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

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

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

12106 Gulf Drive, Anna Maria

$5,350,000

Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 houses away from the Gulf on the north end of Anna Maria Island! You get to enjoy beach views from many rooms in the house without the beachfront price! Very well taken care of, never rented, and hurricane-rated elevated home that stands at one of the island’s highest elevation points. Built with a robust 25’ deep drilled piling foundation system, this architectural masterpiece combines cutting-edge smart home technology with timeless luxury. Five generously sized bedrooms, each with en-suite full bathrooms, plus two half baths (one conveniently located off the pool area). The master suite boasts a marble-clad bathroom with a luxurious shower, floors, and countertops, while other bathrooms feature sleek quartz countertops. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, including a 36” refrigerator, 30” freezer, wine refrigerator, under-counter refrigerator, and pantry refrigerator/freezer drawers. The 48” dual-fuel gas/electric stove with four burners and a 24” griddle, paired with a convection/steam oven, ensures culinary excellence. Custom Campbell Cabinetry, dolomite marble countertops with a leathered finish, and an instant hot/cold filtered water system elevate the experience. Control your environment with ease using the Blue Sound eight-zone interior/exterior audio system, Leviton smart lighting, Honeywell alarm system, IC Realtime 9-camera system, and remote keypad door locks and garage door openers with battery backup. Motorized Hunter Douglas roller shades grace the living, dining, and kitchen areas, while a Leon Speaker Framed Art Concealed Television and Sound System adds a touch of modern artistry. Engineered French Oak hardwood flooring flows throughout, complemented by tongue-and-groove wood ceilings, shiplap wall cladding, and natural stone gas fireplaces in the living room and pool area. Hardiboard cement board siding, Azek trim, and a custom six-foot stucco perimeter wall with powder-coated aluminum privacy gates ensure durability and privacy. Talk about a Resort-Style Outdoor Oasis! Dive into the 14’ x 32’ custom saltwater pool for complete relaxation. There is a gas spa to heat up quickly and an electric pool heater. The LED lighting and water features at night is such a fun touch! Completed with turf for very low maintenance clean up. Shower off in the custom outdoor enclosed shower after beaching it then head up to the spacious roof top deck that has panoramic views of the Gulf and even the skyway bridge!! Elevator, climate controlled garage, sunroom are some more bonuses! This home truly has it all! Such a rare opportunity to own a private, high-elevation sanctuary on Anna Maria Island, blending state-of-the-art technology with coastal charm. This luxurious, comfortable, storm-resistant home is ready for you to move right in!

5 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 houses away from the Gulf on the north end of Anna Maria Island! You get to enjoy beach views from many rooms in the house without the beachfront price! Very well taken care of, never rented, and hurricane-rated elevated home that stands at one of the island’s highest elevation points. Built with a robust 25’ deep drilled piling foundation system, this architectural masterpiece combines cutting-edge smart home technology with timeless luxury. Five generously sized bedrooms, each with en-suite full bathrooms, plus two half baths (one conveniently located off the pool area). The master suite boasts a marble-clad bathroom with a luxurious shower, floors, and countertops, while other bathrooms feature sleek quartz countertops. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, including a 36” refrigerator, 30” freezer, wine refrigerator, under-counter refrigerator, and pantry refrigerator/freezer drawers. The 48” dual-fuel gas/electric stove with four burners and a 24” griddle, paired with a convection/steam oven, ensures culinary excellence. Custom Campbell Cabinetry, dolomite marble countertops with a leathered finish, and an instant hot/cold filtered water system elevate the experience. Control your environment with ease using the Blue Sound eight-zone interior/exterior audio system, Leviton smart lighting, Honeywell alarm system, IC Realtime 9-camera system, and remote keypad door locks and garage door openers with battery backup. Motorized Hunter Douglas roller shades grace the living, dining, and kitchen areas, while a Leon Speaker Framed Art Concealed Television and Sound System adds a touch of modern artistry. Engineered French Oak hardwood flooring flows throughout, complemented by tongue-and-groove wood ceilings, shiplap wall cladding, and natural stone gas fireplaces in the living room and pool area. Hardiboard cement board siding, Azek trim, and a custom six-foot stucco perimeter wall with powder-coated aluminum privacy gates ensure durability and privacy. Talk about a Resort-Style Outdoor Oasis! Dive into the 14’ x 32’ custom saltwater pool for complete relaxation. There is a gas spa to heat up quickly and an electric pool heater. The LED lighting and water features at night is such a fun touch! Completed with turf for very low maintenance clean up. Shower off in the custom outdoor enclosed shower after beaching it then head up to the spacious roof top deck that has panoramic views of the Gulf and even the skyway bridge!! Elevator, climate controlled garage, sunroom are some more bonuses! This home truly has it all! Such a rare opportunity to own a private, high-elevation sanctuary on Anna Maria Island, blending state-of-the-art technology with coastal charm. This luxurious, comfortable, storm-resistant home is ready for you to move right in!

