Anna Maria Homes For Sale & Real Estate - 74 homes

Remarks: Old Florida Charm – Income-Producing Property! Looking for a true Old Florida beach cottage experience with exceptional rental income? This elevated cottage on Anna Maria’s sought-after North End is just steps from the Gulf—no car needed! This fully managed, hands-off rental allows nightly stays, with all future bookings conveying for seamless income. This turnkey-furnished home blends coastal charm with modern updates, featuring a newer kitchen with Quartz counters, custom cabinetry, and new appliances, flooring and a spacious private deck. The primary suite offers a walk-in closet and updated ensuite bath, while the second bath includes double sinks and a jacuzzi tub. Located in a boutique resort with a private pool, picnic areas, and complimentary bikes, beach gear, and water toys, guests return year after year. Walk to Pine Ave’s shops or hop on the free trolley to explore the island. With pet-friendly ownership and a 6-month owner occupancy option, this turnkey investment is perfect for personal getaways and immediate passive income. Don’t miss this rare opportunity—schedule your showing today! Please note- the HOA Adjusts based on monthly income.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jessica Batten (941-962-3380)

Remarks: Welcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable streets on Anna Maria Island. SeaLuxe is a home thats perfectly positioned to put you just a short walk away from a world-renowned beach or to Pine Ave where you can find locally owned shops and restaurants. This coastal retreat features 3,265 sqft of indoor living space, 4-bedrooms all with ensuite bathrooms, and 2 powder baths. Once inside, you are welcomed by an open concept living space bathed in natural light, featuring high ceilings and a seamless flow between spaces. The gourmet kitchen is a chef’s dream with form and function, equipped with premium stainless-steel appliances, walk in pantry, quartz countertops, solid wood cabinetry, and a large island with seating. The spacious primary bedroom offers a serene retreat with a luxurious ensuite bath featuring a soaking tub, walk-in shower, and a generous walk-in closet. Take the elevator to the top floor where you will find an inviting movie room equipped with a wet bar and beverage fridge, a powder bath, and one of the four bedrooms. On the ground level of this luxurious property, you have an area that is designed for ultimate relaxation and entertainment, featuring a stylish entertainment room with a pool table for indoor fun. Step outside to a resort-style outdoor space complete with a gorgeous pool, spa, and sun shelf, all surrounded by lush landscaping and a beautifully turfed area. An expansive covered patio offers the perfect setting for al fresco dining and grilling, making it easy to unwind or entertain in true island style. SeaLuxe perfectly blends sophisticated coastal design with exceptional comfort, offering not just a luxurious escape but a highly successful, turnkey vacation rental investment with future reservations in place. Schedule your private showing today and see why so many guests fall in love with this home!

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Joey Hutchinson (941-518-5585)

Remarks: This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- GREAT RENTAL OPPORTUNITY. Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven.

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ALL THE HOME WAS BUILT WITH ALL HIGH END FINISHES INCLUDING WOOD GRAIN TILE FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE IS A LARGE HEATED POOL AND SPA WITH SUN SHELF, SURROUNDED BY TROPICAL LANDSAPING ARTIFICIAL TURF AND EVEN A PUTTING GREEN. THIS WILL MAKE THE PERFECT SECOND HOME ON Anna Maria Island WITH GREAT RENTAL POTENTIAL.

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

Listing is courtesy of: ANNA MARIA ISLAND BEACHES RE (941-567-5234)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Great Beach Cottage completely renovated after last year's storms by Kerns & Gilner. Everything is new & the Terrazzo floors have been beautifully restored. Large lot (50X139) with plenty of room for additions or building a new large home down the road. Great Location in Anna Maria City! Only 2 blocks to the Gulf & 2 blocks to Pine Ave.

