Floridahomeandland.com Search Results

$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.

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

$1,500,000

It’s time to be ON POINT! Welcome to a relaxing vacation rental home called ON POINT! A great home, in a great location, in a great city on an AMAZING island. On Point is a 4 bedroom, 3 bathroom home at the north end of Anna Maria Island. Steps to Bay Front park and a very short walk to the beach of the Gulf of Mexico where you and your guests can bask in the sunshine, build sand castles, watch some of the best sunsets in the world and take a walk in the sugary soft sand. This home has 3 bedrooms and 2 bathrooms on the second floor and all the extras are on the ground floor. It's got that OLD FLORIDA FEEL with so much new to bring it to life. With plenty of room for the family and your guests on the inside, but just as much outside around the heated pool. Perfect for hanging out, grilling and chilling. There is a perfect little sitting room off the pool along with a bathroom for convince as you are cooling off with a cocktail from the days worth of sunshine on the beach. Loaded with games for fun and close to so much of what the city of Anna Maria is all about. Restaurants, shopping, exploring and just being an Islander. It’s one of the best places to get your feet wet in the Island market. Continue its success as a short term rental or simply keep all to yourself and live the Anna Maria Life of a getaway in paradise. Come see your new home in one of the most coveted places on earth.

4 Beds ⋅ 3 Baths ⋅ Wells Sub SubDv.

It’s time to be ON POINT! Welcome to a relaxing vacation rental home called ON POINT! A great home, in a great location, in a great city on an AMAZING island. On Point is a 4 bedroom, 3 bathroom home at the north end of Anna Maria Island. Steps to Bay Front park and a very short walk to the beach of the Gulf of Mexico where you and your guests can bask in the sunshine, build sand castles, watch some of the best sunsets in the world and take a walk in the sugary soft sand. This home has 3 bedrooms and 2 bathrooms on the second floor and all the extras are on the ground floor. It's got that OLD FLORIDA FEEL with so much new to bring it to life. With plenty of room for the family and your guests on the inside, but just as much outside around the heated pool. Perfect for hanging out, grilling and chilling. There is a perfect little sitting room off the pool along with a bathroom for convince as you are cooling off with a cocktail from the days worth of sunshine on the beach. Loaded with games for fun and close to so much of what the city of Anna Maria is all about. Restaurants, shopping, exploring and just being an Islander. It’s one of the best places to get your feet wet in the Island market. Continue its success as a short term rental or simply keep all to yourself and live the Anna Maria Life of a getaway in paradise. Come see your new home in one of the most coveted places on earth.

811 Jacaranda Road, Anna Maria

$1,499,000

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

2 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv.

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

417 Poinsettia Road, Anna Maria

$1,400,000

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.

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

$1,400,000

Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds. Just a short stroll to the shimmering Gulf beaches and the charming shops and cafés along Pine Avenue, this home perfectly captures the laid-back tropical lifestyle that defines island living. Open floorplan with recent kitchen updates including: new tile, countertops, and appliances completed between 2021 and 2022, blending modern convenience with a relaxed coastal design. The seamless flow between the kitchen, dining, and living areas makes it ideal for entertaining or unwinding after a day on the beach. Nearly every part of the home has been thoughtfully updated. All windows and doors—including the garage doors—were replaced between 2021 and 2024, improving both style and efficiency. A new metal roof and pool with spa were added in 2021, creating a serene tropical oasis in the backyard. Additional upgrades include a new hot water heater (2022). Step outside to your private paradise — a lushly landscaped backyard with a sparkling pool and spa surrounded by swaying palms. This peaceful setting invites you to relax, recharge, and soak in the island sunshine. Beautifully maintained and ideally located close to the beach, Pine Avenue, and the best of Anna Maria Island, 239 Gladiolus Street offers the perfect balance of craftsmanship, comfort, and tropical charm.

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds. Just a short stroll to the shimmering Gulf beaches and the charming shops and cafés along Pine Avenue, this home perfectly captures the laid-back tropical lifestyle that defines island living. Open floorplan with recent kitchen updates including: new tile, countertops, and appliances completed between 2021 and 2022, blending modern convenience with a relaxed coastal design. The seamless flow between the kitchen, dining, and living areas makes it ideal for entertaining or unwinding after a day on the beach. Nearly every part of the home has been thoughtfully updated. All windows and doors—including the garage doors—were replaced between 2021 and 2024, improving both style and efficiency. A new metal roof and pool with spa were added in 2021, creating a serene tropical oasis in the backyard. Additional upgrades include a new hot water heater (2022). Step outside to your private paradise — a lushly landscaped backyard with a sparkling pool and spa surrounded by swaying palms. This peaceful setting invites you to relax, recharge, and soak in the island sunshine. Beautifully maintained and ideally located close to the beach, Pine Avenue, and the best of Anna Maria Island, 239 Gladiolus Street offers the perfect balance of craftsmanship, comfort, and tropical charm.

239 Gladiolus Street, Anna Maria

$1,375,000

Located just one block from the beach this is a rare land-value/structure value opportunity on .29 Acres in one of Anna Maria Island’s most coveted coastal neighborhoods. Ideally located just a block off the pristine Anna Maria beach and Bean Point. This property can be used as a rental with no rental restrictions. It's spacious layout and resort-style amenities. The home is still laid out as 5 bedrooms (2 Primary Suites), 3 bathrooms, a private pool and spa (still in perfect condition)and an expansive outdoor living area designed for true island living. The property presents an incredible opportunity for those seeking to rebuild, restore or re-imagine a custom coastal retreat. The generous lot, paired with its prime walk-to-beach location, provides limitless potential from crafting a brand-new luxury residence to creating an updated vacation home with Outstanding Rental Potential. NO Structural Issues, No Foundation Issues, Pool, Spa and Garage are fine! White Vinyl Fence is complete and in good condition with extra pieces.

