Anna Maria FL Real Estate, Homes, Condos for Sale

You will absolutely love this 3 Bedroom 2 Bath coastal beauty on Anna Maria Island! Complete custom renovation, one of the most charming cottages you will visit. This home is light and bright, great room concept with open living and dining space, vaulted and beamed ceilings, detailed kitchen with built in breakfast nook, waterfall counters and stainless appliances, custom tile and flooring throughout the home, custom lighting, large bedrooms, bunk room, finely finished shiplap wall bathrooms and more! Once outside you can enjoy the ocean breeze on the open-air deck or lounge in the sun by the Resort lagoon pool with beach entry surrounded by a nine-hole miniature golf course. Let the fun and games begin! Once done playing, enjoy refreshments and BBQ at the built in bar and outdoor kitchen area or relax under the covered patio. Plenty of parking and storage for guests, golf carts, beach toys, etc. This is an Estate size lot in walking distance to Pine Avenue shops and restaurants, Rod n Reel Pier, Bayfront Park, AMI City Pier, and the amazing Gulf of Mexico beaches! Currently a strong income producing property with $200,000 a year in income.

238 Gladiolus Street, Anna Maria

$1,250,000

A4590613 MLS

Prime opportunity awaits at this vacant, buildable lot nestled in the coveted location of Anna Maria. Just steps away from the pristine white sand beaches, this property offers an ideal canvas for crafting your dream coastal retreat. Engineered and architectural drawings are included. Embrace the coastal lifestyle and create your personalized haven in this serene and sought after community. Walking distance to Pine Avenue boutique shops and restaurants.

764 Jacaranda Road, Anna Maria

$5,999,000

4 Beds ⋅ 4 Baths ⋅ T3487085 MLS

Pre-Construction. To be built. Welcome to your Anna Maria Island Home! 327 Hardin Ave can be your perfect Island Getaway! We tasked Tulio Zuloaga Designers Inc to design a home that incorporates the best of Florida and Island Living. Whether you are entertaining family and friends or need a spot to restore and relax this Pre-Construction to be built a dream house is perfect for Florida living! The design features include a flowing open floor plan with soaring ceilings, spacious rooms that are flooded with natural light, large bedrooms and bathrooms, an amazing kitchen perfect for hosting or a quiet meal. The lush landscaping transforms the large backyard into the perfect place for your outdoor gathering, the trees and mangroves on the canal give just enough privacy for that perfect outdoor experience. The beauty of this property is that it is completely customizable, make this your perfect home! Nestled in the heart of the coveted community that is Anna Maria island, this property sits at the end of a quiet cul-de-sac. Far enough away from the hustle and bustle of the island but close enough to the shops and restaurants. Coming in at just shy of a quarter of an acre (10656sq ft) this property features 140 ft of waterfront access on the deep water canal that feeds into Bimini Bay with no bridges!

327 Hardin Avenue, Anna Maria

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4590482 MLS

Nestled in the heart of Anna Maria Island, this beautiful waterfront residence at 235 Willow Avenue offers an idyllic blend of luxurious living and coastal charm. The 4-bedroom, 4.5-bathroom home is a short and delightful stroll away from the pristine Gulf of Mexico waters, making it an ideal retreat for those seeking a serene coastal lifestyle. The open floorplan and high ceilings create a welcoming and airy atmosphere throughout the home. Multiple spacious balconies provide stunning views of the canal, offering various options for relaxation, dining, and enjoying the outdoors. Whether you prefer to sip your morning coffee while watching the sunrise or unwind with a glass of wine in the evening breeze, these balconies provide the perfect vantage points. The backyard oasis is a true highlight, featuring living and dining areas that surround a saltwater, heated pool and spa. This outdoor space is designed for entertaining, offering a private haven for gatherings with friends and family. The deep water dockage, complete with a dock for fishing and launching paddleboards, adds an extra layer of enjoyment for those who love water activities. The practical aspects of the residence include a 2-car garage for convenient parking and an elevator for ease of access between the floors. Whether you're considering this property for year-round living, a seasonal island getaway, or as a vacation rental investment, it caters to a variety of lifestyles. Weekly rentals are permitted, adding flexibility for those looking to share the island experience with others. Situated on the North End of Anna Maria Island, the location is not only peaceful but also conveniently close to the boutiques and dining options on and off Pine Avenue. A short walk will lead you to a vibrant array of shops and restaurants, enhancing the overall appeal of this waterfront gem on Anna Maria Island.

235 Willow Avenue, Anna Maria

$4,350,000

3 Beds ⋅ 2.5 Baths ⋅ A4590373 MLS

Looking for that perfect hideaway home featuring one of the best views on the West Coast of Florida? Look no further. This 3 bedroom, 2.5 bathroom + den has the very utmost privacy while still being direct Bayfront with unobstructed views! Upon entering the front gate, you'll be pleasantly surprised by the lush landscaping surrounding while following a bricked pathway to the front door. Entering through the custom arched wood door that are also throughout the home, you are greeted by stunning views of the gorgeous water with Tampa Bay and the Sunshine Skyway directly ahead which include a nightly light show. The open concept and eat-in island are ideal for entertaining guests. There are built in, floor to ceiling bookshelves and a huge living / dining room area. One can enjoy watching inspirational sunrises in the morning from inside or relaxing on the spacious decks. Enjoy the entire upstairs as your master suite with your own private deck. This home is private, stunning views, natural light that overall creates an eclectic and warm vibe. You will fall in love as soon as you walk in. Schedule your private showing today!

706 S Bay Boulevard, Anna Maria

$2,450,000

3 Beds ⋅ 3 Baths ⋅ A4589984 MLS

This is the exclusive north end location you’ve been waiting for! Quiet, coastal, open and bright: this sweet Key West style home is only a stroll past 3 houses for direct access to the Gulf of Mexico beach. This magnificent stretch of powdery sugar sand beach is never crowded as there is no public parking in the area. An added bonus is that Bean Point at the north tip of Anna Maria Island, famous for glorious sunset views, is only a 6 minute walk away. This home boasts both sunrise and sunset views, double sliding doors to the large front covered deck, 3 bedrooms, 3 bathrooms, a walk in closet, soaking tub and an extra large garage there is plenty of room for family, guests or renters. Two guest bedrooms have French doors to a balcony that overlooks the private screened in pool area surrounded by tropical trees. An additional perk is the open deck off the master bedroom with a view of the sea. The heated pool was renovated in 2021/ 2022 with resurfacing, new heat and pool pumps. A short walk to shops, restaurants, a trolley stop and the community center make the dream of island - living come true.

744 Jacaranda Road, Anna Maria

$1,300,000

2 Beds ⋅ 2 Baths ⋅ A4589736 MLS

Welcome to “The Seashell Cottage”, an enchanting vintage gem located in the city of Anna Maria. Step back in time and experience island life like it used to be in this cozy and charming retreat. The sound of the screen door closing behind you will immediately invoke memories from days gone by. Desirable West of Gulf Drive location, a mere 6 houses from the beach. Stroll to the end of the street and put your toes in the sugar sand. Crystal clear water beckons you and you’ll relish the colorful sunsets. This property is currently a vacation rental with projected revenue of over $70,000 for 2023, making it an enticing investment opportunity. The turnkey furnished interior is adorned with woodwork details, multiple built-ins and exudes coastal charm. The exterior features updated hardy siding, Bahama style shutters, and roof was replaced in 2013. The yard is fenced for privacy, and tropical landscaping compliments the outdoor space. The composite deck area is perfect for grilling and dining al fresco. There is a storage shed for your beach items and a refreshing outdoor shower when you return from a day at the beach. Enjoy the convenience of multiple nearby restaurants and shops, and just 4 blocks from Pine Ave. attractions and the city pier. Park your car and explore the island on the free Island Trolley with a nearby stop. This is your opportunity to enjoy the magic of what AMI offers for a fraction of the cost of most island properties.

118 Palmetto Avenue, Anna Maria

$3,450,000

4 Beds ⋅ 3.5 Baths ⋅ A4589050 MLS

Welcome to Blue Turtle, this beautiful waterfront pool home is nestled at the quaint north end of Anna Maria Island. The Blue Turtle boasts panoramic views of the Gulf of Mexico and the Skyway Bridge from the large roof top deck. A fabulous 4 bedroom 3.5 bath home offering a split floor plan with extra large kitchen, large laundry room, family room combination, living room, dining room, wood scraped floors in the bedrooms and family room, tile, high ceilings, large master bedroom and bath. There is a beautiful deck off the back of the home overlooking the yard and the canal. The home also offers a very large over sized garage with enough space for 4 cars and a golf cart, game room , pool bath, new deck, resurfaced pool, hot tub, new roof 2019, AC 2016, new dock and new 10,000 lb. boat lift installed in 2023. All of these fabulous features and just a short walk to beach, Pine Ave, the Anna Maria Community Center, shops and restaurants. This home is being sold turnkey furnished with rentals in place, this home has so much space and offers the next homeowner a wonderful island oasis with income.

