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$7,850,000

A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas, creating a true indoor-outdoor lifestyle. The residence offers 5 bedrooms, 6 bathrooms, and expansive living spaces defined by clean architectural lines, warm wood accents, and walls of glass that frame tranquil water and tropical landscape views. The open main living level is ideal for entertaining at scale, anchored by a chef’s kitchen featuring custom cabinetry, a full walk-in pantry, and an oversized island, complemented by generous dining and gathering spaces that open directly to the pool courtyard. The primary suite is a private retreat, offering a custom-designed walk-in closet with a dedicated laundry area and a spa-inspired bath with a soaking tub positioned before picture windows overlooking the bay. A dramatic indoor-outdoor shower further enhances the immersive waterfront experience. Outdoor living is elevated with multiple covered terraces, a tranquil spa beneath a living green ceiling, and an expansive rooftop deck showcasing panoramic water views—perfect for sunset enjoyment and evening entertaining. Additional highlights include an elevator servicing all levels, premium finishes throughout, and thoughtfully designed spaces that balance luxury with everyday livability. Located just moments from Anna Maria’s renowned beaches, dining, and shopping, this exceptional residence presents a rare opportunity to own a newly built architectural masterpiece on the bay.

5 Beds ⋅ 6 Baths ⋅ A4679859 MLS

A rare expression of modern island luxury, this newly constructed Polynesian-inspired estate is ideally positioned on South Bay Boulevard in Anna Maria, offering privacy, architectural distinction, and sweeping bay views. Thoughtfully designed around a private, lush interior courtyard, the home centers on a resort-style pool and spa that seamlessly connect to covered outdoor living areas, creating a true indoor-outdoor lifestyle. The residence offers 5 bedrooms, 6 bathrooms, and expansive living spaces defined by clean architectural lines, warm wood accents, and walls of glass that frame tranquil water and tropical landscape views. The open main living level is ideal for entertaining at scale, anchored by a chef’s kitchen featuring custom cabinetry, a full walk-in pantry, and an oversized island, complemented by generous dining and gathering spaces that open directly to the pool courtyard. The primary suite is a private retreat, offering a custom-designed walk-in closet with a dedicated laundry area and a spa-inspired bath with a soaking tub positioned before picture windows overlooking the bay. A dramatic indoor-outdoor shower further enhances the immersive waterfront experience. Outdoor living is elevated with multiple covered terraces, a tranquil spa beneath a living green ceiling, and an expansive rooftop deck showcasing panoramic water views—perfect for sunset enjoyment and evening entertaining. Additional highlights include an elevator servicing all levels, premium finishes throughout, and thoughtfully designed spaces that balance luxury with everyday livability. Located just moments from Anna Maria’s renowned beaches, dining, and shopping, this exceptional residence presents a rare opportunity to own a newly built architectural masterpiece on the bay.

821 S Bay Boulevard, Anna Maria

$5,575,000

*State DEP permit in hand and ready to build - lot comes with complete custom home plans.* Just get your city permit or personally design your dream home on the beach! Stunning estate sized Gulf-front property located at 769 N Shore Dr, Anna Maria, FL. This cleared lot is almost one full-acre with 102' of beach frontage, offering direct access to the pristine white sand beaches of the Gulf of Mexico. Full 180-degree views of the beach and Gulf of Mexico. Year-round sunset views. Enjoy the convenience of walking to the charming restaurants and boutique shops of Anna Maria from your dream coastal haven.

A4595695 MLS

*State DEP permit in hand and ready to build - lot comes with complete custom home plans.* Just get your city permit or personally design your dream home on the beach! Stunning estate sized Gulf-front property located at 769 N Shore Dr, Anna Maria, FL. This cleared lot is almost one full-acre with 102' of beach frontage, offering direct access to the pristine white sand beaches of the Gulf of Mexico. Full 180-degree views of the beach and Gulf of Mexico. Year-round sunset views. Enjoy the convenience of walking to the charming restaurants and boutique shops of Anna Maria from your dream coastal haven.

769 N Shore Drive, Anna Maria

$5,500,000

Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!

4 Beds ⋅ 5 Baths ⋅ A4682764 MLS

Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!

903 N Shore Drive Unit B, Anna Maria

$5,500,000

Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is designed for effortless entertaining. Outside, the property features multiple covered patios perfect for relaxation and entertainment. Whether you're enjoying the pool, spa, or sitting on the dock, the views are unparalleled, all from the comfort of your own backyard. Conveniently located near shopping, restaurants, and the most beautiful white sandy beaches, this slice of paradise could be your new home.

4 Beds ⋅ 5 Baths ⋅ A4632102 MLS

Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This luxurious home boasts four bedrooms and four and a half baths, offering STUNNING VIEWS. Features include an elevator, a three-car garage, and 3,751 square feet of air-conditioned space, and 7,893 square feet overall. Enjoy premium appliances, elegant wood floors throughout, and an open floor plan that is designed for effortless entertaining. Outside, the property features multiple covered patios perfect for relaxation and entertainment. Whether you're enjoying the pool, spa, or sitting on the dock, the views are unparalleled, all from the comfort of your own backyard. Conveniently located near shopping, restaurants, and the most beautiful white sandy beaches, this slice of paradise could be your new home.

329 Tarpon Street, Anna Maria

$5,350,000

Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

4 Beds ⋅ 6 Baths ⋅ A4679008 MLS

Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

12106 Gulf Drive, Anna Maria

$4,800,000

DIRECT BEACHFRONT - Positioned on the pristine shores of the north end of Anna Maria Island.

4 Beds ⋅ 5 Baths ⋅ A4674863 MLS

DIRECT BEACHFRONT - Positioned on the pristine shores of the north end of Anna Maria Island.

