Location: Anna Maria
Do Not Show Listings
213 OAK AVE, ANNA MARIA, FL 34216
$3,400,000121 Days on yellowkey MLS ID: TB8462487
4 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3053 Built: 1985 Tax: $12,721 (2024)Community: Laguna Maria RevSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,721
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: Under contract-accepting backup offers. Experience Florida coastal living at its finest in this exceptional custom-built home featured in Southern Living Magazine. Uniquely located, this house is a short walk to white sand beaches and a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated and enlarged four years ago. The lush front yard features a circular paver driveway, a gorgeous Royal Poinciana tree, an assortment of local palms and a majestic Canary Island Date Palm. The front walkway is cut from limestone slabs, replicating ocean coral. Featuring 4 bedrooms and 4 bathrooms this thoughtfully designed residence offers an open floor plan filled with abundant natural light creating a bright and welcoming atmosphere throughout with quality craftsmanship and timeless coastal style. Two screened porches and a backyard deck invite indoor-outdoor living. Inside the open floor plan features a bright spacious great room highlighted by a two-story vaulted cathedral ceiling. A stylish granite-mantled fireplace with mermaid statues beautifies this unique space. The adjoining dining room and kitchen offer granite countertops, stainless steel appliances and customized cabinets. The main suite’s spacious bedroom has well-appointed custom-built nightstands, bookshelves, and a glass and mirrored-shelved head board. There is a walk-in closet and French doors leading to the back deck with canal views. The ensuite tiled bathroom has a spa-like feel with an electric toilet, separate dual sinks, granite countertops and a combined walk-in shower and steam room. Another main floor suite has a tiled bathroom, a sit-down, walk-in Jacuzzi-styled tub, an electric toilet and granite counter top. The upstairs bedroom extends the length on the second floor with a tiled bathroom, a bathtub and shower. The backyard is a tropical oasis complete with a Tiki Hut, a midnight- blue-bottomed resort- style pool trimmed with natural stone, a waterfall, a bronze dolphin fountain, a hot tub, an enclosed hot-water outdoor shower, and old growth Coconut, King, Sable, Bismark, Foxtail, and Christmas palm and giant bird-of-paradise trees. Situated on the canal is a forty-seven foot wooden dock and boat lift, allowing direct water access via Bimini Bay and Anna Maria Sound to open waters and endless water adventures. A spacious multi-car garage provides plenty of room for stowing bikes, golf carts, and beach gear. Just a short stroll to the sugar-white sand beaches, this picturesque property is perfectly located to enjoy the beach, the bays and Gulf waters.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: James Patterson (941-730-9296)
418 PINE AVE, ANNA MARIA, FL 34216
$3,000,00020 Days on yellowkey MLS ID: A4690403
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2804 Built: 2007 Tax: $26,566 (2025)Community: Anna Maria Beach Third AddSpa: NoSingle Family
Taxes:$26,566
Tax Year: 2025
Remarks: Positioned along the most sought-after stretch of Pine Avenue—known for its vibrant coastal charm, boutique shopping, dining, and steady pedestrian traffic, 418 Pine Avenue offers a truly rare opportunity to own a waterfront property with coveted ROR zoning. Properties like this are few and far between, especially those that combine direct water access with the ability to create both a luxury lifestyle and a dynamic income-producing asset in the heart of one of the island’s most iconic corridors. This elevated, solid concrete home features 4 bedrooms and 3 bathrooms, each bedroom offering spacious walk-in closets complete with custom closet systems. The open-concept floor plan is designed to maximize natural light and water views, seamlessly blending indoor and outdoor living. Step out onto the expansive main-level balcony or enjoy one of three additional balconies—two overlooking the water and two facing the lively energy of Pine Avenue. The ROR zoning creates exceptional flexibility for income potential. Envision renting the upper-level residence while activating the lower level as a waterfront-facing business such as a boutique retail shop, professional office, art gallery, wellness studio, café, or even a unique waterfront business concept like a paddleboard/kayak outfitter, dockside café, or marine-focused experience. The combination of visibility from Pine Avenue and direct