Listing is courtesy of: GREEN R E OF ANNA MARIA (941-778-0455)

Listing Agent: Kenneth Jackson (941-778-0455)

Remarks: Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having direct boat access in your backyard while just a short walk to the pristine shores of the Gulf. This home offers the best of both waterfront lifestyles. Thoughtfully designed with a modern coastal aesthetic, the home features high-end appliances, custom trim details throughout, and smart home integration for effortless convenience. Each bedroom offers a private en-suite bath. A custom built-in bunk room maximizes space (sleeping up to 5) with craftsmanship that speaks to intentional design, adding versatility for guests or family. Privately tucked away on the third floor, you have the expansive primary suite that offers a serene and secluded retreat, featuring a large walk-in shower and soaking tub. Open the sliding glass doors and you are greeted with a generous private balcony that invites quiet moments of relaxation. Anchored by an oversized island, the kitchen is a chef and entertainer’s dream, featuring a gas range by Wolf, a Sub-Zero refrigerator, and a 24-bottle wine fridge. The main living level balcony is outfitted with built-in outdoor cabinetry and a premium ceramic grill, creating a fully functional alfresco cooking space just steps from the kitchen. The kitchen is the centerpiece of this well-designed floor plan that allows for the living and dining spaces to come together effortlessly. Built-in storage in the living room offers seamless organization without disrupting the clean aesthetic, while a dedicated coffee bar adds a touch of everyday luxury and convenience. Another major convenience is the elevator that gives you access to all levels of the home. These subtle yet meaningful touches are found throughout the home, reflecting a level of care and quality rarely seen. On the ground level you have a beautifully constructed cabana space that blurs the line between indoors and out, overlooking a meticulously turfed lawn and an expansive pebble finish pool that shimmers like cut glass. On rainy days, the pool cabana offers a theater like movie experience equipped with a large tv that includes a Sonos surround system and plenty of space for indoor gaming. Lime rock landscape adds geological gravitas, while an outdoor shower and a tucked-away kayak rack offer an unexpected delight. For the nautical connoisseur, the composite dock with an elevator lift provides open-water access with ease. The garage offers ample space for 2 cars, a golf cart, and all your beach toys. This meticulously maintained home has never been a vacation rental, but this could be a wonderful investment property that allows for short-term stays. Come schedule your private showing today!

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Joey Hutchinson (941-518-5585)

Remarks: Under contract-accepting backup offers. Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by mature tropical landscaping that creates privacy and a true sense of retreat—while keeping the beach within easy walking distance. Outdoor spaces are a highlight of the property. The organic-shaped tropical swimming pool is surrounded by a custom Florida sandstone deck, creating a private setting for relaxing or entertaining. Lush foliage enhances seclusion, while a hot-water outdoor shower makes returning from the beach effortless. Deeded beach access is just a short stroll away, allowing you to enjoy sunrise walks, sunset views, and spontaneous days along the Gulf’s sugar-sand shoreline. Designed with a “fun” coastal aesthetic, the residence features a lifestyle-driven floor plan that blends indoor comfort with exceptional outdoor living. High ceilings with tray and tongue-and-groove detailing, crown molding, and custom built-ins add architectural interest and warmth throughout the main living areas. The open layout connects seamlessly to the kitchen, which is appointed with custom solid-wood cabinetry, granite countertops, a breakfast bar, glass tile backsplash, Viking gas range, built-in oven and microwave, pantry storage, and newer appliances—including refrigerator, dishwasher, and washer (approximately two years old). Recent improvements enhance both comfort and efficiency, including a new air-conditioning system for the main house (installed November 2025), blown-in insulation to improve cooling on the west exposure, fresh exterior paint, and updated outdoor lighting. A pre-framed elevator shaft provides the option for future installation, offering flexibility for long-term enjoyment. The oversized, ground-level, under-building garage offers exceptional functionality with space for multiple vehicles, recreational equipment, and storage. Insulated garage doors were installed with classic car storage in mind, and the generous footprint supports a wide range of coastal living needs. Located close to island dining, waterfront restaurants, boating, and everyday conveniences, this residence also offers easy access to Sarasota’s cultural attractions, shopping, and entertainment just across the bridge. Whether used as a full-time residence or a refined beach getaway, this well-maintained coastal home delivers walk-to-the-beach living, privacy, and flexibility in one of Anna Maria Island’s most appealing setting

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Roger Pettingell (941-387-1840)

