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$6,995,000

Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their shared vision on Anna Maria Island — a carefully crafted waterfront residence where refined design and thoughtful construction meet. As the inaugural home in what will become a growing collection, The Ivy sets the tone for the work to come: elevated, intentional, and deeply rooted in the island’s quiet luxury. Step through the front entry — sheltered beneath a soaring tongue-and-groove wood ceiling — into a great room where large-format stone flooring, disappearing glass sliders, and a sculptural wood ceiling detail set a calm, organic tone. The chef's kitchen anchors the main level with a monumental waterfall-edge stone island, custom dark wood cabinetry, and sculptural globe pendant lighting, flowing seamlessly into a dining room defined by a dramatic wood-beamed vaulted ceiling, a statement orb chandelier, and floor-to-ceiling glass that frames water views from every seat at the table. Directly off the kitchen you’ll find a huge walk in pantry. Six bedrooms offer their own quiet retreats — from a serene primary suite with an upholstered headboard and private glass sliders, to a playful bunk room with built-in cubby storage for kids. The six and a half bathrooms are spa-like in their own right, with freestanding vessel sinks, brass fixtures, and dramatic veined stone and designer tile work throughout. Outside, The Ivy truly comes alive. A resort-style pool is anchored by an elevated spa with a cascading water feature, framed by a turfed lawn, lounge chairs, and a covered wood-ceilinged loggia built for shaded entertaining. A dramatic timber trellis staircase first leads up to the outdoor kitchen, massive TV and hanging swings. As you continue to make your way up to the crown jewel: a expansive rooftop deck with built-in bench seating, a private hot tub to enjoy sunsets, lounge chairs and seating around a fire pit. Direct canal front access completes the picture, with a brand-new dock and boat lift ready for a day on the water — all just a short, palm-lined walk to the shops and restaurants of Pine Avenue.

6 Beds ⋅ 7 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code

Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their shared vision on Anna Maria Island — a carefully crafted waterfront residence where refined design and thoughtful construction meet. As the inaugural home in what will become a growing collection, The Ivy sets the tone for the work to come: elevated, intentional, and deeply rooted in the island’s quiet luxury. Step through the front entry — sheltered beneath a soaring tongue-and-groove wood ceiling — into a great room where large-format stone flooring, disappearing glass sliders, and a sculptural wood ceiling detail set a calm, organic tone. The chef's kitchen anchors the main level with a monumental waterfall-edge stone island, custom dark wood cabinetry, and sculptural globe pendant lighting, flowing seamlessly into a dining room defined by a dramatic wood-beamed vaulted ceiling, a statement orb chandelier, and floor-to-ceiling glass that frames water views from every seat at the table. Directly off the kitchen you’ll find a huge walk in pantry. Six bedrooms offer their own quiet retreats — from a serene primary suite with an upholstered headboard and private glass sliders, to a playful bunk room with built-in cubby storage for kids. The six and a half bathrooms are spa-like in their own right, with freestanding vessel sinks, brass fixtures, and dramatic veined stone and designer tile work throughout. Outside, The Ivy truly comes alive. A resort-style pool is anchored by an elevated spa with a cascading water feature, framed by a turfed lawn, lounge chairs, and a covered wood-ceilinged loggia built for shaded entertaining. A dramatic timber trellis staircase first leads up to the outdoor kitchen, massive TV and hanging swings. As you continue to make your way up to the crown jewel: a expansive rooftop deck with built-in bench seating, a private hot tub to enjoy sunsets, lounge chairs and seating around a fire pit. Direct canal front access completes the picture, with a brand-new dock and boat lift ready for a day on the water — all just a short, palm-lined walk to the shops and restaurants of Pine Avenue.

242 Lakeview Drive, Anna Maria

$2,395,000

Amazing canal front home in the heart of the city of Anna Maria with an amazing view of the canals! STUNNING! This 3 bedroom, 2.5 bath home is full of love, charm and rentals! On a quiet street at the north end of the island, Soulshine is the perfect get away for you and your family to escape the the northern weather every winter. Use it all for yourself of mix it up with some rentals. Guests will love its cozy feel, location to shops, restaurants, Pine Avenue, the City pier and the beautiful beaches that boarder the Gulf of Mexico. Not to mention the view you have from the back porch and sparkling pool and the intersection of the canals. The primary bedroom and ensuite are on the main floor and the two other bedrooms and bathroom are on the top floor. Both are spacious and give you room to spread out as well as all 3 bedrooms have balconies to enjoy the Florida air and the views of paradise. You'll have 75 feet of canal front to enjoy the wildlife in the air and in the water and not to mention...NO BRIDGES to get to the amazing open water of Tampa Bay. It's a boaters DREAM! Sit by the pool and enjoy the sunshine or park an adirondack chair on the back and throw a line in the water. This very busy vacation rental is ready for you just the way it is, but there is so much more untapped potential to this incredible home. Come live the Anna Maria Life at 322 Tarpon.

