Anna Maria FL Real Estate, Homes, Condos for Sale

Welcome to your unparalleled beachfront haven on the prestigious north end of Anna Maria Island, where luxury living meets the idyllic lifestyle of Bean Point. Boasting direct Gulf access, this property offers a level of privacy that cannot be replicated. The private gate leads you down the palmtree-lined driveway to the grand entrance of the home with a 20 foot waterfall feature. This meticulously remodeled three-level home offers 270-degree ocean views that will leave you in awe. The secluded turf backyard requires minimal maintenance, allowing you to focus on the serenity of the surroundings. Relax and unwind in the ground-floor gym and sauna. The 2-car garage has room for a golf cart, providing ample space for all your vehicles and recreational needs. The first floor boasts two full bedrooms with ensuite bathrooms, offering comfort and privacy to your guests. The kitchen is a chef's dream with three ranges, three ovens, built-in coffee bar, wine refrigerator, and rosewood cabinets. A half bathroom and laundry room complete the convenience of this floor. As you ascend to the second floor, you'll find a game room and lounge area, equipped with shuffle board, poker table, pool table and a wine fridge perfect for entertainment. There is also an additional bedroom with an ensuite bathroom and another full bathroom for guests to use while entertaining. Take the elevator up to the third floor that reveals the owner's suite, a spacious room with breathtaking ocean views. Massive his and her closets, complete with an additional washer and dryer to cater to your luxury living needs. The expansive bathroom offers a huge shower with a rain showerhead and a soaking tub for ultimate relaxation. A coffee wet bar and access to the expansive IPE decking, overlooking the stainless steel salt ozone pool and features a lap setting allowing you to exercise while enjoying panoramic Gulf views. Don't miss this once-in-a-lifetime opportunity to own this unique residence, where beachfront luxury and lifestyle converge.

811 N Shore Drive, Anna Maria

$2,199,000

4 Beds ⋅ 3 Baths ⋅ A4577396 MLS

Welcome to 310 Magnolia, a luxury beach house offering a fantastic location on the north end of Anna Maria Island. This home is only 2 blocks from the bustling shops and exquisite dining on Pine Ave., and the beautiful beaches of the Gulf of Mexico. This property is a rare find and can be used as either a single-family home or an investment duplex. It is a legal non-conforming duplex in an R-1 zone. 310 Magnolia sits on a large 7,540 square foot property with a the private yard featuring lush tropical landscaping, a heated lagoon shaped pool with spa and exterior shower. This lovingly remodeled home offers a laid-back vacation vibe reminiscent of old Anna Maria. This home offers 4 bedrooms and 3 full bathrooms, which includes a private studio apartment having 1 large bedroom, 1 full bathroom, private kitchen and living room area. This home is sold fully furnished with fresh inviting décor. 310 Magnolia is new to the rental market and already has nearly $110,000 in bookings for 2023. This home can be rented as either a single-family home or a duplex and can provide great investment income. You can also have the best of both worlds and rent the main house and keep the studio apartment for yourself! There are many updates to this property which include a new metal roof 2022, all new impact windows in the main house, new air conditioner / furnace for the private studio, brand new bathrooms, new quartz kitchen counters, new plank floor tile, new furnishings, new stainless-steel appliances, new washer and dryer, professional ground lighting, fully repainted, LED lighting throughout and screened lanai. With its prime location, well-appointed amenities and flexibility as a single-family home or duplex, 310 Magnolia is the perfect island retreat and vacation rental. Don’t miss out on this opportunity to own your own slice of paradise. Schedule a private showing today. *Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

310 Magnolia Avenue, Anna Maria

$7,295,000

5 Beds ⋅ 4.5 Baths ⋅ A4577199 MLS

LUXURY COASTAL LIVING AT IT'S FINEST! This one of a kind EMILY ANNE SMITH designed home on the best street in Anna Maria, is ideally situated one house from the MOST stunning beaches on the GULF OF MEXICO and walkable to Pine Avenue and all there is to offer in the whole of Anna Maria! Meticulously designed for entertaining and family gatherings with over 4500 SF of immaculate living space...truly a STUNNING HOME! A sprawling living room opening up to a front verandah and fire place. (fire places are in great room and master as well). A luxury culinary kitchen that would be a dream for any level of chef in your household boasting marble counters and backsplash, custom designed cabinetry, top tier appliances, 2 dishwashers, butler's pantry, and 2 sinks. Emily Anne Smith's homes have to be experienced to appreciate the level of detail and thoughtful design that goes into each masterpiece ....a reverence for her designs are unmatched on the island and this home will surely be enjoyed and appreciated for generations to come. With a main house and cottage home, there is plenty of space for privacy to relax with 5 bedrooms, 4.5 bathrooms, 3 verandas, 2 separate studies for the work from home family, a luxurious outdoor area including pool, shower and lounge area. The cottage house is ideal for guests and extended family. Additionally, 103 Park offers some Gulf views with the opportunity to have gorgeous 360-degree vistas upon completion of the roof top deck. Constructed prior to City building restrictions and secured under the Bert Harris Act this unique home is truly a special opportunity to own a one of a kind home steps from the Gulf or it would make a fantastic investment property.

103 Park Avenue, Anna Maria

$4,595,000

A4576935 MLS

Great Opportunity on North Shore Drive in The City of Anna Maria! This duplex offers excellent investment options. Keep this fully remodeled property as it is and rent each side.. enjoy it as a whole family compound.. Or take this rare and deep !5,000 sq ft lot and build one large custom home or subdivide it to build 2 new homes! (This new construction option is already Approved and ready to go if desired!) This property is an Location only a block to the gorgeous Gulf of Mexico and minutes to Pine Avenue eclectic shops and restaurants. It offers water views and canal access to paddleboard, kayak, fish and boat to explore the vast blue waters of Tampa Bay and the Gulf. This home gives you personal privacy and connections to everything AMI has to offer. This Completely redone property offers direct walk up access, the open floorplans are light, bright and well laid out. Quality finishes and room for all here. Granite countertops in the kitchens, stainless appliances, and durable ceramic tile floors throughout, Step out in the private backyard pool area to enjoy sun and fun! Plenty of room to relax and grill on the brick pavered patios. Rinse off at the outdoor showers when back from the beach. Plenty of parking for guests and golf carts too. There are So many options for use! You can enjoy this island duplex as it is and let it pay for itself with constant vacation rental income, have some personal privacy enjoying it with friends and family, or build those 2 amazing New Construction properties for incredible island value. Call today to preview and discuss the opportunities for this rare piece of paradise!

