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Significant price drop makes this an incredible opportunity!!!! Stunning, brand new construction home with 4 bedrooms, 4.5 bathrooms located on the exclusive North end of Anna Maria Island. This unique, oversized lot sits at the end of a quiet cul de sac and opens onto a wide waterway. The waterfront home is situated to take advantage of sunsets from every room. The open floor plan flows seamlessly to a large deck overlooking the pool and waterway giving you an exceptional indoor/outdoor living feel. The chef’s kitchen is a dream and includes high-end, built-in Thermador appliances, gorgeous custom cabinetry, quartz counter tops and a walk-in pantry. Entertain at your full service bar featuring a beverage and a wine fridge. Completing the main living level is a private office/den. There are 2 oversized master suites with walk in closets, exquisite bathrooms and sliding glass doors opening to expansive decks. The additional 2 large en suite bedrooms also have incredible views. Other features include a large 2 car garage, separate garage to keep your water toys, elevator and more. The backyard oasis may be your favorite as there is a full outdoor covered kitchen and living area with quartz counter tops, grill, stove top, sink, ice maker, beverage fridge, fire table and outdoor shower. Enjoy your sleek, resort style heated pool with Baja entry and covered spa. For the fishermen, there is a large dock to store your boat or fish off the dock. It is just a short stroll to the shops and restaurants of Pine Ave and the world-renowned beaches of Anna Maria. GREAT investment property and currently enrolled in vacation rental program with already over $130k income on the books! Offered turnkey furnished by a professional designer with all of the high-end amenities and furnishings you would expect in this luxury property. Dock your boat and make this piece of Anna Maria Island paradise your own!

4 Beds ⋅ 5 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Significant price drop makes this an incredible opportunity!!!! Stunning, brand new construction home with 4 bedrooms, 4.5 bathrooms located on the exclusive North end of Anna Maria Island. This unique, oversized lot sits at the end of a quiet cul de sac and opens onto a wide waterway. The waterfront home is situated to take advantage of sunsets from every room. The open floor plan flows seamlessly to a large deck overlooking the pool and waterway giving you an exceptional indoor/outdoor living feel. The chef’s kitchen is a dream and includes high-end, built-in Thermador appliances, gorgeous custom cabinetry, quartz counter tops and a walk-in pantry. Entertain at your full service bar featuring a beverage and a wine fridge. Completing the main living level is a private office/den. There are 2 oversized master suites with walk in closets, exquisite bathrooms and sliding glass doors opening to expansive decks. The additional 2 large en suite bedrooms also have incredible views. Other features include a large 2 car garage, separate garage to keep your water toys, elevator and more. The backyard oasis may be your favorite as there is a full outdoor covered kitchen and living area with quartz counter tops, grill, stove top, sink, ice maker, beverage fridge, fire table and outdoor shower. Enjoy your sleek, resort style heated pool with Baja entry and covered spa. For the fishermen, there is a large dock to store your boat or fish off the dock. It is just a short stroll to the shops and restaurants of Pine Ave and the world-renowned beaches of Anna Maria. GREAT investment property and currently enrolled in vacation rental program with already over $130k income on the books! Offered turnkey furnished by a professional designer with all of the high-end amenities and furnishings you would expect in this luxury property. Dock your boat and make this piece of Anna Maria Island paradise your own!

111 Gull Drive, Anna Maria

$3,300,000

Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen boasts waterfall Cambria Stone Quartz countertops and top-of-the-line stainless appliances. Pocket sliding doors lead to the terrace with pool and water views, seamlessly blending indoor and outdoor living. The master suite, complete with a private terrace, Porcelanosa tile finishes, Moen Align fixtures, and Caesarstone quartz countertops, offers a true retreat. Three additional en-suite bedrooms, a den, and an expansive bonus room with custom built-in bunk beds are meticulously finished. Enjoy island and water views from the terraces on all levels. Outside, the Trex deck surrounds the resort-style pool and spa, just steps away from an outdoor shower and pool bath. The private dock provides water access to the Gulf of Mexico, perfect for boating, kayaking, and water toys. Additional highlights include a rooftop deck with 360-degree views, all within walking distance of restaurants, boutiques, and the white sandy beaches of Anna Maria and Pine Ave.

