Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard’s most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walking paths, blueberry grove and a half basketball court. Timeless architecture and extraordinary ambiance combine to create a peaceful sanctuary. A place to reconnect with nature and experience Martha's Vineyard as it has long been known by those who call it home. 16’ Duxbury Dory with trailer and motor are included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. 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.
For sale
$19,900,000
33 Boldwater Rd, Edgartown, MA 02539
5beds
6,577sqft
Single Family Residence
Built in 2015
9.1 Acres Lot
$-- Zestimate®
$3,026/sqft
$167/mo HOA
What's special
Swimming poolTimeless architectureBlueberry groveBeautiful water viewsNaturalized settingMeticulously crafted stone residenceHalf basketball court
- 128 days
- 2,857
- 106
Zillow last checked:
Listing updated:
Listed by:
Deb Hancock,
Hancock Real Estate
Source: LINK,MLS#: 44437
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
- Main level bedrooms: 3
Heating
- Other
Appliances
- Included: Stove: La Cornue 70" dual fuel - 2 Wolf Wall ovens, Washer: Yes
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.
- Basement: Partial full basement with wine cellar. Spacious crawl space with Geothermal HVAC heating and cooling system supplied by 24 vertical wells. Hot water supplied by hung boilers and stored in two horizontal 120-gallon tans. Domestic hot water runs through a filtration system.
- Fireplace features: 1
Interior area
- Total structure area: 6,577
- Total interior livable area: 6,577 sqft
Video & virtual tour
Property
Parking
- Parking features: Plenty
Features
- Exterior features: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, PubBch, Cov
- Has view: Yes
- View description: D/Oc
- Has water view: Yes
- Water view: D/Oc
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 9.1 Acres
- Features: See Listing broker for details, Spacious with pollinator gardens, blueberry grove and sandy pond beach
Details
- Additional structures: Garden shed with sink. Enclosed blueberry grove and half basketball court. Seven bedroom septic in place, allows for two additional bedrooms if needed.
- Parcel number: EDGAM0043B0003L39
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured Concrete
Condition
- Year built: 2015
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
HOA
- Has HOA: Yes
- Services included: Association road, tennis and pond access
- HOA fee: $2,000 annually
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $3,026/sqft
- Tax assessed value: $12,816,711
- Annual tax amount: $35,387
- Date on market: 5/7/2026
- Listing agreement: E
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/7/2026 | Listed for sale | $19,900,000$3,026/sqft |
Source: LINK #44437 Report a problem | ||
| 1/7/2026 | Listing removed | $19,900,000$3,026/sqft |
Source: LINK #43113 Report a problem | ||
| 4/7/2025 | Listed for sale | $19,900,000$3,026/sqft |
Source: LINK #43113 Report a problem | ||
| 1/23/2025 | Listing removed | $19,900,000$3,026/sqft |
Source: LINK #42313 Report a problem | ||
| 8/2/2024 | Listed for sale | $19,900,000+290.2%$3,026/sqft |
Source: LINK #42313 Report a problem | ||
| 1/13/2012 | Sold | $5,100,000-3.8%$775/sqft |
Source: LINK #21699 Report a problem | ||
| 8/2/2011 | Listed for sale | $5,300,000-10.2%$806/sqft |
Source: Wallace & Co. Sotheby's International Realty #21699 Report a problem | ||
| 6/29/2011 | Listing removed | $5,900,000$897/sqft |
Source: Tea Lane Associates Report a problem | ||
| 3/18/2011 | Listed for sale | $5,900,000$897/sqft |
Source: Tea Lane Associates Report a problem | ||
| 1/10/2011 | Listing removed | $5,900,000$897/sqft |
Source: Tea Lane Associates Report a problem | ||
| 9/2/2010 | Listed for sale | $5,900,000$897/sqft |
Source: Tea Lane Associates Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $35,387 +7.1% | $13,353,500 +3% |
| 2024 | $33,048 +9.3% | $12,960,000 +8% |
| 2023 | $30,227 +12.1% | $11,994,900 +34.8% |
| 2022 | $26,965 -7.6% | $8,899,184 +0.1% |
| 2021 | $29,171 -2.1% | $8,893,534 |
| 2020 | $29,793 +3.8% | $8,893,534 +19.9% |
| 2019 | $28,696 +2.4% | $7,415,000 +2.4% |
| 2018 | $28,028 +15% | $7,242,300 +5.5% |
| 2017 | $24,377 +2.4% | $6,866,700 +4.4% |
| 2016 | $23,804 +58.6% | $6,575,600 +52% |
| 2015 | $15,012 +36.8% | $4,326,300 +45.9% |
| 2014 | $10,974 -28.4% | $2,966,000 -31.3% |
| 2013 | $15,325 +3.7% | $4,316,900 +0.2% |
| 2012 | $14,785 -14.2% | $4,310,400 -15% |
| 2011 | $17,236 +10% | $5,069,300 |
| 2010 | $15,664 +4.5% | $5,069,300 -1.6% |
| 2009 | $14,985 +6.6% | $5,149,600 |
| 2008 | $14,058 +2.7% | $5,149,600 +7.3% |
| 2007 | $13,682 +1.6% | $4,800,600 +8% |
| 2006 | $13,465 +10.9% | $4,444,000 +11.6% |
| 2005 | $12,145 +3% | $3,982,100 +18.6% |
| 2004 | $11,788 +23.1% | $3,358,300 +29.1% |
| 2003 | $9,574 +0.7% | $2,601,500 +40.7% |
| 2001 | $9,505 +4.9% | $1,849,200 +27.3% |
| 2000 | $9,064 | $1,452,500 |
Find assessor info on the county website
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