Anna Maria FL Real Estate, Homes, Condos for Sale

~~~. PLEASE SEE FLY THROUGH VIDEO LINK FOR AN AMAZING TOUR OF THE HOME ~~~ On one of the most coveted streets on Anna Maria Island! This home located at 223 OAK AVE on over 1/4 acre of land is an incredible ranch style home with outdoor living you will love. 223 OAK AVE is a 3 bedroom, 1 den (which can easily be walled off and made into a 4th bedroom) and 3 full baths. Starting at the front of the home, you will see this it's charm and elegance. There is a 2 car garage as well as a circular drive for plenty of parking when you invite friends and family over for entertaining, which is what this house is ready for. To the back yard, you'll love the amount of living space you will be able to enjoy throughout the year. Recently redone pool and a brand new outdoor kitchen with a built in gas grill, side burner, mini fridge, you'll love to have as meals as you can outside. An 8x3 granite island for dining, and so much room for cozy outdoor furniture to lounge in. The solar heated pool is ready for at the anyone to enjoy and the heated spa is ready for some relaxation. Head over to the very rarely found on the island boat house to take out the boat for sunset cruise or relax in an Adirondack off the canal to watch the water life of Florida. There is so many different and beautiful species of landscaping you HAVE to come see it for yourself. Inside the home you'll feel the warmth and beauty of this open floor plan. You'll love preparing meals in the open and fully equipped kitchen with gas stove, SUB ZERO fridge and complete with a view of the pool to keep your eyes on the action. The dining area is also directly off the kitchen with full view of all that is happening in the back yard. There is a full bath just off the living room with room for a mini office and has a full bath for inside use, but is also directly off the pool for easy access. There is also a large hall bathroom for the 2nd and 3rd bedroom to share. The master bedroom is large and around the corner from the other bedrooms for a bit of privacy and has a walk-in closet with built ins and a ensuite bathroom. This home is unique and amazing! It has never been a rental home, it's been well maintained and loved. It's a must see for anyone who has been waiting for just the right home in Anna Maria. Come see your new investment.

223 Oak Avenue, Anna Maria

$4,395,000

5 Beds ⋅ 6.5 Baths ⋅ A4564585 MLS

Island living at its finest! This stunning coastal home features 5 bedrooms and 6.5 baths and is designed with exquisite touches throughout. The home features wood grained tile that is perfect for island living, custom trim throughout, and comes turnkey furnished with unique designer details. The kitchen is a culinary dream with a large island that includes seating, state of the art appliances, quartz countertops, and a spacious pantry. The great room offers additional area perfect for entertaining complete with a dry bar and wine fridge. Relax in the heated pool with a beverage at the built in table or catch a few rays of Florida's famous sunshine on the spacious sunning shelf. The back yard is an oasis that also includes an in-ground spa surrounded tropical landscaping. This home is located 3 blocks from the Gulf and 1 block from Historic Pine Avenue. This home is also grandfathered in with Bert Harris, approved for sleeping 12 guests, and one of only 20 homes in Anna Maria who own this distinction. Don't miss out on this impeccable home and fantastic investment!

404 Spring Avenue, Anna Maria

$2,299,000

3 Beds ⋅ 3 Baths ⋅ A4563823 MLS

If you are seeking that particular, special spot where Old Florida, a peaceful street and superior location to the Gulf Beaches merge, look no further than this beautifully updated and well loved family home. As you approach, a well manicured lawn with tropical gardens and charming, porticoed patio greet you. The beachy entry beckons you into open living space of calm, soothing color, polished travertine flooring throughout and tasteful decor. The kitchen features corian countertops, custom solid wood cabinetry, a wide island, plenty of storage and a double pantry. Its location allows for camaraderie between the living room, sunroom and pool gatherings. The separate sunroom provides that additional living space - perfect for entertaining - and can be closed off from the living area with pocket doors. The Master Bedroom and Bath were added on to the original footprint in 2009. Sliding doors provide access to the backyard pool area. The Master Bath features double sinks and a stunning walk-in shower. Two additional bedrooms, two more full baths and a laundry room complete this spacious home. There is also a bonus room that is currently used for storage purposes. A large pavered deck with dining space surrounds the salt water pool with sun ledge. The pool area is caged, allowing for less maintenance, and looks upon the tropical landscaping with sheltering sea grape tree so reminiscent of that Anna Maria feel. All windows and doors are impact. Two AC units. Not offered turn-key furnished, but some furnishings may be optional. This has been owner occupied for 20 plus years and has no rental history but has every potential to be a dandy investment property. The ideal location to the sugar sand beaches and the shops and restaurants along Pine Avenue.

207 Periwinkle Plaza, Anna Maria

$2,100,000

2 Beds ⋅ 2.5 Baths ⋅ A4564081 MLS

Welcome to “ISLAND IN THE SUN” on beautiful Anna Maria Island. If you’re looking for the perfect “beach house” then this is it. This property has been updated and offers a fantastic location on the north end of AMI. This turn-key furnished beach house has so much to offer. "ISLAND IN THE SUN" has been well taken care of and is sure to please the most detailed of buyers. This property is easy to enjoy and own and has been completely renovated (including new roof, new siding, windows, and doors) with nothing left to do but have fun. As the popular song says “…When you’re on a holiday …On an island in the sun we’ll be playing having fun...” As you enter this newly renovated beach house you are greeted by an open concept great room that is overlooked by a designer kitchen. The great room offers vaulted ceilings that are custom with beautiful wood plank paneling, engineered hardwood flooring, and large impact glass windows and sliders that allow for ample natural sunlight. The coastal designed kitchen features white and sea blue shaker-style cabinets with a creative mermaid scale tile backsplash, crown molding, and gourmet appliances including French door refrigerator, range hood and center island. This property offers two Owner's suites: one offers a frameless glass enclosure and the other offers a tub/shower combo. Both ensuite baths offer luxury tile, designer fixtures and elegant accents. "Island in the Sun" invites for relaxing moments any time of the day, enjoy the gulf breeze and the Florida sunshine from the home's charming front and back porches with slider entry from the great room or both bedroom suites. This home defines outdoor living with an always inviting lagoon style pool, outdoor grill, and plenty of landscaping providing private relaxation. There's plenty of space in the backyard for entertaining family and friends. Island in the Sun is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay Beach offers narrow white sand beaches, amazing views of the newly constructed City Pier, the Skyway Bridge and the boats traveling back and forth in Anna Maria Sound. “ISLAND IN THE SUN” is a popular short term vacation rental with great rental history and future bookings. Schedule your private showing today to see all this home has to offer! 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.

509 Spring Avenue, Anna Maria

$2,750,000

4 Beds ⋅ 3 Baths ⋅ A4563556 MLS

Located on the north end of Anna Maria this home has stunning views of Tampa Bay and the Skyway Bridge. This 4BD/3BA home is beautifully appointed with coastal chic touches and lives big with open porches that look over Bayfront park. Well appointed kitchen with breakfast bar, spacious dining and living area that opens to the wrap around deck with water views. Updated baths and newer laminate flooring are the latest touches. Enjoy the tropical oasis that surrounds the patio and heated pool with umbrella covered sun shelf and cocktail table. The perfect spot after a day at the beach. Offered turnkey furnished, so just pack your bathing suit and flip flops and you are all set! Great vacation rental allowing for short term stays and rental bookings in place. Walk to the piers or stroll down Pine Avenue. This is the perfect location for enjoying all the north end of the island has to offer. Don't let this perfect slice of island life slip away!

