Located in the highly desirable Anna Maria zip code, this original 1979 two-bedroom, one-bath elevated home sits on a full, enclosed garage foundation and is positioned on an exceptionally large lot. The home is move-in ready while offering the opportunity for significant updates or customization. For buyers seeking an affordable, cost-effective structure that already meets flood elevation requirements, this property is an excellent option. With a generous 141-foot-deep lot, there is ample space to add a pool or create additional outdoor living features. Opportunities like this are becoming increasingly rare in Anna Maria—smaller homes that with a lower purchase costs, reduced taxes, insurance, and maintenance. Whether you choose to renovate the existing residence or take advantage of the expansive lot to build your dream home, this property provides multiple paths to achieve your vision.
Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!
This Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-bedroom, 2.5-bathroom residence offers breathtaking water views from almost every window, inviting the serene beauty of Tampa Bay inside. Step into an open, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame panoramic bay vistas. Multiple balconies provide the ideal spots to savor morning coffee, sunrise, or the gentle bay breeze while watching dolphins play and boats glide by. Long, private driveway and attached garage offering ample parking for family and guests. Whether you’re hosting a weekend getaway or enjoying everyday island life, there’s plenty of room for boats, cars, and more. Just minutes from Anna Maria’s world-famous white-sand beaches, Pine Avenue’s charming shops and restaurants, this home combines privacy and convenience in one of the island’s most desirable north-end locations. Experience true Florida waterfront living—where every day feels like a vacation. Don’t miss this rare opportunity to own a slice of paradise on Anna Maria Island!
Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath, thoughtfully designed home. This home has never been a rental, it is very well taken care of. The interior has just about every feature you can think of, natural light, soaring ceiling, impact slider doors/windows, wet bar, very large wine cooler, whole house generator for peace of mind, a water filtration system/softener, and a pressure booster. Each bedroom is spacious and has its own private en-suite bathroom ensuring your family and guests have their own privacy. Current owners are using the 6th bedroom as an office, or you can turn it into a bedroom. Kids will love the fun built-in bunk bed room, while still plenty of space to play too. If desired, an upstairs closet has washer/dryer hookups if you wanted an additional set on upper level. Relax on the rooftop deck with breathtaking views or unwind on the lower deck complete with comfortable loungers. The highlight is the resort-style backyard: a heated pool and spa with a beautiful Shellcrete bar accented by shimmering sea glass. Includes a refrigerator and grill. A screened-in covered downstairs area provides shaded comfort, while boaters will appreciate the private dock and lift right on the canal—perfect for quick access to the Intracoastal and Gulf waters. The epoxy-finished 3-car garage adds durability and style to your storage space. Big outdoor shower so you can rinse off after the sandy beach. Located on a quiet canal yet incredibly convenient, this home sits in one of Anna Maria’s most desirable spots. Enjoy easy access to world-class beaches, charming island dining, and everything the Florida Gulf Coast has to offer. Whether you’re seeking a primary residence, a vacation retreat, or an exceptional investment property, 209 Willow Avenue delivers island elegance with every modern comfort.
Charming coastal retreat located at 165 Crescent Dr in the heart of Anna Maria! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort and island living. Featuring a private pool and spa, this property is ideal for relaxing or entertaining guests. The outdoor space is a true highlight, complete with a built-in grill and outdoor shower—perfect after a day at the beach. Currently operating as a successful vacation rental, this home presents an excellent investment opportunity or a personal getaway. Inside, the home offers a bright and inviting layout with plenty of natural light and a functional floor plan. Whether you're looking for a turnkey rental property or your own slice of paradise, this home delivers. Just a short distance to the beach, local shops, and dining, this property captures the essence of Anna Maria Island living. Don’t miss this opportunity to own a piece of paradise!
Under Construction. Luxury residence coming soon in the heart of Anna Maria! This 4 bedroom, 4.5 bathroom + den home is just a short stroll to the sparkling Gulf waters and situated on a lagoon. The main floor has high ceilings and natural light with an open concept living area. With multiple spacious balconies and a rooftop deck, you have many choices to relax, dine and enjoy the outdoors. The views from the rooftop deck are stunning! The kitchen, a chef’s dream with high-end appliances. Additional features include custom cabinetry, quartz counters, elevator that goes to all levels, impact windows and doors and so much more. 3 car garage for plenty of parking space and beach toys. The backyard oasis has living and dining areas, heated pool and spa, perfect for entertaining. It's perfect for year-round living, an island getaway or vacation rental as 1-7 day rentals are permitted. Located on the North End of Anna Maria Island, you are just a short walk to all the boutiques and dining on and off Pine Avenue.
