12 Boldwater Rd

Edgartown, MA 02539

$14,500,000
Price
11
Beds
9,500 Sq. Ft.
$1,526 / Sq. Ft.
9,500
Sq. Ft.
$1,526
per Sq. Ft.
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Description

A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and...A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A. M. Stern-designed main residence—an architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking the pond, and beautifully appointed interiors that rival the finest boutique hotels. A 1,700-square-foot Amish barn includes additional living quarters, and private driveways serving both parcels provide exceptional flexibility while maintaining complete privacy throughout the property. Resort-caliber amenities elevate the experience, including a heated 20' x 60' swimming pool, an exceptional pool house with a fully equipped gym, sauna, massage room, and a screened porch with fireplace for effortless indoor-outdoor entertaining. Conveying with the property is coveted membership in the exclusive Boldwater Association, granting access to a private Atlantic Ocean beach, boat landing, tennis courts, and pickleball—offering the best of Vineyard coastal living without sacrificing the remarkable privacy of this inland sanctuary. This is far more than a luxury home. It is a private estate where architecture, landscape, and thoughtful design become the defining amenities. For the discerning buyer who values land, beauty, and architectural pedigree above a traditional waterfront address, this is an irreplaceable Vineyard legacy property unlike anything else available today.
  1. Listed by Patrick McCarthy • Grace Hagerty Real Estate Inc

Property Details for 12 Boldwater Road

Zoning
RA120
View
Pond, Pasture
LISTING UPDATED: 07/31/2026 09:09 AM

Property Details for 12 Boldwater Road

StatusActive
MLS #44738
Days on Market5
Taxes$35,039 / year
HOA Fees$2,000 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1994
Lot Size21.84 AC / 951,350 SF
CountyDukes County
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Location

Listing Courtesy of Grace Hagerty Real Estate Inc, Patrick McCarthy
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Building Information for 12 Boldwater Road

Stories-Year Built1994Building Size-Lot Size21.84 AC / 951,350 SF

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$76,788 per month

30 year fixed, 6.55% Interest

Principal and Interest

$73,702

Property Taxes

$2,920

HOA Dues

$167

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Property Information for 12 Boldwater Road

Summary
Location and General Information
  • Latitude: 41.3701934
  • Longitude: -70.5716485
  • GeoLocked: Yes
  • GeoPrecision: CUSTOM
  • Listing ods: AscBch, C/Tennis, Deck, Garden, Patio, Gym, H/Tub, ScrPorch, P/Pool, Cov
  • Listing other Building: Grg
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $10,686,900.00
  • Tax Lot: 3.31 & 3.32
  • Tax Map Number: 38
  • Tax Other Annual Assessment Amount: $3,441,900.00
  • Tax Year: 2026
Parking
  • Parking Features: Large private drives on both lots with ample parking
Property
Lot Information
  • Lot Features: Professionally landscaped grounds set against open fields, pond, pool & spa
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 41
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2019
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: AscBch, C/Tennis, Deck, Garden, Patio, Gym, H/Tub, ScrPorch, P/Pool, Cov
Interior Features
  • Main Level Bedrooms: 7
  • Other Structures: Beyond the 6, 685 sq. ft. main house, the property carries a full complement of outbuildings: a 900 sq. ft. pool house and spa, a 20x60 pool, a 1, 442 sq. ft. second residence, an Amish barn, a detached bedroom, and a two-car garage. The pool house is the standout, set back among the gardens, it holds a home fitness center, massage room, sauna, hot tub, and full bath, with a screened porch and stone fireplace attached for post-workout hours.
  • Rooms Total: 25
  • Appliances: Stove: Wolf 6-Burner Gas Range, Washer: Yes
  • Fireplace Features: 8 Total: 6 inside, 2 outside
  • Fireplace: No
  • Flooring: 2
  • Foundation Details: Full foundation
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior Features: A,AC,Ins,Irr,OSh, Floor 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.

Property History for 12 Boldwater Road

DateEvent & SourcePriceAppreciation
Jul 27, 2026

Listed (Active)

LINK #44738

$14,500,000—
Sep 18, 2025

Expired

MLS PIN #73346189

$9,995,000—
Jul 28, 2025

Canceled

LINK #43002

$9,995,000—
DateEvent & SourcePrice
07/27/2026

Listed (Active)

LINK #44738

$14,500,000
09/18/2025

Expired

MLS PIN #73346189

$9,995,000
07/28/2025

Canceled

LINK #43002

$9,995,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 12 Boldwater Road

Taxable ValueLand$2,031,500Additions$9,362,900Total$11,394,400
Tax Record2025$30,195 ($2,516 / month)
Home Facts
Lot Size429,937 SqFtStyleMulti-Family Dwelling (2-4)CountyDUKESAPNEDGA M:0038 B:0003 L:31

Schools near 12 Boldwater Road

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Edgartown Elementary School
Public - PK to 8
Martha's Vineyard Regional High School
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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$14,500,000

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Bedrooms
9,500
Square Feet
21.85
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10-12 Boldwater Road, Edgartown, MA 02539

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More information about 12 Boldwater Road, Edgartown, MA 02539

12 Boldwater Road is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on July 27, 2026 by Grace Hagerty Real Estate Inc, it's currently listed at $14,500,000. It has been on the market for a total of 5 days and was last sold on July 24, 2019. This listing's school districts are Edgartown School District, Marthas Vineyard School District. Nearby schools include Edgartown Elementary School and Martha's Vineyard Regional High School. 12 Boldwater Road is a 11-bed, 13-bath, 9,500 sqft single family home built in 1994.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Grace Hagerty Real Estate Inc, Patrick McCarthy

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.