406 N Shore Drive Unit A & B, Anna Maria

$4,100,000

4 Beds ⋅ 3.5 Baths ⋅ O6126273 MLS

Looking for the true Island lifestyle? Old Florida coastal charm awaits you directly on Bimini Bay located on North Anna Maria Island! This 4BR, 3.5BA elevated custom home is perfect for entertaining with large open spaces and a light airy ambience. Enjoy your favorite beverage on the second or third level balconies while you wind down your day as the sun lazily sets over the water. Inside you will find a chef's inspired kitchen with a 6-burner Jenn-Air gas range and double-oven, an oversized custom granite island with wine racks, cold wine storage, and a Jenn-Air refrigerator/freezer - perfect for those kitchen gatherings! Two guest rooms are located on the main living floor, while the master suite with an extraordinarily large bathroom and walk-in closet can be found on the third level, along with a separate sitting area and wet bar. Another bedroom can also be found on the third level. Your private elevator launches from the garage all the way up to the third level - so no worries there! The ground floor contains an over-sized 2-car garage, workshop, and indoor cabana overlooking the pool/spa area with summer kitchen. From the pool, you walk out through the lush tropical fauna onto your custom dock, where you will find a 16,000lb boat lift and launch area for your bay boat, personal watercraft or paddleboards/kayaks. This private home is located on a cul de sac - yet is within close proximity to restaurants, the Anna Maria City Pier and Beach, the Galati Marina, and world famous Pine Avenue.

517 Blue Heron Drive, Anna Maria

$1,292,000

2 Beds ⋅ 2 Baths ⋅ A4576715 MLS

Welcome to "Sea'Esta" a ground level sweet and cozy beach house on gorgeous Anna Maria Island! You will feel right at home in this totally updated property, this beach house has just been refreshed with new paint & furniture and offers a fantastic location. You are just a few flip flop steps away from the Rod and Reel pier, access to the Gulf Beach at Bean Point and all of the shops and restaurants of Pine Avenue. You are also only a very short walk away from one of our Island Trolley Stops that will take you all around the Island so you can explore with ease. Sea'Esta comes turnkey furnished and offers 2 bedrooms plus a den and 2 baths. This property has been decorated and designed with relaxation and comfort in mind. Sea'Esta offers ceramic plank tiled floors, vaulted ceilings, newer metal roof, newer A/C, hurricane shutters, the list goes on and on. This property is currently an active vacation rental. There is no room for a pool, non-conforming lot. *Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

890 N Shore Drive, Anna Maria

$5,699,000

5 Beds ⋅ 5 Baths ⋅ A4574250 MLS

Welcome to Sirenia By The Sea, located on the North End of charming Anna Maria Island. This stunning property presents a unique opportunity to embrace the tranquil island lifestyle and enjoy all that Anna Maria has to offer. Situated just a short stroll away from the pristine beaches and turquoise waters of Gulf of Mexico as well as on a deep water canal this home showcases the best of both worlds. The moment you step through the front door, you will be captivated by the inviting atmosphere and just how spacious this 3,844 sq ft home is. This newly renovated 5 bedroom, 5 bathroom home has plenty of space for multi-generation families and larger groups to enjoy a fabulous vacation getaway. With almost everything on main floor it is conducive to walking straight out to your backyard and enjoying the tropical backyard! 3 bedrooms, 2 living rooms, kitchen, dining room and laundry are all on the main level- wheelchair approved which is a huge plus! Very popular vacation rental with occupancy between 98 - 100% annually and future bookings in place ready to go. Also, there is a transferable Bert Harris Act legal right to rent to up to 12 guests that is transferable to the new owner. The well-appointed kitchen features stainless steel appliances, quartz countertops, wine fridge and a coffee bar. Also, for your convenience there are 2 full size refrigerators for your use as well as 2 sets of washer and dryers. There are 2 living room spaces with tasteful finishes and large windows that flood the space with natural light, creating an inviting ambiance throughout. The expansive backyard oasis beckons you to relax and unwind, complete with lush landscaping, and a sparkling heated pool/spa. Slow down and take some time to enjoy a cocktail or a great book on the hammock or under the tiki hut. Hop into your boat or kayak and explore the crystal clear water of the Gulf of Mexico. Cast your line off the dock for some fishing and slow down to island time. The location is unbeatable - you are just minutes away from Anna Maria City Pier, Bayfront Park, Pine Ave, where you can explore the local shops, indulge in delicious seafood, or simply soak up the breathtaking sunsets. Don't miss your chance to own a slice of paradise whether you are seeking a permanent residence, a vacation home, or an investment property, this exquisite property offered turnkey furnished and the perfect balance of luxury, comfort, and coastal living. Schedule your private showing today and make your dream of living on Anna Maria Island a reality.

212 Oak Avenue, Anna Maria

$2,700,000

2 Beds ⋅ 2.5 Baths ⋅ A4575094 MLS ⋅ 413 BLDG.

A Pine Avenue opportunity, zoned ROR this property has it all! A 2/2 beach cottage rental, 12 income producing conditioned storage units with a bonus exterior unit available. The store front office space is ideally located along Anna Maria's main business district, providing the perfect commercial exposure to launch your retail business venture. Tucked away to the rear of the property is the newly renovated 2/2 vacation rental unit (900 sf.) with all the amenities and privacy guests look for when traveling to their Anna Maria Island paradise getaway. All the boxes are checked for the perfect vacation, just steps away from a sun filled sandy beach, shopping, dining and with trolly stops along the way it makes the island stay easy and carefree. With vacation rental income, cash flow from the conditioned storage (1584 sf.) and retail office (288 sf.) this property is a strong investment consideration for any portfolio.