New construction waterfront estate offering over 7,000 square feet of stunning indoor-outdoor living, delivered fully turnkey furnished. Positioned on a quiet dead-end street, this 5-bedroom, 5.5-bath residence captures sweeping long canal views from every level along a 75’ wide waterway. Designed for modern coastal living with elevated finishes, open-concept spaces, and seamless indoor-outdoor flow. A chef’s kitchen anchors the main living area, while well-appointed bedrooms provide comfort and flexibility. Built to current coastal standards with elevated construction, reinforced systems, and a full-service elevator. Outdoor living features a resort-style pool, multiple entertaining areas, and a dramatic third-floor balcony with panoramic water views. A premier island listing that combines luxury, privacy, and exceptional waterfront living.
Under Construction. Blending modern coastal construction with Old Florida charm, 107 Tuna Street offers a level of design, scale, and positioning that is seldom found on Anna Maria. Just 50 feet from sugar-white sand and set on an oversized corner lot along the coveted North End, this residence enjoys a peaceful setting away from the activity of the public beaches, offering a more private, “locals’ luxury” experience just steps from the Gulf’s iconic turquoise waters. The residence’s Key West–inspired architecture sets the tone with deep balconies, porch brackets, generous openings, and a layout that favors natural light and easy indoor-outdoor living. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence offers exceptional durability and peace of mind inherent to premier coastal living. Upper floors are thoughtfully oriented to catch optimal light and frame coastal views, so the home feels bright and connected to its setting throughout the day, even before you step onto the balconies to watch sunsets that stop everything. Inside, vaulted and cathedral ceilings create volume throughout the open-concept living spaces. The main-level primary suite offers both convenience and privacy, complemented by accessible design features including wider doorways, a full bath, and thoughtful flow for long-term livability. A three-stop elevator connects all levels with ease. The kitchen, with its custom wood cabinetry, is designed as both a showpiece and a workspace, anchored by a full Thermador appliance suite, including a 7-burner range, integrated refrigeration, and dishwasher. Adjacent living and dining areas extend effortlessly outdoors, where 3,000+ square feet of covered and open-air living space transforms the home into a true coastal retreat. Here, the outdoor environment is an extension of your everyday living space. A fully integrated alfresco kitchen anchors the space, complemented by three distinct dining areas designed for everything from casual mornings to large-scale entertaining. The expansive 48’ x 25’ free-form pool and spa create a resort-style centerpiece, surrounded by three lounging areas near a private volleyball court. Positioned just a 120-second stroll from one of Anna Maria Island’s most serene stretches of powdery white sand, the home offers immediate access to the Gulf without sacrificing privacy. Just moments from the charm of Pine Avenue with boutique shopping, cafés, and local favorites like Dips and The Donut Experiment, plus local or even waterfront dining at the Sandbar, The Porch, and The Waterfront, all just blocks away, making everyday living feel like a vacation. With projected strong rental income potential, a six-car garage, and a delivery timeline of Summer 2026, 107 Tuna Street represents a compelling opportunity to secure a newly built, design-forward residence in one of Anna Maria Island’s most desirable and tightly held enclaves. Nearby marinas, boating access, and waterfront parks enhance the island lifestyle, while the cultural amenities of downtown Sarasota, St. Armands Circle, and Longboat Key are all within easy reach. SRQ International Airport is approximately 40 minutes away, offering convenient access. This is a setting that balances seclusion and accessibility, where everyday feels like a vacation, and everything you need is effortlessly within reach. Live on Anna Maria Island, ranked by U.S. News & World Report as the #2 Best Family Beach Vacation in the U.S.
Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive structural and architectural redevelopment that transformed the residence into a modern coastal estate, including major infrastructure upgrades such as updated electrical, plumbing, and HVAC systems, along with new flooring, custom millwork, redesigned bathrooms, cabinetry, lighting, and modern coastal finishes throughout. Originally constructed as an elevated coastal residence, the home was extensively expanded, redesigned, and structurally reimagined to create a three-level retreat designed for elevated island living. The redevelopment included the addition of a private master suite level, construction of a large elevated pool and entertainment deck, and installation of a dramatic three-story architectural water feature, while completely reconfiguring the interior floor plan. Privately gated and approached by a palm-lined drive, the residence welcomes you with a striking 20-foot waterfall entry. Expansive windows capture nearly 270-degree Gulf views, filling the open living spaces with natural light and coastal breezes. The main living areas flow seamlessly to spacious outdoor terraces finished in Brazilian Walnut (IPE) decking—ideal for sunset entertaining overlooking the Gulf. The chef’s kitchen features custom rosewood cabinetry, three ranges, three ovens, a built-in coffee bar, wine refrigeration, and premium Sub-Zero, Wolf, Cove, and Miele appliances. Multiple bedroom suites include ensuite baths and water views, while a dedicated entertainment level features shuffleboard, a poker table, pool table, and lounge space. The top-floor owner’s retreat, accessible by elevator, captures sweeping Gulf views and includes oversized walk-in closets, a private coffee bar, and a spa-style bath with soaking tub and rain shower. Outdoor amenities include a heated ozone saltwater pool with lap feature, elevated entertainment deck, private gym, infrared sauna, and a two-car garage with additional golf cart space. Direct beach access leads to one of the most peaceful stretches of shoreline on Anna Maria Island. Located near the shops and restaurants of Pine Avenue, this property is a rare opportunity to own a fully transformed Gulf-front estate on over an acre of beachfront land on the North End of Anna Maria Island.
Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet chef’s kitchen. Entertain guests in your spacious open living area that flows onto an expansive sitting deck, nestled in the tree tops where you can totally relax and put your feet up. Downstairs is a comfortable dining area for grilling, ping pong or corn hole! Sun bathe on the loungers or take a dip in the heated pool surrounded by lush landscaping providing so much privacy. A delightful separate cottage affords privacy while reflecting all the attractive design features of the main house, and you also have two separate laundry rooms for everyone’s convenience. Set up your private showing today!
Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and longevity, featuring hurricane impact-rated windows and doors and a Cat 5-rated roof. Every detail has been designed to provide absolute peace of mind, whether you’re seeking a lavish year-round retreat or a premium income-generating property. Inside, the home is a masterclass in modern coastal elegance. Soaring ceilings, expansive walls of glass, and curated designer lighting flood the interiors with natural light, creating an atmosphere of serene sophistication. The gourmet chef’s kitchen is a showpiece, boasting custom cabinetry, dramatic quartz countertops, a sculptural concrete range hood, a full Sub-Zero appliance suite, and a hidden walk-in Butler’s pantry, blending beauty with function flawlessly. Every space has been thoughtfully curated from the open-concept living and dining areas to multiple covered balconies and loggias that embody effortless indoor-outdoor living. The primary suite is a sanctuary, complete with a spa-inspired bathroom, walk-in closet, and private balcony overlooking the sparkling water. The rooftop deck is an entertainer’s dream and a private retreat all in one. Designed for gatherings under the stars or quiet moments of reflection, this oversized outdoor space offers panoramic views of the canal, the island, and golden Gulf sunsets, with multiple seating and lounge areas for ultimate comfort and luxury. Step outside to your private tropical oasis. The backyard features a resort-style pool and spa, lush palms, and generous lounging areas, all framing a deep-water canal with direct, bridge-free access to the Gulf of Mexico, making it perfect for boating enthusiasts. Offered fully turnkey furnished, professionally designed with luxury pieces throughout, this home allows immediate enjoyment or a high-end rental income stream. With demand for premium Anna Maria Island vacation homes at an all-time high, this property offers both an unmatched lifestyle and an exceptional investment opportunity. Words and photos only hint at the experience. To truly appreciate the craftsmanship, scale, and sheer beauty, a private tour is essential. Don’t miss your chance to claim this crown jewel of Anna Maria Island. Schedule your exclusive showing today.
Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenue. This custom-built 2,000 sq. ft. home offers the perfect blend of coastal luxury and investment potential. Designed with an open-concept floor plan, the residence features 5 bedrooms, 3 1/2 baths, providing ample space for family and guests. The newly remodeled kitchen showcases high-end finishes and flows seamlessly into the main living areas, ideal for entertaining. Step outside to your private resort-style oasis featuring a luxury heated pool and spa with generous poolside seating, perfect for relaxing after a day at the beach. Additional highlights include a dedicated game room and a rooftop deck offering the perfect space to enjoy island sunsets and coastal breezes. Whether you are seeking a private second home or a strong income-producing investment property, this home delivers. With weekly rentals allowed, a 12-person occupancy, and a proven rental history, it offers excellent income potential. Being sold turnkey, this island property is ready for immediate enjoyment or continued rental success.
