Location: Anna Maria
Keyword(s): Martha B. King Middle
Keyword(s) Middle School: Martha B. King Middle
Do Not Show Listings
705 N SHORE DR, ANNA MARIA, FL 34216
$2,855,000181 Days on yellowkey MLS ID: A4673613
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2421 Built: 2001 Tax: $38,664 (2024)Community: Wells TerraceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$38,664
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: ~~~~ PRICE IMPROVEMENT ~~~~. Stunning Family Vacation Home in Anna Maria, FL! Yellowbird, 705 North Shore Dr., Anna Maria. Nestled on the beautiful North End of Anna Maria Island, Yellowbird is a luxurious family vacation home that embodies old Florida charm and offers an ideal location just a quick stroll from the stunning white sandy beaches of the Gulf. This spacious retreat features 4 bedrooms and 3.5 bathrooms, providing the perfect haven for family gatherings. Accommodating everyone comfortably, the sleeping arrangements include 2 bedrooms with king beds, 1 Queen bedroom, 1 bedroom with a Queen Murphy bed and a bonus loft with 1 Full, and 1 Twin Trundle bed. As you enter, you’ll be greeted by an expansive, modern kitchen that has been totally remodeled with new quartz counter tops, cabinets and high end appliances. It looks amazing! This open-air concept is designed for creating lasting family memories, with ample seating for large gatherings, including dining options around the new beautiful island in the kitchen. The inviting family room serves as the perfect spot for game nights or movie marathons, complete with a 55-inch Smart TV. Step outside to discover an outdoor paradise, where you can relax by the resurfaced private heated pool, illuminated with LED lights. Surrounded by new limestone pavers, the pool area features an outdoor shower and a dedicated game room with a ping pong table. For the nights you want to dine alfresco, there is an outdoor gas grill, plumbed to an under ground 500 gallon propane tank. The updated tropical tiki hut and comfortable seating create an idyllic atmosphere for unwinding all day or to cool off after a perfect day at the beaches of the Gulf. Multiple decks and verandahs offer breathtaking sunset views, making every evening a memorable experience as the light come through the newly installed hurricane windows and doors throughout. Convenience is key at Yellowbird, highlighted by an elevator from the garage to the 2nd floor, a laundry room with a washer and dryer. Each bedroom is equipped with Smart TVs and ceiling fans, ensuring comfort for every guest. The master bedroom, located on the main living area, includes a custom walk-in closet and private deck access overlooking the pool, while the third floor features three additional inviting bedrooms, including a king bedroom with an en-suite bathroom, a queen bedroom, and a room with a queen Murphy bed. Kids will enjoy the loft area on the top floor, featuring a full bed and twin trundle, accessed via a ladder. With 3 driveway spaces and 2 garages equipped with door openers and remotes, parking is never a concern. Yellowbird is not just a home; it’s your very own retreat where morning coffee on the deck and sunset views become a part of your daily routine. Located within easy walking distance to shops, restaurants, and the free island trolley, you can explore the vibrant charm of Anna Maria Island at your leisure. Your dream beach vacation home awaits at Yellowbird—come and experience the magic for yourself and start living your Anna Maria Life.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
517 SPRING AVE, ANNA MARIA, FL 34216
$1,600,00047 Days on yellowkey MLS ID: A4689815
REDUCED by $200,000 (11.1%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1985 Tax: $20,257 (2025)Community: Anna Maria BeachSpa: NoSingle Family
Taxes:$20,257
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged....$200,000 PRICE REDUCTION...$$$ For The Endless Possibilities This Property Has...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)
216 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,325,00088 Days on yellowkey MLS ID: A4682103
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1218 Built: 1966 Tax: $2,637 (2024)Community: Luana IslesSingle Family
Taxes:$2,637
Remarks: Currently the lowest priced 3 bedroom home on the north end of Anna Maria Island, this charming bungalow, lovingly held by the same family since the 1970s, 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 to 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 or mudroom. Vaulted tongue and groove wood ceilings add warmth and architectural character to the open living space, while the completely redesigned kitchen showcases new cabinetry, countertops, and brand new appliances, creating a fresh and inviting heart of the home. New flooring flows throughout, blending classic island charm with a clean, updated coastal style. One of the home’s standout features is its connection to outdoor living. A private porch just off the primary bedroom offers a peaceful retreat to enjoy morning coffee or evening breezes, while the expansive screened porch off the main living area creates the perfect extension of the home for entertaining, dining, or relaxing after a day at the beach. Situated on an oversized 7,500 square foot lot, the property offers an exceptional amount of outdoor space for the north end of Anna Maria Island. Mature tropical landscaping, a fenced yard, and ample room for a custom pool or expanded outdoor living design create endless possibilities. A current survey is available to assist with future planning. An outdoor shower, storage shed, and one car garage add everyday convenience, while generous parking, a rarity on the north end, further enhances the property’s appeal. 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. Positioned as the lowest priced 3 bedroom home on the north end of Anna Maria Island, it presents a compelling opportunity in today’s market. Come discover why the north end continues to capture hearts generation after generation.
