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101 CARROLL Street, Islamorada, FL 33036

2 BR , 2 full BA Single Family Home MLS# 564240 ID: 32020640
$4,250,000 Get Rates

Located oceanfront in downtown Islamorada, the historical Gilmore Estate is locally known as the Bay Bourne Houseboat. Situated on 5+ acres, with 300 feet of beach, the Houseboat is an actual 60 foot 1948 Chris Craft with 1 stateroom, 2 baths, a galley kitchen, salon, on the first deck. Top deck consists of a 4-bunk stateroom and private upper deck with wide open ocean views! The Houseboat was originally docked next door at the Cheeca Lodge in the 1960's when Hurricane Donna broke her away from her mooring and left her high and dry on US 1. The Houseboat was found and then rolled on telephone poles back into the place where it sits, permanently anchored today commanding the perfect spot on the beach! The Houseboat was custom built for Baron Conrad Hilton, the hotelier. Rich in history, this estate has entertained many dignitaries including President Harry Truman and President George Bush Sr. President Harry Truman composed much of the Truman Letters from pen and pad while on the boat.

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Location Information near 101 CARROLL Street
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Property Features for 101 CARROLL Street
Market Status
Last Updated
February 15, 2017
Property Type
Single Family Home
Year Built
2 BR
2 full BA
Approx. Lot Size
5.24 Acres
Sq. Feet


  • Range/Oven
  • Refrigerator
  • Oven

Building Features

  • Cooling System: Window Unit(s) A/C
  • Roof: Metal

Exterior Features

  • Parking: Off Street
  • Patio
  • Porch/Deck

Interior Features

  • Floors: Tile


  • Taxes: 25695.3 (2013)

Listing Features

  • Property Type: Residential; Single Family Detached

Lot Features

  • Waterfront

Room Details

  • Additional Areas: Bedroom; Bedroom; Full Bath; Full Bath; Workshop

Type of View

  • Ocean View
  • Water View

Data Provided by Florida Keys Board of Realtors

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Cheri Tindall, Islamorada Real Estate

  • Phone: View Phone Number (305) 664-7661
  • Fax: View Phone Number (305) 664-8719
  • Website: Visit Agent Website

Data Provided by:
Florida Keys Board of Realtors


More information about this $4,250,000 Single Family Home at 101 CARROLL Street

This $4,250,000 Single Family Home at 101 CARROLL Street in Islamorada, FL is offered by Cheri Tindall. This $4,250,000 Single Family Home, located in the 33036 zip code, has the following property features: Oven, Parking, Refrigerator, Taxes. This 101 CARROLL Street Single Family Home, located in Monroe County , is listed under MLS listing number 564240, has 2 beds, 2 baths, and has a listing price of $4,250,000. You can find more of Cheri Tindall's listings by browsing Cheri Tindall homes for sale at, or even more ISLAMORADA homes for sale here.