3 Beds ⋅ 3 Baths ⋅ Lardas Sub SubDv. ⋅ 34216 Zip Code

Amazing canal front home in the heart of the city of Anna Maria with an amazing view of the canals! STUNNING! This 3 bedroom, 2.5 bath home is full of love, charm and rentals! On a quiet street at the north end of the island, Soulshine is the perfect get away for you and your family to escape the the northern weather every winter. Use it all for yourself of mix it up with some rentals. Guests will love its cozy feel, location to shops, restaurants, Pine Avenue, the City pier and the beautiful beaches that boarder the Gulf of Mexico. Not to mention the view you have from the back porch and sparkling pool and the intersection of the canals. The primary bedroom and ensuite are on the main floor and the two other bedrooms and bathroom are on the top floor. Both are spacious and give you room to spread out as well as all 3 bedrooms have balconies to enjoy the Florida air and the views of paradise. You'll have 75 feet of canal front to enjoy the wildlife in the air and in the water and not to mention...NO BRIDGES to get to the amazing open water of Tampa Bay. It's a boaters DREAM! Sit by the pool and enjoy the sunshine or park an adirondack chair on the back and throw a line in the water. This very busy vacation rental is ready for you just the way it is, but there is so much more untapped potential to this incredible home. Come live the Anna Maria Life at 322 Tarpon.

322 Tarpon Street, Anna Maria

$5,125,000

A rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal residence by Eason Builders Group. Set west of Gulf Drive in one of Anna Maria Island’s most desirable locations, this four-bedroom, four-and-a-half-bath home blends refined interiors, resort-style outdoor living and the relaxed sophistication of island life. From the moment you arrive, the home makes a striking impression with crisp coastal architecture, multiple balconies, lush tropical landscaping and contemporary black-framed windows. Inside, soaring ceilings, warm wood flooring, abundant natural light and thoughtfully selected designer finishes create a refined yet relaxed atmosphere. The open-concept main living level is designed for both entertaining and everyday enjoyment. At the heart of the home, the chef’s kitchen features an oversized island with generous seating, custom cabinetry, stone countertops, premium finishes and abundant storage. The kitchen flows seamlessly into the dining area and dramatic great room, where expansive walls of glass, a sleek contemporary fireplace and oversized sliding doors connect beautifully to the outdoor spaces. A private residential elevator provides convenient access between levels, adding comfort and functionality for owners and guests alike. Each of the four bedrooms offers a beautifully appointed retreat, complemented by spa-inspired baths with sophisticated tilework, glass-enclosed showers and designer finishes. The primary suite features a luxurious bath with dual vanities, an oversized walk-in shower and freestanding soaking tub. Custom closet systems, elevated millwork and carefully considered details are found throughout. Outdoor living is at the center of the experience. The private backyard is a tropical resort with a stunning pool and elevated spa, lush landscaping and generous covered areas for lounging, dining and entertaining. Crowning the residence is an expansive rooftop deck offering panoramic island and Gulf views and an unforgettable setting for morning coffee, sunset gatherings or evenings under the stars. Multiple balconies provide even more opportunities to enjoy the Gulf breezes. Currently operating as a highly successful vacation rental, the property offers exceptional versatility as an income-producing investment, luxurious second home or full-time residence. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering the lifestyle expected of a premier Anna Maria Island property. Leave the car behind and embrace island life—walk to the beach in moments, cruise the island by golf cart or bicycle, spend afternoons boating and fishing, and enjoy the boutiques, galleries, waterfront dining and acclaimed restaurants that make Anna Maria so special. Combining 2025 construction, exceptional craftsmanship, sophisticated coastal design, a private elevator, resort-style pool and spa, rooftop entertaining space, strong rental potential and an extraordinary west-of-Gulf-Drive location, this remarkable residence offers a rare opportunity to own a true luxury retreat on Anna Maria Island.