5 Beds ⋅ 6 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen boasts waterfall Cambria Stone Quartz countertops and top-of-the-line stainless appliances. Pocket sliding doors lead to the terrace with pool and water views, seamlessly blending indoor and outdoor living. The master suite, complete with a private terrace, Porcelanosa tile finishes, Moen Align fixtures, and Caesarstone quartz countertops, offers a true retreat. Three additional en-suite bedrooms, a den, and an expansive bonus room with custom built-in bunk beds are meticulously finished. Enjoy island and water views from the terraces on all levels. Outside, the Trex deck surrounds the resort-style pool and spa, just steps away from an outdoor shower and pool bath. The private dock provides water access to the Gulf of Mexico, perfect for boating, kayaking, and water toys. Additional highlights include a rooftop deck with 360-degree views, all within walking distance of restaurants, boutiques, and the white sandy beaches of Anna Maria and Pine Ave.

108 Tern Drive, Anna Maria

$2,200,000

Surrounded by lush tropical beauty on the north end of Anna Maria Island, this lovingly maintained canal front home invites you to embrace island living with both style and ease. Just a short walk from the powder soft sands of the Gulf, the property is tucked among swaying palms and vibrant landscaping, creating an instant sense of retreat the moment you arrive. Inside, the open floor plan blends casual elegance with functionality, featuring a spacious living area with a tray ceiling, custom fans, and plenty of natural light that pours through large windows and sliding glass doors. The kitchen is designed for both beauty and performance, offering stainless steel appliances, granite countertops, a center island with cooktop, and crisp white cabinetry, all framed by peaceful green views through plantation shutters. Flowing seamlessly into a sun filled dining space and out to both front and back screened porches, the home’s layout encourages effortless indoor/outdoor living. The primary suite is a tranquil escape with private canal views, while the ensuite bath evokes a spa-like feel with dual sinks, a soaking tub, and walk-in shower. Two additional bedrooms each bring their own tropical charm, and a top level bonus room offers flexible space for a home office, media lounge, or guest accommodations. Step outside to your own private backyard paradise, where lush landscaping surrounds a sparkling pool, paver patio, and covered seating areas ideal for year-round enjoyment. And for those drawn to life on the water, the private dock with a boat lift is a true standout offering direct, easy access to the bay and Gulf, making boating, kayaking, or paddle boarding not just possible, but part of your daily rhythm. A spacious multi-car garage provides abundant room for storage, beach gear, bikes, and golf carts, making this home as practical as it is picturesque. Located in a short term rental zone and just minutes from Anna Maria’s beloved shops, eateries, and beaches, this home offers the ultimate blend of personal comfort and investment potential. Whether you're seeking a full-time residence or seasonal getaway, this island gem delivers on every front.

3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Surrounded by lush tropical beauty on the north end of Anna Maria Island, this lovingly maintained canal front home invites you to embrace island living with both style and ease. Just a short walk from the powder soft sands of the Gulf, the property is tucked among swaying palms and vibrant landscaping, creating an instant sense of retreat the moment you arrive. Inside, the open floor plan blends casual elegance with functionality, featuring a spacious living area with a tray ceiling, custom fans, and plenty of natural light that pours through large windows and sliding glass doors. The kitchen is designed for both beauty and performance, offering stainless steel appliances, granite countertops, a center island with cooktop, and crisp white cabinetry, all framed by peaceful green views through plantation shutters. Flowing seamlessly into a sun filled dining space and out to both front and back screened porches, the home’s layout encourages effortless indoor/outdoor living. The primary suite is a tranquil escape with private canal views, while the ensuite bath evokes a spa-like feel with dual sinks, a soaking tub, and walk-in shower. Two additional bedrooms each bring their own tropical charm, and a top level bonus room offers flexible space for a home office, media lounge, or guest accommodations. Step outside to your own private backyard paradise, where lush landscaping surrounds a sparkling pool, paver patio, and covered seating areas ideal for year-round enjoyment. And for those drawn to life on the water, the private dock with a boat lift is a true standout offering direct, easy access to the bay and Gulf, making boating, kayaking, or paddle boarding not just possible, but part of your daily rhythm. A spacious multi-car garage provides abundant room for storage, beach gear, bikes, and golf carts, making this home as practical as it is picturesque. Located in a short term rental zone and just minutes from Anna Maria’s beloved shops, eateries, and beaches, this home offers the ultimate blend of personal comfort and investment potential. Whether you're seeking a full-time residence or seasonal getaway, this island gem delivers on every front.

311 Iris Street, Anna Maria

$2,100,000

Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

4 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

108 Pelican Drive, Anna Maria

$1,835,000

Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!