5 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv.

Located just one block from the beach this is a rare land-value/structure value opportunity on .29 Acres in one of Anna Maria Island’s most coveted coastal neighborhoods. Ideally located just a block off the pristine Anna Maria beach and Bean Point. This property can be used as a rental with no rental restrictions. It's spacious layout and resort-style amenities. The home is still laid out as 5 bedrooms (2 Primary Suites), 3 bathrooms, a private pool and spa (still in perfect condition)and an expansive outdoor living area designed for true island living. The property presents an incredible opportunity for those seeking to rebuild, restore or re-imagine a custom coastal retreat. The generous lot, paired with its prime walk-to-beach location, provides limitless potential from crafting a brand-new luxury residence to creating an updated vacation home with Outstanding Rental Potential. NO Structural Issues, No Foundation Issues, Pool, Spa and Garage are fine! White Vinyl Fence is complete and in good condition with extra pieces.

717 Jacaranda Road, Anna Maria

$1,350,000

Accepting backup offers! Beach Walks, Pool Days, and Endless Island Living Await. Just a 4-minute stroll to the sandy shores of the Gulf of Mexico, this 3-bedroom, 2-bath elevated home invites you to embrace the relaxed rhythm of life on Anna Maria Island. Whether you’re lounging by the pool, entertaining in the spacious backyard, or hopping on a golf cart for a ride to your favorite local spot, every day feels like a vacation here. Inside, the home features bright, airy living spaces with durable tile flooring throughout and two newly remodeled bathrooms that blend comfort with coastal style. The elevated design provides not only peace of mind but also a large garage and 4 covered parking spots, giving you plenty of space for beach toys, bikes, and storage. The outdoor space is the heart of this property. A sparkling in-ground pool with a new pump. The backyard is surrounded by room to relax, play, or entertain. With a new metal roof (2025), the home is move-in ready yet still offers a blank slate to design your dream retreat. Tucked near the island’s favorite spots, this property delivers both convenience and charm. Currently operating as a successful short-term rental, it’s equally suited as a primary residence, vacation home, or investment property. Life on Anna Maria Island doesn’t get much better than this.

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Accepting backup offers! Beach Walks, Pool Days, and Endless Island Living Await. Just a 4-minute stroll to the sandy shores of the Gulf of Mexico, this 3-bedroom, 2-bath elevated home invites you to embrace the relaxed rhythm of life on Anna Maria Island. Whether you’re lounging by the pool, entertaining in the spacious backyard, or hopping on a golf cart for a ride to your favorite local spot, every day feels like a vacation here. Inside, the home features bright, airy living spaces with durable tile flooring throughout and two newly remodeled bathrooms that blend comfort with coastal style. The elevated design provides not only peace of mind but also a large garage and 4 covered parking spots, giving you plenty of space for beach toys, bikes, and storage. The outdoor space is the heart of this property. A sparkling in-ground pool with a new pump. The backyard is surrounded by room to relax, play, or entertain. With a new metal roof (2025), the home is move-in ready yet still offers a blank slate to design your dream retreat. Tucked near the island’s favorite spots, this property delivers both convenience and charm. Currently operating as a successful short-term rental, it’s equally suited as a primary residence, vacation home, or investment property. Life on Anna Maria Island doesn’t get much better than this.

212 Magnolia Avenue, Anna Maria

$1,325,000

Located on the coveted north end of Anna Maria Island, this elevated canal-front retreat offers a perfect blend of comfort, space, and versatility for full-time living or vacation escapes. This 4BD/2BA home includes a flexible study or den that easily converts to a fourth bedroom, providing room for guests or a private workspace. Inside, the expansive living room features soaring ceilings and sliding glass doors that open to a spacious screened patio, creating a seamless flow between indoor and outdoor living. Open kitchen with walk in laundry/pantry, updated baths and more. Below, generous covered parking and a large storage room ensure there's plenty of room for vehicles and all your island essentials. There is room for a pool and the private dock extends your backyard to the water, offering direct canal access for your water toys. Allowing short stay rentals, this home is not only a tranquil getaway but also an excellent vacation rental opportunity. Combining relaxed island charm with everyday convenience, this property is perfectly positioned to enjoy the best of coastal living. Don’t let this perfect little slice of island life slip away and make it your island escape today!

4 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv.

Located on the coveted north end of Anna Maria Island, this elevated canal-front retreat offers a perfect blend of comfort, space, and versatility for full-time living or vacation escapes. This 4BD/2BA home includes a flexible study or den that easily converts to a fourth bedroom, providing room for guests or a private workspace. Inside, the expansive living room features soaring ceilings and sliding glass doors that open to a spacious screened patio, creating a seamless flow between indoor and outdoor living. Open kitchen with walk in laundry/pantry, updated baths and more. Below, generous covered parking and a large storage room ensure there's plenty of room for vehicles and all your island essentials. There is room for a pool and the private dock extends your backyard to the water, offering direct canal access for your water toys. Allowing short stay rentals, this home is not only a tranquil getaway but also an excellent vacation rental opportunity. Combining relaxed island charm with everyday convenience, this property is perfectly positioned to enjoy the best of coastal living. Don’t let this perfect little slice of island life slip away and make it your island escape today!

