10-12 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.
Get preapproved with Rocket Mortgage1
Virtual Tour
Virtual Tour
an aerial view of a house with a garden
an aerial view of residential house with outdoor space and trees all around
an aerial view of a house with outdoor space and street view
an aerial view of a house with outdoor space and lake view
a view of a yard with a sink
a view of a yard with a outdoor space
an aerial view of residential houses with outdoor space and trees
a view of a garden with a lake
a front view of a house with a yard
a outdoor space with furniture
a living room with furniture a ceiling fan and a rug
a living room with furniture a rug and a fireplace
a dining room with furniture a fireplace and a large window
a kitchen with stainless steel appliances kitchen island granite countertop a stove and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a dining room with furniture a rug and a large window
a kitchen with stainless steel appliances granite countertop a stove and a wooden floors
a bedroom with two beds and a large mirror
a living room with furniture and a flat screen tv
a large bedroom with a bed and a large window with kitchen view
a bedroom with furniture and a potted plant
a living room with furniture and a fireplace
a spacious bathroom with a tub sink and mirror
a view of a house with a yard
a view of a swimming pool with lounge chairs in patio
a front view of a house with a yard table and chairs
a view of a backyard with sitting area
front view of a house with a yard
a living room with furniture and a large window
a view of a room with gym equipment
a kitchen with stainless steel appliances granite countertop a stove a sink and a refrigerator with white cabinets
a view of a house with a yard and plants
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and outside view
a kitchen with a sink and appliances
a bedroom with a bed window and a flat screen tv
a front view of a house with a yard
a view of a bike garage
a view of a houses with a yard
an aerial view of residential house with outdoor space
a view of a lake view

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 Michael Carucci • Serhant
  2. Listed by Derek Jesiolowski • Serhant
  3. Listed by Matthew Winterle • Serhant

Property Details for 10-12 Boldwater Road

Town
Edgartown
Area
MA-Edgartown
Architectural Style
Cape
Style
Garden, Cape
Garage Spaces
2
Open Parking Spaces
10.00
Parking Spaces Total
12
LISTING UPDATED: 07/25/2026 03:08 AM

Property Details for 10-12 Boldwater Road

StatusActive
MLS #73552898
Days on Market10
Taxes$35,039 / year
HOA Fees$2,500 / year
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1994
CountyDukes County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Serhant, Michael Carucci; Serhant, Derek Jesiolowski; Serhant, Matthew Winterle
Add your commute

Virtual Tour

Building Information for 10-12 Boldwater Road

Stories-Year Built1994Building Size-Lot Size21.85 AC / 951,786 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$76,830 per month

30 year fixed, 6.55% Interest

Principal and Interest

$73,702

Property Taxes

$2,920

HOA Dues

$208

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 10-12 Boldwater Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Stables, Golf Course, Medical Facility, Laundromat, Bike Path, Public School, Other (See Remarks)
  • Living Area: 9500.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Actual,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Edgartown
  • High School: Mv Regional Hs
  • Middle School: Edgartown
  • Neighborhood: Boldwater
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Finished, Interior Access
  • Num of Baths: 13.0
  • Num of Full Baths: 11
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 12.00
  • Bathrooms Total Integer: 13
  • DoorFeatures: French Doors
  • FireplaceFeatures: Dining Room, Family Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 6
  • Flooring: Wood, Tile
  • Interior Features: Bedroom, Sauna/Steam/Hot Tub
  • Interior Features: Sauna/Steam/Hot Tub, French Doors, Intercom, Security System
  • Laundry Features: In Basement
  • Other Equipment: Intercom
  • Primary Bath: Yes
  • Spa Features: Private
  • SpaYN: Yes
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Porch - Enclosed, Deck, Patio, Balcony, Pool - Inground Heated, Tennis Court, Rain Gutters, Hot Tub/Spa, Barn/Stable, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden, Guest House, Outdoor Shower
  • Exterior Features: Pool - Inground Heated, Barn/Stable, Guest House, Balcony, Tennis Court, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden Area, Outdoor Shower, Porch, Deck, Patio
  • Lot Description: Wooded, Other
  • Other Structures: Barn/Stable, Guest House
  • Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Wood, Shake
  • Waterfront Features: Waterfront, Ocean, Pond, Lake/Pond, Beach Ownership(Private)
  • Waterview Features: Pond
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached
  • Parking Features: Attached
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas, Propane
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Walk-In Closet(s),Balcony / Deck,French Doors
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Level: Second
Bathroom 1
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Level: First
Family Room
  • Family Room Level: First
Kitchen
  • Kitchen Features: Countertops - Stone/Granite/Solid,Kitchen Island,Wet Bar,Breakfast Bar / Nook
  • Kitchen Level: Main,First
Living Room
  • Room Living Room Features: Cathedral Ceiling(s),Beamed Ceilings,French Doors
  • Room Living Room Level: Main,First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Private Road
Tax Information
  • Assessments: $14,128,800
  • Book: 80
  • Tax Year: 2026
  • Zoning: A12
Building / Association Information
Living Characteristics
  • Beds Total: 11
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Association Fee Frequency: Annually
  • Association Security: Security System
  • Adult Community: No

Property History for 10-12 Boldwater Road

DateEvent & SourcePriceAppreciation
Jul 21, 2026

Listed (Active)

MLS PIN #73552898

$14,500,000—
Jun 6, 2024

Canceled

MLS PIN #73165775

$13,750,000—
Oct 2, 2023

Listed (Active)

MLS PIN #73165775

$13,750,000—
DateEvent & SourcePrice
07/21/2026

Listed (Active)

MLS PIN #73552898

$14,500,000
06/06/2024

Canceled

MLS PIN #73165775

$13,750,000
10/02/2023

Listed (Active)

MLS PIN #73165775

$13,750,000

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

Schools near 10-12 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.

Similar Homes

Explore Nearby Homes

More information about 10-12 Boldwater Road, Edgartown, MA 02539

10-12 Boldwater Road is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on July 21, 2026 by Serhant, it's currently listed at $14,500,000. It has been on the market for a total of 10 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. 10-12 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 Serhant, Michael Carucci; Serhant, Derek Jesiolowski; Serhant, Matthew Winterle

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.