403 N Bay Boulevard, Anna Maria

$3,495,000

4 Beds ⋅ 4.5 Baths ⋅ A4563731 MLS

Unbelievable views!! This newly renovated home in Anna Maria Island does not disappoint. With unobstructed views of the Skyway Bridge into Tampa Bay and a beautifully landscaped resort style backyard, you'll never want to leave home. This is the perfect combination of location and island charm. Home is only one block south of Pine Avenue with lots of shopping and restaurants in walking distance. Professionally decorated inside and out with beautiful attention to detail in every selection. The large great room with vaulted ceilings, and spectacular bay views make this home the perfect place to entertain or relax with friends and family. Take the elevator down to the gameroom and enjoy the indoor/outdoor entertaining space that opens up to the resort style pool and spa. This home has been approved by the city of Anna Maria for rental occupancy of 10 people and the Bert Harris follows the home on all future property sales. This home is being offered turnkey furnished and would make the perfect beach retreat or investment property with its great rental income history.

203 S Bay Boulevard, Anna Maria

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4563018 MLS

BEAUTIFULLY DESIGNED HOME IN ANNA MARIA HAS THE BEST OF BOTH WORLDS, CANAL ACCESS IN THE BACK WITH BEACH ACCESS ONLY 2 SHORT BLOCKS AWAY. THIS WAS A CUSTOM BUILT HOME WITH TONS OF FEATURES INSIDE AND OUT. INTERIOR INCLUDES ENGINEERED HARDWOOD FLOORS, SOLID WOOD CABINETS, SOLID QUARTZ SURFACES, IMPACT DOORS AND WINDOWS, VAULTED CEILINGS, 4 EN SUITES, SUBZERO FRIDGE, WOLF GAS RANGE, WINE FRIDGE, POOL ROOM WITH TRAVERTINE FLOORS, ALL DECORATED IN A CONTEMPORARY, COASTAL DECOR. OUTSIDE IS A LARGE COVERED ENTERTAINING AREA WITH A BAR, OUTSIDE DINING, RESORT STYLE POOL AND SPA, AND A BONUS ARTIFICIAL TURF PUTTING GREEN. WATER SIDE HAS A NEW DOCK AND SEAWALL WITH A 12'x35' BOAT BASIN WHICH CAN ACCOMMODATE A 32 FT BOAT WITH A 16K lb BOAT LIFT, AND HAS RECENTLY BEEN DREDGED. A PERFECT HOME FOR LIVING THE ISLAND LIFE OR USE AS A SECOND HOME VACATION RENTAL WITH A GROSS RENTAL POTENTIAL OF $350-400,000.

50 N Shore Drive, Anna Maria

$1,995,000

4 Beds ⋅ 4 Baths ⋅ A4563146 MLS

Charming, mix of modern + vintage home with many updates and 8 houses from the gorgeous Gulf of Mexico Beaches!! This 4 bedroom, 4 bathroom home is the perfect location in the City of Anna Maria and only 3 blocks away from Pine Avenue with boutiques and restaurants. As soon as you walk through the wooden gates, you are greeted by an outdoor lounge area with string lights, large table for outdoor dining and 2 rooms one for storage for all your beach toys and one to relax and make a drink at the bar. It is very secluded and private, its like your own little retreat with lush landscaping surrounding completely. The interior details of this home is something like you have never seen, classic vintage pieces mixed with modern touches and gorgeous chandeliers throughout the home. The stairs have stunning blue tiles and steps, the little details are around every corner and pops of color throughout. There is new vinyl flooring throughout, ideal for beach living. The kitchen is light and bright with open shelving, large farm sink, new quartz countertops, and backsplash wall. More upgrades include 3 new bathrooms with new showers and countertops, new irrigation and new dusk to dawn copper landscape lighting. You will love the natural light that comes through to the open concept living area where there is plenty of space for entertainment. Enjoy the gulf breeze on your front balcony that is directly off the living and dining room. There is another private small balcony off the master on the top floor. There is room for a pool too! Come and enjoy the island life today!

206 Palmetto Avenue, Anna Maria

$14,826,000

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

$6,549,000

5 Beds ⋅ 5.5 Baths ⋅ A4562757 MLS

BRAND NEW ISLAND CONSTRUCTION! This extravagant beach home offers rooftop water views and is just 1 block to the pristine beaches of Anna Maria Island. This brand-new home comes turnkey furnished and is crisp and modern with 5 bedrooms, 5.5 bathrooms that sleeps 10! Spend your mornings with coffee on the private balconies overlooking the pool and canal, soak in the jacuzzi after the sun sets, and have unforgettable island adventures. Walk or ride a bike everywhere because you are that close to all the action on Pine Avenue and Gulf Drive! After a day of living the island life, arrive to your beautiful coastal home with 2 garages and a private drive to accommodate 4 vehicles. The main living level is on the 2nd floor where you have a gorgeous open layout. Entertain family and guests in the great room surrounded by a spacious, plush living area set with sofas and a flat panel television. Set up the charcuterie boards on the kitchen island while the designated family chef prepares dinner. The kitchen features top of the line stainless steel appliances, ample quartz counter space and 2 additional dining areas for family to gather round at mealtime. Awaken refreshed from the 5 beautifully designed bedrooms with elegant decor, chic furnishings, luxury linens, bedside lighting to set the mood, and spa-like ensuite bathrooms. On the second floor you have 3 bedrooms with king beds all with ensuite bathrooms featuring step-showers, a 1/2 bathroom for guests use, and walk-in laundry room with a washer/dryer. On the 3rd floor you have a seating area complete with table and chairs, mounted flat panel television, and 2 primary bedrooms. The primary suites accessed by elevator or stairs both feature king beds, a private terrace, and walk-in closets. The ensuite bathrooms are sure to refreshen your senses whether you step into the large glass walled showers or soak away in the stand-alone tubs. Your backyard is simply beautiful surrounded by tropical landscaping and fenced in. The outdoor living area is a tropical oasis that is shaded yet has plenty of sunny lounging space. You can even launch a kayak or paddleboard from the back yard and adventure in and out of the inlets. Also featured is a bbq area, and the private heated pool with jetted jacuzzi is where you’ll spend most days after returning from the surf and sand. By sunset make way to the rooftop deck with your favorite island cocktail for impeccable views!

404 N Shore Drive, Anna Maria

$4,295,000

4 Beds ⋅ 3 Baths ⋅ A4562382 MLS

Welcome to "Sea Life Happy" 511 Magnolia Ave. This stunning CANAL FRONT HOME is deceivingly large and perfectly located close to everything Anna Maria has to offer. Beautiful beaches, the crystal blue waters of the Gulf, Pine Avenue, unique shopping, wonderful restaurants, and The Historic Anna Maria Pier, just to name a few. Anna Maria's beloved Community Center is also just down the road, offering fitness classes, youth activities, interesting lectures, Friday bingo (don't knock it til you try it), live theater and a wonderful concert series. Beyond location, there are so many special features this house has to offer. Step inside the bright and airy chef's kitchen boasting high ceilings, new stainless steal appliances, white cabinetry, island seating, large pantry, and a charming dining area with cozy window seat. A substantial addition was made to the original home in 2012 which added significant living and entertaining space including the comfortable family room, outside Balcony and entire 3rd floor. Living area offers plenty of seating and a game table for family fun night, sliding glass doors lead to a large covered balcony with a spiral staircase down to your private pool. The main floor of the home also features a cheerful office, 2 bedrooms and 2 bathrooms (one a master with walk in closet and en-suite), There is a well appointed laundry room with new washer and dryer, cabinets, counter space, plenty of storage and Central Vacuum Station. A wide staircase will take you to a 3rd level guest bedroom and a true OWNER'S RETREAT! A privacy entrance leads to a spacious master bedroom with 2 large walk-in closets and luxurious en-suite bathroom with double vanity, soaking tub and large separate shower enclosure. Now let's move on to the 2,000 sq ft of non conforming BONUS SPACE! This unbelievable home has a ground floor private guest suite large enough to accommodate a king bed and a full bed with a bunk above. Large closets and another full bathroom. Another door leads to an indoor game room and bar area, a favorite place to gather and relax after a long fun filled day on the boat. Take the party outside to the newly finished 2023 saltwater pool and spa. Your Oasis back yard includes an outdoor shower, privacy landscaping and lighting leading to a walkway between the mangroves (no seawall) to your dock and boat lift on the wide canal near the mouth of Bimini Bay with NO BRIDGES to the open waters of the Gulf of Mexico. The home also features an oversized 2 car garage with loads of storage spaces, a complete home Safeway Water Filtration System installed in 2020 as well as a reverse osmosis system in the kitchen, New AC Units, and the roof was completely refitted with all new screws and flashing this year. Currently functions as a second home and successful vacation rental, you cannot miss seeing this spectacular family home.

