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Town- 39 Orange Street & 2 Plumb Lane

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39 Orange Street, a masterclass in architectural ingenuity where stunning renovation seamlessly blends historic charm with modern luxury. This sun-drenched in-town lovingly cared for & maintained home showcases the elegance of a historic stately captain's home combined with the desired amenities of today's discerning buyers. With 7 bedrooms and 8.5 bathrooms in the Main House, along with a one-bedroom guest Cottage @ 2 Plumb Lane this significant property is prominently situated on an oversized lot at the corner of Orange St. and Plumb Lane. Offering approximately 6,000 square feet of living space in the Main House and 460 square feet in the Private Cottage/Party Barn. The craftsmanship and attention to detail throughout the home are remarkable, with high ceilings, exquisite moldings, antique king pine original floors, multiple fireplaces and a wine cellar among the features that add to its allure. The finished basement provides additional space for recreation or relaxation. Located in Nantucket's highly sought after Historic District, this property offers off-street parking and substantial room to grow with remaining ground cover. Its coveted location on upper Orange Street provides both privacy and proximity to downtown Nantucket - an opportunity for those looking for a Completely Restored Historic deliverable Luxury Island Asset with the Incredible Upside of 2 Plumb's Optionality

Town- 39 Orange Street & 2 Plumb Lane placeholder

Additional Details

Outstanding Front Entryway from Orange Street opens to an expansive hallway - leading to wood paneled living area or library fireplace w/ additional 1/2 bath, a large scale formal dinning room w/ fireplace, A large family room, full chef's kitchen with bar/counter stools in addition to a a built in kitchen eating/gathering area with another fireplace - 2 additional side entrances one off of the kitchen to a covered porch the other from Plumb Lane with mudroom, laundry & another half bath.

Beautifully Restored Original staircase leads to Master Suite w/ fireplace, 2 large scale guest rooms w/ full finished marble baths, and 2 more bedrooms which share a bath shower & tub & an additional laundry area.

Antique Ladder / Stairs bring you to another extensive sleeping loft with Access to Widows walk - where one can enjoy the vistas of town, the harbor from your roof deck

Fully finished Areas - replete w/ wine cellar - oversized great room & 2 large sized & light filled bedrooms each with full large scaled marble baths all w /9 foot ceilings.

Existing Cottage Tucked away off of Plumb Lane - possesses exceptional potential to renovate, re-imagine & expand this 1830's jewel box w/ more than 1, 350 sq. ft of ground cover remaining.

Property Information

  • 14
  • 8
  • 7
  • 2
  • 0.2 acres
  • 1830
  • 2012
  • ROH
  • Potential
  • Town
  • Town
  • Distant Harbor
  • Distant Harbor,
  • Concrete/Brick
  • Antique Pine - authentic original large plank -

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listing property icon Property

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

listing outdoor icon Outdoors

  • Deck
  • Garden
  • Porch
  • No Record or Known, Front and Side Lawn on Plumb Street lined w/ mature hydrangea behind picket
  • Yes - Large Block Paved Herringbone Brick Drive located on Plumb accomodating parking for 2 oversized vehicles

listing household icon Household

  • Cable
  • GFHA
  • Wolf
  • Bosch (2 Laundry Areas)


Google Map of 39 Orange Street & 2 Plumb Lane, Nantucket, MA, USA



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…

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Town- 39 Orange Street & 2 Plumb Lane


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

Listing History

Town- 39 Orange Street & 2 Plumb Lane

Property Type: Single-Family
Town- 39 Orange Street & 2 Plumb Lane Image