Delightful waterfront home on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.
Experience coastal luxury in this beautifully crafted waterfront residence on the tranquil canals of Anna Maria Island. Built in 2009 and offering over 3,700 square feet of living space, this exceptional home blends modern design with relaxed island living. The main home showcases stylish furnishings, elegant finishes, and spacious living areas filled with natural light. A chef-inspired kitchen, thoughtfully designed bedrooms, and sophisticated coastal décor create a welcoming yet refined atmosphere throughout. Step outside to an impressive outdoor living space designed for both entertaining and relaxation, complete with lush tropical landscaping that enhances the home’s privacy and serene setting. Boating enthusiasts will appreciate the private dock and boat lift with direct access to open water, making it easy to enjoy fishing, cruising, or sunset outings right from your backyard. The expansive Olympic-sized pool offers the perfect place to cool off and unwind under the Florida sun. A separate guest cottage provides additional comfort and flexibility for visitors or extended family. Combining luxury, space, and premier waterfront access, this remarkable property offers the ultimate Anna Maria Island lifestyle.
Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.
~~~ MUST SEE FLY THROUGH VIDEO ATTACHED ~~~ Experience elevated island living in Anna Maria's Best; this custom three-level, five-bedroom, three-and-a-half-bath AND 5 DECKS! This island home offers stunning views and exceptional indoor-outdoor living. Designed for both comfort and entertaining, the main living level features a spacious open-concept layout with a large living area, dining space for ten, and a gourmet kitchen highlighted by an impressive 10-foot island—perfect for gathering with family and friends. A large laundry room and convenient half bath are also located on this level. Professionally designed with color, comfort and perfection in mind. Just off the living room step outside to enjoy an expansive balcony a with full views of Tampa Bay and it's sparkling water. If you need your own balcony, there are more! Enjoy the cozy balcony overlooking the private pool, hot tub, and putting green, creating the ultimate outdoor retreat. The primary suite is located on the second floor, offering privacy along with a spacious en-suite bath. Wake up to the amazing view and step straight out to the balcony for breakfast and coffee. There are two additional bedrooms to provide ample accommodations for family and guests. Take a ride in the elevator, that starts in the garage and goes all the way to the top, up to the third level features two additional bedrooms, a full bath, and an inviting media room complete with an 80" TV, beverage cooler, and bar, making it the perfect space for relaxing or entertaining. Open up the large sliders while you watch the game and the let the ocean breeze create the vibe. With yet another large covered balcony for over flow or just chilling with a cocktail as you take in one of the MANY stunning sunsets of the year. If the pool is your scene, Anna Maria's Best has a large pool, hot tub and tons of seating so you can catch some rays, read a book in the shade or take on the team in on the putt putt green. When you return from the beach, you can rinse off in the fully enclosed outdoor shower. At the top, a rooftop deck delivers breathtaking 360-degree views of the island and spectacular vistas of Tampa Bay, providing an unforgettable place to watch sunrises, sunsets, and everything in between. Additional highlights include a 4+ car garage and a prime island location just minutes from shops, restaurants, piers, and a quick golf cart ride to the beautiful beaches of the Gulf of Mexico. This exceptional home offers the perfect blend of luxury, views, and island convenience. Come live your Anna Maria Life in Anna Maria's Best NOW!