915 N Shore Drive, Anna Maria

$3,830,000

Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!

4 Beds ⋅ 4 Baths ⋅ A4683787 MLS

Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!

108 Magnolia Avenue, Anna Maria

$3,800,000

Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!

4 Beds ⋅ 5 Baths ⋅ A4672413 MLS

Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!

112 Mangrove Avenue, Anna Maria

$3,300,000

Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between the elegant interiors and the lush tropical surroundings. Step down to the heated pool and spa, enveloped by vibrant landscaping, providing a secluded sanctuary for relaxation and entertainment. A private elevator enhances convenience, providing effortless access to all levels of the home and ensuring a seamless living experience. While the home’s prime location places you just steps from the beach, renowned as the best surfing spot on the island, it offers an ideal setting for surfers drawn to its incredible waves. With premier shopping and dining just minutes away, you’ll have the best of island living right at your fingertips.

5 Beds ⋅ 4 Baths ⋅ A4652436 MLS

Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a generous deck, creating a natural flow between the elegant interiors and the lush tropical surroundings. Step down to the heated pool and spa, enveloped by vibrant landscaping, providing a secluded sanctuary for relaxation and entertainment. A private elevator enhances convenience, providing effortless access to all levels of the home and ensuring a seamless living experience. While the home’s prime location places you just steps from the beach, renowned as the best surfing spot on the island, it offers an ideal setting for surfers drawn to its incredible waves. With premier shopping and dining just minutes away, you’ll have the best of island living right at your fingertips.

120 White Avenue, Anna Maria

$3,200,000

This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

3 Beds ⋅ 2 Baths ⋅ A4697461 MLS

This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

402 S Bay Boulevard, Anna Maria

$3,200,000

Welcome to 803 Gladiolus St, a serene retreat located in the highly desirable Bean Point area of Anna Maria Island. Often referred to as A Bean Point Paradise, this exceptional property features one of the largest private pools on the island, surrounded by lush tropical landscaping and a relaxing spa. This versatile home is ideal as a primary residence, second home, or vacation rental. A Burt Harris Settlement Agreement allows occupancy for up to 12 guests, offering rare flexibility and strong rental potential. Property Details Bedrooms: 5 Bathrooms: 4.5 Parking: Accommodates up to 6 vehicles with oversized parking and space for a boat trailer — a rare feature compared to most homes on Anna Maria Island Location: Approximately a five-minute walk to the Gulf beaches at Bean Point Exterior Features Enjoy a private tropical backyard designed for entertaining, complete with an expansive pool and spa. Outdoor amenities include a BBQ grill and poolside refrigerator, perfect for al fresco dining. Conveniently located near beaches, shopping, and local restaurants. Interior Features The home offers an open and inviting living area with ample seating, a chef’s kitchen with stainless steel appliances, a large island, and a formal dining area. Multiple indoor and outdoor dining options enhance the home’s flexibility for both everyday living and entertaining. Floor Plan Second Floor: Three bedrooms Third Floor: Primary suite plus one additional bedroom Den: Queen sleeper sofa for additional guest accommodations Balconies: Off the living room and primary bedroom Additional Features The converted garage has been transformed into a dedicated game room, complete with a ping-pong table, foosball, seating, and a TV—creating a fun and functional space for guests of all ages while enhancing the home’s rental appeal. Remarks 803 Gladiolus St offers a rare combination of generous parking, a resort-style backyard, a prime Bean Point location, and a bonus game room rarely found on Anna Maria Island. A unique opportunity to own a well-appointed island property with exceptional lifestyle and income potential.

5 Beds ⋅ 5 Baths ⋅ A4680680 MLS

Welcome to 803 Gladiolus St, a serene retreat located in the highly desirable Bean Point area of Anna Maria Island. Often referred to as A Bean Point Paradise, this exceptional property features one of the largest private pools on the island, surrounded by lush tropical landscaping and a relaxing spa. This versatile home is ideal as a primary residence, second home, or vacation rental. A Burt Harris Settlement Agreement allows occupancy for up to 12 guests, offering rare flexibility and strong rental potential. Property Details Bedrooms: 5 Bathrooms: 4.5 Parking: Accommodates up to 6 vehicles with oversized parking and space for a boat trailer — a rare feature compared to most homes on Anna Maria Island Location: Approximately a five-minute walk to the Gulf beaches at Bean Point Exterior Features Enjoy a private tropical backyard designed for entertaining, complete with an expansive pool and spa. Outdoor amenities include a BBQ grill and poolside refrigerator, perfect for al fresco dining. Conveniently located near beaches, shopping, and local restaurants. Interior Features The home offers an open and inviting living area with ample seating, a chef’s kitchen with stainless steel appliances, a large island, and a formal dining area. Multiple indoor and outdoor dining options enhance the home’s flexibility for both everyday living and entertaining. Floor Plan Second Floor: Three bedrooms Third Floor: Primary suite plus one additional bedroom Den: Queen sleeper sofa for additional guest accommodations Balconies: Off the living room and primary bedroom Additional Features The converted garage has been transformed into a dedicated game room, complete with a ping-pong table, foosball, seating, and a TV—creating a fun and functional space for guests of all ages while enhancing the home’s rental appeal. Remarks 803 Gladiolus St offers a rare combination of generous parking, a resort-style backyard, a prime Bean Point location, and a bonus game room rarely found on Anna Maria Island. A unique opportunity to own a well-appointed island property with exceptional lifestyle and income potential.