316 Tarpon Street, Anna Maria

$1,749,000

2 Beds ⋅ 2 Baths ⋅ A4588247 MLS

Snuggled beneath a canopy of sea grape trees and enveloped by a myriad of palms and tropical landscaping, sits one of the few remaining and absolutely charming vestiges of Vintage North End Anna Maria Island. This 2 bedroom/2 bath home with accompanying garage sits, sheltered and cozy on 100 feet of road frontage. Mexican Tile flows throughout the Living Area, with soft neutral walls and white planked ceilings. The eat-in kitchen was recently renovated with versatile and timeless white quartz counter tops, stylish white tile and cabinetry and stainless appliances. The open living space provides both a living room and dining room with step down family room. The A/C was replaced in 2022, Impact Windows and Doors were added in 2023 and the ever inviting swimming pool was just resurfaced with pebble tec finish, new coping and pump. Adding to the out of door's charm is the garage space - with bar seating at the roll-up window, game room within, plenty of space for Island toys and an outdoor shower. Easy walking distance to the Rod and Reel Pier, the Gulf Beach at Bean Point and the amenities along Pine Avenue. Owner occupied but had significant rental history a few years back. Offered partially furnished. If you but, pause - this delightful cottage will beckon you into a bygone era.....complete with sensitive updates.

610 N Bay Boulevard, Anna Maria

$1,995,000

2 Beds ⋅ 3 Baths ⋅ A4588798 MLS

Stunning 2 bedroom, 3 bath waterfront home located at the north end of Anna Maria Island on a quiet street. Completely remodeled and updated with top of the line amenities & professional, interior design. This home has great natural lighting, a spacious screened lanai that offers extended living & entertaining space, hurricane impact rated windows, doors & garage door, and a 50 -year rated roof installed in 2015.Waterproof COREtec Plus luxury flooring throughout. Hop on your boat for a day of fishing, or enjoy watching manatees right from the dock. This gorgeous home offers tasteful, turn-key furnishings. Just a short walk to the beach & Gulf of Mexico.

265 Gladiolus Street, Anna Maria

$2,775,000

4 Beds ⋅ 2 Baths ⋅ A4588498 MLS

Welcome to island living! Nestled on the north end of Anna Maria this 4BD/2BA home offers over 2,600 sq ft and is situated on a spacious lot with private dock in a serene waterfront setting. Light and airy living area with vaulted ceilings, well appointed kitchen adorned with an inviting island, great bonus room and more. Covered 2 car carport and an attached RV garage ideal for large vehicles or boat storage. The covered rear porch beckons you to enjoy the warm island breeze and mangrove lined water views, while the expansive backyard, with its potential for a personalized pool design, offers a blank canvas for your outdoor paradise. The home is offered furnished, adding a layer of convenience for immediate occupancy or as a ready-to-go rental property in a prime 1-7 day rental zone. Its location is a balance of seclusion and community engagement, just a leisurely walk to vibrant Pine Avenue, known for its boutique shopping, dining, and local island events and just a few more steps and your toes will be in the sand on the beach. This is a home where comfort meets potential in a charming coastal setting.

110 Hammock Road, Anna Maria

$8,400,000

6 Beds ⋅ 6.5 Baths ⋅ A4588760 MLS

Under Construction. Completion Date of this stunning home is weeks away! Located on one of the most private, prestigious beach access street of Anna Maria Island. This custom-built masterpiece is a 6-bedroom, 6 1/2-bathroom home designed to provide the ultimate luxury beachfront lifestyle. Just steps from the pristine shores of the Gulf of Mexico, this property offers an unparalleled combination of elegance, comfort, and convenience. Step inside and be captivated by the spacious, light-filled interior that features high-end finishes and meticulous attention to detail, complete designer furniture and decor. The heart of this home is the open-concept living area that seamlessly flows into the gourmet kitchen, with top-of-the-line appliances, custom cabinetry, and a generous island with seating flanked by multiple covered balconies to move your party outside. The primary suite is a true retreat, with a private balcony, a spa-like bathroom, and ample closet space. Five additional well-appointed bedrooms ensure that you and your guests have plenty of space to relax and unwind. Each bedroom features an ensuite bathroom, offering privacy and comfort for everyone. A highlight of this property is the outdoor oasis backyard, complete with a sparkling pool, spa, and a generous outdoor area for entertaining. With direct beach access steps from your front door, your toes can be in the sand in a matter of seconds. This property also boasts an elevator, a spacious garage, ample storage throughout, and a huge roof top deck offering spectacular views of the sunset over the Gulf of Mexico. No expense was spared on this Luxury Custom Built home, in a PREMIER LOCATION, making this a true gem on Anna Maria Island. Don't miss the opportunity to make this extraordinary home your own. Experience the ultimate in beachfront living and schedule your private showing today. Your coastal dream home awaits!

107 Maple Avenue, Anna Maria

$2,800,000

4 Beds ⋅ 3 Baths ⋅ A4588229 MLS

Step into the enchanting world of Naut 2 Shabby Cottage & Bungalow homes, a unique offering that combines the charm of two distinct residences in one prime location. The main home features 3 bedrooms and 2 full baths, while the separate guest house boasts 1 bedroom and 1 bath. This versatile property invites you to make it your own, whether using one house for yourself and the other for rental, guests, or even a business on the island. Zoned ROR (Retail/Residential), this property is a rare find right in Downtown Anna Maria, mere feet from both the Bay, Anna Maria City Pier, and the Gulf of Mexico. Positioned on one of the most popular streets in Anna Maria, this location puts you in the heart of all the island's vibrant happenings. Walk out to the famous city pier, art walks, museums, restaurants, and shops. Sit on your front porch and soak in the lively entertainment that surrounds you. This home is the epitome of island living, offering proximity to the beach for bike rides and bay adventures with kayaks. The property features two charming cottage homes, each with its own unique character, complemented by a private saltwater pool and spa. The short-term rental zone makes renting a breeze, and this property is already a popular choice in the rental program. As you step into the family compound, you'll be greeted by a newer heated saltwater pool and spa with a water fountain and custom lights. The landscape and turf, along with a 6-foot privacy fence, create a serene oasis. The property is thoughtfully zoned ROR, allowing for a blend of residential, office, and retail uses. Sold turnkey-furnished, this property is ready for you to move in and enjoy, with future rentals already in place. Recent upgrades include a new pool pump in 2023, a new mini-split in the living room of the bungalow, a washer and dryer in 2021, and a 2019 electric riser. The front of the home boasts a 2019 roof, stone on the driveway, and outdoor pool furniture and umbrellas. The saltwater pool and hot tub are equipped with an app for convenient control from your phone. Other improvements include artificial turf, landscaping, and irrigation, a 6-foot privacy fence with gates, custom paint on the back porch, updated fixtures, two televisions, two dehumidifiers, artwork and painting on the back of the house and signs. Hurricane impact windows and doors were installed in 2017, and the main house received a new AC unit in 2014, with a water heater replacement in 2017. The property was termite-tented in 2018 with a transferable warranty, and in 2011, two other mini-splits were added to the small bungalow home. This is your opportunity to acquire your dream Florida homes, providing ample space for everyone and creating an inviting haven for entertainment. Come and experience the magic of Naut 2 Shabby Cottage & Bungalow homes – your perfect retreat in paradise.

509 Pine Avenue Unit A, Anna Maria

$5,195,000

4 Beds ⋅ 4.5 Baths ⋅ A4588364 MLS

Just 4 houses to the beach!! Come and enjoy the Florida lifestyle in this beautiful 4-bedroom, 4.5 bath home by the Poseidon Adventures Development Group. This custom high performance, low maintenance home has been designed as a haven for family and guests to entertain and unwind. Beautifully appointed, this coastal home is filled with custom furnishings, fixtures and exceptional coastal artwork that immediately transports you to the island atmosphere. Experience serene views of the Gulf of Mexico from one of the two open decks as well as Tampa Bay and the Skyway Bridge from the upper deck. The open floor plan is perfect for entertaining while preparing dinner in the spacious kitchen, fully equipped with high-end stainless steel appliances. On the main level, you’ll find two spacious suites with en suite baths. The primary suite’s bath features a luxury shower, double sink vanity with artistically framed mirrors, and walk-in closet. Two additional suites located on the second living level make this home perfect for guests. The backyard is your own private tropical escape, with a pool surrounded by a travertine deck, artificial turf and lush landscaping. Alongside the pool is a recreation area that boasts an oversized covered lounge area with a summer kitchen for cookouts, fun bar, shuffleboard table, pool table, cornhole boards, three hole putting green and two large TV’s giving you and your guests a resort-level atmosphere. There is an elevator to access the first living level. Bask in all that Anna Maria Island has to offer as this home is within a short distance to the northern and southern tips of the Island. You’ll be able to enjoy all of the restaurants, marinas, and boutiques the Island has to offer. This is the perfect family beach retreat or rental/investment property with its high-income potential. Call for an appointment to see this beautiful home.