Remarks: Experience the perfect blend of modern luxury and coastal functionality in this impeccably maintained canal-front retreat. Located on the prestigious North End of Anna Maria Island, this property offers the best of both worlds: a serene, full-time sanctuary or a high-performing investment (7 nights or less). Originally transformed by a total remodel and significant additions in 2016, this elevated 3-bedroom, 2-bathroom residence offers a sophisticated island lifestyle on an expansive, oversized lot of over 10,000 square feet. The home is thoughtfully designed for both comfort and accessibility, featuring a private elevator that services the residence with ease. The interior transitions seamlessly from open-concept living areas to a unique ground-level bonus room. This versatile space is fully climate-controlled with its own bathroom, making it an ideal candidate for a private guest suite, a secluded home office, or a premier media/game room. Outside, the property is a true maritime sanctuary. Boaters will appreciate the 10,000 lb boat lift and the peace of mind provided by a newer seawall - all installed in 2012. The outdoor possibilities are as vast as the lot itself; with ample room to install a custom pool and outdoor kitchen, you can create the ultimate backyard oasis. Whether you are enjoying the breeze from the elevated decks or embarking on a sunset cruise from your backyard, 807 S Bay Blvd represents a rare opportunity to own a waterfront home built for the modern Floridian lifestyle - a true boater’s sanctuary!

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Lindsey Strickland (941-737-3491)

Remarks: One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Waterfront Living on Anna Maria Island – 4BD/3BA Bayfront Home with Pool & Unmatched Views Discover your slice of coastal paradise on the prestigious north end of Anna Maria Island. This beautifully updated 4-bedroom, 3-bath bayfront home offers nearly 3,000 square feet of living space, a private heated pool, and some of the most breathtaking views of Tampa Bay and the iconic Sunshine Skyway Bridge. Step inside the white picket fence to a world where time slows down. Relax in the pool area with unmatched views, sip a drink, and watch boats drift by. From the moment you enter, expansive water views fill the open-concept living space, creating a sense of calm and connection to the sea. The main living area features high ceilings, light wood laminate flooring, and 8-foot sliding doors that open to a screened porch and oversized bayfront deck—perfect for entertaining or enjoying the sunrise over the water. The newly updated eat-in kitchen boasts quartz countertops, stainless steel appliances, and white shaker cabinets. Two guest bedrooms and a full bath are conveniently located on the main level. A one-car garage provides space for a golf cart and beach gear. Upstairs, two spacious master suites each feature en-suite baths, sitting areas, and private deck access overlooking the bay—ideal for morning coffee while enjoying the tranquil water views. There is also a den/sitting room with gorgeous bay views, perfect for reading, relaxing, or enjoying the scenery. Whether you’re seeking full-time island living, a family beach retreat, or a vacation rental investment, this home checks every box: prime bayfront location, updated interiors, private pool, amazing Tampa Bay views, and proximity to Anna Maria Island’s world-class beaches, dining, and shopping. This is true waterfront living—where coastal charm meets modern comfort, and every day feels like a vacation. Note: Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verifified by buyers and buyers' agent.

Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)

Listing Agent: Liz Blandford (941-224-3304)

Remarks: This stunning property, situated on the premier private street of Anna Maria, was designed for the perfect blend of island indoor living and outdoor entertaining. Completed in 2017, this 3385sq ft open-plan luxury home has over 2000 SQ FT OF EXTERIOR PORCHES (6 porches). The ROOFTOP LOOKOUT DECK has expansive views extending from Tampa Bay to the Gulf of Mexico beaches. The outdoor movie deck, with the wonderful backdrop of the Skyway Bridge, makes a family movie-night an event to remember. This home has extensive access to a navigable canal with direct entry (no bridges) to Tampa Bay and the Gulf, via beautiful Bimini Bay, where the local dolphins love to gather. The main dock has a modern seawall, a 15,000LB CANTILEVERED BOAT LIFT and composite decking, including lights, electric pedestal, and fresh water. Alongside is a matching 18 ft floating dock for ease of use with kayaks or wave runners. Whether you enjoy fishing, boating, or just sitting along the waters edge in the evening this property blends your onshore life with the endless water possiblities. The rear garden area is extensively landscaped for privacy. The large pool has a tanning ledge that can accommodate lounge chairs and umbrellas . There is a matching hot tub incorporated into the elegant outdoor layout that is located in the shade. When you’ve finished with swimming and sunbathing, why not continue the fun on the 3-HOLE PUTTING GREEN. Adults will enjoy the TIKI BAR and outdoor entertaining area. There is a boating/fishing storeroom, a full bathroom, and a laundry room so wet towels, swimming suits and fishing clothes will not be hauled into the main home. The interior boasts an open floor plan that provides for abundant natural light. Whether you're hosting a family get-together, cocktail party, or just relaxing in this coastal paradise, you can enjoy the tranquillity of the layout. All levels are served by an elevator for ease of access. Most of the rooms enjoy decks or porches, with attractive views of the waterfront or of the quiet neighbourhood. The main living floor is comprised of a gourmet chef's kitchen, outfitted with professional-grade appliances, extensive countertops and custom cabinetry. Adjacent to the kitchen, there is a butlers pantry laundry room and prep kitchen. Walls of high-impact sliding glass doors blur the lines between indoors and out, framing breathtaking panoramic views. The thoughtful design and natural textures—from the luxury flooring to the elegant finishes—ensure a comfortable space where every detail is in tune with the island lifestyle. Separate from the living area is a large den that can serve as an office workspace with access to a relaxing porch. The floor plan on the middle level is completed by two large bedrooms. On the upper-level is the expansive master suite, where you can retreat to your own personal sanctuary and private porch area. There is a generous walk-in closet and a luxurious master bathroom. The front-facing guest suite is spacious with a walk-in closet and a modern stylish bathroom. It also has its own private sitting porch. There is a double and a single garage with epoxy flooring. The home was designed with the environment in mind with an economical geothermal heating and cooling system for both the living spaces and the pool/ spa. There are fast electric car charges in the driveway and in the garages on seperate electric circuits. For your saftey, the whole house has Hurricane Impact window and doors.

