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Plantation Key Waterfront Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Plantation Key homes for sale below are on the gulf side / bay side.

Total Listings 31
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$1,249,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 54
-3.85% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Move in ready ! Must see this charming Islamorada home just waiting for you to call it your own! Well priced 3/2 all on one level, open floor plan, vaulted ceilings, 60 dock and easy bay / ocean access make this coveted neighborhood home the perfect spot for creating Florida Keys memories. Light and bright interior, new luxury plank flooring, fresh paint , move in ready, bring boat and water toys to your dock and let the fun begin. Great location on Plantation Key gives you handy access to groceries, restaurants, breweries, water sports, charter & dive fleets and schools. Free entrance to the gem of Islamorada, Founders Park, with Olympic size pool, tennis, pickle ball, vita course, beach /dog park and boat launch. Indian Waterways Neighborhood has its own private boat ramp and bay front access park for a small annual fee. All this and just little over an hour to International Airport in Miami. (Adjacent vacant lot next door available MLS 608621)

$1,400,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 1,344 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Looking for a home to accommodate you and your guests? This concrete construction property features three bedrooms and two baths on the upper level. Lower level offers two bedrooms and one bath, plus a waterfront screen porch, open floor plan, legally permitted enclosure with a living area that includes a kitchenette, plus living room. Plenty of storage with attached workshop/garage. Located on a plugged canal in Venetian Shores, there is a marina available for lease dockage monthly depending on availability.

$1,499,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,640 SqFt Days Listed: 36
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.Concrete

Waterfront Home in desirable Plantation Key where you will discover the ultimate Florida Keys living in this completely remodeled 3-bedroom, 2-bathroom concrete home and enhanced with impact windows and doors, a new metal roof, and an open floor plan both upstairs and down, this home is designed for modern living.Step outside to an expansive backyard, perfect for entertaining or relaxing. Enjoy a round of mini golf or unwind under the waterfront tiki hut. The low-maintenance yard complements the 50 concrete deep-water dockage, offering immediate Florida Bay access and quick proximity to the Atlantic Ocean for offshore fishing, sandbar excursions, and waterfront dining.Whether youre seeking a full-time residence or a vacation retreat, this home is perfect to enjoy the lifestyle!

$1,650,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,769 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

$1,775,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,048 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp5

This home is ready for a new family to enjoy! After a fun day on the boat fishing, diving or hanging out on the sand bar, you pull up to your dock with a 12,000 lb. boat lift and take a dip in your pool. Clean your catch at the dockside fish cleaning station. Catch the latest ball game or favorite show on the TV from the pool with your cool beverage. Come inside when youre ready, the open floor plan invites you to relax and the updated kitchen is conveniently located on this floor. One bedroom and bath complete this level. Interior stairs lead you to another living area with ship lap ceiling detail, a breakfast bar and 2 bedrooms and 2 baths. A large screened terrace offers long views of the water and the back yard. Impact windows and doors have been installed and this home is fully fenced to keep your children and pets safe. The CBS construction and pitched concrete roof make this home easy to care for and a pleasure to come home to.

$1,950,000
Plantation Key
Indian Waterways   - MM: 89.00
2 Bed, 2 Baths, 1,858 SqFt Days Listed: 94
-6.92% ($145,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

This charming Keys home strikes the perfect balance - not too big, not too small, and super easy to maintain. There are plenty of outdoor living spaces that add to the comfortable and active indoor/outdoor lifestyle. Fully fenced for privacy, it boasts solid CBS construction with a pitched concrete roof, plus impact windows and doors for peace of mind. Dive into the fun with a jetted pool and a 10,000 lb. boatlift on a 60 ft. concrete dock. This home is fully fenced and a sliding gate welcomes you to a spacious pavered parking area and breezeway. Inside, the open-concept kitchen and living room flow seamlessly to the huge canalside terrace through two sets of triple-pocket sliders. Upstairs, youll find two cozy bedrooms and two bathrooms. Downstairs, theres a permitted enclosure with a permitted full bath, plus a big covered outdoor entertaining space in the breezeway - perfect for those laid-back Keys nights. The good times continue as you step out to the pool deck, where you can relax in the jetted pool, complete with seating all around. The pool also features a heater and chiller, plus a changing color underwater light - its the ultimate spot to unwind after a day on the water, and the kids will love it too! Out on the dock, youll find the 10,000 lb. boatlift, a fish cleaning table, and a dock ladder. Water and power are available, and theres plenty of extra dock space for friends who drop by. This is the perfect home to live the Keys lifestyle and create memories with loved ones!