112 Mangrove Avenue, Anna Maria

$3,295,000

4 Beds ⋅ 4.5 Baths ⋅ A4587683 MLS

Welcome to your own piece of paradise! This charming beach town home on Crescent Drive in Anna Maria, Florida, offers the perfect blend of coastal living and modern comfort. With it's prime location, stunning views, and exceptional amenities, this property is a dream come true. Nestled on the northern end of Anna Maria Island, this home offers easy access to pristine sandy beaches and crystal clear waters of the Gulf of Mexico. This spacious home features four bedrooms, each thoughtfully designed for comfort and relaxation. Five beautifully appointed bathrooms offer spa-like experience, with modern fixtures and luxurious details. The open concept living area is ideal for entertaining, with a gourmet kitchen, dining space, and a cozy living room that opens to a screened lanai. Step outside to a private paradise with a pool/spa and lush tropical landscaping. Additional amenities include a two car garage, walk-in closets, private elevator, putting green, and direct access to the canal and dock in the back of the home where you can bring your boat, kayaks, paddleboards and fishing poles. Anna Maria Island is known for it's charming shops, excellent dining, and relaxed beach lifestyle. All are within a few minutes walking distance. Explore the island's vibrant arts scene, water sports, and natural beauty. Whether you're seeking a year-round residence, a vacation home, or an investment property, this is a rare find.

142 Crescent Drive, Anna Maria

$6,225,000

4 Beds ⋅ 4.5 Baths ⋅ T3483078 MLS

Experience the allure of waterfront living in this beautifully crafted and FULLY FURNISHED residence, mere steps away from the glistening Gulf shores. Designed with an eye for elegance, this home is turn-key with sophisticated finishes and furnishings. Boasting four expansive bedrooms—each paired with generous en-suite bathrooms—a powder room adjacent to the main living space, exquisite quartz countertops, and bespoke cabinetry. Revel in the intricate wood beam detailing in the grand room and savor the warmth from the gas fireplace underfoot with premium wood flooring throughout. The home is complete with modern amenities, including an elevator and impact-resistant windows and doors. The state-of-the-art kitchen, which seamlessly flows into the grand room, features a standalone island, a cozy breakfast alcove, high-end Thermador appliances, dual fridges, and a robust 6-burner gas stove. Nearby, a well-appointed wet bar with a wine chiller invites you to entertain in style. Abundant natural light cascades into the grand room and kitchen, illuminating views of serene palm trees. The luxurious master suite is an oasis in itself, presenting a private balcony with tranquil water vistas, a spacious walk-in wardrobe, and a lavish bathroom featuring a standalone tub, a walk-in glass shower, and a dual-sink vanity. The main guest suite offers exclusivity with its own shaded veranda, a refreshment bar, and an attached beverage cooler. Laundry won't feel like a chore in the expansive laundry room adorned with custom wooden shelves and ample workspace. But the crowning glory of this home is the travertine-framed outdoor haven. Delight in spacious lounging and dining areas flanking the magnificent heated pool and spa, replete with a sun shelf and cocktail table. For boating enthusiasts, the property offers deep water dockage. Additional features include an outdoor shower, a dual-car garage, an additional single-car garage—ideal for a golf cart or recreational equipment. Explore the home via the 3D tour link. Enjoy the proximity to the finest shops and restaurants that Anna Maria's north end offers. Experience luxurious island living at its finest!

217 Willow Avenue, Anna Maria

$3,950,000

4 Beds ⋅ 4.5 Baths ⋅ A4587760 MLS

Ultimate luxury home!! Newly built home located in the heart of Anna Maria Island yet still completely secluded backyard and VERY private- it's the best of both worlds! One minute walk to the gorgeous white sandy beaches of Gulf of Mexico and 6 houses from Pine Avenue with many boutiques and restaurants. High end, successful rental, clean and very well maintained, perfect investment property and future bookings. This luxury four bedroom, four in a half bathroom home has a large open concept living area with a gourmet kitchen featuring Wolf, SubZero and Bosch appliances, quartz countertops, gas stove, custom cabinetry and a 14 ft waterfall island. Step onto your huge balcony overlooking the lagoon filled with nature, ideal for dining and relaxing. Water views from almost every window. The master bedroom has a balcony, spacious walk-in closet, walk-in shower and stand-alone soaking tub. Another guest suite with its own bathroom, perfect for guests. The top floor consists of two large guest suites and a den/living room. The backyard is like your own private retreat, featuring an outdoor kitchen, large covered patio, oversized heated pool and spa, and a calm lagoon. Hop right on your kayak or paddle boards into the lagoon to take a nature stroll and ease your mind. Absorb the pristine surroundings and lush landscaping boosts the ultimate exclusive privacy in the backyard for your comfort. Home’s smart technology allows the thermostats, security cameras, front door bell, main lights, garage doors and sound system to be controlled from a smart phone or the built-in tablet. Other luxuries include three car (plus golf cart) garage, elevator to all floors, outdoor shower, and a tankless water heater. This is the perfect home for family gatherings and making memories - come see this ideal beach getaway to relax and be pampered with family and friends.

304 N Shore Drive, Anna Maria

$1,795,000

3 Beds ⋅ 2 Baths ⋅ A4587777 MLS

Ground level 3 bedroom, 2 bathroom canal front home on the North End of Anna Maria Island. Located on a quiet cul-de-sac, overlooking mangroves with gorgeous views of Bimini Bay. The open floor plan features imported Pilipino shell stone flooring throughout. The gorgeous kitchen features a 3 inch custom-made cherry, walnut and teak block center island, granite counter tops, Kemper kitchen cabinetry, Kohler commercial faucet, beveled stainless steel sink, and recently installed stainless steel appliances. The master bedroom features its own private waterfront porch and patio, recessed lighting and custom closet and marble flooring and counters in the master bath. The split plan has large guest bedrooms with insulated interior walls and a guest bath with Jacuzzi tub. The grand, enclosed rear porch is open to the back deck and dock. Fishermen alert: Deep water canal and has no bridges to the bay and the Gulf of Mexico! Fish off the trex dock and store your boat on the 7,500 lb boat lift with water and electric hookup. Roof replaced in 2020 and swimming pool installed in 2019. This well-loved home is ideal for full or part-time residents and comes furnished! Come live the Island life and enjoy all that Anna Maria Island has to offer!

519 South Drive, Anna Maria

$2,999,999

3 Beds ⋅ 2 Baths ⋅ A4587368 MLS

EXTRAORDINARY waterfront views, you have to see to believe!! Nestled on a quiet cul-da-sac, on Anna Maria Island’s coveted North End, this custom-built turnkey furnished, 3 bedroom, 2 bath home has a 118’ curved waterfront seawall offering panoramic views of one of the widest open water canals on the island. Property sits on a 9,147 square foot lot, giving you plenty of space, privacy and tranquility. A grand entry opens to an expansive living area with vaulted ceilings, skylights and tiled flooring throughout. The open concept kitchen is adjacent to the dining area providing seamless flow between the kitchen and living room, making it ideal for entertaining. The master suite is a private oasis, offering a walk- in closet, and en-suite. The two additional bedrooms are equally spacious and well-appointed, providing comfort and convenience for family members and guests along with phenomenal storage that can be used as an Owner’s Lock-up. The true highlight of this home is the outdoor living space. Full-length glass sliders at the back of the home lead to a screened lanai where you can experience true coastal living - feel the tropical breezes, listen to ocean waves and spot manatees from this favorite indoor/outdoor space. Step out to the massive pool deck with private spa and newly remodeled pool. The back yard is beautifully landscaped with gorgeous mature trees adding to the privacy and serenity of the property. Take in sunsets or fish from the private dock, which also includes a10,000lb. boat lift. Just a short distance from the Islands pristine beaches, charming shops, and renowned restaurants. This home is a perfect island investment with impressive rental income and as a private retreat for making memories with your family. This gorgeous home and property are a dream come true for those seeking the ultimate coastal living experience!

113 Gull Drive, Anna Maria

$4,100,000

6 Beds ⋅ 6.5 Baths ⋅ A4587279 MLS

LUXURY LIVING at its finest in the heart of Anna Maria on historic Pine Avenue! This stunning six bedroom, six-and-a-half-bathroom custom home is a showstopper with over 3000 feet of living space featuring an open floor plan with large eat in kitchen, dining, and spacious living area. The contemporary kitchen is a culinary dream equipped with gunmetal stainless Bosch appliances, quartz countertops, and an oversized island for guests to gather. When you're ready to relax and unwind, the master bedroom features a gorgeous bathroom with his and her vanity along with a walk-in shower including a luxurious oversized soaker tub.The additional five bedrooms feature their own private bathrooms with designer touches throughout. Take a break from the beach to soak up some more Florida sunshine in your private tropical oasis. Lounge in the pool on the sun shelf or soak your cares away in the custom spa. Ready for some more fun? This home is perfect for the sports enthusiast! Grab a golf club and hit a few balls on your own putting green or grab a paddle to play a few rounds of table tennis in the air-conditioned game room. Catch a charter and enjoy some of the best fishing in the country! If that doesn’t suit, pick up some locally caught fresh fish just down the street then grill it up while watching your favorite game on the 60-inch television. Treat yourself with a little retail therapy and stroll Pine Ave for its world-famous shopping and dining. Flanked by the beautiful Gulf Beaches on one end and the historic Anna Maria City Pier on the other, Pine Avenue truly has something for everyone. Built in 2022, additional features added after completion include an outdoor shower and newly installed brick pavers. This home is turnkey furnished and includes everything needed to be a perfect island getaway and/or rental investment. The Oar House has over $279,000 on the books for 2023 with additional income expected before the end of the year....Don’t miss this one!!!

