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Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.

One of the most popular communities provided by Michael Graf

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 11 of 34.

TURN-KEY FURNISHED beach-to-bay corner residence offering 2 bedrooms, 2 ensuite baths, and stunning panoramic views from this coveted 7th-floor beachfront home. A wraparound terrace frames the sparkling Gulf waters to the west and sweeping views of Sarasota Bay, the golf course, and the downtown skyline to the east—allowing you to enjoy both sunrise and sunset vistas. Floor-to-ceiling impact glass sliders and expansive windows flood the interior with natural light and capture the ever-changing coastal landscape.

This residence features new tile flooring in the living room, dining room, and guest suite; crown molding; and a desirable split floor plan that enhances privacy. The eat-in kitchen is appointed with black granite countertops, white cabinetry, and stainless steel appliances. The spacious primary suite offers direct Gulf views and room for a sitting area or workspace. The guest suite, positioned on the eastern side of the home, showcases a large bay window with picturesque views of Sarasota Bay and the golf course.

Additional features include remote-control Hunter Douglas blackout shades in the great room, a Rheem A/C installed in 2018, impact sliders from 2008, and new hurricane-impact bedroom windows scheduled for installation on December 19, 2025. Garage parking space #202 and ample guest parking are included.

Beaches of Longboat Key is a Gulf-front community located behind the gates of The Resort at Longboat Key Club on the sought-after south end of Longboat Key. Residents enjoy a 24-hour concierge, on-site management, a heated beachfront pool and spa, fitness and tennis facilities, a clubhouse with catering kitchen, social rooms, and a boardwalk that leads directly to a private stretch of pristine beach. This prime location is only a mile from the new St. Regis Resort, offering dining, spa services, and beachside amenities, and minutes from St. Armands Circle and downtown Sarasota.

Whether used as a full-time residence or a second home, this exceptional beachfront retreat offers an elevated coastal lifestyle on Longboat Key.

**SCOOTERS AND ITEMS IN STORAGE UNIT DO NOT CONVEY**

LONGBOAT KEY

775 LONGBOAT CLUB ROAD 705

2 Beds

2 Baths

1,947 Sq.Ft.

$1,499,000

MLS#: A4672711

Discover your own tropical paradise on the serene North end of Longboat Key and has deeded beach access, a rare gem that blends privacy, luxury, and coastal charm. This stunning, fully renovated home boasts a thoughtfully designed open split-floor plan, perfect for relaxed living and entertaining. The custom-designed kitchen is a chef's dream, featuring sleek solid countertops, custom cabinetry, and premium stainless-steel appliances. An expansive island bar creates an inviting space for casual dining and social gatherings. Gorgeous, engineered wood floors flow throughout the main living areas, adding warmth and elegance. The spacious master suite offers a tranquil retreat, complete with a newly remodeled spa-like master bath ideal for unwinding after a day spent on the water. A well-appointed guest bedroom with its own private bath ensures comfort and privacy for visitors. Step outside to your private oasis, where a sprawling rear balcony overlooks serene canal views and the heated pool. The expansive paver deck offers ample space for lounging, dining, and soaking up the Florida sun. Boating enthusiasts will be delighted by the 120-foot seawall, 7,000 lb. boat lift, and convenient docking and mooring features providing effortless access to the open water. This property is designed with both style and security in mind. The durable standing seam metal roof and hurricane-resistant impact glass windows and doors provide peace of mind during storm season. The lower level features a versatile guest or in-law suite complete with an upgraded bathroom and kitchenette, ideal for hosting family or accommodating extended stays. Lush, meticulously maintained landscaping showcases a variety of palm trees and fruit trees, creating a true tropical escape. The two-car garage, finished with a sleek and durable epoxy coating, combines style with functionality.

LONGBOAT KEY

750 TARAWITT DRIVE

2 Beds

2 Baths

1,961 Sq.Ft.