Listing is courtesy of: WAGNER REALTY (941-383-5577)

Listing Agent: Ed Taaffe (636-346-6165)

Remarks: THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE OF THE MOST COVETED STREETS ON ANNA MARIA ISLAND!!! LOCATED WEST OF GULF DRIVE YOU ARE JUST STEPS FROM THE SUGAR-WHITE SANDS AND TURQUOISE WATERS! This beautifully designed coastal home offers over 2,600 square feet of light-filled living space and is currently operating as a successful vacation rental, making it ideal as both a private retreat and an income-producing investment. THIS HOME HAD NO WATER INSTRUSION WITH THE HURRICANES. With five spacious bedrooms and four and a half bathrooms, the home provides comfort, style, and flexibility for families or guests seeking the best of island living. Step inside to an airy, open-concept great room where soaring ceilings, detailed window trim, and tile floors set the tone for relaxed sophistication. The spacious living area flows into the dining space and a chef’s kitchen complete with stainless steel appliances, dual ovens, and a large island accented by custom cabinetry. A dedicated laundry room and thoughtful layout throughout ensure everyday comfort and convenience. This home’s exterior is just as impressive, featuring a metal roof, a charming double-door entry, a two-car garage, and a paver driveway lined with tropical landscaping. Multiple balconies invite you to enjoy ocean breezes, morning coffee, or peaceful evening sunsets. Out back, your private oasis awaits, with a covered outdoor living and dining space equipped with ceiling fans for year-round enjoyment. The heated saltwater pool with a sun shelf and built-in hot tub is perfect for cooling off after a beach day or entertaining under the stars. Living on Anna Maria Island means embracing a laid-back, coastal lifestyle that’s truly one of a kind. Explore miles of pristine beaches, stroll or bike to charming shops and locally owned restaurants, catch a sunset at Bean Point, or fish off the beach. With no high-rises and a strong sense of community, Anna Maria offers a timeless Old Florida feel, where golf carts are the norm and every day feels like vacation. Whether you’re searching for a full-time residence, a seasonal getaway, or a high-performing rental property, this exceptional home captures the essence of island life in one of the most treasured spots on Florida’s Gulf Coast.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days. The primary bedroom is spacious and comfortable with your own private bathroom and access directly to the pool area. The other bedroom uses the hallway bathroom. Enjoy the large yard, tiki bar, tropical landscaping, turf put-put golf and more! Plenty of yard for kids to run around and dogs to play and plenty of parking too! Nestled in Anna Maria's quiet north end, it's steps away from sunrise on Tampa Bay and a short walk to sunset at the exclusive Bean Point beach. Quaint shops and restaurants of Anna Maria are just blocks away and close to Pine Avenue. This unique home is the perfect combination of a modern cottage set in a serene tropical environment with a quiet sense of luxury and simple detail. Schedule your private showing today!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: You have to see this home to appreciate the efficient layout and spacious living spaces. This property comes turnkey furnished, making it a seamless transition for the fortunate new owners. Meticulously maintained and never rented, the home exudes a sense of care and pride. For those considering short-term rentals, this residence presents an attractive opportunity. Featuring three bedrooms, including two master suites, and three bathrooms, the open floor plan enhances the spacious and airy ambiance, creating an inviting atmosphere for residents and guests alike. Nestled along a serene saltwater canal, this home caters to boating and fishing enthusiasts with a 12,000lb boat lift and a fish cleaning station. This deepwater canal has no fixed bridges to get to open water, both sailboats and power boats are welcome. The covered back porch overlooks the canal, providing a tranquil setting for relaxation and entertainment. Immerse yourself in the refreshing saltwater pool. The pool is heated with an electric heat pump and comes with a pool sweep and fitted cover. Inside, the residence boasts high-end finishes, including granite countertops, crown molding, Hunter Douglas window dressing and hardwood floors throughout, with tile accents in the bathrooms. Practical features of this elevated home include a new metal roof and a completely enclosed lower level that boasts a 2-car garage, ample storage space under the entire home on a generous lot with 75' on the canal, ensuring privacy and room for outdoor activities. A short seven-block stroll or bike ride takes you to the beautiful Gulf beaches that Anna Maria Island is renowned for. And Tampa Bay water access is literally half a block away, across South Bay Blvd. Again, turnkey furnished and ready to move in. And as an extra bonus a meticulously maintained 2006 Shearwater Z2400 power boat is included. Don't miss this opportunity!!!

