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$3,300,000

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

5 Beds ⋅ 4 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code

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

120 White Avenue, Anna Maria

$1,550,000

Incredible opportunity just steps from the sugar-white sands of Anna Maria Island. This storm-damaged property presents a rare chance to create your own custom beach retreat in one of Florida’s most iconic and sought-after coastal destinations. The main residence has been taken down to the studs, offering a clean slate for renovation or reimagining to suit your vision, whether that’s a personal island getaway, income-producing property, or full redevelopment. The property features a detached garage with an upper-level apartment (ADU), providing valuable flexibility for multi-generational living, guest accommodations, or potential rental use. Positioned on a desirable street surrounded by newer and elevated homes, the setting strongly supports long-term value and redevelopment potential. Aerial views clearly showcase the exceptional proximity to the Gulf of Mexico, placing you just moments from world-renowned beaches, breathtaking sunsets, and the laid-back island lifestyle Anna Maria is known for. Enjoy easy access to local shops, dining, and all the charm that makes this area one of the most desirable beach communities in Florida. This property is being sold as-is and is ideal for investors, builders, or buyers ready to bring their vision to life in an unbeatable location. Opportunities like this, so close to the sand, are increasingly rare on Anna Maria Island.

3 Beds ⋅ 2 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code

Incredible opportunity just steps from the sugar-white sands of Anna Maria Island. This storm-damaged property presents a rare chance to create your own custom beach retreat in one of Florida’s most iconic and sought-after coastal destinations. The main residence has been taken down to the studs, offering a clean slate for renovation or reimagining to suit your vision, whether that’s a personal island getaway, income-producing property, or full redevelopment. The property features a detached garage with an upper-level apartment (ADU), providing valuable flexibility for multi-generational living, guest accommodations, or potential rental use. Positioned on a desirable street surrounded by newer and elevated homes, the setting strongly supports long-term value and redevelopment potential. Aerial views clearly showcase the exceptional proximity to the Gulf of Mexico, placing you just moments from world-renowned beaches, breathtaking sunsets, and the laid-back island lifestyle Anna Maria is known for. Enjoy easy access to local shops, dining, and all the charm that makes this area one of the most desirable beach communities in Florida. This property is being sold as-is and is ideal for investors, builders, or buyers ready to bring their vision to life in an unbeatable location. Opportunities like this, so close to the sand, are increasingly rare on Anna Maria Island.

108 Maple Avenue, Anna Maria

$1,400,000

Prime Beachside Retreat – Steps to the Sand on Anna Maria Island! Discover coastal living at its finest in this beautifully remodeled and updated 3-bedroom, 2-bathroom single-family home, perfectly positioned west of Gulf Drive in the heart of Anna Maria. Just a short stroll (literally steps away) from the pristine, sugar sandy beaches of the Gulf of Mexico, this residence offers effortless access to turquoise waters, breathtaking sunsets, and the relaxed island vibe that makes Anna Maria a sought-after paradise. The home boasts modern upgrades throughout, including fresh finishes, an open and inviting floor plan, and thoughtful touches that blend comfort with contemporary style. The spacious layout is ideal for families, weekend getaways, or as a high-demand vacation rental investment. One of the standout features? Ample room to add your dream pool—imagine lazy days by your private oasis, just moments from the beach! West of Gulf Drive means no busy roads to cross for beach access, putting you in the most desirable pocket of the island. Enjoy peaceful mornings with the sound of waves, evening walks along the shore, and the charm of nearby Pine Avenue’s shops, restaurants, and cafes—all while owning a piece of true Anna Maria magic. Whether you’re seeking a primary residence, second home, or lucrative rental property, this beachside gem delivers the ultimate in Florida coastal sophistication and easy island living. Don’t miss your chance to own steps from the Gulf—schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Gulf View Sub SubDv. ⋅ 34216 Zip Code

Prime Beachside Retreat – Steps to the Sand on Anna Maria Island! Discover coastal living at its finest in this beautifully remodeled and updated 3-bedroom, 2-bathroom single-family home, perfectly positioned west of Gulf Drive in the heart of Anna Maria. Just a short stroll (literally steps away) from the pristine, sugar sandy beaches of the Gulf of Mexico, this residence offers effortless access to turquoise waters, breathtaking sunsets, and the relaxed island vibe that makes Anna Maria a sought-after paradise. The home boasts modern upgrades throughout, including fresh finishes, an open and inviting floor plan, and thoughtful touches that blend comfort with contemporary style. The spacious layout is ideal for families, weekend getaways, or as a high-demand vacation rental investment. One of the standout features? Ample room to add your dream pool—imagine lazy days by your private oasis, just moments from the beach! West of Gulf Drive means no busy roads to cross for beach access, putting you in the most desirable pocket of the island. Enjoy peaceful mornings with the sound of waves, evening walks along the shore, and the charm of nearby Pine Avenue’s shops, restaurants, and cafes—all while owning a piece of true Anna Maria magic. Whether you’re seeking a primary residence, second home, or lucrative rental property, this beachside gem delivers the ultimate in Florida coastal sophistication and easy island living. Don’t miss your chance to own steps from the Gulf—schedule your private showing today!