$1,499,000

MLS#: A4648544

Set directly on the shores of the Gulf of Mexico, this beautifully renovated residence in the Islander Club captures the essence of Longboat Key beachfront living. Located in the desirable South Tower, this 2BR/2BA home showcases a fresh coastal design with wide-plank flooring, crown molding, recessed lighting, and an open layout oriented to the water. The kitchen exudes coastal charm with stone countertops, shaker cabinetry, stainless-steel appliances, and a sea-glass tile backsplash. Both baths have been redone with refined finishes, glass-enclosed showers, and clean modern tilework. Floor-to-ceiling sliders open to an expansive covered terrace—perfect for outdoor dining, lounging, and taking in sweeping Gulf views. The primary suite also enjoys terrace access and an endless horizon of turquoise water. Residents of the Islander Club enjoy 400 feet of private beach, a Gulf-front pool, fitness center, tennis courts, pickleball, library, social lounge, and on-site management within two secure towers and gated entry. The recently updated common areas - including the elegant lobby and clubroom - offer a stylish, contemporary ambiance overlooking the Gulf. Ideally positioned near St. Armands Circle and Sarasota’s world-class dining, shopping, and cultural attractions, this residence offers an effortless blend of comfort, sophistication, and beachfront tranquility.

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 23S

2 Beds

2 Baths

1,485 Sq.Ft.

$1,495,000

MLS#: A4669226

Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan flows seamlessly, featuring soaring ceilings, clerestory windows, and walls of glass that fill the interiors with natural light. The bright kitchen showcases granite countertops, white cabinetry, stainless-steel appliances, and a striking black-and-white tile backsplash. Multiple dining options include a breakfast nook, bar seating, and a formal dining area. The spacious primary suite features a spa-like bath with dual vanities, soaking tub, and glass-enclosed shower, while a separate casita-style third bedroom offers an ideal guest retreat or private studio. Residents enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front facility with pavilions, restrooms, picnic areas, and beach chair storage. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf, a world-class tennis center, a full-service marina, spa and wellness facilities, and multiple dining venues.

LONGBOAT KEY

3543 MISTLETOE LANE

3 Beds

3 Baths

4,331 Sq.Ft.

$1,495,000

MLS#: A4666453

Experience the best of Florida’s Gulf Coast in this remodeled and elevated single-family home, ideally located on a quiet street that ends at Sarasota Bay and includes deeded beach access. Surrounded by the tropical beauty of Joan M. Durante Park’s nature preserve, this residence blends modern coastal design with the serenity of island living.
Inside, an open-concept floor plan welcomes abundant natural light throughout. The gourmet kitchen features soft-close white shaker cabinetry, quartz countertops, an expansive island, breakfast bar, and oversized pantry, ideal for entertaining or casual gatherings after a day at the beach.
Designed for privacy, the primary suite is thoughtfully separated from the guest bedrooms and offers an ensuite bathroom with a luxurious tiled shower and a spacious walk-in closet. The second bedroom opens directly onto a southeast-facing, sun-filled porch, perfect for enjoying morning light, while the versatile third bedroom can serve as a guest room, home office, or creative studio. Both bathrooms have been fully renovated with elegant tilework and modern finishes.
Enjoy peace of mind with elevated construction and comprehensive updates, including a new roof, HVAC system, plumbing, electrical, flooring, garage doors, and more (2022–2024). The oversized two-car garage provides ample space for a home gym, kayaks, or paddleboards. Step outside to the back deck overlooking the 32-acre nature preserve and take in the sights and sounds of island wildlife. The expansive 18,000-square-foot double lot offers endless possibilities for expansion—add a private pool or explore potential subdivision opportunities (subject to permitting).
With no HOA and easy access to Longboat Key’s pristine white-sand beaches and the crystal-clear waters of the Gulf of Mexico, this home is ideal as a primary residence, seasonal retreat, or investment property.
Savor the convenience of nearby favorites like Euphemia Haye, grab a gourmet sandwich from Harry’s Deli & Bakery before heading to the beach, or cool off with a cone from Tyler’s Gourmet Ice Cream. All this, plus proximity to shopping, Longboat Key Club golf courses, and local marinas, makes this home the perfect blend of luxury, natural beauty, and coastal adventure. Embrace the coveted Longboat Key lifestyle—where every sunrise brings new possibilities.

LONGBOAT KEY

691 GULF BAY ROAD

3 Beds

2 Baths

3,540 Sq.Ft.

