Anna Maria Island

A mere seven miles long from tip to tip, Anna Maria Island delights locals and visitors alike with its low-key vibe. This family-oriented beach community is a favorite for its small city charm and beach atmosphere, and it’s no wonder that demand continues to rise for Anna Maria Island beachfront homes. Read More About Anna Maria Island Beachfront and Waterfront Homes for Sale.

Anna Maria Island Real Estate Statistics

Average Price $4M
Lowest Price $1.3K
Highest Price $17M
Total Listings 82
Avg. Days On Market 120
Avg. Price/SQFT $1.5K

Property Types (active listings)

Anna Maria

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811 North Shore Drive, ANNA MARIA

$16,995,000

811 North Shore Drive, ANNA MARIA

4 Beds 7 Baths 5,079 SqFt Residential MLS® # A4578265
801 North Shore Drive, ANNA MARIA

$12,000,000

801 North Shore Drive, ANNA MARIA

4 Beds 4 Baths 4,728 SqFt Residential MLS® # A4581282
881 North Shore Drive, ANNA MARIA

$9,990,000

881 North Shore Drive, ANNA MARIA

7 Beds 8 Baths 3,645 SqFt Residential MLS® # A4572766
826a South Bay Boulevard, ANNA MARIA

$9,945,000

↓ $1,550,000

826a South Bay Boulevard, ANNA MARIA

5 Beds 3 Baths 4,494 SqFt Residential MLS® # A4562901
803 North Shore Drive, ANNA MARIA

$9,650,000

↓ $150,000

803 North Shore Drive, ANNA MARIA

4 Beds 5 Baths 4,993 SqFt Residential MLS® # A4568805
839 North Shore Drive Lot 24 Or 25, ANNA MARIA

$8,900,000

↑ $2,915,000

839 North Shore Drive Lot 24 Or 25, ANNA MARIA

0 Beds 0 Baths 0 SqFt Land MLS® # A4560067
741 Jacaranda Road, ANNA MARIA

$8,750,000

↑ $1,000,000

741 Jacaranda Road, ANNA MARIA

9 Beds 10 Baths 4,790 SqFt Residential MLS® # A4574642
224 Chilson Avenue, ANNA MARIA

$7,995,000

224 Chilson Avenue, ANNA MARIA

6 Beds 7 Baths 4,525 SqFt Residential MLS® # A4569034
769 North Shore Drive, ANNA MARIA

$7,950,000

↓ $2,049,999

769 North Shore Drive, ANNA MARIA

4 Beds 4 Baths 3,737 SqFt Residential MLS® # A4555240
903 North Shore Drive A, ANNA MARIA

$7,900,000

903 North Shore Drive A, ANNA MARIA

4 Beds 5 Baths 2,971 SqFt Residential MLS® # A4572367
810 South Bay Boulevard A, ANNA MARIA

$7,495,000

810 South Bay Boulevard A, ANNA MARIA

4 Beds 5 Baths 4,360 SqFt Residential MLS® # A4570743
103 Park Avenue, ANNA MARIA

$7,295,000

103 Park Avenue, ANNA MARIA

5 Beds 5 Baths 4,540 SqFt Residential MLS® # A4577199
241 Willow Avenue, ANNA MARIA

$6,995,000

241 Willow Avenue, ANNA MARIA

6 Beds 7 Baths 4,439 SqFt Residential MLS® # A4575819
885 North Shore Drive, ANNA MARIA

$6,949,000

885 North Shore Drive, ANNA MARIA

4 Beds 5 Baths 3,192 SqFt Residential MLS® # A4578576
New
804 North Shore Drive, ANNA MARIA

$6,875,000

804 North Shore Drive, ANNA MARIA

7 Beds 3 Baths 5,462 SqFt Residential MLS® # A4583175
513 Villa Rosa Way, ANNA MARIA

$6,739,000

↓ $250,000

513 Villa Rosa Way, ANNA MARIA

4 Beds 6 Baths 3,778 SqFt Residential MLS® # T3454244
New
915 North Shore Drive, ANNA MARIA

$6,450,000

915 North Shore Drive, ANNA MARIA

4 Beds 4 Baths 2,870 SqFt Residential MLS® # A4582727
212 Oak Avenue, ANNA MARIA

$5,699,000

212 Oak Avenue, ANNA MARIA

5 Beds 5 Baths 3,844 SqFt Residential MLS® # A4574250
705 Gladiolus Street, ANNA MARIA

$5,495,000

705 Gladiolus Street, ANNA MARIA

6 Beds 6 Baths 4,042 SqFt Residential MLS® # A4529273
516 Kumquat Drive, ANNA MARIA

$5,425,000

516 Kumquat Drive, ANNA MARIA

4 Beds 3 Baths 2,804 SqFt Residential MLS® # A4579882
714 Jacaranda Road, ANNA MARIA

$5,050,000

↓ $100,000

714 Jacaranda Road, ANNA MARIA

4 Beds 5 Baths 3,781 SqFt Residential MLS® # T3452241

Anna Maria Island Beachfront and Waterfront Homes for Sale

Unlike some other popular Florida destinations, you won’t find miles of high-rise condos, restaurant chains or hotel chains on the island, but you will find incredible white sand beaches and a unique collection of beautiful beachfront homes and condos to choose from. You’ll also find some great opportunities to get out on the water, with boating, fishing and, of course, the beach popular pastimes for those living on and visiting Anna Maria Island