413 Pine Avenue Unit 1, Anna Maria

$2,395,000

3 Beds ⋅ 2 Baths ⋅ A4575121 MLS

Welcome to Sea Mist. Enter through the inviting covered front porch to a large living/dining space featuring warm wood floors and high ceilings. Great entertaining is to be had in the spacious open kitchen with built in pantry, wine frig and breakfast bar. Expansive master suite with bay window sitting area, walk in closet and en suite bath featuring double vanity and large walk in shower. Off the master suite is access to an open rear deck for enjoying your morning coffee. The home is being offered turnkey furnished so all you need to do is pack your bags. Tropical lined outdoor haven offering complete privacy while enjoying the free from heated pool with adorable sea turtle accents. There is also a covered patio for enjoying your evening cocktail while grilling poolside. Oversized 2 car garage with game area and owners storage. This is the perfect location as you are just a short walk to all the dining and shopping options along Pine Avenue, or take a stroll on the city pier or walk along the bay front and you are just a 5 minute walk to the beach. This is an active vacation rental with future bookings in place if you are looking for immediate income. The location can't be beat so don't miss out on this great slice of island life!

512 Magnolia Avenue, Anna Maria

$2,175,000

3 Beds ⋅ 2 Baths ⋅ A4574200 MLS

This is the Anna Maria Island canal home you have been waiting for! An elevated and open concept home, this pristine beauty is the perfect place to entertain family and friends. Whether you are hosting a dinner party in the spacious kitchen/family room combination, enjoying cocktails on the lovely screened in porch or entertaining the family around the pool, this property is sure to please. Provide snacks and drinks at the bar in the bonus room with full bath off the pool, the perfect spot for a ping pong or pool table. Cast a fishing line off your dock in these waters that are teeming with sea life or launch your boat, paddle boards and kayaks with direct access to Tampa Bay, Gulf of Mexico and the Intercoastal Waterway. Two deep double garages provide plenty of room to store all your toys, from golf carts to fishing gear. With so much to do, you may never want to leave, but if you do, Anna Maria’s world-famous beaches, Pine Avenue, City Pier and Bayfront Park are a short walk away. At the end of a fun filled day, retire to your spacious ensuite primary bedroom with his and her closets, and an additional spacious walk in closet. Although current owners have never leased the property, zoning permits a short term rental program. Worry free, this elevated home has hurricane rated windows and doors and has been lovingly maintained. All you need to do is move in and enjoy!

104 Pelican Drive, Anna Maria

$4,995,000

5 Beds ⋅ 4.5 Baths ⋅ A4574624 MLS

BRAND NEW CONSTRUCTION READY NOW!!Welcome to this amazing 4-bedroom plus den, 4.5-bathroom home located on one of the premier streets of Anna Maria Island! With only 5 houses to the beach, this new construction gem is an absolute treasure. From the moment you set foot on the property, you'll be captivated by the thoughtfully designed custom features, including a paver driveway and lush tropical landscaping. Step inside and experience the open and spacious main living area, featuring a great room floor plan that seamlessly connects to an incredible deck through sliding glass doors. This expansive outdoor space offers ample room for outdoor dining and a comfortable sitting area, allowing you to fully embrace the island lifestyle. The kitchen is a chef's dream, boasting high-end appliances, a designer backsplash, a large center island with a breakfast bar, and stylish pendant lights. Retreat to the luxurious master suite at the end of a day filled with beach adventures. It features a sitting area and an incredible bathroom with dual sinks, a garden tub, and a walk-in shower. An additional guest bedroom on the same floor offers the convenience of an en-suite bathroom. Upstairs, you'll find two more bedrooms and a den that can easily serve as a fifth bedroom. The rooftop terrace provides breathtaking views of the Gulf, creating a serene setting for relaxation. The backyard of this home is your own private tropical oasis, complete with a heated pool and spa. Here, you can indulge in luxury living on Anna Maria Island and enjoy the tranquil surroundings. The finishes and attention to detail throughout the home are unmatched, ensuring an exceptional living experience. Whether you're in search of your forever home or a lucrative investment property, this is the one for you. With its prime location just a short distance to Pine Ave, where you'll find a variety of restaurants, shops, and the City Pier, this home offers the perfect blend of convenience and tranquility. Don't miss out on the opportunity to own this incredible property. Schedule a showing today and secure your chance to own a piece of Anna Maria Island's luxury living.

112 Maple Avenue, Anna Maria

$8,750,000

9 Beds ⋅ 9.5 Baths ⋅ A4574642 MLS

Under Construction. Welcome to this truly special and one-of-a-kind home located on the desirable north end of Anna Maria Island! Situated on an oversized lot, this amazing property offers luxurious features and has been meticulously designed with no expense spared on the designer finishes. Boasting nine bedrooms, nine and a half bathrooms, and spanning just under 4800 sq ft, this pool home is an absolute dream. Step inside and discover an abundance of thoughtful details and conveniences, including an elevator for easy access to all levels. The four-car garage provides ample space for your vehicles and storage needs. As you enter the home, you'll be captivated by the open floor plan, creating a seamless flow between the kitchen, dining room, and living area, perfect for hosting gatherings and entertaining loved ones. The kitchen is a culinary masterpiece, featuring an oversized island with a sink, high-end appliances, and a stunning designer backsplash. Every chef's dream come true! The kitchen seamlessly transitions into the dining room and living area, creating a cohesive and inviting space to enjoy meals and relax. After a long day of beach activities, retreat to the rooftop deck and witness the breathtaking sunset over the beach. The top-level offers unparalleled views of the Gulf, providing a serene and picturesque backdrop. Imagine enjoying the cool ocean breeze while taking in the panoramic vistas. The backyard of this home is truly a tropical oasis. Step outside and be greeted by the inviting pool, hot tub, and lush landscaping, creating a private and tranquil escape. It's the perfect place to unwind, soak up the sun, and create lasting memories with family and friends. Location is everything, and this property boasts one of the best on Anna Maria Island! Just steps away from the beach and Bean Point, you'll have easy access to the pristine shoreline and crystal-clear waters. Additionally, you'll find yourself conveniently close to Pine Ave, offering a variety of restaurants, boutique shops, and a salon. Embrace the true island life you've always envisioned! For those interested in the investment potential, projected rental income information is available upon request. Don't miss out on the opportunity to own this perfect house in the perfect location. Schedule a showing today and start living the Anna Maria Island dream!