403 N Shore Drive, Anna Maria

$4,500,000

Owner financing available with rate options as low as 3%! Welcome to Just Breathe, an opulent oasis nestled directly across from serene Bayfront Park and a short stroll from the sparkling Gulf beaches. One of only 20 vetted homes invited to the coveted Exclusive AMI Collection, which features only the highest-end luxury rental homes on AMI with best-in-class amenities including personalized concierge service, this home is designed for the most discerning tastes. Strikingly outpacing the Anna Maria Island vacation rental market, this home is a strategic investment for ownership and rental alike. This three-level architecturally poetic home is meticulously crafted and exquisitely finished. Expansive living areas, accessible by staircase or elevator, invite the outdoors in with walls of windows framing the breathtaking views. The gourmet kitchen features top-of-the-line appliances and elegant dining and living rooms, both with spacious seating areas, open to a main-floor balcony where you can savor the island breeze and views of Tampa Bay. Each of the four sumptuous bedrooms, complete with ensuite bathrooms, is an exclusive retreat on its own, boasting refined décor, plush linens, and luxurious mattresses for ultimate comfort. The primary suite offers a private balcony, custom-built storage, and high-end bathroom finishes on its dual vanities and spa-inspired walk-in shower. The second and third guest bedrooms feature elegant wood furnishings, king-sized beds, and abundant storage. Punctuating the home’s exceptional craftsmanship, the fourth bedroom features a stylish bunk bed to accommodate extra guests. Don’t miss the game room with a custom poker table for hours of entertainment. The awe-inspiring design of the indoors flows effortlessly to the 2,500 square feet of outdoor living. Thoughtfully designed, these areas are as breathtaking as the interiors. The palatial rooftop deck spans the entire home, where you can enjoy a game of bocce ball, unwind by the fire pit, or dine alfresco while savoring the breathtaking panoramic water views. Or descend to the sprawling deck below, where a stylish pergola provides a shaded dining area, ideal for gathering with friends. The main level’s expansive backyard features a resort-style pool with built-in bar stools and an in-ground spa for the ultimate relaxation experience. Practice your putt, play a game of ping pong, or retreat to the covered patio’s plush seating and elegant dining area—another perfect spot to gather with loved ones. Just steps away, Bayfront Park offers scenic picnic tables, BBQ grills, and a renowned fishing spot, while Bean Point Beach, one of the island’s most serene beaches, is just down the road. Pine Avenue, with its charming boutiques and assorted dining options, is within walking distance, giving you the best of both world-class privacy and vibrant island life. Your home’s collection of kayaks, beach bikes, stand-up paddleboards, and premium beach gear ensures a lifetime of memory-making. Live the life you’ve always dreamed of in this unrivaled retreat for the ultimate living and vacation experience. Schedule a private tour of Just Breathe today and make this masterpiece yours.

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

Owner financing available with rate options as low as 3%! Welcome to Just Breathe, an opulent oasis nestled directly across from serene Bayfront Park and a short stroll from the sparkling Gulf beaches. One of only 20 vetted homes invited to the coveted Exclusive AMI Collection, which features only the highest-end luxury rental homes on AMI with best-in-class amenities including personalized concierge service, this home is designed for the most discerning tastes. Strikingly outpacing the Anna Maria Island vacation rental market, this home is a strategic investment for ownership and rental alike. This three-level architecturally poetic home is meticulously crafted and exquisitely finished. Expansive living areas, accessible by staircase or elevator, invite the outdoors in with walls of windows framing the breathtaking views. The gourmet kitchen features top-of-the-line appliances and elegant dining and living rooms, both with spacious seating areas, open to a main-floor balcony where you can savor the island breeze and views of Tampa Bay. Each of the four sumptuous bedrooms, complete with ensuite bathrooms, is an exclusive retreat on its own, boasting refined décor, plush linens, and luxurious mattresses for ultimate comfort. The primary suite offers a private balcony, custom-built storage, and high-end bathroom finishes on its dual vanities and spa-inspired walk-in shower. The second and third guest bedrooms feature elegant wood furnishings, king-sized beds, and abundant storage. Punctuating the home’s exceptional craftsmanship, the fourth bedroom features a stylish bunk bed to accommodate extra guests. Don’t miss the game room with a custom poker table for hours of entertainment. The awe-inspiring design of the indoors flows effortlessly to the 2,500 square feet of outdoor living. Thoughtfully designed, these areas are as breathtaking as the interiors. The palatial rooftop deck spans the entire home, where you can enjoy a game of bocce ball, unwind by the fire pit, or dine alfresco while savoring the breathtaking panoramic water views. Or descend to the sprawling deck below, where a stylish pergola provides a shaded dining area, ideal for gathering with friends. The main level’s expansive backyard features a resort-style pool with built-in bar stools and an in-ground spa for the ultimate relaxation experience. Practice your putt, play a game of ping pong, or retreat to the covered patio’s plush seating and elegant dining area—another perfect spot to gather with loved ones. Just steps away, Bayfront Park offers scenic picnic tables, BBQ grills, and a renowned fishing spot, while Bean Point Beach, one of the island’s most serene beaches, is just down the road. Pine Avenue, with its charming boutiques and assorted dining options, is within walking distance, giving you the best of both world-class privacy and vibrant island life. Your home’s collection of kayaks, beach bikes, stand-up paddleboards, and premium beach gear ensures a lifetime of memory-making. Live the life you’ve always dreamed of in this unrivaled retreat for the ultimate living and vacation experience. Schedule a private tour of Just Breathe today and make this masterpiece yours.