803 Gladiolus Street, Anna Maria

$3,100,000

Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed 4-bedroom residence features ensuite baths in every bedroom plus an additional half bath, offering comfort and privacy for owners and guests alike. Soaring ceilings and an open, light-filled layout create a refined yet relaxed coastal atmosphere, ideal for effortless island living. Step outside to your private tropical oasis, where a resort-style pool and spa are surrounded by lush landscaping, creating the perfect setting for entertaining or unwinding after a day on the water. Amazing panoramic views of the bay and the gulf from the roof top deck. Enjoy coffee for sunrise or your favorite cocktail at sunset. Ideally located just a one-minute walk to Tampa Bay and only two blocks from the world-renowned Bean Point, the home captures the essence of Anna Maria Island’s most sought-after lifestyle. Whether you are seeking a refined second home, a full-time residence, or a high-performing vacation rental, Paradise Blu delivers a rare combination of location, design, and investment potential on the north end of Anna Maria Island. Schedule your private showing and experience firsthand what makes Paradise Blu one of the most compelling opportunities on Anna Maria Island today.

4 Beds ⋅ 5 Baths ⋅ A4686802 MLS

Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed 4-bedroom residence features ensuite baths in every bedroom plus an additional half bath, offering comfort and privacy for owners and guests alike. Soaring ceilings and an open, light-filled layout create a refined yet relaxed coastal atmosphere, ideal for effortless island living. Step outside to your private tropical oasis, where a resort-style pool and spa are surrounded by lush landscaping, creating the perfect setting for entertaining or unwinding after a day on the water. Amazing panoramic views of the bay and the gulf from the roof top deck. Enjoy coffee for sunrise or your favorite cocktail at sunset. Ideally located just a one-minute walk to Tampa Bay and only two blocks from the world-renowned Bean Point, the home captures the essence of Anna Maria Island’s most sought-after lifestyle. Whether you are seeking a refined second home, a full-time residence, or a high-performing vacation rental, Paradise Blu delivers a rare combination of location, design, and investment potential on the north end of Anna Maria Island. Schedule your private showing and experience firsthand what makes Paradise Blu one of the most compelling opportunities on Anna Maria Island today.

419 Alamanda Road, Anna Maria

$3,100,000

Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.

4 Beds ⋅ 4 Baths ⋅ TB8462487 MLS

Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.

213 Oak Avenue, Anna Maria

$3,050,000

Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

3 Beds ⋅ 2 Baths ⋅ A4684377 MLS

Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

306 S Bay Boulevard, Anna Maria

$2,900,000

Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

4 Beds ⋅ 4 Baths ⋅ A4679879 MLS

Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

101 Sunset Lane, Anna Maria

$2,825,000

Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!

4 Beds ⋅ 4 Baths ⋅ A4683074 MLS

Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!

519 Loquat Drive, Anna Maria

$2,770,000

Welcome to Manatee Manor, a life where every evening ends in a watercolor sunset, manatees swim in your backyard, and every morning begins with the quiet ripple of wide open canal waters just beyond your dock. Perfectly positioned on a peaceful cul-de-sac in the heart of Anna Maria, Manatee Manor is more than a home — it’s a daily invitation to slow down and savor island living. This elevated 3-bedroom, 3-bath residence has been lovingly owner-occupied and meticulously maintained — never rented — offering a level of care and quality that’s immediately felt. Designed for relaxed coastal living, this home captures breathtaking sunset views with a seamless indoor-outdoor flow. Recent renovations include kitchen and bathroom remodels, designer GE Cafe appliances, all impact doors and sliders, water filtration system, landscaping and more! Ready to enjoy the Florida sunshine? Step outside to your private backyard retreat and enjoy your putting green, heated pool (28x18), spa, artificial turf, sitting areas, and an outdoor kitchen — ideal for sunset dinners and weekend gatherings. The 100' canal-front setting includes a dock (36x22), making it effortless to launch a kayak, hop on a paddleboard, or head out for a day on the Gulf. Unique to this area, the protected sanctuary across the water provides a peaceful quiet oasis to you and your guests. Life here means: Morning walks to the sugary white sands of the Gulf beaches, Strolling to the boutiques and dining along Pine Avenue, Quiet evenings in a friendly, tucked-away cul-de-sac, and Manatees passing by as you lounge waterside. Whether you’re entertaining poolside, cruising the waterways, or biking to nearby shops and restaurants, this address delivers the ultimate North End island lifestyle. Manatee Manor isn’t just a waterfront property — it’s where sunsets become rituals and every day feels like vacation. Call today for your private showing!

3 Beds ⋅ 3 Baths ⋅ A4684662 MLS

Welcome to Manatee Manor, a life where every evening ends in a watercolor sunset, manatees swim in your backyard, and every morning begins with the quiet ripple of wide open canal waters just beyond your dock. Perfectly positioned on a peaceful cul-de-sac in the heart of Anna Maria, Manatee Manor is more than a home — it’s a daily invitation to slow down and savor island living. This elevated 3-bedroom, 3-bath residence has been lovingly owner-occupied and meticulously maintained — never rented — offering a level of care and quality that’s immediately felt. Designed for relaxed coastal living, this home captures breathtaking sunset views with a seamless indoor-outdoor flow. Recent renovations include kitchen and bathroom remodels, designer GE Cafe appliances, all impact doors and sliders, water filtration system, landscaping and more! Ready to enjoy the Florida sunshine? Step outside to your private backyard retreat and enjoy your putting green, heated pool (28x18), spa, artificial turf, sitting areas, and an outdoor kitchen — ideal for sunset dinners and weekend gatherings. The 100' canal-front setting includes a dock (36x22), making it effortless to launch a kayak, hop on a paddleboard, or head out for a day on the Gulf. Unique to this area, the protected sanctuary across the water provides a peaceful quiet oasis to you and your guests. Life here means: Morning walks to the sugary white sands of the Gulf beaches, Strolling to the boutiques and dining along Pine Avenue, Quiet evenings in a friendly, tucked-away cul-de-sac, and Manatees passing by as you lounge waterside. Whether you’re entertaining poolside, cruising the waterways, or biking to nearby shops and restaurants, this address delivers the ultimate North End island lifestyle. Manatee Manor isn’t just a waterfront property — it’s where sunsets become rituals and every day feels like vacation. Call today for your private showing!

