Anna Maria Island

Anna Maria Island Home for Sale

Beachfront Homes Anna Maria Island • Anna Maria Waterfront Homes

About Anna Maria Island Home for Sale

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
Total Listings 38
Average Price $2,569,184
Highest Price $6,750,000
Lowest Price $449,000

Anna Maria

38 Properties Found. Page 1 of 2.
Photo of Listing #A4496294

807 N Shore Dr, Anna Maria

$6,750,000 - 5 Beds, 5 Baths, 4,135 Sf

MLS® # A4496294

Photo of Listing #A4497933
New Listing

607 Fern St #a, Anna Maria

$5,900,000 - 1,568 Sf

MLS® # A4497933

Photo of Listing #A4487296

205 S Bay Blvd, Anna Maria

$4,875,000 - 8 Beds, 6 Baths, 4,545 Sf

MLS® # A4487296

Photo of Listing #A4492854
New Listing

209 Willow Ave, Anna Maria

$4,595,000 - 5 Beds, 6 Baths, 4,149 Sf

MLS® # A4492854

Photo of Listing #A4489081

755 N Shore Dr, Anna Maria

$4,500,000 - 2 Beds, 2 Baths, 1,560 Sf

MLS® # A4489081

Photo of Listing #A4466929

202 Fir Ave, Anna Maria

$4,200,000 - 3 Beds, 3 Baths, 2,582 Sf

MLS® # A4466929

Photo of Listing #A4470574

317 Iris St, Anna Maria

$3,700,000 - 5 Beds, 6 Baths, 5,913 Sf

MLS® # A4470574

Photo of Listing #A4485611

104 Beach Ave, Anna Maria

$3,685,000 - 4 Beds, 4 Baths, 3,363 Sf

MLS® # A4485611

Photo of Listing #A4488153

9801 Gulf Dr, Anna Maria

$3,525,000 - 4,290 Sf

MLS® # A4488153

Photo of Listing #A4489672

228 Willow Ave, Anna Maria

$3,485,000 - 6 Beds, 5 Baths, 2,931 Sf

MLS® # A4489672

Photo of Listing #A4491121

215 Chilson Ave, Anna Maria

$3,345,000 - 4 Beds, 5 Baths, 3,350 Sf

MLS® # A4491121

Photo of Listing #A4493157

423 Pine Ave, Anna Maria

$3,295,000 - 6 Beds, 7 Baths, 3,016 Sf

MLS® # A4493157

Photo of Listing #A4496938

517 Magnolia Ave, Anna Maria

$2,995,000 - 4 Beds, 3 Baths, 2,219 Sf

MLS® # A4496938

Photo of Listing #A4496695
New Listing

516 Blue Heron Dr, Anna Maria

$2,990,000 - 5 Beds, 5 Baths, 6,177 Sf

MLS® # A4496695

Photo of Listing #A4497557
New Listing

256 Gladiolus St, Anna Maria

$2,950,000 - 4 Beds, 4 Baths, 2,100 Sf

MLS® # A4497557

Photo of Listing #A4495001

209 S Bay Blvd, Anna Maria

$2,950,000 - 4 Beds, 4 Baths, 2,303 Sf

MLS® # A4495001

Photo of Listing #A4493200

821 S Bay Blvd, Anna Maria

$2,500,000 - 4 Beds, 3 Baths, 1,848 Sf

MLS® # A4493200

Photo of Listing #A4497704
New Listing

107 Willow Ave, Anna Maria

$2,495,000 - 5 Beds, 3 Baths, 2,880 Sf

MLS® # A4497704

Photo of Listing #A4495881

525 Seagull Way, Anna Maria

$2,495,000 - 4 Beds, 3 Baths, 2,716 Sf

MLS® # A4495881

Photo of Listing #A4494932

703 Fern, Anna Maria

$2,399,000 - 4 Beds, 4 Baths, 2,675 Sf

MLS® # A4494932

Photo of Listing #A4497794
New Listing

402 North Shore Dr, Anna Maria

$1,995,000

MLS® # A4497794

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.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on April 17th, 2021 at 8:11am EDT.