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Long Boat Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker
467
# of Listings
2
Avg # of Bedrooms
$1,151
Avg. $ / Sq.Ft.
$2,117,086
Med. List Price

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467 Properties Found. Page 20 of 32.

PRICED TO SELL! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club. A new roof (2025) and fresh interior paint ensure peace of mind and a move-in-ready experience. High ceilings fill the home with natural light, enhancing the spacious feel throughout. The expansive living room, anchored by a wood-burning fireplace, seamlessly connects to the outdoor living area via pocket sliding glass doors, opening to two large screened lanais—ideal for both relaxing and entertaining. The chef’s kitchen is outfitted with granite countertops, stainless steel appliances, rich wood cabinetry, a breakfast bar, and a skylight for added brightness. The primary suite is a private retreat featuring a walk-in closet, two additional closets, updated master bath, and sliding doors leading to the terrace. A guest suite with en suite bath provides comfort and privacy for visitors. Additional highlights include an interior laundry room with sink, a newer AC unit (2018), and natural gas line for adding a pool heater. All furnishings are included. Residents of Harbour Oaks enjoy a resort-style lifestyle with access to a community pool, spa, and lushly landscaped surroundings—just minutes from Longboat Key’s vibrant Town Center. As part of Bay Isles, you’ll have exclusive access to the Bay Isles Beach Club, a private, gated Gulf-front oasis with a pavilion, picnic areas, BBQ grills, beach chairs, restrooms, and ample parking—perfect for sunset viewing or relaxing on Longboat Key’s pristine white sands. Optional membership opportunities at the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deep-water slips offer even more ways to elevate your coastal lifestyle.
#A4656539

LONGBOAT KEY

2181 HARBOURSIDE DRIVE 1403

3 Beds

2 Baths

2,219 Sq.Ft.

$850,000

MLS#: A4656539

Price reduced
Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with elegant flooring, a sleek kitchen, spa-inspired bathrooms, high-end appliances, tankless water heater, designer lighting, and custom furnishings throughout featuing a neutral yet distinctive décor, creating a relaxed coastal ambiance. Added conveniences include a full-size stacked washer and dryer in a discreet laundry closet, and a private under-building carport with a secure storage closet.Located within the architecturally significant Bayport Beach & Tennis Club, the community spans across 27 lush Gulf-to-Bay acres. Residents enjoy a wealth of resort-style amenities including: A private Gulf-front beach with chaise lounges and umbrellas, on site nature trails, lakes with fountains, a bayside fishing pier with kayak launch, heated Junior Olympic-sized pool, Har-Tru tennis courts, bocce ball, and a fitness center!
#A4651083

LONGBOAT KEY

750 BAYPORT WAY 750

2 Beds

2 Baths

1,370 Sq.Ft.

$850,000

MLS#: A4651083

Price reduced
Step into a bright, inviting coastal retreat just moments from the sand at Beachplace on Longboat Key. This beautifully furnished first-floor residence in Building 3 offers true walk-down convenience from the private wraparound terrace—an effortless way to enjoy the Gulf-front lifestyle. Designed for comfort and ease, the interior features porcelain tile flooring throughout, plus new impact windows and walls of sliders installed in 2021–2022, creating a light-filled setting that feels connected to the outdoors. The spacious living and dining area is framed by floor-to-ceiling glass, opening directly to the screened lanai with views of the community’s lush landscaping, pool deck, and the Gulf’s sparkling waters. The updated eat-in kitchen includes all-white appliances, LED lighting, Corian countertops, and a convenient breakfast bar pass-through—ideal for casual meals or entertaining. The private primary suite features wood-grain tile flooring, French-door terrace access, a large closet, and an en-suite bath. A split floor plan ensures comfort for guests, with the second bedroom tucked away for privacy and located next to a well-appointed full bath. Additional conveniences include Turnkey Furnishings and one coveted under-building covered parking space plus an additional assigned outdoor space, a rare benefit in this sought-after Gulf-front community. Residents of Beachplace enjoy resort-style amenities that enhance the coastal lifestyle. A wonderful Gulf-front community, Beachplace offers 24-hour guard-gated entry, an on-site management team, a stylish clubhouse, fitness center, tennis courts, pickleball, and an expansive Gulf-front deck with heated swimming pool and spa. Walking paths, lush gardens, and direct beach access create a tranquil environment for relaxation. Perfectly located on the south end of Longboat Key, this residence places you minutes from world-class shopping and dining at St. Armands Circle, renowned golf and tennis clubs, marinas, the cultural venues of downtown Sarasota, and the exceptional beaches that make this area one of Florida’s most desirable coastal destinations. Whether you're searching for a seasonal escape or a full-time beachfront home, this Beachplace residence delivers impressive value, thoughtful updates, and a premier location along Longboat Key’s pristine shoreline.
#A4672544

LONGBOAT KEY

1125 GULF OF MEXICO DRIVE 101

2 Beds

2 Baths

1,172 Sq.Ft.