511 Magnolia Avenue, Anna Maria

$3,999,000

5 Beds ⋅ 3.5 Baths ⋅ A4561981 MLS

Paradise awaits in this lovely 5 bedroom, 3-and-a-half-bathroom home in the heart of Anna Maria Island. This property could be perfect as your permanent home or to use as a vacation rental. It can be rented for up to 12 occupants at a time. The house is steps away from the captivating tropical waters, The Rod & Reel pier and the white sandy beaches of the Gulf of Mexico. The bustling shops and exquisite restaurants of Pine Avenue are just a short walk as well. Once you enter this home, you will fall in love with its elegant splendor. Each room has an abundance of natural light entering from the grand windows and patio doors. It is tastefully decorated with luxury finishes throughout. This home contains a gourmet kitchen that is well-equipped with high end appliances, indoor and outdoor dining areas including counter seating in the kitchen. There are two spacious but comfortable living rooms, and the convenience of an elevator that services all levels. A powder room is located off the main living area, and beautiful outdoor decks are located just off the kitchen and main living area. The large ensuite master bedroom is absolutely stunning with a set of French sliding doors leading to a balcony for enjoying the warm sunshine and tropical breezes. Two of the bedrooms are connected by a “jack and jill” bathroom, and there is a cute bunkroom that children of all ages will enjoy. The expansive lanai contains a large swimming pool with hot tub, pool table, outdoor shower, 70” TV and bar seating for 10 to enjoy outdoor meals or just relaxing in what feels like your own private resort. This home is being sold furnished with a list of exclusions provided by the seller. You don’t want to miss out on this one-of-a-kind elegant gem! Please call us to schedule your private showing today.

753 Jacaranda Road, Anna Maria

$3,450,000

4 Beds ⋅ 3 Baths ⋅ A4561515 MLS

“Living the Dream” embraces all that is the beauty, joy, and adventure of Anna Maria Island: Low Rise, Low Key, Friendly Vibe, and a Water Wonderland. This beautifully renovated 4 bedroom and 3 bath pool home on a Bimini Bay canal offers you a full-time island home, second home, or investment rental opportunity. This is a successful vacation rental home on the quiet North End of Anna Maria Island that gives you easy access to the nearby neighborhood restaurants, shops, bars, marinas, and the Anna Maria City Pier. Plus the path to direct Tampa Bay water access is directly across the street. And the Gulf beaches are just a bike ride away. This canal gem is accented by an awe-inspiring view down the canal where memorable sunsets will inspire you throughout this home. The Open Plan embraces a spacious Great Room, Kitchen, and enclosed Lanai. The split bedroom plan accommodates multigenerational guests with two bedrooms and a full bath next to the Great Room and one twin bedroom and bathroom on the east side of the home plus a media room with direct access to the pool deck. Then up to the private Master Bedroom with en-suite master bath, walk-in shower and sitting area. And the private deck overlooks the beautiful canal and resort entertainment area which includes the Pool deck, Boat Deck, Outdoor Bar and Grill area. And you can control the temperature of your pool, warm or cool, with your cellphone. The new dock accommodates up to a 25 ft. boat. This is Island living at its best. Please Contact us today for your private tour.

703 S Bay Boulevard, Anna Maria

$2,250,000

3 Beds ⋅ 3.5 Baths ⋅ A4561210 MLS

This charming elevated Anna Maria Island home is on a wide canal and is located on the north end of the island. This three bedroom, three and a half bath house is spacious and perfect for boaters! Enjoy the open concept living area and 2 sets of sliding glass doors to step right out onto your large balcony. Enjoy the beautiful view and watch the dolphins and manatees frolic in the water. This home is welcoming and has so much potential, with just a little TLC make it your own with special touches. The rooms are all very specious and have colorful fun wallpaper in each bathroom. Enjoy the large backyard, plenty of room for a pool to add. Fish off the dock or hop on your boat for a sunset cruise, there are no bridges going out to Tampa Bay. Plenty of room for parking with a 1 car attached garage, 1 spot carport, workshop and 2 huge driveways. Come take a look today, you don’t want to miss this!

519 Loquat Drive, Anna Maria

$5,695,000

4 Beds ⋅ 4.5 Baths ⋅ A4559508 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

$1,995,000

3 Beds ⋅ 2.5 Baths ⋅ A4560581 MLS

Welcome to Sea Haze Cottage. This waterfront retreat is situated on a deep water canal with direct access to Tampa Bay on the northern end of Anna Maria. Offered turnkey furnished with a coastal flare this home is vacation rental ready with future rentals on the books. Impeccably maintained this 3BD/2.5BA home features a great room design with tongue and groove ceilings, open kitchen with center island and a split bedroom plan. Open the living area to the covered patio to create and extended living area as that is where you will want to spend your time. Head out to the dock and drop a line or grab your paddle board and head out on the water. There is a boat dock and 10,000 lb lift too. Great outdoor space with heated pool and spa and a sun shelf with umbrella for lounging. Hot/cold outdoor shower, 1 car garage and there is even central vac. This home is perfect for year round living or your island getaway and bring in some rental income too. Just a shot stroll to dining and shopping and all those wonderful perks that island living offers. Don't let this great slice of island life slip away!

524 South Drive, Anna Maria

$2,459,000

3 Beds ⋅ 2 Baths ⋅ A4560240 MLS

Welcome to Glory Days. An amazing home at the North end of the island, Anna Maria, that gives you absolutely everything you need for a home to call your own or continue to use as an investment home and use it when you need a taste of sunshine. Glory Days is a Spanish Mediterranean home with abundant character throughout. With an amazing location! So close to the renowned beaches of Anna Maria only 1.5 blocks away, you'll have the ability to quickly walk, ride a bike or take a golf cart to park yourself on the sand, soak up some sunshine or enjoy an amazing sunset. If you are looking for outdoor living, this is your home. Mature landscaping, large pool, spa and sitting areas in throughout so people can spread out. Enjoy the sunshine by the pool, but you also have the option to never miss any of the action if you prefer a screened porch. The best of both worlds! Glory Days is a 3 bedroom home with 2 baths. The master Ensuite is upstairs with a large bathroom and a cozy deck to enjoy your morning coffee, enjoy a book or watch the action in the spectacular pool. As you enter the front door, you will immediately feel welcomed. A large living room just off the kitchen completely redone in 2015 with large gas stove and room for everyone to have space to cook or just grab a stool, a drink and hang out with the cooks. People can also enjoy space in the converted lanai with full AC to use as a work area or just another living room. The other two bedrooms are on the main floor off the living and dining room. Glory Days is nothing short of glory. An amazing home that has been loved and enjoyed. Come see your new home!

