Anna Maria Island Homes for Sale

Nestled in the heart of Anna Maria Island, this enchanting one-story home offers a rare blend of traditional Old Florida design and modern luxury. Positioned directly across from the pristine beach, this home is a gateway to the serene beauty of sparkling turquoise waters, accessible by whimsical footpath right outside your door. Spanning a generous footprint, the bungalow exudes an air of timeless elegance with natural wood details adorning the interiors, perfectly capturing the essence of a classic beachside retreat. The kitchen, a masterpiece of design, features exquisite wood cabinetry and fresh white quartz countertops. It seamlessly flows into the bright living room, which further opens onto a screened-in front porch, offering tranquil beach views. Boasting three spacious bedrooms and three bathrooms, this home is an idyllic haven for both friends and family. Each room is infused with the charm and warmth of Old Florida, yet provides the comforts and conveniences of modern living. Recently enhanced with a sun-drenched pool and sundeck, the outdoor space is an idyllic backdrop for relaxation and entertainment. The neighboring green space, owned and maintained by the City of Anna Maria, ensures privacy and offers lush tropical views, adding to the property's exclusivity. Other notable features include a durable metal roof installed in 2011, Hardie board siding, newer windows, and a 2016 pool. This bungalow is not only ideal as a primary or secondary residence but also presents a lucrative opportunity for significant rental income. Situated just a stroll away from the iconic Anna Maria Island City Pier, Bean Point, and the charming shops on Pine Ave, this home is more than just a residence—it's a lifestyle choice for those who appreciate the finer things in life.

317 N Bay Boulevard, Anna Maria

$4,150,000

4 Beds ⋅ 4.5 Baths ⋅ A4588865 MLS

Experience the epitome of luxury coastal living at 407 Pine Ave on beautiful Anna Maria Island! Custom designed and professionally decorated, this 4-bedroom, 4.5 bathroom private residence is nestled right in the heart of Anna Maria offering a special blend of upscale amenities nearby including acclaimed local restaurants, boutique shopping and a kayak launch for adventure seekers! As you approach the home, you are greeted by a custom-cut Key West Coral entry path leading to an inviting foyer equipped with an elevator for your convenience. Hardwood flooring flows elegantly throughout this home highlighted by luxe finishes in every room. Step into the grand open living area properly designed for relaxation and enjoyment. The light filled coastal kitchen is perfect for entertaining featuring an oversized island adorned with quartz countertops, a gas range and energy efficient built-in stainless-steel appliances. The expansive primary suite features a vaulted ceiling, a spacious sitting area, a luxurious bathroom, walk-in closets and a private outdoor covered deck to enjoy gentle gulf to bay breezes. Each ensuite guest bedroom has its own bathroom. Notably, one bedroom serves as a private guest pool house suite, accompanied by a bonus room adjacent to the pool area providing an exclusive retreat for guests. A dedicated den/office space with sliders and a covered deck delivers an ideal vantage point to appreciate the sights and events along Pine Avenue. For a panoramic view of Anna Maria Island, ascend to the rooftop deck to capture 360-degree views of inspiring sunrises & gorgeous sunsets! An outdoor sanctuary has been designed for ultimate relaxation, featuring both covered and uncovered seating areas, a gas fireplace and a large pool with spa enriched by stone pavers and all-weather Trex decking. As evening sets in, professional landscape lighting accentuates this tropical oasis creating an exceptional opportunity to unwind and immerse yourself in the peaceful tranquility found only on Anna Maria Island! Pristine and Model Perfect in every way! This amazing home has never been a rental property, instead, the home has been carefully managed and meticulously cared for by its owners who take great pride in the property, and it shows! The property is being sold completely TURN-KEY furnished PLUS the sellers are including a nearly new 6 passenger Golf Cart, an electric powered beach wagon, house tools and beach gear. All that you need to bring in YOU!

407 Pine Avenue, Anna Maria

$3,095,000

3 Beds ⋅ 2 Baths ⋅ A4590458 MLS

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

238 Gladiolus Street, Anna Maria

$1,250,000

A4590613 MLS

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

764 Jacaranda Road, Anna Maria

$5,999,000

4 Beds ⋅ 4 Baths ⋅ T3487085 MLS

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

327 Hardin Avenue, Anna Maria

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4590482 MLS

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

235 Willow Avenue, Anna Maria

$4,350,000

3 Beds ⋅ 2.5 Baths ⋅ A4590373 MLS

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

706 S Bay Boulevard, Anna Maria

$2,450,000

3 Beds ⋅ 3 Baths ⋅ A4589984 MLS

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

744 Jacaranda Road, Anna Maria

$1,300,000

2 Beds ⋅ 2 Baths ⋅ A4589736 MLS

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

118 Palmetto Avenue, Anna Maria

$3,450,000

4 Beds ⋅ 3.5 Baths ⋅ A4589050 MLS

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

316 Tarpon Street, Anna Maria

$1,749,000

2 Beds ⋅ 2 Baths ⋅ A4588247 MLS

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

610 N Bay Boulevard, Anna Maria

$1,995,000

2 Beds ⋅ 3 Baths ⋅ A4588798 MLS

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

265 Gladiolus Street, Anna Maria

$2,775,000

4 Beds ⋅ 2 Baths ⋅ A4588498 MLS

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

110 Hammock Road, Anna Maria

$8,400,000

6 Beds ⋅ 6.5 Baths ⋅ A4588760 MLS

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

107 Maple Avenue, Anna Maria

$2,800,000

4 Beds ⋅ 3 Baths ⋅ A4588229 MLS

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

509 Pine Avenue Unit A, Anna Maria

$5,195,000

4 Beds ⋅ 4.5 Baths ⋅ A4588364 MLS

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

112 Mangrove Avenue, Anna Maria

$3,295,000

4 Beds ⋅ 4.5 Baths ⋅ A4587683 MLS

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

142 Crescent Drive, Anna Maria

$6,225,000

4 Beds ⋅ 4.5 Baths ⋅ T3483078 MLS

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

217 Willow Avenue, Anna Maria

$3,950,000

4 Beds ⋅ 4.5 Baths ⋅ A4587760 MLS

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

304 N Shore Drive, Anna Maria

$1,795,000

3 Beds ⋅ 2 Baths ⋅ A4587777 MLS

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

519 South Drive, Anna Maria

$4,100,000

6 Beds ⋅ 6.5 Baths ⋅ A4587279 MLS

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

421 Pine Avenue, Anna Maria

$9,420,000

6 Beds ⋅ 6.5 Baths ⋅ A4586838 MLS

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

244 Willow Avenue, Anna Maria

$3,995,000

4 Beds ⋅ 4.5 Baths ⋅ A4586323 MLS

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

526 Seagull Way, Anna Maria

$2,995,000

4 Beds ⋅ 3 Baths ⋅ A4585356 MLS

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

216 Palm Avenue, Anna Maria