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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
514
# of Listings
2
Avg # of Bedrooms
$851
Avg. $ / Sq.Ft.
$1,501,565
Med. List Price

Browse Long Boat Key Real Estate Listings

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514 Properties Found. Page 17 of 35.

One or more photo(s) has been virtually staged. Presenting a stunning, fully renovated residence where Cali-Modern design meets the tranquil elegance of Longboat Key. This sophisticated, move-in ready home offers an abundance of good vibes and professional quality, available now on the highly sought-after North End of exclusive Longboat Key. Sleek, chic, and absolutely move-in ready, this property is an instant atmosphere setter. From the moment you step inside, you'll feel the coastal modern bliss. Enjoy the clean, modern lines, vaulted ceilings, and stunning stone tile floors, all bathed in gorgeous southern sun light. The upgraded kitchen and bathrooms sparkle with new features, complemented by new appliances. This home has been lovingly and extensively renovated, offering quality and style that goes well beyond the expected. You will find thoughtful design and premium features in every corner. Step outside to your own private backyard oasis, the perfect spot to sip a sunset cocktail. Fully fenced and private this oasis sets up perfectly for the future pool. And talk about location! You are literally steps from both Gulf and Bay access. This home boasts unbeatable walkability to island favorites like Harry's Deli and The Continental Kitchen, Euphymya Haye and the Hayloft, Lo-Key Island Grille, Cedars East Tennis and Fitness Resort and many others. The best-kept secret? A private back gate leads you directly into the 32 acres of Joan Durante Park, offering pure, natural Florida coastal hammock. This park is a true gem filled with nature walking trails, fishing piers, playground for the kids and multiple Bay access points (perfect for the kayak launch) No fuss, no stress. With a standing seam metal roof, Hardi board siding, newer double-pane windows, New interior, new appliances and offered fully furnished, this charmer is ready for your island life to begin immediately. Don't wait, come feel the charm for yourself!
#A4672840

LONGBOAT KEY

624 SAINT JUDES DRIVE

3 Beds

3 Baths

1,387 Sq.Ft.

$840,000

MLS#: A4672840

New on site 2 days ago
Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture stunning water views and coastal breezes. Significant recent improvements provide exceptional value and peace of mind, including a new roof, new balconies and walkways, updated carports, and new doors and impact-rated windows throughout the community. Inside, the home is move-in ready with a newer AC system and newer appliances, ideal for full-time living, a seasonal retreat, or an income-producing beach getaway. Arbomar offers elevator access, a heated beachfront pool, fitness center, and a welcoming, well-maintained community. All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer. Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions, and world-class golf—while delivering the rare luxury of direct Gulf views and private beach access at an exceptional value.
#A4675789

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,022 Sq.Ft.

$830,000

MLS#: A4675789

Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. This rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for both personal enjoyment and investment. Nestled within an intimate beachfront community offering 340 feet of pristine Gulf frontage, Sand Cay provides an exceptional resort-style experience. Residents and guests enjoy first-class amenities including tennis courts, shuffleboard, a heated pool, basketball area, barbecue stations, a full-time on-site manager, and a convenient in-house rental program. Perfectly located, the resort is just minutes from the boutique shops and fine dining of St. Armands Circle and the vibrant arts and cultural attractions of downtown Sarasota. Light and bright, this third-floor garden-view condo is ideally situated between the pool and the beach. The inviting floor plan features two bedrooms, two bathrooms, a spacious living and dining area, an updated and fully equipped kitchen, a cozy den/office nook, and a private balcony with an awning—ideal for morning coffee or unwinding after a day by the Gulf. Your slice of Longboat Key paradise awaits. Schedule your showing today.
#A4673798

LONGBOAT KEY

4725 GULF OF MEXICO DRIVE 314

2 Beds

2 Baths

1,104 Sq.Ft.