108 Pelican Drive, Anna Maria

$1,300,000

Great opportunity for investors and homeowners to start over and design to your very own taste! Flood damage from Hurricane Helene- Ideal for Renovation or Rebuild, Whether you're looking to remodel the existing structure or embark on a new construction project, this property offers a solid foundation and ample space to bring your vision to life. Plans drawn up and available upon request. With its desirable location that permits 1-7 day rentals and a short stroll to the Gulf beaches, this home is perfect for those interested in generating consistent rental income. TWO screened in patios and a garage! Experience the best of coastal living right at your doorstep. Don't miss out on this exceptional opportunity to own a piece of paradise in on sought out NORTH END of Anna Maria Island!

4 Beds ⋅ 3 Baths ⋅ Shore Acres SubDv.

Great opportunity for investors and homeowners to start over and design to your very own taste! Flood damage from Hurricane Helene- Ideal for Renovation or Rebuild, Whether you're looking to remodel the existing structure or embark on a new construction project, this property offers a solid foundation and ample space to bring your vision to life. Plans drawn up and available upon request. With its desirable location that permits 1-7 day rentals and a short stroll to the Gulf beaches, this home is perfect for those interested in generating consistent rental income. TWO screened in patios and a garage! Experience the best of coastal living right at your doorstep. Don't miss out on this exceptional opportunity to own a piece of paradise in on sought out NORTH END of Anna Maria Island!

709 Gladiolus Street, Anna Maria

$1,295,000

Here's your chance to build your dream home on an oversized lot, 77.34' X 129.48', in the City of Anna Maria with partial views of Tampa Bay.

Anna Maria Beach SubDv.

Here's your chance to build your dream home on an oversized lot, 77.34' X 129.48', in the City of Anna Maria with partial views of Tampa Bay.

203 N Bay Blvd, Anna Maria

$1,275,000

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

4 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv.

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

125 Crescent Drive, Anna Maria

$1,267,500

Build your custom island retreat on the north end of Anna Maria Island. This residential lot offers 6500 square feet and presents a rare opportunity to build your dream coastal home directly across the street from the beach. Fantastic potential for sweeping Gulf views from upper levels; perfectly positioned to take advantage of its prime location and beach access, this property offers the ideal canvas for creating a serene seaside escape or standout investment. Adjacent south parcel is available for those looking to expand their vision.

Wells Sub SubDv.

Build your custom island retreat on the north end of Anna Maria Island. This residential lot offers 6500 square feet and presents a rare opportunity to build your dream coastal home directly across the street from the beach. Fantastic potential for sweeping Gulf views from upper levels; perfectly positioned to take advantage of its prime location and beach access, this property offers the ideal canvas for creating a serene seaside escape or standout investment. Adjacent south parcel is available for those looking to expand their vision.

810 N Bay Boulevard, Anna Maria

$1,250,000

Welcome to your slice of paradise! Nestled in the heart of Anna Maria Island, this adorable 2-bedroom, 2-bath coastal cottage is the perfect blend of charm and comfort. This home also has the potential for a third bedroom. Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this is an unbeatable location that allows you to stroll effortlessly to Anna Maria's hotspots, from Ginny & Jane E's cafe, to the iconic Waterfront Restaurant, Two Scoops, the charming Donut Shop, and a plethora of other shops and restaurants. The local trolley system, easily accessible, lets you explore the entire seven-mile-long island with ease. This lovingly maintained home is a true gem for anyone seeking relaxed island living or a lucrative vacation rental opportunity. Step inside to find bright, sun-filled rooms with an open-concept living space, a cozy breakfast bar. French doors open onto your private backyard oasis—complete with a sparkling, heated pool, lush tropical landscaping, and a spacious patio for lounging, grilling, or entertaining under the stars. Plus a newer roof to top it off! Whether you're looking for a full-time residence, a dreamy beach retreat, or an income-generating property, this picture-perfect home has it all. Come experience the laid-back charm and beauty of Anna Maria Island!

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Welcome to your slice of paradise! Nestled in the heart of Anna Maria Island, this adorable 2-bedroom, 2-bath coastal cottage is the perfect blend of charm and comfort. This home also has the potential for a third bedroom. Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this is an unbeatable location that allows you to stroll effortlessly to Anna Maria's hotspots, from Ginny & Jane E's cafe, to the iconic Waterfront Restaurant, Two Scoops, the charming Donut Shop, and a plethora of other shops and restaurants. The local trolley system, easily accessible, lets you explore the entire seven-mile-long island with ease. This lovingly maintained home is a true gem for anyone seeking relaxed island living or a lucrative vacation rental opportunity. Step inside to find bright, sun-filled rooms with an open-concept living space, a cozy breakfast bar. French doors open onto your private backyard oasis—complete with a sparkling, heated pool, lush tropical landscaping, and a spacious patio for lounging, grilling, or entertaining under the stars. Plus a newer roof to top it off! Whether you're looking for a full-time residence, a dreamy beach retreat, or an income-generating property, this picture-perfect home has it all. Come experience the laid-back charm and beauty of Anna Maria Island!

315 Magnolia Avenue, Anna Maria

$1,200,000

This prime Anna Maria Island North end parcel is located in the highly desired Bean Point area, with Gulf and Bay access directly across the street. This 6,800+ square foot corner lot offers a unique opportunity to build your dream home and take full advantage of the surrounding views. Please note that the once-charming concrete block cottage on the property sustained storm damage from Hurricane Helene and is not habitable in its current condition. Speak with your contractor about the possibilities for this exceptional parcel!

2 Beds ⋅ 1 Baths ⋅ Shore Acres SubDv.

This prime Anna Maria Island North end parcel is located in the highly desired Bean Point area, with Gulf and Bay access directly across the street. This 6,800+ square foot corner lot offers a unique opportunity to build your dream home and take full advantage of the surrounding views. Please note that the once-charming concrete block cottage on the property sustained storm damage from Hurricane Helene and is not habitable in its current condition. Speak with your contractor about the possibilities for this exceptional parcel!