206 Archer Way, Anna Maria

$5,985,000

A4560067 MLS

LIVE ON THE BEACH!! AMAZING LOCATION. SELLER WILL SELL EITHER LOT 24 OR 25. BOTH FULLY APPROVED TO BUILD. Rare opportunity to build single family home with a POOL directly on Bay on the North End of Anna Maria Island with spectacular views of Sunshine Skyway Bridge! This amazing Location is 15 homes away from Rod and Reel Pier! Imagine building your dream vacation home watching dolphins and manatees play as you watch the sunrise with your morning coffee in your own back yard.

839 N Shore Drive Unit LOT 24 OR 25, Anna Maria

$4,650,000

6 Beds ⋅ 6.5 Baths ⋅ A4559375 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. Don’t miss this one!!!

421 Pine Avenue, Anna Maria

$6,450,000

3 Beds ⋅ 2 Baths ⋅ A4559354 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

$1,795,000

2 Beds ⋅ 2 Baths ⋅ A4558984 MLS

Surrounded by cozy outdoor spaces this adorable beach cottage is calling your name. Directly across from the beach on the north end of Anna Maria this 2BD/2BA home is perfect for year round living or make it your beach retreat and then rent it as short term rentals are permitted too. Features include open living space with built in cabinetry and buffet, a grand kitchen with high ceilings, center island with butcher block top, dining area, breakfast nook and an adorable walk in pantry that any cook will love. Lots of windows allow for wonderful natural light. Between the bedrooms is a built in office nook with work area and cabinetry for lots of storage. The master suite features his and her walk in closets and spacious bath with washer and dryer. The bonus room could easily be converted to a 3rd bedroom but is currently used as a tackle room and workshop. It is a great space with wood tile floors and double doors that open to the parking area. The quaint fenced yard has a lovely deck area for al fresco dining and grilling out and is surrounded by gardens and also has a custom tiled hot/cold outdoor shower that is just perfect after a day at the beach. Cozy courtyard sitting areas covered by trellis's are the perfect spot for curling up with a good book or sipping on a glass of wine. You must see to appreciate all this beach cottage has to offer. Kick back and enjoy the warm gulf breezes from this perfect little slice of island life.

760 North Shore Drive, Anna Maria

$23,000,000

4 Beds ⋅ 6.5 Baths ⋅ A4559308 MLS

Elevating the very definition of beachfront living. Rarely does a property of this caliber, set on over 1 acre, with direct gulf access come to market. It cannot be duplicated with today’s setback rules. In a class of its own, experience the north shore of Anna Maria Island’s Bean Point’s private coastal hideaway overlooking the wondrous ribbon of the turquoise waters where Tampa Bay meets the Gulf of Mexico. A complete re-design transformed this original 1973 structure into a brilliant modern design with all of today’s form and features. As the private motorized gate opens, you will be impressed by the 400’ palm tree-lined drive, leading to the resplendent 4-story luxury residence with a waterfall feature and glorious water views. The thoughtful design has open, light-filled spaces with 270-degree views, completely fenced for privacy. The main living area includes a dazzling kitchen with a chef’s cook center and wet bar, dining, and living areas that extend onto gracious outdoor terraces. All levels accessed by elevator, include 5-6 bedrooms, with the top floor solely dedicated to the owner’s retreat. The raised pool deck is unique, and the grounds are designed for minimum maintenance. Let the real world fall away as you experience the day’s daily symphony of colors, sights, sounds, and extraordinary sunsets. North Anna Maira is known for its quieter beaches, funky Old-Florida feel, and easygoing island spirit while seeing a transformation of many luxury residents along the island. Qualified interested parties are invited to experience a one-of-a-kind opportunity in this region with access to endless arts and culture, sports and recreation, golf, delicious dining, nearby mom-and-pop shops, and, of course, our beautiful Gulf Coast beaches.

811 N Shore Drive, Anna Maria

$899,000

2 Beds ⋅ 1 Baths ⋅ A4557326 MLS

Welcome to 305 Palm Ave in the city of Anna Maria. This home is one of the few existing ½ duplex properties located in the city. The home is a concrete block construction and shares the common center wall with the full-time neighbors next door at 305 Hardin Road. Inside the home you will find two good-sized bedrooms, one bath and a large combination kitchen, dining, and living room. The décor can be described as beachy chic and the home is being sold turnkey furnished. The kitchen had been updated with newer cabinets and glass tile backsplash. Off the kitchen is an enclosed porch and dining area which also has a hidden stacked washer and dryer inside. The original carport has been turned into an enclosed screen porch. The property is large enough for a pool and the existing shed could be converted into a cool tiki bar. Should you decide to use this as a seasonal rental it can accommodate up to six guests. The home is a short two block walk to one of the Island’s most beautiful gulf beaches. This beach has huge Australian Pines providing shade during those sizzling summer days. You are also two short blocks from all the shopping and dining on Pine Ave, the Waterfront Restaurant, and the famous City Pier. The Anna Maria Community Center is just down the street with tennis and pickle ball courts, an open to the public gym and numerous Tribute concerts through-out the year. All these can be enjoyed for a nominal fee. Come see you little piece of paradise. It will not last long.

305 Palm Avenue, Anna Maria

$1,995,000

3 Beds ⋅ 2 Baths ⋅ A4558697 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

$2,795,000

4 Beds ⋅ 3.5 Baths ⋅ A4555806 MLS

This charming, elevated Florida home is perfect for a quiet getaway vacation. Located on a quiet dead-end street and a canal on the north end of Anna Maria Island. This 4 bedroom, 3.5 bathrooms home is newly updated and remodeled with a colorful and playful decor. As you walk in, you are greeted by natural light throughout with high ceilings and plenty of windows. Enjoy gorgeous views of Tampa Bay in one direction and the whole length of the deep water canal to Bimini Bay from the other- it doesn't get better than that! The home has an open floor plan with a wood burning fireplace in the living room and a large, screened deck off the back. There is also a covered deck in the front. Downstairs has a large outdoor shower and a brand new heated pool surrounded by low maintenance turf all around. Very private and secluded, plenty of storage on ground floor for all your water toys. The property has a dock and a 10,000lb boat lift with 60 feet of water access at the end of a large canal. Walkable distance to Anna Maria’s shops, restaurants and the City Pier and the sugar sand beaches and turquoise waters of the Gulf are just a few blocks away. Also, practically across the street is access to the Bay Beach which is great for kayaking and swimming. Offered furnished with a list of exclusions provided by the sellers. Schedule your private showing today.

805 S Bay Boulevard, Anna Maria

$2,875,000

5 Beds ⋅ 4 Baths ⋅ A4558338 MLS

You won’t want to miss this very unique Canal front duplex on the North end of Anna Maria Island! With Bay Beach access right across the street and being right on the canal, you truly have the best of both worlds! The ground level has 2 bedrooms and 1 bathroom and is 840 sq ft. The 2nd level has 3 bedrooms, 3 bathrooms and is 2,085 sq ft. The ground level is cozy and quaint, perfect for investment if you want to rent the space out. The 2nd level was renovated in 2017 and features vaulted ceilings and multiple balconies with views. The Chef’s kitchen features a 2020 Subzero refrigerator, Miele combi steam oven, wolf 5 burner gas cooktop, large pantry and more! The master bedroom is set up as an in-law suite with a separate entrance and AC, kitchenette, 2-person walk-in shower & bathtub, double vanity, large walk-in closet & office set up to be owner’s lockout, entertainment center & a second closet. There is a garage as well as additional parking that allows for up to 12 cars, which is unheard of on the island. There is also an elevator shaft ready for a future elevator plus the upstairs is wired for backup power. Two storage areas that allow plenty of storage space for all your beach toys or transform the space to a game room. With gorgeous canal views throughout the home, you can enjoy sunsets and watching the nature. Take a dip in the large heated salt-water pool with Bahama Shelf and seats with jets for relaxation! Fish off the 20ft boat dock or hop on kayaks or paddle boards to take a stroll down the canal. Conveniently located right down the street from the heart of Anna Maria’s Pine Avenue that has so many boutiques and restaurants. Schedule your showing today!