421 Pine Avenue, Anna Maria

$9,420,000

6 Beds ⋅ 6.5 Baths ⋅ A4586838 MLS

Under Construction. Welcome to Bimini Bay Estates, WHERE LUXURY MEETS COASTAL LIVING AT ITS FINEST! This brand-new construction, situated directly on the water, is a true masterpiece, offering the epitome of Anna Maria Island's charm and elegance. Located on one of the premier streets on the island, this stunning 6-bedroom, 6.5-bathroom WATERFRONT HOME is a testament to exceptional craftsmanship and designer finishes throughout. No expense has been spared in the meticulous design and construction of this exceptional property. As you step onto this private cul-de-sac, you'll find serenity and tranquility amidst lush tropical landscaping, creating your own personal oasis. Just a short walk from the beach, this residence truly offers the best of both worlds. Upon entering, you'll be greeted by an expansive floor plan meticulously designed for both comfort and style. The great room design on the main floor maximizes natural light and the breathtaking waterfront views. The first floor features the living space and a luxurious master suite, complemented by two additional bedrooms. Upstairs, you'll discover three more bedrooms, each with its own ensuite bathroom. The rooftop deck will take your breath away with panoramic views of the Gulf of Mexico and Tampa Bay, making it the perfect spot for entertainment and relaxation. This property also boasts three car garage, an elevator for easy access to every floor, and a spacious laundry room for added convenience. One of the outdoor highlights is the inviting pool and spa, surrounded by lush landscaping, creating a serene and private retreat right at your doorstep. Additionally, with easy direct access to the Gulf, you can conveniently embark on boating or kayaking adventures in the crystal-clear waters of Tampa Bay. Whether you're seeking a permanent residence, a vacation home, or an investment property, this exquisite home is offered TURNKEY FURNISHED, providing the perfect balance of luxury and sophistication. Every detail has been thoughtfully designed for even the most discerning buyer, and the opportunity to own a slice of paradise like this is not to be missed. Contact us today to experience the coastal lifestyle you've always dreamed of.

244 Willow Avenue, Anna Maria

$3,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4586323 MLS

This stunning custom built pool home featuring 4 spacious bedrooms and 4.5 baths, offers the perfect retreat for your family and friends! From the moment you set eyes on this meticulously maintained property, you are impressed with the clean, modern design, lush landscaping, and artistic natural stone that captures upscale island living at its best. Step inside and be greeted by a bright open foyer that holds 2 oversized lockable storage closets, access to your oasis private pool area, an oversized 3 car garage and elevator. Ascend to an airy open concept living space with high ceilings and custom trim work throughout. The living room is the perfect place to unwind after a long day at the beach, with comfortable seating, a large flat screen tv, gas fireplace and built-in seating. Your gourmet kitchen is made for entertaining with Bosh appliances, quartz countertops, tons of island seating, custom cabinetry, large pantry and is adjacent to a gorgeous separate dining room with sliding doors leading to an oversized covered balcony for al fresco dining. Each bedroom is a tranquil oasis, featuring private en-suites, plush beds, tasteful décor, ample storage and a desk area in every room giving a private workspace for your guests. The Primary Suite is a true sanctuary, boasting a king-sized bed, gorgeous high-end furnishings, large walk-in closet, luxurious bathroom with soaking tub and a private balcony with views of the Bay. As comfortable and luxurious as this home is on the inside, it was designed for great outdoor living. The expansive very private back yard features tropical landscaping, ample entertaining space, an oversized pool and hot tub, and stairs from above balcony to transition food and drink easily when taking your party from inside to out. Time to end the night with a glass of wine? Take the party to your huge roof top deck and watch the lights of the skyway bridge and night sky! Located on the North end of Anna Maria Island, this property offers the best of both worlds- serene and private oasis, yet just a short distance to the stunning white sandy beaches, local shops, and restaurants. Spacious, thoughtful design makes this unique home a perfect full-time residence, second home, or an incredible vacation rental. This gorgeous home comes turn key furnished with a stellar rental history and outstanding reviews on Air BnB and VRBO…..This one is truly special!

526 Seagull Way, Anna Maria

$2,995,000

4 Beds ⋅ 3 Baths ⋅ A4585356 MLS

Embrace coastal luxury in this elevated Key West-style home just steps away from the pristine beaches of Anna Maria Island recently recognized as World’s 50 Best Places to Travel in 2024 by Travel + Leisure. Rentals are allowed, making it a fantastic investment opportunity! Nestled in the heart of Anna Maria, this 4-bedroom, 3-bathroom pool residence offers the epitome of island living so close to the waters of the Gulf of Mexico, Tampa Bay, and beyond. The shops, galleries, and restaurants of Pine Avenue are just a short stroll away. Inside, the light and airy open floorplan enjoys a combined kitchen, dining, and great room with a fireplace that is ideal for entertaining. This space extends outside through French doors to a large, covered balcony with steps leading to the large refreshing pool below. Upstairs, you’ll find the oversized primary suite with a private sitting room and two guest bedrooms. On the main level is the spacious fourth bedroom. Relax and rejuvenate in the backyard, a tranquil oasis surrounded by lush tropical landscaping with a covered sitting area and pool. Recent upgrades include a new metal roof in 2022, a pool renovation in 2020, and a new high-end washer and dryer. Just two walking blocks from the beach, this property is an ideal haven for beach lovers. Seize this chance to own your coastal dream retreat.

216 Palm Avenue, Anna Maria

$4,000,000

T3480361 MLS

Nestled in the heart of Anna Maria island, this property (which are two properties 326 Hardin Ave and empty lot 411 Palm Ave) sits at the end of a quiet cul-de-sac on Hardin Ave and Palm Ave. Far enough away from the hustle and bustle of the island but close enough to the shops and restaurants. Coming in well over a quarter of an acre (15381 Sq Ft) this property features 111 ft of waterfront access on the deep water canal that feeds into Bimini Bay with no bridges! Being sold separately is the adjacent lot 327 Hardin Ave which has total lot size of .3530.

326 Hardin Avenue, Anna Maria

$5,000,000

T3480342 MLS

Nestled in the heart of Anna Maria island, this property sits at the end of a quiet cul-de-sac. Far enough away from the hustle and bustle of the island but close enough to the shops and restaurants. Coming in at just shy of a quarter of an acre (10656sq ft) this property features 140 ft of waterfront access on the deep water canal that feeds into Bimini Bay with no bridges! Being sold separately are the two adjacent lots (sold together). 326 Hardin Ave and 411 Palm Ave have a combined Sq ft of 15,381. 111 ft of waterfront access on the deep water.

327 Hardin Avenue, Anna Maria

$1,995,000

3 Beds ⋅ 2 Baths ⋅ A4585283 MLS

Located in the highly coveted city of Anna Maria, just steps from the most pristine, white sand beaches of Bean Point and Rod & Reel Pier, an island landmark, for your dining and/or fishing enjoyment. The popular Pine Avenue, with boutique shops and restaurants, is a short bike ride away. This fully furnished and recently updated, elevated home has endless possibilities. This 3 bedroom, 2 bath home can be your second home for the warm winter months approaching or a great investment opportunity. New pool equipment keeps the beautiful pool and spa carefree plus you have the convenience of an outdoor shower to wash the sand away. Kitchen and bathrooms are equipped with new appliances and gorgeous, quartz countertops. Luxury vinyl plank flooring was recently installed throughout the home. Take in the spectacular Gulf sunsets from the large screened front porch to embrace Florida outdoor living. In addition, the huge 3-car garage area can be used as entertainment, gaming, and/or storage space.

608 Fern Street, Anna Maria

$5,850,000

4 Beds ⋅ 4.5 Baths ⋅ A4579810 MLS

Welcome to your dream home on beautiful Anna Maria Island! This luxurious 4-bedroom, 4 1/2 bath home offers the ultimate coastal living experience, just steps away from the pristine sands and crystal-clear waters of the Gulf of Mexico. The heart of this home is the open-concept living area, which features large windows that flood the space with natural light, and walls adorned with beautifully crafted wood paneling that perfectly complements the beachfront setting, making you feel right at home in this coastal paradise. The great room invites you to relax on comfortable furnishings, while the adjacent dining area and gourmet kitchen make entertaining a breeze. The kitchen is equipped with stainless steel appliances, granite countertops, and a breakfast bar, making it a chef's paradise. Each of the four generously sized bedrooms boasts its own ensuite bathroom, providing privacy and convenience for all guests. The master suite is a true oasis. Step outside, and you'll find your own piece of paradise. The outdoor living space includes a spacious patio, perfect for enjoying a sunset cocktail. A private heated pool and spa offer year-round relaxation, while the lush tropical landscaping adds to the sense of tranquility. Beyond your private oasis, Anna Maria Island offers an array of activities and attractions, from water sports and fishing to charming boutiques and world-class dining. And of course, the sugar-white sands and azure waters of the beach are just a few steps away, providing endless opportunities for sunbathing, swimming, and beach combing. This 4-bedroom ensuite home on Anna Maria Island is not just a vacation rental; it's a coastal retreat where memories are made, and relaxation is paramount. Call us for your private showing today.

