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Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 621
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$1,699,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
4 Bed, 4 Baths, 1,912 SqFt Days Listed: 47
-5.56% ($100,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Spacious Mid-town Retreat with Mother in Law Cottage.Welcome to your beautifully, renovated midtown Oasis, designed with comfort, convenience and versatility in mind. Enviable one level living offers an excellent layout for a growing family r multigenerational living. 4BD/3.5 BA with the flexible floor plan and stunning updates throughout. At the heart of the home, the newly renovated kitchen is thoughtfully designed with everyday functionality. A large central Island invites gatherings and conversations surrounded by custom cabinetry, gleaming granite countertops and a high end appliance package. Rays of sunshine filter through multiple windows create a bright and welcoming space perfect for those casual mornings and lively evenings.Enjoy multiple outdoor gathering areas perfect for the weekend BBQ and large family gatherings.Bask in all day sunshine and savor the warm tropical breezes and cool off in the crystal clear pool.Generous lot provides lots of room for Multiple vehicles as well as off street parking for your Golf Cart.Tucked away in the rear of the property is a fully equipped Mother In Law apartment, featuring a kitchenette, living room and full bath.An additional Studio is also located adjacent to the pool and would be an ideal home office, studio or wellness space.Located just minutes from the shops, dining and schools, this home offers a peaceful setting in a residential neighborhood.Whether you are seeking to spread out, need space for a growing family or a smart investment, this home will not disappoint.

$1,699,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 150
-10.53% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining.The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, 6 burner Viking stove top, pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals by the pool. Step outside to discover a relaxing pool area, complete with an air-conditioned poolside guest cabana. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting friends and family or enjoying a peaceful afternoon by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Here, youll discover a generous master suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. Additionally, a bonus room is currently set up as a home office, providing flexibility for your lifestyle needs. A delightful guest bedroom completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. This historic Conch home is not just a residence; it is a lifestyle, offering a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.

$1,699,900
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,251 SqFt Days Listed: 167
-10.51% ($199,600) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

$1,700,000
Little Torch Key
Torch Key Estates   - MM: 28.00
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 188
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Other Dockage

Welcome to your dream waterfront retreat in beautiful Little Torch Key! This stunning 3-bedroom, 2-bathroom home offers panoramic views of the crystal-clear waters and surrounding nature, perfect for enjoying the beautiful Florida Keys lifestyle. As you enter this spacious and light-filled home, you will be greeted by an open-concept living area featuring large windows that showcase breathtaking views, and elegant tile floors. The gourmet kitchen is perfect for entertaining, equipped with stainless steel appliances, granite countertops, and a large island for casual dining.

$1,701,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
8 Bed, 8 Baths, 3,200 SqFt Days Listed: 167
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. Theres a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and rental income otherwise. Property Data Card is found in Documents.

$1,724,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 116
-12.71% ($251,000) 5 Price Changes : Last Change 6 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly neighborhood--just moments from everything Key West has to offer.This quintessential property showcases exquisite craftsmanship, including custom built-ins, crown molding, and trim handcrafted by a master shipbuilder. Architectural highlights include soaring ceilings, stunning Dade County Pine throughout, custom skylights. For exterior enhancements, welcoming front porch, privacy fencing, plus copper gutters and elegant outdoor lighting. The fully fenced property has been recently painted, enhancing its pristine curb appeal.Step into your private backyard oasis, where Ipe wood decking surrounds a sparkling pool with a brand-new heater and chiller. An outdoor shower completes the experience, perfect for embracing the laid-back luxury of island living.This one-of-a-kind home embodies the epitome of Key West charm and style--dont miss your chance to make it yours and enjoy the ultimate in Key West living!

