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Islamorada Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 95
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$1,399,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 542
-18.90% ($326,000) 4 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada!This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units featuring an ocean front pool, boat slip, sandy beach, carport, storage, laundry room in the unit with a pantry. This is a great investment opportunity with excellent rental income. Call for an appointment today!

$1,495,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift75ft

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

$1,499,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,920 SqFt Days Listed: 195
-11.82% ($201,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Incoming producing property with future bookings already in place! This two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) 3 bedrooms and 3 baths total (2 bed/1bath on the second floor, 1bed/1bath on first floor, and 1 full bath on exterior) on the ocean side with 1,920 sq ft of living space. Second floor has 2 bedrooms, 1 bath and first floor has 1 bedroom and 1 bath with an additional full bathroom on the exterior of the property. This unique canal front property offers a 6,600 sq ft total lot size with access to the open ocean and bay within minutes. 60 FT concrete dock offers space for your boats, jets skis and more. 2 boat lifts included in the purchase, one can hold up to 10,000 lbs and other 15,000 lbs. Plenty of parking for multiple cars within the actual property. Furniture can be included in the sale. Call us today for in-person/virtual showings.

$1,550,000
Upper Matecumbe Key Islamorada
Grove Park   - MM: 81.50
2 Bed, 2 Baths, 1,556 SqFt Days Listed: 97
-3.13% ($50,000) 1 Price Change : Last Change 65 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Location, Location, Location. Welcome to one of downtown Islamoradas most exclusive properties- a spacious estate thats hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something thats increasingly scarce in the Keys: space to breathe. With two bedrooms, a 3rd Bedroom option, and an oversized garage (50 x 26) thats perfect for an artists studio with office Loft, boat and car storage plus a Workshop, and Utility buildings. Space to park your RV or Camper. This property gives you room to live and create.Step outside and youll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond.Take a short stroll and youre in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys finest restaurants - all just minutes from your front door.This property isnt just a home - its a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys!

$1,625,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,769 SqFt Days Listed: 111
-1.52% ($25,000) 1 Price Change : Last Change 2 Days Ago
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!

$1,660,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,380 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 18ft.

BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR SHOWINGS.

$1,760,000
Lower Matecumbe
Davis Shores   - MM: 77.00
3 Bed, 3 Baths, 1,900 SqFt Days Listed: 41
-5.38% ($100,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

The Tiki House is your personal resort in Islamorada. Move in ready, designer finishes, storm hardened with concrete roof and impact glass windows and doors. Cut in boat slip will accommodate up to a 32 boat, or add a dock and go bigger. Upstairs 2/2 with downstairs 1/1 with legal pre-firm status. State park all around and direct bay access through some of the most pristine mangrove canals in the keys, who could ask for more. This Tiki House will let you enjoy your time in Islamorada with zero work to move in. Modern alarm system with cameras so you can see whats going on while you are away. New decorator appliances and fixtures, all top of the line, remote controlled locking system on all doors. Sprinkler system to water all Florida native, low maintenance yard and landscape. Screened in covered upper balcony for relaxing outside regardless of the season and tiled exterior surfaces so everything has a polished resort feel. Garage area with finished flooring that can serve as an exercise room, or hang out space with TV and Sound. If you are looking for your Islamorada escape, the Tiki House should be your first stop.

$1,840,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 57
-5.64% ($110,000) 1 Price Change : Last Change 12 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 70ft.

Venetian Shores location for under $2M! This spacious and solid concrete house has an excellent location right off Snake Creek for fast access to both Ocean & Bay, fuel, bait and provisions. Enjoy 70 of commercially zoned dockage in the best Islamorada location available! Upstairs features an open floor plan with gourmet kitchen and breakfast bar, office area, bonus room, roomy bedrooms and two full bathrooms. Downstairs guest suite with bathroom & kitchen plus screened patio to access the outside tiki hut and nice outdoor living on the canal.

$1,895,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,804 SqFt Days Listed: 124
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Welcome to White Marlin -- a true fishermans paradise! Step into this beautiful 3-bedroom, 3-bathroom coastal retreat, featuring an open-concept design perfect for relaxing or entertaining. The expansive kitchen with tile countertops offers ample space, and the screened-in balcony lets you enjoy serene views without interruptions. Outside, youll find a 60-foot concrete dock and boat ramp, ideal for fishing enthusiasts, and a refreshing pool to cool off after a day on the water. With a propane backup generator for peace of mind, youre ready for any occasion. Unwind on your private beach and savor breathtaking sunsets over turquoise waters -- a slice of paradise awaits you here!