741 Jacaranda Road, Anna Maria

$9,990,000

7 Beds ⋅ 7.5 Baths ⋅ A4572766 MLS

Absolutely incredible 7 bedroom, 7.5 bathroom pool home DIRECTLY on the stunning Bay offering sunset views and plenty of fun in the sun! As you arrive you will appreciate the lush landscaping that surrounds this lot and the spacious two car garage on the bottom floor, inside there is an airy open layout with the entire main level designed for gatherings, complete with beach access, a luxurious pool & spa, putt-putt area, and a fully covered deck with space for dining, grilling out, and multiple spots for just soaking it all in and pure relaxation! Up the stairs you will find the laundry closet and the main entertainment space, this open floorplan has two oversized living rooms, an inside and outside dining area and a chef’s dream kitchen, all overlooking the Bay from the lovely patio! The kitchen is fully equipped to prepare a nice meal in between swimming laps in the pool, with beautiful wood flooring, quartz countertops, a large center island, sub-zero appliances and TWO drink fridges, your beer and wine will stay chilled for all of your daily adventures! There are two bedrooms on the second floor with one of the bedrooms having its own personal patio, walk-in closet and en-suite bathroom! On the top floor you will find the other 5 bedrooms, each with its own private en-suite bathroom. The amazing master suite is just adjacent to the stairs and offers pristine water views from its wall-to-wall screen doors, there is a seating/office space at the corner, a massive walk-in closet and an exquisite en-suite bathroom with dual vanities, a custom tiled walk-in shower and a soaker tub perfect for washing away your worries! Currently used as a vacation rental, this home would continue to be a prime investment property for many years to come. Centrally located, right on Anna Maria Island with NO HOA, where you can take in the island on foot or by bike! Take endless walks on the beach as you watch dolphins swim by, enjoy all of the nearby restaurants such as the Rod & Reel Pier (which can conveniently be seen from your balcony!), open your doors and windows and let the ocean lull you to sleep each evening, this home offers something for EVERYONE!This is a SUCCESSFUL RENTAL PROPERTY and already has FORWARD BOOKINGS IN PLACE.

881 N Shore Drive, Anna Maria

$5,000,000

4 Beds ⋅ 3.5 Baths ⋅ T3452241 MLS

Welcome to your beach front oasis! This custom-built 4BD/3.5BA waterfront home offers a private oasis at the north end of Anna Maria. From the Carriage House to the heated pool/spa, every detail has been carefully considered. Features include wood floors, high ceilings, a chef's kitchen with high-end appliances, a dining room with a built-in bar, and a living room with custom built-ins. The Master Suite boasts a luxurious bathroom and a covered porch with serene water views. The Carriage House provides additional living space, and the backyard features a pool, outdoor shower, and storage closets. Additional amenities include an elevator, boat dock, solar panels, and more. Don't miss this amazing slice of island paradise!

714 Jacaranda Road, Anna Maria

$2,495,000

A4572890 MLS

Waterfront lot on North Shore Dr in The City of Anna Maria! This premier location gives you access to all the best island activities. Only seconds to the Beautiful Gulf of Mexico beaches, Boating and fishing out your backdoor, minutes to all the Pine Ave shops, restaurants and Pier. Call today to get the opportunity to build your custom dream home on Anna Maria Island.

406 N Shore Drive Unit A, Anna Maria

$6,950,000

4 Beds ⋅ 4.5 Baths ⋅ A4570743 MLS

Welcome to “Skyway View”. First, the name says it all. Looking out from the rear of the home you have a fabulous view of the Sunshine Skyway Bridge, Tampa Bay, and the Gulf of Mexico. When you first pull up in front of the home, you are greeted by a wide staircase leading to the first level front entrance. It is complimented by two garage doors on the ground level and balconies off the two front bedrooms. The home sits secluded by the trees that surround it. When you come up the stairs and walk in the front door you are met by the grand foyer and another 6-foot-wide staircase leading to the main level. At the top of the stairs, the first thing you see as you look across the living room is the Sunshine Skyway Bridge and the blue waters of Tampa Bay, right outside your wall-to-wall hurricane patio doors. The living room, dining room and kitchen are one large space perfect for a large group of family and friends. You have a gourmet kitchen with a 48-inch Wolf propane commercial stove, externally vented range hood, Thermador refrigerator and a large center island housing the sink and dishwasher. Hot water is provided by a propane powered instant hot water heater. The microwave is built into the wall cabinet to save counter space. There is also a wet bar with a separate wine cooler. The kitchen has a large pantry right in the hall. On this level is a large laundry room, a half bath and the first of four on-suite bedrooms. This bedroom opens out a covered deck overlooking the street. Speaking of decks, on the rear of the home is a thirty-five by ten-foot deck overlooking Tampa Bay with a stair leading to the pool and covered outdoor living space. Before going down to the pool, let us go upstairs. You can choose to take the stairs or the elevator. At the top of the stairs, there is a second wet bar with a beverage refrigerator. In the front of the home are two on-suite bedrooms. One of these bedrooms also has a private balcony overlooking the street. Now let us explore the master suite. It encompasses the whole rear portion of the third floor. Walk through the double doors and once again there is “the view”. Like downstairs, the whole back of the room is floor to ceiling glass. There is a sitting area to the left of the bedroom and a king-sized bed to the right, The master bath has a huge his and her walk-in shower, a soaking tub, dual sinks, and a private commode room. There is a large walk-in closet with a second lockable owner’s space. Off the balcony is a spiral staircase that leads to a gigantic rooftop deck with 360-degree views of the blue water of Tampa Bay and the island. Now let us stroll down to the ground level. There is a 4-car garage with a rear overhead door leading to the pool deck to access your toys. The pool area has a spacious covered patio under the home. Unlike recent constructions, the main part of the pool is not under the home. It is out in the sun in the backyard with your restricted beach steps outside your fence. The only part of the pool under the home is the hot tub. The property is surrounded by Florida friendly foliage. Your property extends out beyond the high-water mark of the bay and the sea grapes and sea oats provide you with another level of privacy. The home is being sold turn-key furnished with the removal of some personal items. This home would be the perfect forever home, second home or successful vacation rental.