Listing is courtesy of: CAPOZELLA REAL ESTATE (941-914-0802)
Listing Agent: Mara Gilmore (941-920-1267)
154 CRESCENT DR, ANNA MARIA, FL 34216
$1,799,900162 Days on yellowkey MLS ID: A4675421
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1421 Built: 1959 Tax: $15,960 (2025)Community: Lake La Vista RepSpa: YesSingle Family
Taxes:$15,960
Remarks: Location! Location! Location! TRY BEFORE YOU BUY!!** Come Visit…Fall in Love with luxury beach living at it’s finest in this amazing, turnkey furnished, completely and beautifully remodeled 3 bedroom, 3 bathroom resort like pool home with lush island tropical landscaping. This exquisite cottage is nestled on a quiet palm tree lined street, just north of Pine Avenue, in the highly desirable city of Anna Maria, only three houses from the Bay Beach and City Pier!! This is a wonderful investment opportunity, currently showcased as a vacation rental, but could easily be enjoyed as a primary residence or secondary home for our welcomed “snow birds.” This open~ airy~ split floor plan effortlessly combines the seamless living areas of the kitchen, living room, and dining rooms. The updated, beautifully appointed kitchen is sure to impress even the most discerning chef, featuring coastal shaker wood cabinets, glass tile backsplash, stainless appliances, quartzite counter tops, and spacious island with ample seating and storage, illuminated by the beautiful glass pendant lighting above. The stunning formal dining room, with it’s gorgeous, expansive 21 ft sliding glass impact doors overlook the extremely spacious screened lanai and the breathtaking views of the spectacular resort-like pool~spa oasis. Enjoy abundant seating in the spacious living room with sleeper sofa, while watching your favorite movie on the large screen TV above the beautiful electric fireplace. After an enjoyable day at the beach or dinner at one of the many wonderful island restaurants, retreat to the serene primary king en-suite with walk-in shower. The second bedroom offers plenty of space with two twin beds. Impressive third bedroom presents a secondary king en-suite with vaulted ceilings, walk-in shower, private entrance, and is on the alternate side of the home for welcomed privacy. Indulge in the epitome of aquatic luxury with a meticulously crafted pool, complete with state-of-the-art heating and cooling systems, fiber optics, offering a symphony of color and ambiance. The tropical pool oasis is adorned by the captivating centerpiece, the hand crafted giant sea turtle sculpture that was painted by a local artist and previously hung in Mote Marine Aquarium in Sarasota. Enjoy peace of mind with new Hurricane Impact Windows (2022), new Hurricane Impact sliding glass doors (2025), new electrical wiring updated (2025), all new plumbing with new drain lines to the sewer as well as new supply lines (2022), newly built saltwater pool with pebble tech surface-heated and cooled with fiber optic lighting (2023), pool safety alarms (2023), new interior painting (2025), exterior painting (2022), outdoor shower, new landscaping (2023), new A/C (2025), new metal roof (2025)… too many updates to list! Extensive updates list available upon request. Enjoy all that Anna Maria has to provide with it’s nearby City Pier, beautiful world famous beaches, swimming, boating, fishing, abundant island boutiques and shops, plus wonderful island restaurants for your dining pleasure. Enjoy watching the enticing virtual tour and call today!! **If you book a stay as a guest and decide to buy, you will have your net rental refunded with an accepted contract at the Closing of Escrow. Subject to availability. Maximum rental 7 days. Based on NET rental rate. Cleaning, taxes & fees apply.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Rennie Evans (310-437-9336)
416 MAGNOLIA AVE, ANNA MARIA, FL 34216
$1,090,00051 Days on yellowkey MLS ID: A4688198
1 Days Off yellowkey (back on 5/17/2026)
Bed: 2 Bath: 1.0 Gar: 4 Liv Area Sq Ft: 1188 Built: 1979 Tax: $9,932 (2025)Community: Anna Maria BeachSpa: YesSingle Family
Taxes:$9,932
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: HORIZON REALTY OF ANNA MARIA (941-778-0426)
Listing Agent: Stephen Kring (941-778-0426)
513 VILLA ROSA WAY, ANNA MARIA, FL 34216
$7,500,00092 Days on yellowkey MLS ID: A4680603
