Anna Maria, FL Homes for Sale

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  /60

  $1,595,000

  $355K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  413 Poinsettia Rd, Anna Maria, FL 34216

  Back on the Market! Take a look at 413 Poinsettia Rd. Once you walk through the door you will be welcomed by the new fresh bright clean interior finishes. The wall of patio doors at the rear of the home let the sunshine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its bones were not damaged during 2024’s storms.

  John Damato, II SATO REAL ESTATE INC.

  413 Poinsettia Rd, Anna Maria, FL 34216
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  /52

  $1,600,000

  $200K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  517 Spring Ave, Anna Maria, FL 34216

  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

  Clay O'Steen O'STEEN GROUP INC

  517 Spring Ave, Anna Maria, FL 34216
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  /61

  $2,785,000

  $140K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  796 Jacaranda Rd, Anna Maria, FL 34216

  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.

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  796 Jacaranda Rd, Anna Maria, FL 34216
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  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,019 Sq Ft

  317 N Bay Blvd, Anna Maria, FL 34216

  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

  Martha Jones DUNCAN REAL ESTATE, INC.

  317 N Bay Blvd, Anna Maria, FL 34216
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  /35

  $2,200,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  401 N Shore Dr, Anna Maria, FL 34216

  Stunning Fully Remodeled 3-Bedroom Home with Pool & Spa – Prime North End Location. Welcome to your dream coastal retreat! This beautifully remodeled 3-bedroom, 2-bath home was completely transformed in the spring of 2025 and professionally decorated with designer furnishings. Since the renovation, the home has never been occupied—offering a truly brand-new interior experience. Every detail was

  Dave Marcinko NDC REALTY, LLC

  401 N Shore Dr, Anna Maria, FL 34216
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  /95

  $6,195,000

  New Construction $300K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 4,525 Sq Ft

  224 Chilson Ave, Anna Maria, FL 34216

  Step into unparalleled luxury with this fully furnished, 6-bedroom, 7-bathroom deep-water canal-front estate, perfectly situated just two blocks from the pristine sands of Anna Maria Island. This isn’t just a home, it’s a statement, and a legacy investment all in one extraordinary package. Crafted with full concrete block construction, this residence is engineered for strength, security, and

  George DeSear AMI REALTY GROUP

  224 Chilson Ave, Anna Maria, FL 34216
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  /82

  $2,499,900

  • 4 Beds
  • 4 Baths
  • 2,826 Sq Ft

  517 Kumquat Dr, Anna Maria, FL 34216

  This 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria, with views of Bimini Bay! Roomy and inviting, with no bridges to the Bay, this boater’s paradise also allows short term rentals! The spacious floor plan invites you to relax. Whether you are preparing meals in your open kitchen with freshly painted cabinetry, stainless steel appliances and oversized

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  517 Kumquat Dr, Anna Maria, FL 34216
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  /35

  $1,750,000

  • 2 Beds
  • 2 Baths
  • 1,109 Sq Ft

  709 Fern St, Anna Maria, FL 34216

  Welcome to "Birdsong"! Discover the perfect blend of island charm and modern comfort in this beautifully updated 2-bedroom, 2-bath home located in one of Anna Maria Island’s most desirable neighborhoods. Just a 3-minute walk to the pristine Gulf beaches, this property offers the ideal setting for full-time living, a second home, or a high-performing investment. Step inside to an inviting

  Sean Sabbia RE/MAX ALLIANCE GROUP

  709 Fern St, Anna Maria, FL 34216
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  /9

  $2,500,000

  • Land
  • 10,454 Sq Ft
  • $10,416,667 per Acre

  240 Gladiolus St, Anna Maria, FL 34216

  Located on the north end of Anna Maria Island, this 10,600+ square foot parcel is just a short walk from Bean Point beaches, Bayfront Park, and the boutiques and dining on Pine Avenue. The property is beautifully landscaped and includes a large garage, offering a fantastic opportunity to build a custom home with ample space. If you are not interested in building, the adjacent home at 242

  Stephanie Bell FRAN MAXON REAL ESTATE

  240 Gladiolus St, Anna Maria, FL 34216
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  /16

  $5,895,000

  $4M PRICE DROP

  • Land
  • 36,590 Sq Ft
  • $7,017,857 per Acre

  769 N Shore Dr, Anna Maria, FL 34216

  *State DEP permit in hand and ready to build - lot comes with complete custom home plans.* Just get your city permit or personally design your dream home on the beach! Stunning estate sized Gulf-front property located at 769 N Shore Dr, Anna Maria, FL. This cleared lot is almost one full-acre with 102' of beach frontage, offering direct access to the pristine white sand beaches of the Gulf of

  Charles Buky COLDWELL BANKER REALTY

  769 N Shore Dr, Anna Maria, FL 34216
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  /48

  $1,949,500

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,843 Sq Ft

  312 Hardin Ave, Anna Maria, FL 34216

  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

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  312 Hardin Ave, Anna Maria, FL 34216
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  /90

  $10,950,000

  • 5 Beds
  • 8 Baths
  • 5,079 Sq Ft

  811 N Shore Dr, Anna Maria, FL 34216

  Experience one of the most extraordinary waterfront settings on the coveted North End of Anna Maria Island, just moments from the world-renowned shores of Bean Point. Set on over an acre of Gulf-front beachfront land, this rare estate provides exceptional privacy, expansive shoreline, and breathtaking panoramic views of the Gulf of Mexico. In 2019, the property underwent a comprehensive

  Jessica Batten SATO REAL ESTATE INC.