Once home to native tribes, Spanish explorers first passed the island en route to the mainland in the mid 1500s. The island was first settled, however, closer to the beginning of the 20th century. While a couple of different stories are told, some say the island was named to honor the Virgin Mary and her mother.

The name carried on as wealthy developers moved in, forming the Anna Maria Beach Company. Developers constructed homes and sidewalks, mapped out streets and installed the island’s water system. Once a place only reachable by boat, a bridge in the early 1920s finally linked up the island with the mainland, leading more people to visit and discover the possibilities of life on the island.

Fast-forward a century from its beginning and Anna Maria Island is now one of Florida’s most popular and desirable locations, especially when it comes to Florida beachfront homes for sale. Many of the island’s residential properties are single-family homes, but condos are certainly in demand. This leads many buyers to search out one of the exceptional Anna Maria Island beachfront condos for sale, as well. Of course, there are also many investment properties that account for the thousands of seasonal vacation rentals at home on the island.

Options in terms of Anna Maria Island beachfront condos for sale include a cozy mid-century design just steps from the beach, or a convenient condo with the added bonus of community swimming pools, tennis courts and a fishing pier with kayak storage. Buyers are sure to delight in the available beachfront condos of Anna Maria Island.

With dramatic views overlooking the sand and water, enjoy the ease of a condo lifestyle right on the island. This affords the enjoyment of living in an amenity-rich environment, coupled with the luxury of residing in one of the available beachfront condos of Anna Maria Island.

Beachfront and waterfront homes are part of the appeal of an island lifestyle as well, and Anna Maria Island certainly does not disappoint in this category. Some of the most impressive beachfront homes Anna Maria Island are easily priced well into the multi-million range. The price, however, affords the advantage of living directly on the sand and just steps from the water, complimented by such luxurious extras as swimming pools, tennis courts and full views of the Gulf from the unique Anna Maria Island beachfront homes for sale.

With direct Gulf frontage, these Anna Maria waterfront homes for sale easily surpass the expectations of Florida buyers, with your choice of a newer construction home with more modern inclusions or a charming beach bungalow that’s been lovingly updated over the years. When it comes to Anna Maria Island beachfront homes for sale, you cannot go wrong with one of the many available options.

When searching for a property on the island, note that Anna Maria Island is actually made up of three distinct areas. Anna Maria sits on the northern side, Holmes Beach takes up the middle section of the island and Bradenton Beach is found on the southern edge. Altogether the three areas account for around 8,500 residents and the option to choose from a unique collection of beachfront homes Anna Maria Island.

While many people are interested in Anna Maria waterfront homes for sale for personal use and investment opportunities, in recent years local officials have heavily targeted tourism. Millions of investment dollars are now being used to draw in visitors to the island.

That’s led developers to change over some of the old mid-century homes to multi-family rentals. It’s now possible to find a range of unique lodging on Anna Maria Island, from a traditional bed and breakfast to a resort or vacation rental.

Opportunities for outdoor recreation blend with an island lifestyle to create even more opportunity for visitors and locals. While there are some nearby golf courses on the mainland, Key Royale Club is the island’s only golf course and country club. Found in Holmes Beach, this nine-hole walking course also includes a clubhouse with room for dining.

If fishing is more your speed, you’ll find full and half-day charters leaving from Holmes Beach. The opportunity of the island also presents room for boating and area wildlife and marine-life spotting.

During select months of the year sea turtles nest on the island. It’s also a bird sanctuary, with cranes and pelicans, plus sandpipers, hawks, osprey and even nesting bald eagles. Out in the water you’re likely to spot Bottlenose dolphins, trout, mackerel and snapper.

While shopping and dining opportunities may not be as diverse as they are on the mainland, Anna Maria Island certainly has some unique options. They include a charming old cottage turned restaurant called Sign of the Mermaid, plus the appropriately named Sandbar Restaurant, where you can dine or enjoy a cocktail right out on the sand.

The island is home to around 20 restaurants and a collection of shops, some of which cater to locals and some cater to tourists. If you want to explore, it’s easy to jump on the free trolley running along Gulf Drive.

A big draw of the barrier island, however, exists with the unique Florida beachfront homes for sale. When it comes to the enjoyment of an authentic Southwest Florida lifestyle, come home to the unique possibilities of real estate on Anna Maria Island.