33 Boldwater Road
$19,900,000
South Shore, Edgartown, MA 02539
Recently Listed
1 / 19
5 beds
6 baths
16 rooms
6,577 SqFt
MLS #44437
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 highlights
Unfurnished
Water Views
Garden
Patio
Private Pool
Tennis Court
Gym
Private Beach
Association Beach
Public Beach
Property Details
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- 2000
- Association roadtennis and pond access
- 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.
- 1
- Poured Concrete
- Waterfront
- Other
- A,AC,Ins,Irr,Media,OShFloor 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.
- Please be aware security cameras are in use on property. No Drive-bys, please call broker to show. Owners in residence, 24 hour notice is necessary, 48 hours preferred. Buyers Brokers must be present at all showings with their buyer clients. Thank you in advance for your cooperation. DISCLOSURE: Tesla Charger is not included in the sale.
- See Listing broker for detailsSpacious with pollinator gardens, blueberry grove and sandy pond beach
- Plenty
- 7608000.00
- 5208711.00
Price History
May 07, 2026
$19,900,000
Tax Information
This property was most recently assessed in 2026. It has been assessed at a value of $12,816,711.
Contact an Agent
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Property Location
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