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

A rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal residence by Eason Builders Group. Set west of Gulf Drive in one of Anna Maria Island’s most desirable locations, this four-bedroom, four-and-a-half-bath home blends refined interiors, resort-style outdoor living and the relaxed sophistication of island life. From the moment you arrive, the home makes a striking impression with crisp coastal architecture, multiple balconies, lush tropical landscaping and contemporary black-framed windows. Inside, soaring ceilings, warm wood flooring, abundant natural light and thoughtfully selected designer finishes create a refined yet relaxed atmosphere. The open-concept main living level is designed for both entertaining and everyday enjoyment. At the heart of the home, the chef’s kitchen features an oversized island with generous seating, custom cabinetry, stone countertops, premium finishes and abundant storage. The kitchen flows seamlessly into the dining area and dramatic great room, where expansive walls of glass, a sleek contemporary fireplace and oversized sliding doors connect beautifully to the outdoor spaces. A private residential elevator provides convenient access between levels, adding comfort and functionality for owners and guests alike. Each of the four bedrooms offers a beautifully appointed retreat, complemented by spa-inspired baths with sophisticated tilework, glass-enclosed showers and designer finishes. The primary suite features a luxurious bath with dual vanities, an oversized walk-in shower and freestanding soaking tub. Custom closet systems, elevated millwork and carefully considered details are found throughout. Outdoor living is at the center of the experience. The private backyard is a tropical resort with a stunning pool and elevated spa, lush landscaping and generous covered areas for lounging, dining and entertaining. Crowning the residence is an expansive rooftop deck offering panoramic island and Gulf views and an unforgettable setting for morning coffee, sunset gatherings or evenings under the stars. Multiple balconies provide even more opportunities to enjoy the Gulf breezes. Currently operating as a highly successful vacation rental, the property offers exceptional versatility as an income-producing investment, luxurious second home or full-time residence. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering the lifestyle expected of a premier Anna Maria Island property. Leave the car behind and embrace island life—walk to the beach in moments, cruise the island by golf cart or bicycle, spend afternoons boating and fishing, and enjoy the boutiques, galleries, waterfront dining and acclaimed restaurants that make Anna Maria so special. Combining 2025 construction, exceptional craftsmanship, sophisticated coastal design, a private elevator, resort-style pool and spa, rooftop entertaining space, strong rental potential and an extraordinary west-of-Gulf-Drive location, this remarkable residence offers a rare opportunity to own a true luxury retreat on Anna Maria Island.

113 Palmetto Avenue, Anna Maria

$2,985,000

Back on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in the City of Anna Maria? Four houses and 200 steps to the calm beaches at Bayfront Park. It’s an easy walk to the City Pier, the Waterfront Restaurant and all the shops of Pine Ave. It is the perfect home for any of your needs. Make it your full-time residence. Use it as a second home, turn it into a fabulous vacation rental or combine the two. This home was built in 2007. It is elevated, has hurricane strength windows and doors, and has superior hurricane protection with a metal roof. All these factors lower your insurance costs dramatically. The home has 2567 SF of air-conditioned space on two floors. It has received major updates with 2 new HVAC units and a new hot water heater. When you pull up in front of the home you are greeted by two large decks overlooking the street and from the top floor views of Tampa Bay. These decks have both been re-surfaced and weather-proofed with new wood look ceramic tiles. The stairs and deck leading to the front door were rebuilt with Trex decking. There is a large double wide car garage door opening into a massive 4 car garage that goes from the front to the back of the home. There is a direct access staircase to the living space from the garage. Go up the front stairs onto the first floor of the home. All the flooring throughout the home are re-done with weatherproof luxury vinyl planking. There is a large open-air floor plan with a comfortable great room, huge dining area and updated kitchen with granite counters, a tile back splash, breakfast bars, and stainless-steel appliances. Also on this level is one of the four bedrooms. It has an in-suite bath with a re-tiled walk-in shower and a new vanity. The kitchen and bedroom both have access to a rear porch with a spiral staircase leading down to the backyard and pool. Going up to the third floor you have three bedrooms starting with a spacious primary suite. It has two walk-in closets and a private bath suite with a walk-in shower, jacuzzi soaking tub and a new large dual vanity. There are French doors from the master bedroom opening onto the front balcony. From here, there are views of Tampa Bay and the Skyway Bridge. The two other bedrooms share a hallway bath with a new vanity, Both bedrooms have French doors with access to a rear enclosed and air-conditioned playroom. The hallway bath has a private bathtub and a new vanity. Last, there is a large laundry room with a full sized washer and dryer. On each level you will find a large storage closet. These closets are preparation for an elevator shaft, should you want or need one. The garage is big enough for all your toys. At the back of the garage are patio doors leading out to your private Astroturf back yard and heated pool. You can easily turn the back of the garage into gathering area overlooking the pool. The yard has an eight-foot rear fence for added privacy. From your front door, it is less than a 2-minute walk to the calm beaches of Bayfront Park in Tampa Bay Here there are changing rooms, showers, gazebos, and charcoal grills for a picnic on the bay. If you prefer the Gulf, it is about a 10-minute walk from the house. The free AMI trolley-stop, and Pine Ave with all its restaurants and shops are just down the street. This home is offered turn-key furnished and presently being booked in an active rental program.