856 North Shore Drive, Anna Maria

$1,200,000

4 houses to the Gulf!! Prime opportunity awaits at this vacant, buildable lot nestled in the coveted location of Anna Maria! Just steps away from the pristine white sand beaches, this property offers an ideal canvas for crafting your dream coastal retreat. Embrace the coastal lifestyle and create your personalized haven in this serene and sought after community. You are just walking distance to Pine Avenue boutique shops, restaurants and more. Construct a brand-new home designed to maximize the potential of the lot and take full advantage of its proximity to Bean Point. In a 1-7 day rental zone, there are so many endless possibilities, don’t miss this great opportunity!

Tuttle Terrace SubDv.

4 houses to the Gulf!! Prime opportunity awaits at this vacant, buildable lot nestled in the coveted location of Anna Maria! Just steps away from the pristine white sand beaches, this property offers an ideal canvas for crafting your dream coastal retreat. Embrace the coastal lifestyle and create your personalized haven in this serene and sought after community. You are just walking distance to Pine Avenue boutique shops, restaurants and more. Construct a brand-new home designed to maximize the potential of the lot and take full advantage of its proximity to Bean Point. In a 1-7 day rental zone, there are so many endless possibilities, don’t miss this great opportunity!

607 Jacaranda Road, Anna Maria

$1,200,000

A truly charming North End canal home! This cozy property is ideally located just two short blocks from the beach, providing incredibly convenient access to the beautiful beaches of Anna Maria Island. One of the standout features of this lovely home is its expansive deck, which offers a fantastic view overlooking the water. It also includes a private boat dock with boat lift, making it perfect for anyone who enjoys spending time out on the water. You'll appreciate the sense of privacy provided by the tropical landscaping, and the serene water views where manatees are often spotted. The home itself features two bedrooms and two bathrooms both with walk in closets and ensuite bathrooms, an open floor plan with updated kitchen and bathrooms, a screened lanai, and a single-car garage. Upgrades include impact windows and sliders installed in 2022. You'll also find the Florida-friendly landscape and turf make for easy maintenance, which is a wonderful benefit. This home has been lovingly enjoyed by the property owner and is not currently a vacation rental. However, it does allow the flexibility for short-term rentals, including weekly or less, which could be an excellent opportunity. Being offered furnished and ready for you to enjoy! We would be absolutely delighted to arrange a private showing for you to experience this charming home firsthand.

2 Beds ⋅ 2 Baths ⋅ Wells Terrace SubDv.

A truly charming North End canal home! This cozy property is ideally located just two short blocks from the beach, providing incredibly convenient access to the beautiful beaches of Anna Maria Island. One of the standout features of this lovely home is its expansive deck, which offers a fantastic view overlooking the water. It also includes a private boat dock with boat lift, making it perfect for anyone who enjoys spending time out on the water. You'll appreciate the sense of privacy provided by the tropical landscaping, and the serene water views where manatees are often spotted. The home itself features two bedrooms and two bathrooms both with walk in closets and ensuite bathrooms, an open floor plan with updated kitchen and bathrooms, a screened lanai, and a single-car garage. Upgrades include impact windows and sliders installed in 2022. You'll also find the Florida-friendly landscape and turf make for easy maintenance, which is a wonderful benefit. This home has been lovingly enjoyed by the property owner and is not currently a vacation rental. However, it does allow the flexibility for short-term rentals, including weekly or less, which could be an excellent opportunity. Being offered furnished and ready for you to enjoy! We would be absolutely delighted to arrange a private showing for you to experience this charming home firsthand.

706 Jacaranda Road, Anna Maria

$1,175,000

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

3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv.

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

216 Gladiolus Street, Anna Maria

$1,150,000

This rarely available commercial retail property is situated in a prime location on historic Pine Avenue in the City of Anna Maria. It currently houses two very established, long term, high profile tenants. The location boasts high foot traffic and is popular among locals and tourists alike. The 2800 square foot space offers a large covered front deck and entry area, large front window displays, two separate retail spaces and half bathroom. This property's popularity is enhanced because of its walking distance to the city pier, beaches, trolley and water taxi . Call today to schedule a private showing!

Pine Ave 401-403 SubDv.

This rarely available commercial retail property is situated in a prime location on historic Pine Avenue in the City of Anna Maria. It currently houses two very established, long term, high profile tenants. The location boasts high foot traffic and is popular among locals and tourists alike. The 2800 square foot space offers a large covered front deck and entry area, large front window displays, two separate retail spaces and half bathroom. This property's popularity is enhanced because of its walking distance to the city pier, beaches, trolley and water taxi . Call today to schedule a private showing!