Dreaming of Island Living? This custom-built coastal home perfectly captures the essence of luxury island living on beautiful Anna Maria Island. This exceptional six-bedrooms, six-and-a-half-baths residence spans over 3,100 square feet and was thoughtfully designed with no expense spared or detail overlooked. The open concept living & dining space includes a chef inspired kitchen which boasts solid wood cabinetry, quartz countertops, and upgraded appliances. Each serene bedroom is its own private retreat, complete with ensuite baths, custom tilework, and spa-like features. Made for entertaining with expansive spaces to enjoy RELAXING inside OR out. Your private resort style backyard is a true sanctuary with a sparkling oversized heated pool and spa surrounded by lush landscaping and durable low maintenance turf with putt-putt golf. A covered lanai and multiple balconies provide inviting spaces for relaxing, dining, and family fun. Whether you’re soaking up the sun poolside or enjoying the sunrise from the Bay AND sunset views from the Gulf from the rooftop deck, the outdoor living experience is unmatched. This coastal beauty will come completely Designer Turn-Key Furnished with upscale coastal finishes throughout. CURRENTLY A RENTAL PROPERTY WITH FORWARD BOOKINGS IN PLACE!!! This home is perfect for a full-time residence, vacation home or investment property and is ideally located on the North End of Anna Maria Island. Stroll one street over to beloved Pine Avenue and browse through the numerous shops and restaurants. The Bay and famous "almost rebuilt" Anna Maria City Pier are at the end of the street. AND the island's world-renowned Gulf beaches are a few blocks away. Hop on your bikes or golf cart to experience Anna Maria's full charm. Your ISLAND DREAM HOME AWAITS!
Your private island retreat awaits in this exquisitely renovated coastal cottage, situated on an oversized lot North of Pine Avenue in the city of Anna Maria. This solid concrete block, ground level residence offers 3 bedrooms and 2 bathrooms with a bright, open layout design that embodies refined island living. Inside, elegant ceramic tile flooring, hurricane impact windows, and expansive living spaces create an inviting yet sophisticated atmosphere. The spacious living room flows seamlessly into the great room, offering the perfect setting for both relaxed coastal living and stylish entertaining. The designer chef’s kitchen features beautifully refinished cabinetry, a classic subway tile backsplash, stainless steel appliances, and a chic breakfast bar for casual dining. The serene primary suite offers a private en-suite bath, while two additional guest bedrooms provide comfortable accommodations for family and visitors. An oversized two car garage adds both convenience and storage. Step outside to your secluded backyard sanctuary, where lush tropical landscaping surrounds a sparkling pool and private cabana. Artificial turf and thoughtfully placed LED landscape lighting create an ambiance perfect for evening gatherings or peaceful island nights. This exceptional property is part of a voluntary HOA providing access to six community boat docks with direct entry to the sparkling waters of Tampa Bay and the Gulf of Mexico. Just a short stroll away, you’ll find the pristine white sands of Bean Point, the boutiques and dining along Pine Avenue, the City Pier, the local farmer’s market, and the convenient island trolley. Experience the very best of Anna Maria Island living and schedule your showing today to claim your slice of paradise.
Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or relaxing evening cocktails. On the ground floor, a king bedroom shares a double-vanity Jack-and-Jill bathroom with the bunk room, providing ideal accommodations for guests and family. A convenient full bath with tub, located just off the living area, also serves as a pool bath with direct exterior access. The spacious open floor plan seamlessly connects the living and dining areas, creating an inviting space for entertaining and everyday living. The fully updated kitchen features all-new stainless steel, state-of-the-art appliances and modern finishes. Step outside to your private oasis featuring a stunning custom heated pool with spa and swim ledge, perfect for relaxing after a day at the beach. Ideally located within walking distance to Anna Maria’s renowned white sand beaches, charming shops, and popular restaurants, this home offers the perfect blend of coastal living, modern comfort, and island convenience.
Lovingly held by the same family since the 1970s, this north end Anna Maria Island bungalow presents a rare opportunity to own a cherished island property in one of the most sought-after locations on the island. Located in the City of Anna Maria, where short-term rentals are permitted with a 1–7 day minimum (subject to city registration and compliance), this home blends timeless Old Florida charm with thoughtful modern updates throughout. This single-story coastal residence features 3 bedrooms, 2 beautifully renovated bathrooms, and a versatile den/mudroom. Vaulted tongue-and-groove wood ceilings add warmth and architectural character to the open living space. The kitchen has been completely redesigned with new cabinetry, countertops, and all new appliances, creating a fresh and inviting heart of the home. New flooring flows throughout, blending classic island charm with updated coastal style. Situated on a generous 7,500 square foot lot, the property offers rare outdoor space for the north end, with mature tropical landscaping, a fenced yard, and ample room to design a custom pool or expanded outdoor living area. A current survey is available to assist with future planning. An outdoor shower, storage shed, and one-car garage add everyday convenience, complemented by ample parking rarely found in this location. A brand new AC system installed in 2025 provides added comfort and peace of mind. From this prime north end setting, enjoy walking or biking to Pine Avenue’s shops and restaurants, Bayfront Park, and the island’s beautiful beaches. Experience island living where golf carts and bicycles replace cars and every sunset feels close to home. Charming, flexible, and ideally located, this home is well suited as a full-time residence, seasonal retreat, or legacy island property. Currently among the most competitively priced 3-bedroom homes available in the City of Anna Maria. Come discover why the north end continues to capture hearts generation after generation.