$829,000

MLS#: A4673798

Discover your boater's paradise on Longboat Key! This is a rare opportunity to build your dream oasis on the last available vacant lot in the exclusive, gated Laguna Yacht Village community of only 9 plots, with 8 beautifully built homes already in place. Nestled on the bay side, this prime lot offers a blank canvas for a custom home in a serene setting. Enjoy resort-style amenities including a community pool, a scenic walkway to a deeded boat slip, and quiet public beach access on the Gulf side. The community, only mildly affected by recent storms, offers a peaceful lifestyle while still catering to boating enthusiasts. Build your personal retreat where luxury and leisure meet!
#A4641212

LONGBOAT KEY

6324 LAGUNA DRIVE

None Beds

None Baths

0.04 acres

$799,999

MLS#: A4641212

Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.
#TB8439776

LONGBOAT KEY

766 SAINT JUDES DRIVE N

None Beds

None Baths

0.15 acres

$799,000

MLS#: TB8439776

Rare three-bedroom Seaplace opportunity • New kitchen & hurricane-rated windows • Gulf-front gated community Welcome to Seaplace, one of Longboat Key’s most desirable Gulf-front communities. This rare three-bedroom, three-bath residence (Unit T1-108) offers the spacious layout and updates that are seldom available in Seaplace. The north-facing townhouse-style floor plan features an attached private garage, an open-concept main level, and generous natural light throughout. Recent upgrades include a new kitchen, hurricane-rated impact windows, sliding lanai door, and hurricane-standard front door, providing exceptional protection and energy efficiency. The garage door has also been replaced with an insulated model, and the new AC system ensures comfort year-round. The main level combines living and dining areas with direct access to a screened lanai overlooking tropical landscaping. The kitchen features solid cabinetry, modern appliances, and convenient counter seating. Upstairs, the primary suite includes a walk-in closet and private bath, while two guest bedrooms and additional baths provide flexibility for visiting family or remote work space. The residence also includes an in-unit washer and dryer for everyday convenience. Residents of Seaplace enjoy ½ mile of private Gulf beach frontage and extensive resort-style amenities across 42 acres of manicured grounds. Features include two heated swimming pools and spas, Har-Tru tennis courts, walking trails, a fitness center, clubhouse with full kitchen and library, sauna, playground, grilling areas, and 24-hour staffed gatehouse with on-site management. The quarterly association fee of $3,526 covers exterior maintenance, building insurance, water, sewer, cable, and community amenities. Service animals are permitted per association policy; no pets otherwise. Rentals are allowed with a two-month minimum, offering both flexibility and investment potential. Located along Longboat Key’s scenic Gulf of Mexico Drive, Seaplace provides a premier coastal lifestyle close to shopping, dining, and cultural venues. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) are nearby for convenience and recreation. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), and The Shore Restaurant (1.9 mi), or spend the afternoon exploring St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer world-class leisure and arts within minutes. This beautifully maintained residence combines modern updates, hurricane-rated protection, and Seaplace’s unmatched beachfront amenities. Whether as a year-round home or seasonal retreat, Unit T1-108 represents a rare three-bedroom ownership opportunity in a Gulf-front community on Longboat Key. Includes garage, in-unit laundry, and access to pools, tennis, clubhouse, and beach amenities. Floor plan viewer are available within the listing for additional detail.
#A4660639

LONGBOAT KEY

2075 GULF OF MEXICO DRIVE T1-108

3 Beds

2 Baths

1,690 Sq.Ft.

$799,000

MLS#: A4660639

Price reduced
LARGE PRICE REDUCTION - COASTAL ELEGANCE ON LONGBOAT KEY - DIRECT GULF FRONT PROPERTY: Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Key. Perched along the pristine shoreline, this meticulously maintained condo offers uninterrupted Gulf of Mexico views—where you can wake up to the gentle sound of waves and witness sunsets that transform the sky into a vibrant masterpiece. UPDATES GALORE: New AC, New Hot Water Heater, New Roof, New Luxury Flooring, New Hurricane Impact Resistant Sliding Doors, New Modern Bathroom. BEING SOLD TURN-KEY. EVERYTHING STAYS! BRIGHT & INVITING INTERIORS: Step inside to discover an open, light-filled layout designed to maximize space and natural beauty. Large glass sliders seamlessly connect the interior to the outdoors, bathing the open kitchen and living area in natural light while blending modern functionality with coastal charm. The thoughtfully designed bedroom and bathroom serve as serene retreats, balancing comfort and style perfectly. YOUR PRIVATE OUTDOOR OASIS: Enjoy a standout private balcony that offers a front-row seat to the endless blue water and sandy beach. Whether savoring a quiet morning coffee or an evening cocktail, the gentle sea breeze creates an ideal setting for relaxation. RESORT-STYLE COMMUNITY AMENITIES: Enhancing your lifestyle, the community boasts a range of well-maintained amenities including: A sparkling pool, Tennis courts, shuffleboard, beach chairs, leasable boat slips, and a tranquil pavilion by the bayou for water enthusiasts. UNMATCHED LOCATION & LIFESTYLE: This condo combines a highly desirable location with the privacy and comfort of a true coastal home—perfect for year-round living, a seasonal retreat, or a savvy investment. Adding to its appeal, the community features exclusively two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, ensuring a streamlined, worry-free living experience. Discover Longboat Key at its finest—where luxury meets laid-back coastal charm. Schedule your private tour today!
#A4640305