401 Pine Avenue Unit C, Anna Maria

$1,100,000

GULF VIEWS & ISLAND VIBES: A COASTAL RETREAT LIKE NO OTHER Welcome to your private sanctuary at the northern tip of Anna Maria Island—where timeless charm meets the tranquility of the Gulf of America. This elevated 3-bedroom, 2-bathroom coastal home, built in 1981, offers 1,768 square feet of thoughtfully designed living space, capturing the essence of island living with every detail. The home's elevated layout includes dual entrances via wood staircases on the right side, leading directly to the kitchen and main deck. The kitchen itself is a chef’s delight—featuring solid wood cabinetry, premium Corian countertops, stainless steel appliances, a portable island workstation, and a breakfast bar that opens to a spacious dining/living area, ideal for entertaining. The living room features French doors that welcome in the Gulf breeze and natural light, opening to a west-facing enclosed porch clad in rich Pecky Cedar. Casement windows with screens crank open to let the outdoors in, while the adjoining open deck offers front-row seats to breathtaking Gulf views and unforgettable sunsets—an ideal setting for evening cocktails or peaceful morning moments. A cozy family room, full bathroom, and convenient under-stair storage round out the second floor. Upstairs on the third floor, there are 3 generously sized bedrooms and a full bathroom with a step-in shower. The bedrooms showcase soaring, uniquely peaked ceilings with rustic wood beam accents, while two rooms are enhanced by operable transom windows that fill the space with abundant natural light. The primary bedroom features a spacious walk-in closet and French doors opening to a private Juliet balcony where you’ll savor panoramic views of the Gulf and sky bridge and enjoy stunning sunsets. This home has practical upgrades including hurricane-rated windows and doors, a 2018 roof, two separate A/C systems for optimal climate control on both floors of living, and an oversized driveway with room for guest or boat parking. Beneath the home, you’ll find a 4-car tandem parking area, a 8’ x 25’ secure storage room for all your beach gear, bikes and water toys and an outdoor shower with hot and cold water—perfect after a day in the sand and surf. The large private backyard offers endless potential for a pool and outdoor entertaining area. Just steps from the island’s most beloved beaches, shops, and restaurants, this home is ideally located to enjoy everything Anna Maria Island has to offer. Whether you’re seeking a full-time residence, a weekend retreat, or an investment in paradise, this property offers a rare opportunity to embrace the Gulf Coast lifestyle. Your island sanctuary awaits—where each sunset is a masterpiece and the rhythm of the waves becomes your daily soundtrack. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv.

GULF VIEWS & ISLAND VIBES: A COASTAL RETREAT LIKE NO OTHER Welcome to your private sanctuary at the northern tip of Anna Maria Island—where timeless charm meets the tranquility of the Gulf of America. This elevated 3-bedroom, 2-bathroom coastal home, built in 1981, offers 1,768 square feet of thoughtfully designed living space, capturing the essence of island living with every detail. The home's elevated layout includes dual entrances via wood staircases on the right side, leading directly to the kitchen and main deck. The kitchen itself is a chef’s delight—featuring solid wood cabinetry, premium Corian countertops, stainless steel appliances, a portable island workstation, and a breakfast bar that opens to a spacious dining/living area, ideal for entertaining. The living room features French doors that welcome in the Gulf breeze and natural light, opening to a west-facing enclosed porch clad in rich Pecky Cedar. Casement windows with screens crank open to let the outdoors in, while the adjoining open deck offers front-row seats to breathtaking Gulf views and unforgettable sunsets—an ideal setting for evening cocktails or peaceful morning moments. A cozy family room, full bathroom, and convenient under-stair storage round out the second floor. Upstairs on the third floor, there are 3 generously sized bedrooms and a full bathroom with a step-in shower. The bedrooms showcase soaring, uniquely peaked ceilings with rustic wood beam accents, while two rooms are enhanced by operable transom windows that fill the space with abundant natural light. The primary bedroom features a spacious walk-in closet and French doors opening to a private Juliet balcony where you’ll savor panoramic views of the Gulf and sky bridge and enjoy stunning sunsets. This home has practical upgrades including hurricane-rated windows and doors, a 2018 roof, two separate A/C systems for optimal climate control on both floors of living, and an oversized driveway with room for guest or boat parking. Beneath the home, you’ll find a 4-car tandem parking area, a 8’ x 25’ secure storage room for all your beach gear, bikes and water toys and an outdoor shower with hot and cold water—perfect after a day in the sand and surf. The large private backyard offers endless potential for a pool and outdoor entertaining area. Just steps from the island’s most beloved beaches, shops, and restaurants, this home is ideally located to enjoy everything Anna Maria Island has to offer. Whether you’re seeking a full-time residence, a weekend retreat, or an investment in paradise, this property offers a rare opportunity to embrace the Gulf Coast lifestyle. Your island sanctuary awaits—where each sunset is a masterpiece and the rhythm of the waves becomes your daily soundtrack. Schedule your showing today!

764 N Shore Drive, Anna Maria

$1,040,000

One or more photo(s) has been virtually staged. Come feast your eyes on 301 Palm Avenue. First, let’s talk about Location, Location, Location. The property is about 120 steps to the gorgeous silky sand of the City of Anna Maria’s gulf front park at Palm Ave. There are public benches under magnificent Australian Pines offering shade throughout the day. Should you rather lounge around the house you can do so in your private heated in-ground pool. The yard faces southwest, providing sun all day. However, it is screened from road by lush mature palms. The property is also a short walk to the shops and restaurants on Gulf Dr and Pine Ave. Make sure you catch sunset from the Sandbar Restaurant. You can walk there on the beach. Now, let’s talk about the home. It is a two-bedroom 2 bath half a of duplex, totally renovated in 2025. It is not a land condo so there are no HOA fees, and you own the land on your half of the building. Nothing was over looked in its transformation. There are new kitchen cabinets and countertops, vanities, plumbing fixtures, appliances, HVAC, and hot water heater. All the work was done by permit and inspected by the City of Anna Maria. It is a clean blank canvas waiting for you to transform it into personal island oasis. The home was used primarily by the owner’s parents and was never a vacation rental. In front of the home is a carport to keep your car out of the sun with a brick paver driveway. Should you choose to use the home as a vacation rental, it can accommodate up to six guests by city ordinances. Should you choose to use it personally there are no occupancy limits for you and your family. This is the lowest-priced, renovated and ready-to-furnish home in the City of Anna Maria. Do not let this one get away!!!