$1,725,000
Key Haven
Key Haven 2nd Add   - MM: 5.00
4 Bed, 4 Baths, 1,743 SqFt Days Listed: 51
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

34 Key Haven Rd is located in a beautiful section of Key Haven where the canals are wide and the lots are elevated. This newly renovated home will catch your eye with its sleek curb appeal consisting of a large turf front yard, new 4 ft retaining wall and a freshly painted exterior. Inside you have a 4 bedroom 2 bath open concept with two living areas and a white and bright modern kitchen with stainless appliances in between. The master has a walk in closet and an ensuite bath. The main living room and master bedroom have glass sliding doors which open to the spacious covered outdoor area. A couple steps down will take you to the beautiful clean canal for all of your boating fun! To top it off you have low insurance rates due to the elevation, accordion shutters and metal roof!

$1,725,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 4
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built in 2019 with Elevation and Superior craftsmanship in mind featuring Hardie Board SIding, metal roof and Impact windows and doors, this home will provide you the modern & luxurious comforts you desire and safety and reassurance of your investment.An easy stroll to Duval St., Ft. Zach Beach and Amphitheatre will allow you to indulge in the Vibrant Art Scene and explore a plethora of Galleries, Restaurants and Eclectic Cafes that showcase the unique flavor of Old Town Key West.A perfect integration of indoor/outdoor living is achieved with its Modern Open Floor Plan, with kitchen and living room overlooking the stunning pool, its beauty accentuated by the cascading waterfall, sun filled patio and tropical landscaping. The combination of all the elements has resulted in a true Key West Masterpiece.Additional Features include, Impact Glass Windows and Patio Doors, Wide Plank Hardwood Floors, Stunning Custom Kitchen, Impeccably finished bathrooms, Covered Exterior Porches both front and back and on both levels, Off Street Parking, Above Flood Construction, and home is being offered furnished with a few exceptions for a seamless transition.

$1,749,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,872 SqFt Days Listed: 125
-6.72% ($126,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift90ft

Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boaters paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an open kitchen/living room floor plan. Whether youre enjoying a morning cup of coffee on the spacious front porch, catching some sun on the outdoor poolside patio, or relaxing in the screened in porch, this home truly offers endless leisure. It also comes with the convenience of being down the street from the amazing Bent Prop restaurant and Cudjoe Gardens Marina!

$1,749,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,785 SqFt Days Listed: 66
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, youll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept living spaces, and a large den that can easily be converted into a fourth bedroom, or home office. The home features a ceramic microbead roof overlay for energy efficiency, central air, and hurricane shutters. The expansive backyard contains an off-street parking space suitable for an RV, as well as ample space for a pool along with an abundance of mature landscaping. Ideally located just minutes from the beaches, vibrant entertainment district, and all the iconic attractions Key West has to offer, this corner-lot property combines convenience with potential. With generous parking and a prime location, its perfect whether youre looking to elevate the existing home or reimagine the space entirely. Versatile, full of character, and brimming with opportunity--this is a rare find in the heart of Key West.

$1,749,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,022 SqFt Days Listed: 58
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Tropical Retreat in Key West - Renovated 5BR/3BA with Pool, Guest Cottage, & Income PotentialWelcome to your slice of paradise! This beautifully renovated 5-bedroom, 3-bathroom home in sunny Key West is the perfect blend of island charm and modern luxury. Whether youre searching for a private getaway or a high-performing investment, this property offers it all.The main home features a spacious, light-filled layout with contemporary finishes and coastal-inspired decor throughout. With five bedrooms and three full bathrooms, theres plenty of room for family and guests to relax in comfort. The home is sold fully furnished, making it 100% turnkey from day one.Step outside into your own private oasis, complete with a sparkling pool and lush tropical landscaping -- perfect for lounging, entertaining, or soaking up the island sun. Just beyond the pool, a detached guest cottage offers additional space for visitors or extra rental income.Ideally located near a public boat ramp, this property provides easy access to world-class boating, fishing, and island-hopping adventures.Currently enrolled in a successful vacation rental program, this home is a proven income-producing asset with excellent potential for continued returns.Property Highlights:-5 Bedrooms / 3 Bathrooms-Renovated Interior - Sold Fully Furnished-Private Pool & Outdoor Living Area-Detached Guest Cottage-Close to Boat Ramp for Easy Water Access-Active Vacation Rental with Strong Income HistoryDont miss this rare opportunity to own a fully turnkey investment property in one of Key Wests most desirable neighborhoods. Schedule your private showing today!