707 S Bay Boulevard, Anna Maria

$2,875,000

5 Beds ⋅ A4556883 MLS

You won’t want to miss this very unique Canal front duplex on the North end of Anna Maria Island! With Bay Beach access right across the street and being right on the canal, you truly have the best of both worlds! The ground level has 2 bedrooms and 1 bathroom and is 840 sq ft. The 2nd level has 3 bedrooms, 3 bathrooms and is 2,085 sq ft. The ground level is cozy and quaint, perfect for investment if you want to rent the space out. The 2nd level was renovated in 2017 and features vaulted ceilings and multiple balconies with views. The Chef’s kitchen features a 2020 Subzero refrigerator, Miele combi steam oven, wolf 5 burner gas cooktop, large pantry and more! The master bedroom is set up as an in-law suite with a separate entrance and AC, kitchenette, 2-person walk-in shower & bathtub, double vanity, large walk-in closet & office set up to be owner’s lockout, entertainment center & a second closet. There is a garage as well as additional parking that allows for up to 12 cars, which is unheard of on the island. There is also an elevator shaft ready for a future elevator plus the upstairs is wired for backup power. Two storage areas that allow plenty of storage space for all your beach toys or transform the space to a game room. With gorgeous canal views throughout the home, you can enjoy sunsets and watching the nature. Take a dip in the large heated salt-water pool with Bahama Shelf and seats with jets for relaxation! Fish off the 20ft boat dock or hop on kayaks or paddle boards to take a stroll down the canal. Conveniently located right down the street from the heart of Anna Maria’s Pine Avenue that has so many boutiques and restaurants. Schedule your showing today!

707 S Bay Boulevard, Anna Maria

$6,195,000

4 Beds ⋅ 4.5 Baths ⋅ A4558015 MLS

Pre-Construction. To be built. Stunning, new construction home with 4 bedrooms, 4.5 bathrooms located on the exclusive Bean Point area of Anna Maria Island. This 9,100 sq foot lot sits at the end of a quiet cul de sac and opens onto a wide waterway. The waterfront home is situated to take advantage of sunsets from every room. The open floor plan flows seamlessly to a large deck overlooking the pool and waterway giving you an exceptional indoor/outdoor living feel. The Chef's kitchen is a dream and includes high-end, built-in Sub Zero and Thermidor appliances, gorgeous custom cabinetry, quartz counter tops and a walk-in-pantry. Entertain at your full service bar featuring a beverage and a wine fridge. Completing the main living level is a private office/den. There are 2 oversized master suites with walk in closets, exquisite bathrooms and sliding glass doors opening to expansive decks. The additional 2 large en suite bedrooms also have incredible views. Other features include security, sound and Lutron lighting systems, large 2 car garage, separate golf cart garage with additional laundry, elevator and more. The backyard oasis may be your favorite as there is a full outdoor covered kitchen and living area with a grill, stove top, sink, ice maker, beverage fridge and fire table. Dine on the oversized island with quartz countertops and a TV to complete the outdoor entertaining space. Enjoy your sleek, resort style heated pool with Baja entry and covered spa. For the fishermen, there is a large dock with a lift to store your boat or fish off the dock. It is just a short stroll from the shops and restaurants of Pine Ave and the world-renowned beaches of Anna Maria. Offered turnkey furnished by a professional designer with all of the high-end amenities and furnishings you would expect in this luxury property. Dock your boat and make this piece of Anna Maria Island paradise your own!

111 Gull Drive, Anna Maria

$2,595,000

4 Beds ⋅ 2 Baths ⋅ A4556347 MLS

****HUGE 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 will provide 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.

868 N Shore Drive, Anna Maria

$2,145,000

3 Beds ⋅ 2 Baths ⋅ A4558008 MLS

Look no further as this perfect slice of island life awaits. Located on the north end of Anna Maria with easy access to Pine Ave, this completely renovated 3BD/2BA furnished beach home is perfect for year round living or a vacation rental home. No detail has been overlooked and has been impeccably maintained. Upon entering you are welcomed by a spacious open living space with washed wood tile floors, crown molding, wood plank ceilings throughout and the impact windows allow for an abundance of natural light. The crisp white kitchen features a Sub Zero refrigerator, nautical lighting and a contrasting center island that is ideal for your friends to gather round and enjoy a glass of wine. Ample dining space off the living area that is adjacent to the kitchen makes it easy for entertaining. The master suite has an ensuite bath with a double vanity and walk in shower, or step out to the private oasis to the hot/cold outdoor shower if you prefer. The second bath features double vanity and tub/shower. Wait there is more. The large bonus room off the living area opens to the pool and works perfect for overflow guests as it has a queen size murphy bed and can be closed off for privacy or could also make a nice family room. The private back yard is completely fenced and offers lush tropical landscape that surrounds the paver lined heated pool and spa. There is plenty of patio space for the barbecue grill and outdoor dining poolside or just lounging in the sun. There is a rear entry one car garage with built in storage and laundry. This home is in a great location and is just steps to the beach access which is just right around the corner making it easy to enjoy your evening sundowner and celebrate the end of a perfect AMI day. This home checks all the boxes with its island charm, beautiful appointments and makes a perfect vacation rental too. Don't let this perfect slice of island life slip away!

706 N Shore Drive, Anna Maria

$5,795,000

4 Beds ⋅ 4 Baths ⋅ A4556884 MLS

Modern Island Oasis - A luxurious one level raised living canal front home with elevator on the north end of Anna Maria Island. This 4 bedroom, 4 bathroom home with den has just the perfect pop of color throughout. It is completely custom designed from top to bottom in luxurious materials and finishes. 54 solar electric panels provide almost 100% of energy. The home features porcelain tile floors that flow into the kitchen and maintain its sleek modern lines through the Cuccini Ricci designed Italian cabinetry and hardware. The kitchen island is made from GEOS recycled glass and incorporates flecks of the bright blue tones which are seen throughout the house. The Chef's kitchen boasts Thermidor appliances including, induction cooktop, double oven with steam and convection, full size column wine cooler, refrigerator/freezer; microwave drawer, and two dishwashers. Additionally there are two kitchen sinks, with Axor fixtures. The dining room showcases a natural stone square table that sits beneath a stunning Oggetti Bolle chandelier with glass orbs in various colors. The large, impact windows allow for natural light to shine throughout. The canal porch off the dining room is perfect for outdoor dining and entertaining. It has motorized screens that come down with a push of a remote for insect control. The separate large private upper level pool porch offers plenty of seating for relaxation, cocktails, and meals. The ensuite master is a retreat unto itself with a rectangular tub, lighted mirrors, 2 sinks with turquoise Aconite countertops and custom cabinets and closets. There are unique contiguous indoor and outdoor showers. You can enjoy a totally private shower amidst tropical foliage. The other three bedrooms and den have unique touches and details for ultimate comfort. The second master has a handicapped accessable shower. Exercise in the two lane 65-foot solar heated lap pool and hot tub surrounded by lush landscaping and greenery. There is plenty of room for lounging and eating around the pool. When finished swimming or returning from the beach, enjoy the large enclosed outdoor shower. Launch kayaks or paddle boards from the floating kayak dock for easy access to Bimini Bay and Tampa Bay!