Listing is courtesy of: AN ISLAND PLACE REALTY INC (941-720-2242)

Listing Agent: Douglas Shaw (231-632-4380)

Remarks: WELCOME to Bimini Bay – Your Oasis Awaits! Step into your dream getaway at Bimini Bay, where this stunning home offers everything you need for the perfect beach house in paradise. Ideal for both vacationers and renters alike, this four-bedroom, three-bathroom retreat is nestled in the charming heart of Anna Maria. As you enter Bimini Bay, you'll be greeted by high ceilings and an expansive living room that beckons you to unwind. The open-concept floor plan features a delightful kitchen designed for culinary adventures, ensuring that you’re always part of the action. The inviting primary bedroom is located on the West side, conveniently paired with a guest room just across the hall, while a full bathroom nearby serves as your pool bath. The two additional bedrooms on the East side of the home are perfectly situated next to the kitchen and the third full bathroom, offering ample space for family and friends. With its cheerful beach colors and spacious layout, Bimini Bay is designed for relaxation and enjoyment. Open the two sets of sliding doors off the living room to reveal spectacular views of the oversized pool area with lush landscaping, outdoor grill and dining. Picture yourself lounging on the sun ledge, sipping your favorite island drink with your toes in the water. Just outside, enjoy alfresco dining after grilling your catch of the day in paradise. Whether you're staying in to relax or rejuvenating after a beach day, Bimini Bay provides the perfect atmosphere. Located just 2.5 blocks from the world-famous beaches of Anna Maria and close to the vibrant shops and eateries of Pine Avenue, this home truly offers convenience and charm. Don’t miss out on the opportunity to make Bimini Bay your new sanctuary! Come live the Anna Maria life and see your future home today!

Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)

Listing Agent: Billi Gartman (941-545-8877)

