Displaying: For Sale
Location: Anna Maria
Property Type(s): Single Family
Beds: 3 to 3
Do Not Show Listings
Anna Maria - 25 properties found
228 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,945,00063 Days on yellowkey MLS ID: A4690821
REDUCED by $50,000 (2.5%) on 05/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1979 Tax: $22,184 (2025)Community: Luana IslesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$22,184
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptional opportunity to own an elevated 3-bedroom, 2-bath home on Anna Maria Island, just a short walk to the beach. Whether you’re looking for a personal island getaway, full-time residence, or a successful vacation rental investment, this property offers the perfect combination of lifestyle and income potential. Designed for coastal living, the home features a bright and open floor plan with spacious living and dining areas, ideal for entertaining guests or relaxing after a day in the sun. The elevated design offers added peace of mind and classic island charm. Step outside to your own private tropical oasis featuring an oversized heated pool and spa, with plenty of room for lounging, outdoor dining, and enjoying the Florida sunshine year-round. This outdoor space is a major highlight for both homeowners and vacation renters. Located in one of the most desirable areas on the North end Anna Maria Island, the home is within easy walking distance to the beach, shops, dining, and everything that makes island living so special. Property Highlights: • 3 bedrooms, 2 bathrooms • Elevated home • Oversized private pool with spa • Short walk to beach access • Proven vacation rental / income-producing property • Excellent investment potential
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Amanda Cornett (941-807-2811)
115 N BAY BLVD, ANNA MARIA, FL 34216
$4,150,000182 Days on yellowkey MLS ID: A4676139
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3548 Built: 2015 Tax: $27,554 (2023)Community: Anna Maria Beach Second AddSingle Family
Taxes:$27,554
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Welcome to this stunning show stopping property on the North End of Anna Maria Island! This is a 3 bedroom + office/den, 3.5 bathrooms and 3,548 sq ft. home featuring views from every enormous window of the Tampa Bay, Sunshine skyway bridge and the City Pier! This luxurious and meticulously designed property offers an unparalleled living experience, seamlessly blending modern amenities with breathtaking views. Award winning home designed by renowned architectural firm, Halflants + Pichette, they feature very unique finishes including shell stone throughout the home, fully automated smart home, security system, automated shades, temperature, light and A/V controls and more! As you walk through the open floor plan, you’ll notice the spacious layout, natural light and comfort the home brings. All 3 bedrooms have their own ensuite bathroom for your convenience and privacy. Additionally, there’s a versatile office room that could be turned into a fourth bedroom and currently also has a Murphy bed if desired. The primary bedroom has gorgeous views of the Tampa Bay and City Pier, Lutron shades, large closets as well as a 5ft wide shoe closet! Ascend to the rooftop retreat where the views get even better! 1,000 sq ft roof top deck includes a stainless steel jacuzzi, full outdoor kitchen, speakers, IPE decking and loungers to soak up the sun. There is a 3-car garage and an elevator that goes to all 3 levels. Take a dip in the sparkling heated pool that is elevated with a pool window or relax in the adjacent decks surrounded by lush landscaping and low maintenance artificial turf. Conveniently located a block away from Pine Avenue and all it has to offer including restaurants, boutiques, ice cream shops and more! Don’t miss this wonderful opportunity and schedule your private showing today!
