms. On the opposite side of the home, there are 3 additional guest bedrooms.
- Take West Tisbury Road to Pohogonot Road, veer left and then stay right onto Boldwater Road
- Professionally landscaped grounds set against open fields, pool & spa
- Large private drive with ample parking
- 9300900.00
- 1790600.00
Price History
September 30, 2026
$9,950,000
Tax Information
This property was most recently assessed in 2026. It has been assessed at a value of $11,091,500. The annual tax responsibility for this property is $28,258.11.
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©2026 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Grace Hagerty Real Estate Inc.
