Location: Anna Maria , 34216
Do Not Show Listings
403 N BAY BLVD, ANNA MARIA, FL 34216
$2,549,90075 Days on yellowkey MLS ID: A4682522
REDUCED by $100,100 (3.8%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2112 Built: 1991 Tax: $29,831 (2024)Community: Anna Maria Beach Second AddSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$29,831
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: LARGE $100K PRICE REDUCTION - NOW PRICED TO SELL - PLEASE CALL REALTOR TO SCHEDULE. Welcome to island living at its finest on the world-renown north end of Anna Maria Island. This exceptional property offers stunning sunrise views over the bay and an unbeatable location just steps from Bayfront Park, where you can enjoy a sandy beach and tranquil waters. Prefer more privacy? Relax and unwind in your own fenced-in tropical backyard featuring a private pool and lush landscaping. This turnkey, beautifully maintained 4-bedroom, 3-bathroom home features an open-concept floor plan designed for comfortable coastal living and entertaining. Spacious wrap-around porches provide the perfect setting to enjoy refreshing island breezes and picturesque water views. The home boasts a large kitchen and dining area ideal for hosting family and friends. The primary suite offers a luxurious ensuite bath complete with double vanities, a stylish soaking tub, and a separate walk-in shower. Two of the four bedrooms open directly onto the expansive second-floor porch, showcasing breathtaking bay views. Ideally located near boutique shopping, ice cream shops, charming gift stores, and premier dining, this home is also just minutes from the historic Anna Maria City Pier. The Gulf beaches are easily accessible by golf cart or bicycle, making every day feel like a vacation. Whether you are seeking a personal island retreat or a strong income-producing investment, this property offers excellent rental potential with daily rentals permitted. Pack your bags and start living the island lifestyle — "No Worries, Bay Happy".
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Ed Taaffe (636-346-6165)
212 SPRING AVE, ANNA MARIA, FL 34216
$3,660,000366 Days on yellowkey MLS ID: A4650724
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2704 Built: 2019 Tax: $33,175 (2023)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$33,175
Tax Year: 2023
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: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
9403 GULF DR, ANNA MARIA, FL 34216
$8,000,000449 Days on yellowkey MLS ID: A4633389
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3983 Built: 2020 Tax: $49,941 (2024)Community: 7044700; Bimini Bay Estates; Lot 61; Pb 8/75Spa: YesSingle Family
Taxes:$49,941
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.
246 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,999,00043 Days on yellowkey MLS ID: A4686725
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1979 Built: 2014 Tax: $31,986 (2025)Community: Luana IslesSpa: NoSingle Family
Taxes:$31,986
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
796 JACARANDA RD, ANNA MARIA, FL 34216
$2,785,000512 Days on yellowkey MLS ID: A4631029
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2412 Built: 2007 Tax: $29,570 (2024)Community: Shore Acres Third AddSpa: NoSingle Family
Taxes:$29,570
Remarks: BEAUTIFUL COASTAL HOME ONLY STEPS AWAY FROM THE PRISTINE BEACHES ON BEAN POINT. THIS 4 BEDROOM 2.5 BATH HAS QUALITY FINISHES THROUGHOUT INCLUDING SOLID GRANITE SURFACES, SOLID WOOD CABINETS, HARDWOOD FLOORS, VOLUME CEILINGS, NEW S/S APPLIANCES, ELEVATOR, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE IT HAS A METAL ROOF, IMPACT WINDOWS AND DOORS, HARDI SIDING, AND TROPICAL LANDSCAPING. THERE IS A COVERED ENTERTAINING AREA RIGHT OFF THE MAINJ LIVING AREA GREAT FOR ENJOYING THOSE COOL GULF BREEZES. IT ALSO COMES COMPLETE WITH AN OUTDOOR KITCHEN, AND PERGOLA COVERED PATIO FOR LOUNGING BY THE HEATED POOL. JUST INSIDE THE FRENCH DOORS BY THE POOL IS A CUSTOM GAME ROOM PERFECT FOR ENTERTAINING THE WHOLE FAMILY.
