33 Boldwater Rd

Edgartown, MA 02539

$19,900,000
Price
5
Beds
6,577 Sq. Ft.
$3,026 / Sq. Ft.
6,577
Sq. Ft.
$3,026
per Sq. Ft.
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a view of a city and lake view
a view of house with river and outdoor space
a view of a floor to ceiling window with wooden floor
a living room with furniture and floor to ceiling windows
a living room with furniture and a fireplace
a lobby with furniture and outdoor view
a view of a dining room with furniture window and outside view
a work room with furniture bookshelf and a large window
a bedroom with a bed and a large window with outer view
a living room with furniture and a large window
a bath tub sitting next to a white toilet
a view of a dining hall with dining table and chairs
a view of a house with backyard sitting area and garden
a front view of a house with a yard
a backyard of a house with table and chairs under an umbrella
a patio with table and chairs and potted plants
a view of a lake view
a view of an ocean beach
a view of a gym with windows and slide
a view of city and ocean

Description

Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted stone house and guest house with pool in a naturalized setting that redefines the conventions of Vineyard architecture in the most sophisticated of ways. A 16’ Duxbury Dory with trailer in excellent condition...Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted stone house and guest house with pool in a naturalized setting that redefines the conventions of Vineyard architecture in the most sophisticated of ways. 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. Timeless architecture with extraordinary ambiance - beautiful pond and beach views - Simply the Best! If you need more space close-by for family and friends please check out 4 Jacobs Neck, owned by the same family and currently available! Please call listing broker for details.

Property Details for 33 Boldwater Road

Zoning
RES
View
D/Oc
LISTING UPDATED: 05/09/2026 04:08 PM

Property Details for 33 Boldwater Road

StatusActive
MLS #44437
Days on Market30
Taxes-
HOA Fees$2,000 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built2015
Lot Size9.10 AC / 396,396 SF
CountyDukes County
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Location

Listing Courtesy of Hancock Real Estate, Deb Hancock
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Building Information for 33 Boldwater Road

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

Payment Calculator

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$102,280 per month

30 year fixed, 6.36% Interest

Principal and Interest

$99,164

Property Taxes

$2,949

HOA Dues

$167

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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, PubBch, Cov
  • Listing other Building: Grg
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $7,608,000.00
  • Tax Lot: 3
  • Tax Map Number: 43
  • Tax Other Annual Assessment Amount: $5,208,711.00
  • Tax Year: 2026
Parking
  • Parking Features: Plenty
Property
Lot Information
  • Lot Features: See Listing broker for details, Spacious with pollinator gardens, blueberry grove and sandy pond beach
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 20
  • 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, PubBch, Cov
Interior Features
  • Main Level Bedrooms: 3
  • Other Structures: Garden shed with sink. Enclosed blueberry grove and half basketball court. Seven bedroom septic in place, allows for two additional bedrooms if needed.
  • Rooms Total: 16
  • Appliances: Stove: La Cornue 70" dual fuel - 2 Wolf Wall ovens, Washer: Yes
  • Fireplace Features: 1
  • Fireplace: No
  • Foundation Details: Poured Concrete
  • Furnished: Unfurnished
  • Heating: Other
  • Interior Features: A,AC,Ins,Irr,Media,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
May 7, 2026

Listed (Active)

LINK #44437

$19,900,000—
Jan 7, 2026

Canceled

LINK #43113

$19,900,000—
Apr 7, 2025

Listed (Active)

LINK #43113

$19,900,000—
DateEvent & SourcePrice
05/07/2026

Listed (Active)

LINK #44437

$19,900,000
01/07/2026

Canceled

LINK #43113

$19,900,000
04/07/2025

Listed (Active)

LINK #43113

$19,900,000

For completeness, we 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
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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More information about 33 Boldwater Road, Edgartown, MA 02539

33 Boldwater Road is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on May 7, 2026 by Hancock Real Estate, it's currently listed at $19,900,000. It has been on the market for a total of 30 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, 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 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.