2 Beds ⋅ 2 Baths ⋅ Bimini Bay Colony Club Sub SubDv.

One or more photo(s) has been virtually staged. Come feast your eyes on 301 Palm Avenue. First, let’s talk about Location, Location, Location. The property is about 120 steps to the gorgeous silky sand of the City of Anna Maria’s gulf front park at Palm Ave. There are public benches under magnificent Australian Pines offering shade throughout the day. Should you rather lounge around the house you can do so in your private heated in-ground pool. The yard faces southwest, providing sun all day. However, it is screened from road by lush mature palms. The property is also a short walk to the shops and restaurants on Gulf Dr and Pine Ave. Make sure you catch sunset from the Sandbar Restaurant. You can walk there on the beach. Now, let’s talk about the home. It is a two-bedroom 2 bath half a of duplex, totally renovated in 2025. It is not a land condo so there are no HOA fees, and you own the land on your half of the building. Nothing was over looked in its transformation. There are new kitchen cabinets and countertops, vanities, plumbing fixtures, appliances, HVAC, and hot water heater. All the work was done by permit and inspected by the City of Anna Maria. It is a clean blank canvas waiting for you to transform it into personal island oasis. The home was used primarily by the owner’s parents and was never a vacation rental. In front of the home is a carport to keep your car out of the sun with a brick paver driveway. Should you choose to use the home as a vacation rental, it can accommodate up to six guests by city ordinances. Should you choose to use it personally there are no occupancy limits for you and your family. This is the lowest-priced, renovated and ready-to-furnish home in the City of Anna Maria. Do not let this one get away!!!

301 Palm Avenue, Anna Maria

$1,000,000

Fantastic new listing in the highly desirable City of Anna Maria! This duplex property offers an incredible opportunity, situated just one short block from the beautiful Bay and a mere five blocks from our beautiful gulf beaches. You'll also appreciate its proximity to Pine Avenue, just one block away, where you can explore an array of charming boutiques and excellent restaurants. The property itself is a solid concrete block structure, featuring two bedrooms and one bathroom on each side. It sits on a spacious 7,210 square foot corner lot. This duplex has been home to long-term tenants for many years, but short-term rentals are allowed. Please note that it did experience flooding during Hurricane Helene, but has since undergone professional cleaning, and the electrical systems have been checked. This is a unique chance to invest in an island gem with significant potential. Come and see it for yourself to investigate all the possibilities this property offers. Fixer Upper or New build--you decide.

4 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Fantastic new listing in the highly desirable City of Anna Maria! This duplex property offers an incredible opportunity, situated just one short block from the beautiful Bay and a mere five blocks from our beautiful gulf beaches. You'll also appreciate its proximity to Pine Avenue, just one block away, where you can explore an array of charming boutiques and excellent restaurants. The property itself is a solid concrete block structure, featuring two bedrooms and one bathroom on each side. It sits on a spacious 7,210 square foot corner lot. This duplex has been home to long-term tenants for many years, but short-term rentals are allowed. Please note that it did experience flooding during Hurricane Helene, but has since undergone professional cleaning, and the electrical systems have been checked. This is a unique chance to invest in an island gem with significant potential. Come and see it for yourself to investigate all the possibilities this property offers. Fixer Upper or New build--you decide.

501 Spring Avenue, Anna Maria

$975,000

Discover the charm of true island living with this WATERFRONT home on the coveted north end of Anna Maria Island. Perfectly positioned on an expansive 10,000+ sq ft lot, this property offers exceptional space, privacy, and endless potential to create your dream coastal retreat. Just a short walk to the white sand beaches, you’ll enjoy the best of both worlds—waterfront in your backyard and the Gulf of Mexico moments away. The home is nestled in one of Anna Maria’s most desirable neighborhoods, known for its quiet streets, natural beauty, and peaceful island atmosphere. With NIGHTLY rental restrictions, this area maintains a serene residential feel, making it ideal for those seeking a slice of paradise or the opportunity for an investment property. Whether you envision a modern coastal remodel, a charming island cottage revival, or a luxurious new waterfront build, this property provides the space and setting to create your island life! Enjoy direct canal access for paddleboarding, kayaking, or boating, and savor stunning sunsets just steps from your door. Opportunities like this are rare—make this north-end gem your own and experience the island lifestyle you’ve always imagined!

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Discover the charm of true island living with this WATERFRONT home on the coveted north end of Anna Maria Island. Perfectly positioned on an expansive 10,000+ sq ft lot, this property offers exceptional space, privacy, and endless potential to create your dream coastal retreat. Just a short walk to the white sand beaches, you’ll enjoy the best of both worlds—waterfront in your backyard and the Gulf of Mexico moments away. The home is nestled in one of Anna Maria’s most desirable neighborhoods, known for its quiet streets, natural beauty, and peaceful island atmosphere. With NIGHTLY rental restrictions, this area maintains a serene residential feel, making it ideal for those seeking a slice of paradise or the opportunity for an investment property. Whether you envision a modern coastal remodel, a charming island cottage revival, or a luxurious new waterfront build, this property provides the space and setting to create your island life! Enjoy direct canal access for paddleboarding, kayaking, or boating, and savor stunning sunsets just steps from your door. Opportunities like this are rare—make this north-end gem your own and experience the island lifestyle you’ve always imagined!

259 Gladiolus Street, Anna Maria

$950,000

Located in the highly desirable Anna Maria zip code, this original 1979 two-bedroom, one-bath elevated home sits on a full, enclosed garage foundation and is positioned on an exceptionally large lot. The home is move-in ready while offering the opportunity for significant updates or customization. For buyers seeking an affordable, cost-effective structure that already meets flood elevation requirements, this property is an excellent option. With a generous 141-foot-deep lot, there is ample space to add a pool or create additional outdoor living features. Opportunities like this are becoming increasingly rare in Anna Maria—smaller homes that with a lower purchase costs, reduced taxes, insurance, and maintenance. Whether you choose to renovate the existing residence or take advantage of the expansive lot to build your dream home, this property provides multiple paths to achieve your vision.