$849,000

MLS#: A4672544

Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.
#A4667044

LONGBOAT KEY

4825 GULF OF MEXICO DRIVE 105

2 Beds

2 Baths

1,393 Sq.Ft.

$839,900

MLS#: A4667044

Experience breathtaking beach and Gulf views from this spacious, turnkey-furnished two-bedroom, two-bath residence in Cedars West. Beautifully updated with no detail overlooked, this exceptional property features elegant stone countertops, quality appliances, and a relaxed coastal ambiance that makes it highly sought after. Offering over 1,270 square feet of air-conditioned living space, the residence includes a large walkout screened lanai where you can enjoy gentle Gulf breezes and spectacular sunsets over the tranquil waters of the Gulf of Mexico. The thoughtfully designed layout provides abundant storage throughout, including generous closets in both bedrooms as well as a dedicated owner’s closet. Just steps from the unit, the pristine beach is a renowned nesting ground for sea turtles, offering the unique opportunity to watch dolphins and manatees pass by while relaxing on one of Florida’s most beautiful beaches. Cedars West residents enjoy a wide range of resort-style amenities, including a large heated and cooled swimming pool, two tennis courts, BBQ grilling areas, and convenient kayak and bike racks. Owners also have the option to generate rental income by taking advantage of Cedars West’s rare two-week minimum rental policy on Longboat Key. Don’t miss this incredible opportunity to experience the ultimate beachfront lifestyle.
#TB8483958

LONGBOAT KEY

5655 GULF OF MEXICO DRIVE D107

2 Beds

2 Baths

1,274 Sq.Ft.

$829,000

MLS#: TB8483958

One or more photo(s) has been virtually staged. Welcome to an exceptional opportunity to create a beachfront residence tailored to your own vision in this 3BR/2BA, 9th-floor residence at the Islander Club on Longboat Key. From the moment you step through the foyer, the horizon unfolds, revealing sweeping blues and greens that trace the shoreline and stretch across the Gulf, forming a breathtaking backdrop that changes throughout the day. Wood floors flow throughout the residence, complementing the natural palette beyond the glass. The living room is defined by a full wall of sliders that open to an expansive terrace positioned directly above the beach. From here, the sights and sounds of the shoreline become part of daily life. The expansive balcony extends along the Gulf side of the residence, extending the outdoor living space and offering multiple vantage points along the coast. The kitchen features white cabinetry, contrasting black stone countertops, white appliances, and a clean tile backsplash, with a convenient serving window connecting to the living area for easy entertaining. The primary suite offers its own wall of sliders opening to the terrace and uninterrupted views of the beach and Gulf beyond. The second bedroom provides comfortable space for family or visitors, while the flexible layout allows for thoughtful updates that can enhance both style and functionality over time. Set in a prime mid-key location, Islander Club offers a resort-style environment with a beachfront swimming pool, tennis courts, updated clubhouse, fitness center, library, billiards room, and secure gated entry. All just steps from the sand and a short drive to the shopping, dining, and cultural attractions of St. Armands Circle and downtown Sarasota.
#A4675895

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 91N

3 Beds

2 Baths

1,235 Sq.Ft.