810 S Bay Boulevard Unit A, Anna Maria

$2,195,000

2 Beds ⋅ 2 Baths ⋅ A4571041 MLS

Tarpon Pointe is the perfect spot in a great location on the north end of Anna Maria. You enter this freshly updated turnkey furnished 2 bedroom, 2 bath home from a large front deck with sliding glass doors into the living area. The kitchen is outfitted with granite counter tops, an island and all new appliances. Enjoy your morning coffee on the front deck watching the sunrise and listening to the sounds of the Gulf of Mexico. Take the staircase down to the paver patio that offers lots of lounge space around the heated pool and spa with plenty of room for entertaining your guests. There is also a covered patio area and tv for watching the game. There is a bonus room off the 2 car garage that is perfect for a wellness area or tackle room for the fishermen in the family. The oversized lot offers space on the side for parking a boat trailer or possibly an addition. Just a short walk to Pine Avenue and just steps away from the beach access on Cypress Lane. This location can't be beat. This is an active vacation rental with great rental history and lots of future bookings in place. Don't miss out on this perfect little slice of island life!

700 N Shore Drive, Anna Maria

$1,995,000

3 Beds ⋅ 3 Baths ⋅ A4571629 MLS

Don't miss out on this great opportunity to remodel or rebuild and make this home your own! This 3 bedroom, 3 bathroom home plus an office is located on a wide canal and a quiet street on the north end of Anna Maria Island. The home also has an additional Florida room, large garage, laundry room and composite dock. New paint and new carpet. Room for a pool, survey attached. Vacant and easy to show, use ShowingTime button!

316 Iris Street, Anna Maria

$1,995,000

4 Beds ⋅ 2 Baths ⋅ A4570869 MLS

Whispering Whale Retreat is a lovely elevated home with 4 bedrooms and 2 bathrooms. Located on the prestigious Northern end of Anna Maria Island this versatile home incorporates the best of all that Anna Maria Island has to offer! With a spacious private backyard, elevated deck that overlooks the large heated pool and great location, you will truly have it all! The open floor plan incorporates high-vaulted ceilings, a gourmet kitchen with gas stove, generous living area, and booth-style dining area. Enjoy the Florida sunshine on the expansive deck while you overlook the serene pool or walk over to the popular Pine Avenue for some Island shopping and local cuisine. Just a short distance from the home you will find the Anna Maria Island City Pier-ideal for the fisherman in your group.

505 Spring Avenue, Anna Maria

$8,880,000

4 Beds ⋅ 4.5 Baths ⋅ A4568805 MLS

Improve the Quality of Life and treat yourself to a Direct Waterfront Turnkey Furnished home with over 4993 sq. ft. in living space with 4 bedrooms 4 baths, private office space or extra bedroom and unobstructed views of the Gulf of Mexico located in the exclusive North End of Anna Maria Island, Fl. "One of the 20th Greatest Beach Towns in America". Forbes ranks Anna Maria Island #3 as "Prettiest City in the Country". This dramatic three-story European styled home greets you with paver driveway with extra parking, gated entry front Chautauqua Wood glass insert doors, tiled foyer and custom curved wood staircase and engineered wood flooring throughout the entire home. Luxury appointments include thermal-impact glass window and decorative art-stained glass wood doors throughout. The kitchen has decorative glass-stained range hood, custom glass backsplash, washer/dryer in pantry, oven, microwave, gas cooking area and custom counters with eating area, separate island and wine rack. The home has a formal dining room with Italian inlayed tile along with a large open living area, reading area, stone gas fireplace and glass arched windows and doors leading to an open covered balcony looking directly west to the Gulf. The 3rd floor can be reached by a carpeted stairway or elevator leading to a front reading room with balcony and 3 bedrooms. The Primary bedroom is reached through a muraled hallway leading through decorative art glass French doors facing the Gulf with two separate designer walk in ceadar lined closets, reading area, gas stone fireplace and en suite bathroom. Little things catch your attention; remote controlled shades leading to the balconies including kitchen and bath windows, heated pool with turtle ceramic tiles in the bottom and (2) fireplaces just in case you get a cold alert, separate washer/dryer on third level, an extended two car garage with room for a Golf Cart, a recreation room leading to the heated pool and barbeque area with metal fence and gate leading to the Beach. Four (4) Security Cameras monitor the property and are activated remotely and within the property. Call for a private showing and see for yourself the attention to detail this unique home unlike any other on the Island.

803 N Shore Drive, Anna Maria

$2,500,000

3 Beds ⋅ 3 Baths ⋅ A4569083 MLS

This 3 bedroom 3 bath canal front home is located on the desirable Oak Ave. in the city of Anna Maria with a direct shot to the Gulf beach! Very spacious and open with a large dining room overlooking the water. There are tile floors throughout, newer windows, and new a/c unit. Boat lovers will love the private boat basin to park your boat. Very private setting with six mango trees!