2 Beds ⋅ 1 Baths ⋅ Anna Maria Beach SubDv.

Located in the highly desirable Anna Maria zip code, this original 1979 two-bedroom, one-bath elevated home sits on a full, enclosed garage foundation and is positioned on an exceptionally large lot. The home is move-in ready while offering the opportunity for significant updates or customization. For buyers seeking an affordable, cost-effective structure that already meets flood elevation requirements, this property is an excellent option. With a generous 141-foot-deep lot, there is ample space to add a pool or create additional outdoor living features. Opportunities like this are becoming increasingly rare in Anna Maria—smaller homes that with a lower purchase costs, reduced taxes, insurance, and maintenance. Whether you choose to renovate the existing residence or take advantage of the expansive lot to build your dream home, this property provides multiple paths to achieve your vision.

416 Magnolia Avenue, Anna Maria

$950,000

Spectacular North End Lot cleared and ready for your new home! Enjoy the Island Life in a central location! Only a block away from Pine Ave shops and Trolley Stop.Tampa Bay and canal views await from the upper levels of new build. Take in the beauty of Bean Point and the sugar sand beaches.Optional HOA provides common dock area for fishing & kayak with direct access channel leading into Tampa Bay. This premier lot gives access to all Anna Maria Island has to offer along with the best sunsets in the world! Options abound with this property: 70 foot width gives ample room for a home intended for full time living, while permitted 1-7 day rentals provide opportunity for investment income. Preliminary plan available for 3077 sq ft 4 bedroom 4.5 bath home w/ 3 car garage or design your own custom home.Your dreams await this blank canvas where Anna Maria Island tranquility meets convenience.

Lake La Vista Sub SubDv.

Spectacular North End Lot cleared and ready for your new home! Enjoy the Island Life in a central location! Only a block away from Pine Ave shops and Trolley Stop.Tampa Bay and canal views await from the upper levels of new build. Take in the beauty of Bean Point and the sugar sand beaches.Optional HOA provides common dock area for fishing & kayak with direct access channel leading into Tampa Bay. This premier lot gives access to all Anna Maria Island has to offer along with the best sunsets in the world! Options abound with this property: 70 foot width gives ample room for a home intended for full time living, while permitted 1-7 day rentals provide opportunity for investment income. Preliminary plan available for 3077 sq ft 4 bedroom 4.5 bath home w/ 3 car garage or design your own custom home.Your dreams await this blank canvas where Anna Maria Island tranquility meets convenience.

132 Crescent Drive, Anna Maria

$900,000

Just steps to the Gulf of America! In the heart of Anna Maria island. This 2-bedroom, 2-bath concrete block home sits less than half a block from the beach on a 5,720 sq. ft. lot. The property was impacted by the hurricane and is in need of a complete renovation, but the true value lies in the unbeatable location and potential. Surrounded by high-value homes and investment properties, this is a rare opportunity for savvy investors or future island homeowners to secure a piece of paradise. Whether you reimagine the existing structure or build new, the possibilities are endless. Sold As-Is.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Just steps to the Gulf of America! In the heart of Anna Maria island. This 2-bedroom, 2-bath concrete block home sits less than half a block from the beach on a 5,720 sq. ft. lot. The property was impacted by the hurricane and is in need of a complete renovation, but the true value lies in the unbeatable location and potential. Surrounded by high-value homes and investment properties, this is a rare opportunity for savvy investors or future island homeowners to secure a piece of paradise. Whether you reimagine the existing structure or build new, the possibilities are endless. Sold As-Is.

210 Palm Avenue, Anna Maria

611 N Bay Boulevard, Anna Maria

$850,000

Discover the potential of this two-bedroom, two-bathroom home situated on a generous 6,500 sqft lot. While the property experienced flood damage from Hurricane Helene, all drywall and insulation have been promptly removed, offering a blank canvas for your vision. Whether you're interested in remodeling or building new to capture stunning views of Tampa Bay, this home is attractively priced at land value. Enjoy the convenience of being just a short walk from Pine Avenue, where you'll find a variety of shops, restaurants, and the (soon to be) vibrant city pier. Don’t miss this opportunity to create your dream home in an ideal location!

2 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv.

Discover the potential of this two-bedroom, two-bathroom home situated on a generous 6,500 sqft lot. While the property experienced flood damage from Hurricane Helene, all drywall and insulation have been promptly removed, offering a blank canvas for your vision. Whether you're interested in remodeling or building new to capture stunning views of Tampa Bay, this home is attractively priced at land value. Enjoy the convenience of being just a short walk from Pine Avenue, where you'll find a variety of shops, restaurants, and the (soon to be) vibrant city pier. Don’t miss this opportunity to create your dream home in an ideal location!

527 Bayview Place, Anna Maria

$840,000

Opportunity knocks at Anna Maria Island's much desired North End. This 3 bedroom/2 bath home, although damaged in Hurricane Helene, is structurally sound and situated in an ideal location on a quiet street on a 7,784 square foot lot - within easy walking distance to the sugar sand Gulf Beaches and the shops and restaurants that define Pine Avenue. The drywall has been cut back and has been remediated. The home features a large great room, split floor plan, interior laundry, impact windows, artificial turf, large work shop and a one car garage. A perfect chance to own a piece of the Island and make it your own.