120 Maple Avenue, Anna Maria

$430,000

Open Gulf Views & Unrestricted Direct Gulf Access — A True Boater’s Dream Welcome to an extraordinary Gulf Coast fishing retreat where the water isn’t just a view—it’s a way of life. This one-of-a-kind 3-bedroom, 3-bath waterfront pool home offers open Gulf views and direct Gulf access with no fixed bridges, perfectly positioned for serious boaters and anglers alike. With 100 feet of concrete seawall, a private boat ramp, and a fixed dock on a deep saltwater canal, you can be on the open Gulf within minutes of leaving your backyard. Spend your days watching dolphins and manatees glide past the dock, casting a line for redfish, snook, and snapper, or heading offshore for world-class Gulf fishing. Nearly every room in the home captures stunning water views, reinforcing the seamless connection between indoor living and the coastal outdoors. Handcrafted by the original owner—a skilled boatbuilder—this home showcases beautiful nautical woodwork and custom craftsmanship throughout, giving it character you simply cannot replicate. The layout is thoughtfully designed for waterfront living, entertaining, and relaxation. Recent upgrades and improvements include: Standing seam metal roof (Oct 2025) Custom flood barriers Septic system (Dec 2025) Front yard sod (Jan 2026) Whole house water filter (Oct 2025) Electrical panels (May 2025) Screen enclosure over pool (Feb 2025) Pool motor/pump (Nov 2024) Gas stove/range (Dec 2024) Gas hot water heater (Oct 2024) Refrigerator (Jan 2025) Dishwasher (May 2025) Two garage doors (Nov 2024) Central A/C (Mar 2021) Pool resurfaced (Feb 2021) Current Flood Insurance is just $3200 a year and is assumable. The oversized detached garage is a standout feature for boaters. Designed with large pull-through doors on both sides, it allows you to back your boat directly from the garage into the canal and return it to covered storage after a day on the water. With ample space for larger vessels and an additional storage loft, this is the ultimate boater’s workshop. Between the home and garage sits a heated, screen-enclosed inground gunite pool, perfect for cooling off after long days of boating or fishing. The 100’ x 100’ oversized lot provides plenty of elbow room, while no HOA means you can freely park boats, RVs, trailers, or work vehicles. Short-term rentals are allowed, offering excellent income potential when not in personal use. Located in Aripeka, Florida, one of the Gulf Coast’s last true Old Florida fishing villages, this home is surrounded by pristine nature, legendary fishing, and breathtaking sunsets. Aripeka is known for its quiet charm, Hammock Creek access, stone crab season, scalloping, kayaking, and uncrowded Gulf waters—making it a hidden gem for those seeking authentic coastal living. Whether you’re looking for a full-time waterfront residence, a fishing retreat, or a high-demand investment property, this rare offering delivers unmatched boating access, Gulf views, and Old Florida character—all in one unforgettable home.

3 Beds ⋅ 3 Baths ⋅ Gulf View Sub SubDv. ⋅ 34607 Zip Code

Open Gulf Views & Unrestricted Direct Gulf Access — A True Boater’s Dream Welcome to an extraordinary Gulf Coast fishing retreat where the water isn’t just a view—it’s a way of life. This one-of-a-kind 3-bedroom, 3-bath waterfront pool home offers open Gulf views and direct Gulf access with no fixed bridges, perfectly positioned for serious boaters and anglers alike. With 100 feet of concrete seawall, a private boat ramp, and a fixed dock on a deep saltwater canal, you can be on the open Gulf within minutes of leaving your backyard. Spend your days watching dolphins and manatees glide past the dock, casting a line for redfish, snook, and snapper, or heading offshore for world-class Gulf fishing. Nearly every room in the home captures stunning water views, reinforcing the seamless connection between indoor living and the coastal outdoors. Handcrafted by the original owner—a skilled boatbuilder—this home showcases beautiful nautical woodwork and custom craftsmanship throughout, giving it character you simply cannot replicate. The layout is thoughtfully designed for waterfront living, entertaining, and relaxation. Recent upgrades and improvements include: Standing seam metal roof (Oct 2025) Custom flood barriers Septic system (Dec 2025) Front yard sod (Jan 2026) Whole house water filter (Oct 2025) Electrical panels (May 2025) Screen enclosure over pool (Feb 2025) Pool motor/pump (Nov 2024) Gas stove/range (Dec 2024) Gas hot water heater (Oct 2024) Refrigerator (Jan 2025) Dishwasher (May 2025) Two garage doors (Nov 2024) Central A/C (Mar 2021) Pool resurfaced (Feb 2021) Current Flood Insurance is just $3200 a year and is assumable. The oversized detached garage is a standout feature for boaters. Designed with large pull-through doors on both sides, it allows you to back your boat directly from the garage into the canal and return it to covered storage after a day on the water. With ample space for larger vessels and an additional storage loft, this is the ultimate boater’s workshop. Between the home and garage sits a heated, screen-enclosed inground gunite pool, perfect for cooling off after long days of boating or fishing. The 100’ x 100’ oversized lot provides plenty of elbow room, while no HOA means you can freely park boats, RVs, trailers, or work vehicles. Short-term rentals are allowed, offering excellent income potential when not in personal use. Located in Aripeka, Florida, one of the Gulf Coast’s last true Old Florida fishing villages, this home is surrounded by pristine nature, legendary fishing, and breathtaking sunsets. Aripeka is known for its quiet charm, Hammock Creek access, stone crab season, scalloping, kayaking, and uncrowded Gulf waters—making it a hidden gem for those seeking authentic coastal living. Whether you’re looking for a full-time waterfront residence, a fishing retreat, or a high-demand investment property, this rare offering delivers unmatched boating access, Gulf views, and Old Florida character—all in one unforgettable home.

2487 Sunset Vista Drive, Spring Hill