316 Hammock Circle, Anna Maria

$2,700,000

Welcome to one of Anna Maria Island's most distinctive addresses — a 5-bedroom, 4.5-bath luxury coastal residence steps from the Gulf that offers something exceptional even by island standards: C1 neighborhood commercial zoning that permits a ground-floor business with two floors of refined residential living above. The flexibility here is remarkable, and the Gulf-front setting is simply unmatched. Completely reimagined in 2022 and positioned one property from the Gulf, the home reflects the very best of modern coastal design. Wide-plank flooring, custom cabinetry, designer lighting, and an expansive open-concept layout create an effortless backdrop for both everyday living and elevated entertaining. The chef's kitchen — anchored by stone countertops, premium appliances, and a generous island — flows seamlessly into the living and dining spaces. A private elevator connects all three levels with quiet elegance, enhancing accessibility and the overall sense of arrival. Each bedroom suite is a serene coastal sanctuary. The primary retreat elevates the experience further with a spa-inspired bath and private terrace access, while multiple balconies, covered lounge areas, and a swim-spa extend the living spaces outdoors. Impact windows and doors, elevated construction, and modern mechanicals deliver lasting durability and meaningful insurance advantages. Already a proven Airbnb performer and delivered fully furnished and turn-key, this property generates strong rental income when not in personal use. For the discerning buyer seeking a luxury Gulf-front home, a high-performing investment, a multigenerational retreat, or a live-work opportunity unlike anything else on the island — this C1-zoned address delivers it all, just steps from the Gulf and the iconic Sand Bar Restaurant.

5 Beds ⋅ 5 Baths ⋅ A4673879 MLS

Welcome to one of Anna Maria Island's most distinctive addresses — a 5-bedroom, 4.5-bath luxury coastal residence steps from the Gulf that offers something exceptional even by island standards: C1 neighborhood commercial zoning that permits a ground-floor business with two floors of refined residential living above. The flexibility here is remarkable, and the Gulf-front setting is simply unmatched. Completely reimagined in 2022 and positioned one property from the Gulf, the home reflects the very best of modern coastal design. Wide-plank flooring, custom cabinetry, designer lighting, and an expansive open-concept layout create an effortless backdrop for both everyday living and elevated entertaining. The chef's kitchen — anchored by stone countertops, premium appliances, and a generous island — flows seamlessly into the living and dining spaces. A private elevator connects all three levels with quiet elegance, enhancing accessibility and the overall sense of arrival. Each bedroom suite is a serene coastal sanctuary. The primary retreat elevates the experience further with a spa-inspired bath and private terrace access, while multiple balconies, covered lounge areas, and a swim-spa extend the living spaces outdoors. Impact windows and doors, elevated construction, and modern mechanicals deliver lasting durability and meaningful insurance advantages. Already a proven Airbnb performer and delivered fully furnished and turn-key, this property generates strong rental income when not in personal use. For the discerning buyer seeking a luxury Gulf-front home, a high-performing investment, a multigenerational retreat, or a live-work opportunity unlike anything else on the island — this C1-zoned address delivers it all, just steps from the Gulf and the iconic Sand Bar Restaurant.

110 Spring Avenue, Anna Maria

$2,250,000

Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

3 Beds ⋅ 2 Baths ⋅ A4680500 MLS

Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

807 S Bay Boulevard, Anna Maria

$2,200,000

Discover Mia Bella — a rare canal-front estate on Anna Maria Island’s coveted North End. Set on an oversized 11,000+ square-foot lot with more than 94 feet of boatable canal frontage, this exceptional property offers direct boating access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, along with a private dock. Located on a quiet residential street just steps from the sandy beaches and two blocks from Pine Avenue’s shops and dining, Mia Bella delivers the ultimate island lifestyle where location truly matters. Completely restored and thoughtfully updated, this distinctive property blends Old Florida charm with modern coastal design. The estate includes a spacious single-level main house and an attached glass-wrapped villa, both positioned to capture tranquil canal and pool views framed by mangroves and passing boats. The main residence offers three bedrooms and three full bathrooms, including two ensuite suites, along with an oversized two-car garage — a rare and highly sought-after feature for an island home with plenty of space for a golf cart. Restored terrazzo floors create a light, breezy coastal feel throughout. The brand-new kitchen features classic white shaker-style cabinetry, quartz countertops, and stainless steel appliances and opens to the main living areas designed for easy indoor–outdoor flow. Hurricane-impact doors, windows, and sliders are installed throughout the main house, which is fully flood-protected with Hammerhead flood barriers and also features a new metal roof for added durability. All bathrooms have been fully updated with fiberglass showers, quartz vanity tops, and Kohler fixtures. The attached villa is a true showpiece, surrounded on three sides by floor-to-ceiling glass and highlighted by a dramatic lofted ceiling. The ground level includes a sleeping area, kitchenette, two-story living space, and a full bath, while a spiral staircase leads to a charming second-floor loft bedroom (access is outside via the 2nd floor deck) — a fun and flexible retreat for guests. Mature tropical landscaping and professional lighting provide privacy and ambiance throughout the property, creating a serene island setting. Mia Bella offers additional protection with Hammerhead flood barriers at the front entry, both garage doors, and the back sliding door. Recent improvements include impact-rated openings, new kitchen cabinets, bathroom vanities, a boat dock, redesigned decks, a resurfaced pool, new pool equipment, and a new metal roof. The list goes on and on. Offered fully furnished and operating as a successful vacation rental with strong income history and future bookings in place, Mia Bella is ideal as a luxurious second home or a high-performing investment. Oversized lot, premier North End location, boatable canal frontage with dock access, rare oversized garage, and thoughtfully designed storm and flood protection for the main house make this a truly special Anna Maria Island property. *Property information deemed reliable but not guaranteed. Buyer and Buyers agent to verify.