3 Beds ⋅ 3 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!

246 Gladiolus Street, Anna Maria

$1,499,000

Some homes are simply felt before they are fully understood. The moment you arrive at 417 Poinsettia Road, something shifts — the salt air, the sound of water moving gently at the canal's edge, the way the light falls across the pool in the late afternoon. This home is designed for the honest and unhurried experience of Anna Maria Island that we call "Island Time". Tucked on the north end of the island on an oversized lot with canal frontage and a brand-new dock, this two-bedroom, two-bath coastal retreat offers what so many search a lifetime to find: a direct, effortless connection to the water and the world-renowned shores of Anna Maria just steps from your door. Walk to Bean Point, to the Bay beaches, to the City Pier, to the beloved shops and restaurants along Pine Street. The island's azure waters and sugar sand beaches aren't just a destination from here — they are your neighborhood. Inside, the sunroom stretches along the back of the home, framing the pool and canal like a living painting. The pool — recently replastered and retiled in 2022 with a newly rescreened cage in 2025 — is ready to be heated on cooler evenings when the days at the beach run long. The kitchen is complete and thoughtfully equipped, and a park-style charcoal grill awaits for alfresco evenings under the palms. The home has been carefully maintained and meaningfully updated: a metal roof installed in 2020, impact windows, impact doors, and impact garage doors were all replaced in 2025, and a termite treatment was completed this year for absolute peace of mind. The new dock, also completed in 2025, invites early morning launches and golden hour returns — with easy canal access that flows directly to the gulf. Whether you are searching for a private island sanctuary, a legacy property to gather your family & friends, or an island address with short-term rental zoning already in place, 417 Poinsettia offers something rare: the full Anna Maria experience, leaving nothing to want.

2 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Some homes are simply felt before they are fully understood. The moment you arrive at 417 Poinsettia Road, something shifts — the salt air, the sound of water moving gently at the canal's edge, the way the light falls across the pool in the late afternoon. This home is designed for the honest and unhurried experience of Anna Maria Island that we call "Island Time". Tucked on the north end of the island on an oversized lot with canal frontage and a brand-new dock, this two-bedroom, two-bath coastal retreat offers what so many search a lifetime to find: a direct, effortless connection to the water and the world-renowned shores of Anna Maria just steps from your door. Walk to Bean Point, to the Bay beaches, to the City Pier, to the beloved shops and restaurants along Pine Street. The island's azure waters and sugar sand beaches aren't just a destination from here — they are your neighborhood. Inside, the sunroom stretches along the back of the home, framing the pool and canal like a living painting. The pool — recently replastered and retiled in 2022 with a newly rescreened cage in 2025 — is ready to be heated on cooler evenings when the days at the beach run long. The kitchen is complete and thoughtfully equipped, and a park-style charcoal grill awaits for alfresco evenings under the palms. The home has been carefully maintained and meaningfully updated: a metal roof installed in 2020, impact windows, impact doors, and impact garage doors were all replaced in 2025, and a termite treatment was completed this year for absolute peace of mind. The new dock, also completed in 2025, invites early morning launches and golden hour returns — with easy canal access that flows directly to the gulf. Whether you are searching for a private island sanctuary, a legacy property to gather your family & friends, or an island address with short-term rental zoning already in place, 417 Poinsettia offers something rare: the full Anna Maria experience, leaving nothing to want.

417 Poinsettia Road, Anna Maria

$1,275,000

Welcome to Hawaiian Punch located at 125 Crescent, a charming canal-front retreat in the heart of Anna Maria, Florida. This 4 bedroom, 2 bath home offers a comfortable living space and an enviable location just moments from the island’s beautiful beaches of the beautiful Gulf of Mexico. Enjoy the local shops, restaurants, and waterfront attractions off Pine Avenue. One of the home’s standout features is its canal-front setting with a dock, providing easy access to the water for stand-up paddleboarding, kayaking, and small boats. Spend your mornings on the water, enjoy an afternoon paddle, or simply relax and take in the peaceful surroundings and wild life viewing. When you're ready to explore, Pine Avenue is nearby, offering a wonderful selection of shops, restaurants, and ice cream spots, along with the iconic City Pier. And, of course, the stunning Gulf of Mexico beaches are just a short distance away, making it easy to enjoy everything that makes Anna Maria Island such a special destination. With four bedrooms, two bathrooms, a generous 8,800-square-foot lot, and a prime canal-front location, 125 Crescent offers an ideal combination of space, water access, and island convenience. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property puts the best of Anna Maria right outside your door. This is a very active short term rental with even more potential with some upgrades. Come live the Anna Maria Life!