232 Oak Avenue, Anna Maria

$3,500,000

4 Beds ⋅ 4 Baths ⋅ A4567234 MLS

A resort-inspired oasis on Anna Maria’s coveted north end, Welcome to Coconut Breeze! This 4 bedroom 4 bath home embodies the perfect combination of Old Florida Charm and the peace of mind of high-end construction. Located at the “Tip End” of the island, within a short stroll to beach access at Bean Point, Rod n Reel Pier, Pine Aves sidewalk-lined shops, galleries, and eateries. Unpack your suitcase and prepare to sink your toes in the sugary sand beaches and gentle waves. Built-in 2016, with an island state of mind. This home has been prestigiously maintained and encompasses a piece of paradise for all family members. Comfortably sleeping 12 guests, granted by the Bert Harris Award in a rare weekly rental zone, making this home the perfect retreat for family and friends. The main living space allows for hosting with a spacious kitchen that opens to the living room and 10+ accommodating dining room. Throughout the home, there are multiple en-suites and outdoor balcony access providing just the right amount of privacy for guests and extended family. For the anglers, swimmers, and sun lovers in your crew, there are many walkable city access points to the waters of Tampa Bay and the Gulf of Mexico. Enjoy a sunset cocktail with panoramic views of the water oasis and the famous Sunshine Skyway bridge from the Skydeck. This home offers a stress-free lifestyle from the low-maintenance landscaping, metal roof, and lifetime - trex decking wrap-around porches. Some of the many features include a saltwater heated pool, a full summer kitchen, outdoor dining/lounge, and patio entertainment, along with an outdoor shower. Discover the ultimate peace and solitude you've been looking for! Privately fenced yard, 2 car garage with ample storage for all toys and extras! Coconut Breeze is an active vacation rental being offered furnished with a list of personal exclusions provided by the seller. You’ll sure to be impressed by the craftsmanship of construction, luxury finishes, and abundant natural light. Schedule a private showing to make this retreat your own!

703 N Bay Boulevard, Anna Maria

$4,150,000

4 Beds ⋅ 3.5 Baths ⋅ A4566934 MLS

Pine Avenue Waterfront 4 Bedroom 3.5 Bath Pool Home in the heart of The City of Anna Maria! This spacious property will accommodate the entire family, guests and more! This home offers open living space with 12 ft ceilings, wonderful water views, large kitchen with eat in island, solid wood cabinets, granite counter tops, elevator, covered outdoor deck off the living room, huge master suite with oversized bath, private deck off the master, walk in closets, 4 car garage with plenty of parking and storage for all the beach toys and golf cart. Enjoy island life and water views overlooking Lake La Vista. Boaters will enjoy direct access to Tampa Bay and The Gulf of Mexico from their dock and kayak launch. Prime location directly on Pine Ave only minutes to boutique shopping, fine restaurants, local events, the city pier, world class beaches and beautiful bay front. This is currrently a vacation rental. This property comes turn key furnished. Call for you appointement today.

412 Pine Avenue, Anna Maria

$4,495,000

7 Beds ⋅ 4.5 Baths ⋅ A4566447 MLS

Stunning 7 Bedroom/4.5 bath home located in the heart of Anna Maria Island is being sold with a Bert Harris Award allowing 16 guests. Only 2 blocks from the beach, two streets to the shops on Pine Ave, and minutes to restaurants, and the City Pier- the home is offered tastefully turnkey furnished by a professional decorator. The beautiful luxury vacation home was designed and decorated with quality and island charm in mind. The timeless kitchen has all upgraded appliances, a large island, solid quartz surfaces, and solid wood cabinets. Your spacious living room and dining area boasts volume ceilings, custom trim, and wood grain tile floors with a view of the oasis style pool and over-sized patio. The amazing outdoor relaxation space is surrounded by tropical landscaping and features a sparkling heated pool & spa, and plenty of entertaining areas. This is a great investment opportunity to own your piece of paradise with annual rental income. Call for a showing today!!

428 Magnolia, Anna Maria

$3,585,000

4 Beds ⋅ 4.5 Baths ⋅ A4565543 MLS

Coastal contemporary cottage, located west of Gulf Drive in Anna Maria is just a 2 minute walk to the beach with no streets to cross. This home was built in 2018 with many high end finishes. The interior includes wood grain tile floors, solid wood cabinetry, quartz countertops, custom trim and tile, vaulted ceilings, and hurricane impact windows and doors. A separate twin bunk area offers an area for additional sleeping. The home is being sold turnkey furnished with a Chic Coastal decor. The outdoor living area includes a large covered lanai, perfect for entertaining, as well as a large heated pool and spa, surrounded by lush tropical landscaping. This property is one of 22 homes in the city of Anna Maria with a Bert Harris Award, allowing a 12 person occupancy, which is fully transferable to new owners. This home is a perfect second home or vacation rental, with a great rental history and income OF $230,000 PLUS.

116 Peppertree Lane, Anna Maria

$3,725,000

2 Beds ⋅ 2 Baths ⋅ A4565071 MLS

Anna Maria Island Bay Front Home! Stunning panoramic views of Tampa Bay and the Sunshine Skyway Bridge. Renovate or Replace, the location is ideal and just a couple of houses north of the Rod and Reel Pier. Location is everything when living on the beach. Enjoy Incredible sunrises and stunning beach views from your elevated deck. There are mesmerizing views of seabirds, fish and frequent dolphin sightings along with seasonal Manatee visits. This home embodies the island lifestyle. You will have the best of both worlds, great sunrises in the morning, and steps to the stunning evening sunsets at Bean Point. The house was built in 1976 and still maintains the older charm. It has 2 bedrooms, 2 baths and is elevated with loads of downstairs storage. There’s a carport and paver driveway for parking up to 6 vehicles. Relax downstairs at your large, covered beach bar, while enjoying your sugary sand backyard and beach. Downstairs storage room has commercial ice machine and refrigerator perfect for entertaining. Upstairs and downstairs laundry room for your convenience. Great fishing all along the beach. The house features stainless appliance, tile floors, and open floor plan providing beach viewing from every angle. Relax in your hammock and enjoy the warm relaxing sea breeze. The home is ideal for beach living and a great “work from home” location. Put your own personal touches on this home or build your own dream home on this incredible location. Use it for seasonal rentals or keep it all to yourself. The choice is yours. Call today for an appointment to view.