107 ELM AVE, ANNA MARIA, FL 34216
$5,145,000659 Days on yellowkey MLS ID: A4615677
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2432 Built: 2012 Tax: $56,527 (2023)Community: Anna Maria Beach Sub First AddSpa: NoSingle Family
Taxes:$56,527
Remarks: Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.
805 N BAY BLVD, ANNA MARIA, FL 34216
$1,699,000133 Days on yellowkey MLS ID: A4675650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 1989 Tax: $22,365 (2024)Community: Shore Acres First AddSingle Family
Taxes:$22,365
Remarks: Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm. The light-filled open floor plan creates an inviting atmosphere, where the airy living space transitions effortlessly into a well-appointed kitchen, perfect for entertaining after a day at the beach. A spacious screened-in front porch sets the stage for morning coffee and evening breezes, while the expansive covered outdoor living area offers a relaxed cabana-style escape ideal for year-round enjoyment. The primary suite is a private sanctuary, complete with a spa-inspired ensuite featuring double vanities, a walk-in shower, and a private balcony overlooking the pool. The second bedroom, also with its own ensuite bath, opens directly to the screened-in porch, providing guests with a peaceful and private retreat. Whether you’re relaxing poolside, strolling to Bean Point, or soaking in the laid-back island lifestyle, Absolutely Anna delivers the ultimate Anna Maria experience. The home boasts a strong rental history, making it an exceptional opportunity as both a personal escape and an income-producing investment. Adding to its appeal is exciting future potential. Conceptual plans indicate the possibility of adding over 700 square feet on a new upper level, along with a rooftop deck offering sweeping views from the island’s coveted north end, offering an opportunity to further enhance value and flexibility. (All additions subject to city approval and current building regulations.) This is your chance to own a piece of paradise near one of the island’s most iconic beaches. Schedule your private showing today and experience Absolutely Anna for yourself.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
411 ALAMANDA RD, ANNA MARIA, FL 34216
$1,900,000303 Days on yellowkey MLS ID: A4656727
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 2880 Built: 1972 Tax: $23,445 (2024)Community: Shore Acres Fourth AddApartment
Taxes:$23,445
Remarks: Incredible opportunity on the North end of Anna Maria Island. Located in the heart of the city of Anna Maria. Short walks to the Gulf or Bay beaches and all of the lovely attractions on Pine Avenue. Currently on the massive, lots 3&4, 11,500 square foot lot sits two duplex units. A total of FOUR short term 2 bed 1 bath units in Anna Maria!!! Units are ready for your vision, just waiting to become instagram famous. Units like this are few and far between on the North end. 3 of 4 units are equipped with washer/dryer hookups. If having the most famous duplex in Anna Maria is not your thing, then there is potential to build two single family homes on lots 3&4 or an enormous single family home. The gentlemen who acquired this property more than a half century ago had a dream for his family, now it's your turn.