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 759 SqFt Days Listed: 169
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream surfers cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, youll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving charters in the world.This rare gem has not been available on the market for nearly two decades and appears on the Key West map of 1848--dont miss the opportunity to make it yours. Start living your dream today. Call now!

$1,785,000
Cudjoe Key
Cudjoe Ocean Shores Sec 2, 2b   - MM: 23.00
3 Bed, 3 Baths, 1,667 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp8

The Island Life awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to the generous spacing between homes, as well as having the best boating access to BOTH the Atlantic and Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf and has a much higher bridge clearance to get under US 1 for quick access to the Atlantic. This combined with having 85 of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. The luxurious tongue and groove western red cedar lined ceilings carry through to the exterior porch and soffit area. High end red Burch cabinets, granite counters, and Italian travertine flooring compliment the cathedral ceilings perfectly. The pocket style sliders allow you to open the entire living area up to the covered porch to create an even grander feel. The gourmet kitchen offers a Sub Zero 156 bottle wine cooler with 2 temperature zones in addition to top of the line appliances such as Bosch, and kitchen Aid. The split floor plan is ideal for added privacy. All bedrooms have 9 ceilings and cedar lined closets w/custom shelving while the baths feature granite counters on solid maple vanities with Alinea True Color Cosmetic light fixtures. Throughout this home youll find gorgeous custom tile and marble work top shelf hardware and fixtures. The landscaping is maintained by a cistern drip irrigation system fed from the gutters, all plumbed underground. This home also has a 36 KW whole house generator, a 1,200 lb. cargo elevator lift, a 17,000 lb. boat lift, and a circular paver driveway. No expense was spared!! Across from GVT owned conservation land. Custom cedar soffit install almost complete.

$1,788,900
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 99
-5.29% ($100,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Casa Caselles is a gated townhome community with a beautiful oceanfront swimming pool and only twenty residences. It is situated between two nature preserves. This particular unit is the only one with additional land on the side which provides a second parking space, an expanded garden and a wraparound covered porch and sundeck. Each of the four balconies has a view or a glimpse of the ocean. Multiple walls of sliding glass doors make this home bright and breezy and tropical. There is covered parking by the front door. The association does not allow rentals of any sort, so this is a private, owner-occupied community.

$1,799,000
Big Pine Key
Ross Haven   - MM: 31.00
4 Bed, 4 Baths, 2,323 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This expansive 4 bedroom, 3 bathroom home offers over 2,300 sq ft of solid concrete construction, built in 2023 with hurricane impact windows/doors and a metal roof for total peace of mind.Step inside to a bright, open-concept floor plan with sleek tile flooring throughout. Prepare your Keys Fresh Catch in your Chefs Kitchen with custom cabinets and quartz countertops. The massive master suite features an extra-large walk-in closet and a spacious en-suite bath. A second en-suite bedroom provides the perfect setup for guests or extended family.Outside, enjoy the best of Keys boating with a concrete dock and an elevator boat lift. Youll be on the Gulf or Atlantic in seconds thanks to unbeatable water access.Located less than a mile from Big Pine Key Park and just minutes to grocery stores, restaurants, and local amenities, this home offers both convenience and coastal lifestyle.Built strong, styled beautifully, and positioned perfectly for your next adventure in the Keys.