4 Beds ⋅ 3 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code

Back on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in the City of Anna Maria? Four houses and 200 steps to the calm beaches at Bayfront Park. It’s an easy walk to the City Pier, the Waterfront Restaurant and all the shops of Pine Ave. It is the perfect home for any of your needs. Make it your full-time residence. Use it as a second home, turn it into a fabulous vacation rental or combine the two. This home was built in 2007. It is elevated, has hurricane strength windows and doors, and has superior hurricane protection with a metal roof. All these factors lower your insurance costs dramatically. The home has 2567 SF of air-conditioned space on two floors. It has received major updates with 2 new HVAC units and a new hot water heater. When you pull up in front of the home you are greeted by two large decks overlooking the street and from the top floor views of Tampa Bay. These decks have both been re-surfaced and weather-proofed with new wood look ceramic tiles. The stairs and deck leading to the front door were rebuilt with Trex decking. There is a large double wide car garage door opening into a massive 4 car garage that goes from the front to the back of the home. There is a direct access staircase to the living space from the garage. Go up the front stairs onto the first floor of the home. All the flooring throughout the home are re-done with weatherproof luxury vinyl planking. There is a large open-air floor plan with a comfortable great room, huge dining area and updated kitchen with granite counters, a tile back splash, breakfast bars, and stainless-steel appliances. Also on this level is one of the four bedrooms. It has an in-suite bath with a re-tiled walk-in shower and a new vanity. The kitchen and bedroom both have access to a rear porch with a spiral staircase leading down to the backyard and pool. Going up to the third floor you have three bedrooms starting with a spacious primary suite. It has two walk-in closets and a private bath suite with a walk-in shower, jacuzzi soaking tub and a new large dual vanity. There are French doors from the master bedroom opening onto the front balcony. From here, there are views of Tampa Bay and the Skyway Bridge. The two other bedrooms share a hallway bath with a new vanity, Both bedrooms have French doors with access to a rear enclosed and air-conditioned playroom. The hallway bath has a private bathtub and a new vanity. Last, there is a large laundry room with a full sized washer and dryer. On each level you will find a large storage closet. These closets are preparation for an elevator shaft, should you want or need one. The garage is big enough for all your toys. At the back of the garage are patio doors leading out to your private Astroturf back yard and heated pool. You can easily turn the back of the garage into gathering area overlooking the pool. The yard has an eight-foot rear fence for added privacy. From your front door, it is less than a 2-minute walk to the calm beaches of Bayfront Park in Tampa Bay Here there are changing rooms, showers, gazebos, and charcoal grills for a picnic on the bay. If you prefer the Gulf, it is about a 10-minute walk from the house. The free AMI trolley-stop, and Pine Ave with all its restaurants and shops are just down the street. This home is offered turn-key furnished and presently being booked in an active rental program.

