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2 Boldwater Road, Edgartown single family home — photo 1 of 50
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2 Boldwater Road

541Sleeps 10

Edgartown

$27,500 – $28,000 per week

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2 Boldwater Road

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Located in the exclusive Boldwater Association with access to a private association beach and tennis courts, this beautiful compound features a newly renovated 5-bedroom main house and a heated swim spa with an integrated hot tub.  A long tree-lined driveway leads to this stunning retreat where you and your guests can enjoy the grounds - 9 idyllic acres of land, bordered by the state forest and conservation land. This vacation home is ideally sited to ensure peace and privacy and offers exceptional indoor/outdoor living space with a private pickleball court complete with a sound system. Adjacent to the pickleball court is the newly built 1500 SF “Pickleball Pavilion” with kitchenette, firepit, dramatic kiva fireplace, bathroom, sauna, 85” outdoor tv, and outdoor shower.

The main house was fully renovated in 2021, with exceptional attention to detail. Expansive windows facing south, taking advantage of the natural light and maximizing sunlight throughout the day. Glass doors open onto a back patio where you can enjoy the warm Vineyard air and a refreshing drink.

From the wrap-around porch, the gracious front entry leads you down a hallway to the main living space. The open first-level floor kitchen, informal dining area, and family room benefit from the orientation of the home, allowing for spacious, bright, and airy living spaces. This property features a chef's kitchen with an expansive kitchen island, a 48" in Professional range, dual oven steam oven, 60" refrigerator/freezer, and the convenience of two dishwashers. While there are multiple living areas throughout this home, the beautiful bar area, family room and screened-in porch directly off of the kitchen provides a perfect space for your family or guests to mingle.A formal dining area, as well as a theatre room with comfortable seating, completes the first level of this three-level home.

There are five well-appointed bedrooms on the second level. A primary bedroom with a King bed and an ensuite bathroom with a glass-enclosed shower. There is a second bedroom with a King bed and an ensuite bathroom. Two additional guest bedrooms, one with a King bed and the other with a Queen bed share a hallway bathroom. The final bedroom has a Twin over Full Bunk bed.

The ultimate game room on the lower level has a large home theatre, a ping-pong table, bumper pool, and foosball tables, creating a laidback space for guests to unwind after a day at the beach.

Wallace & Co. Sotheby’s International Realty attempts to accurately represent the Premises to the best of our ability. Our information is deemed reliable but not guaranteed. Opinions as to the condition of the Premises vary from individual to individual and are very subjective. We highly recommend that you personally view the property before signing the lease to verify the information in the advertised listing sheet. Be aware that numerous types of molds occur naturally on Martha’s Vineyard; some people may be sensitive to and have allergic reactions from the same. Any house built prior to 1978 may contain lead paint.

Bedrooms

Bedroom 1

Second Level: King Bed, Private Bath

Bedroom 2

Second Level: King Bed, Private Bath

Bedroom 3

Second Level: King Bed, Shared Bath

Bedroom 4

Second Level: Queen Bed, Shared Bath

Bedroom 5

Second Level: Twin over Double Bunk Bed, Shared Bath

Amenities

Featured Amenities

  • Beach - Association
  • Lawn / Garden Area
  • Pool - Heated
  • Outdoor Shower
  • Tennis - Association Courts
  • AC - Central Air
  • Guest House

Indoor Amenities

  • Finished Basement
  • Fireplace
  • Home Office / Study
  • Sauna
  • Skylights
  • Wet Bar

General

  • Hair Dryer
  • Washer/Dryer

Nearby Attractions

  • Hiking Trails

Kitchen And Dining

  • Bakeware
  • Blender
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Food Processor
  • Lobster Pot
  • Microwave
  • Mixer
  • Oven/Stove
  • Toaster
  • Wine Fridge

Entertainment

  • Copier
  • Media Room
  • Wireless Internet
  • Pool Table
  • Surround Sound System
  • TV - Cable

Outdoor Amenities

  • Beach Chairs
  • Beach Toys
  • Driveway Parking
  • Patio
  • Screened Porch
  • Grill - Gas
  • Kayak(s)
  • Outdoor Furniture
  • Pool House
  • Yard Games

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October 2026

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Rates & Availability

May 2027 – August 2027

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Available BookedCheck-out day — available from middayCheck-in day — available until the afternoon

Rates and availability are subject to change and may not be current. Published rates do not include local & state taxes. Please contact your Wallace & Co. Sotheby’s International Realty agent to confirm current rates and availability.

$27,500 – $28,000 per week

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Location

Edgartown

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