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$999,000

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code ⋅ A4684724 MLS ⋅ Active Status

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2913 Gulf Drive, Holmes Beach

$2,399,000

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code ⋅ A4679284 MLS ⋅ Active Status

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6908 Holmes Boulevard, Holmes Beach

$5,695,000

Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living.

5 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code ⋅ A4676640 MLS ⋅ Active Status

Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living.

2302 Gulf Drive N, Bradenton Beach

$874,000

***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS.

3 Beds ⋅ 1 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code ⋅ A4650913 MLS ⋅ Active Status

***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS.

300 N 22nd Street, Bradenton Beach

$3,195,000

HUGE $495K PRICE REDUCTION CURRENTLY $200K IN RENTALS ON THE BOOKS FOR 2025 Introducing "Endless Summer"—your perfect vacation retreat and investment opportunity! This newly constructed (2024) gem features 7 spacious bedrooms and 6 elegant bathrooms, just a 4-minute stroll from the beach. Key Features: Bedrooms: 7 Bathrooms: 6 Elevator: Easy access across all levels Pool & Spa: Walk-in pool and spa for ultimate relaxation EV Charger: Eco-friendly convenience Designer Touches: Stylish accent walls throughout Rooftop Deck: Perfect for Coastal Sunsets Backyard Oasis: Featuring turf for putting, cornhole, and Connect Four. Enjoy the walk-in pool and spa. The garage includes a ping pong table, extra refrigerator, and ice maker. "Endless Summer" is designed for relaxation and enjoyment, with a projected income of around $380K, making it a fantastic investment. Experience the magic of Bradenton Beach at "Endless Summer" and create lasting memories. The sales agent is a part owner of this property.

7 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code ⋅ A4615961 MLS ⋅ Active Status

HUGE $495K PRICE REDUCTION CURRENTLY $200K IN RENTALS ON THE BOOKS FOR 2025 Introducing "Endless Summer"—your perfect vacation retreat and investment opportunity! This newly constructed (2024) gem features 7 spacious bedrooms and 6 elegant bathrooms, just a 4-minute stroll from the beach. Key Features: Bedrooms: 7 Bathrooms: 6 Elevator: Easy access across all levels Pool & Spa: Walk-in pool and spa for ultimate relaxation EV Charger: Eco-friendly convenience Designer Touches: Stylish accent walls throughout Rooftop Deck: Perfect for Coastal Sunsets Backyard Oasis: Featuring turf for putting, cornhole, and Connect Four. Enjoy the walk-in pool and spa. The garage includes a ping pong table, extra refrigerator, and ice maker. "Endless Summer" is designed for relaxation and enjoyment, with a projected income of around $380K, making it a fantastic investment. Experience the magic of Bradenton Beach at "Endless Summer" and create lasting memories. The sales agent is a part owner of this property.

2102 Avenue B, Bradenton Beach