109 Palmetto Avenue, Anna Maria

$3,250,000

A4583047 MLS

DISCOVER YOUR DREAM PROPERTY!!! ONE OF THE LAST LARGE LOTS ON ANNA MARIA ISLAND!!! If you've ever dreamt of creating a spacious vacation retreat, making a savvy investment, or establishing your forever home in paradise, look no further! This expansive lot, nestled on Anna Maria Island, offers boundless opportunities for your coastal vision. Boasting an impressive size of 12,640 sq ft (79 x 160), this oversized lot is a rare find on Anna Maria Island, where larger properties are highly sought after. This unique piece of paradise is one of the few vacant lots on the island, allowing you to claim your own slice of this renowned coastal haven. Located within walking distance of Anna Maria's eclectic shops, diverse restaurants, and the iconic City Pier, this property places you at the heart of island life. And with the sugar-sand beaches and vibrant turquoise waters of the Gulf just a few blocks away, your vision of island living is within reach. Anna Maria Island's welcoming community, abundant wildlife, and laid-back lifestyle are yours to embrace. Come and experience the quintessential charm of "old" Florida, where flip flops are a way of life.

305 Tarpon Street, Anna Maria

$6,739,000

4 Beds ⋅ 4.5 Baths ⋅ A4585115 MLS

Artistry in every detail. Located on captivating Anna Maria Island, this stunning property is positioned in the most coveted residential enclave of Villa Rosa. Inspired by Europe’s 18th Century Romantic Era, every detail has been lovingly curated with the highest level of quality that will satisfy even the most discerning. Magnificent Mahogany double doors greet you and a solid oak and wrought iron circular stairway gracefully ushers you to each exquisite floor. Throughout the residence Carrera marble and distressed oak flooring enhance warm, smooth walls with striking wood embellishments, arched entry ways and antique accents. Prepare sumptuous meals and entertain in an epicurean kitchen that any professional chef would covet. Expansive Carrera marble island, soapstone countertops, custom cabinetry adorned with antique pulls create the perfect setting for a plethora of stellar appliances. Included are a Blue Star indoor gas grill and rotisserie with a vent hood, a custom 55-inch Lacanche range with a full-size gas oven, a full-size electric oven, four gas burners, a French cooktop, and griddle all crowned with a stunning custom vent hood. Also included is an oversized custom Subzero refrigerator, Fisher Paykel dish drawer and a foot pedal faucet disposal system at the prep sink. The butler’s pantry features a plumbed Miele coffee machine and steam oven, a full size Thermador freezer and ice maker, a kitchen aide dishwasher and additional working sink with disposal. Off the butler’s pantry is a striking dining room embellished with customized moldings and a pair of balconette French doors. Relax in a living room with gas and wood burning fireplace, or library and wine area featuring customized shelving and cabinetry, rare marble countertop and wet bar with antique sink equipped with a wine refrigerator, beverage coolers, and an ice drawer. The luxurious powder room and elevator share exotic wood, brass and lambskin details, exquisite wallpaper and gold leaf ceilings. On this floor are also two lovely ensuites with antique fixtures and balconettes. On the third floor find an impeccably appointed Master ensuite and lounge, fourth bedroom, and laundry room. Three balconies, including a rooftop terrace, provide sweeping sunrise and sunset Gulf and Bay views in every direction. The ground floor features an expansive patio with wood and gas fueled fireplace and another extensive collection of professional grade appliances including a Lynx pizza oven, deep fryer, rotisserie/grill, burner, commercial refrigerator, beverage refrigerators, and dishwasher. Also, on this level, are a spacious bonus office/art room, second laundry room, two car garage, and golf cart garage. Behind the home a beautiful pool and waterfall are positioned in a lush Zen oasis and artistically embellished turf lawn. This property features 165 feet of deep-water canal frontage reinforced with a natural mangrove barrier and a concrete seawall. The dock is equipped with a 10,000 lb. boat lift and offers prime boating location with direct, bridge-free access to Tampa Bay, the Gulf of Mexico and the Intracoastal Waterway. While only steps from Anna Maria’s attractions including Pine Avenue’s fabulous restaurants and shops, City Pier, and City Pier Park, one still finds serenity, privacy and discretion in this bespoke sanctuary.

513 Villa Rosa Way, Anna Maria

$4,995,000

3 Beds ⋅ 2 Baths ⋅ A4583303 MLS

GULF FRONT ALERT!!! Can you imagine your backyard being gorgeous white sandy beaches? Here you have just that and more! The perfect “Old Florida” style home with panoramic views of the Gulf of Mexico! Enjoy sunsets every night on your oversized balcony or take a short stroll to Bean Point! It does not get any better than this. Located on the sought-after North Shore Drive on the North end of Anna Maria Island, you are both on a quiet street and also close to Pine Avenue with lots of restaurants and boutiques. This house is a 3 bedroom, 2 bathroom elevated home with tons of downstairs storage, carport and driveway for extra parking. Wood like vinyl throughout the home for easy sand clean up. The open floor plan provides beach viewing from every angle and window in the home. Watch sunset and dine on your large balcony, perfect for entertaining. Also perfect for morning coffee and the gulf breezes. Put your own personal touches on this home or build your own dream home on this incredible location.

727 N Shore Drive, Anna Maria

$8,800,000

5 Beds ⋅ 5.5 Baths ⋅ A4582858 MLS

Pre-Construction. To be built. ELEGANT 5 BEDROOM, 5.5 BATH, 5 CAR GARAGE ESTATE HOME ON ANNA MARIA ISLAND!!! THIS IS TRULY ONE OF A KIND HOME WITH AN ELEVATOR, .29 ACRE LOT AND DESIGNER FINISHES THROUGHOUT!!! NO EXPENSE SPARED IN THE DESIGN AND BUILD OF THIS PROPERTY. This luxurious masterpiece boasts unparalleled features and meticulous attention to detail. Situated on an oversized lot, this property offers serenity and tranquility amidst lush tropical landscaping. Located just a stone's throw away from both the beach and the bay, your coastal oasis awaits. Upon entering, you'll be greeted by an expansive floor plan designed for comfort and style. The massive kitchen is a chef's delight, featuring Fisher and Paykel appliances, a generously sized island with a breakfast bar, and designer pendant lights that illuminate the high-end wood cabinets and quartz countertops. The butler's pantry is a delightful addition, enhancing your culinary experience. Each of the five bedrooms is an ensuite retreat, complete with walk-in closets, ensuring privacy and convenience for everyone. The master bedroom is exceptionally spacious, featuring two individual massive walk-in closets. The master bathroom is a spa-like haven, offering a relaxing tub and an oversized walk-in shower adorned with designer tile and high-end finishes. Entertainment and leisure opportunities abound on this property. A 5-car garage provides ample space for your vehicles and storage needs. The large laundry room adds practicality to your daily routines. The highlight of the outdoors is the inviting pool and spa, surrounded by lush landscaping, creating a serene and private retreat right at your doorstep. This home is a masterpiece of luxury and sophistication, thoughtfully designed for the most discerning buyer. Don't miss the opportunity to make this paradise your own.

305 Tarpon Street, Anna Maria

$1,777,777

4 Beds ⋅ 2 Baths ⋅ A4583410 MLS

Welcome to the "North Bay Beach House". This home is a very successful vacation rental located in the desirable north end of Anna Maria Island. The home was originally an annual duplex rental property. The present owner purchased it and converted it into a successful vacation rental. In 2022, it generated over $100K in rental. The home was professionally transformed into a ground level four-bedroom two bath home with a comfortable open floor plan. It boasts four bedrooms, two full baths, two living areas front and back and a large kitchen. It has two covered porches, one out front overlooking the street and one out back by the pool. The home is being sold turn-key furnished. The pool has a large swimming area, hot tub and large a shallow sun platform. The entire rear yard is fully open to the sun throughout the day. The property is a short 2-to-3-minute walk to the beach access for Been Point. This is one of the islands most popular Gulf beach destinations. Right around the corner you will find the Rod and Reel Pier, famous for its grouper sandwiches and record setting fishing. Not much further away is Bayfront Park, the City Pier, the Waterfront Restaurant, and all the shopping and restaurants along Pine Avenue. Here you will find the first stop for the free trolley which will take you the length of the island.

