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        • Madaket
        • Madequecham
        • Miacomet
        • Mid Island
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        • Monomoy
        • Muskeget
        • Nashaquisset
        • Naushop
        • Pocomo
        • Polpis
        • Quaise
        • Quidnet
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        • Shimmo
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        • Brant Point
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        • Dionis
        • Eel Point
        • Fisher's Landing
        • Hummock Pond
        • Madaket
        • Madequecham
        • Miacomet
        • Mid Island
        • Middle Moors
        • Monomoy
        • Muskeget
        • Nashaquisett
        • Naushop
        • Pocomo
        • Polpis
        • Quaise
        • Quidnet
        • Sandpiper Place
        • Sconset
        • Shawkemo
        • Shimmo
        • South of Town
        • Squam
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        • Tom Nevers
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        • Tuckernuck
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      • Airport
      • Brant Point
      • Cisco
      • Cliff
      • Dionis
      • Eel Point
      • Fisher's Landing
      • Hummock Pond
      • Madaket
      • Madequecham
      • Miacomet
      • Mid Island
      • Middle Moors
      • Monomoy
      • Muskeget
      • Nashaquisset
      • Naushop
      • Pocomo
      • Polpis
      • Quaise
      • Quidnet
      • Sandpiper Place
      • Sconset
      • Shawkemo
      • Shimmo
      • South of Town
      • Squam
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          • Hummock Pond
          • Madaket
          • Madequecham
          • Miacomet
          • Mid Island
          • Middle Moors
          • Monomoy
          • Muskeget
          • Nashaquisett
          • Naushop
          • Pocomo
          • Polpis
          • Quaise
          • Quidnet
          • Sandpiper Place
          • Sconset
          • Shawkemo
          • Shimmo
          • South of Town
          • Squam
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        • Cliff
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        • Hummock Pond
        • Madaket
        • Madequecham
        • Miacomet
        • Mid Island
        • Middle Moors
        • Monomoy
        • Muskeget
        • Nashaquisset
        • Naushop
        • Pocomo
        • Polpis
        • Quaise
        • Quidnet
        • Sandpiper Place
        • Sconset
        • Shawkemo
        • Shimmo
        • South of Town
        • Squam
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        • Wauwinet
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(508) 228-6999

69 South Shore Road, Nantucket, MA 02554

$4,595,000

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  • 6 BedBeds
  • 5.5 BathBaths
  • 4,200 SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 93219
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Property Description 69 South Shore Road, Nantucket, MA 02554

Set on over two acres in an exceptional South Shore location, this special property offers a rare combination of refined design and close proximity to some of Nantucket's most beautiful south shore beaches. Protected Land Bank land borders the entire southern property line, ensuring a permanently preserved backdrop and direct access to a walking trail leading to the ocean. The property has been thoughtfully transformed, featuring a completely redesigned four-bedroom main residence alongside a newly constructed two-bedroom guest house and two car garage by well-respected builder Steve Cheney. Surrounded by mature landscaping and lush gardens, the grounds are designed for effortless outdoor living with expansive lawn areas, a bocce court, fire pit, and a future pool site. Both homes feature whole-house central air conditioning, while a highly efficient solar array significantly offsets electrical costs. The property also offers ample off-street parking, and partial water views from the finished upper level and widow's walk. Beautifully curated grounds and two impeccably finished homes combine to create a rare turnkey family compound in an exceptional island setting.

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The first floor offers three well-appointed guest bedrooms, two full bathrooms, and a dedicated laundry room. At the heart of the level is a beautifully designed family room featuring custom built-ins and inviting gathering spaces, creating the perfect retreat for family and guests alike.

Designed to maximize natural light and elevated views of the surrounding landscape, the second floor features an open-concept kitchen, living, and dining area ideal for everyday living and entertaining. A private office provides a quiet workspace, while the spacious primary suite offers a luxurious ensuite bathroom and peaceful separation from the guest accommodations below. The finished upper level provides approximately 800 square feet of versatile living space, ideal as a media room, playroom, home office, or overflow accommodations. From this level and the widow's walk, enjoy partial water views overlooking the South Shore.

The full-height lower level offers abundant storage and outstanding potential for future customization, providing ample space for additional living amenities, recreation, or wellness areas.

Area

With close proximity to Town and one of the most well known beaches on the island, Surfside is a popular area for year-round and seasonal residents. This family-friendly area offers bike paths, soft sand beaches, places to explore and more. Being nearby to all Mid Island shopping and dining is a plus and with Cisco and Hummock Pond not far either there are lots of options for activities. From modest homes to large family estates, there are ample options for all.

  • 2.3 miles to Town
  • Surfside Beach is one of the most popular beaches on the island for all ages. It's ocean surf and wide soft sand provides everything you could want for a day at the beach.
  • Nobadeer Beach is a popular spot amongst the younger crowd and a great spot for surfing or plane spotting as they land and take off from the airport.
  • Between Surfside and Nobadeer beaches there are several small parking areas and beach entry spots for a quieter day by the sea.
  • The Surf at Surfside beach whips up traditional fare for Breakfast, Lunch and Dinner. From breakfast sandwiches to burgers, salads and more. Take your order down to the beach or sit at one of their picnic tables.
  • Brix Wine shop is located just off Surfside Road and offers a great nearby location to peruse their vast wine selection.

community

Property Details

  • Property Type: Single Family
  • List Date: 07/10/2026
  • Year Built: 2003
  • Year Renovated: 2020
  • Area: Surfside
  • Zoning: LUG2
  • Beds: 6
  • Full Bath: 5
  • Half Bath: 1
  • Total Baths: 6
  • Annual Taxes: $10,896.00
  • Tax Year: 2026
  • Water Frontage: No
  • Water Views: No
  • Other Views: Distant Ocean, Pasture
  • Water: Well
  • Sewer: Septic Tank

Amenities

Interior FeaturesInterior Features
  • Furnished: Furnished
  • Heat: GFHA
Exterior FeaturesExterior Features
  • Private Pool: No
  • Community Pool: No
  • Private Tennis: No
  • Community Tennis: No
  • Hot Tub: No
  • Parking: Ample off-street parking
Other StructuresOther Structures
  • This newly constructed guest house offers exceptional craftsmanship and modern finishes throughout. The residence includes two bedrooms, two full bathrooms, and an open kitchen and living area that is ideal for hosting family and friends or accommodating extended stays. Two oversized garage bays are thoughtfully integrated below, providing generous storage for vehicles, beach gear, and island essentials.

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    This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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