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
For sale
$19,900,000
33 Boldwater Rd, Edgartown, MA 02539
5beds
6,577sqft
Est.:
Single Family Residence
Built in 2015
9.1 Acres Lot
$-- Zestimate®
$3,026/sqft
$167/mo HOA
What's special
Stone guesthouseGeothermal and solar panelsDistant ocean viewsContemporary and modern featuresStone main house
- 261 days |
- 3,538 |
- 147 |
Zillow last checked: 8 hours ago
Listing updated: November 20, 2025 at 08:10pm
Listed by:
Deb Hancock,
Hancock Real Estate
Source: LINK,MLS#: 43113
Tour with a local agent
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, 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.
- Flooring: 2
- Basement: Partial full basement with wine cellar, refrigerator and freezer. 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
Property
Parking
- Parking features: Plenty
Features
- Exterior features: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, DdBch, Cov
- Has view: Yes
- View description: Pond, D/Oc
- Has water view: Yes
- Water view: Pond,D/Oc
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 9.1 Acres
- Features: See listing broker for details, Spacious with pollinator gardens
Details
- Additional structures: Garden shed with sink. Enclosed blueberry grove and half basketball court.
- Parcel number: 39
- 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: Boldwater Road, Tennis Ct and pond access maintenance
- HOA fee: $2,000 annually
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $3,026/sqft
- Tax assessed value: $13,353,500
- Annual tax amount: $35,387
- Date on market: 4/7/2025
- Listing agreement: E
Estimated market value
Not available
Estimated sales range
Not available
$8,976/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 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 | ||
Public tax history
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% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$117,109/mo
Principal & interest
$101685
Property taxes
$8292
Other costs
$7132
Climate risks
Neighborhood: 02539
Nearby schools
GreatSchools rating
- 7/10Edgartown Elementary SchoolGrades: PK-8Distance: 2.7 mi
- 5/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 4.2 mi
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