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Jason Sato (941-778-7200)
801 N SHORE DR, ANNA MARIA, FL 34216
$8,250,000163 Days on yellowkey MLS ID: A4676858
REDUCED by $1,600,000 (16.2%) on 06/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4728 Built: 2005 Tax: $64,344 (2024)Community: Shore Acres First AddSpa: NoSingle Family
Taxes:$64,344
Tax Year: 2024
Remarks: Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry. The main living level unfolds into a grand living and dining area, where a full wall of sliders frame endless Gulf views and spectacular sunsets. The expansive balcony is an entertainer’s dream, featuring a fully equipped Lynx outdoor kitchen and a beautifully carved fireplace—an inviting setting for al fresco dining or evenings by the fire. Inside, the chef’s kitchen is outfitted with Sub-Zero, Viking, and Miele appliances, seamlessly combining performance and elegance. A refined library retreat, complete with a fireplace and exquisitely carved bookcases, offers a quiet haven for reading or reflection. The third floor is devoted to luxurious private living. The palatial primary ensuite is a serene sanctuary with spa-like amenities and opens to its own Gulf-facing balcony. Here, a soaking tub, rain shower, and an additional fireplace create an indulgent, resort-style experience. Also on this level are a gracious guest suite, a whimsical children’s ensuite bedroom, and a conveniently located laundry room. The first floor welcomes you with a dramatic foyer featuring soaring ceilings and an elevator. Just beyond lies the imaginative Captain’s Quarters, a fantastical space designed to replicate the galley of a pirate’s lair—both playful and unforgettable. An expansive office follows, showcasing granite countertops and intricately carved walls with integrated drawers and shelving, offering both beauty and function. Outdoors, the home transforms into a private oasis. The grotto-style pool provides shaded comfort and is adorned with multiple water features, while a surrounding fireplace and dining area create an intimate setting for gathering. Beyond the pool, a sun-drenched private patio invites leisurely afternoons of relaxation and sunbathing. Built to stand the test of time, The Golden Dolphin is constructed with concrete and rebar throughout and engineered with advanced drainage systems designed to reroute floodwaters. This exceptional residence has sustained no damage from past hurricanes, offering peace of mind alongside its unparalleled beauty. A rare offering on Anna Maria Island, The Golden Dolphin is a masterful expression of luxury, resilience, and coastal elegance—where art, architecture, and the Gulf converge in perfect harmony.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
154 CRESCENT DR, ANNA MARIA, FL 34216
$1,799,900186 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)
216 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,290,000112 Days on yellowkey MLS ID: A4682103
REDUCED by $35,000 (2.6%) on 06/09/2026
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: Virtually Staged. Lowest priced 3 bedroom home currently available on the north end of Anna Maria 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 beautifully updated island home presents an exceptional opportunity to own in one of the most sought after locations on the island. This inviting single level residence offers 3 bedrooms, 2 renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings create warmth and character throughout the main living space, while the redesigned kitchen features updated cabinetry, countertops, and newer appliances. New flooring throughout the home complements the bright coastal feel and move in ready condition. Set on an oversized 7,500 square foot lot, the property offers something increasingly difficult to find on the north end of Anna Maria Island: space. Whether you envision a custom pool, outdoor kitchen, tropical entertaining area, or your own private backyard retreat, there is ample room to create the outdoor lifestyle buyers dream about when moving to the island. A current survey is available to assist with future planning. The primary suite opens to a private porch, perfect for morning coffee or evening relaxation, while the expansive screened porch extends the living space outdoors and provides the ideal setting for entertaining family and friends year round. Additional features include a new AC system installed in 2025, a one car garage, outdoor shower, storage shed, fenced yard, mature tropical landscaping, and generous off street parking, a rare and valuable feature on the north end. The location is truly exceptional. Walk or bike to Pine Avenue’s charming shops, restaurants, and cafes. Bayfront Park, Bean Point, and some of Anna Maria Island’s most beautiful beach accesses are all nearby, allowing you to enjoy the very best of island living without ever needing to get in your car. Whether you are searching for a full time residence, seasonal getaway, investment property, or future island retreat, this home offers an outstanding combination of location, flexibility, and value. At $1,290,000, it represents one of the most compelling opportunities currently available on the north end of Anna Maria Island. Come experience the island lifestyle that continues to make Anna Maria one of Florida’s most treasured coastal communities.