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3778 Built: 2017Monthly Fee: $125 Tax: $69,756 (2025)Community: Villa RosaSpa: NoSingle Family
Taxes:$69,756
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kimberly Dunn, Llc (941-993-8693)
733 HOLLY RD, ANNA MARIA, FL 34216
$2,499,000346 Days on yellowkey MLS ID: A4655992
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2838 Built: 1967 Tax: $24,940 (2024)Community: Luana Isles 1St AddSpa: YesSingle Family
Taxes:$24,940
Remarks: ***Welcome to Summer Breeze — a rare island gem on Anna Maria Island’s coveted North End.*** This elevated 5-bedroom, 4-bath "Old Florida Coastal Retreat" sits on an oversized corner ¼-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you’re seeking a family getaway or a compelling short-term rental opportunity, this home delivers. The flexible floor plan includes multiple suites and bunk rooms, offering exceptional sleeping capacity. The open-concept main living area features a coastal-inspired kitchen with granite countertops, ample storage, and seamless indoor-outdoor flow to a large screened balcony. Grandfathered to accommodate up to 14 guests, this is a rare and valuable rental advantage on the North End. Outdoors, enjoy a private Tropical Oasis with a heated pool and spa, fenced yard, covered entertainment area, and two driveways with ample parking — an increasingly rare island feature. Elevated construction offers covered parking and elevated systems for added peace of mind. Offered fully furnished and turn-key, the home includes hurricane-impact windows and doors, newer metal roof, updated plumbing and electrical, new water heaters, elevated AC units, and all-new pool equipment. Investor Opportunity - Current rental performance reflects conservative management, presenting a strong value-add opportunity & appreciation. Comparable 5-bedroom homes within walking distance to the beach consistently outperform under optimized short-term rental strategies. Offered at $880 per square foot, this property represents one of the BEST VALUE propositions for a large-occupancy vacation rental on Anna Maria Island. Just a short two block stroll to Bean Point, and walking distance to Pine Avenue, and local favorites, Summer Breeze offers laid-back island living with serious investment upside. Seize this opportunity in 2026 to own your FLORIDA PARADISE!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Stacy Cunneen (941-730-6194)
212 SPRING AVE, ANNA MARIA, FL 34216
$3,660,000396 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)
107 ELM AVE, ANNA MARIA, FL 34216
$4,995,000689 Days on yellowkey MLS ID: A4615677
REDUCED by $150,000 (2.9%) on 05/06/2026
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.
107 TUNA ST, ANNA MARIA, FL 34216
$7,750,00071 Days on yellowkey MLS ID: A4686563
Bed: 6 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 4345 Built: 2026 Tax: $5,729 (2025)Community: Anna MariaSpa: YesSingle Family
Taxes:$5,729
Remarks: Under Construction. Under construction on an oversized corner lot along Anna Maria Island’s North End, just 50 feet from sugar-white sand beaches and the turquoise waters of the Gulf of Mexico, this three-level luxury coastal home combines scale, outdoor living, and modern new construction in one of the island’s most sought-after locations. Built with full concrete block construction and engineered to 2026 Florida hurricane standards, the residence is designed for durability, low-maintenance ownership, and peace of mind. What truly sets this approximately 4,345-square-foot residence apart is the way it lives outdoors. More than 3,000 square feet of covered outdoor living space transforms the property into a private resort designed for entertaining and everyday Florida beach living alike. A fully integrated outdoor kitchen anchors the backyard experience, complemented by three separate dining areas, multiple covered lounging spaces spanning approximately 1,582 square feet, and a 48’ x 25’ resort-style pool and spa that create a seamless indoor-outdoor lifestyle. A private volleyball court further elevates the property, creating a setting equally suited for quiet mornings, sunset gatherings, or hosting family and friends on Anna Maria Island. Daily living is thoughtfully centered on the main level above the six-car garage, where the primary suite, two guest bedrooms, den, laundry