711 N Bay Boulevard, Anna Maria

$6,875,000

7 Beds ⋅ 3 Baths ⋅ A4583175 MLS

A MASTERPIECE OF DESIGN AND CONSTRUCTION!!! Discover the epitome of luxury living in this captivating gem nestled within the sought-after North Shore of Anna Maria Island. Boasting an oversized DOUBLE LOT and designed by the esteemed architect Gene Leedy, this contemporary masterpiece spans an impressive 5462 sq ft, providing the canvas for unforgettable memories. From the moment you arrive, you'll be enchanted by the grandeur of this residence. A sweeping travertine marble walkway, lined with lush tropical foliage, leads from the street to the front door and extends gracefully throughout the house and onto the terraces. This exceptional three-story home features an open-concept top floor, serving as the heart of the house. The kitchen is a chef's dream, featuring a 48" Wolf gas range, a GE 84" refrigerator, dual sinks, and ample prep space. Whether you're gliding in the elevator or descending the wide floating staircase, the stress of the outside world will dissipate as you gaze out from the 20-foot windows onto the natural island vegetation. Just across the street lies Bean Point, where you can sink your toes into the sand and relax. After your beach adventure, rinse off in the outdoor shower and take a refreshing dip in the pool. In the evenings, savor a cocktail on one of the numerous decks, gazing across the street at the Gulf as it shimmers in the sunlight before heading back to the beach for unparalleled, unobstructed sunsets. This property is part of a rental program, approved by the City of Anna Maria to accommodate 16 guests. Parking is a breeze with two garages, as well as paved spaces in both the front and rear of the house. Perfect for a primary home or an investment property with forward bookings already in place. Prime location just a short distance to Pine Ave, where you'll find a variety of restaurants, shops, and the City Pier.

804 N Shore Drive, Anna Maria

$1,800,000

2 Beds ⋅ 2 Baths ⋅ A4582924 MLS

Awesome location just one short block to the beach with direct beach access and conveniently located to shops, restaurants, trolley stop and community center. This cute Key West Style home has 2 bedrooms, 2 bathrooms and a bonus room that would be the perfect entertainment area. Property is being offered Turnkey furnished. The private pool area is surrounded by beautiful tropical landscaping and a brick paver patio. Enjoy the large, covered lanai on the front of the home and the open deck on the back of the property overlooking the pool area. There is a single car garage which is great for storing all of your beach essentials! You cannot beat this location!! Property can be rented weekly or less.

208 Palmetto Avenue, Anna Maria

$3,475,000

3 Beds ⋅ 4 Baths ⋅ A4582480 MLS

Welcome to paradise on Anna Maria Island! Nestled on the picturesque Willow Avenue, this 3-bedroom, 4-bathroom canal front home is a waterfront oasis that captures the essence of coastal living. As you approach this charming property, you'll be immediately captivated by its idyllic location on the canal, offering the perfect blend of privacy and sailboat water, with direct access to Tampa Bay and turquoise waters of the Gulf of Mexico. Upon entering the home, you'll find yourself in a spacious and inviting living area adorned with large windows that frame breathtaking water views. The open-concept design seamlessly connects the living room, dining area, and kitchen, creating a welcoming space for family and friends to gather. The house opens to a large pool and spa surrounded by a spacious travertine tile patio. The home contains 2 Bedrooms and 3 full Bathrooms, along with an additional smaller room for a trundle or bunk beds. A delightfully private third bedroom and bath opens directly onto the pool through French doors and is accessible separately from the main house. A screened patio area provides additional space for secluded dining and lounging. Home has roof mounted solar panels and supplemental solar hot water provide substantial utility savings. Anna Maria Island offers an array of activities and attractions. You're just a short stroll or boat ride away from the Gulf's white sandy beaches, where you can soak up the sun, swim, or collect seashells. The island's vibrant shops, restaurants, and cultural attractions are also easily accessible. Enjoy this home as your private family retreat and also benefit from an impressive vacation rental income.

243 Willow Avenue, Anna Maria

$6,250,000

4 Beds ⋅ 4 Baths ⋅ A4582727 MLS

DIRECT BEACHFRONT! Welcome to No Tan Lines! With $464k annual income for 2023 and $127k in bookings for 2024, you don't want to miss this great opportunity! This high-end and well-appointed spectacular home offers a rich variety of options for the homebuyer. The savvy investor has the opportunity to maximize earnings with a proven desirable rental. The family-oriented buyer can realize their dream of securing a beach front family retreat while building a legacy for generational wealth. Relish a captivating island lifestyle in this waterfront home on north Anna Maria Island. A newer home built by Mason Martin Builders; the artfully designed and decorated home features stylish upscale finishes and walls of glass showcasing breathtaking views of Tampa Bay and the Sunshine Skyway Bridge. Floor-to-ceiling glass sliders in the main living and dining areas open to a spacious bayfront balcony for entertaining and relaxing. The adjacent open kitchen features shaker-style cabinetry, generous island/breakfast bar, lovely quartz countertops and stainless-steel JennAir appliances, including a gas range. Four en-suite bedrooms are separated for privacy, each offering generous bathrooms and gracious balconies with tropical vistas. On the ground level, you’ll enjoy a beachfront oasis with covered poolside dining and seating areas for soaking in the breathtaking scenery just a short stroll to the beach, where you can glimpse the Skyway Bridge’s mesmerizing changing colors at night. Rental History is available for this property. This home offers buyers both the opportunity to own a fabulous sanctuary and maximize on your investment. Situated on the sugary sands of AMI with the clean and contemporary lines of timeless architecture, this is a true beachfront oasis. Don’t miss an amazing opportunity to make this serene island sanctuary your oasis.

915 N Shore Drive, Anna Maria

$1,150,000

2 Beds ⋅ 1 Baths ⋅ A4582331 MLS

Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION... Originally built in 1905, this beach bungalow is in one of the most prime locations on the North End of Anna Maria Island. In the city of Anna Maria a block off the strip of restaurants and shoppes of Pine Ave, walking distance to the city pier, or the Gulf side beach to see nightly sunsets. Perfect for a primary residence or a NIGHTLY vacation rental, you cannot beat this location!!! With Solar panels, room for a POOL & bungalow charm, you don't want to miss this opportunity to own a piece of Anna Maria's history (originally built by & owned by George Bean!) Call to view it today before it's gone!

428 Spring Avenue, Anna Maria

$3,350,000

3 Beds ⋅ 3.5 Baths ⋅ A4582611 MLS

Nestled just a short stroll from the sugary white sands of Palmetto Beach, Coral Kai offers the quintessential coastal living experience. This almost brand new, Ross Custom Built pool home offers luxurious living space featuring high ceilings and an open-concept design that seamlessly blends the kitchen, family room, and dining space. Plank wood ceilings adorn this expansive area, creating a warm and inviting atmosphere. The kitchen is a chef's dream, featuring a large island with seating for four, quartz countertops, stainless steel appliances, soft-close cabinetry, and a full-sized butler’s pantry. The glass tile backsplash adds a touch of elegance to this modern space. The spacious owner's ensuite is a dream retreat, with balcony access and a bathroom boasting a double vanity and a glass-enclosed tile shower. The second bedroom upstairs offers ample storage, balcony access (where the sea breeze can be your daily companion) and convenient access to the second bathroom. The third ensuite bedroom is bright and airy and comes with a spa-like bathroom that includes a walk-in shower. A delightful perk for visiting guests is the third-floor coffee bar and beverage station. You’ll marvel at the fabulous outdoor living space with an expansive covered patio, sparkling pool, sun shelf, and spa. Enjoy games and snacks in the downstairs game room. Throughout the home, 8-foot solid 5-panel doors, plank tile floors, crown molding, and recessed LED lighting exude sophistication and charm along with an elevator and washer and dryer for convenience. This coastal haven offers access to all 7 miles of Anna Maria Island (via a free trolley) making it a true beach lover’s paradise. Coral Kai represents more than a home, it’s a lifestyle.

117 Maple Avenue, Anna Maria

$3,200,000

4 Beds ⋅ 3 Baths ⋅ A4582507 MLS

WELCOME TO BEACH BREEZE, YOUR GATEWAY TO PARADISE ON ENCHANTING ANNA MARIA ISLAND!!! IDEAL LOCATION ON THE NORTH END OF THE ISLAND JUST STEPS AWAY FROM THE BEACH. SUCCESSFUL VACATION RENTAL WITH FORWARD BOOKINGS IN PLACE!! You are just a stone's throw away from the pristine white sands of Anna Maria Island Beach and the charming island boutiques and restaurants that adorn Pine Ave. This ground-level retreat features four inviting bedrooms, including a private suite, and three well-appointed bathrooms. Step into the bright and welcoming living room and unwind in style. The kitchen boasts modern updates, including quartz countertops and stainless-steel appliances, while the convenient island with seating for three is perfect for quick snacks and leisurely breakfasts. Gather around the picnic-style dining table that seats six or opt for alfresco dining on the deck, where a patio table offers a picturesque setting for meals. The master bedroom is a tropical haven for relaxation, direct access to the pool deck, and an ensuite bathroom featuring dual vanities and a luxurious walk-in shower. The second and third bedroom are both ample size. The second bathroom features a convenient shower/tub combination, perfect for refreshing after a sun-soaked day on the beach. The fourth bedroom and ensuite bathroom offer privacy separate from the pool deck. Your days at Beach Breeze will be filled with fun and relaxation. Make a splash in the updated private heated pool, surrounded by lush tropical landscaping, and unwind in the soothing spa after your island explorations. The outdoor patio sets the stage for delightful backyard BBQs, with an outdoor dining table where you can savor delicious meals. LOCATION DOES NOT GET ANY BETTER THEN THIS! PERFECT HOME FOR INVESTMENT, PERSONAL USE OR TEAR DOWN AND BUILD YOUR DREAM HOME!

