33 Boldwater Rd

$19,900,000
Price
5
Beds
6,577 Sq. Ft.
$3,026 / Sq. Ft.
6,577
Sq. Ft.
$3,026
per Sq. Ft.

Description

Exquisite Waterfront Retreat - A rare opportunity to purchase a meticulously crafted 5,600 square-foot stone main house and 900 square-foot stone guesthouse with pool in a naturalized wooded setting. This extraordinary compound redefines the conventions of traditional Vineyard architecture in the most charming and sophisticated of ways. The house was sited to offer views of Edgartown Great Pond and distant ocean views from almost every room and possesses a delightful mix of contemporary and modern...Exquisite Waterfront Retreat - A rare opportunity to purchase a meticulously crafted 5,600 square-foot stone main house and 900 square-foot stone guesthouse with pool in a naturalized wooded setting. This extraordinary compound redefines the conventions of traditional Vineyard architecture in the most charming and sophisticated of ways. The house was sited to offer views of Edgartown Great Pond and distant ocean views from almost every room and possesses a delightful mix of contemporary and modern features, such as geothermal and solar panels. The houses sit on nine acres of beautiful waterfront with 800 feet of sandy pond beach frontage. A 16’ Duxbury Dory with trailer in excellent condition included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. In a private though convenient location only 12 minutes to the airport or Edgartown Village. This property may be purchased with 4 Jacobs Neck, if you need more space close-by for family and friends! Disclosure please note: interior photos have been virtually staged
  1. Listed by Deb Hancock • Hancock Real Estate

Property Details for 33 Boldwater Road

Zoning
RES
View
Pond, D/Oc
LISTING UPDATED: 11/20/2025 11:10 PM

Property Details for 33 Boldwater Road

StatusActive
MLS #43113
Days on Market262
Taxes-
HOA Fees$2,000 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built2015
Lot Size9.10 AC / 396,396 SF
CountyDukes County

Location

Listing Courtesy of Hancock Real Estate, Deb Hancock
Add your commute

Building Information for 33 Boldwater Road

Stories-Year Built2015Building Size-Lot Size9.10 AC / 396,396 SF

Payment Calculator

$101,449 per month

30 year fixed, 6.28% Interest

Principal and Interest

$98,333

Property Taxes

$2,949

HOA Dues

$167

The Payment Calculator is for illustrative purposes only.

Property Information for 33 Boldwater Road

Summary
Location and General Information
  • Latitude: 41.3632966
  • Longitude: -70.5599636
  • Listing ods: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, DdBch, Cov
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $7,450,600.00
  • Tax Lot: 3
  • Tax Map Number: 43
  • Tax Other Annual Assessment Amount: $5,902,900.00
  • Tax Year: 2025
Parking
  • Parking Features: Plenty
Property
Lot Information
  • Lot Features: See listing broker for details, Spacious with pollinator gardens
  • Property Type: 1 Family
Property and Assessments
  • Parcel Number: 39
  • Photos Count: 27
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, DdBch, Cov
Interior Features
  • Main Level Bedrooms: 3
  • Other Structures: Garden shed with sink. Enclosed blueberry grove and half basketball court.
  • Rooms Total: 16
  • Appliances: Stove: La Cornue 70" dual fuel - 2 Wolf Wall ovens, Washer: Yes
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 2
  • Foundation Details: Poured Concrete
  • Furnished: Unfurnished
  • Heating: Other
  • Interior Features: A,AC,Ins,Irr,OSh, Floor 1: Soaring twenty foot ceilings in living area, 3 bedrooms with ensuite baths, two half baths, TV room, kitchen with pantry, fieldstone fireplace with pizza oven, sunroom, two offices, library, dressing room, breezeway to gym and attached two car garage. Electric dog door, fenced in yard with dog washing station and luxurious outside shower., Floor 2: First floor breezeway leads to expansive game room with microwave, refrigerator drawers and half bath. FYI: There is a 7 bedroom septic on the property, allowing for two additional bedrooms and options for expansion, if needed. Please consult listing broker for further details.

Property History for 33 Boldwater Road

DateEvent & SourcePriceAppreciation
Apr 7, 2025

Listed (Active)

LINK #43113

$19,900,000
Jan 23, 2025

Canceled

LINK #42313

$19,900,000
Aug 2, 2024

Listed (Active)

LINK #42313

$19,900,000
May 31, 2023

Canceled

LINK #18786

May 31, 2023

Canceled

LINK #18311

Jan 13, 2012

Sold

LINK #21699

$5,100,000
Nov 5, 2011

Contingent

LINK #21699

Jun 27, 2011

Listed (Active)

LINK #21699

$5,300,000
Jun 24, 2011

Canceled

LINK #19933

$5,900,000
Jun 18, 2010

Listed (Active)

LINK #19933

$5,900,000
Jun 15, 2009

Listed (Active)

LINK #18786

Dec 23, 2008

Sold (Public Record)

Public Record #326397631

$1
Dec 22, 2008

Listed (Active)

LINK #18311

$7,000,000
DateEvent & SourcePrice
04/07/2025

Listed (Active)

LINK #43113

$19,900,000
01/23/2025

Canceled

LINK #42313

$19,900,000
08/02/2024

Listed (Active)

LINK #42313

$19,900,000
05/31/2023

Canceled

LINK #18786

05/31/2023

Canceled

LINK #18311

01/13/2012

Sold

LINK #21699

$5,100,000
11/05/2011

Contingent

LINK #21699

06/27/2011

Listed (Active)

LINK #21699

$5,300,000
06/24/2011

Canceled

LINK #19933

$5,900,000
06/18/2010

Listed (Active)

LINK #19933

$5,900,000
06/15/2009

Listed (Active)

LINK #18786

12/23/2008

Sold (Public Record)

Public Record #326397631

$1
12/22/2008

Listed (Active)

LINK #18311

$7,000,000

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

Public Records for 33 Boldwater Road

Taxable ValueLand$5,902,900Additions$7,450,600Total$13,353,500
Tax Record2025$35,387 ($2,949 / month)
Home Facts
Lot Size414,256 SqFtStyleMulti-Family Dwelling (2-4)CountyDUKESAPNEDGA M:0043 B:0003 L:39

Schools near 33 Boldwater Road

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
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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33 Boldwater Road is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on April 7, 2025 by Hancock Real Estate, it's currently listed at $19,900,000. It has been on the market for a total of 262 days and was last sold on January 13, 2012. 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. 33 Boldwater Road is a 5-bed, 7-bath, 6,577 sqft single family home built in 2015.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Hancock Real Estate, Deb Hancock

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.