room, and an approximately 800-square-foot-plus combined kitchen and living area offer comfort and convenience. Wider doorways and a spacious full bath add flexibility for long-term livability, while a three-stop elevator services all floors. Designed for both entertaining and functionality, the kitchen features custom wood cabinetry, a wine cabinet display wall and a full Thermador appliance suite, including a 7-burner gas range, refrigerator, and dishwasher. Vaulted ceilings add volume throughout the open-concept living spaces, while upper levels capture natural light and Gulf views. All levels open onto expansive covered balconies, including a 1,200-square-foot upper balcony steps from the kitchen. Whether envisioned as a luxury vacation home, income-producing rental, or 1031 exchange opportunity, this property offers exceptional flexibility in one of Anna Maria Island’s most exclusive neighborhoods. Just moments from Pine Avenue, waterfront dining, boutique shopping, marinas, boating access, and some of Florida’s most beautiful beaches, this is a rare opportunity to own brand-new construction on Anna Maria Island at an impressive scale in one of the Gulf Coast’s most tightly held enclaves.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
518 SPRING AVE, ANNA MARIA, FL 34216
$4,050,00084 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)
303 S BAY BLVD, ANNA MARIA, FL 34216
$4,490,00082 Days on yellowkey MLS ID: A4684390
REDUCED by $305,000 (6.4%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2657 Built: 2015 Tax: $62,179 (2024)Community: Wells Bay Harbor Sec ASpa: YesSingle Family
Taxes:$62,179
Remarks: ~~~ 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!
312 HARDIN AVE, ANNA MARIA, FL 34216
$1,949,500188 Days on yellowkey MLS ID: A4672942
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1843 Built: 1957 Tax: $19,352 (2024)Community: Bimini Bay Colony ClubSpa: YesSingle Family
Taxes:$19,352
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!
306 MAGNOLIA AVE, ANNA MARIA, FL 34216
$1,249,900133 Days on yellowkey MLS ID: A4678747
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1963 Tax: $1,938 (2024)Community: Anna Maria BeachSingle Family
Taxes:$1,938
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. Vacant easy to show! CALL FOR COMBINATION LOCKBOX #
Listing is courtesy of: GREEN R E OF ANNA MARIA (941-778-0455)
Listing Agent: Kenneth Jackson (941-778-0455)
872 NORTH SHORE DR, ANNA MARIA, FL 34216
$1,849,999105 Days on yellowkey MLS ID: TB8476324
REDUCED by $100,000 (5.1%) on 05/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1981 Tax: $22,161 (2024)Community: Shore Acres ResubdividedSingle Family
Taxes:$22,161
Remarks: BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Ryan Nowlin (727-647-8089)
9407 GULF DR, ANNA MARIA, FL 34216
$6,950,00030 Days on yellowkey MLS ID: A4691620
Bed: 9 Bath: 8.5 Gar: 3 Liv Area Sq Ft: 4244 Built: 2023 Tax: $63,781 (2024)Community: 7044700; Bimini Bay Estates; Lot 62; Pb 8/75Spa: YesSingle Family
Taxes:$63,781
Remarks: Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.
9403 GULF DR, ANNA MARIA, FL 34216
$8,000,000479 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.
404 NORTH SHORE DR, ANNA MARIA, FL 34216
$5,487,000726 Days on yellowkey MLS ID: A4612343
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3159 Built: 2023 Tax: $5,846 (2023)Community: 7074800; 302 Coconut Avenue; Lot 1; Pb 0070/0185Spa: YesSingle Family
Taxes:$5,846
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!!
117 WILLOW AVE, ANNA MARIA, FL 34216
$3,250,00076 Days on yellowkey MLS ID: A4683945
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1983 Built: 2014 Tax: $31,213 (2024)Community: Anna Maria Beach SubSpa: YesSingle Family
Taxes:$31,213
Remarks: 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.
Listing Agent: Karen Mccall (276-971-2739)
155 CRESCENT DR, ANNA MARIA, FL 34216
$1,900,00081 Days on yellowkey MLS ID: A4684535
REDUCED by $300,000 (13.6%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1512 Built: 1963 Tax: $24,963 (2024)Community: Lake La Vista RepSingle Family
Taxes:$24,963
Remarks: 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.
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Andrea Miller (860-541-1050)
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