$1,495,000

MLS#: A4670206

Price reduced

Timeless sophistication meets resort-style elegance in this fully renovated 3-bedroom residence at the coveted Players Club on Longboat Key. Ideally situated on the sought-after south end of the island, this home places you moments from the prestigious St. Regis Hotel, the Longboat Key Club, Publix, and the upscale dining, boutique shopping, and cultural attractions of St. Armands Circle and downtown Sarasota.
From the moment you enter, Gulf views and refined design elements set the tone. A complete interior transformation includes all-new flooring and doors throughout, freshly painted trim and doors, and upgraded Baldwin hardware and hinges. The expansive living area now showcases oversized marble tile, enhancing the natural light and coastal ambiance.
The kitchen has been reimagined with quartz countertops, new backsplash, sink, faucet, and cooktop, plus a more open layout created by a partial wall removal. A redesigned dry bar with new cabinetry and dual beverage coolers makes entertaining effortless.
Both guest and master suites have been thoughtfully upgraded. The guest bath features a new vanity faucet, mirror, sconces, shower glass, wallpaper removal, and polished nickel trim, while the guest bedroom’s bath is brightened with new lighting and fixtures. The primary suite serves as a private retreat with new floor tile, freshly painted walls, updated plumbing fixtures at the sinks, shower, and tub, custom California closets, and direct terrace access.
Additional updates include all new electrical, a new washer, a new HVAC system, and fresh quartz countertops throughout the kitchen and baths — giving buyers peace of mind and a truly move-in-ready experience.
Designed for effortless indoor-outdoor living, the living room, kitchen, and master bedroom all open onto a sprawling terrace, where sweeping views of lushly landscaped grounds and the sparkling Gulf of Mexico provide an inspiring backdrop.
Life at the Players Club is defined by luxury and leisure, with an impressive array of amenities including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and both indoor and outdoor gathering spaces. Residents also enjoy four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, beautifully maintained tropical grounds, deeded beach access, and the peace of mind of 24/7 gated security and on-site management.
This residence is being offered furnished (with a few personal exclusions) and includes under-building assigned parking, convenient bike racks, and a private storage closet just outside the front door.
With its comprehensive renovations, prime location, and access to premier resort-style amenities, this Players Club residence presents a rare opportunity to experience the very best of Longboat Key’s coastal lifestyle.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 304

3 Beds

3 Baths

2,111 Sq.Ft.

$1,475,000

MLS#: A4663026

Welcome to Your Waterfront Paradise! Discover this coastal retreat in the highly desirable Sleepy Lagoon community, perfectly positioned on a deep-water, saltwater canal just seconds from the Intracoastal and the Gulf. This beautifully renovated single-story home features 3 bedrooms, 2 tastefully updated bathrooms, and an elegantly remodeled kitchen with quartz countertops and stainless steel appliances. The open-concept floor plan creates a seamless connection between indoor and outdoor living—ideal for entertaining or relaxing in style. The primary suite offers a private balcony overlooking the heated pool, boat dock, and tranquil canal. Upstairs, a bonus loft provides a perfect space for a home office, studio, or den. For boating enthusiasts, enjoy a concrete seawall, a composite dock with boat lift, plus water and electric hookups for ultimate convenience. All of the recent updates ensure comfort and peace of mind. Best of all, the home is just a short stroll to the beach via the community’s deeded beach access. Experience the best of island living—schedule your private tour today!

LONGBOAT KEY

747 MARBURY LANE

3 Beds

2 Baths

2,845 Sq.Ft.

$1,425,000

MLS#: A4671883

#A4642654

LONGBOAT KEY

552 JUAN ANASCO DRIVE

3 Beds

3 Baths

2,687 Sq.Ft.

$1,397,849

MLS#: A4642654

Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the all-white cabinetry, designer tile and backsplash and stainless-steel appliances. The Master suite provides a wall of windows to enjoy morning sunlight and views, this spacious ensuite w/bath and walk-in shower. The 2& 3rd guest bedroom is well-sized and arranged to ensure the comfort of your visitors, with a beautiful tropical backdrop beyond. Residents of Sands Point indulge in a resort lifestyle, with a heated pool, Kayaking, clubhouse and optional boat docks at the Sands Point Marina. Shorts drive to the restaurants and shops of St. Armands Circle as well as downtown Sarasota.

LONGBOAT KEY

100 SANDS POINT ROAD 323

3 Beds

2 Baths

1,941 Sq.Ft.