Listing Agent: Justin Powell (941-718-0294)
215 SYCAMORE AVE, ANNA MARIA, FL 34216
$5,895,00010 Days on yellowkey MLS ID: A4689780
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 2026 Tax: $14,220 (2025)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$14,220
Remarks: Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Darcie Duncan (941-779-0304)
112 MANGROVE AVE, ANNA MARIA, FL 34216
$3,999,000164 Days on yellowkey MLS ID: A4672413
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2803 Built: 2022 Tax: $49,511 (2023)Community: Anna Maria BeachSpa: NoSingle Family
Taxes:$49,511
Remarks: Just four houses from the beach, this stunning 4-bedroom, 4.5-bath coastal retreat by Poseidon Adventures Development Group captures the essence of Florida living. Designed for relaxation and effortless entertaining, this custom, high-performance, low-maintenance home offers exceptional comfort for both families and guests. Thoughtfully curated with custom furnishings, high-end fixtures, and coastal artwork, the home immediately evokes a serene island ambiance. Enjoy peaceful Gulf of Mexico views from two open decks, and take in sweeping vistas of Tampa Bay and the Skyway Bridge from the upper deck. The open-concept main living area flows beautifully, featuring a spacious kitchen with top-of-the-line stainless steel appliances—ideal for hosting gatherings. This level also includes two generous suites with en suite baths. The primary suite offers a spa-like experience with a luxurious shower, double vanity framed by artistic mirrors, and a walk-in closet. Two additional suites on the second living level provide perfect accommodations for guests. Step outside to your private tropical oasis, complete with a sparkling pool, travertine deck, artificial turf, and lush landscaping. The adjacent recreation area features an oversized covered lounge with a summer kitchen, bar, shuffleboard table, pool table, cornhole boards, a three-hole putting green, and two large TVs—creating a resort-style environment for endless enjoyment. An elevator provides convenient access to the main living level. Situated in the heart of Anna Maria Island, this prime location offers easy access to both the northern and southern tips of the island, as well as nearby restaurants, marinas, and boutiques. Fully furnished and turnkey, this exceptional property is the ultimate family beach retreat. Call today to schedule a private viewing!
413 POINSETTIA RD, ANNA MARIA, FL 34216
$1,595,000106 Days on yellowkey MLS ID: A4677921
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1972 Tax: $18,534 (2024)Community: Luana IslesSingle Family
Taxes:$18,534
Remarks: Back on the Market with a substantial price Adjustment!!!! Take another look at 413 Poinsettia Rd. Once you walk through the door you will be welcomed by the new fresh bright clean interior finishes. The wall of patio doors at the rear of the home let the sunshine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its bones were not damaged during 2024’s storms. Unfortunately, water did get into the home. However, the owners did it right. Once they were able to start, their builder immediately cleaned and remediated the damaged interior. He obtained the required permits to make the home better than before. The sellers did not stop by doing just the bare minimums. While the walls of the homes were open, they replaced the electrical panel bringing it up to today’s codes. They also replaced the old cast iron sewer pipes under the home with new PVC and installed new tile throughout the living area. The rear sliding doors were replaced with new up-to-date impact resistant panels. Once all this work was completed, the interior was renewed. All new kitchen and bathroom vanities were installed with new quartz countertops. All the appliances are new. The home was re-furnished and is now ready to move in and enjoy. All you need to do is add your own personal touches and transform this home into your own private oasis or a killer vacation rental. This home has a large, screened lanai on the rear that could be converted into a third bedroom with an ensuite bath. The room would have its own access to a secluded brick patio on the side of the house. There also appears to be room for a cozy cocktail pool at the front of the home. The property has 74 feet of deeded canal front with a 30-foot dock constructed with concrete, wood and Trex decking. This is the perfect spot to launch your kayak and maybe sail with the manatees who visit out back. (Check out the photos) The dock gives access to your boat lift, nestled in the mangroves that provide privacy from the water. Should you want to play in the sand, the Gulf Beach is about 500 steps away and the Bay Beach is about 200 steps from your door. Today’s home buyers need to be aware there are many homes on the island that were remediated after the storms with no building permits. City’s Code Enforcement is identifying them one by one. The homeowners will be required to apply for a “permit after the fact”. Do not get caught buying an unpermitted home. This could cause you problems in the future. This does not affect this home. Call to see this beautiful gem on the north end of Anna Maria. It will not last long. Note: also available for sale is the owners 2009 Scout 201 bay boat with a 150HP Yamaha outboard.