$825,000

MLS#: A4675895

Turnkey furnished and direct Gulf-front, this exceptional ground-floor residence at Turtle Crawl Inn on Longboat Key offers both effortless beachfront living and remarkable, documented rental performance. Residence T-101 has averaged a yearly gross rental income of approximately $90,000 over the past three years, making it a compelling opportunity for investors, seasonal owners, or those seeking a flexible coastal retreat with established returns. Positioned directly on the sand, this rare walk-out Gulf-front residence features a private patio just steps from the turquoise waters of the Gulf of Mexico—ideal for enjoying sunset views over the shoreline. The professionally designed interior blends coastal comfort with modern updates, featuring imported contemporary porcelain flooring from Italy throughout the open layout. The kitchen offers updated cabinetry, stone countertops, white appliances, and a seamless connection to the living and dining areas—perfect for relaxed beachside living or hosting guests. Impact windows with plantation shutters and impact glass sliders enhance peace of mind while filling the space with natural light. The spacious bedroom accommodates guests comfortably, while the completely updated bathroom (2021) showcases clean, timeless finishes. Step outside to the travertine-tiled Gulf-front patio, your private vantage point overlooking the beach, dunes, and horizon—an amenity highly valued by renters and owners alike. Turtle Crawl Inn is known for its laid-back resort atmosphere and strong rental appeal, offering a heated swimming pool, beachside cabanas, gas grilling stations, picnic areas, fishing opportunities, a putting green, shuffleboard courts, and deeded beach access. Flexible rental options make this community especially attractive for income-focused ownership. Located on the desirable mid-island stretch of Longboat Key, the property is minutes from waterfront dining, marinas, Bayfront Park, Joan M. Durante Park, and boating access. Anna Maria Island lies just to the north, while St. Armands Circle and downtown Sarasota’s shopping, dining, and cultural attractions are a short drive south. Whether you’re seeking a high-performing income property, a personal beachfront escape, or a blend of both, this Gulf-front residence delivers proven rental history, prime location, and direct beach access—a rare combination on Longboat Key.
#A4673158

LONGBOAT KEY

4235 GULF OF MEXICO DRIVE T101

1 Beds

1 Baths

720 Sq.Ft.

$825,000

MLS#: A4673158

Behind the gates of Bay Isles, a private country club community, lies an immaculate 2-bedroom, 2-bath end-unit townhouse with a side-by-side 2-car garage plus extra space for hobbies or storage. Upgrades abound: LVP flooring throughout, upgraded ceiling fans, a new dining chandelier, under-cabinet lighting, fresh paint, custom wood trim, new shaker cabinets, countertops, and premium appliances. Beyond the home, you’re steps from Longboat Key Club’s golf, tennis, and marina, and near St. Regis Resort. Sarasota’s best awaits: walk to the beach, St. Armands, and Anna Maria. Plus, enjoy fishing, boating, and all the water adventures Sarasota offers!
#A4684680

LONGBOAT KEY

2000 HARBOURSIDE DRIVE 1501

2 Beds

2 Baths

1,370 Sq.Ft.

$820,000

MLS#: A4684680

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

The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value: • Brand New Seawall: 100 feet of reinforced concrete seawall installed in 2022, providing maximum protection and a pristine aesthetic. • Dual High-Capacity Lifts: Professionally installed in 2023, featuring a 13,000 lb lift for your primary vessel and a 10,000 lb lift for a secondary boat, skiff, or jet skis. • Deep Water Access: Located on a wide, clean canal with direct access to Sarasota Bay and the Gulf of Mexico—perfect for serious anglers and weekend cruisers alike. The Lifestyle: Located in a quiet, "Old Florida" neighborhood on the north end of the island, you are just a minutes from deeded GULF beach access. After a day on the water, walk to the island’s best restaurants or enjoy the sunset from your private 100-foot waterfront. Investment Specs: • Price: $799,000 • Lot Size: 0.15 Acres (Cleared and Buildable) • Utilities: Public water/sewer connected and ready for hookup. Bonus: Deeded beach access included. Why buy a tear-down when you can start fresh on a lot that already has $150k+ in modern marine upgrades? Bring your builder and your boats.
#TB8439776

