Compare Listings

PROPERTIES Off Market

Town- 85 & 85R Orange Street

$10,995,000
May 15 2026
Request Information Email To A Friend
close

An exceptional in-town compound, now fully completed and ready for summer occupancy. Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new construction, historic charm, and income-producing potential—all just moments from downtown Nantucket and the Great Harbor Yacht Club. The main residence, a spacious 5-bedroom, 4.5-bath home by Oak Development, has just been completed and showcases high-quality craftsmanship and carefully curated finishes throughout. Designed with both comfort and style in mind, the home is move-in ready for immediate enjoyment this summer. A widow’s walk with easy access crowns the home, offering exceptional water views and a perfect perch to take in Nantucket’s coastal beauty. On the adjoining lot, a delightful 3-bedroom, 2.5-bath cottage and a separate studio with full kitchen, bath, and loft provide versatile space for guests, extended family, or rental income. Thoughtfully sited and surrounded by inviting outdoor areas, the multiple dwellings create a private, multi-structure retreat. With its premier location just a short stroll to Nantucket’s vibrant shops, celebrated restaurants, and scenic waterfront, 85 Orange Street offers endless potential—whether envisioned as a private estate, multi-generational compound, or exceptional investment property.

Town- 85 & 85R Orange Street placeholder

Additional Details

Entering through the front door, to your left is a first-floor ensuite bedroom, ideal for guests or convenient one-level living. Straight ahead, a handsome study with a wet bar opens to a private bluestone patio, perfect for relaxing or entertaining outdoors. To the right of the entry is a generous family room, while a powder room is tucked neatly beneath the staircase. Continuing forward, the home unfolds into a spacious open-concept living, dining, and kitchen area that serves as the heart of the house. A well-equipped mudroom with laundry and an adjoining pantry complete this thoughtfully designed first floor.

The second floor features Four comfortable bedrooms, including two ensuite rooms. The spacious primary suite boasts vaulted cathedral ceilings, a large walk-in closet, and a beautifully appointed bathroom. Two of the guest bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus room with hall bath serves as an over flow room, playroom, family room or den. A conveniently located second-floor laundry completes this level.

The finished third floor offers flexible space for additional sleeping, recreation, or a home office. From here, a stairway leads to the widow’s walk, where panoramic views of Nantucket Harbor provide a stunning vantage point and a true island experience.

Property Information

  • 17
  • 9
  • 8
  • 2
  • 0.12 acres
  • 1850
  • 2025
  • ROH
  • Existing
  • Town
  • Town
  • Distant Harbor
  • Distant Harbor, Res
  • block/poured concrete
  • Oak

Amenities

listing property icon Property

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

listing outdoor icon Outdoors

  • Patio
  • yes
  • yes

listing household icon Household

  • Cable
  • Electric
  • Wolf
  • LG

Location

Google Map of 85 & 85R Orange Street, Nantucket, MA, USA

NEIGHBORHOOD

Town

Historically preserved and simply beautiful, downtown Nantucket can be equated to nowhere else in the world. This is the heart of the island, replete with original cobblestone streets, waterfront restaurants and charming grey-shingled shops. Many of the stunning homes abut…

wave beach icon
tower town icon

Request More Information

Town- 85 & 85R Orange Street

$10,995,000

  • 9 Beds
  • 8 + 2 half baths
  • 0.12 acres

Listing History

Town- 85 & 85R Orange Street

Property Type: Single-Family
$10,995,000
Town- 85 & 85R Orange Street Image