Listing Agent: John Damato, Ii (941-737-3354)
319 TARPON ST, ANNA MARIA, FL 34216
$7,195,00038 Days on yellowkey MLS ID: A4684329
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3484 Built: 2026 Tax: $14,648 (2025)Community: Bimini Bay EstatesSpa: YesSingle Family
Taxes:$14,648
Remarks: 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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
103 PALM AVE, ANNA MARIA, FL 34216
$6,050,00063 Days on yellowkey MLS ID: A4683902
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2252 Built: 1972 Tax: $35,211 (2024)Community: Anna Maria BeachSingle Family
Taxes:$35,211
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Charles Buky (941-228-6086)
108 MAGNOLIA AVE, ANNA MARIA, FL 34216
$4,199,00065 Days on yellowkey MLS ID: A4683787
2 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3052 Built: 2017 Tax: $48,197 (2024)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$48,197
Remarks: 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!
893 N SHORE DR, ANNA MARIA, FL 34216
$2,950,000273 Days on yellowkey MLS ID: A4660575
REDUCED by $549,000 (15.7%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2933 Built: 1946 Tax: $15,600 (2024)Community: Shore AcresSpa: NoSingle Family
Taxes:$15,600
Remarks: One or more photo(s) has been virtually staged. Price reduced — dramatic value on Anna Maria Island! This rare north-end bayfront home offers nearly 3,000 sq ft under air with 4 bedrooms, 3 baths, a private pool and panoramic Tampa Bay views including the Sunshine Skyway Bridge. Step through the white picket fence into updated, open-concept living with high ceilings, light wood-look laminate flooring and 8-foot sliding doors that frame the water and lead to a screened porch and oversized bayfront deck — ideal for entertaining or sunrise views. The newly updated eat-in kitchen features quartz counters, stainless appliances and white shaker cabinets. Two guest bedrooms and a full bath are on the main level, with a one-car garage that accommodates a golf cart and beach gear. Upstairs are two spacious primary suites, each with en-suite baths, sitting areas and private deck access overlooking the bay, plus a den/sitting room with gorgeous water vistas. Whether you’re seeking full-time island living, a family beach retreat, or a vacation rental investment, this home pairs prime bayfront location, modern updates, a private pool and unmatched views — where else will you find this combination at this price? One or more photos have been virtually staged. Note: Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.
Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)
Listing Agent: Liz Blandford (941-224-3304)
111 CEDAR AVE, ANNA MARIA, FL 34216
$3,895,000185 Days on yellowkey MLS ID: A4669701
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1950 Tax: $35,012 (2024)Community: Anna Maria BeachSpa: NoSingle Family
Taxes:$35,012
Remarks: AMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVAILABLE WEST OF GULF DRIVE! IT DOES NOT GET BETTER THAN THIS! STEPS TO BEACH AND THE WATERFRONT LIFESTYLE! This exquisite retreat offers the perfect blend of luxury, comfort, and convenience. As you step inside, you'll immediately be drawn to its enticing features. This home has been updated with no expense spared to bring it up to todays standards. Hosting gatherings becomes a delight with the updated and fully equipped kitchen, ensuring seamless meal preparation and service, especially for those poolside occasions with family and friends. The interior of this 3 bedroom, 3 bathroom haven is designed for both comfort and style. The living area, adorned with pocket sliding doors, seamlessly connects to a spacious outdoor deck, creating a harmonious indoor-outdoor living experience. Picture evenings spent watching TV, feeling the gentle breeze, and sipping drinks on the balconies. The kitchen, featuring granite countertops and stainless-steel appliances, is a chef's delight, making cooking a pleasure. An outdoor dining table on the deck provides an ideal setting for enjoying your culinary creations. The sunlit primary bedroom, with a private balcony and a luxurious ensuite bathroom, provides a dreamy retreat. Additional bedrooms include a second bedroom with balcony access and ensuite , a third bedroom with pool deck access, and an additional space could serve as a fourth bedroom, featuring bunk beds. The tropically landscaped backyard is a haven for relaxation. The stunning pool, complete with a sun shelf, invites you to bask in the Florida sun, while the expansive covered patio provides a shaded retreat for family conversations, refreshments, and games. Prime location allows for easy exploration of Pine Avenue's boutiques and culinary delights. Beach access is just a few steps away, offering warm turquoise waters and soft sand. Take a leisurely stroll to Anna Maria Island City Pier or enhance your stay with activities like chartering a fishing trip, a sunset cruise, or paddleboarding through the mangroves. Property is currently a successful rental and has forward bookings in place. Perfect for a second home or investment property. Experience the epitome of island living!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