415 N Bay Boulevard, Anna Maria

$3,830,000

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

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

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

108 Magnolia Avenue, Anna Maria

$3,800,000

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

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

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

112 Mangrove Avenue, Anna Maria

$3,650,000

The Captivating Luxury Listing! Experience the epitome of island luxury at this custom-built masterpiece on the North end of Anna Maria Island. Nestled on the coveted, historic Pine Avenue, this stunning 4-bedroom, 4.5-bathroom residence, completed in 2018, offers an unparalleled blend of sophistication and coastal charm. Step inside the main home to discover a beautifully designed interior with an elevator for effortless access to all levels. The home flows seamlessly into a private backyard oasis, an entertainer's dream. Here, you'll find a heated saltwater pool and spa, a cozy gas fireplace, a covered patio perfect for al fresco dining, and a convenient outdoor private shower that is also plumbed to finish out as a full bathroom. You will enjoy the Pool Room under AC off of the pool to gather for family game night or even make an office! The unique casita, a separate 4th bedroom, provides a private retreat for guests, complete with its own wet bar, fridge, and en suite bathroom. Multiple patios and a spectacular rooftop deck offer breathtaking views of both sunrise and sunset—a perfect spot for morning coffee or evening cocktails. This is more than a home; it’s a versatile investment. Zoned for 1-7 day rentals and the unique ROR (Residential, Office, Retail) designation, this property presents an incredible opportunity for a luxury vacation rental or even a wellness spa. Sold completely turnkey furnished with high-end fixtures and finishes, this island paradise is ready to welcome its new owner - Call today for your private showing!

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

The Captivating Luxury Listing! Experience the epitome of island luxury at this custom-built masterpiece on the North end of Anna Maria Island. Nestled on the coveted, historic Pine Avenue, this stunning 4-bedroom, 4.5-bathroom residence, completed in 2018, offers an unparalleled blend of sophistication and coastal charm. Step inside the main home to discover a beautifully designed interior with an elevator for effortless access to all levels. The home flows seamlessly into a private backyard oasis, an entertainer's dream. Here, you'll find a heated saltwater pool and spa, a cozy gas fireplace, a covered patio perfect for al fresco dining, and a convenient outdoor private shower that is also plumbed to finish out as a full bathroom. You will enjoy the Pool Room under AC off of the pool to gather for family game night or even make an office! The unique casita, a separate 4th bedroom, provides a private retreat for guests, complete with its own wet bar, fridge, and en suite bathroom. Multiple patios and a spectacular rooftop deck offer breathtaking views of both sunrise and sunset—a perfect spot for morning coffee or evening cocktails. This is more than a home; it’s a versatile investment. Zoned for 1-7 day rentals and the unique ROR (Residential, Office, Retail) designation, this property presents an incredible opportunity for a luxury vacation rental or even a wellness spa. Sold completely turnkey furnished with high-end fixtures and finishes, this island paradise is ready to welcome its new owner - Call today for your private showing!

407 Pine Avenue, Anna Maria

$3,400,000

Motivated Seller priced below market value and the best deal ever for 2026 and it doesnt get better than this. Your Waterfront Dream Awaits in Key Royale! Welcome to your private oasis, where luxury meets the serene beauty of views of Tampa Bay ,St Pete and Egmont key state park! This isn’t just a home—it’s a lifestyle, meticulously crafted for those who crave elegance, comfort, and breathtaking views. From the moment you arrive, you'll be captivated by this stunning 4-bedroom, 3.5-bathroom property, where every detail has been thoughtfully designed, with double sea walls and a whole house generator, youll be all set, in addition this home has never flooded. Step inside and be greeted by an expansive, open-concept floor plan with soaring ceilings and a complete wall of oversized, impact-resistant windows and sliders. These windows don't just protect—they offer a continuous, panoramic spectacle of the bay, kept perfectly clear with their own built-in washers on the living room! You'll enjoy the best of both worlds with canal views from the front dining room and bedroom, while the rest of the home provides endless, majestic vistas of the bay. This home has been impeccably maintained and updated structually with a complete frontal redesign. The elegant brick exterior and lush, colorful landscaping create incredible curb appeal, while the interior boasts a seamless blend of refined sophistication and cozy comfort. Take the grand staircase or the convenient elevator to the top floor, where your private master retreat awaits. This incredible suite features an additional seating area, a mini kitchen, and a private balcony where you can start your day with a hot cup of coffee and endless bay views, the huge walk-in closet and enormous bathroom with dual sinks, a luxurious soaking tub, and a spacious walk-in shower will make you feel like you'll never want to leave your own personal spa. There is a further 3 sizable guest bedrooms with water views,a den and office should you wish to work from home as leaving here will be hard to do. Outside, the fun continues! Fish right off your private dock, soak up the sun on the large sundeck, or take a refreshing dip in the pool. Watch dolphins, manatees, and pelicans play in the water as you relax in the screened-in lanai, perfect for entertaining guests with its comfortable seating and dining areas. As night falls, witness the spectacular light show from the Sunshine Skyway Bridge—a truly magical experience. Calling all collectors and hobbyists! This home offers a massive 8-car garage with its own central AC unit, multiple storage rooms, and hanging racks—providing endless space for all your cars, golf carts, RV and water toys. The extremely long driveway ensures there's always plenty of room for guests. Located in the unparralleled Key Royale community, you'll have access to a wealth of amenities, including a golf course, tennis and a clubhouse, and beautiful beaches just five minutes away. This one-of-a-kind gem won't last long. It’s more than a house—it’s the Florida dream you've been searching for. Schedule your private showing today and prepare to fall in love!

