Active
5 Days on market
12 Boldwater Road Edgartown — Photo 1 of 40

12 Boldwater Road Edgartown — Photo 1 of 40

$9,950,000

12 Boldwater Road, Edgartown, MA 02539

Edgartown, MA 02539 — Boldwater

Beds

8

Baths

10

SqFt

7,585

Style

Single Family

Built

1994

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.

Key facts

It was listed on September 30, 2026. The annual property taxes are $27,507 (2026 tax year). The condo fee is $2,500 per month.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1312/sqft
Local Avg (Edgartown)$1568/sqft
16% BelowMarket Average

* Analysis is based on 12 actively listed and recently sold comparable properties strictly within Edgartown, MA.

Property Details

Financials

Original Price$9,950,000
Annual Taxes$27,507
HOA Fee$2500

Parking

Garage2
Off-Street12

Interior Specifications

Total Rooms20
Fireplaces6
FlooringWood, Tile
BasementFull, Finished, Interior Entry

Climate & Utilities

HeatingForced Air, Natural Gas, Propane
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofWood, Shake
FoundationConcrete Perimeter
ZoningA12

Property & Lot

Acres9.78
SqFt Lot426,016
Lot FeaturesWooded, Other

Amenities & Appliances

Range • Oven • Dishwasher • Microwave • Refrigerator • Washer • Dryer

Neighborhood

Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Stable(s)

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Dining RoomFamily RoomBathroom 1
Main,First
Living RoomKitchen
Living Room
Lvl Main,First

Cathedral Ceiling(s), Beamed Ceilings, French Doors

Dining Room
Lvl First
Kitchen
Lvl Main,First

Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Breakfast Bar / Nook

Family Room
Lvl First
Primary Bedroom
Lvl Second

Walk-In Closet(s), Balcony / Deck, French Doors

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bedroom 5
Lvl Second
Bathroom 1
Lvl First
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second

Property History

Listed
$9,950,000

Sep 30, 2026

MLS® 73584420

Expired
$9,995,000

Sep 18, 2025

MLS® 73346189

Listed
$9,995,000

Mar 17, 2025

MLS® 73346189

Questions about this home

When was 12 Boldwater Road, Edgartown listed?

12 Boldwater Road, Edgartown was listed on September 30, 2026.

Has the price of 12 Boldwater Road, Edgartown changed?

The price hasn't changed since it was listed at $9,950,000.

What are the property taxes for 12 Boldwater Road, Edgartown?

The annual property taxes for 12 Boldwater Road, Edgartown are $27,507 (2026 tax year).

What is the condo fee at 12 Boldwater Road, Edgartown?

The condo fee is $2,500 per month.

What is the status of 12 Boldwater Road, Edgartown?

12 Boldwater Road, Edgartown is actively listed for sale.

Population

5,278

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$125K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

170 housing units permitted in the last 12 months (+110% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Michael Carucci

Listing Office: Serhant

MLS® Number: 73584420