Jolly Roger Estates (28.5) Homes with Conventional Finance Terms

Jolly Roger Estates (28.5) Homes with Conventional Finance Terms

Welcome to Jolly Roger Estates, a hidden gem nestled in the heart of Little Torch, Florida, within the picturesque Monroe County. This charming subdivision offers a unique blend of tranquility and coastal living, making it an ideal destination for those seeking a serene escape from the hustle and bustle of everyday life.

Jolly Roger Estates boasts a variety of homes that cater to diverse lifestyles and budgets, with many properties available under conventional financing terms. This accessibility allows potential homeowners to realize their dream of owning a slice of paradise without the complexities often associated with purchasing real estate in coastal areas.

As you explore this delightful community, you'll discover beautifully designed homes that feature modern amenities and spacious layouts, perfect for families or those looking to retire in comfort. The lush landscapes and friendly atmosphere create an inviting environment, where neighbors become friends and memories are made.

Living in Jolly Roger Estates means embracing the Florida lifestyle to its fullest. With nearby access to stunning beaches, crystal-clear waters, and an array of outdoor activities, residents can enjoy fishing, boating, and sun-soaked afternoons right at their doorstep. The community is also conveniently located near local shops, restaurants, and attractions, ensuring that everything you need is just a short drive away.

Whether you're searching for a vacation home or a permanent residence, Jolly Roger Estates offers the perfect blend of coastal charm and modern convenience. Dive into your new life in Little Torch and experience the magic of Florida living today!

Newest Jolly Roger Estates (28.5) Homes with Conventional Finance Terms

$894,000
3 Beds ⋅ 2 Baths ⋅ 620124 MLS
MOTIVATED SELLER! Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street--an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef. Just 24 miles from Key West, this exceptional property delivers the perfect blend of island tranquility and convenient access to dining, entertainment, and amenities--an ideal full-time residence, second home, or investment in the Florida Keys lifestyle.

437 Pirates Rd, Little Torch
$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
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 619055 MLS
Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures. Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will appreciate the dock and 14,000-lb boat lift, providing easy access for larger vessels. Whether you're seeking a full-time residence or a luxury island retreat, this home delivers the perfect blend of comfort, boating, and relaxed Keys living.

845 Pirates Rd, Little Torch
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