205 Elm Avenue, Anna Maria

$3,400,000

2 Beds ⋅ 2 Baths ⋅ A4582222 MLS

WELCOME TO MERMAID'S PURSE, YOUR IDYLLIC GETAWAY NESTLED IN THE HEART OF THE NORTH END OF ANNA MARIA ISLAND! SECOND HOUSE FROM THE BEACH!!! Just a short walk away from the renowned Pine Avenue boutiques and dining establishments, this home promises the ultimate retreat. This charming SUCCESSFUL RENTAL boasts two well-appointed bedrooms and two modern bathrooms. The highlight of this tropical haven is undoubtedly the private pool, inviting you to take a refreshing dip or bask in the warm Florida sun. The spacious living area serves as a central gathering point for friends and family, where you can plot out your Anna Maria Island adventures or simply unwind. The fully equipped kitchen leaves no culinary desire unfulfilled, with ample counter space making meal preparation a breeze. Share quick snacks at the kitchen island or savor a cup of morning coffee on the balcony overlooking the lush surroundings. For those looking to dine in style, there's a dedicated dining area. Additionally, a cozy seating area on the covered patio sets the scene for delightful BBQ cookouts. Retreat to the primary bedroom, a haven where you can rest and be serenaded by the gentle sway of Florida palm trees. After a day filled with sun-soaked beach adventures and island escapades, pamper yourself in the first bathroom's luxurious walk-in shower. The second bedroom boast an ensuite bathroom with a contemporary walk-in shower. PROPERTIES LIKE THIS DON'T COME ON THE MARKET OFTEN. USE AS A PRIMARY HOME, VACATION RENTAL OR TEAR DOWN AND BUILD YOUR DREAM HOME STEPS TO THE BEACH!!!

107 Palm Avenue, Anna Maria

$649,000

2 Beds ⋅ 2 Baths ⋅ A4581689 MLS ⋅ 8 BLDG.

Under contract-accepting backup offers. LOCATION…LOCATION…LOCATION! One of the most sought-after condo communities on beautiful Anna Maria Island! Located on historic Pine Ave, this one of a kind 2-bedroom, 2-bathroom condo has been completely remodeled with designer touches throughout the space. The European style kitchen features a dining booth, pass through island bar with seating, full sized range, refrigerator, quartz countertops with a full-sized washer and dryer. Along with the unobstructed views of the local park and canal, there are TWO full baths in this unit making it especially unique for this community. Each unit at The Bayou has a dedicated dock and boat slip. Flanked by the beautiful Gulf Beaches on one end and the historic Anna Maria City Pier on the other, Pine Avenue truly has something for everyone. It’s already a successful rental property and comes turnkey furnished including everything needed to be a perfect island getaway and/or fantastic investment. Don’t miss this one!!! Kayak and some personal artwork shown in photos do not convey.

522 Pine Avenue Unit 8A, Anna Maria

$2,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4581727 MLS

Welcome to AMI Oasis! This home is the ultimate getaway with private pool, gorgeous outdoor living space, and your own putting green! Main floor features a beautiful updated kitchen overlooking the living space perfect for entertaining. This property is Zoned ROR (Retail Office Residential, allowing you to live upstairs and build the bottom area to rent to a business, or open your own business! This Gorgeous 4 bedroom 4.5 bath home is ideally located near the corner of Pine Avenue and North Shore Drive and just a block and a half from the beautiful beaches of the Gulf of Mexico. This home is truly ONE OF A KIND. It is literally the strongest built and one of the most unique home on the island with steeled concrete layered throughout. Multiple steel reinforced concrete pilings anchor deep beneath the house and link all the way to the 27' roof. Step inside and be taken by its beautifully decorated coastal feel with gorgeous pool and close to everything. This charming property comes turn key furnished with impressive rental history. This is truly an island Gem! Schedule your private showing today!

94 N Shore Drive, Anna Maria

$12,000,000

4 Beds ⋅ 3.5 Baths ⋅ A4581282 MLS

This one-of-a-kind, direct Gulf Front, Turnkey oasis is located on the northern tip of Anna Maria Island, recognized as one of the greatest beach towns in America. Its sugar-like sandy beaches, embraced by the crystal clear, turquoise-blue waters of the Gulf of Mexico are world-renowned. This rare opportunity allows you to enjoy opulence in a beach setting. The “Golden Dolphin” seamlessly brings the beach into the home’s lavish, beautiful atmosphere. Attention to detail in all aspects, from materials used, carvings, paint style, hardware, artwork, custom furniture, or drapes, is evident throughout this 4.5 baths, 4+ bedrooms, library, 4 gas fireplaces, office, and 2 levels of balconies both overlooking the Gulf home. The foyer welcomes you with its winding grand travertine staircase and state-of-the-art, wood-paneled elevator. The main living area takes your breath away as you view the water sparkling past the crystal chandeliers. The gourmet kitchen features Viking, Miele, and SubZero appliances, including a large gas stove, two dishwashers, a built-in toaster, an expresso machine, plus a super-size refrigerator and freezer. See the “Features List” for more of this -smart- house. If you prefer to cook outside overlooking the Gulf, please do! A full outdoor Lynx barbeque is on the second-level balcony, along with another fireplace. Upon reaching the third level, your guests will be pampered with direct Gulf views, where you will find the Family Suite, with an extra-large adjoining Jack & Jill bathroom. The Suite includes a large guest room and a custom-designed bunkroom to accommodate up to six. The luxurious Master suite offers a full Gulf view with a well-appointed Master Bath, including a Jacuzzi tub, multi-functional shower, and designer his/her closets, plus another Jacuzzi with two rain shower heads and a fireplace outdoors on the balcony. The unexpected hand-painted by an artist of Disney-type themed walls and ceilings in the garage will take your breath away and are a must-see! The Disney-type theme is carried forward to the unparalleled Captain’s quarters bedroom. The brilliant office overlooks the magnificent pool area with many water features, and yes, another fireplace, and outdoor entertainment area for sunbathing in a private tropical setting. Experience dolphins, manatees, and spectacular sunsets with unobstructed sweeping panoramic ocean views from 2 different levels. AMI offers public boat ramps, parks, tennis/basketball courts, and a dog and skate park. There are fitness centers, live theater, great restaurants, boutique shopping & Golf Course!! Do not miss this opportunity to live the dream where “beach meets beauty”!

801 North Shore Drive, Anna Maria

$1,485,000

U8211360 MLS

Auction Property. Excellent opportunity to own this Tropical Paradise just a short stroll to the pristine beaches on the north end of ANNA MARIA ISLAND! This Duplex is on an over-sized corner lot and features a bright and spacious 2BR 1BA unit with terrazzo flooring, open kitchen with corian counters and dining area, enclosed Florida room which could easily be used as a 3rd BR providing additional rental income, plus attached private 1 car garage with laundry. The second unit is a charming 1BR 1BA, corian counters in the kitchen with a bar top and eating space and terrazzo flooring throughout. The enormous backyard has a patio where you can relax, barbeque, catch some rays and indulge in the island lifestyle! This Duplex provides the potential to live in one unit and rent out the other, rent both units or explore the possibility with the City's Building Dept. per current FEMA guidelines for a condo or SFR conversion or tear down and build an elevated SFR on this huge 8,438 sq. ft. lot and design your own perfect piece of heaven! Each unit has its own electric meter and the water meter is shared. The Island of Anna Maria has NO RENTAL RESTRICTIONS and this amazing property is just 2 blocks to the quaint boutiques and local cuisine on Historic Pine Ave. Take in the sights and explore the entire island by bike, golf cart or hop on the FREE trolley and visit the beautiful sugar sand beaches, Rod & Reel Pier, Bayfront Park, art gallery, museum, community center or plan a fishing charter and soak up all the beauty of this magical island! Just 9 miles to Longboat Key and a 40 minute drive to the Sarasota/Bradenton airport and I-75. Don’t miss this fantastic chance to add this gem to your investment portfolio and embrace a laid back atmosphere and experience the Island Lifestyle! (AUCTION DATE: 10/22 - 10/25).

