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

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Total Listings 13
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$775,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 35
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Nestled in the serene setting of Little Torch Key, this 2-bedroom, 2-bathroom home is a boaters dream, offering direct, unrestricted access to open waters with no bridge interference and a 4-foot draft capability--perfect for leisurely cruises or thrilling ocean adventures. The stylish kitchen features granite tile countertops, while elegant travertine floors flow through the kitchen, living room, and bathrooms. Flooded with natural light, the living room is adorned with large impact-resistant sliding doors, creating a bright, inviting atmosphere. Built for durability and comfort, this home boasts a metal roof installed in 2019 and an air conditioning system from 2018. The exterior is finished with Hardie board siding, and the property includes a spacious 36 x 19 boat cut, ideal for docking. Fully furnished and turnkey, this home can be used as an income-producing property, making it a fantastic investment opportunity for those seeking a slice of waterfront paradise.

$949,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,034 SqFt Days Listed: 137
-2.16% ($21,000) 1 Price Change : Last Change 72 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits60ft.

This charming waterfront home offers beauty, comfort, and convenience. It has 3 beds, 2 baths, an open floor plan, and plenty of natural light. The kitchen boasts granite countertops, stainless steel appliances, and a large island with ample storage. The living/dining area opens to a covered balcony, ideal for relaxation and entertaining. Outside, theres a concrete dock with davits. The 6,000-square-foot lot provides space for a pool, RV, and water toys. Downstairs, youll find a large storage area and an outdoor shower. Enjoy excellent boating and deep water canals in this lushly landscaped, quiet neighborhood.

$975,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 984 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

This wonderful canal front 3 bedroom and 2 bath home has been very well cared for and has excellent oceanside boating access. There are no bridges to the ocean and the canals are exceptionally clean. The kitchen is large with ample storage and the open living concept allows for great entertaining and family get togethers. The wrap around deck has large outdoor space and overlooks the canal and the boat dock with davits and fish cleaning station. The lower level is enclosed with plenty of storage and a large outdoor shower. There is a great deal of covered space for cars, Rvs, boat trailers and all your water toys.

$985,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 145
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Wonderful Opportunity to join the Jolly Roger Community of Little Torch Key. Located in the Lower Florida Keys, just 28 miles to Key West- this oceanside location offers premier boating with easy access to the Gulf or Ocean- be on fishing and diving hot spots in minutes! The home is a comfortable 3 bedroom, 2 bath with a lovely covered rear porch overlooking the canal. 60 composite dock with 10,000 lb boat lift added in 2017. New metal roof and hardi-board siding added in 2018. Impact sliding glass doors 2022, new Bahama shutters on windows 2018. Paver driveway and low maintenance yard. Lower storage enclosure. One owner has meticulously maintained and enjoyed this home, will you be next???

$1,149,500
Little Torch Key
Jolly Roger Estates - MM: 28.50
2 Bed, 2 Baths, 768 SqFt Days Listed: 407
-14.85% ($200,500) 2 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Open Water Views ready for your personal touches. Wooden dock with graded boat ramp. Roll down shutters. Beautiful upper deck porch to enjoy watching nature .New metal roof in 2018 . Location is highly desirable . Beautiful ocean breeze a rare opportunity to make this home your own. NEW SELLER FINANCING AVAILABLE !

$1,249,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 94
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Brand now Affinty Home coming in early 2025. Lot is cleared, dock is being installed, and foundation starting in November. This highly upgraded home features the perfect floor plan - spacious and open. With larged coverd deck on the back and open deck on the side, you can watch the stunning sunsets to the west, or choose the shade off the back porch overlooking the canal while you drink your coffee. Build to the absolute latest Codes, this home offers not only outstanding storm resistance, but also much better insurance rates than older homes not built to current codes. Outstanding boating with quick access to Pine Channel, Picnic Island, Looe Key and tons of other Lower Keys Hot spots. Images are of a model home and may not represent finishes in home being built.

