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$1,199,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,144 SqFt Days Listed: 82
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

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.

$1,220,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,368 SqFt Days Listed: 118
-5.79% ($75,000) 1 Price Change : Last Change 66 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

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.

$1,299,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 2,392 SqFt Days Listed: 468
-25.77% ($451,000) 4 Price Changes : Last Change 142 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

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.

$1,325,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 31
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

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.

$1,350,000
Little Torch Key
Jolly Roger Estates   - MM: 28.00
4 Bed, 4 Baths, 2,512 SqFt Days Listed: 31
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Other

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!

$1,399,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,820 SqFt Days Listed: 178
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 56ft.

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!

$1,399,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 133
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

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.

$1,895,000
Little Torch Key
Mates Beach   - MM: 28.50
4 Bed, 4 Baths, 2,120 SqFt Days Listed: 397
-13.86% ($305,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home scheduled for completion in early 2025! Discover luxury living in this coastal haven. Boasting CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home is the epitome of modern elegance and coastal charm that boasts over 4,400 sq. ft of finished interior & exterior luxury! Step inside to be greeted by a beautiful, upscale kitchen featuring stainless steel appliances, shaker cabinets, & quartz countertops. The stunning floating staircase & porcelain tile flooring throughout the interior add to the homes contemporary allure. Open living spaces are designed for seamless entertaining & relaxation, with large windows that flood the interiors with natural light & provide picturesque views.This Green Certified home is equipped with (3kw) solar panels, water cistern, & grey water reuse system, showcasing a commitment to sustainability & environmental consciousness. Enjoy this Smart Home with the convenience of WiFi-controlled lighting, along with luxury fixtures that elevate the living experience. Grillers will love the outdoor kitchen equipped with a 48 grill, side burner, sink, refrigerator, & ice machine.There is an 11 person a Swim Spa in the back to dip in or take a swim after a day on the boat. Outdoor enthusiasts will appreciate the 50 concrete seawall, offering easy access to the pristine boating waters of the Florida Keys. Approx. 1200 sq ft of expansive terraces to enjoy the tropical breezes, outdoor living is taken to new heights. This exceptional property also features a garage & downstairs storage. This home presents a rare opportunity to own a new luxury residence in one of the most desirable locations in the Florida Keys. Dont miss your chance to experience the epitome of coastal luxury living - call today to schedule your showing! With ROGO permits coming to extinction in the Keys soon, lock in todays pricing! *Please Note - Renderings are for il

$1,999,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,998 SqFt Days Listed: 59
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Ra

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.

$2,599,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
2 Bed, 2 Baths, 1,153 SqFt Days Listed: 30
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

This beautifully located property, situated on the tip of Little Torch Key oceanside at the end of Jolly Roger Drive, offers the ultimate island living experience. With breathtaking views from every vantage point, this 2-bedroom, 2-bath concrete home sits on a spacious 16,400 sq ft lot surrounded by water on 3 sides. Relax on the large patio and watch stunning sunrises or enjoy the endless views of the open water from the living and dining areas through the wall of glass doors. This property also features a 100 dock with a 15,000lb and 6000lb boat lift and an adjacent shed with electricity, perfect for all your boating needs. Additionally, there is an RV hookup with sewer and water for added convenience. Enjoy the local wildlife, including Key Deer, pelicans, porpoise, ospreys, and seagulls, or take a short boat ride to visit nearby islands and some of the best fishing and diving spots in the world. And if you ever decide to build a larger stilted home, the ROGO exemption is already in place. Dont miss this opportunity to live your dream in paradise and take advantage of this rare find.

$3,200,000
Little Torch Key
Windward Beach Estates   - MM: 28.50
3 Bed, 3 Baths, 1,636 SqFt Days Listed: 144
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Feel the Barefoot Elegance upon entering this gulf front estate, perfectly situated on two expansive open-water lots totaling 16,890 square feet for privacy. Immerse yourself in a tropical paradise featuring meticulously landscaped gardens adorned with lush greenery, rare orchids, mature palms, all professionally designed and fully irrigated. A sandy beach area invites you to launch kayaks and paddleboards. Tasteful landscape and underwater lighting creates a serene, magical ambiance at dusk. This boaters dream property is equipped with a 16,000-lb boat lift, electric, fresh water, a lighted fish-cleaning station, and swim ladder for ultimate convenience. The outdoor Tiki kitchen is perfect for cooking your fresh catch or simply relaxing with a cold beverage. Here, meals are more than just food, they are celebrations of the seas bounty, shared under the golden sunset of the Florida Keys sky. Enjoy year-round outdoor living with a heated and chilled pool, a newly screened-in dining area, and an enclosed outdoor shower featuring both hot and cold water. Inside, the home offers 3 bedrooms and 2 baths with an inviting open-concept design that showcases vaulted wood ceilings and panoramic water views. The heart of the home is a stunning custom kitchen by Hansen & Bringle of Key West, where no detail has been overlooked. Additional recent upgrades include updated central AC and mini-split units, new Tiki kitchen appliances including grill, sink, and refrigerator. A professional irrigation and lighting system, freshly painted interior and exterior. New screened-in dining area on the lower level. Conveniently close to Picnic Island, Content Keys, American Shoal and Looe Key. This home is perfectly positioned for boating adventures as well as the convenience to grocery stores and amenities. Whether youre entertaining or enjoying some well deserved peaceful solitude, this Little Torch Key estate offers a lifestyle like no other.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-01-2025.
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