water frontage is incredibly rare and valuable. Boating enthusiasts will appreciate having only one fixed bridge to open water, along with a private dock where marine life is frequently seen right in your backyard. The outdoor space is equally impressive, featuring a pool and ample room for entertaining, dining, and enjoying the Florida lifestyle year-round. Additional highlights include impact windows and doors throughout, plantation shutters, newer HVAC system, metal roof, and fresh interior paint. Whether you’re searching for a primary residence, a luxurious second home, or a high-performing investment with unmatched zoning advantages, this property delivers on every level. Being sold complete with professional design services to help you elevate and personalize the space.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Stephanie Paxton (941-932-5509)
120 MAPLE AVE, ANNA MARIA, FL 34216
$1,545,00096 Days on yellowkey MLS ID: A4680151
REDUCED by $30,000 (1.9%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1973 Tax: $16,951 (2024)Community: Gulf View Sub Of Anna Maria KeySingle Family
Taxes:$16,951
Elementary School: None
High School: None
Middle School: None
Remarks: Prime Beachside Retreat – Steps to the Sand on Anna Maria Island! Discover coastal living at its finest in this beautifully remodeled and updated 3-bedroom, 2-bathroom single-family home, perfectly positioned west of Gulf Drive in the heart of Anna Maria. Just a short stroll (literally steps away) from the pristine, sugar sandy beaches of the Gulf of Mexico, this residence offers effortless access to turquoise waters, breathtaking sunsets, and the relaxed island vibe that makes Anna Maria a sought-after paradise. The home boasts modern upgrades throughout, including fresh finishes, an open and inviting floor plan, and thoughtful touches that blend comfort with contemporary style. The spacious layout is ideal for families, weekend getaways, or as a high-demand vacation rental investment. One of the standout features? Ample room to add your dream pool—imagine lazy days by your private oasis, just moments from the beach! West of Gulf Drive means no busy roads to cross for beach access, putting you in the most desirable pocket of the island. Enjoy peaceful mornings with the sound of waves, evening walks along the shore, and the charm of nearby Pine Avenue’s shops, restaurants, and cafes—all while owning a piece of true Anna Maria magic. Whether you’re seeking a primary residence, second home, or lucrative rental property, this beachside gem delivers the ultimate in Florida coastal sophistication and easy island living. Don’t miss your chance to own steps from the Gulf—schedule your private showing today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: James Wilson (727-331-4353)
903 N SHORE DR #B, ANNA MARIA, FL 34216
$5,595,00082 Days on yellowkey MLS ID: A4682764
2 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2915 Built: 2020 Tax: $55,181 (2024)Community: Shore AcresSpa: YesSingle Family
Taxes:$55,181
Remarks: Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026 having $455,251 on the books thus far! The location doesn't get any better as it’s located directly on the bay, steps from Bean Point and a short stroll to the heart of Anna Maria, Pine Ave where all the boutiques and restaurants are. Unwind in the open living space, where an abundance of natural light and breathtaking views creates a tranquil atmosphere. Enjoy viewing dolphins and manatees from the plush furniture without even leaving the home! The primary bedroom has a private balcony to capture the picturesque sunrises and breathtaking views of the illuminated Sunshine Skyway Bridge colors at Night. While the additional three bedrooms has its own ensuite bathroom and walk-in closet, ensuring a comfortable and private retreat. Kids (and adults!) LOVE the game room featuring classic video games to family board games and puzzles, the game room is the perfect spot for lively entertainment. Golden Tee Golf and a variety of classic games provide hours of enjoyment for the whole family. Step outside into an expansive outdoor space designed for leisure and recreation. Lounge on the sandy beach, take a dip in the heated pool or oversized hot tub, or play a round on the putting green. The outdoor living area features a wet bar and a large Weber Genesis gas grill, perfect for alfresco dining. Enjoy the tropical oasis with outdoor Sonos speakers, an aquarium selfie wall, and various beach gear and toys. Large 2 car garage and an elevator for convenience. Being its first time on the market, this opportunity to own this unique piece of property won’t last long!