$1,950,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,055 SqFt Days Listed: 120
-7.14% ($150,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip4

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered furnished so just bring your toothbrush, or your renters! Brilliant investment in the Florida Keys.With 3 bedrooms and 3 full baths, this home is move-in ready to start living the Keys lifestyle. As you step inside, youll be captivated by the bright, airy spaces adorned with designer furnishings that exude elegance. The open-concept living area seamlessly flows into a gourmet kitchen with all KitchenAid(r) stainless appliances, perfect for entertaining. Porcelain tiles add modern warm appeal. Expansive windows provide stunning canal, peekaboo bay, and marina views. Plus, open water vistas of Snake Creek invite natural light, the beauty of the outdoors and magnificent sunsets in. Downstairs, enjoy a separate apartment for guests, a private office, inlaw suite or teen sanctuary. This home is also equipped with eco-friendly features such as a tankless water heater, solar landscape lighting, whole home Sonos system, security, and whole home water purification system.Step outside to your private paradise! With near instant ocean and bay access, your boat slip can come complete with a KeyWest 244cc boat (offered separately) for exploring the nearby reefs, fishing, or cruising the gorgeous waters of Islamorada, the Sport Fishing Capital of the World.Located in one of the Keys most sought-after Plantation Key neighborhoods, youll be just moments from world-class dining, shopping, vibrant local culture and Founders Park with beach, sports fields, amphitheater and pool complex. Whether youre seeking the serenity of a full-time residence, vacation getaway, or income generator, this home is your ticket to paradise. Call now, this gem wont last!

$1,975,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 105
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Experience sun-soaked days on the water and live in one of the most popular neighborhoods in the Upper Keys; this updated three-bedroom, two-bath canal home offers fun and frolic opportunities. Enjoy outdoor living with a new pool and spa, turf backyard, covered patio, protected dockage with a 10,000 lb boat lift, an enclosed garage, and plenty of storage. As you enter, youll be greeted by a bright, airy living space that seamlessly flows into the dining area and modern kitchen. The kitchen features contemporary finishes and ample counter space, making it a delightful spot for culinary creations. The first living level also hosts two bedrooms and a tastefully remodeled bathroom with laundry facilities for your convenience. The back door leads to elevated covered and open porches. Upstairs, the third floor encompasses the primary suite with an enormous bath, closet, and private balcony. The charm of this home extends to the exterior, where tropical fruit trees line the brick paver driveway, enhancing the lush surroundings. Furniture can be purchased for those seeking a turnkey experience, allowing a seamless transition into your new home. The voluntary homeowners association offers a bayfront HOA park with a brand-new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys. Dont miss your chance to make it your own!

$1,999,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 2,779 SqFt Days Listed: 87
-9.14% ($201,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boaters dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining. The designer kitchen with generous chefs pantry is perfect for culinary enthusiasts, while the Chicago brick pavers add timeless charm.The ground level features a permitted, private 2-bedroom, 1-bath mother-in-law suite, ideal for guests or extended family. Outside, the private, lushly landscaped yard is adorned with fruit trees, creating a serene oasis. With its unbeatable location, abundant storage, and exceptional features, this home is a rare gem in the heart of the Florida Keys.Dont miss this opportunity to enjoy the best of waterfront living in Islamorada!

$2,089,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,295 SqFt Days Listed: 226
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift,Dav

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

$2,199,000
Plantation Key
Kahiki Harbor   - MM: 91.00
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 26
-4.35% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.