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Motivated Seller priced below market value and the best deal ever for 2026 and it doesnt get better than this. Your Waterfront Dream Awaits in Key Royale! Welcome to your private oasis, where luxury meets the serene beauty of views of Tampa Bay ,St Pete and Egmont key state park! This isn’t just a home—it’s a lifestyle, meticulously crafted for those who crave elegance, comfort, and breathtaking views. From the moment you arrive, you'll be captivated by this stunning 4-bedroom, 3.5-bathroom property, where every detail has been thoughtfully designed, with double sea walls and a whole house generator, youll be all set, in addition this home has never flooded. Step inside and be greeted by an expansive, open-concept floor plan with soaring ceilings and a complete wall of oversized, impact-resistant windows and sliders. These windows don't just protect—they offer a continuous, panoramic spectacle of the bay, kept perfectly clear with their own built-in washers on the living room! You'll enjoy the best of both worlds with canal views from the front dining room and bedroom, while the rest of the home provides endless, majestic vistas of the bay. This home has been impeccably maintained and updated structually with a complete frontal redesign. The elegant brick exterior and lush, colorful landscaping create incredible curb appeal, while the interior boasts a seamless blend of refined sophistication and cozy comfort. Take the grand staircase or the convenient elevator to the top floor, where your private master retreat awaits. This incredible suite features an additional seating area, a mini kitchen, and a private balcony where you can start your day with a hot cup of coffee and endless bay views, the huge walk-in closet and enormous bathroom with dual sinks, a luxurious soaking tub, and a spacious walk-in shower will make you feel like you'll never want to leave your own personal spa. There is a further 3 sizable guest bedrooms with water views,a den and office should you wish to work from home as leaving here will be hard to do. Outside, the fun continues! Fish right off your private dock, soak up the sun on the large sundeck, or take a refreshing dip in the pool. Watch dolphins, manatees, and pelicans play in the water as you relax in the screened-in lanai, perfect for entertaining guests with its comfortable seating and dining areas. As night falls, witness the spectacular light show from the Sunshine Skyway Bridge—a truly magical experience. Calling all collectors and hobbyists! This home offers a massive 8-car garage with its own central AC unit, multiple storage rooms, and hanging racks—providing endless space for all your cars, golf carts, RV and water toys. The extremely long driveway ensures there's always plenty of room for guests. Located in the unparralleled Key Royale community, you'll have access to a wealth of amenities, including a golf course, tennis and a clubhouse, and beautiful beaches just five minutes away. This one-of-a-kind gem won't last long. It’s more than a house—it’s the Florida dream you've been searching for. Schedule your private showing today and prepare to fall in love!

709 Key Royale Drive, Holmes Beach

$3,175,000

Welcome to Boundless Waves, a new, custom-built coastal estate that perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedroom, six-and-a-half-bath residence spans over 3,500 square feet and was thoughtfully designed with no expense spared and no detail overlooked. Every inch of this home reflects superior craftsmanship, from the extensive custom millwork and wood trim to the refined finishes that create an atmosphere of timeless coastal elegance. The open-concept floor plan is bathed in natural light and anchored by a stunning great room with soaring ceilings, shiplap accents, and wide-plank flooring that flows seamlessly throughout. The gourmet kitchen is a showpiece of design and function, featuring professional-grade appliances, a large quartz island, custom cabinetry, and designer lighting—perfect for entertaining or gathering with family. Each bedroom is its own private retreat, complete with an ensuite bath, custom tilework, and spa-like features. The primary suite offers a serene escape with a luxurious bathroom, dual vanities, and direct access to a private balcony. Every detail has been considered, blending modern comfort with coastal sophistication. Outside, the home’s resort-style backyard is a true sanctuary. The sparkling pool and spa are surrounded by lush tropical landscaping and durable, low-maintenance artificial turf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and entertaining. Whether you’re soaking up the sun poolside or enjoying sunset views from the rooftop deck, the outdoor living experience at Boundless Waves is unmatched. This property is perfect for a vacation home or investment property. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! Located in the heart of Anna Maria, this home offers the perfect balance of tranquility and convenience. Stroll or bike to the beach in minutes, explore the island’s boutique shops and dining on charming Pine Avenue, or cruise to the shore in your golf cart. Boundless Waves isn’t just a home—it’s a lifestyle of relaxed luxury and effortless coastal living.

6 Beds ⋅ 7 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to Boundless Waves, a new, custom-built coastal estate that perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedroom, six-and-a-half-bath residence spans over 3,500 square feet and was thoughtfully designed with no expense spared and no detail overlooked. Every inch of this home reflects superior craftsmanship, from the extensive custom millwork and wood trim to the refined finishes that create an atmosphere of timeless coastal elegance. The open-concept floor plan is bathed in natural light and anchored by a stunning great room with soaring ceilings, shiplap accents, and wide-plank flooring that flows seamlessly throughout. The gourmet kitchen is a showpiece of design and function, featuring professional-grade appliances, a large quartz island, custom cabinetry, and designer lighting—perfect for entertaining or gathering with family. Each bedroom is its own private retreat, complete with an ensuite bath, custom tilework, and spa-like features. The primary suite offers a serene escape with a luxurious bathroom, dual vanities, and direct access to a private balcony. Every detail has been considered, blending modern comfort with coastal sophistication. Outside, the home’s resort-style backyard is a true sanctuary. The sparkling pool and spa are surrounded by lush tropical landscaping and durable, low-maintenance artificial turf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and entertaining. Whether you’re soaking up the sun poolside or enjoying sunset views from the rooftop deck, the outdoor living experience at Boundless Waves is unmatched. This property is perfect for a vacation home or investment property. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! Located in the heart of Anna Maria, this home offers the perfect balance of tranquility and convenience. Stroll or bike to the beach in minutes, explore the island’s boutique shops and dining on charming Pine Avenue, or cruise to the shore in your golf cart. Boundless Waves isn’t just a home—it’s a lifestyle of relaxed luxury and effortless coastal living.