4 Beds ⋅ 4 Baths ⋅ A4675510 MLS

Discover Mia Bella — a rare canal-front estate on Anna Maria Island’s coveted North End. Set on an oversized 11,000+ square-foot lot with more than 94 feet of boatable canal frontage, this exceptional property offers direct boating access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, along with a private dock. Located on a quiet residential street just steps from the sandy beaches and two blocks from Pine Avenue’s shops and dining, Mia Bella delivers the ultimate island lifestyle where location truly matters. Completely restored and thoughtfully updated, this distinctive property blends Old Florida charm with modern coastal design. The estate includes a spacious single-level main house and an attached glass-wrapped villa, both positioned to capture tranquil canal and pool views framed by mangroves and passing boats. The main residence offers three bedrooms and three full bathrooms, including two ensuite suites, along with an oversized two-car garage — a rare and highly sought-after feature for an island home with plenty of space for a golf cart. Restored terrazzo floors create a light, breezy coastal feel throughout. The brand-new kitchen features classic white shaker-style cabinetry, quartz countertops, and stainless steel appliances and opens to the main living areas designed for easy indoor–outdoor flow. Hurricane-impact doors, windows, and sliders are installed throughout the main house, which is fully flood-protected with Hammerhead flood barriers and also features a new metal roof for added durability. All bathrooms have been fully updated with fiberglass showers, quartz vanity tops, and Kohler fixtures. The attached villa is a true showpiece, surrounded on three sides by floor-to-ceiling glass and highlighted by a dramatic lofted ceiling. The ground level includes a sleeping area, kitchenette, two-story living space, and a full bath, while a spiral staircase leads to a charming second-floor loft bedroom (access is outside via the 2nd floor deck) — a fun and flexible retreat for guests. Mature tropical landscaping and professional lighting provide privacy and ambiance throughout the property, creating a serene island setting. Mia Bella offers additional protection with Hammerhead flood barriers at the front entry, both garage doors, and the back sliding door. Recent improvements include impact-rated openings, new kitchen cabinets, bathroom vanities, a boat dock, redesigned decks, a resurfaced pool, new pool equipment, and a new metal roof. The list goes on and on. Offered fully furnished and operating as a successful vacation rental with strong income history and future bookings in place, Mia Bella is ideal as a luxurious second home or a high-performing investment. Oversized lot, premier North End location, boatable canal frontage with dock access, rare oversized garage, and thoughtfully designed storm and flood protection for the main house make this a truly special Anna Maria Island property. *Property information deemed reliable but not guaranteed. Buyer and Buyers agent to verify.

116 Hammock Road, Anna Maria

$2,165,000

UNDER CONTRACT. ACCEPTING BACKUP OFFERS. Introducing 115 Hammock Rd, a breathtaking elevated four-bedroom, three-bathroom home nestled in the heart of Anna Maria. This home comes furnished with a few exclusions. Ideally situated just one block from Pine Avenue, you’ll have easy access to a variety of restaurants and shops, along with a quick stroll to the pristine beaches of AMI. This residence has undergone a complete renovation in 2025, showcasing exquisite luxurious finishes that are sure to captivate. Upon entering, you'll be greeted by a beautifully designed living room featuring a cozy fireplace, perfect for relaxation. This space seamlessly connects to a stunning kitchen that overlooks a spacious balcony, spanning the entire width of the house—ideal for enjoying morning coffee or sipping a glass of wine while watching the sunset. The first living floor also includes three large bedrooms, two bathrooms, making it an excellent space for hosting guests. Ascending to the third level, you'll find the expansive primary suite, complete with a private office, luxurious shower, and a soaking tub, providing a perfect retreat for relaxation and tranquility. The spacious lower level offers ample room for parking, games, and storage, enhancing the home's functionality. Step into the stunning backyard, which features a lush tropical oasis complete with mature landscaping and a large pool—perfect for embracing a resort-style lifestyle. Whether you’re seeking a second home, a primary residence, or a lucrative rental opportunity, this property is an exceptional choice!

4 Beds ⋅ 3 Baths ⋅ A4696526 MLS

UNDER CONTRACT. ACCEPTING BACKUP OFFERS. Introducing 115 Hammock Rd, a breathtaking elevated four-bedroom, three-bathroom home nestled in the heart of Anna Maria. This home comes furnished with a few exclusions. Ideally situated just one block from Pine Avenue, you’ll have easy access to a variety of restaurants and shops, along with a quick stroll to the pristine beaches of AMI. This residence has undergone a complete renovation in 2025, showcasing exquisite luxurious finishes that are sure to captivate. Upon entering, you'll be greeted by a beautifully designed living room featuring a cozy fireplace, perfect for relaxation. This space seamlessly connects to a stunning kitchen that overlooks a spacious balcony, spanning the entire width of the house—ideal for enjoying morning coffee or sipping a glass of wine while watching the sunset. The first living floor also includes three large bedrooms, two bathrooms, making it an excellent space for hosting guests. Ascending to the third level, you'll find the expansive primary suite, complete with a private office, luxurious shower, and a soaking tub, providing a perfect retreat for relaxation and tranquility. The spacious lower level offers ample room for parking, games, and storage, enhancing the home's functionality. Step into the stunning backyard, which features a lush tropical oasis complete with mature landscaping and a large pool—perfect for embracing a resort-style lifestyle. Whether you’re seeking a second home, a primary residence, or a lucrative rental opportunity, this property is an exceptional choice!