$1,799,900
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,572 SqFt Days Listed: 129
-7.65% ($149,100) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a private oasis designed for relaxation. Inside, a modern organic aesthetic blends effortlessly with coastal elegance. The original Dade County pine exposed beam ceiling adds warmth and character, while a natural palette of recycled glass lighting, oak floors, Calacatta marble baths, and European quartz countertops creates a serene, upscale ambiance.Perfect for intimate gatherings, the spacious kitchen bar overlooks a heated and chilled Zen pool with a tranquil waterfall feature. The entertainment space transitions seamlessly to an expansive patio framed by lush greenery, including a mature Ruby Red mango tree--a true tropical retreat.Designed for comfort and privacy, the oversized first-floor primary suite is a luxurious escape with a spa-like bath. Upstairs, two guest bedrooms feature ensuite baths, while a main-floor half bath adds convenience. The home also offers ample storage and dedicated office space for two desktops.With a monthly rental license, this property is an ideal investment or vacation retreat, positioned just moments from Key Wests top attractions. Parking is available right out front.Schedule your private showing today to fully appreciate the exceptional details and craftsmanship that make this home truly one of a kind.

$1,850,000
Key West
Island City Subdivision   - MM: 2.00
4 Bed, 4 Baths, 1,425 SqFt Days Listed: 267
-32.73% ($900,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new.6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed conversion to single family. Tennis courts across the street. Keep as is and rent one side or easily finish conversion to single family. Room for your RV on the very large fenced lot. Current owners are licensed Florida Realtors.

$1,850,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,420 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled within the highly sought-after Truman Annex neighborhood, this exquisite 2 bedroom, 2.5 bathroom single-family home offers an unparalleled Key West living experience. Its prime location puts you within effortless walking distance to Old Towns most treasured restaurants, vibrant attractions, and historic sites. Upon entering, youll be captivated by the inviting ambiance. The interior boasts walls that seem to glow with the morning sun, complemented by tasteful colorful accents that add a touch of island charm. Large back doors swing open, allowing the refreshing tropical breezes to flow freely through the home, creating a seamless connection to the outdoors. The modern kitchen is a chefs delight, equipped with contemporary appliances. For added convenience, a half bathroom is thoughtfully situated on the main floor. Upstairs youll find two generously sized bedrooms, each with their own dedicated bathroom. Step outside to your private oasis. The backyard is fully fenced and enveloped by lush, mature landscaping, ensuring complete privacy. This serene space is destined to become your primary gathering spot, perfect for soaking up the abundant Key West sun or finding respite on the shaded patio. Residents of Truman Annex enjoy access to a refreshing community pool and the property also includes one dedicated parking space, a valuable amenity in this desirable area. Experience the epitome of Key West living in this charming Truman Annex residence, where comfort, convenience, and tropical allure converge.

$1,850,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,804 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome and bienvenidos to The Conch Corner in old town Key West. Surrounded by luxurious palms and a large Mango tree, originally built in the 1908 at the corner of Olivia and Packer. New 2022 detailed exterior and 2021 roofing system, this 3 bedroom, 3 bath home boasts 1,817 square feet of living space and off street parking. Cathedral ceiling in large, spacious living room downstairs, along with a 1 bedroom and 2 full baths. Living room stairs lead to a second floor with two spacious bedrooms with one full bath. Second floor composite porch with exterior stairs as well. High elevation.First floor has a long exterior porch on Packer as well as a conventional one on Olivia showcasing original carved Mahogany front door. Ideally located in a quiet area but is a short walk to the action at Duval and Key West Historic Seaport with beautiful gulf sunset views. Currently used as a vacation rental. Offered fully furnished turnkey.

$1,865,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 1,980 SqFt Days Listed: 187
-0.53% ($10,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Waterfront Paradise in Tropical Bay EstatesExperience luxurious open-water living in this beautifully remodeled home overlooking the stunning Bogie Channel. Wake up to breathtaking sunrises, enjoy magical moonlit waters, and explore world-class fishing and lobstering right from your 75-foot seawall with an 8-foot-deep boat slip.This 2,000 sq. ft. open-concept home features water views from nearly every room, a serene primary suite with private sitting area, and a chefs kitchen with a 4x8 granite island. The Florida room offers panoramic vistas, while the lush backyard boasts a pool, grassy space, and visits from Key Deer.With impact windows, shutters, a new metal roof, and a 2019 remodel, this home is move-in ready and perfect as a family retreat or high-end rental. Call today for your private showing! B&BATVAI

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 06-16-2025.
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