408 Magnolia Avenue, Anna Maria

$2,700,000

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

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

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

110 Spring Avenue, Anna Maria

$2,550,000

Welcome to 129 Hammock Road, where island dreams meet modern luxury. This 4-bedroom, 3-bath canal front pool home has been completely transformed for the buyer who wants more than a property they want a lifestyle. Whether you’re searching for a full time residence, a second home to escape to, or an investment with strong rental potential on Anna Maria Island, this home delivers it all with ease. Nightly rental allowed. From the moment you step inside, the home feels calm, elevated, and intentional. Sunlight pours through new impact slider doors, highlighting new hardwood floors, designer fixtures, and refined coastal details. The remodeled kitchen and bathrooms feature new tiling, quartz surfaces, and stylish finishes that feel both current and timeless perfect for hosting guests, family, or future renters. Out back, your private oasis awaits. The heated saltwater pool sits on a travertine patio framed by tropical landscaping, creating a space that feels like a boutique resort. Enjoy morning coffee by the water, afternoons floating in the sun, and evenings watching the sky fade behind the canal. The newly replaced dock with new pilings and composite decking opens the door to adventure—kayaking, paddleboarding, boating, or simply taking in the peaceful waterfront. Pool features a raised equipment platform, new pool pump and heater, and even a built in basketball hoop make the outdoor space as practical as it is fun. The rare 4 car garage with screening and double garage doors provides room for vehicles, golf carts, beach gear, and storage, an essential feature for both full time living and high performing vacation rentals. With new pavers, a newer zoned air conditioner, and thoughtful updates throughout, the home feels move-in ready from day one. Here, you’re not just buying a home you’re stepping into the Anna Maria Island lifestyle. The Gulf beaches, Pine Avenue boutiques, waterfront dining, sunsets, salt air, golf carts, boat days, and barefoot weekends… they’re all just minutes away. For the buyer who wants income opportunity, but also wants somewhere they’ll be proud to call home. For the buyer looking to settle in, invest smart, and finally live the island life they’ve been dreaming of—this is it.

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

Welcome to 129 Hammock Road, where island dreams meet modern luxury. This 4-bedroom, 3-bath canal front pool home has been completely transformed for the buyer who wants more than a property they want a lifestyle. Whether you’re searching for a full time residence, a second home to escape to, or an investment with strong rental potential on Anna Maria Island, this home delivers it all with ease. Nightly rental allowed. From the moment you step inside, the home feels calm, elevated, and intentional. Sunlight pours through new impact slider doors, highlighting new hardwood floors, designer fixtures, and refined coastal details. The remodeled kitchen and bathrooms feature new tiling, quartz surfaces, and stylish finishes that feel both current and timeless perfect for hosting guests, family, or future renters. Out back, your private oasis awaits. The heated saltwater pool sits on a travertine patio framed by tropical landscaping, creating a space that feels like a boutique resort. Enjoy morning coffee by the water, afternoons floating in the sun, and evenings watching the sky fade behind the canal. The newly replaced dock with new pilings and composite decking opens the door to adventure—kayaking, paddleboarding, boating, or simply taking in the peaceful waterfront. Pool features a raised equipment platform, new pool pump and heater, and even a built in basketball hoop make the outdoor space as practical as it is fun. The rare 4 car garage with screening and double garage doors provides room for vehicles, golf carts, beach gear, and storage, an essential feature for both full time living and high performing vacation rentals. With new pavers, a newer zoned air conditioner, and thoughtful updates throughout, the home feels move-in ready from day one. Here, you’re not just buying a home you’re stepping into the Anna Maria Island lifestyle. The Gulf beaches, Pine Avenue boutiques, waterfront dining, sunsets, salt air, golf carts, boat days, and barefoot weekends… they’re all just minutes away. For the buyer who wants income opportunity, but also wants somewhere they’ll be proud to call home. For the buyer looking to settle in, invest smart, and finally live the island life they’ve been dreaming of—this is it.

129 Hammock Road, Anna Maria

$2,300,000

Seller motivated! Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

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

Seller motivated! Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.

418 Pine Avenue, Anna Maria

$1,860,000

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

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

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

727 Jacaranda Road, Anna Maria

$1,850,000

Location, Location! Situated right on popular Pine Avenue—Anna Maria’s main business district—this unique property is zoned ROR (Residential/Office/Retail). This rare opportunity offers it all! 13 income-producing storage unit facility, a street-front retail or office space PLUS a 900 sq. ft gorgeous, 2 bedroom/2 bath vacation rental unit. Immersed in all that Anna Maria has to offer including restaurants, shopping and of course, the beautiful Beaches. The possibilities here are endless. Great for investor, retail shop or business owner, or an entrepreneur looking for multiple income streams.

Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Location, Location! Situated right on popular Pine Avenue—Anna Maria’s main business district—this unique property is zoned ROR (Residential/Office/Retail). This rare opportunity offers it all! 13 income-producing storage unit facility, a street-front retail or office space PLUS a 900 sq. ft gorgeous, 2 bedroom/2 bath vacation rental unit. Immersed in all that Anna Maria has to offer including restaurants, shopping and of course, the beautiful Beaches. The possibilities here are endless. Great for investor, retail shop or business owner, or an entrepreneur looking for multiple income streams.