226 Willow Avenue, Anna Maria

$1,899,000

3 Beds ⋅ 2 Baths ⋅ A4557310 MLS

Mesmerizing Views of Tampa Bay, Egmont and Passage Keys, the Sunshine Skyway Bridge and the all time favorite, Rod and Reel Pier await you from this elevated 3 bedroom/2 bath home in Anna Maria Village. Tile flows throughout the open living space complete with all impact windows and sliders, plantation shutters, multiple built-ins, and fans in every room. The kitchen provides an island cook top and oven, track lighting, granite counter tops and stainless appliances. The third bedroom is currently used as an office and includes a separate sitting room. Decks overlook the sights and sounds of Tampa Bay on both living levels. There is also a deck overlooking the backyard off the master bedroom, a ground level garden deck, and exterior stairs afford access to the full rooftop deck. Just the perfect location to capture the breezes bringing the outside in and watch the world go by. Furnished less personal exceptions.

872 North Shore Drive, Anna Maria

$2,750,000

3 Beds ⋅ 2 Baths ⋅ A4557380 MLS

VIEWS, LOCATION, and STORAGE are what make this N end island home hard to beat! This light and bright 3BD/2BA home offers stunning views! Whether you are cooking, dining or just relaxing after a long day, you will enjoy over 70 ft of open water views of Tampa Bay. The location is tough to beat being on the very N end of Anna Maria just steps to the bay, Bean Point and Rod n Reel Pier -direct beach access right across the street! Need to store your classic cars, beach toys, RV or boat, this home is the perfect fit for you. A colossal 2 car garage over 14ft high and an additional 3rd garage allows for storage unlike no other. Keep all of your prized possessions in one spot! Utilize the extra space in the 3rd garage for a workout room, game room, or workshop – options are endless! After a day at the beach, come home and relax in the open floor plan this home offers. The kitchen with counter seating opens up to both the dining room and large living room – all with water views! Step out through the pocket sliding doors to the covered porch where you can enjoy the sights of island nature, sounds of the water, and the endless views of the Bay and Skyway Bridge all while enjoying your morning coffee or afternoon cocktail. Retreat to your primary bedroom with ensuite bathroom, 2 walk-in closets, and a sliding door leading to the back patio. Additional 2 bedrooms and full bath are on the other side of the home. Other offerings include large lot, interior laundry room, dumbwaiter, backyard with room for a pool, outdoor shower, multiple porches, and short term rentals allowed. Whether you are looking for your full-time island home or vacation get away/investment, this fabulous property is ready for you! Call to schedule your private viewing today - easy to show on short notice. Make sure to check out the walk thru tour!

864 N Shore Drive, Anna Maria

$5,549,000

5 Beds ⋅ 5.5 Baths ⋅ A4556692 MLS

Pre-Construction. To be built. Welcome to this stunning coastal modern 5 bedroom/5.5 bath home on a large 7,700 sqft lot that is just a short stroll from Pine Ave and the world renowned beaches of Anna Maria. The thoughtfully designed custom home offers an amazing floor plan with the highly desirable kitchen/dining/living layout and two master suites all on the main living level. Additionally, there is an office/den and a laundry room. The space will seamlessly blend the indoors with the outdoors through the use of large sliding glass doors that lead you to an expansive deck that overlooks the pool. On the third level you will find 3 bedrooms and a family room perfect for movie nights after a long day at the beach. Just off the family room you will find stairs that lead you to your rooftop deck, giving you endless sunrises and sunsets. Other features include a 3 car garage, elevator, high-impact windows, custom cabinetry, quartz counters, high end appliances and the list goes on. Plans available upon request. One or more photo(s) have been virtually staged. Optional HOA is $100.00 per year which allows you access to a dock.

132 Crescent, Anna Maria

$2,585,000

3 Beds ⋅ 3 Baths ⋅ A4556761 MLS

Island Living at its best! This charming beach home with gourmet kitchen, large open living area, 2 bedrooms and 2 bathrooms in main house connected by a shared balcony to a separate cozy guest cottage with another bedroom, bathroom, living room, with pullout sofa, efficiency kitchen, and second laundry. Perfect for 2 families vacationing together or families with older children needing their own space. The property has a coastal cottage feel with wide plank pine floors, high ceilings, slip cover furniture with cottage accents throughout. Downstairs you'll find a paved open air and covered dining and entertaining area with a gated heated pool surrounded by tropical landscaping making entertaining a breeze both inside and out. Tranquilly located on the desirable North End of Anna Maria, close to beaches, The Rod and Reel Pier, Pine Avenue restaurants and shopping. This Unique property is a must see!

246 Gladiolus Street, Anna Maria

$11,500,000

4 Beds ⋅ 4 Baths ⋅ A4555240 MLS

Enjoy panoramic views of the Gulf of Mexico and miles of sandy white beaches from this Estate size Gulf front lot on the exclusive North End of Anna Maria Island with Riparian Rights and plenty of room for a pool and loads of potential for any additions. The main house, built in 2005 features open great room concept with a large kitchen with breakfast bar, 3 bedrooms, 3baths, inside utility room, and a large waterfront porch. The Master bedroom encompasses the whole top floor featuring a large master bath, his and her walk-in closets and plenty of storage all opening out to an additional large waterfront porch. There is also an elevator to both floors, as well as interior staircase. The home also features a huge enclosed garage with tons of storage for all the beach toys & beach accessories and an elevator to both living floors as well as interior stairs. A small original guest/caretakers' cottage is on the street side of the property with the address of 767 North Shore, for a total of 5 bedrooms, 5 baths.

769 N Shore Drive, Anna Maria

$2,895,000

4 Beds ⋅ 3 Baths ⋅ A4556628 MLS

This 4 bedroom, 3 bathroom waterfront home on a canal with spectacular outdoor space with multiple decks and both bay and canal views! The home is situated at the north end of the island within an easy bike or golf cart ride to Anna Maria's Pine Avenue shops, the bayside beach, Anna Maria City Pier and gulf-side beaches! The home's ground floor has a one car garage an indoor/outdoor space with sitting area, TV and extra fridge. The pool is heated and the spa provides some extra warmth and relaxation at the end of hard day at the beach. The home has a great backyard area with an outdoor shower and there is small private dock perfect for wetting a line or launching your kayak! The main floor is a gorgeous open concept living, dining, kitchen area. The huge kitchen island and breakfast bar has counter seating with stainless steel high-end appliances. You will be able to whip some fabulous meals at home or prep some libations for entertaining on one of the home's spacious covered balconies! There are two balconies on the first floor alone off both the front and back of the home with plenty of seating! The main floor has the master suite with closet, TV and en-suite full bathroom with tub/shower combination accessible from the living room as well. The top floor has 3 additional bedrooms. There are two additional covered decks off the front and back with bay and canal views respectively. The best of both worlds, this home has so much to offer!

607 S Bay Boulevard, Anna Maria

$3,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4556029 MLS

Under Construction. You will love this newly built island coastal 4 Bed 4.5 Bath Pool home in The City of Anna Maria. Open living spaces, custom detailed kitchen, vaulted and soaring cathedral ceilings, designer finishes throughout. Enjoy Gulf to Bay views from the rooftop deck. Relax and soak up paradise by the gorgeous, heated pool and spa. Beautiful Gulf and Bay views from the rooftop deck. Prime location in the heart of the city. Short walking distance to beaches, shopping and restaurants. Turnkey furnished with Rental income projected over $300,000. This is island living at its best!