869 N Shore Drive, Anna Maria

$9,945,000

5 Beds ⋅ 3 Baths ⋅ A4562901 MLS

Beach to Bay! Enjoy sunrise to sunsets from the only estate size lot from Tampa Bay to Bimini Bay. This stunning one-level, 5 bedroom home boasts 4,500 square feet on almost an acre of a subdividable lot. This one-of-a-kind property has everything you could ask for: panoramic views of Tampa Bay, heated pool, private beach and 4 private boat slips adjacent to Galati's Marina. It is perfect for lounging on the beach or an adventure on the water. Walk or hop on your golf cart to the best restaurants on Anna Maria or shops on Pine Ave. Completely remodeled November 2019. This property checks all the boxes!!

826A S Bay Boulevard, Anna Maria

$1,995,000

4 Beds ⋅ 2 Baths ⋅ A4556347 MLS

Under contract-accepting backup offers. ****PRICE REDUCTION**** Welcome to “A Time Out”, a unique historic home situated on the north end of Anna Maria Island just steps from Bean Point. The original 2-bedroom home was built in 1948 by the friends and family of Clarence Foley, a paralyzed Navy war veteran. Since then, locally recognized Gagne Construction has substantially renovated it. Gagne expanded it into the magnificent 4-bedroom, 2-bath coastal cottage you see here. From the front you are greeted by mature Sea Grape trees nestled in lush tropical vegetation. From the front porch rockers, you have peeks of Tampa Bay directly across the street. For the anglers, swimmers and sun lovers in your family, there are many walkable city access points to the waters of Tampa Bay and the Gulf of Mexico. Pine Avenue shopping is a leisurely walk away. Upon entering the home, the first thing that catches your eye is the view through the living room into the tropical oasis and pool beyond. The living room and dining room will be roomy and comfortable for you and your family. The kitchen was tastefully finished in muted colors, solid surface countertops and stainless-steel appliances. Two queen-sized bedrooms and a full bath with a large glass shower are located on the first floor. During the last renovation, a FEMA-approved second story was added. This upstairs addition offers two more bedrooms, a full bath with a tub, and a second lounging area with a TV to let the younger guests watch TV or play video games. There is also a small deck overlooking North Shore Drive with peeks of Tampa Bay. One upstairs bedroom features two built-in bunks with dedicated closets and a full-sized desk with a monitor. This is a perfect place to work or study remotely should you need it. The other bedroom has a queen-sized bed and its own closet/dressing room connecting to the bathroom. The home is sold turn-key furnished. The sellers have provided a list of items to be removed before closing. have saved the best for last. Let us go out to the backyard. When you step onto the covered deck off the kitchen, you are surrounded by a secluded tropical oasis. In front of you is a freeform pool with a natural stone decking surrounding it. To your right, the pool deck continues under the second story addition providing a covered area for the grill. This area also acts as the driveway to access the golf cart garage under the addition. This garage has an extra set of double doors opening to the pool. You can easily transform it into a trendy tiki bar. Behind the garage is a large private outdoor hot/cold shower and changing area. Under the stairs to the second story addition is a large, locked owners storage area. Finally, there is a 30 Amp level 2 car charger on the side of the home This property has it all. It can be an island forever home, a second home or a phenomenal vacation rental. The owners stay here from mid-November to mid-April, but it still generates over $50K/yr. in only off-season rentals. Make sure you open the video link and explore the home in 3D. The sellers are very motivated to sell. BRING AN OFFER!!!!

868 N Shore Drive, Anna Maria

$3,500,000

4 Beds ⋅ 4.5 Baths ⋅ A4556029 MLS

Welcome to your newly constructed, elegant beach home at 608 Rose St in the heart of Anna Maria. This stunning property boasts 4 spacious bedrooms and 4.5 luxurious baths, providing ample space and comfort for you and your guests. The true gem of this home is the breathtaking beach views that can be enjoyed from the rooftop deck, a perfect spot for savoring sunsets and sea breezes. As if the location and amenities weren't enough, this home is offered FULLY FURNISHED with elegant decor and artwork included. Step into your own tropical paradise as you take a dip in the inviting swimming pool, surrounded by lush landscaping that offers both privacy and tranquility. This oasis is designed for relaxation and rejuvenation, making it the perfect spot to unwind after a day at the beach. Don't miss the opportunity to make 608 Rose St your own piece of paradise in Anna Maria. Move right in and start living the beach life you've always dreamed of.

608 Rose Street, Anna Maria

$2,195,000

3 Beds ⋅ 2 Baths ⋅ A4553339 MLS

Anna Maria ISLAND LIFE at its very finest! The owner has SPARED NO EXPENSE in remodeling this cozy island home by using every inch of the property to its fullest- no remodeling needed here. NEW HURRICANE IMPACT windows and sliding doors, recently replaced METAL ROOF, PIPES, and AIR CONDITIONERS are just a few of the big-ticket items. LESS THAN A QUARTER MILE from Pine Avenue where you will find dining, shopping, and beach cafes, a quarter mile to the AMI CITY PIER, and a half mile to the soft sand BEACHES on Anna Maria Island. Enter through the gates of the FULLY ENCLOSED, oversized lot and follow the coral stepping stones through the TURF FOREVER LAWN yard is felt backed and has been laid over crushed granite. There are three Brazilian Ipe decks that afford plenty of space to entertain. You will love sipping morning coffee in the shady front yard full of EXOTIC LANDSCAPING which provides privacy from the quiet street. The front door enters the open concept kitchen/dining area where DuChateau hardwood floors stretch throughout the kitchen, living, and two spare bedrooms. A custom chandelier hangs over the dining table- only two in the world exist! Sub-Zero, Wolf, and Cove LUXURY APPLIANCES ensure you have the highest quality for storing and cooking your daily meals. The sleek concrete countertops and sink have been handcrafted using premium material and boast refined Rohl Faucets at the kitchen and master bath sinks, including a beverage faucet. A bone-char WHOLE HOUSE FILTER has been installed for all water entering the home and additionally, a Pure Water REVERSE OSMOSIS SYSTEM has been installed to ensure the purest drinking water. Continue through the home into the owners suite paying special attention to the impressive stone flooring, historic 500 YEAR OLD STONES from Jerusalem. The walls of the master bedroom have been generously coated with AMERICAN CLAY which regulates humidity and temperature in the home while also releasing negative ions to help filter pollen and dust- to give you the most calming, peaceful rest each and every night. Not only is the home under central AC, but the owner has also installed FOUR MINI SPLIT AC units with UV LIGHT FILTERS to allow each room to be cooled to the occupants preferred temperature. Continue following the coral stepping stones to the lavish back yard or step out from the living room or the newly remodeled POOL BATH onto the MARBLE POOL DECK that surrounds the HEATED, SALT WATER POOL which sits privately in the tropically landscaped oasis among bamboo, orchids, papaya, banana and more. These gorgeous island plants are in beds of Beach Pebble that will never mold or mildew. Enjoy evening meals under the pergola on yet another expansive Brazilian Ipe deck large enough to host friends and family. Don’t miss this RARE OPPORTUNITY to own your own private piece of unparalleled luxury island life. Schedule a showing today!