413 Pine Avenue, Anna Maria

$1,750,000

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

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

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

866 N Shore Drive, Anna Maria

$1,750,000

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

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

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

57 N Shore Drive, Anna Maria

$1,750,000

Welcome to Cabana Breeze, an elevated, eco-friendly retreat on the coveted north end of Anna Maria Island. Complete with solar panels—this four-bedroom, two-bath home sits just a short walk from Anna Maria City Beach and steps from Pine Avenue’s popular shops and restaurants. The outdoor oasis features a large lagoon-style heated pool with in-water seating, two shaded cabanas for dining and bar lounging, and a recreation room with foosball, TV, and a tiki bar. With its prime location and resort-style amenities, Cabana Breeze also makes an excellent investment as a high-performing vacation rental. Inside, the open great room offers coastal charm with comfortable seating, wood floors, a modern dining area, and a updated kitchen with granite counters, stainless steel appliances, and a breakfast bar. Sleeping arrangements include two king bedrooms—both with patio access—plus two queen bedrooms and a queen sleeper sofa for added flexibility. The primary suite features a walk-in shower and double vanity, while the remaining bedrooms share a well-appointed hall bath. Combining sustainable living, an exceptional location, and strong rental appeal, Cabana Breeze is the perfect blend of island comfort, convenience, and investment potential. Don’t miss your chance to own this exceptional AMI retreat- call today to schedule your private showing.

4 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to Cabana Breeze, an elevated, eco-friendly retreat on the coveted north end of Anna Maria Island. Complete with solar panels—this four-bedroom, two-bath home sits just a short walk from Anna Maria City Beach and steps from Pine Avenue’s popular shops and restaurants. The outdoor oasis features a large lagoon-style heated pool with in-water seating, two shaded cabanas for dining and bar lounging, and a recreation room with foosball, TV, and a tiki bar. With its prime location and resort-style amenities, Cabana Breeze also makes an excellent investment as a high-performing vacation rental. Inside, the open great room offers coastal charm with comfortable seating, wood floors, a modern dining area, and a updated kitchen with granite counters, stainless steel appliances, and a breakfast bar. Sleeping arrangements include two king bedrooms—both with patio access—plus two queen bedrooms and a queen sleeper sofa for added flexibility. The primary suite features a walk-in shower and double vanity, while the remaining bedrooms share a well-appointed hall bath. Combining sustainable living, an exceptional location, and strong rental appeal, Cabana Breeze is the perfect blend of island comfort, convenience, and investment potential. Don’t miss your chance to own this exceptional AMI retreat- call today to schedule your private showing.

511 Spring Avenue, Anna Maria

$1,625,000

One or more photo(s) has been virtually staged. Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay and the white sandy beaches, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm. Inside, the home showcases a flexible layout with two bedrooms and two and a half baths, along with a with a bonus/office which can easily be converted to a third bedroom. The top level is perfect for entertaining, with the kitchen, living and dining areas designed with an open concept layout to maximize the stunning water views and natural light. The newly remodeled kitchen features elegant granite countertops that enhance the open and welcoming layout. Sweeping water views and palm tree lined vistas create a true island oasis from so many vantage points throughout the home. There is a covered deck off the living area to create even more open living space as well as rear decks off both levels. There is room for a pool in the front corner of the property too. An outdoor shower is already in place. Storm resistant construction includes a new metal roof, Hardie board siding, and impact and turtle friendly windows. AZEK stairs and decking with PVC railings add peace of mind, low maintenance and long term value. Surrounded by lush, mature landscaping, the property provides a sense of privacy and tranquility, featuring a custom designed, automatic gated driveway. There is a spacious enclosed , three car garage with hurricane rated garage doors. Whether you are relaxing on the balcony or taking in the gentle coastal breeze, this home captures the essence of laid back luxury in one of Anna Maria’s most desirable locations. With short term vacation rentals permitted, it presents excellent income potential while also offering the comfort and charm to serve as your forever home. Don’t miss out on this perfect slice of island life!

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

One or more photo(s) has been virtually staged. Perfectly positioned just steps from the sparkling turquoise waters of Tampa Bay and the white sandy beaches, this elevated island home offers breathtaking views of the iconic Skyway Bridge and a front-row seat to the beauty of Anna Maria's coastal charm. Inside, the home showcases a flexible layout with two bedrooms and two and a half baths, along with a with a bonus/office which can easily be converted to a third bedroom. The top level is perfect for entertaining, with the kitchen, living and dining areas designed with an open concept layout to maximize the stunning water views and natural light. The newly remodeled kitchen features elegant granite countertops that enhance the open and welcoming layout. Sweeping water views and palm tree lined vistas create a true island oasis from so many vantage points throughout the home. There is a covered deck off the living area to create even more open living space as well as rear decks off both levels. There is room for a pool in the front corner of the property too. An outdoor shower is already in place. Storm resistant construction includes a new metal roof, Hardie board siding, and impact and turtle friendly windows. AZEK stairs and decking with PVC railings add peace of mind, low maintenance and long term value. Surrounded by lush, mature landscaping, the property provides a sense of privacy and tranquility, featuring a custom designed, automatic gated driveway. There is a spacious enclosed , three car garage with hurricane rated garage doors. Whether you are relaxing on the balcony or taking in the gentle coastal breeze, this home captures the essence of laid back luxury in one of Anna Maria’s most desirable locations. With short term vacation rentals permitted, it presents excellent income potential while also offering the comfort and charm to serve as your forever home. Don’t miss out on this perfect slice of island life!

401 N Bay Boulevard, Anna Maria

$1,600,000

Prime location at Anna Maria's north end. West of Gulf Drive and only 3 houses to the Gulf. Home was hurricane damaged and being sold for lot value.

1 Beds ⋅ 1 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Prime location at Anna Maria's north end. West of Gulf Drive and only 3 houses to the Gulf. Home was hurricane damaged and being sold for lot value.