4 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Welcome to Hawaiian Punch located at 125 Crescent, a charming canal-front retreat in the heart of Anna Maria, Florida. This 4 bedroom, 2 bath home offers a comfortable living space and an enviable location just moments from the island’s beautiful beaches of the beautiful Gulf of Mexico. Enjoy the local shops, restaurants, and waterfront attractions off Pine Avenue. One of the home’s standout features is its canal-front setting with a dock, providing easy access to the water for stand-up paddleboarding, kayaking, and small boats. Spend your mornings on the water, enjoy an afternoon paddle, or simply relax and take in the peaceful surroundings and wild life viewing. When you're ready to explore, Pine Avenue is nearby, offering a wonderful selection of shops, restaurants, and ice cream spots, along with the iconic City Pier. And, of course, the stunning Gulf of Mexico beaches are just a short distance away, making it easy to enjoy everything that makes Anna Maria Island such a special destination. With four bedrooms, two bathrooms, a generous 8,800-square-foot lot, and a prime canal-front location, 125 Crescent offers an ideal combination of space, water access, and island convenience. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property puts the best of Anna Maria right outside your door. This is a very active short term rental with even more potential with some upgrades. Come live the Anna Maria Life!

125 Crescent Drive, Anna Maria

$1,250,000

Love the beach and love to boat? Delightful waterfront home with direct access to open water. Located on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.

2 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Love the beach and love to boat? Delightful waterfront home with direct access to open water. Located on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.

109 Tern Drive, Anna Maria

$1,175,000

Virtually Staged. Lowest priced 3 bedroom home currently available on the north end of Anna Maria Island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum subject to city registration and compliance, this beautifully updated island home presents an exceptional opportunity to own in one of the most sought after locations on the island. This inviting single level residence offers 3 bedrooms, 2 renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings create warmth and character throughout the main living space, while the redesigned kitchen features updated cabinetry, countertops, and newer appliances. New flooring throughout the home complements the bright coastal feel and move in ready condition. Set on an oversized 7,500 square foot lot, the property offers something increasingly difficult to find on the north end of Anna Maria Island: space. Whether you envision a custom pool, outdoor kitchen, tropical entertaining area, or your own private backyard retreat, there is ample room to create the outdoor lifestyle buyers dream about when moving to the island. A current survey is available to assist with future planning. The primary suite opens to a private porch, perfect for morning coffee or evening relaxation, while the expansive screened porch extends the living space outdoors and provides the ideal setting for entertaining family and friends year round. Additional features include a new AC system installed in 2025, a one car garage, outdoor shower, storage shed, fenced yard, mature tropical landscaping, and generous off street parking, a rare and valuable feature on the north end. The location is truly exceptional. Walk or bike to Pine Avenue’s charming shops, restaurants, and cafes. Bayfront Park, Bean Point, and some of Anna Maria Island’s most beautiful beach accesses are all nearby, allowing you to enjoy the very best of island living without ever needing to get in your car. Whether you are searching for a full time residence, seasonal getaway, investment property, or future island retreat, this home offers an outstanding combination of location, flexibility, and value. At $1,290,000, it represents one of the most compelling opportunities currently available on the north end of Anna Maria Island. Come experience the island lifestyle that continues to make Anna Maria one of Florida’s most treasured coastal communities.

3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code

Virtually Staged. Lowest priced 3 bedroom home currently available on the north end of Anna Maria Island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum subject to city registration and compliance, this beautifully updated island home presents an exceptional opportunity to own in one of the most sought after locations on the island. This inviting single level residence offers 3 bedrooms, 2 renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings create warmth and character throughout the main living space, while the redesigned kitchen features updated cabinetry, countertops, and newer appliances. New flooring throughout the home complements the bright coastal feel and move in ready condition. Set on an oversized 7,500 square foot lot, the property offers something increasingly difficult to find on the north end of Anna Maria Island: space. Whether you envision a custom pool, outdoor kitchen, tropical entertaining area, or your own private backyard retreat, there is ample room to create the outdoor lifestyle buyers dream about when moving to the island. A current survey is available to assist with future planning. The primary suite opens to a private porch, perfect for morning coffee or evening relaxation, while the expansive screened porch extends the living space outdoors and provides the ideal setting for entertaining family and friends year round. Additional features include a new AC system installed in 2025, a one car garage, outdoor shower, storage shed, fenced yard, mature tropical landscaping, and generous off street parking, a rare and valuable feature on the north end. The location is truly exceptional. Walk or bike to Pine Avenue’s charming shops, restaurants, and cafes. Bayfront Park, Bean Point, and some of Anna Maria Island’s most beautiful beach accesses are all nearby, allowing you to enjoy the very best of island living without ever needing to get in your car. Whether you are searching for a full time residence, seasonal getaway, investment property, or future island retreat, this home offers an outstanding combination of location, flexibility, and value. At $1,290,000, it represents one of the most compelling opportunities currently available on the north end of Anna Maria Island. Come experience the island lifestyle that continues to make Anna Maria one of Florida’s most treasured coastal communities.

216 Gladiolus Street, Anna Maria

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