159 Crescent Drive, Anna Maria

$5,495,000

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

411 Palm Avenue, Anna Maria

$8,995,000

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

703 S Bay Boulevard, Anna Maria

$3,395,000

Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

4 Beds ⋅ 5 Baths ⋅ South Bay Subdivision SubDv. ⋅ 34216 Zip Code

Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

526 Seagull Way, Anna Maria

$4,495,000

Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a ooftop deck with spectacular views of the Gulf, this home is designed for effortless entertaining and unforgettable sunsets. Inside you will find a spacious open living area with a chef’s kitchen including high end Thermador appliances, bar with a wine and beverage fridge, and cozy fireplace to relax. Tastefully furnished and decorated with calming colors and natural materials, this open design also allows for plenty of natural light and inviting views of the mature tropical landscape. Enjoy the beauty of the custom wood features in the home like the live edge teak mantel, and the upstairs coffee and beverage bar cut out of Brazilian hardwood. You can read and study in the privacy of the office with built-in bookshelves or relax outside the office on the balcony. Either side of the home features custom IPE wood and metal gated fences for luxuriousness and ultimate privacy. There’s a large two-car garage with plenty of storage space. The home is secured with impact and hurricane sliders and windows. Perfectly situated between the beautiful beaches of Bean Point and Pine Avenue, you’re just steps away from serene bayfront beaches, restaurants, boutique shopping, and waterfront recreation. Whether you’re relaxing in the spa after a day at the beach or hosting friends on the rooftop with panoramic vistas of Tampa Bay and the Skyway Bridge, every detail invites you to unwind in paradise. Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4-bedroom, 4-bathroom home offers the ultimate island lifestyle with contemporary elegance and breathtaking views. Boasting a private heated saltwater pool & spa surrounded by tropical palms, multiple spacious balconies, and a ooftop deck with spectacular views of the Gulf, this home is designed for effortless entertaining and unforgettable sunsets. Inside you will find a spacious open living area with a chef’s kitchen including high end Thermador appliances, bar with a wine and beverage fridge, and cozy fireplace to relax. Tastefully furnished and decorated with calming colors and natural materials, this open design also allows for plenty of natural light and inviting views of the mature tropical landscape. Enjoy the beauty of the custom wood features in the home like the live edge teak mantel, and the upstairs coffee and beverage bar cut out of Brazilian hardwood. You can read and study in the privacy of the office with built-in bookshelves or relax outside the office on the balcony. Either side of the home features custom IPE wood and metal gated fences for luxuriousness and ultimate privacy. There’s a large two-car garage with plenty of storage space. The home is secured with impact and hurricane sliders and windows. Perfectly situated between the beautiful beaches of Bean Point and Pine Avenue, you’re just steps away from serene bayfront beaches, restaurants, boutique shopping, and waterfront recreation. Whether you’re relaxing in the spa after a day at the beach or hosting friends on the rooftop with panoramic vistas of Tampa Bay and the Skyway Bridge, every detail invites you to unwind in paradise. Schedule your private showing today!

513 N Bay Boulevard, Anna Maria

$6,950,000

Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

9 Beds ⋅ 9 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

9407 Gulf Dr, Anna Maria

$7,750,000

Virtually Staged. Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.

6 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Virtually Staged. Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.

107 Tuna Street, Anna Maria

$7,295,000

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private heated and cooled pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

4 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting fixture, textile, and accessory has been thoughtfully selected specifically for this residence, including the linens and towels. Bespoke furnishings, fine antiques, original art, and an extraordinary collection of antique Persian rugs create a truly turnkey estate where architecture and interiors exist in perfect harmony. Nestled within the private enclave of Villa Rosa, this custom-built coastal property offers exceptional craftsmanship, privacy, and a lifestyle reserved for Anna Maria Island's finest properties. Inspired by timeless European architecture, the home showcases reclaimed wood beams, marble flooring, handcrafted millwork, and designer finishes throughout. At the heart of the home, the chef's kitchen features a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and a large island designed for gathering and entertaining. Outdoor living is equally impressive, with a fully equipped Lynx kitchen, built-in pizza oven, covered lounge with a wood-burning fireplace, and multiple terraces for relaxation and entertaining. The rooftop observation terrace offers panoramic island views and breathtaking Gulf sunsets, while lush tropical landscaping surrounds a private heated and cooled pool, creating a secluded coastal retreat. Situated on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the property includes a private dock and 10,000-pound boat lift, making waterfront living effortless. Villa Rosa is among Anna Maria Island's most coveted residential communities, where rental restrictions help preserve a quiet neighborhood atmosphere. Just moments away are world-famous beaches, waterfront dining, boutique shopping along Pine Avenue, and the laid-back coastal lifestyle that defines the island. More than a waterfront home, this is a fully realized estate - an extraordinary blend of design, craftsmanship, and a curated collection offered as one exceptional property.

513 Villa Rosa Way, Anna Maria

$8,250,000

Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.