115 Hammock Road, Anna Maria

$2,137,500

Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living space, where thoughtful updates blend seamlessly with the home’s character-rich design. The beautifully updated kitchen features solid wood cabinetry, a large island, pantry, wine refrigerator, stainless steel appliances, and a unique stained-glass accent window. The inviting living area is anchored by a wood-burning fireplace and enhanced by elegant crown molding throughout. Recent improvements provide peace of mind and exceptional value, including a new roof and chimney, new seawall, updated kitchen and bathrooms, LED lighting, wood flooring, paver driveway and walkways, and a spacious new ground-level game and entertainment room. One of the home’s most beloved spaces is the Florida room, where you can enjoy morning coffee, family gatherings, or evening cocktails while overlooking the tranquil canal. Watch manatees glide by and experience the relaxed waterfront lifestyle that makes Anna Maria Island so special. The generous primary suite serves as a private retreat, complete with an en-suite bath and large walk-in closet. Two additional guest bedrooms are thoughtfully situated on the opposite side of the home, providing comfort and privacy for family and visitors. A dedicated laundry room offers additional storage, while the oversized two-car garage with epoxy flooring provides ample space for vehicles, beach gear, and water toys…and the must have golf cart! Step outside to enjoy the island breeze from the balcony, then follow the staircase to the expansive backyard. With plenty of room for a pool, the property offers endless possibilities for creating your own private tropical oasis. Mature, low-maintenance tropical landscaping enhances the home’s authentic coastal appeal. Ideally located just a short stroll from world-famous beaches, Pine Avenue, local restaurants, boutiques, and island attractions, Bamboo Bungalow offers the perfect combination of waterfront serenity and walkable convenience. This amazing property is being offered turnkey furnished (including high-end furniture, decor, and art). Schedule your private showing today and discover the best of Anna Maria Island living.

3 Beds ⋅ 2 Baths ⋅ A4695654 MLS

Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living space, where thoughtful updates blend seamlessly with the home’s character-rich design. The beautifully updated kitchen features solid wood cabinetry, a large island, pantry, wine refrigerator, stainless steel appliances, and a unique stained-glass accent window. The inviting living area is anchored by a wood-burning fireplace and enhanced by elegant crown molding throughout. Recent improvements provide peace of mind and exceptional value, including a new roof and chimney, new seawall, updated kitchen and bathrooms, LED lighting, wood flooring, paver driveway and walkways, and a spacious new ground-level game and entertainment room. One of the home’s most beloved spaces is the Florida room, where you can enjoy morning coffee, family gatherings, or evening cocktails while overlooking the tranquil canal. Watch manatees glide by and experience the relaxed waterfront lifestyle that makes Anna Maria Island so special. The generous primary suite serves as a private retreat, complete with an en-suite bath and large walk-in closet. Two additional guest bedrooms are thoughtfully situated on the opposite side of the home, providing comfort and privacy for family and visitors. A dedicated laundry room offers additional storage, while the oversized two-car garage with epoxy flooring provides ample space for vehicles, beach gear, and water toys…and the must have golf cart! Step outside to enjoy the island breeze from the balcony, then follow the staircase to the expansive backyard. With plenty of room for a pool, the property offers endless possibilities for creating your own private tropical oasis. Mature, low-maintenance tropical landscaping enhances the home’s authentic coastal appeal. Ideally located just a short stroll from world-famous beaches, Pine Avenue, local restaurants, boutiques, and island attractions, Bamboo Bungalow offers the perfect combination of waterfront serenity and walkable convenience. This amazing property is being offered turnkey furnished (including high-end furniture, decor, and art). Schedule your private showing today and discover the best of Anna Maria Island living.

517 Loquat Drive, 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 ⋅ A4680808 MLS

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

$2,050,000

You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms, including two master suites, and three bathrooms, the open floor plan enhances the spacious and airy ambiance, creating an inviting atmosphere for residents and guests alike. Nestled along a serene saltwater canal, this home caters to boating and fishing enthusiasts with a 12,000lb boat lift and a fish cleaning station. This deepwater canal has no fixed bridges to get to open water, both sailboats and power boats are welcome. The covered back porch overlooks the canal, providing a tranquil setting for relaxation and entertainment. Immerse yourself in the refreshing saltwater pool. The pool is heated with an electric heat pump and comes with a pool sweep and fitted cover. Inside, the residence boasts high-end finishes, including granite countertops, crown molding, Hunter Douglas window dressing and hardwood floors throughout, with tile accents in the bathrooms. Practical features of this elevated home include a new metal roof and a completely enclosed lower level that boasts a 2-car garage, ample storage space under the entire home on a generous lot with 75' on the canal, ensuring privacy and room for outdoor activities. A short seven-block stroll or bike ride takes you to the beautiful Gulf beaches that Anna Maria Island is renowned for. And Tampa Bay water access is literally half a block away, across South Bay Blvd. Again, turnkey furnished and ready to move in. And as an extra bonus a meticulously maintained 2006 Shearwater Z2400 power boat is included. Don't miss this opportunity!!!