LONGBOAT KEY

6701 GULF OF MEXICO DRIVE 311

1 Beds

1 Baths

936 Sq.Ft.

$798,000

MLS#: A4640305

Carefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautiful condominium at The Atrium on Longboat Key inside Bay Isles. This spacious updated unit is move-in ready for you to enjoy all that Florida living has to offer! The large kitchen is open to the dining/living rooms that overlook the gorgeous Bay. You can enjoy beautiful sunrises or evening gatherings from inside your unit or on your spacious private balcony. There are 2 bedrooms plus a den that's being used as a bedroom (closet can easily be added). Set "behind the gates" of Bay Isles, the Atrium offers residents a laidback, amenity-rich way of life featuring 24 hour gated security, under building-parking, a spacious storage room, walking pathways, kayak launch, heated community pool, fitness center/exercise room, tennis/pickleball courts, recently updated clubhouse, community BBQs, even added new 2EV charging stations. An extra bonus with this condo is you will receive a highly sought after beach access membership to the Bay Isles Beach Club which is across the street. To get to the beach there is even an underground tunnel for easy access so no waiting to cross the road. Newer AC (2018). This beach club provides a stress-free beach life with easy parking, storage lockers for beach chairs, ice machine, refrigerator as well as recently updated spa-like bathrooms making it convenient for residents to sit back, relax and enjoy beach life. Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. Only a short distance to Publix with easy quick access that's walkable from the back road of Bay Isles. The Atrium with only 40 units has a charming quaint peaceful feel throughout.Furniture in unit does stay. Up to 1% of the loan amount for rate buy down or lender credits is being offerred specifically for this home. (This is not a commitment to lend or lock, and restrictions may apply)
#A4669215

LONGBOAT KEY

2110 HARBOURSIDE DRIVE 526

3 Beds

2 Baths

2,031 Sq.Ft.

$795,000

MLS#: A4669215

Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the modern upgrades, making it perfect for both casual meals and entertaining. The guest bedroom includes custom built-ins with ample storage and a convenient desk, ideal for a home office. The primary suite is both roomy and inviting, enhanced by built-in bookshelves and an en-suite bath filled with natural light from a skylight above the tub. Additional highlights include an interior laundry room and an oversized garage with sleek epoxy flooring, easily accommodating 4–5 vehicles. Step out onto your private lanai, where serene views of the community pool create the perfect setting for relaxation and contentment. Located in the prestigious, guard-gated community of Bay Isles, this residence is just a short stroll to shopping and the newly opened St. Regis Resort. Community amenities abound, including tennis courts, a fitness center, and onsite management. Residents also enjoy access to a private beach club offering Longboat Key’s famous white sand beaches, a shaded pavilion, restrooms, and event space. Enhancing this resort-style living, Bay Isles residents may also enjoy memberships at the exclusive Longboat Key Club, featuring a world-class marina, championship golf courses, renowned tennis gardens, and fine dining. This is more than a home—it’s a lifestyle. Welcome to your Longboat Key retreat.
#A4666101

LONGBOAT KEY

1922 HARBOURSIDE DRIVE 1104

2 Beds

2 Baths

1,316 Sq.Ft.