Remarks: Welcome to this stunning show stopping property on the North End of Anna Maria Island!  This is a 3 bedroom + office/den, 3.5 bathrooms and 3,548 sq ft. home featuring views from every enormous window of the Tampa Bay, Sunshine skyway bridge and the City Pier! This luxurious and meticulously designed property offers an unparalleled living experience, seamlessly blending modern amenities with breathtaking views.  Award winning home designed by renowned architectural firm, Halflants + Pichette, they feature very unique finishes including shell stone throughout the home, fully automated smart home, security system, automated shades, temperature, light and A/V controls and more!   As you walk through the open floor plan, you’ll notice the spacious layout, natural light and comfort the home brings.  All 3 bedrooms have their own ensuite bathroom for your convenience and privacy.  Additionally, there’s a versatile office room that could be turned into a fourth bedroom and currently also has a Murphy bed if desired.   The primary bedroom has gorgeous views of the Tampa Bay and City Pier, Lutron shades, large closets as well as a 5ft wide shoe closet!  Ascend to the rooftop retreat where the views get even better!  1,000 sq ft roof top deck includes a stainless steel jacuzzi, full outdoor kitchen, speakers, IPE decking and loungers to soak up the sun.  There is a 3-car garage and an elevator that goes to all 3 levels.  Take a dip in the sparkling heated pool that is elevated with a pool window or relax in the adjacent decks surrounded by lush landscaping and low maintenance artificial turf.  Conveniently located a block away from Pine Avenue and all it has to offer including restaurants, boutiques, ice cream shops and more! Don’t miss this wonderful opportunity and schedule your private showing today!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: There is a quieter side of Anna Maria Island that not everyone experiences. At 242 Oak Avenue, life unfolds in a way that feels entirely your own. Tucked away from the crowds, this rare waterfront retreat is designed for stillness, privacy, and uninterrupted views across Bimini Bay. With no neighboring rooftops competing for your attention, the setting is defined by open water, coastal breezes, and the natural rhythm of island life. Positioned on a remarkable triangular parcel with over 500 feet of water frontage, this gated, elevated residence offers water views from every room. The open-concept design creates a seamless connection between indoor and outdoor living, anchored by a dramatic great room with vaulted ceilings and expansive glass doors that disappear into the walls, opening to an oversized covered lanai. The chef’s kitchen is thoughtfully designed with custom imported cabinetry and distinctive finishes, flowing effortlessly into both formal dining and outdoor entertaining spaces. Just beyond, the lanai becomes a true extension of the home, complete with a full outdoor kitchen, Teppanyaki dining, fire table, lounge areas, and a whirlpool spa, all set against panoramic bay views. The main residence features two luxurious primary suites with private ensuites, while a separate guest house, connected by a covered bridge, offers two additional bedrooms, a full bath, and kitchenette, creating an ideal private retreat for family and guests. Outdoor living continues at every level. A resort-style pool with fire and water features is surrounded by lush tropical landscaping, leading to a private waterfront fire pit along your own sandy shoreline. For boating enthusiasts, the property is equally exceptional, featuring a 60-foot dock, 12,000 lb. boat lift, and direct access to Tampa Bay and the Gulf of Mexico. Now offered with a significant $500,000 price adjustment, this is a rare opportunity to secure one of the island’s most distinctive waterfront estates. This pricing opportunity is available for a limited time through April 15, 2026.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Kathy Harman (941-900-9828)

Remarks: Under contract-accepting backup offers. This prime Anna Maria Island North end parcel is located in the highly desired Bean Point area, with Gulf and Bay access directly across the street. This 6,800+ square foot corner lot offers a unique opportunity to build your dream home and take full advantage of the surrounding views. Please note that the once-charming concrete block cottage on the property sustained storm damage from Hurricane Helene and is not habitable in its current condition. Speak with your contractor about the possibilities for this exceptional parcel!

Listing is courtesy of: FRAN MAXON REAL ESTATE (941-778-2307)

Listing Agent: Stephanie Bell (941-920-5156)

Remarks: Come take a look at this amazing Anna Maria home ready for you and your family to come live in paradise. Villa Maria is ready for you! An amazing 3 bedroom, 2 bathroom and a half bath just 2.5 blocks away from some of the most coveted beaches in the country. This popular vacation rental is perfectly nestled in the city of Anna Maria. Walking distance, a bike ride or short golf cart ride to the beautiful beaches of the Gulf of Mexico where you can bask in the sunshine all day. Or take in one of the most amazing sunsets in the world. Villa Maria is also close to all the happenings on Pine Avenue. Take in the shopping and grab a bite at one of the delicious restaurants. Villa Maria has been beautifully remodeled with the upmost attention to detail and beauty. As soon as the home comes into view, you will feel its character and beach vibe. Walk through the carport, just past the outdoor ping pong table and you'll enter the home. With a clean bright fully equipped kitchen, a dining table that seats 6, and a cozy living room ready for family night. Along with an additional family so the kids can have all the space they need for fun. The beautiful primary bedroom and bathroom are up stairs and away from the all the action. You will feel as if you entered a spa and be able to escape and chill out whenever you need. The other two bedrooms are beautifully decorated and ready for the rest of the family and or friends. Enjoy dining in the sun soaked dining area inside or you can take the fresh catch outside to the outdoor dining area just off the incredible pool. With lush landscaping and the feel of privacy, you'll want to spend the day by the pool. Villa Maria is a very popular vacation rental and could be your ticket to Anna Maria Life. It’s beautiful, full of fun and close to it all.

Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)

Listing Agent: Billi Gartman (941-545-8877)

Remarks: 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!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)