Listing is courtesy of: CAPOZELLA REAL ESTATE (941-914-0802)
Listing Agent: Mara Gilmore (941-920-1267)
517 LOQUAT DR, ANNA MARIA, FL 34216
$2,250,00011 Days on yellowkey MLS ID: A4695654
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 1982 Tax: $5,320 (2025)Community: Lacios Sec BSingle Family
Taxes:$5,320
Remarks: Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living space, where thoughtful updates blend seamlessly with the home’s character-rich design. The beautifully updated kitchen features solid wood cabinetry, a large island, pantry, wine refrigerator, stainless steel appliances, and a unique stained-glass accent window. The inviting living area is anchored by a wood-burning fireplace and enhanced by elegant crown molding throughout. Recent improvements provide peace of mind and exceptional value, including a new roof and chimney, new seawall, updated kitchen and bathrooms, LED lighting, wood flooring, paver driveway and walkways, and a spacious new ground-level game and entertainment room. One of the home’s most beloved spaces is the Florida room, where you can enjoy morning coffee, family gatherings, or evening cocktails while overlooking the tranquil canal. Watch manatees glide by and experience the relaxed waterfront lifestyle that makes Anna Maria Island so special. The generous primary suite serves as a private retreat, complete with an en-suite bath and large walk-in closet. Two additional guest bedrooms are thoughtfully situated on the opposite side of the home, providing comfort and privacy for family and visitors. A dedicated laundry room offers additional storage, while the oversized two-car garage with epoxy flooring provides ample space for vehicles, beach gear, and water toys…and the must have golf cart! Step outside to enjoy the island breeze from the balcony, then follow the staircase to the expansive backyard. With plenty of room for a pool, the property offers endless possibilities for creating your own private tropical oasis. Mature, low-maintenance tropical landscaping enhances the home’s authentic coastal appeal. Ideally located just a short stroll from world-famous beaches, Pine Avenue, local restaurants, boutiques, and island attractions, Bamboo Bungalow offers the perfect combination of waterfront serenity and walkable convenience. This amazing property is being offered turnkey furnished (including high-end furniture, decor, and art). Schedule your private showing today and discover the best of Anna Maria Island living.
120 MAPLE AVE, ANNA MARIA, FL 34216
$1,475,000140 Days on yellowkey MLS ID: A4680151
REDUCED by $70,000 (4.5%) on 05/30/2026
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
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 Agent: James Wilson (727-331-4353)
270 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,750,000130 Days on yellowkey MLS ID: A4682093
REDUCED by $20,000 (1.1%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1326 Built: 1967 Tax: $20,985 (2025)Community: Luana IslesSpa: YesSingle Family
Taxes:$20,985
Remarks: Located just blocks from the beach, White Palms is a 3-bedroom, 2-bathroom island home situated on a large corner lot with a spacious backyard, offering excellent outdoor living close to the Gulf. The corner location provides added openness, while mature palms and established landscaping create a private coastal setting. The home features a bright, open layout designed for comfortable island living, with well-sized bedrooms and recently updated finishes throughout. The main living areas connect seamlessly to the outdoor spaces, making it ideal for both everyday living and entertaining. The backyard centers around a private pool, creating a true outdoor retreat with ample space for lounging and gathering. Whether used as a primary residence, second home, or seasonal escape, the layout offers flexibility and function. Located in Anna Maria's nightly vacation rental area, White Palms is an established rental property with documented income, offering immediate investment potential alongside its lifestyle appeal. Just a short walk to the sand, this property combines beach proximity, outdoor space, and proven rental performance in one well-located island home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Dee Munn (407-346-4422)
246 GLADIOLUS ST, ANNA MARIA, FL 34216
$1,999,00097 Days on yellowkey MLS ID: A4686725
2 Days Off yellowkey (back on 6/6/2026)
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!
