Jolly Roger Estates (28.5) Homes with Other Roof

Welcome to Jolly Roger Estates, a hidden gem nestled in the picturesque Little Torch Key, Florida, within the enchanting Monroe County. This charming subdivision, spanning 28.5 acres, offers a unique blend of tranquility and adventure, making it an ideal haven for both families and retirees alike.

Jolly Roger Estates is renowned for its captivating waterfront views, where the gentle lapping of the ocean meets the vibrant hues of sunset. The community is characterized by its diverse architectural styles, featuring homes with distinctive roofs that add character and charm to the neighborhood. Whether you’re seeking a cozy coastal cottage or a modern retreat, Jolly Roger Estates has something to suit every taste.

As you explore this idyllic community, you'll discover an array of outdoor activities at your fingertips. From boating and fishing to kayaking and paddleboarding, the surrounding waters provide endless opportunities for adventure. The nearby beaches are perfect for sunbathing, beachcombing, or simply enjoying the serenity of island life.

In addition to its natural beauty, Jolly Roger Estates is conveniently located near local shops, restaurants, and entertainment options, ensuring that residents have everything they need close at hand. The friendly atmosphere and sense of community make it easy to forge lasting friendships with your neighbors.

Experience the magic of island living in Jolly Roger Estates, where every day feels like a vacation. Come discover the perfect blend of relaxation and recreation in this delightful Little Torch Key community, and make your dream home a reality!

Newest Jolly Roger Estates (28.5) Homes with Other Roof

$1,250,000

2 Beds ⋅ 2 Baths ⋅ 619868 MLS

Location, location, location. This home has stunning sunrise and ocean views from this one- of-a kind Open Water property. Picture perfect views from theFrench Doors off of the living room leading onto a sprawling deck overlooking the turquoise water. This home has a pool and is a spacious 2 Bedroom 1.5 Bath with a loft. Dock with 7,000lb. boat lift and storage enclosure.

257 La Fitte Rd, Little Torch

$2,100,000

5 Beds ⋅ 4 Baths ⋅ 619117 MLS

Pre-Construction Luxury Home | Jolly Roger Estates Introducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage area--perfect for all your boating and outdoor gear. The property will feature a 10' x 23' swimming pool with an integrated jacuzzi, outdoor kitchen, and a TPO roof with a rooftop observation deck, ideal for taking in open water views, sunsets, and the surrounding Keys landscape. For boating enthusiasts, this home checks every box. The property will feature a 60' x 8' composite dock equipped with a 10,000-pound boat lift, set along deep, clear, flow-through canals with approximately 4 feet of draft-providing excellent accommodation for larger vessels and quick, easy ocean access with no bridges. Built with sustainability in mind, this Green Build Certified home includes features such as solar panels and a 1,000 gallon cistern, offering long-term value and reduced environmental impact. Conveniently located less than 5 minutes from restaurants, grocery stores, and shopping, and just 30 minutes from Key West, this property delivers the perfect balance of privacy, accessibility, and upscale waterfront living.

662 Blackbeard Rd, Little Torch

Start Your Search