3 Beds ⋅ 3 Baths ⋅ A4640959 MLS

You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms, including two master suites, and three bathrooms, the open floor plan enhances the spacious and airy ambiance, creating an inviting atmosphere for residents and guests alike. Nestled along a serene saltwater canal, this home caters to boating and fishing enthusiasts with a 12,000lb boat lift and a fish cleaning station. This deepwater canal has no fixed bridges to get to open water, both sailboats and power boats are welcome. The covered back porch overlooks the canal, providing a tranquil setting for relaxation and entertainment. Immerse yourself in the refreshing saltwater pool. The pool is heated with an electric heat pump and comes with a pool sweep and fitted cover. Inside, the residence boasts high-end finishes, including granite countertops, crown molding, Hunter Douglas window dressing and hardwood floors throughout, with tile accents in the bathrooms. Practical features of this elevated home include a new metal roof and a completely enclosed lower level that boasts a 2-car garage, ample storage space under the entire home on a generous lot with 75' on the canal, ensuring privacy and room for outdoor activities. A short seven-block stroll or bike ride takes you to the beautiful Gulf beaches that Anna Maria Island is renowned for. And Tampa Bay water access is literally half a block away, across South Bay Blvd. Again, turnkey furnished and ready to move in. And as an extra bonus a meticulously maintained 2006 Shearwater Z2400 power boat is included. Don't miss this opportunity!!!

526 Loquat Drive, Anna Maria

$1,925,000

Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious 1,900+ square foot interior features an open-concept layout, a fully equipped kitchen, and inviting living spaces filled with natural light. The primary suite provides a private escape with an ensuite bath, while the additional bedrooms offer plenty of space for family and guests. Step outside to your personal oasis, where a heated pool overlooks the tranquil canal, and a private dock provides easy access to Tampa Bay and the Gulf—perfect for boaters and water enthusiasts alike. A two-car garage offers ample storage for beach gear and golf carts, while the property’s zoning allows for rentals of any duration, maximizing its income potential. Just moments from white sandy beaches, Pine Avenue’s charming boutiques, and renowned dining, this is a wonderful opportunity to own a perfect little slice of island life!

3 Beds ⋅ 2 Baths ⋅ A4640924 MLS

Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious 1,900+ square foot interior features an open-concept layout, a fully equipped kitchen, and inviting living spaces filled with natural light. The primary suite provides a private escape with an ensuite bath, while the additional bedrooms offer plenty of space for family and guests. Step outside to your personal oasis, where a heated pool overlooks the tranquil canal, and a private dock provides easy access to Tampa Bay and the Gulf—perfect for boaters and water enthusiasts alike. A two-car garage offers ample storage for beach gear and golf carts, while the property’s zoning allows for rentals of any duration, maximizing its income potential. Just moments from white sandy beaches, Pine Avenue’s charming boutiques, and renowned dining, this is a wonderful opportunity to own a perfect little slice of island life!

527 Magnolia Avenue, Anna Maria

$1,860,000

Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!

3 Beds ⋅ 3 Baths ⋅ A4688612 MLS

Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!

727 Jacaranda Road, Anna Maria

$1,850,000

OHHHH THE UPDATES!! BRAND NEW KITCHEN and flooring...and updates galore! There is so to enjoy about this great investment home! This is the perfect beach haven, just a hop, skip & a jump to the Gulf beach! Just steps to Bean Point, this elevated 3 bed/2.5 bath pool home is a great income property! Updated with beautiful coastal style, this home is designed for relaxing. Start the day sipping coffee on your screened porch or enjoy the space around your open dining table! Stretch out in the family room where the coastal comfort welcomes you with shiplap walls, large updated windows, new lighting, fresh paint and furnishings. Upstairs you will find your large bedroom with its private porch, walk in closet, updated en suite and peeks of the Gulf! Both guest rooms also enjoy an updated (2024) bathroom and the gorgeous coastal décor! Whether you're lounging at the poolside bar, relishing the breeze on the screened porches, relishing the comfort of your cozy bed, or using your back gate to pop over to the sugar sand beach, you will love the island life from every spot of this updated home! From all the UPDATED appliances, the metal roof, the luxury vinyl plank flooring, the NEW doors & door frames, the NEW paint (inside & out), the NEW lighting and the NEW fans, to all the UPDATED décor - this beach house is picture perfect! And outside you will relish the added landscaping and palm trees, lighted stair way, privacy wall, covered bar and your heated pool and spa! Enjoy a cocktail and the game while floating in the pool, and easy access to your beach toy storage space! Inside and out this island home welcomes relaxation and enjoyment! AND you will REALLY enjoy the short term rental income! It’s time for your island life to begin…

3 Beds ⋅ 3 Baths ⋅ A4644607 MLS

OHHHH THE UPDATES!! BRAND NEW KITCHEN and flooring...and updates galore! There is so to enjoy about this great investment home! This is the perfect beach haven, just a hop, skip & a jump to the Gulf beach! Just steps to Bean Point, this elevated 3 bed/2.5 bath pool home is a great income property! Updated with beautiful coastal style, this home is designed for relaxing. Start the day sipping coffee on your screened porch or enjoy the space around your open dining table! Stretch out in the family room where the coastal comfort welcomes you with shiplap walls, large updated windows, new lighting, fresh paint and furnishings. Upstairs you will find your large bedroom with its private porch, walk in closet, updated en suite and peeks of the Gulf! Both guest rooms also enjoy an updated (2024) bathroom and the gorgeous coastal décor! Whether you're lounging at the poolside bar, relishing the breeze on the screened porches, relishing the comfort of your cozy bed, or using your back gate to pop over to the sugar sand beach, you will love the island life from every spot of this updated home! From all the UPDATED appliances, the metal roof, the luxury vinyl plank flooring, the NEW doors & door frames, the NEW paint (inside & out), the NEW lighting and the NEW fans, to all the UPDATED décor - this beach house is picture perfect! And outside you will relish the added landscaping and palm trees, lighted stair way, privacy wall, covered bar and your heated pool and spa! Enjoy a cocktail and the game while floating in the pool, and easy access to your beach toy storage space! Inside and out this island home welcomes relaxation and enjoyment! AND you will REALLY enjoy the short term rental income! It’s time for your island life to begin…

785 Jacaranda Road, 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 ⋅ A4686725 MLS

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

$1,750,000

Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.