  811 N Shore Dr, Anna Maria, FL 34216
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  /76

  $3,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,020 Sq Ft

  242 Gladiolus St, Anna Maria, FL 34217

  Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoor pool area serves as a private tropical oasis, perfect for relaxation. The main residence features three bedrooms, each with a king bed and ensuite bathroom. The kitchen is equipped with a Sub-Zero refrigerator, a Wolf range and

  Stephanie Bell FRAN MAXON REAL ESTATE

  242 Gladiolus St, Anna Maria, FL 34217
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  /51

  $2,795,000

  • 4 Beds
  • 4 Baths
  • 1,800 Sq Ft

  112 Cedar Ave, Anna Maria, FL 34216

  Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an original beach home with modern luxury. The upstairs features two spacious king-sized suites, each with beautifully appointed en-suite bathrooms. The rear primary suite opens to an expansive private deck with a comfortable seating area, while the front suite offers its own deck—perfect for morning coffee or

  Charles Buky COLDWELL BANKER REALTY

  112 Cedar Ave, Anna Maria, FL 34216
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  /97

  $5,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,287 Sq Ft

  118 Mangrove Ave, Anna Maria, FL 34216

  Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, and coastal convenience. Turnkey furnished and thoughtfully appointed, it is designed to meet every need and desire.Vaulted ceilings and abundant natural light create an open, airy ambiance throughout the spacious floor plan.

  George DeSear AMI REALTY GROUP

  118 Mangrove Ave, Anna Maria, FL 34216
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  /80

  $3,750,000

  • 5 Beds
  • 6 Baths
  • 3,640 Sq Ft

  727 Key Royale Dr, Holmes Beach, FL 34217

  Experience elevated coastal living in the exclusive North Point Harbor community of Holmes Beach, located on the highly desirable northern end of Anna Maria Island. This impeccably maintained custom waterfront estate spans approximately 3,640 square feet and offers direct deep-water access to both the Gulf of Mexico and Tampa Bay from the peaceful shores of Key Royale. Designed with both luxury

  Robert Johnson REAL BROKER, LLC

  727 Key Royale Dr, Holmes Beach, FL 34217
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  /15

  $1,000,000

  $200K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  210 84th St, Holmes Beach, FL 34217

  Island living awaits at 210 84th Street, Holmes Beach, FL 34217. This 2-bedroom, 2-bathroom pool home offers the perfect opportunity to own a piece of Anna Maria Island, one of Florida's most desirable Gulf Coast destinations.Designed for enjoying the Florida lifestyle, the property features a private pool, comfortable indoor living spaces, and outdoor areas ideal for relaxing after a day at

  Chisa Stephenson REAL BROKER, LLC

  210 84th St, Holmes Beach, FL 34217
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  /80

  $1,449,000

  $101K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,600 Sq Ft

  8106 Gulf Dr, Holmes Beach, FL 34217

  Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features

  Danielle Redner FLORIDA EXECUTIVE REALTY

  8106 Gulf Dr, Holmes Beach, FL 34217
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  /14

  $6,245,000

  $5K PRICE DROP

  • Land
  • 25,700 Sq Ft
  • $10,584,746 per Acre

  102 Sunset Ln, Bradenton Beach, FL 34217

  Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over 1⁄2-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal

  Charles Buky COLDWELL BANKER REALTY

  102 Sunset Ln, Bradenton Beach, FL 34217
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  $2,950,000

  $500K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,214 Sq Ft

  605 N Point Dr, Holmes Beach, FL 34217

  Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living.A cheerful front porch

  Becky Sirigotis COMPASS FLORIDA LLC

  605 N Point Dr, Holmes Beach, FL 34217
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  /40

  $985,000

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft

  221 85th St, Holmes Beach, FL 34217

  Discover the best of island living in beautiful Holmes Beach! Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating

  Victoria Bouziane SATO REAL ESTATE INC.

  221 85th St, Holmes Beach, FL 34217
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  /53

  $2,295,000

  $55K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 2,039 Sq Ft

  131 White Ave, Holmes Beach, FL 34217

  Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.5 baths, updated kitchen with solid surface counters and

  Kimberly Roehl ISLAND DESTINATIONS

  131 White Ave, Holmes Beach, FL 34217
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  /65

  $2,950,000

  • 4 Beds
  • 3.5 Baths
  • 2,040 Sq Ft

  117 81st St, Holmes Beach, FL 34217

  Welcome to 117 81st Street in Holmes Beach, a custom-designed coastal retreat steps to the beach that has been completely renovated inside and out, offering the perfect blend of modern luxury and effortless island living. This beautifully updated 4-bedroom, 3.5-bath home is being sold turnkey furnished, making it move-in ready or immediately available as a high-performing rental investment. The

  Matthew Huffman COLDWELL BANKER REALTY

  117 81st St, Holmes Beach, FL 34217
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  /80

  $1,449,000

  $101K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 1,600 Sq Ft

  8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217

  Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features

  Danielle Redner FLORIDA EXECUTIVE REALTY

  8106 Gulf Dr Unit A&B, Holmes Beach, FL 34217
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  /49

  $16,750,000

  • 5 Beds
  • 6.5 Baths
  • 8,962 Sq Ft

  104 Sunset Ln, Holmes Beach, FL 34217

  Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at

  Charles Buky COLDWELL BANKER REALTY

  104 Sunset Ln, Holmes Beach, FL 34217
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  /39

  $1,199,999

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  214 85th St, Holmes Beach, FL 34217

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the heart of Holmes Beach on Anna Maria Island. Updated throughout in 2026, this move-in-ready residence offers approximately 1,398 square feet of stylish, single-level living designed for comfort and convenience.The bright and inviting interior features a modern kitchen with updated cabinetry and countertops, new shutters

  Dylan Casarez INVESTCOR REALTY LLC

  214 85th St, Holmes Beach, FL 34217

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