Welcome to 417 Poinsettia on Anna Maria Island! Situated on an oversized lot, this charming 2-bedroom, 2-bath coastal retreat offers the perfect blend of island living and modern updates. Enjoy outdoor living around the large swimming pool, recently refreshed with new plaster and tile (2022) and a newly rescreened cage (2025). Boaters will appreciate the canal frontage and brand-new dock (2025), providing easy access to the water. The home features numerous recent improvements, including a new metal roof (2020), new impact windows and doors—including garage doors (2025)—and a termite treatment completed in 2025 for added peace of mind. Ideally located just moments from Anna Maria Island’s beautiful beaches, as well as popular shopping and dining destinations, this property offers exceptional potential as a primary residence, vacation home, or investment opportunity.
Rarely does a home of this architectural distinction and waterfront presence become available on Anna Maria Island. Tucked within the private residential enclave of Villa Rosa, this custom-built coastal estate offers a level of craftsmanship, privacy, and lifestyle reserved for the island’s most exceptional properties. Inspired by timeless European architecture, the residence is defined by reclaimed wood beams, marble flooring, handcrafted millwork, and curated designer finishes that create interiors both refined and welcoming. The chef’s kitchen serves as the heart of the home, featuring a statement Lacanche range, Sub-Zero refrigeration, custom cabinetry, and an expansive island designed for gathering and entertaining. Outdoor living unfolds as a private resort experience. A fully equipped Lynx outdoor kitchen, built-in pizza oven, covered lounge with wood-burning fireplace, and multiple terraces create effortless spaces for entertaining or quiet retreat. The rooftop observation terrace offers panoramic island views and becomes the perfect setting to watch sunsets paint the sky over the Gulf. Surrounded by lush tropical landscaping, the private pool and grounds evoke the feeling of a secluded coastal sanctuary. Positioned on a protected deep-water canal with direct, bridge-free access to Tampa Bay and the Gulf of Mexico, the private dock and 10,000-pound lift allow boating to become part of everyday life. Villa Rosa is one of Anna Maria Island’s most desirable residential communities, where rental restrictions preserve a quiet, private neighborhood atmosphere free from transient turnover. Just moments away, residents enjoy world-renowned powder sand beaches, waterfront dining at iconic destinations, boutique shopping along Pine Avenue, and the relaxed coastal lifestyle that defines Anna Maria Island. This is more than a home. It is a rare opportunity to own one of the island’s most architecturally significant and lifestyle-driven waterfront residences. Matterport tour is available.
Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.
Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to pass up this opportunity! Step inside to discover high-end finishes throughout, showcasing impeccable craftsmanship and style. The open-concept living spaces flow seamlessly for an indoor/outdoor living and entertaining experience. The kitchen has a large island, 2 sinks, high end stainless steel appliances including thermador 6 burner stove. Additionally, there is a wet bar including a subzero fridge and wine cooler which holds 65 bottles of wine! There are multiple balconies, 3 of which have awesome partial Gulf of Mexico views! Step outside to your private oasis featuring a large heated pool and spa, ideal for relaxing or entertaining. Enjoy lounging on the balconies under the string lights and gulf breeze. Hang out back at the outdoor bar, play some put put golf in the turfed side area or a game of ping pong! New pool pump and pool heater. 2 car epoxied garage but have fit 8 cars total in garages and driveway! Elevator, wood like ceramic tile through out, office area, and more! With the Sandbar restaurant and Captain Anthony’s being your backyard neighbors, it is fun and convenient for all! Spacious and beautifully designed, this home is your gateway to the ultimate beach lifestyle on Anna Maria Island. Paradise awaits!
Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

Anna Maria is located in Florida. Anna Maria, Florida has a population of 944. Anna Maria is less family-centric than the surrounding county with 2.42% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Anna Maria, Florida is $85,729. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Anna Maria is 65.3 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.4 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.