865 N SHORE DR, ANNA MARIA, FL 34216
$2,999,000137 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)
317 N BAY BLVD, ANNA MARIA, FL 34216
$1,595,00023 Days on yellowkey MLS ID: A4695399
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2019 Built: 1974 Tax: $20,270 (2025)Community: Anna Maria Beach Second AddSpa: NoSingle Family
Taxes:$20,270
Remarks: Welcome to your dream getaway, an adorable bungalow located on the north end of Anna Maria Island, directly across from the beach and a lovely park. This charming 3-bedroom, 3-bathroom home is perfect for a full-time residence, an income-generating rental, or a part-time retreat—all in an unbeatable location. Step inside to discover a welcoming living room with beautiful hardwood floors and delightful beach views, seamlessly connecting to the dining area for an open and inviting layout. The kitchen features wood cabinets, sleek quartz countertops, and stainless steel appliances, along with convenient countertop seating. The spacious primary bedroom includes a cozy sitting area and French doors that frame stunning beach views, complemented by an updated en-suite bathroom with a stylish glass shower. The second bedroom also boasts its own en-suite, providing comfort and privacy for guests. Outside, enjoy your private deck, ideal for sunbathing and grilling, complete with an outdoor shower for rinsing off after a day at the beach. The heated pool offers a refreshing retreat on warm days, while the covered, screened front porch is the perfect spot to relax with morning coffee and take in the serene blue waters. Located close to Pine Avenue’s boutique shops, delightful restaurants, and the picturesque Bean Point, this property features a durable metal roof, hardy board siding, and newer windows, enhancing its appeal and longevity. Don’t miss the chance to make this charming bungalow your own—schedule your showing today and embrace the island lifestyle!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Martha Robel (941-773-4594)
102 TUNA ST, ANNA MARIA, FL 34216
$6,750,000132 Days on yellowkey MLS ID: A4681558
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1926 Built: 1958 Tax: $58,108 (2025)Community: Anna MariaSpa: YesSingle Family
Taxes:$58,108
Remarks: Finding a lot of this scale on one of Anna Maria’s most quiet and secluded streets is an opportunity that simply doesn't come around often. Spanning over 23,000 square feet, this property offers something truly rare: private ownership that extends all the way to the mean high-water line. You aren't just near the beach, you own it. Completely remodeled with a clean, coastal-modern aesthetic. It’s designed for easy, indoor-outdoor living, featuring a high-end chef’s kitchen and an open layout. Outside, the pool and spa area is wrapped in mature tropical landscaping, creating a private sanctuary that still opens up to those unobstructed Gulf views. While the home is already a proven rental powerhouse with an impressive income history, the real magic is the potential for the future. With this much land, you have the canvas to design a custom "forever home" with over 5,000+ square feet under AC. Whether you keep the current gem as a high-performing investment or start planning your ultimate beachfront estate, this is a rare chance to claim a massive piece of the Gulf.
Listing Agent: Joey Hutchinson (941-518-5585)
315 SPRING AVE, ANNA MARIA, FL 34216
$2,175,00026 Days on yellowkey MLS ID: A4694221
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1428 Built: 1986 Tax: $21,301 (2025)Community: Anna Maria Beach SubSpa: NoSingle Family
Taxes:$21,301
Remarks: Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jason Suedhof (941-932-2278)
306 PALM AVE, ANNA MARIA, FL 34216
$1,695,00038 Days on yellowkey MLS ID: A4693882
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 1984 Tax: $3,591 (2025)Community: Bimini Bay Colony ClubSingle Family
Taxes:$3,591
Remarks: LOCATION! NEW STEEL ROOF! .19 ACRE LOT! RARE ARTISAN WELL! MOTHER-IN-LAW SUITE! Opportunity is knocking on one of the most desirable streets on Anna Maria! This rare opportunity offers incredible potential in an unbeatable location. Just moments from the beach, the bay, the community center, and the shops and restaurants of Pine Avenue. This 3 bedroom, 3 bathroom home sits on an oversized .19-ACRE LOT in the heart of Anna Maria. The property features a NEW STEEL ROOF installed in MAY 2024 with a TRANSFERABLE 50-YEAR WARRANTY, providing a major upgrade already completed for the next owner. One of the bedrooms functions as a private mother-in-law suite with its own separate entrance, full bathroom, and existing hookups for a kitchenette - ideal for guests, extended family, or added rental flexibility. A unique highlight of the property is the separately deeded ARTISAN WELL, which supplies irrigation water to the community center as well as neighboring properties. This creates both community value and potential tax benefits! WEEKLY RENTALS are allowed, making this an outstanding opportunity for investors, builders, or buyers looking to create their dream island home. The property experienced flooding and will require renovation/gutting, but the location, lot size, and valuable existing features make this a truly exceptional investment opportunity on Anna Maria Island!