4 Beds ⋅ 4 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.

801 N Shore Drive, Anna Maria

$2,750,000

Grandfathered to accommodate up to 12 guests—a rare and increasingly valuable advantage on Anna Maria Island—505 S Bay Boulevard offers an exceptional opportunity for investors seeking one of the island's highest-performing vacation rental properties. Unlike many homes subject to today's stricter occupancy regulations, this property retains its coveted higher occupancy allowance, creating significantly greater rental flexibility and income potential. The results speak for themselves: the property has already generated more than $163,000 in gross rental income by the end of June and is currently projected to exceed $210,000 in gross rental revenue by year-end, making this an incredible opportunity to own a luxury waterfront home with proven, substantial income-producing performance. Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of thoughtfully designed living space, filled with natural light and framed by sweeping water views. The open-concept floor plan flows seamlessly, anchored by a gourmet kitchen featuring dual islands, high-end finishes, and a gas cooktop—perfect for everyday living and effortless entertaining. Multiple ensuite bedrooms, a versatile top-floor loft, and separate living areas provide privacy and flexibility for family, guests, or long-term stays. Four balconies extend the indoor living spaces outdoors, offering uninterrupted views of spectacular sunrises over the bay and peaceful evenings overlooking the water. Luxury amenities continue throughout the property, including a heated saltwater pool, private boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38-rated metal roof with spray-foam insulated walls for exceptional energy efficiency, and a transferable 25-year termite warranty for added peace of mind. For boating enthusiasts, the home's 32 feet of saltwater canal frontage, deeded boat slip, and private lift provide direct access to the Intracoastal Waterway and the Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure lasting value while embracing the waterfront lifestyle. Beyond the home, Anna Maria Island offers one of Florida's most celebrated coastal experiences. A short stroll or bike ride leads to the charming boutiques, cafés, and galleries along Pine Avenue, while world-famous sugar-sand beaches and crystal-clear Gulf waters provide endless opportunities for boating, paddleboarding, fishing, shelling, and unforgettable sunsets. At 505 S Bay Boulevard, you're not simply purchasing a luxury waterfront residence—you're acquiring one of Anna Maria Island's rare investment opportunities, combining grandfathered high occupancy, exceptional proven rental performance, premier boating access, and the timeless island lifestyle that continues to make this one of Florida's most sought-after coastal destinations.

5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code

Grandfathered to accommodate up to 12 guests—a rare and increasingly valuable advantage on Anna Maria Island—505 S Bay Boulevard offers an exceptional opportunity for investors seeking one of the island's highest-performing vacation rental properties. Unlike many homes subject to today's stricter occupancy regulations, this property retains its coveted higher occupancy allowance, creating significantly greater rental flexibility and income potential. The results speak for themselves: the property has already generated more than $163,000 in gross rental income by the end of June and is currently projected to exceed $210,000 in gross rental revenue by year-end, making this an incredible opportunity to own a luxury waterfront home with proven, substantial income-producing performance. Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of thoughtfully designed living space, filled with natural light and framed by sweeping water views. The open-concept floor plan flows seamlessly, anchored by a gourmet kitchen featuring dual islands, high-end finishes, and a gas cooktop—perfect for everyday living and effortless entertaining. Multiple ensuite bedrooms, a versatile top-floor loft, and separate living areas provide privacy and flexibility for family, guests, or long-term stays. Four balconies extend the indoor living spaces outdoors, offering uninterrupted views of spectacular sunrises over the bay and peaceful evenings overlooking the water. Luxury amenities continue throughout the property, including a heated saltwater pool, private boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38-rated metal roof with spray-foam insulated walls for exceptional energy efficiency, and a transferable 25-year termite warranty for added peace of mind. For boating enthusiasts, the home's 32 feet of saltwater canal frontage, deeded boat slip, and private lift provide direct access to the Intracoastal Waterway and the Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure lasting value while embracing the waterfront lifestyle. Beyond the home, Anna Maria Island offers one of Florida's most celebrated coastal experiences. A short stroll or bike ride leads to the charming boutiques, cafés, and galleries along Pine Avenue, while world-famous sugar-sand beaches and crystal-clear Gulf waters provide endless opportunities for boating, paddleboarding, fishing, shelling, and unforgettable sunsets. At 505 S Bay Boulevard, you're not simply purchasing a luxury waterfront residence—you're acquiring one of Anna Maria Island's rare investment opportunities, combining grandfathered high occupancy, exceptional proven rental performance, premier boating access, and the timeless island lifestyle that continues to make this one of Florida's most sought-after coastal destinations.