$795,000

MLS#: A4666101

Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of comfort, coastal elegance, and unforgettable daily moments. Set within an intimate community of just 26 Bayside and 18 Gulf side residences, Banyan Bay provides a peaceful retreat with exceptional amenities. Start your mornings with a stroll along your private Gulf beach access, join neighbors for a friendly match on the tennis/pickleball court, launch a kayak directly onto the bay, or unwind by the heated pool after a day on the water. A day dock/fishing pier, fitness center, clubhouse, and convenient bicycle storage further enhance the lifestyle of this warm, social community. Inside, more than 1,400 square feet of thoughtfully designed living space showcases a spacious kitchen with granite countertops, SS appliances, and a breakfast bar and nook ideal for casual dining or gathering with friends. The open great-room layout features soaring ceilings that fill the home with natural light and frame the captivating bayfront scenery. The primary suite offers its own private terrace overlooking the shimmering water—perfect for quiet mornings or evening breezes. A guest suite on the main level ensures comfort and privacy, while a charming spiral staircase leads to a versatile loft and a spacious third bedroom suite—ideal for hosting visitors, working remotely, or enjoying a dedicated creative space. Terra cotta tile flooring throughout the first level brings warmth and coastal character, while Tommy Bahama inspired finishes make this turnkey furnished residence truly move-in-ready. Beyond the community, you’ll find Centre Shops, Durante Park, and the Longboat Key Center for the Arts just moments away, adding convenience and charm to the neighborhood. Discover the rare combination of lifestyle, location, and waterfront living that only Banyan Bay can offer—where every day feels like a coastal escape.
#A4673695

LONGBOAT KEY

5270 GULF OF MEXICO DRIVE 508

3 Beds

3 Baths

1,460 Sq.Ft.

$794,999

MLS#: A4673695

"One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!” The only coveted corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”
#A4671822

LONGBOAT KEY

4500 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$778,000

MLS#: A4671822

BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular sunrises over the sparkling bay and unwind with mesmerizing sunsets on the Gulf, directly across the street. Watch playful dolphins, jumping fish, gentle manatees, and vibrant Florida birdlife from your Florida Room or while preparing meals in your updated kitchen overlooking the shimmering waters. Your primary suite is a serene waterfront retreat, perfect for moonlit nights and sunrise mornings. Every detail of this condo has been thoughtfully designed to create a lifestyle of tranquility and relaxation, including remote controlled blinds in the Florida Room. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. From dolphins at dawn to sunsets on the Gulf—every day is paradise. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Private roads were repaved and a new 1/2 mile long salt-tolerant privacy hedge was planted in October 2025. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This is more than a home—it’s a lifestyle. Experience the beauty, serenity, convenience, and the maintenance free life you’ve always dreamed of. GREAT NEWS, PAST CAPITAL IMPROVEMENT ASSESSMENTS WERE PAID IN FULL BY SELLER, NOT ADDED TO MONTHLY DUES! Schedule your private showing today and make paradise yours!
#A4670932

LONGBOAT KEY

4900 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,325 Sq.Ft.

$775,000

MLS#: A4670932

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633787

LONGBOAT KEY

660 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633787

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot. Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633783

LONGBOAT KEY

650 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633783

Attention Investors! This is a rare opportunity to own on the beach on LBK and collect rent. The GROSS INCOME from 1/1/25-10/12/2025 is $62,469. This intimate, unique beachfront resort has only 8 condos and is available for daily, weekly or monthly rentals. All condos are beautifully appointed and smoke free. You will enjoy many relaxing hours on the beach where chairs are provided for you. The kitchen has stone counters and every small appliance you like to use. The screened porch is a quiet refuge from which to view the Gulf water and the lush landscaping. On site management handles all rentals, cleaning, advertising, bookkeeping and other administrative business. There are no HIDDEN CHARGES, (NO linen rental fee, NO cleaning fee, No business tax fee,) as there are in other vacation rentals. This lovely condo is being offered TURNKEY FURNISHED. Restaurants, nature trails, a park with tennis and pickleball, and food shopping are close by. Financials will be provided upon request. This condo is heavily booked so showings are available only on check out day which is usually Saturday at 10.Call agent for availability. Life is good on Longboat Key!
#A4645905

LONGBOAT KEY

5125 GULF OF MEXICO DRIVE 4

2 Beds

2 Baths

961 Sq.Ft.

$775,000

MLS#: A4645905

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