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10 & 12 Boldwater Road, Edgartown MA 02539

Active

10 & 12 Boldwater Road, Edgartown MA 02539

$14,500,000

Estimated $92,264/month Calculator

Single Family

11 Bedrooms

Baths

9500

Total Parking: 14 (2 Garage)

951,786 (21.85)

Built in 1994

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.

This home has been viewed 9 times

Last Checked: July 26th, 2026 at 6:13am (Source: MLS PIN #73552898)

Garage Parking

Air Conditioning

Waterview

Waterfront

Lead Paint Free

General Information for 10 & 12 Boldwater Road, Edgartown MA 02539

Listing ID73552898

Property TypeSingle Family / Detached

Price$14,500,000 ($1,526.32/SqFt)

StyleColonial

CityEdgartown

CountyDukes

Neighborhood(s)

Garage Parking2

ZoningA12

Association0

Year Built1994

Year Built SourcePublic Records

Year Built DetailsActual,Renovated Since

Interior Features for 10 & 12 Boldwater Road, Edgartown MA 02539

Approximate Living Area Total9500

Living Area Includes BasementNo

Rooms25

Bedrooms11

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 10 & 12 Boldwater Road, Edgartown MA 02539

Approximate Lot Size (Acres)21.85

Approximate Lot Size (Square Feet)951786

Total Parking14 (2 Garage)

Garage Parking2

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water ViewsYes

Water Views FeaturesBay

Waterfront1

Waterfront FeaturesRiver

Pool FeaturesAssociation

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 10 & 12 Boldwater Road, Edgartown MA 02539

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsElectric Fireplace

Title 5D

Compensation Based On

Financial Information for 10 & 12 Boldwater Road, Edgartown MA 02539

Association0

Association Fee

Association Fee FrequencyAnnually

Association Fee Includes

Real Estate Tax35039

Tax Year2026

Assessed Value$14,128,800

Location Information for 10 & 12 Boldwater Road, Edgartown MA 02539

Elementary SchoolEdgartown

Middle SchoolEdgartown

High SchoolMv Regional Hs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 10 & 12 Boldwater Road, Edgartown MA 02539

Agent

Name: Michael Carucci

Office

Name: Serhant

Phone: 617-250-0559

Team Members

Name: Derek Jesiolowski

Payment Calculator

, Interest

Property Taxes 2919.92

Principal & Interest 89344.39

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Serhant

Michael Carucci

Agent Phone

Office Phone

(617) 250-0559

Text Agent Call Agent Call Office

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    [unparsed] => 10 & 12 Boldwater Road, Edgartown MA 02539
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EXIT

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