505 S Bay Boulevard, Anna Maria

$2,985,000

Back on the market after a very busy summer season. Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out as a 2-bedroom, 2-bath elevated home with a loft and no pool. However, with the seller’s vision, the home was transformed by Wash Family Construction and Agnelli pools into what you see today. Today it is a gorgeous 4-bedroom 3-bath open floor plan pool home. No part of the home was untouched. Let's start in the new kitchen. It was completely redone with new appliances, cabinets, and countertops. All the original tile and carpeted floors were removed and replaced with luxury vinyl planking. The living room and dining room, once separated by a knee wall, are now wide open. Both bathrooms on the main level were renovated from top to bottom. Upstairs, the loft was expanded and closed to the staircase. It now boasts 2 bedrooms with a Jack and Jill bath between them. Speaking of the staircases, all the interior stairs rails were whimsically redone with custom made boat oars. The garages have been entirely resurfaced with protective epoxy becoming a huge indoor play space on a rainy day. Now, let’s go outside. On top of the home is a brand-new metal roof. All the railings in front and back were replaced and the rear lanai porch off the living room and primary bedroom was re-screened. The original stairs to the rear yard were replaced with a spiral staircase, landing on the new pool deck. There you will find a large saltwater pool with a jacuzzi, sun platform and swim-up pool bar with stools. In the rear of the property, overlooking the pool, is a 28x18 foot cabana with a spacious bar, undercounter refrigerator, shaded seating area, and a 75-inch TV on the wall. Make sure to try the whimsical outdoor surfboard hot and cold Shower. It was refreshed after a busy summer season. Inside, the base cabinets in the kitchen were repainted in teal and a brand-new sectional was placed in the living room. Outside, the covered screen porch decking was refinished and the outdoor bar in the casita was painted teal and re-stained. You will never need to leave the rear yard paradise if you choose not to. The home is a short stroll to the soon to be re-opened City Pier, the Waterfront Restaurant, and all the other restaurants and shops on Pine Ave. You can catch the free Trolley here to take up and down the island. Soon you also be able to board the new Manatee County Water Taxi when service resumes. It will provide travel to The Bridge St. Pier and Downtown Bradenton. The home is also not a much further walk to the gorgeous beaches of Anna Maria on the Gulf. Here you will find magnificent Australian Pines providing shade though out the day. One thing I did not mention, the home is being sold turn-key furnished and ready to enjoy as your personal home, a second home, or a fabulous rental property with future bookings already in place for the rest of 2026 and well into 2027.

4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Back on the market after a very busy summer season. Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out as a 2-bedroom, 2-bath elevated home with a loft and no pool. However, with the seller’s vision, the home was transformed by Wash Family Construction and Agnelli pools into what you see today. Today it is a gorgeous 4-bedroom 3-bath open floor plan pool home. No part of the home was untouched. Let's start in the new kitchen. It was completely redone with new appliances, cabinets, and countertops. All the original tile and carpeted floors were removed and replaced with luxury vinyl planking. The living room and dining room, once separated by a knee wall, are now wide open. Both bathrooms on the main level were renovated from top to bottom. Upstairs, the loft was expanded and closed to the staircase. It now boasts 2 bedrooms with a Jack and Jill bath between them. Speaking of the staircases, all the interior stairs rails were whimsically redone with custom made boat oars. The garages have been entirely resurfaced with protective epoxy becoming a huge indoor play space on a rainy day. Now, let’s go outside. On top of the home is a brand-new metal roof. All the railings in front and back were replaced and the rear lanai porch off the living room and primary bedroom was re-screened. The original stairs to the rear yard were replaced with a spiral staircase, landing on the new pool deck. There you will find a large saltwater pool with a jacuzzi, sun platform and swim-up pool bar with stools. In the rear of the property, overlooking the pool, is a 28x18 foot cabana with a spacious bar, undercounter refrigerator, shaded seating area, and a 75-inch TV on the wall. Make sure to try the whimsical outdoor surfboard hot and cold Shower. It was refreshed after a busy summer season. Inside, the base cabinets in the kitchen were repainted in teal and a brand-new sectional was placed in the living room. Outside, the covered screen porch decking was refinished and the outdoor bar in the casita was painted teal and re-stained. You will never need to leave the rear yard paradise if you choose not to. The home is a short stroll to the soon to be re-opened City Pier, the Waterfront Restaurant, and all the other restaurants and shops on Pine Ave. You can catch the free Trolley here to take up and down the island. Soon you also be able to board the new Manatee County Water Taxi when service resumes. It will provide travel to The Bridge St. Pier and Downtown Bradenton. The home is also not a much further walk to the gorgeous beaches of Anna Maria on the Gulf. Here you will find magnificent Australian Pines providing shade though out the day. One thing I did not mention, the home is being sold turn-key furnished and ready to enjoy as your personal home, a second home, or a fabulous rental property with future bookings already in place for the rest of 2026 and well into 2027.