608 Rose Street, Anna Maria

$11,950,000

5 Beds ⋅ 5.5 Baths ⋅ A4556020 MLS

Under Construction. Gulf Front Luxury Living is at its Absolute Best in this Exquisite Estate in the Heart of Anna Maria! It will be love at first sight when you enter this stunning newly-constructed 5 Bedroom, 5.5 Bathroom Gulf Front Estate. This home has it all including endless views of The Gulf of Mexico. With almost 5,000 square feet under air, this home features expansive living spaces with custom, designer finishes and built-ins throughout. First, enter through the Grand Foyer where you will be mesmerized by the breathtaking views of the sparkling waters of the Gulf of Mexico. Next, take the master staircase or commercial-grade elevator to the open-concept, main living area which features an oversized, luxurious living room with views of the crystal blue waters of the Gulf as you look out through the floor-to-ceiling, pocket sliding doors containing the highest quality windows. The main living level also features a gorgeous Gulf front dining room, detailed gourmet chef's kitchen with separate walk-in pantry, conversation full bar sitting area with a walk-in, temperature-controlled wine refrigerator and a custom outdoor kitchen on the lanai. Then, continue up the grand staircase to your private hideaway master suite which includes an oversized bedroom, sitting and lounge area, balcony, walk-in designer closet, large designer bath area with spectacular finishes and, of course, more amazing Gulf views! This floor also features two additional guest suites. Back on the ground level, the expansive Gulf-front swimming pool and enormous surrounding deck offers significant, additional entertaining space. The huge pool has a central, negative-edge spa perfect for entertaining and fun. The pool deck also features a lounging and dining areas and large activity area covered in all-weather, no maintenance professional turf. Professional landscaping placed with privacy in mind, a 4-car garage and a paved driveway with plenty of room for both owner and guest vehicles. All of this and you are a short stroll from the shops and restaurants of Anna Maria. Call me today to make your dream of owning an exquisite, luxurious Gulf-front Estate a reality!

809 N Shore Drive, Anna Maria

$1,400,000

2 Beds ⋅ 1 Baths ⋅ A4556384 MLS

This is your chance to own a piece of Anna Maria Island history for the first time in over 40 years! Located on the northwest corner of Spring and Tarpon, this home is thought to be the first dwelling to go up in the Anna Maria Beach Resort in 1905. Called "Pioneer Cottage," it was first occupied by developer George W. Bean, then sold in the 1920s. Current owner has done many updates to the property while staying true to the original charm of the 2 bedroom, 1 bathroom cottage. All windows have been replaced with hurricane-rated windows and each of the mini split A/C units are new. Some of the many other amenities of the home includes a tankless on-demand hot water heater, a full home solar system that was installed in 2015, and an electric box upgrade to 220 amp. This is a great little cottage in the heart of Anna Maria Island’s north end and sits just a short stroll to Pine Ave's shops, arts and eats. The Rod ‘n Reel Pier, City Pier, Bayfront Park, Gulf beaches and The Center are all an enjoyable walk away. This cottage is the epitome of island time lifestyle ideal for a winter getaway cottage or as a charming short term rental offering travelers the opportunity to step back in time at this iconic cottage on Anna Maria Island. Call to schedule your private tour today.

428 Spring Avenue, Anna Maria

$1,995,000

3 Beds ⋅ 2 Baths ⋅ A4555734 MLS

This 3 bedroom, 2 bathroom home is located on the very sought out street of North Shore Drive in Anna Maria on a HUGE lot!! With partial views of the bright blue Bay waters from your balcony. Right across the street from the Bay beaches, bring your kayaks and paddleboards right in. There is so much opportunity and potential with this property, remodel and make it your very own style. With a clean slate, this home is unfurnished and has brand new stainless steel appliances in the kitchen. With so much natural light shining through and a large balcony in the front and a quiet balcony in the back, you can sit and enjoy your coffee and relax with the Bay breezes. Huge backyard to add a pool and landscaping to design your own private backyard oasis. Don't miss this one as it has so much potential to be something really special.

848 N Shore Drive, Anna Maria

$2,499,000

4 Beds ⋅ 3 Baths ⋅ A4554950 MLS

Located on the North end, this highly successful vacation rental home is the perfect getaway to enjoy the white sands and crystal-clear waters distinctive to Anna Maria Island. Ground level, 4-bedroom/3-bathroom, turn-key furnished home was completely rebuilt in 2011 by Mark Kimball Construction. Two of the four airy bedrooms are ensuite. The interior welcomes you with an open floor plan and vaulted ceilings leading you to the heated pool and private backyard oasis. Outdoor entertainment is highlighted with a new turf putting green, ample space for a game or two of cornhole, a separate table tennis area, and plenty of room to lounge and grill on the surrounding paver pool deck while enjoying the secluded and serene tropical environment. Prime location, steps away from sunrise on Tampa Bay and a short walk to sunset at the exclusive Bean Point beach, local island shops, and restaurants-you’ll never have to leave!

260 Gladiolus Street, Anna Maria

$4,999,000

4 Beds ⋅ 3 Baths ⋅ A4555308 MLS

Tropicottage is stunningly located right on the beach with sunrise views over Tampa Bay, this is one of the most unique and breathtaking locations on Anna Maria Island. Newly designer remodeled and refurnished in 2021, Tropicottage welcomes you with joyful island style furnishings and decor, crisp, comfortable bedding, and every amenity to make your stay unforgettable. A relaxing and comfortable getaway ideal for a family or group where you can dine alfresco, sunbathe, play mini golf, swim, and walk the beach. We’ve lovingly remodeled and refurnished this mini compound, with a main house and a guest cottage, as a charming island getaway. Tropicottage is located just minutes to the heart of Anna Maria village with restaurants, bars, and boutiques. Nestled in the quintessential AMI north end neighborhood, this is the perfect place to rent a golf cart and bikes for riding to dine and shop. The home features a lush, tropical courtyard with a heated pool, lounge chairs, outdoor dining and seating areas. Adjacent to the pool is the converted garage, the ultimate man cave with a relaxed, beachy vibe complete with full bar, ping pong table, large flat screen TVs, and comfortable sofa seating area. The main house offers a well-appointed kitchen with all new appliances and an island inspired dining table with seating for 8. The great room is the heart of the home with designer furnishings and doors that open to the beach and your own putting green. Downstairs are two beautifully appointed guest bedrooms and a full guest bath. Wake up to watch the sunrise over the bay in the “orchid room” and walk out the double doors right to the beach. In the downstairs “cloud room” your guests will be delighted by the custom coastal bunk beds with a door that opens to the pool courtyard. The second-floor master bedroom suite includes a king bed with new mattress, en-suite bathroom, desk, TV, balcony overlooking the bay for sipping sunrise coffee, and a large sun deck with lounge chairs and seating, all with sweeping views of the beach and courtyard pool. The guest cottage offers the perfect place for a couple to escape to the private master suite featuring a kitchenette and refrigerator, coffee maker, full bath, and seating with large flat screen TV. Enjoy a cocktail after a day in the sun and take in the breathtaking water views from the guest cottage balcony.