Listing Agent: Jason Sato (941-778-7200)
110 OAK AVE #A, ANNA MARIA, FL 34216
$849,000113 Days on yellowkey MLS ID: A4678588
REDUCED by $25,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 640 Built: 1947Monthly Fee: $1 Tax: $11,258 (2025)Community: Anna Maria Beach CottagesCondo
Taxes:$11,258
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 Agent: Jessica Batten (941-962-3380)
522 PINE AVE #7D, ANNA MARIA, FL 34216
$555,000311 Days on yellowkey MLS ID: A4657782
1 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 822 Built: 1973 Tax: $6,625 (2025)Community: BayouSpa: NoCondo
Taxes:$6,625
Remarks: Under contract-accepting backup offers. “Sittin’ on the dock of the Bay…” Welcome to an effortless island retreat designed for relaxed second-home living on Anna Maria Island. This elevated 2-bedroom, 1-bath waterfront condo is being offered turnkey furnished and includes its own deeded boat slip, providing direct access to Tampa Bay and quick passage to open water. Set along a peaceful canal, the home invites you to slow down and unwind. Enjoy morning coffee or evening breezes from your private back patio as manatees glide by and seabirds fill the air. When you are ready to explore, you are perfectly positioned on iconic Pine Avenue, just steps from local shops, dining, and island favorites, with the historic City Pier nearing completion nearby. Inside, the condo offers a clean, comfortable layout with two generously sized bedrooms and a full bath. The space is move-in ready as is, while also offering future flexibility. Many owners in the Bayou Condo Complex have enhanced their units by opening the kitchen to the living area, adding interior laundry, or converting the walk-in closet into an additional bath, creating exciting options to personalize over time. This residence has been lovingly used as a second home and also allows twice-monthly rentals, offering optional income when you are away. The well-maintained Bayou Condo community recently completed new metal roofs in 2025 and features low condo fees, a designated parking space, and ample guest parking. Whether you envision weekend escapes, seasonal stays, or boating adventures right outside your door, this waterfront condo delivers the ultimate lock-and-leave island lifestyle. Schedule your private showing and discover how easy owning a second home on Anna Maria Island can be.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Kathy Harman (941-900-9828)
865 N SHORE DR, ANNA MARIA, FL 34216
$2,999,00093 Days on yellowkey MLS ID: TB8472180
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1754 Built: 1950 Tax: $12,367 (2024)Community: Shore Acres ResubdividedSingle Family
Taxes:$12,367
Remarks: Brand new metal roof! Fully updated, beach front stunner! Situated on the highly coveted north end of Anna Maria Island, this location is unbeatable—just steps from the stunning sunsets and sugary sands of Bean Point, and a short walk to shopping and dining hotspots on Pine Ave. Whether you’re looking for a permanent residence, vacation getaway, or short term rental, this home is move-in ready, can come furnished, and is ready to welcome you to beautiful Anna Maria Island. The open floorplan offers panoramic views of Tampa Bay from the kitchen, dining and living rooms ideal for watching wildlife, sailboats, and the twinkling lights of the Skyway Bridge. The kitchen is newly renovated with brand new appliances, cabinetry and counter tops. Additional updates include roof (2026), AC (2025), water heater (2025), new interior paint (2025), updated lighting and hardware, newly reinforced seawall. The sandy backyard with a new patio, is the perfect beach hangout spot to grill, relax, and even cast a line and fish from your own backyard. Designed for beach living, this island home includes ample storage for all your gear, including a large laundry room, multiple storage closets, and a detached 1-car garage—perfect for your beach essentials, island golf cart, and bikes. This beachfront gem offers everything you need to embrace the ultimate Anna Maria Island lifestyle.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Lauren Haseman (813-240-4407)
107 PINE AVE, ANNA MARIA, FL 34216
$4,999,99930 Days on yellowkey MLS ID: A4688961
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2748 Built: 1968 Tax: $21,717 (2025)Community: Anna Maria BeachApartment
Taxes:$21,717