Listing Agent: Kasay Gunter (941-807-1280)
519 SOUTH DR, ANNA MARIA, FL 34216
$1,598,000187 Days on yellowkey MLS ID: A4675370
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $97,000 (5.7%) on 04/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2131 Built: 1972 Tax: $26,805 (2024)Community: Wells Bay Harbor Sec ASpa: YesSingle Family
Taxes:$26,805
Remarks: “Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise. Originally built in 1972, the home was completely transformed in a top-to-bottom remodel in 2025, blending modern luxury with timeless island charm. No detail was overlooked. Highlights include imported Filipino shell stone flooring throughout, all-new drywall, insulation, plumbing, electrical, paint, fixtures, kitchen, and fresh landscaping. The living space was thoughtfully expanded with energy-efficient mini-split systems, increasing the under-air square footage from 1,582 sq ft to approximately 2,131 sq ft, offering enhanced comfort and flexibility. Additional upgrades include a new pool (2019), new AC unit 2025 and new roof (2020). Designed for effortless indoor-outdoor living, this home is ideal for entertaining, launching a sunset cruise, or unwinding while taking in tranquil water views. This one-of-a-kind island property delivers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own waterfront luxury in the heart of Anna Maria—where elegant design meets laid-back island living. Currently an active vacation rental please see remarks for link to the site.
Listing Agent: Cindy Quinn, Pa (941-780-8000)
150 CRESCENT DR, ANNA MARIA, FL 34216
$1,790,000179 Days on yellowkey MLS ID: A4676224
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1765 Built: 1960 Tax: $15,137 (2025)Community: Lake La Vista Sub, Rep OfSpa: YesSingle Family
Taxes:$15,137
Remarks: Ease into Island Life at Crescent Palms. If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget the stairs. This home is all about effortless, single-story living. We’ve kept the soul of the house with beautifully restored terrazzo floors that feel cool underfoot and give off a classic, retro beach vibe. The open living space flows right into a gorgeous new kitchen with quartz countertops and stainless appliances—perfect for whipping up a casual seafood dinner after a day on the boat. From the living room, you can walk straight out to the screened lanai and pool, making the whole house feel like one big, breezy indoor-outdoor hangout. Your Own Backyard Paradise, The backyard is where the magic happens. It’s a private, tropical hideaway surrounded by lush palms and soft lighting. The Pool: A sparkling saltwater pool with a sun shelf (perfect for a lounge chair and a book) and a relaxing waterfall. The Spa: A big, heated spa for those clear Florida nights. The Extras: A screened-in dining area, plenty of space for sunbathing, and a must-have outdoor shower for rinsing off the salt and sand. Room for Everyone With three roomy king bedrooms and two baths, there’s plenty of space for family or guests. The primary suite is a total dream, featuring vaulted ceilings and its own door leading right out to the pool for a late-night dip. The Details Prime Spot: Just north of Pine Avenue. Walk or bike to the island trolley, boutiques, and ice cream shops. Boaters Welcome: You can join the optional HOA for access to a dock—perfect for launching kayaks or hopping on a boat to cruise the Sound. Peace of Mind: Built solid with concrete block and impact windows, plus flood panels for extra protection. And there is ample storage and a one-car garage for all your island essentials. Whether you're looking for a forever home, a vacation getaway, or a smart rental investment, Crescent Palms captures that relaxed AMI spirit perfectly. *Note: Property Information received from third-party sources is considered reliable but 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)
306 S BAY BLVD, ANNA MARIA, FL 34216
$3,295,000106 Days on yellowkey MLS ID: A4684377
1 Days Off yellowkey (back on 5/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1752 Built: 1967 Tax: $34,126 (2024)Community: Wells Bay Harbor Sec ASingle Family
Taxes:$34,126
Remarks: Under contract-accepting backup offers. Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.
Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)
Listing Agent: Billi Gartman (941-545-8877)
107 ELM AVE, ANNA MARIA, FL 34216
$4,995,000713 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.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Gregg Bayer (941-799-9096)
155 CRESCENT DR, ANNA MARIA, FL 34216
$1,900,000105 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 Agent: Andrea Miller (860-541-1050)
727 JACARANDA RD, ANNA MARIA, FL 34216
$2,150,00080 Days on yellowkey MLS ID: A4688612
2 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2055 Built: 1980 Tax: $27,869 (2025)Community: Shore AcresSingle Family
Taxes:$27,869
Remarks: Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!
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