$1,375,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 116
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Welcome to this stunning waterfront property in the sought-after Jolly Roger Estates on Little Torch Key! With breathtaking and unobstructed ocean views, this home truly offers a slice of paradise. The open water location makes boating in the Keys a dream, whether youre taking a direct route to the Atlantic Ocean or venturing into the Gulf. Head out on your boat from the newly built dock which includes a 10,000 lb boat lift. The backyard is a space for relaxing and watching the boats go by, with room for a pool if you desire. The upper balcony is ideal for entertaining guests while enjoying spectacular views of the water and sunrises!Inside the home you will enjoy an open floor plan with dual sliding doors to bring the outside views in! Both bedrooms have their own balcony as well as walk in closets. The primary bedroom includes an ensuite bathroom and the guest bathroom is conveniently located in the hallway. Additional storage space downstairs along with the garage offers practical solutions for all your outdoor gear and equipment. This property is a fantastic opportunity for buyers looking to customize and create their ideal waterfront retreat. Dont miss your chance to own this incredible waterfront gem in the Florida Keys!

$1,399,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 2,392 SqFt Days Listed: 281
-20.06% ($351,000) 3 Price Changes : Last Change 102 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. Owner financing will be considered.

$1,495,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 54
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: BasinConcrete

Dream Home Alert in Little Torch Key!365 Pirates Rd, Jolly Rogers Estates.Escape to paradise in this stunning concrete gem nestled in the highly desirable neighborhood of Jolly Rogers Estates on the serene Little Torch Key! This charming house is your canvas--ready for your personal touch and stylish furnishings.Property Highlights include,* Modern Amenities: Enjoy all stainless steel appliances, impact doors and windows, and a durable metal roof that ensures peace of mind.* Breathtaking Views: Overlook the picturesque salt ponds to the west, where you can unwind with breathtaking sunsets that paint the sky.* Relaxing Oasis: Dive into your sparkling custom pool surrounded by lush landscaping and hand-selected palms, all accented by beautiful silver travertine that wraps the pool area.* Boaters Paradise: With solid concrete docking just steps away, your boat is ready for adventure! In just 3 minutes, you can be out in open water, exploring some of the cleanest waters teaming with wildlife in the Lower Keys.*Endless Outdoor Adventures: Fish offshore, explore the tranquil flats of the Gulf chain islands, or venture out to the Gulf wrecks and towers for some great fishing. Prefer a leisurely day? Relax on a sandbar, gaze at the clouds, and let the worries of daily life drift away.After a day on the water, treat yourself to a meal at a local restaurant, showcase your fresh catch, and enjoy live music--perfect for winding down and savoring the island lifestyle.This house is more than just a home; its a lifestyle waiting for you to embrace! Dont miss your chance to own a piece of paradise in Little Torch Key. Schedule your viewing today and start your journey to coastal living!

$1,550,000
Little Torch Key
Jolly Roger Estates - MM: 28.00
4 Bed, 4 Baths, 2,512 SqFt Days Listed: 237
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!

$1,750,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 2,080 SqFt Days Listed: 329
-7.85% ($149,000) 1 Price Change : Last Change 177 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

LIVE THE FLORIDA KEYS DREAM in beautiful Jolly Roger Estates where your favorite fishing and dive spots are within easy reach by boat. If youre here to play and relax, this newly (2020) constructed (mostly furnished) turn key home offers low-maintenance living with lovely in-ground heated pool and 220 sq. ft. Tiki Hut offers just that. Home is surrounded by a 4 foot high by 196 Linear feet of PVC fence for privacy and pets if desired. For your boat there is plenty of seawall with a 10,000 pound Boatlift. Home offers 2080 sq. ft. of living area upstairs plus two screened porches. Home is a 3 bedroom with 2 full bathrooms with tile floors and crown molding throughout. Master Bedroom is huge and all bedrooms have California closets. The homes ground level has an entertainment area adjacent to in-ground pool with garage space for a vehicle and a spacious storage room for fishing and diving gear, etc.. The lot has parking for 4 vehicles.