4 Beds ⋅ 4 Baths ⋅ A4680714 MLS

Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensively remodeled 4-bedroom, 4-bath home on North Shore Drive in the City of Anna Maria, featuring significant structural and finish upgrades throughout. This light-filled residence offers an open-concept layout with raised ceilings, refined coastal finishes, and expanded living space. Two bedrooms feature private en-suite bathrooms, with an additional two full guest bath conveniently accessible from the bedrooms and main living areas. Renovations include enclosed patio and garage areas to create an additional en-suite bedroom, expanded kitchen, dedicated laundry room, and approximately 294 square feet of added living space. Major improvements include new electrical and plumbing services; new drywall with DensGlass moisture-resistant panel; a new HVAC system with supplemental mini-split units; spray foam roof insulation; hurricane-impact windows and sliders; and new flooring throughout. The kitchen features all-new cabinetry, countertops, a large center island with breakfast bar, and Samsung appliances including: refrigerator, ice maker, wine cooler, microwave, dishwasher, and chilling drawers. Bathrooms have been fully updated with new tile and high-end plumbing fixtures. Outdoor upgrades include a private heated pool with new heater and pump, expanded paver decking, new fencing, updated landscaping, refreshed exterior stucco, and full interior and exterior paint. Ideally located just steps from the beach and close to Pine Avenue shops and dining, this is a move-in-ready island home offering modern upgrades, thoughtful design, and an unbeatable location—schedule your private showing and experience Anna Maria Island living at its best.

866 N Shore Drive, Anna Maria

$1,750,000

57 North Shore Drive: The Art of Island Living Discover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots and hidden gems along Pine Avenue. Thoughtfully Reimagined Freshly renovated with a keen eye for detail, this home is a turnkey sanctuary designed for modern peace of mind. Every inch has been updated to marry style with resilience, featuring: A Bright, Airy Kitchen: The heart of the home, featuring brand-new finishes and high-end stainless steel appliances. Seamless Upgrades: New hurricane-impact windows and a Garrison Aluminum flood protection system ensure your piece of paradise is as secure as it is beautiful. Modern Essentials: From the new HVAC and LED lighting to the redesigned bathrooms, every system has been refreshed for effortless living. Your Private Tropical Escape The outdoor space is a true island oasis, set on an oversized, lushly landscaped lot. Spend your afternoons lounging by the custom saltwater lap pool or unwinding in the spa, all framed by swaying palms and tropical greenery. The screened lanai serves as a shaded sanctuary, perfect for hosting casual sunset dinners or simply listening to the breeze after a day in the surf. Sun-Soaked & Effortless Inside, the single-level layout flows with natural light, capturing that coveted "barefoot luxury" feel. The Living Quarters: Three comfortable bedrooms and three bathrooms are complemented by fresh, coastal-inspired décor. The Bonus Space: An air-conditioned garage provides a versatile extra layer of living, complete with a full bath and laundry area. Ready for You: Sold with its new, meticulously chosen furnishings, the home invites you to move right in and start living the island dream from day one. A Premier Opportunity Whether you envision a permanent change of pace, a family getaway, or a sophisticated investment, 57 N Shore Drive delivers. Currently a successful vacation rental, this property offers the rare chance to own a piece of Anna Maria’s most sought-after lifestyle—where every day feels like a Saturday. * Note: Property Information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agent.

3 Beds ⋅ 3 Baths ⋅ A4676196 MLS

57 North Shore Drive: The Art of Island Living Discover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots and hidden gems along Pine Avenue. Thoughtfully Reimagined Freshly renovated with a keen eye for detail, this home is a turnkey sanctuary designed for modern peace of mind. Every inch has been updated to marry style with resilience, featuring: A Bright, Airy Kitchen: The heart of the home, featuring brand-new finishes and high-end stainless steel appliances. Seamless Upgrades: New hurricane-impact windows and a Garrison Aluminum flood protection system ensure your piece of paradise is as secure as it is beautiful. Modern Essentials: From the new HVAC and LED lighting to the redesigned bathrooms, every system has been refreshed for effortless living. Your Private Tropical Escape The outdoor space is a true island oasis, set on an oversized, lushly landscaped lot. Spend your afternoons lounging by the custom saltwater lap pool or unwinding in the spa, all framed by swaying palms and tropical greenery. The screened lanai serves as a shaded sanctuary, perfect for hosting casual sunset dinners or simply listening to the breeze after a day in the surf. Sun-Soaked & Effortless Inside, the single-level layout flows with natural light, capturing that coveted "barefoot luxury" feel. The Living Quarters: Three comfortable bedrooms and three bathrooms are complemented by fresh, coastal-inspired décor. The Bonus Space: An air-conditioned garage provides a versatile extra layer of living, complete with a full bath and laundry area. Ready for You: Sold with its new, meticulously chosen furnishings, the home invites you to move right in and start living the island dream from day one. A Premier Opportunity Whether you envision a permanent change of pace, a family getaway, or a sophisticated investment, 57 N Shore Drive delivers. Currently a successful vacation rental, this property offers the rare chance to own a piece of Anna Maria’s most sought-after lifestyle—where every day feels like a Saturday. * Note: Property Information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agent.

57 N Shore Drive, Anna Maria