Paradise Awaits! This solid concrete turnkey waterfront pool home was completely remodeled in the last 3 years. Impact windows and doors throughout. The kitchen has SS appliances, undercounter microwave, wine/beverage cooler, custom cabinets, and quartz countertops. Upstairs has a primary en suite and guest room with an additional bathroom. Two large porches off front and back of house to enjoy and entertain and BBQ. Downstairs is complete with a 1/1 that has a living and kitchen area which leads out to the backyard and pool, making it perfect for entertaining. The backyard is a tropical oasis with pool and lounge area. 65ft of dockage with a 20,000 lb boat lift. Two storage room in carport for all your tackle and pool toys. Large front yard with plenty of room for parking and storage area for boats, trailers and RVs.

$2,200,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 2,241 SqFt Days Listed: 151
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 200 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother in Law Suite. Nice oversized screened porch overlooking canal. Plenty of room for RVs , boat trailers, water toys. Working boat ramp and multiple sheds. Lots of room to expand or redevelop. Get the Afternoon Shade and eastern exposure on this side of the canal. Concrete dock. Very private & quiet street. This property is conveniently located close to great schools, grocery stores, restaurants, churches and a hospital. OWNER FINANCING. ***BUYER TO VERIFY ALL INFORMATION***

$2,200,000
Plantation Key
Kahiki Harbor   - MM: 91.00
4 Bed, 4 Baths, 1,708 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Other Dockage

Now Available! One-of-a-kind Opportunity in the desirable Kahiki Harbor neighborhood. 165 waterfront Corner Lot. Vintage 4 bedroom / 3 bath Custom built Keys home. 2/2 upstairs and a Great Room with all doors opening to the walk-around porch. Downstairs has 700 of additional enclosed storage, laundry, bathroom and two bedrooms. The home sits in the peaceful Kahiki Harbor neighborhood with deep water dockage all the way around the property. Davits and a concrete dock at one end, with additional dockage areas, a Gazebo and a Sailboat Launch Ramp following the corner of the 8,760 oversized lot. The large yard offers potential for a pool and outside entertaining areas. Endless possibilities await!- Build your Dream Home on this Unique and One-of-a-Kind Property, just off Tavernier Creek and minutes from the Ocean or Bay.

$2,350,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,700 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This stunning, Completely remodeled Like NEW 3-bedroom, 2-bathroom Ground-Level home is truly a Gem. CBS Dream Home with New Pool & Boat Lift in the Prestigious Indian Waterways! . Every detail has been meticulously updated with brand new finishes and features.Step outside to your private oasis, complete with an inground saltwater pool, enhanced by both a heater and chiller for year-round comfort. The property includes a 15,000 LB boat lift, with easy access to the Bay & Ocean making it a boaters paradise. Relax in the spa, surrounded by lush landscaping that adds a touch of serenity to your outdoor deck area. Enjoy the convenience of the Pool House under AC, concrete pavers, and outdoor turf for low-maintenance landscaping.Inside, the kitchen is a chefs delight with exquisite blue ocean quartzite countertops and open layout perfect for entertaining. Each room features elegant Carrara polished porcelain tile floors, ensuring beauty and durability throughout the home. For added efficiency, a tankless water heater.This home is centrally located, providing easy access to shopping, schools, and restaurants, making it ideal for both relaxation and convenience. Dont miss the opportunity to own this remarkable property that combines modern luxury with the beauty of nature! Schedule your viewing today!

$2,389,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,230 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift78ft.Concre

Nestled in the heart of Tavernier, Florida, 254 Navajo Street offers two bedrooms and two bathrooms upstairs and one bedroom and one bathroom downstairs and an open concept living area upstairs. With a stainless-steel kitchen, granite countertops, and a private backyard oasis featuring a sparkling pool with water and fire features, this property is perfect for entertaining. Its close proximity to the ocean and local amenities makes it a slice of paradise waiting for you to call home. This canal front home has 78 of dockage with a boat lift. There is a shaft ready for elevator installation. Owner is a licensed Real Estate Agent.This house has 2-bedrooms and 2 full Bathrooms upstairs and 1-bedroom and a full bath downstairs.