216 Magnolia Avenue Unit A, Anna Maria

$5,245,000

4 Beds ⋅ 3 Baths ⋅ A4579882 MLS

Welcome to Open Palms a Luxury Waterfront Home located on one of the few canals in the City of Anna Maria with open water access with no bridges. Although zoned for weekly rentals this property has never been rented. Built by Gagne Construction 5 years ago with detailed design collaboration with the owners here mentioned is a partial list of all the incredible features: The dock is 50’ long with 30’ fixed and 20’ floating with tide & with movable kayak/SUP board assist bar & ladder access from fixed portion. The dock is 10’ deep and has a deployable rescue ladder to canal. The city building code changed after dock was built. Now, docks cannot exceed 20’ in length. Dock includes fish light, perimeter flush-mount LED safety lights, and a power pedestal with hose bib. The Golden boat lift capacity is 14,000 lbs., with normal resting height and storm height settings, and a remote control; Owner added Swingstoppers® system for securing boat in hurricanes; canal-side ladder and catwalk installed for applying Swingstoppers. Seawall was completely replaced in 2016, including dead man anchors to keep seawall from leaning towards canal. The home has 30 helical piers set into the lot onto which foundation bases were poured. Rebar was set into foundation bases to extend into the masonry block structural columns, which were then filled with concrete and tied to the first course of framing for floor above ground level. Wind mitigation report from construction verifies compliance with Miami-Dade standards. Fire escape ladder and platform from 3rd floor to ground; only deployable from third floor and not accessible from ground. Propane-powered Kohler 20kW generator on 3rd-floor landing, powers A/C on main floor, microwave, refrigerators, ceiling fans throughout. Full tank (~400 gallons per code) runs it for ~10-14 days. Three stop elevator is accessible from foyer, kitchen, and sitting room. Stairs leading down to foyer/garage and from 3rd floor have built-in pocket pet/toddler doors with rare-earth magnetic catches. Kitchen appliances include GE Profile™ 27.9 Cu. Ft. Smart Fingerprint Resistant 4-Door French-Door Refrigerator with Door in Door for quick beverage access, outside filtered water/ice dispenser, control panel, and Wi-Fi accessible status indicators; GE Profile™ Microwave/Oven combination with Advantium™ technology; GE Profile™ Bluetooth enabled Dishwasher and GE Profile™ 36" Five Element, Built-In Touch Control Induction Cooktop in island with GE Telescopic Downdraft Exhaust Fan that is vented to outside through basement ceiling with magnetic closing, screened vent cap to discourage infiltration of pests & water during storms. The laundry room includes Samsung smart Top-load Washer, including built-in sink for pre-washing delicates; Front-load dryer that is vented to outside via a magnetic, screened vent flap to discourage pest & water infiltration during storms; custom stainless steel counter with sink & pull down, two-function faucet, drying rod; custom ceiling-height cabinets; Iron-A-Way recessed wall-mounted ironing center with task light on timer or powered off by closing cabinet door, power outlet, hot iron storage; circuit breakers (main & generator-fed circuits) with whole-house surge suppression added. Meticulously cared for the home is covered by Choice Home Warranty that is transferrable to new owner. A pre-listing inspection has been completed to insure all of the above and what is not listed can be enjoyed by you immediately.

516 Kumquat Drive, Anna Maria

$2,950,000

3 Beds ⋅ 3.5 Baths ⋅ A4579848 MLS

This modern contemporary “Hammock House” is located in the most sought-after area of Anna Maria Island, the North end. This Anna Maria home on a large .2 acre lot offers 3 bedrooms & 3.5 bathrooms, providing ample space for residents and guests. The property was fully renovated in 2017, ensuring the house is up-to-date and modern in design and amenities. This lovely home sits on a cul-de-sac, providing a quiet & low-traffic environment. Mature landscaping enhances the privacy of the large side yard with the home’s namesake Hammock! The property is designed with entertaining in mind with an outdoor wrap around deck that highlights nightly sunset views, a heated pool & spa to enhance the island living experience. The interior of the home features a 2 story living area with full length windows to enjoy the natural light and French doors that open up to the deck. The main level of the home boasts the kitchen, 2 living spaces & the primary bedroom with en-suite bathroom. The kitchen features quartz countertops, bar seating & ample storage. The second level of the home has a loft like living space and two bedrooms with en-suite bathrooms. This home allows for 1-7 day rentals & has over $130K RENTAL INCOME for 2023. This house comes turnkey/fully furnished so you can begin earning rental revenue right away. Additional features include upstairs laundry, ground floor storage rooms for all of your beach supplies with an extra refrigerator, plenty of off-street parking, hurricane impact windows, metal roof, elevated property, full fenced pool area. There are also plans to add a 1000 sqft addition. Come tour this beautiful home in Anna Maria Island and begin your vacation lifestyle.

315 Hammock Circle, Anna Maria

$1,950,000

4 Beds ⋅ 2 Baths ⋅ A4579769 MLS

Experience the charm of coastal living in this beautifully designed 4-bedroom, 2-bathroom sanctuary. Abundant natural light floods the space through expansive floor-to-ceiling windows, creating an inviting atmosphere that seamlessly blends modern elegance with comfort. Inside, a cozy indoor fireplace adds a touch of warmth, enhancing the contemporary aesthetics. The heart of the home lies in its modern kitchen, where culinary creations come to life against the backdrop of breathtaking outdoor views. Just steps away, across the street, the bay beckons you for a relaxing experience. Feel the sand between your toes or watch the sun dip below the horizon right from your porch. Situated in the sought-after north end of Anna Maria Island, this home is your gateway to exploration. Embark on leisurely strolls to discover the iconic pier and Pine Avenue, home to an array of award-winning restaurants and eclectic boutiques. Your coastal getaway is ready for you - an exquisite blend of contemporary design and the tranquil allure of the sea. Don't miss the chance to immerse yourself in a lifestyle where modern comforts meet true beach living.

417 N Bay Boulevard, Anna Maria

$1,800,000

3 Beds ⋅ 2 Baths ⋅ T3465237 MLS

This 3 bedroom 2 bathroom elevated home is on the north end of the island. There is over 1296 sq.ft of living area. In addition, you have a spacious outdoor space including a large pool, seating area and access to the water. Numerous balconies both covered & uncovered. Huge 2 car garage with ample space on the first story. This home will serve as a great INVESTMENT opportunity, Whether you are looking to Airbnb or hold long term. The home also sits on a HUGE 7,700 sq ft lot with countless possibilities!

311 Poinsettia Road, Anna Maria

$6,250,000

4 Beds ⋅ 4.5 Baths ⋅ A4578576 MLS

Welcome to Bay Breeze! This is one of the most exclusive homes on the North end of Anna Maria Island. The current owners occupy the house themselves 5 months a year. In the 7 months of renting, the house generated rental income of $278k in 2022 and $300k in 2023. Bay Breeze is very loved by its owners and they have kept it in the best condition over the years and replaced many fixtures. Located directly on the Bay beach and the prestigious North Shore Drive, you will see breathtaking sunrises over Tampa Bay with panoramic views of the sparkling aqua blue water. This 4 bedroom, 4.5 bathroom home is luxurious, features a Key West-style that invites you to an unforgettable relaxation you cannot beat. Each bedroom has its own ensuite bathroom and walk-in closet. With over 3,000 square feet under air, and 1,500 square feet of outdoor space, this expansive, yet comfortable home, is contemporary and elegant. The floor to ceiling windows showcase the spectacular and sweeping views as well as creating an abundance of natural light and inviting atmosphere. Enjoy the expansive terraces on each floor, looking out onto the lovely and colorful sea where you will see pelican fishing and dolphin playing each day. At night, the illuminated Sunshine Skyway Bridge and the lights of St. Petersburg look beautiful in the watery distance. Bay Breeze enjoys an impressive open floor plan with space to sprawl out. Relax in the living room or den, or prepare fabulous food in a full, luxurious kitchen with stainless steel appliances that include three ovens and a wine refrigerator. An elevator to all floors is convenient for those unable to use the stairs. Decorated with beautiful furniture, the home is contemporary, yet comfortable, and, for added comfort and enjoyment, an easily programmed iPad provides the music inside and out. The ground floor of Bay Breeze is an interactive area with a large Weber gas grill, private heated swimming pool, hot tub, foosball table, ping pong table, and TV. Relax on the private beach, or pull the kayaks out for a little more adventure. Located in the heart of Anna Maria, you are a quick golf cart ride away to Pine Avenue that features many restaurants, ice cream shops, boutiques, the City Pier and more! Both air conditioners, pool heater and filter pump were recently replaced.

885 N Shore Drive, Anna Maria

$5,000,000

5 Beds ⋅ 4.5 Baths ⋅ A4578486 MLS

You won't want to miss this opportunity to own your very own slice of paradise in this completely and beautifully renovated 3 story home located right behind the Sand Bar Restaurant, just steps away from the salty air, sparkling blue waters, and powdery white sand of the Gulf of Mexico! From this prime location at the sought after north end of Anna Maria Island, you can take a short stroll to the beach or to the world class restaurants and shops located along and near Pine Avenue. Soak in the views and enjoy the best of outdoor living from the various terraces and balconies. This expansive 5 Bedroom, 5 Bathroom home, complete with outdoor kitchen and swim-spa, is ideal for both relaxed family living and glamorous entertaining. The private and sizable bedrooms on the second floor will satisfy even the most demanding owner. The kitchen and living room are comfortable and perfect for family gatherings and meals or for entertaining a small group. The interior elevator services all three levels of the home. The home is elevated with impact doors and windows for added safety. It also contains beautifully appointed, luxurious finishes throughout. This home is eligible for a weekly rental but could also be the perfect personal residence. The home also features plenty of parking spaces, lush landscaping, and lots of storage space. Call today for a private showing.

110 Spring Avenue, Anna Maria

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