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Surfside- 42 Skyline Drive

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Enter the shell driveway of this beautifully appointed 2-acre Surfside estate, where elegant beach charm meets modern amenities that cater to every discerning buyer. This custom-designed property boasts 8 bedrooms and 7 1/2 bathrooms, including a main house and a 2-bedroom carriage house with a 2-bay garage, all meticulously maintained and bathed in natural light and comfort.
Enjoy top-of-the-line stylish finishes across three floors, marble bathrooms, and a spacious finished basement complete with a bar and gym. Outside, a manicured expansive lawn surrounds a 16' x 30' heated pool, pergola, wood-burning brick fireplace, built-in grill, cabana with a wet bar, fridge drawer, and an enclosed outdoor shower. An 8x10 garden shed completes the picture of perfection.

Surfside- 42 Skyline Drive placeholder

Additional Details

Eat in Kitchen, dining and living. Gas fireplace. Cozy den. Powder room in the hallway. Oak flooring. Access out to back deck overlooking grounds. Laundry. Beautiful primary bedroom en suite with tub. Gas fireplace and doors to the outside deck. Large walk in closet with lots of built in drawers and cupboards. Additional bedroom on first floor with Twin beds ensuite.

Hallway to a spacious bedroom with King bed ensuite. Bedroom with 3 twins ensuite.

Walk out basement. Large sunny living area custom lighted built ins and bar seating for 4. Refrigerator drawers, Ice maker, Gym, Two Bedrooms ensuite.

A true entertainer's haven. The outdoor space is large and lush, a heated pool surrounded by blue stone patio. A custom woodburning fireplace with a built in gas bbq grill. A pool cabana with bar seating. Lots of shelving and a Thor drinks fridge drawer for cold pool refreshments. This property provides the best that summer living has to offer. There is plenty of room for a tennis or pickleball court.

Property Information

  • 18
  • 8
  • 7
  • 2
  • 1.89 acres
  • 1994
  • 2021
  • LUG2
  • Potential
  • Well
  • Septic Tank
  • None, Pastoral
  • -
  • 3

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listing property icon Property

  • Central A/C
  • Insulation
  • Irrigation
  • Outdoor Shower

listing outdoor icon Outdoors

  • Deck
  • Garden
  • Gym
  • Private Pool
  • Patio
  • Porch
  • Yes
  • Yes

listing household icon Household

  • Cable
  • GFHW
  • Wolf
  • Electrolux


Google Map of 42 Skyline Drive, Nantucket, MA, USA



This family-friendly part of the island offers traditional, easy summer living with popular beaches, snack shacks, shuttle services to town and a sandy coastline ideal for kicking back and catching some sun. This neighborhood also has a three-mile bike path…

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Surfside- 42 Skyline Drive


  • 8 Beds
  • 7 + 2 half baths
  • 1.89 acres

Listing History

Surfside- 42 Skyline Drive

Property Type: Single-Family
Surfside- 42 Skyline Drive Image

Surfside- 42 Skyline Drive

Property Type: Single-Family
Surfside- 42 Skyline Drive Image

Surfside- 42 Skyline Drive

Property Type: Single-Family
Surfside- 42 Skyline Drive Image