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33 Boldwater Road

$19,900,000

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Single Family Residence in South Shore, Edgartown

5 bedrooms

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6 bathrooms

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6577 SqFt

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9.1 acres

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MLS #44437

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.

Property highlights

Unfurnished

Water Views

Garden

Patio

Private Pool

Tennis Court

Gym

Private Beach

Association Beach

Public Beach

Property Details

Association Fee:
2000
Association Fee Includes:
Association roadtennis and pond access
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
Flooring:
Foundation Types:
Poured Concrete
Frontage Type:
Waterfront
Heating:
Other
Interior Features:
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.
Link MLS Comments:
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.
Lot Features:
See Listing broker for detailsSpacious with pollinator gardens, blueberry grove and sandy pond beach
Parking Features:
Plenty
Possible Use:
Assessed Building Value:
7608000.00
Assessed Land Value:
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
Phone number
(508) 696-7777

Property Location

©2022 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Hancock Real Estate.