$2,299,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,998 SqFt Days Listed: 218
-4.17% ($100,000) 1 Price Change : Last Change 128 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Davits,Boat Sl

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on two oversized lots (almost half an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

$2,599,000
Little Torch Key
Jolly Roger Estates - MM: 28.50
3 Bed, 3 Baths, 1,998 SqFt Days Listed: 217
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Basin,Boat Sl

A rare Keys find for this spectacular property in the heart of Little Torch Key. Enjoy world class fishing and diving from this meticulously maintained home on THREE oversized canal front lots (almost 2/3 of an acre!) with over 180 feet of concrete dockage, a boat basin, a boat ramp and davits, plus a vacant lot to add an accessory building, swimming pool, tiki hut or a pickleball court! All of this overlooking the sparkling flow through canals with quick water access to both the ocean and the gulf. Enjoy the privacy and serenity of the expansive lush landscaping perfect for outdoor living and enjoyment. Interior features include a brand-new gourmet kitchen sporting contemporary elegance, beautiful Corian countertops and sleek white cabinets enhanced by a true Chefs gas range and newer stainless appliances. Two nicely sized bedrooms on the main level with a wonderful, screened balcony. Up the central stairs lies a third bedroom with the additional benefit of a bonus room/office and full bath. Panoramic views from the upstairs balcony featuring sunrise and sunset views. Incredible downstairs storage of over 1450 sq ft with a garage and separate exercise room. Enjoy peace of mind with the enduring quality of this concrete fortress sporting impact windows and doors, and newer metal roof. Only 28 miles from the heart of vibrant Key West! Come and check out this charming sanctuary today!Low insurance rates:Wright Flood expires 3/12/25 - $1,636Citizens Wind expires 9/17/24 - $2,740Stillwater Property expires 3/2/25 - $1,339

More Info
Most Recent Sales - (18) - Jolly Roger Estates as of 2024-11-26
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
10-18-2024 283 Pirates $750,000 $976 $799,000 768 Single Family 2/1 213
09-26-2024 $1,000,000 $587 $1,000,000 1,702 Single Family 5/4 1
07-05-2024 695 La Fitte $1,640,000 $1,074 $1,699,999 1,527 Single Family 3/3 146
07-01-2024 774 Blackbeard $1,250,000 $869 $1,349,000 1,437 Single Family 3/2 39
06-12-2024 519 Pirates $680,000 $745 $745,000 912 Single Family 2/1 295
05-10-2024 733 Pirates $1,325,000 $905 $1,395,000 1,464 Single Family 3/2 219
03-13-2024 825 Pirates $1,075,000 $559 $1,150,000 1,920 Duplex 4/4 41
12-28-2023 28537 John Silver $1,500,000 $966 $1,649,500 1,552 Single Family 3/2 127
11-20-2023 376 Blackbeard $900,000 $986 $995,000 912 Single Family 2/2 60
08-18-2023 783 Pirates $1,000,000 $841 $1,099,000 1,188 Single Family 3/2 92
05-15-2023 28572 Maracaibo $999,000 $960 $999,000 1,040 Single Family 2/2 189
04-14-2023 195 La Fitte $1,610,000 $1,677 $1,700,000 960 Single Family 2/3 59
04-06-2023 28592 Maracaibo $945,000 $996 $945,000 948 Single Family 2/2 126
04-06-2023 28595 Jolly Roger $2,100,000 $1,829 $2,399,000 1,148 Single Family 2/2 124
04-05-2023 28558 Peg Leg $1,400,000 $976 $1,400,000 1,434 Single Family 3/3 16
03-17-2023 479 Blackbeard $895,000 $699 $965,000 1,280 Single Family 2/2 136
02-03-2023 215 Blackbeard $1,422,500 $1,302 $1,422,500 1,092 Single Family 3/3 1
01-06-2023 247 La Fitte $1,500,000 $700 $1,500,000 2,140 Single Family 3/2 360
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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 11-26-2024.
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