$1,895,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 1,629 SqFt Days Listed: 151
-2.82% ($55,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

Discover unparalleled Keys living at 190 Gulfview Dr in Islamoradas exclusive White Marlin Beach. This exquisite 4-bedroom, 3-bath home boasts 70 feet of private dockage with seamless access to both ocean and bay waters. Enjoy a sparkling pool with covered entertainment space, an expansive upstairs balcony, and abundant storage for your gear. The additional downstairs living area offers extra flexibility, perfect for guests. With private access to White Marlin Beach, youll be steps from pristine sands and breathtaking sunsets. This property offers exceptional rental history with repeat guests and strong cash flow which make this an outstanding investment. Embrace luxury island living at its finest!

$1,940,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,055 SqFt Days Listed: 148
-7.62% ($160,000) 2 Price Changes : Last Change 2 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 39 ft. boat slip can accommodate the perfect boat 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!

$1,999,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 182
-6.98% ($150,001) 1 Price Change : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

$2,049,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,295 SqFt Days Listed: 254
-1.91% ($40,000) 1 Price Change : Last Change 2 Days Ago
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!

$2,100,000
Lower Matecumbe
Matecumbe Ocean Bay   - MM: 75.00
2 Bed, 2 Baths, 1,322 SqFt Days Listed: 176
-14.29% ($350,000) 1 Price Change : Last Change 82 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

$2,200,000
Plantation Key
Kahiki Harbor   - MM: 91.00
4 Bed, 4 Baths, 1,708 SqFt Days Listed: 32
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.

$2,300,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 2,150 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom Florida modern home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural light, creating a bright and airy atmosphere throughout. The oversized gourmet kitchen is a chefs dream, featuring high-end stainless steel appliances, sleek countertops, and ample storage space, ideal for both entertaining and everyday living.The bathrooms are stunning, with modern fixtures and finishes that enhance the homes overall elegance. Impact-resistant windows and doors provide peace of mind, while adding to the contemporary feel of the home.For added versatility, the home includes a dedicated office or media room--perfect for remote work or relaxing in style. Outside, enjoy exceptional dockage and a charming gazebo, ideal for unwinding or entertaining by the water.Experience the best of the Islamorada lifestyle with this unique property. Whether youre boating, fishing, or simply relaxing by the canal, this home offers the ideal setting for living in paradise. Dont miss the opportunity to make this exceptional property yours!

$2,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,178 SqFt Days Listed: 92
-8.00% ($200,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This solid concrete home is located in one of Lower Matecumbes most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock complete with a Tiki hut for shade, and a 16,000 lb. 4-post boat lift, ideal for boating enthusiasts. The expansive backyard offers plenty of space to build your dream pool.With a little polish, this gem has endless potential to become your perfect waterfront oasis! Dont miss out on this unique opportunity!

$2,300,000
Lower Matecumbe
Fantasy Harbor   - MM: 77.00
3 Bed, 3 Baths, 2,000 SqFt Days Listed: 167
-4.17% ($100,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin99ft.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

$2,395,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,228 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.Concre

What does everyone want? The smallest house in the best neighborhood! This is the one! This home has been beautifully updated and is being sold furnished including kitchen wares, dishes and linens. Dont worry about the weather, impact windows and doors have been installed throughout including the 3 skylights in the concrete roof! The pleasing open floor plan will easily accommodate your friends and family and triple sliding glass doors open to the second floor terrace. A separate laundry room is conveniently located by the kitchen. Both bedrooms have sliding glass doors to an open terrace that let in lots of natural light. Downstairs youll find ample storage and a 70 ft. concrete dock with fishcleaning stand and boat lift. The yard is very low maintenance with river rock in the front with a nice concrete driveway and artificial turf in the back. This is the one youve been waiting for, easy Keysy living in Port Antigua!

$2,399,000
Lower Matecumbe
Mat Ocean View   - MM: 76.50
3 Bed, 3 Baths, 1,802 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Welcome to Matecumba Ocean View! Ocean Views from this home, feel the ocean breeze.This recently up dated home is your Island Dream Home Come True. Newly updated kitchen with Island eat in kitchen counter, all new stainless steel appliances, all new floors throughout. All master suite on the 3rd floor with private balcony and ocean views.Extra large 2nd and 3rd bedrooms, with walk in closet, private open balcony and Ocean Views. A boater paradise 75ft of concrete dock with 20,000 lb. boat lift, A set of davits and built in pool with pool heater/chiller for the ultimate outdoor experience. Canal depth is estimated to be 10-12 ft. Direct Ocean Access for your boat. Just 5 minutes to the Ocean and Bay access too. Income producing property with future bookings. The property includes a great yard for entertaining with Automatic sprinkler system,Electric GateFully gated and fenced yardLocated on a very quiet dead end street

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 03-31-2025.
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