110 Palmetto 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. ⋅ 34216 Zip Code

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. ⋅ 34216 Zip Code

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

$1,316,700

Investment Opportunity weekly rental just a short 5-minute walk to the beach on Anna Maria Island. Immaculately maintained new tin roof, bamboo flooring, Hardi Plank siding, new rear porch leading to the sparkling pool and tropical backyard with outdoor lighting. When you walk into the home it has an oversized foyer with a large storage closet and tile flooring. The interior has been recently painted. Walk up the stairs and see a very open floor plan with ten foot ceilings on the entire main floor. inviting kitchen with stainless steel appliances, breakfast bar, microwave, sink is in the island. Enjoy the salty breeze and warm air on the rear porch enjoying the view of the beautiful pool. Ride your bike or walk to many popular restaurants and local hot spots. All the bedrooms are a good size with bamboo flooring. Laundry room has built in cabinets for storage. Enjoy riding the Free Trolley all over the Island listening to live music, play pickle ball or tennis at the public courts, enjoy walking your dog to the dog park. The garage has epoxy coating on the floor, several storage areas and two car garage, hurricane rated garage door, storage binds. This is a land condo by footing only no hoa fees, it is a single family home.

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Investment Opportunity weekly rental just a short 5-minute walk to the beach on Anna Maria Island. Immaculately maintained new tin roof, bamboo flooring, Hardi Plank siding, new rear porch leading to the sparkling pool and tropical backyard with outdoor lighting. When you walk into the home it has an oversized foyer with a large storage closet and tile flooring. The interior has been recently painted. Walk up the stairs and see a very open floor plan with ten foot ceilings on the entire main floor. inviting kitchen with stainless steel appliances, breakfast bar, microwave, sink is in the island. Enjoy the salty breeze and warm air on the rear porch enjoying the view of the beautiful pool. Ride your bike or walk to many popular restaurants and local hot spots. All the bedrooms are a good size with bamboo flooring. Laundry room has built in cabinets for storage. Enjoy riding the Free Trolley all over the Island listening to live music, play pickle ball or tennis at the public courts, enjoy walking your dog to the dog park. The garage has epoxy coating on the floor, several storage areas and two car garage, hurricane rated garage door, storage binds. This is a land condo by footing only no hoa fees, it is a single family home.

302 62nd Street, Holmes Beach

$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. ⋅ 34216 Zip Code

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

$1,000,000

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. ⋅ 34216 Zip Code

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. ⋅ 34216 Zip Code

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. ⋅ 34216 Zip Code

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

$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. ⋅ 34216 Zip Code

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

$850,000

Escape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked away on a wonderfully quiet street within an exclusive gulf front complex of only 16 residences split between two buildings. The bright and inviting layout flows effortlessly across an open kitchen dining and living room area creating a spacious relaxed vibe that is just perfect for entertaining or unwinding after a day in the sun. It comes completely furnished with comfortable coastal decor so you can move right in and start enjoying the beach lifestyle from day one, while the kitchen is fully equipped with stainless steel appliances and a handy breakfast bar for casual morning coffee. Step through the wide sliding glass doors onto your large balcony to catch the cool coastal breezes and take in the gulf views overlooking the water. With most of the units serving as second homes, the entire complex remains incredibly quiet and the outdoor amenities are rarely occupied by everyone at once, offering you a truly peaceful and private escape. The property features beautifully updated exteriors surrounded by lush landscape that instantly makes you feel like you are staying at a hidden luxury resort, and between the premier island location, the massive oversized pool, and the convenience of covered parking with your own dedicated space, this beachside retreat offers everything you need for the ultimate island getaway.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Escape to your own slice of paradise on Anna Maria Island in this rare corner unit tucked away on a wonderfully quiet street within an exclusive gulf front complex of only 16 residences split between two buildings. The bright and inviting layout flows effortlessly across an open kitchen dining and living room area creating a spacious relaxed vibe that is just perfect for entertaining or unwinding after a day in the sun. It comes completely furnished with comfortable coastal decor so you can move right in and start enjoying the beach lifestyle from day one, while the kitchen is fully equipped with stainless steel appliances and a handy breakfast bar for casual morning coffee. Step through the wide sliding glass doors onto your large balcony to catch the cool coastal breezes and take in the gulf views overlooking the water. With most of the units serving as second homes, the entire complex remains incredibly quiet and the outdoor amenities are rarely occupied by everyone at once, offering you a truly peaceful and private escape. The property features beautifully updated exteriors surrounded by lush landscape that instantly makes you feel like you are staying at a hidden luxury resort, and between the premier island location, the massive oversized pool, and the convenience of covered parking with your own dedicated space, this beachside retreat offers everything you need for the ultimate island getaway.