Remarks: For Investors looking to purchase property on the desirable north end of the Anna Maria Island, this unique and rare 4-unit apartment building is an exceptional investment opportunity. Welcome to Gulf Queen Apartments just 50 feet from the sugary sandy beaches of Anna Maria Island. Situated on nearly 7,400 sq ft lot, the property also presents future redevelopment potential—offering investors the flexibility to build new in this prime coastal location. This turnkey furnished, ground level 4-plex has two apartments with two bedrooms and one bathroom; and two apartments with one bedroom and one bath. Gulf Queen Apartments offers immediate income potential in one of Florida’s most sought-after beach markets. The units showcase polished terrazzo flooring, open-concept living and kitchen areas, and tasteful coastal décor. Recent upgrades include renovated kitchens with granite countertops, updated bathrooms, and new furnishings throughout—creating an inviting, guest-ready environment. The 2-bedroom units comfortably accommodate up to four guests, making the property ideal for group bookings such as family vacations, reunions, or wedding parties. Anna Maria is known as a desirable wedding destination. The entire building can be rented out to accommodate wedding guests or other family gathering venues, or each unit can be rented individually. The property also has two golf cart charging stations to accommodate guests who want to tour the island in their rented golf cart. The property is located next door to the Sand Bar Restaurant which hosts many wedding guests from around the world each year. The property is also located on famous Pine Avenue, a street that runs from Tampa Bay to the Gulf of Mexico. The property's 107 Pine Avenue address is walkable to numerous shops and restaurants that stretch from the Bay to the Gulf. The location is unmatched—just steps to the beach, as well as the vibrant shops and dining along Pine Avenue, and convenient access to the free island trolley. Guests can easily stroll or bike to Bean Point, or enjoy nearby favorites like The Waterfront Restaurant and The Sandbar Restaurant. Whether you’re seeking a vacation rental portfolio or a redevelopment opportunity in a premier beach destination, Gulf Queen Apartments delivers value, location, and income potential. Vacation Rental bookings available upon request. Call for a private viewing of this unique property today.
Listing Agent: Hannah Hillyard (941-744-7358)
404 NORTH SHORE DR, ANNA MARIA, FL 34216
$5,487,000706 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
Tax Year: 2023
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: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
103 PARK AVE, ANNA MARIA, FL 34216
$5,650,00027 Days on yellowkey MLS ID: A4689581
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4540 Built: 2012 Tax: $78,291 (2025)Community: Banyan Tree Estates IiiSpa: YesSingle Family
Taxes:$78,291
Remarks: LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy. Thoughtfully designed for both entertaining and multi-generational living, the home offers over 4,500 square feet of curated living space with distinct gathering areas throughout. The main living room opens to a front verandah and features a fireplace, with an additional fireplace located in the primary suite. The kitchen, designed for both function and presentation, featuring marble countertops and backsplash, custom cabinetry, a butler’s pantry, and dual sinks is well-suited for both everyday use and larger gatherings. Emily Anne Smith is known for her mindful and timeless coastal design, and this home reflects that level of craftsmanship throughout. The property includes a main residence and a separate cottage, providing flexibility and privacy with a total of 5 bedrooms and 4.5 bathrooms. Additional features include multiple verandahs, two dedicated study spaces, and a well-designed outdoor living area with a pool, shower, and lounge space. The private guest quarters with separate entrance offers an ideal setup for extended family, guests, or private accommodation. This is a rare opportunity to own a thoughtfully designed home in a premier Anna Maria location, with Gulf views and exceptional sunset exposure.
Listing Agent: Dee Munn (407-346-4422)
108 PELICAN DR, ANNA MARIA, FL 34216
$2,199,00079 Days on yellowkey MLS ID: A4680808
REDUCED by $96,000 (4.2%) on 04/25/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1472 Built: 1994 Tax: $10,106 (2024)Community: Luana IslesSingle Family
Taxes:$10,106
Remarks: Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.
9403 GULF DR, ANNA MARIA, FL 34216
$8,000,000459 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
$1,999,00053 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
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!
796 JACARANDA RD, ANNA MARIA, FL 34216
$2,785,000522 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.
805 N BAY BLVD, ANNA MARIA, FL 34216
$1,699,000143 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)
112 MANGROVE AVE, ANNA MARIA, FL 34216
$3,999,000174 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!
319 TARPON ST, ANNA MARIA, FL 34216
$7,195,00048 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.
103 PALM AVE, ANNA MARIA, FL 34216
$6,050,00073 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
$4,199,00075 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
$2,950,000283 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)
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