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Opportunity knocks at Anna Maria Island's much desired North End. This 3 bedroom/2 bath home, although damaged in Hurricane Helene, is structurally sound and situated in an ideal location on a quiet street on a 7,784 square foot lot - within easy walking distance to the sugar sand Gulf Beaches and the shops and restaurants that define Pine Avenue. The drywall has been cut back and has been remediated. The home features a large great room, split floor plan, interior laundry, impact windows, artificial turf, large work shop and a one car garage. A perfect chance to own a piece of the Island and make it your own.

216 Archer Way, Anna Maria

$570,000

A hidden gem tucked away on Spring Avenue, just steps from the sparkling Gulf waters and the heart of Anna Maria’s boutique shopping and dining scene. This 2BD/1BA cottage is the perfect blend of island charm and modern comfort. Located in a prime rental zone, you are welcomed by a courtyard entry to this hidden gem that opens to a bright and beachy interior where coastal decor and finishes create a welcoming retreat. Inside, you'll find a bright, open living space filled with natural light, vinyl plank flooring, and beachy accents throughout. The two bedrooms offer plenty of space to settle in and relax. The kitchen is crisp and functional with granite countertops and stainless appliances, while the private backyard patio creates the perfect spot for grilling and relaxing under swaying palms. Located in a coveted short-term rental zone, this turnkey property makes an ideal vacation getaway or full time island escape.

2 Beds ⋅ 1 Baths ⋅ Anna Maria Beach SubDv.

A hidden gem tucked away on Spring Avenue, just steps from the sparkling Gulf waters and the heart of Anna Maria’s boutique shopping and dining scene. This 2BD/1BA cottage is the perfect blend of island charm and modern comfort. Located in a prime rental zone, you are welcomed by a courtyard entry to this hidden gem that opens to a bright and beachy interior where coastal decor and finishes create a welcoming retreat. Inside, you'll find a bright, open living space filled with natural light, vinyl plank flooring, and beachy accents throughout. The two bedrooms offer plenty of space to settle in and relax. The kitchen is crisp and functional with granite countertops and stainless appliances, while the private backyard patio creates the perfect spot for grilling and relaxing under swaying palms. Located in a coveted short-term rental zone, this turnkey property makes an ideal vacation getaway or full time island escape.

520 Spring Avenue Unit C, Anna Maria

$539,900

Welcome to your slice of paradise on the north end of Anna Maria Island! One of the most desirable AND currently most affordable WATERFRONT condos located on beloved Pine Avenue. No detail was missed, this lovely light filled 2-bedroom, 1-bath unit has been beautifully renovated and offers the perfect blend of modern comfort and island charm. Unit 8B is privately situated in an end corner unit on a tranquil canal with direct views to Tampa Bay. It includes a deeded boat dock and slip—a rare find in the City of Anna Maria Island. Enjoy morning coffee on the private patio space and manatees and dolphins from your dock. Hop on the boat from your own slip, kayak or paddle board right out to the stunning bay. Step inside to an open-concept living space and gorgeous eat-in kitchen featuring new stainless-steel appliances and quartz countertops. Offering an airy layout for entertaining family & guests or relaxing after a day at the beach or boating out on the bay. The primary bedroom boasts a spacious walk-in closet, while the second bedroom conveniently includes an in-unit washer and dryer and great bonus shelving in the closet. Ample storage space throughout and there is water views offered from every window in this unit. Whether you're boating, biking to the beach, or enjoying the boutiques and cafes along Pine Avenue, this condo has it all—location, luxury, and lifestyle. The Bayou has 8 buildings with only 32 units in total. The complex is quiet and meticulously maintained with a lower HOA, new metal roofs in 2025 and newly paved parking in 2024. Perfect as a primary residence, home away from home, or investment property with 2-week rentals. Ideally situated near the trolley stop, or walk to boutique shops, and dining, every island convenience is right at your doorstep. Just pack your bags and get ready to experience island life, offered beautifully decorated and completely turnkey furnished. Don't miss out on this island canal front GEM!

2 Beds ⋅ 1 Baths ⋅ Bayou Condominium SubDv.

Welcome to your slice of paradise on the north end of Anna Maria Island! One of the most desirable AND currently most affordable WATERFRONT condos located on beloved Pine Avenue. No detail was missed, this lovely light filled 2-bedroom, 1-bath unit has been beautifully renovated and offers the perfect blend of modern comfort and island charm. Unit 8B is privately situated in an end corner unit on a tranquil canal with direct views to Tampa Bay. It includes a deeded boat dock and slip—a rare find in the City of Anna Maria Island. Enjoy morning coffee on the private patio space and manatees and dolphins from your dock. Hop on the boat from your own slip, kayak or paddle board right out to the stunning bay. Step inside to an open-concept living space and gorgeous eat-in kitchen featuring new stainless-steel appliances and quartz countertops. Offering an airy layout for entertaining family & guests or relaxing after a day at the beach or boating out on the bay. The primary bedroom boasts a spacious walk-in closet, while the second bedroom conveniently includes an in-unit washer and dryer and great bonus shelving in the closet. Ample storage space throughout and there is water views offered from every window in this unit. Whether you're boating, biking to the beach, or enjoying the boutiques and cafes along Pine Avenue, this condo has it all—location, luxury, and lifestyle. The Bayou has 8 buildings with only 32 units in total. The complex is quiet and meticulously maintained with a lower HOA, new metal roofs in 2025 and newly paved parking in 2024. Perfect as a primary residence, home away from home, or investment property with 2-week rentals. Ideally situated near the trolley stop, or walk to boutique shops, and dining, every island convenience is right at your doorstep. Just pack your bags and get ready to experience island life, offered beautifully decorated and completely turnkey furnished. Don't miss out on this island canal front GEM!

522 Pine Avenue Unit 8B, Anna Maria