$1,395,000

MLS#: A4635400

Embrace beachfront living with this two-bedroom, two-bath residence, offering mesmerizing direct views of the Gulf of Mexico. An exceptional feature is the oversized private terrace with breathtaking ocean views, a rarity in beachfront properties. Your private rooftop terrace seamlessly connects to your balcony, extending your outdoor oasis to over 60 feet. Imagine stepping outside and being greeted by the gentle sea breeze, with the vast expanse of the ocean stretching out before you in all its splendor. This generous space offers the ideal retreat for enjoying the coastal lifestyle to the fullest. Whether you're hosting lively gatherings with friends or simply unwinding, you'll have ample room to spread out and make the most of this idyllic setting without leaving the comfort of your home. Retreat to the spacious primary suite, where panoramic ocean views and an en-suite bath redefine serenity. The second bedroom serves as an inviting guest retreat or productive home office. The open-concept living and dining area are for entertaining or simply relaxing while taking in the incredible scenery. The kitchen is equipped with stainless steel appliances and abundant cabinet space for all your culinary needs. The Islander Club is a sought-after community with 400 feet of private beach frontage. Islander Club offers residents on-site management, a heated pool, renovated clubhouse, billiards and table tennis room, fitness center, saunas and two Har-Tru tennis courts. The shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota are just a short drive away.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 33N

2 Beds

2 Baths

1,485 Sq.Ft.

$1,395,000

MLS#: A4641512

FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create a soft, calming backdrop that allows the views to take center stage, while floor-to-ceiling sliders in every room invite natural light and warm Gulf breezes inside. The beautifully renovated kitchen feels timeless and ahead of its era, featuring white shaker cabinetry with glass panel accents, stone countertops, stainless-steel appliances, white tile backsplash, recessed lighting and a generous breakfast bar that connects seamlessly to the living area. A wall of sliders opens to the terrace, where the Gulf becomes an extension of your living space. Both bedrooms offer terrace access and stunning floor-to-ceiling windows, making each space feel bright, airy and connected to the beauty outside. Each suite includes its own full bath, creating comfort and privacy for owners and guests alike. A continuous terrace spans the full length of the residence, allowing you to step out from any room and enjoy the Gulf’s shifting colors, uninterrupted breezes and nightly sunsets. Set in a prime mid-key location, Islander Club elevates the beachfront lifestyle with outstanding amenities, including a beachfront pool, tennis courts, updated clubhouse, new fitness center, library, billiards room and secure gated entry. All of it sits just steps from the sand and a short drive from the shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 101N

2 Beds

2 Baths

1,485 Sq.Ft.

$1,395,000

MLS#: A4671549

RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design. Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops. Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast. Schedule your private showing today to walk the property and begin planning your Longboat Key dream build. Representative photos added, all information provided is deemed reliable but not guaranteed. The Buyer/Buyer's Agent should independently verify all information provided.,

LONGBOAT KEY

560 GULF BAY ROAD

None Beds

None Baths

0.41 acres

$1,370,000

MLS#: A4649200

Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east.
The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff.
A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal.
This is truly an owner’s retreat.
Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities.
Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.

LONGBOAT KEY

603 LONGBOAT CLUB ROAD 402N

2 Beds

2 Baths

1,758 Sq.Ft.

$1,350,000

MLS#: A4670556

Price reduced

Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort with a 3rd guest bedroom. With three full baths, three versatile entertaining areas, this home is ideal for hosting and relaxation and designed for those who seek both elegance and functionality.
Amenities Include 24-hour gated security, covered private parking, access to a well-appointed community clubhouse with a kitchen and large gathering space. two heated pools, fitness center, pickleball courts, kayak launch, scenic walking/biking trails, and a private deeded beach.

For those who appreciate the game of golf and an active social life a few miles from this exquisite residence is the Longboat Key Club (membership required) Which offers 45 holes of award-winning golf, tennis courts, private beach cabanas, beachside services, multiple restaurants, and a deep-water marina with boat slips.

Close by is St. Armands Circle and downtown Sarasota, two iconic destinations that provide a perfect blend of culture, shopping, dining, and entertainment, connected by the spectacular John Ringling Bridge which offers stunning views of the bay and city skyline. This bridge allows easy access between the two areas, making it simple to enjoy both.
Sarasota’s coastline has something to suit every preference. From the famous powdery sands of Siesta Key to the serene beaches on Longboat Key.
Create cherished memories and embrace the ultimate Florida lifestyle with this home.

LONGBOAT KEY

2020 HARBOURSIDE DRIVE 424

3 Beds

3 Baths

2,582 Sq.Ft.

$1,299,999

MLS#: N6136414

This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.

LONGBOAT KEY

1055 GULF OF MEXICO DRIVE 504

2 Beds

2 Baths

1,603 Sq.Ft.

$1,299,000

MLS#: A4663883

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