145 Crescent Drive, Anna Maria

$3,200,000

4 Beds ⋅ 2.5 Baths ⋅ A4546808 MLS

BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTERTAINING THE WHOLE FAMILY.

796 Jacaranda Road, Anna Maria

$3,375,000

4 Beds ⋅ 2.5 Baths ⋅ A4540019 MLS

Prime island location for this beach and boater’s paradise situated on the sparkling deep sailboat waters of Bimini Bay, in the heart of Anna Maria Island! This wonderful waterfront property sits on a big 12,502 sq ft lot and has 4 bedrooms, 2.5 baths, bonus workshop space and an overall large 3,738 total square feet with beautiful blue water views. This elevated home has a lot to offer, the open great room concept offers bright natural light, cathedral ceilings, ceramic tile flooring and a split bedroom floor plan ideal for family, guests and entertaining, the living room is spacious and the kitchen highlights plenty of counter space with eat in breakfast bar along with a generous walk in pantry. The four bedrooms accommodate all and give some privacy. Outside, the covered outdoor deck and screened in lower patio provides a place to relax and enjoy the island breezes. On the property you’ll find lush natural tropical landscaping, shelled grounds for minimal maintenance and a huge backyard with room for a custom tropical oasis pool, putting greens, recreation play areas, etc. Follow the path right to your dock for direct boating, fishing, paddleboarding, kayaking and more, The big boat water access and Galati Marina views are great! There is plenty of parking and storage for guests, golf carts and beach toys. This is the perfect property to start living the island life, do an amazing rental investment or tear down to build your own AMI waterfront dream home! This ideal location is only seconds to the best restaurants, boutique shopping and attractions that Anna Maria has to offer. Schedule a private tour of this slice of paradise today!

821 S Bay Boulevard, Anna Maria

$2,449,000

4 Beds ⋅ 3 Baths ⋅ A4534587 MLS

It's Blue-ti-ful! This gorgeous 4 bedroom, 3 bath home is located in one of the prime neighborhoods near the North End of Anna Maria Island. NEWLY refreshed with coastal hues, private pool, and lounging areas to soak up the Florida sunshine. Within steps you will be dipping your toes into the glistening waters along the bay beaches and gathering seashells. It's an easy walk to the Historic AMI City Pier and to all the shopping and cafes on Pine Ave. This lovely home can comfortably sleep up to 8 guests so there is plenty of space for your friends and family to join the island fun! Arrive to your very own slice of paradise with swaying palms and two large balconies with a staircase leading you to the main entrance. The open layout once inside has a cozy great room, a large dining space, and a beautiful open kitchen with the whole space brightened by natural sunlight throughout. A rear porch off from the kitchen and the main floor bedroom has a spiral staircase that takes you down to your backyard oasis. Upstairs you have your other 3 additional bedrooms, one being the master with an ensuite bath that features a therapeutic soaking jetted tub and a separate walk in shower. Three of the bedrooms are styled beautifully and there is plenty of space for everyone to spread out and have a relazxing sleep waiting for their next morning in paradise to begin. You will easily spend most of your days at the beach, exploring the island, or just relaxing by your private heated pool, that has a lounging area cooking on your grill for nightly outdoor meals with the fam. Grab a beach cruiser and venture out along the many bike paths around the island or hop on the free trolley that navigates the entire 7 miles of Anna Maria. With nearby local restaurants that are known for incredible seafood and fresh crafted cocktails there are many choices for you. Can’t get enough of the powdery beaches? Then take a stroll to Bean Point for more breathtaking views and to watch the mesmerizing sunsets nightly! You're going to love this Blue Palace right on Bean Point and steps from the famous Pine Ave and Anna Maria Pier. It's a rare find.

159 Crescent Drive, Anna Maria

$2,775,000

3 Beds ⋅ 2 Baths ⋅ A4534272 MLS

Full of Florida Charm and Recently Restored. Welcome to Buttonwood Cottage situated in the heart of Anna Maria Island on the Famous Pine Avenue. Every corner of this gorgeous home is full of designer details that exude OLD FLORIDA but with all the modern conveniences. Walkable to everything Anna Maria has to offer, so you can easily find your way back to this 3 bedroom, 2 bathroom beach style bungalow that comfortably sleeps 8 guests. This nautical inspired cottage has a modern feel with an open floor plan filled with space and ultimate comfort. Bright, lush landscaping and swaying palms welcome you with a front deck that is ideal for your relaxing morning coffee. Step inside and instantly feel the island vibes with all the treasures to take you home. Once you arrive, you literally never have to get in your car again. Stop off and get a coffee at a local cafe on your way to your morning beach walk, peruse the many shops and boutiques outside your door and enjoy a variety of restaurants offering fine dining, sunset views and live entertainment. This is one of those homes everyone dreams about owning. Make your dream come true!

405 Pine Avenue, Anna Maria

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