LONGBOAT KEY

766 SAINT JUDES DRIVE N

None Beds

None Baths

0.15 acres

$799,000

MLS#: TB8439776

Price reduced
Beachplace Penthouse with Gulf Views — Top-Floor Residence with Direct Beach Access Discover an inviting top-floor retreat in Building 10 at Beachplace, offering direct access to the Gulf of Mexico and wide views of the community’s lush landscape, sparkling shoreline, and partial Bay vistas. This furnished 6th-floor residence provides a bright coastal setting, ready for your personal touch. New impact floor-to-ceiling sliders and windows (2024) illuminate the more than 1,500-square-foot layout, bringing natural light into the open living and dining areas and connecting seamlessly to the beach-to-bay terrace. The kitchen sits at the center of the home and offers an efficient design with eating space, breakfast bar seating, and laundry closet. The split-bedroom layout enhances privacy. The primary suite includes terrace access, built-in closet with dressing area, and an en-suite bath. The guest suite, located on the opposite side of the residence, is positioned to enhance privacy. Additional conveniences include one under-building parking space (deeded, covered) plus additional outside parking, and generous storage. Beachplace is a gated Gulf-front community known for resort amenities and well-managed operations. Residents enjoy 24-hour security, on-site management, a large clubhouse, fitness center, tennis courts, walking paths, and a Gulf-side sundeck with heated pool and spa. A private boardwalk leads directly to the beach. The community’s amenities also include a spa, sauna, meeting rooms, and beautifully maintained grounds. Ideally positioned along the southern end of Longboat Key, this residence places you minutes from the island’s best recreation and conveniences. Enjoy nearby marinas, championship golf at the Longboat Key Club, waterfront dining, and the boutiques of St. Armands Circle. Downtown Sarasota—home to world-class arts, theaters, galleries, and the Bayfront Park—lies just over the bridge. With wide beaches, tropical landscaping, and exceptional amenities, Beachplace offers an effortless coastal lifestyle in one of Sarasota’s most desirable Gulf-front settings.
#A4671687

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 603

2 Beds

2 Baths

1,503 Sq.Ft.

$799,000

MLS#: A4671687

New on site 3 days ago
Welcome to this beautifully updated coastal retreat, where style, comfort, and functionality come together seamlessly. This light-filled residence features an open-concept layout with wide-plank tile flooring throughout, creating a clean, modern look that’s perfect for beachside living. The updated kitchen is both stylish and functional, showcasing granite countertops, custom cabinetry, stainless steel appliances, and a spacious breakfast bar—ideal for entertaining or casual dining. Relax and unwind in the spacious living area, which flows effortlessly to the screened lanai—perfect for enjoying morning coffee or evening breezes with partial Gulf views and lush tropical surroundings. The primary suite offers a serene escape with tasteful coastal décor and ample storage, while the guest bedroom is thoughtfully designed for comfort and privacy. The fully renovated bathroom features a walk-in glass-enclosed shower, modern tilework, and dual vanities for added convenience. Additional highlights include: In-unit washer & dryer Updated finishes throughout Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an impressive array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a well-equipped fitness center, and a clubhouse featuring a kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. Enjoy breathtaking sunsets, peaceful walking paths, and a truly low-maintenance island lifestyle—all at an exceptional value. Schedule your private showing today!
#A4686510

LONGBOAT KEY

1925 GULF OF MEXICO DRIVE G8-303

2 Beds

2 Baths

1,068 Sq.Ft.

$799,000

MLS#: A4686510

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 with UNOBSTRUCTED FULL BAY VIEWS 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 yourself within walking-distance to restaurants and the Centre Shops. Durante Park and the Longboat Key Center for the Arts are 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

Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming thanks to 10’ ceilings and a carefully curated blend of textures and finishes. Faux wood tile floors run throughout, complemented by crown molding and warm wall accents with shiplap detailing that add depth and character without overwhelming the space. The dining nook is intimate and inviting, enhanced by a rich wood feature wall that creates a relaxed, comfortable atmosphere for casual meals or evening unwinding. The kitchen is both stylish and efficient, featuring stone countertops, crisp white cabinetry with glass-panel details, stainless steel appliances and a patterned tile backsplash that brings subtle visual interest. The bathroom continues the elevated feel with a spa-inspired design, offering dual vanities, a walk-in glass shower with detailed tilework and natural textures that create a calming retreat after a day in the sun. Offered fully furnished and seamlessly integrated into the hotel rental program, this residence allows owners to enjoy flexibility while benefiting from resort-level operations. Ownership includes access to the exclusive 410-acre Longboat Key Club, with five acclaimed dining venues, 45 holes of championship golf, the award-winning Tennis Gardens, spa and fitness facilities, a private white-sand beach with attendant service, and a full-service marina. Recent property-wide updates to guest rooms, pool areas, dining spaces, and services further enhance the experience at this AAA Four-Diamond destination.
#A4676042

LONGBOAT KEY

225 SANDS POINT ROAD 6201

1 Beds

1 Baths

642 Sq.Ft.

$790,000

MLS#: A4676042

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