510 Magnolia Avenue, Anna Maria

$6,375,000

Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features high-end appliances, custom trim details throughout, and smart home integration for effortless convenience. Each bedroom offers a private en-suite bath. A custom built-in bunk room maximizes space (sleeping up to 5) with craftsmanship that speaks to intentional design, adding versatility for guests or family. Privately tucked away on the third floor, you have the expansive primary suite that offers a serene and secluded retreat, featuring a large walk-in shower and soaking tub. Open the sliding glass doors and you are greeted with a generous private balcony that invites quiet moments of relaxation. Anchored by an oversized island, the kitchen is a chef and entertainer’s dream, featuring a gas range by Wolf, a Sub-Zero refrigerator, and a 24-bottle wine fridge. The main living level balcony is outfitted with built-in outdoor cabinetry and a premium ceramic grill, creating a fully functional alfresco cooking space just steps from the kitchen. The kitchen is the centerpiece of this well-designed floor plan that allows for the living and dining spaces to come together effortlessly. Built-in storage in the living room offers seamless organization without disrupting the clean aesthetic, while a dedicated coffee bar adds a touch of everyday luxury and convenience. Another major convenience is the elevator that gives you access to all levels of the home. These subtle yet meaningful touches are found throughout the home, reflecting a level of care and quality rarely seen. On the ground level you have a beautifully constructed cabana space that blurs the line between indoors and out, overlooking a meticulously turfed lawn and an expansive pebble finish pool that shimmers like cut glass. On rainy days, the pool cabana offers a theater like movie experience equipped with a large tv that includes a Sonos surround system and plenty of space for indoor gaming. Lime rock landscape adds geological gravitas, while an outdoor shower and a tucked-away kayak rack offer an unexpected delight. For the nautical connoisseur, the composite dock with an elevator lift provides open-water access with ease. The garage offers ample space for 2 cars, a golf cart, and all your beach toys. This meticulously maintained home has never been a vacation rental, but this could be a wonderful investment property that allows for short-term stays. Come schedule your private showing today!

5 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features high-end appliances, custom trim details throughout, and smart home integration for effortless convenience. Each bedroom offers a private en-suite bath. A custom built-in bunk room maximizes space (sleeping up to 5) with craftsmanship that speaks to intentional design, adding versatility for guests or family. Privately tucked away on the third floor, you have the expansive primary suite that offers a serene and secluded retreat, featuring a large walk-in shower and soaking tub. Open the sliding glass doors and you are greeted with a generous private balcony that invites quiet moments of relaxation. Anchored by an oversized island, the kitchen is a chef and entertainer’s dream, featuring a gas range by Wolf, a Sub-Zero refrigerator, and a 24-bottle wine fridge. The main living level balcony is outfitted with built-in outdoor cabinetry and a premium ceramic grill, creating a fully functional alfresco cooking space just steps from the kitchen. The kitchen is the centerpiece of this well-designed floor plan that allows for the living and dining spaces to come together effortlessly. Built-in storage in the living room offers seamless organization without disrupting the clean aesthetic, while a dedicated coffee bar adds a touch of everyday luxury and convenience. Another major convenience is the elevator that gives you access to all levels of the home. These subtle yet meaningful touches are found throughout the home, reflecting a level of care and quality rarely seen. On the ground level you have a beautifully constructed cabana space that blurs the line between indoors and out, overlooking a meticulously turfed lawn and an expansive pebble finish pool that shimmers like cut glass. On rainy days, the pool cabana offers a theater like movie experience equipped with a large tv that includes a Sonos surround system and plenty of space for indoor gaming. Lime rock landscape adds geological gravitas, while an outdoor shower and a tucked-away kayak rack offer an unexpected delight. For the nautical connoisseur, the composite dock with an elevator lift provides open-water access with ease. The garage offers ample space for 2 cars, a golf cart, and all your beach toys. This meticulously maintained home has never been a vacation rental, but this could be a wonderful investment property that allows for short-term stays. Come schedule your private showing today!

229 Willow Avenue, Anna Maria

$3,660,000

CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE IS A LARGE HEATED POOL AND SPA WITH SUN SHELF, SURROUNDED BY TROPICAL LANDSAPING ARTIFICIAL TURF AND EVEN A PUTTING GREEN. THIS WILL MAKE THE PERFECT SECOND HOME ON Anna Maria Island WITH GREAT RENTAL POTENTIAL OF 250K+.

5 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE IS A LARGE HEATED POOL AND SPA WITH SUN SHELF, SURROUNDED BY TROPICAL LANDSAPING ARTIFICIAL TURF AND EVEN A PUTTING GREEN. THIS WILL MAKE THE PERFECT SECOND HOME ON Anna Maria Island WITH GREAT RENTAL POTENTIAL OF 250K+.

212 Spring Avenue, Anna Maria

$8,000,000

This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven. PROJECTED RENTAL INCOME OF 450K.

9 Beds ⋅ 9 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code

This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven. PROJECTED RENTAL INCOME OF 450K.

9403 Gulf Dr, Anna Maria

$2,785,000

BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTERTAINING THE WHOLE FAMILY.

4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTERTAINING THE WHOLE FAMILY.

796 Jacaranda Road, Anna Maria

$4,995,000

Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.

3 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.

107 Elm Avenue, Anna Maria

$5,487,000

This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

5 Beds ⋅ 6 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

404 North Shore Dr, Anna Maria