Jolly Roger Estates Homes for Sale, Little Torch Key, Florida Keys

Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, free-flowing canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence features three bedrooms and two bathrooms with refined details such as crown molding, tray ceilings, tile showers, and an open-concept living area. A new metal roof was installed in 2018, and the home is fully equipped with impact-rated windows and doors for peace of mind. Enjoy added privacy and nightly sunset views over the pristine salt marsh directly across the street. Boaters will appreciate the excellent access to both the ocean and the bay, with a private dock on clear water that includes a 7k side lift boat elevator. The spacious lot provides a large driveway, double covered parking for multiple vehicles, and space for a boat trailer. Downstairs, a full concrete pad and enclosed anglers room offer the perfect setup for storing fishing gear and water toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful waterfront community on the Atlantic side of Little Torch Key. Known for its palm-lined streets and tranquil setting, the neighborhood offers direct access to Pine Channel and world-class boating, fishing, and diving at Looe Key Reef. Just 24 miles from Key West, the area offers the perfect balance of island serenity and easy access to vibrant city amenities.

Look no further for your Florida Keys dream home. This home is located in the highly desirable Jolly Roger Estates on Little Torch Key where fishing and diving are in your backyard.Dont miss out on this rare opportunity! After more than two decades, this spacious waterfront residence is finally available! Featuring a 50-foot boat dock, this large nearly 2400 square foot Canal front home awaits your personal touch!The potential here is immense. Spread across two stories this home is elevated above the base flood level, the majority of the square footage resides on the first floor, boasting an open floor plan. The main level is comprised of a sizable living area with high ceilings, offering stunning canal views and seamlessly flowing into a spacious kitchen. Additionally, two oversized bedrooms and a shared bathroom to complete the first-floor layout.Ascending to the second floor up the hard wood staircase reveals a sprawling primary bedroom and bath, providing ample space and comfort. Exterior-wise, the home has a durable metal V-crimp roof and a wrap-around porch with aluminum railings. Generous storage options are available both within the house and beneath the elevated structure.Convenient parking is provided in both the front and under the house, ensuring ease of access for residents and guests alike. With low-maintenance tropical landscaping and a pea rocked lot, the possibilities are endless.Situated near the end of Doubloon Rd, this residence offers convenient boating access Oceanside, making it an ideal choice for water enthusiasts. Dont hesitate to make this exceptional property your own and embark on a new chapter of waterfront living!

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

2 Bed, 2 Bath Home on Double Lot with Full Seawall & Prime Boating Access Nestled in the serene beauty of Little Torch Key, this 2-bedroom, 2-bathroom home offers the ultimate in waterfront living. Situated on a spacious double lot with a full seawall, youll enjoy peace of mind, privacy, and easy access to some of the best boating in the Florida Keys. The outdoor area is perfect for relaxation or entertaining, featuring a fenced-in yard that provides a secure space for pets or children to play. The propertys private dock ensures you can set sail with ease, while the nearby waters offer incredible fishing, diving, and island-hopping opportunities. Whether youre looking for a year-round residence or a seasonal getaway, this property offers the perfect blend of comfort, outdoors, and boating

Located in Little Torch Key, this 2-Bedroom, 1144 sq ft waterfront home boasts breathtaking open water views offering a front-row seat to mesmerizing sunrises and tranquil ocean breezes. Enter into the bright and airy Great Room where a wall of impact glass windows look out to picture perfect water views. The open Kitchen features top-grade appliances, sleek wood and granite countertops, ample storage and a center cooking island to gather around to take in the amazing ocean views. Morning coffee and evening cocktails are enjoyed on the spacious wrap-around Porch also overlooking the water. The large back yard offers a private outdoor shower, additional storage space and a walkway to the composite dock with davits and deep water ocean access. World-class fishing and diving and spectacular Looe Key are just a short boat ride away. Minutes to shopping and dining with the magic of Key West 30 minutes away. Can come furnished.

This Waterfront 2-bedroom, 2-bathroom Keys Dream Home is designed with an open-concept layout to maximize space and views. The living area flows seamlessly into the dining and kitchen spaces, creating a perfect environment for entertaining guests. Large doors open onto an enclosed balcony allowing for stunning views of the canal. Large Garage! Enjoy the Florida sunshine by the pool, which is surrounded by lush landscaping for privacy. The tiki bar offers a tropical vibe, perfect for outdoor dining or enjoying a cocktail. With 60 ft of dock and 2 boat lifts, this home provides easy boating access to both the Ocean and the nearby Content Keys, making it ideal for sailing, fishing, or simply cruising along the Islands of the Florida Keys, offering a perfect location for water enthusiasts.

Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water. Featuring a spacious layout with multiple outdoor living areas (540 sqft of porches), this property is designed to maximize your waterfront lifestyle. Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood. Whether youre looking for a weekend getaway or a year-round retreat, this is the ultimate location for enjoying all that the Florida Keys have to offer. Built to the latest building code, this home provides peace of mind with robust construction that makes insurance a breeze - the lowest rates possible - around $8000 annually.15,000 pound boat lift, perfect for any kind of boating needs!Seller is a FL licensed real estate agent. Long term rental. Tenant occupied.

Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating investment property. Kitchen updates include stainless steel appliances and granite countertops, making for a wonderful culinary experience. The split floor plan allows for tranquil privacy in both lower bedrooms. The spacious loft overlooks the living area and adds versatility and extra space for family or guests. Structural features include impact doors and windows throughout, and sturdy metal roof. An 80 dock (newly renovated with swim ladder) ensures plenty of room for your boat and there are no bridges to open water, making for a quick trip to world class fishing, diving and Looe Key Reef. Relax and enjoy the clear, clean flow-through canal view from the covered porch or the tiki hut.

Beautifully maintained 3BR/2BA concrete home with new addition featuring vaulted ceilings and modern finishes. Solid concrete construction, metal roof, and impact-rated windows and doors provide outstanding storm protection and peace of mind. All new appliances throughout.Custom-built pool with silver travertine deck, surrounded by lush landscaping and a variety of unique palms, creating a private tropical oasis. Concrete dock with boat lift for a small skiff and space to install a larger lift if desired.Located on a canal with quick 2-minute access to open water--ideal for boating enthusiasts. Combined insurance currently under $8,700/year. A perfect blend of comfort, durability, and coastal living in a prime waterfront location.

Craving space? This Little Torch Key home has a TON of space. Nestled on a wide clean canal at MM28. This home boasts 4 bedrooms all with en-suite baths, walk in pantry, powder room, office, sunroom, and a two story living room. Take in gorgeous sunrise views from your outdoor deck off of the primary bedroom. Enjoy alfresco dining on your screened in porch or float in your salt water heated pool. There is 60 feet of dock space for your boats and water toys. Quick access to open water, both the Gulf and the Atlantic. Just a quick boat ride to Looe Key, American Shoal, and all of the pristine sandbars! Home has a 2 car garage and driveway parking. TONS of storage for all your dive & fishing gear and/or a workshop! This waterfront home wont last long. Call today!

This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch overlooks the oceanside canal. Designed by the renowned Keys architect, Glenn Gray, the air-conditioned living space totals 1820 sq. ft. on two levels with two bedrooms (one with a porch), one bath, washer and dryer on the main level; the primary bedroom with ensuite bath, his and hers closets, and porch with open water and neighborhood views are on the upper level. An oak staircase in the ground-level foyer connects the three levels. Not to be overlooked are two ground level storage rooms, the garage, an impressive outdoor shower and 60 ft. of canal-frontage for your boat(s). Additional features include Hardie plank siding, metal roof, impact resistant windows on the upper level, solar-assisted water heater, and a 2500-gallon cistern for catching rainwater as a supplemental water source for landscaping and washing vehicles. Make this your piece of Keys paradise!

Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful deep boating canal in the Lower Keys. Located in a tranquil, low-traffic neighborhood, this property offers a serene escape with plenty of room to enjoy life at your own pace.Inside the home: - An open, airy floor plan that allows you to spread out and personalize your living space. - A seamless connection between indoor and outdoor living, making the most of the Florida sunshine. - A private pool right outside the door--ideal for relaxing after a day on the water or enjoying the warm weather with family and friends.For those who love life on the water: - Direct access to deep-water canals, making it easy to get out on the water whenever you like. - A 10,000-pound boat lift to keep your boat safely stored and easily accessible. - Spend your days fishing, cruising, or exploring, and then come home to dock your vessel with ease while soaking in the breathtaking waterfront views.Additional highlights: - A lower enclosure with plenty of storage space for all your outdoor gear, tools, and pool toys, helping keep your home organized and clutter-free. - A newly built home that meets the latest construction standards, offering the added benefit of lower insurance costs and enhanced protection against tropical weather.This home perfectly blends comfort and convenience with the quintessential Florida Keys lifestyle. Whether youre lounging by the pool, boating on the canal, or enjoying the peace and quiet of your surroundings, its the ideal place to call home.Coming Summer 2025 - Please note that the current photos are for reference only, as construction is still in progress. Some design selections may be available for customization. Photos are of model home built by builder and do not fully represent this listing. The seller is a licensed Florida real estate agent.

This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325 of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180 deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens to the Chefs Kitchen enhanced with sleek white cabinetry, stainless steel appliances, gas range, wall oven, walk-in pantry and center island for friends and family to gather around. The first floor is also home to a Guest Bedroom and Bath and the Primary Suite featuring a large bathroom, walk-in closet and direct access to the large screened veranda overlooking the water. The 2nd story offers an ensuite Guest Bedroom and Office/Den plus a Porch with amazing 360 degree sunrise to sunset views. Plenty of room for all off your toys with 1,450 sq. ft. of Garage and storage. The 2 additional adjoining lots is the perfect place for a pool, RV and accessories and ensures complete privacy. Storm ready with impact doors and windows and metal roof. Jolly Roger Estates is a small coastal community of waterfront homes just minutes to dining and shopping and the magic of Key West less than 30 minutes away.