835 North Shore Drive, Anna Maria

$3,499,000

4 Beds ⋅ 4.5 Baths ⋅ A4554798 MLS

INCOME PRODUCING - GROSSING $250K in 2022 and $200K so far on the books for 2023!!! Absolutely stunning CUSTOM home! - Welcome to Casa Amiga! This home was tastefully built in 2018. The three story home is comprised of 4 bedrooms, 4.5 baths and located in the beautiful and highly desired City of Anna Maria! Casa Amiga is in a PRIME LOCATION; just a short walk to the Bay, Gulf Beaches, popular Bean Point, and the always fun Pine Avenue. Arriving at your future home you will be drawn in by the Key West architectural structure providing that charming island appeal. The entryway reveals a warm and welcoming foyer that sets the tone for the luxury features and design excellence boasting throughout the home. Take the elevator/stairs to the main level and you will find a spacious open living space featuring vaulted shiplap ceilings, craftsman wood work finishes, luxury flooring, and plenty of windows for natural light. The centrally located Dream kitchen has been beautifully designed with custom cabinets, QUARTZ countertops, large center Island with inviting breakfast bar, stainless steel appliances, and herringbone tile backsplash. The Large open concept kitchen, dining, and living room combo will make entertaining a breeze! The main floor offers three ensuite bedrooms with plenty of privacy for all and a half bath for guests. Escape to complete serenity on your third floor Primary's suite offering oversized walk-in closet, large bathroom including custom ceramic tile flooring, spacious walk-in shower with gorgeous custom tile finishes and rainfall shower. The Primary's retreat has a private loft style reading room equipped with a beverage station for your morning coffee or a glass of wine to enjoy the beautiful sunset on the rooftop deck. The rooftop deck offers a 360-degree view of the north end of the island including Lake LaVista and the Tampa Bay! Enjoy those sunny Florida days on any of your three balconies offering views from all points of the home. Multiple sliding glass doors lead you to your outdoor living oasis, which is truly what Florida living is all about! Your private fully fenced spacious backyard boasting in-ground POOL with overflow SPA, outdoor shower, plenty of covered patio space, and outdoor bar area ideal for entertaining! Not to mention...Casa Amiga is a very successful weekly rental with a special occupancy for 10. This beautiful home is full of everything you need and more to live in and/or rent out. This home comes fully furnished and is ready for its new owner. Check out the matterport 3D video walkthrough at https://listing.thehoverbureau.com/ut/144_Crescent.html

144 Crescent Drive, Anna Maria

$2,200,000

2 Beds ⋅ 2 Baths ⋅ A4554941 MLS

WOW - Great Investor Opportunity to own a Very Large Building Lot, 79.2 x 160, that is located one block from the Bay, two blocks from all the shops located on Pine Ave, and five blocks from the World Famous AMI sandy white Gulf beaches and sunsets! There is currently a 2 bed / 2 bath stilted home with Hurricane impact windows and newer air conditioner and roof. There are no HOA or CDD rules to follow, so there is a lot of flexibility for the use of this property. Please call the lising agent for all showing appointments and submit offers on FARBAR "As Is" contract.

305 Tarpon Street, Anna Maria

$2,357,000

4 Beds ⋅ 3 Baths ⋅ A4554716 MLS

Your Island Cottage is Waiting! This Lovely Updated 4 bedroom, 3 Bath, Pool & Canal Home is Located on the Preferred North End of Anna Maria. Beautifully Updated Kitchen & Baths with Granite Countertops and Stainless Appliances. Professionally Landscaped, Irrigation and Paver Stone Driveway are Only Some of the Wonderful Updates of this Beautiful Home! Furnishings Negotiable, Allowing for Your Personal Touch. The Large Open Living Areas Invite You Outdoors to Enjoy the Best Florida Can Offer with a Lovely Covered Pool Deck, Large Heated Pool, Fenced Back Yard and Wood Dock Overlooking the Canal. It’s the Perfect Outdoor Space for Entertaining Friends and Family with Only Steps to the Gulf of Mexico’s Sugar Sand Beaches and Bay Front Park. The Canal Allows Easy Access to the Bay and the Dock Provides a Place for Your Boat Lift. Pine Avenue is Close by with Shopping and Restaurants, as is The City Pier, The Rod-N-Reel, Bean Point, The Waterfront Restaurant, Sandbar Restaurant Beach and there’s Plenty of Room for Parking. This Home Has Been Lovingly Used by Family and Friends and Not a Rental. Don’t Miss This Opportunity! Call Today for Your Private Showing!

103 Gull Drive, Anna Maria

$3,650,000

A4554214 MLS

It is all about location!!! This duplex is located at the NE corner of Elm and Gulf Dr. on a 10,710 sq ft lot on the North end of Anna Maria Island. This Old Florida Cottage is upgraded with today's amenities and only four houses from the gorgeous waters of the Gulf of Mexico and one block North of Pine Avenue near all the shops and boutiques. This property has 3BR/2.5BA and 2BR/1BA. It is perfect for 2 families and entertaining guests. The best part is its approved for 16 person occupancy for renting which is very rare!! Cool off after a long day at the beach under the comfy gazebo. Lounge and relax in the heated pool and spa. Quiet, quaint, centrally located and walking distance to just about everything. Don't miss out on this unique property!

11101 Gulf Drive, Anna Maria

$4,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4553887 MLS

Rare find!! Stunning, 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 through entire year of 2023. 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. 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 home offers the ideal beach getaway to relax and be pampered with family and friends.

304 N Shore Drive, Anna Maria

$1,690,000

4 Beds ⋅ 2 Baths ⋅ A4553838 MLS ⋅ Anna Maria Beach Ottages BLDG.

This Old world charming beach stand alone Anna Maria cottage is located Downtown Anna Maria Right in the middle of all the activity. Very Busy Vacation rental- This Island cottage home is super busy and is a favorite of many with strong rentals. 2023 Bookings are in place and will convey with the purchase of the cottage. Sold turnkey furnished this cottage is rental ready with nothing to do but received income instantly. Newley remodeled the Modern and bright beach décor makes it a island favorite. Located only 2 houses from the Gulf beach makes it an easy walk to the beach. Spend the day at the beach or just relax by the Community heated pool. How about hopping the free island trolley to go shopping if you don't feel like walking? Free trolley goes all over the island for your shopping, or entertaining needs. Community features short walking trails thru the Community garden areas and Free use of island Bikes and assorted beach gear, beach chairs. No minimum rental restrictions so the unit can be rented nightly which helps maximize rental investment. Professional management co is in place which handles all of the Anna Maria Beach Cottages rentals so you can just relax and enjoy your true investment. Owners can also bring their fur babies too. The 4th sleeping area with 2 twin beds has no closet. NO parking problems here with you private parking space in your own drive way. If you are looking for the best of AMI this is it! Community HOA pays: Electric, Maintenance of grounds, and exterior of buildings, Sewer, water, trash, pest control, Windows, Doors, Cable and internet. Ready to live the Florida dream and soak up some sun and beach time? This is it, nothing is better. Please view the 360 virtual tour and drone video of area.

112 Oak Avenue Unit 112, Anna Maria

$699,000

2 Beds ⋅ 1 Baths ⋅ A4553461 MLS ⋅ 3 BLDG.

PRICE REDUCTION!!!!! Welcome to the Bayou Condos in the City of Anna Maria. Rarely available, this property is a hidden gem on the north end of Anna Maria. The inside of the condo has been totally updated top to bottom. The floors have been covered with new luxury vinyl planking. There is all new wide base molding, door trim and new panel doors throughout. The bathroom has been renovated with new herringbone tile floors, penny tiles surrounding the tub, a new vanity and commode. The kitchen and dining room have been opened to the living room with a bar height counter to enjoy your morning coffee. New shaker cabinets with a farm sink provide ample storage. The countertops and open shelves are solid butcher block slabs accenting the new tile backsplashes. The condominiums are walking distance to the Waterfront Restaurant, the City Pier and all the shopping and restaurants on Pine Ave. The northernmost stop for the free Anna Maria Trolley is right across the street. There is also a new city park and playground right next door on Pine Ave. The condo common areas have always been meticulously maintained with an on-site laundry across from the unit. The condo is on the second floor with an assigned space and overflow parking across the parking lot. There is a comfortable balcony out back overlooking the entrance to Lake LaVista and the canal leading to Tampa Bay. This is not sailboat water as there is a bridge you need to go under. However, a small powerboat, jet skis, kayak or paddleboard can easily be kept and launched from your own private boat slip. Boat slip # 5 is deeded to the condo. Every unit in the association has its own boat slip so there is no confusion. This is currently the lowest priced property in the City of Anna Maria. It will not last long!!!

522 Pine Avenue Unit 3C, Anna Maria

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