519 LOQUAT DR, ANNA MARIA, FL 34216
$2,995,00069 Days on yellowkey MLS ID: A4683074
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 2606 Built: 1980 Tax: $29,189 (2024)Community: Lacios Sec BSpa: YesSingle Family
Taxes:$29,189
Remarks: Under contract-accepting backup offers. Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria. Positioned on a deep, boatable canal with direct, unobstructed access to Bimini Bay and Tampa Bay, this 4-bedroom, 4-bath residence delivers luxury, location, and a lucrative income opportunity, exceeding $200,000 annually - on pace to surpass $300,000 this year! Completely remodeled in 2025 and offered fully furnished including a sauna, gym, and games, this turnkey home spans over 2,600 square feet and an additional over 1300 plus square feet of non-conforming flex space which features a game room, gym, outdoor kitchen and more. The interior includes luxury vinyl flooring, quartz countertops, hurricane-impact sliders, and an open-concept design built for entertaining. The chef’s kitchen showcases stainless steel appliances, and abundant cabinetry, seamlessly flowing into the living and dining areas with a statement fireplace. This home features four bedrooms, including three with private ensuites. Two full primary ensuites showcase spa-inspired baths, generous closets, and private balcony access. Additional bedrooms offer comfort for family or guests. A dedicated laundry room with custom built-ins, ample storage, and a separate owner’s garage add convenience and functionality. Outdoor living is elevated with a brand-new heated pool and spa, all-new pool equipment, putting green, outdoor kitchen, and outdoor shower. Enjoy immediate boating access, with no bridges - to open water. Trex stairs and balcony decking ensure durability and low maintenance. Upgrades include a new metal roof, brand-new seaball, brand-new dock, new landscaping, one brand-new AC system plus a new mini-split, and a fully renovated interior from top to bottom. Currently operating as a successful Airbnb with strong rental history, this property is equally suited as a high-performing investment or private waterfront residence. Located moments from the sugar-white sands of Bean Point Beach and the shops and dining of Anna Maria, this home offers effortless access to the best of island living!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
517 SPRING AVE, ANNA MARIA, FL 34216
$1,800,00017 Days on yellowkey MLS ID: A4689815
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1985 Tax: $20,257 (2025)Community: Anna Maria BeachSingle Family
Taxes:$20,257
Remarks: Welcome to the highly sought after North end of Anna Maria Island. 2 Bed / 2 Bath Island Home featuring: Open Floor Plan, Spacious Kitchen, Front & Back Balconies & Large Fenced Back Yard. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. A short walk to the Anna Maria City Beach & the bustling offering of shops & dining venues on Pine Avenue. Use your creativity to convert the large open 1st floor workshop into your personal outdoor entertaining venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort, Convenience, & investment potential. This one is definitely worth a visit. Call today to schedule your private showing.
Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)
Listing Agent: Clay Osteen (941-704-7038)
101 SUNSET LN, ANNA MARIA, FL 34216
$2,995,00091 Days on yellowkey MLS ID: A4679879
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 2507 Built: 2002Monthly Fee: $63 Tax: $29,226 (2024)Community: Sunset CoveSpa: NoSingle Family
Taxes:$29,226
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 Agent: Roger Pettingell (941-387-1840)
518 SPRING AVE, ANNA MARIA, FL 34216
$4,050,00054 Days on yellowkey MLS ID: A4685202
REDUCED by $150,000 (3.6%) on 04/16/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3165 Built: 2024 Tax: $43,837 (2025)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$43,837
Remarks: 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!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
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