$2,489,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 2,834 SqFt Days Listed: 73
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Custom-built masterpiece in one of Islamoradas most sought-after waterfront neighborhoods. With direct bay access and proximity to Tavernier Creek, this home is for the boaters.The upper level features soaring vaulted tongue-and-groove ceilings, setting the stage for an airy, inviting atmosphere. The chefs kitchen is an entertainers best friend, seamlessly connecting to the spacious living areas. This level features two bedrooms, two bathrooms, and a versatile office/third bedroom, along with a dedicated movie room for cozy nights in. Step outside to the expansive porch, where Islamorada sunsets become part of your daily routine. The lower level offers a private 1-bedroom, 1-bathroom guest suite--ideal for hosting family and friends. The through-and-through garage provides ample storage for vehicles and gear, perfectly complementing your waterfront lifestyle. The beautifully landscaped backyard is a tropical retreat, complete with a 50 concrete dock, a 15,000-lb boatlift, and a tiki hut. Low-maintenance artificial turf ties the outdoor space together, ensuring year-round perfection. This thoughtfully designed and meticulously built home leaves no detail overlooked. Whether youre seeking a serene retreat or an entertainers haven, this property will exceed your expectations. Dont miss the opportunity to own this exceptional piece of paradise.

$2,499,999
Plantation Key
Misc Plantation Key   - MM: 85.00
5 Bed, 5 Baths, 2,450 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

$3,299,000
Plantation Key
Sunshine Estates   - MM: 90.50
5 Bed, 5 Baths, 3,482 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

You can stop looking now - this home checks ALL the boxes! Plenty of room for your friends and family. 2024 renovation of the entire home - furnished and gorgeous. It has 3 bedrooms and 2 baths upstairs - PLUS its connected by interior stairs to a guest suite downstairs with a 4th bedroom, living room, dedicated office (5th bedroom), kitchenette and bathroom. All of it is so beautiful that youll be so proud to host a crowd. 70 feet of dockage - almost immediate bay access and very quick ocean access via Tavernier Creek. 20K# lift and 10K# lift. This home is a bunker: concrete construction - impact windows and doors - metal roof. Heated and chilled salt water pool - plenty of outdoor spaces for chilling and grilling! Make sure to see the video and the 3D tour.

$3,450,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 2,250 SqFt Days Listed: 39
-12.66% ($500,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.Concre

Your Waterfront Dream Home Awaits!Step into luxury with this stunning three-bedroom, two-and-a-half-bathroom waterfront home that combines elegance, functionality, and breathtaking views. Nestled on a 1/4 ac. lot, this 2,250 sq. ft. canal-front masterpieceoffers the perfect balance of indoor and outdoor living.Wake up to unobstructed panoramic bay views from the spacious living areas and expansive balconies. Designed for entertaining, the open-concept layout flows seamlessly into your private outdoor oasis. Imagine hosting unforgettable gatherings in the high-end outdoor kitchen, complete with sleek countertops, ample storage, and premium appliances.The centerpiece of this home is the L-shaped pool with an integrated fire pit, creating the ultimate relaxation spot. Wide balconies and covered patios provide endless options for soaking in the tranquil canal and bay vistas, making every day feel like a vacation.This property boasts 93 feet of canal frontage with two boat lifts, perfect for boating enthusiasts. The home also features a state-of-the-art solar panel system with a 30KW battery backup, ensuring energy efficiency, lower utility costs, and uninterrupted power - offering peace of mind and long-term savings.Situated in a highly sought-after neighborhood, youll have convenient access to shopping, dining, and recreation, offering an enviable lifestyle thats second to none.Dont let this waterfront gem slip away. Schedule your private tour today and experience the unmatched blend of luxury, comfort, and unbeatable views that make this home truly exceptional. Images shown furnished. House offered unfurnished.

$3,749,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 3,433 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Discover unparalleled luxury and island charm in this beautiful resort-style home located on Plantation Key. Step inside to find a spacious lower-level entertainment area complete with a full kitchen, bedroom, bathroom, and living space that opens to a lush backyard featuring a heated pool, 65 feet of concrete dockage with two boat lifts (10K & 20K), and a summer kitchen equipped with a wet bar and built-in BBQ. Upstairs, accessed by a custom internal staircase, youll find a gourmet kitchen with premium cabinetry and appliances, a stunning primary suite, and two additional guest bedrooms. The air-conditioned garage offers convenient storage for your boating gear and includes a commercial-sized ice maker. This home truly checks all the boxes for island living. Dont miss your chance to own this exceptional property!

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 03-03-2025.
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