6804 Gulf Drive Unit 6804, Holmes Beach

$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. ⋅ 34216 Zip Code

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

$835,000

Welcome to your beachside paradise at 104 29th St Unit 3,This UPPER LEVEL, charmer hosts 2-bedroom, 2-bathroom property in the heart of Anna Maria Island, Florida. located directly across from the beach and beach access. No busy street to cross. The pristine beaches, this residence offers not only a comfortable living space but also breathtaking views of the Gulf beach. Sold Furnished with future bookings in place. Great income producing property. Elevated with No storm damage. Step inside to discover a thoughtfully designed interior, featuring two spacious bedrooms and well-appointed bathrooms. The living area is bathed in natural light, creating a warm and inviting atmosphere for you to relax and unwind. The kitchen boasts modern Stainless steel appliances and ample quartz counter space, perfect for preparing delicious meals or entertaining guests. As you step onto the wrap around deck/ balcony, you'll be greeted by gentle sea breezes and glimpses of the nearby beach. It's an ideal spot to sip your morning coffee or enjoy a sunset cocktail while soaking in the coastal ambiance. This condo is not just a home; it's a lifestyle. Imagine strolling along the sandy shores, exploring the vibrant local community, and enjoying the laid-back Anna Maria Island lifestyle. You can trust that this property is not just a residence; it's an investment in the beachside living you've always dreamed of. NO STORM DAMAGE DURING BOTH HURRICANES! 2 parking spaces in front of unit and a private garden on the side great for pets or more parking. Don't miss the opportunity to make 104 29th St Unit 3 your own piece of Anna Maria Island paradise. Call today to schedule your private showing and embark on a new chapter of coastal living.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Welcome to your beachside paradise at 104 29th St Unit 3,This UPPER LEVEL, charmer hosts 2-bedroom, 2-bathroom property in the heart of Anna Maria Island, Florida. located directly across from the beach and beach access. No busy street to cross. The pristine beaches, this residence offers not only a comfortable living space but also breathtaking views of the Gulf beach. Sold Furnished with future bookings in place. Great income producing property. Elevated with No storm damage. Step inside to discover a thoughtfully designed interior, featuring two spacious bedrooms and well-appointed bathrooms. The living area is bathed in natural light, creating a warm and inviting atmosphere for you to relax and unwind. The kitchen boasts modern Stainless steel appliances and ample quartz counter space, perfect for preparing delicious meals or entertaining guests. As you step onto the wrap around deck/ balcony, you'll be greeted by gentle sea breezes and glimpses of the nearby beach. It's an ideal spot to sip your morning coffee or enjoy a sunset cocktail while soaking in the coastal ambiance. This condo is not just a home; it's a lifestyle. Imagine strolling along the sandy shores, exploring the vibrant local community, and enjoying the laid-back Anna Maria Island lifestyle. You can trust that this property is not just a residence; it's an investment in the beachside living you've always dreamed of. NO STORM DAMAGE DURING BOTH HURRICANES! 2 parking spaces in front of unit and a private garden on the side great for pets or more parking. Don't miss the opportunity to make 104 29th St Unit 3 your own piece of Anna Maria Island paradise. Call today to schedule your private showing and embark on a new chapter of coastal living.

104 29th Street Unit 3, Holmes Beach

$630,000

Welcome to your BEACHFRONT resort property on world-famous Anna Maria Island with Beach, Ocean, and Pool views. Unit 10 at Mainsail Beach Inn is a rare investment opportunity that blends coastal luxury with strong income potential, consistently earning a Hall of Fame rating from TripAdvisor. This TURNKEY, maintenance-free 2-bedroom, 2-bath condominium offers the highly sought-after sugary sand beach and turquoise waters of the Gulf of America less than 50 yards from its front door. Whether you're seeking adventure—swimming, biking, paddle boarding, kayaking, surfing, fishing or just want to unwind by the Mainsail's private pool and spa, or realx on your private patio that has an outdoor shower. Anna Maria Island delivers an unbeatable waterfront lifestyle. Enjoy sightings of manatees, dolphins, and shorebirds, then end your day with breathtaking sunsets over the Gulf. Ownership is worry-free thanks to Mainsail Beach Inn Resorts rental team, one of Florida’s most respected boutique hotel management companies. They provide full-service hospitality for you and your guests, including housekeeping, concierge, luggage service, front desk check-in, and a 24/7 reservation center. As one of only twelve exclusive units at Mainsail Beach Inn, this turnkey residence features crown molding, elegant coastal décor, and a layout designed for entertaining. This property is not only a dreamy escape offering it's owners up to 120 days of use, but also a proven income-producing asset that can be rented daily like a hotel. Over the past four years, it has generated an average of $78,965 in gross annual rental income. Whether for investment, vacation, or a bit of both, Unit 10 at Mainsail Beach Inn delivers unmatched BEACH LUXURY in a world-class location!

2 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34217 Zip Code

Welcome to your BEACHFRONT resort property on world-famous Anna Maria Island with Beach, Ocean, and Pool views. Unit 10 at Mainsail Beach Inn is a rare investment opportunity that blends coastal luxury with strong income potential, consistently earning a Hall of Fame rating from TripAdvisor. This TURNKEY, maintenance-free 2-bedroom, 2-bath condominium offers the highly sought-after sugary sand beach and turquoise waters of the Gulf of America less than 50 yards from its front door. Whether you're seeking adventure—swimming, biking, paddle boarding, kayaking, surfing, fishing or just want to unwind by the Mainsail's private pool and spa, or realx on your private patio that has an outdoor shower. Anna Maria Island delivers an unbeatable waterfront lifestyle. Enjoy sightings of manatees, dolphins, and shorebirds, then end your day with breathtaking sunsets over the Gulf. Ownership is worry-free thanks to Mainsail Beach Inn Resorts rental team, one of Florida’s most respected boutique hotel management companies. They provide full-service hospitality for you and your guests, including housekeeping, concierge, luggage service, front desk check-in, and a 24/7 reservation center. As one of only twelve exclusive units at Mainsail Beach Inn, this turnkey residence features crown molding, elegant coastal décor, and a layout designed for entertaining. This property is not only a dreamy escape offering it's owners up to 120 days of use, but also a proven income-producing asset that can be rented daily like a hotel. Over the past four years, it has generated an average of $78,965 in gross annual rental income. Whether for investment, vacation, or a bit of both, Unit 10 at Mainsail Beach Inn delivers unmatched BEACH LUXURY in a world-class location!

103 66th Street Unit 10, Holmes Beach

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