Anna Maria Island Real Estate

Located just north of Longboat Key, real estate in Anna Maria Island is among the most beautiful in the entire state of Florida. The sparkling azure waters of Gulf of Mexico and pristine beaches are coveted by those seeking to enjoy this slice of paradise. The lifestyle is very relaxed and laid-back on this 7 mile island. Outdoor activities include shelling, sunbathing, fishing, boating and tennis. Golfers enjoy access to more than 80 golf courses in the area where there are challenging and professionally designed courses.

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Browse all of the MLS listings homes and condos on Anna Maria Island below. If you need immediate assistance, call Annette Smith direct at 941-504-3922 or complete the form at the bottom of the page.

Anna Maria Island January 16, 2019
208
Listed
141
Avg. DOM
$602.78
Avg. $ / Sq.Ft.
$981,126
Med. List Price
208 Properties Found. Showing 1-12
Sort By:
105 White Avenue
Holmes Beach, FL 34217
105 White Avenue Holmes Beach, FL 34217
1 of 25
$9,500,000
Subdivision: N/A
BEDS
14
BATHS
14
SQ.FT.
9,087
BUILT
1963
ON SITE
15Days
MLS
A4421395
Nearly two full acres on the Gulf of Mexico. This rare, beachfront compound offers 190 feet directly on the Gulf of Mexico's azure waters and powdery white sands. An island property of this size is...
102 77Th Street
Holmes Beach, FL 34217
102 77Th Street Holmes Beach, FL 34217
1 of 26
$5,750,000
Subdivision: Holmes Beach Dev 3Rd Unit
BEDS
4
BATHS
4
SQ.FT.
1,883
BUILT
1950
ON SITE
188Days
MLS
A4407917
Location, Location, Location! Beachfront Bungalow is a charming coastal cottage located directly on the beach in Holmes Beach. There's no streets to cross, no traffic to fight, just walk out the back...
717 N Shore Drive
Anna Maria, FL 34216
717 N Shore Drive Anna Maria, FL 34216
1 of 49
$5,495,000
Subdivision: Cherry Fish Sub
BEDS
3
BATHS
3
SQ.FT.
3,012
BUILT
1989
ON SITE
10Days
MLS
A4423080
Large Oceanfront home sitting on TWO Gulf Front Lots in The City of Anna Maria! Live the island life in this amazing oversized 3 Bedroom 2.5 Bath Pool Home with sweeping ocean views or build 2 custom...
799 N Shore Drive
Anna Maria, FL 34216
799 N Shore Drive Anna Maria, FL 34216
1 of 48
$5,200,000
Subdivision: Shore Acres 1St Add
BEDS
4
BATHS
4
SQ.FT.
4,169
BUILT
2015
ON SITE
85Days
MLS
A4416555
Once in a lifetime opportunity & famous to the locals, The "Shell House" is an Anna Maria luxurious GULF FRONT masterpiece and Bean Point ICON. Designed by renowned architect Michael Shepard, this...
807 N Shore Drive
Anna Maria, FL 34216
807 N Shore Drive Anna Maria, FL 34216
1 of 26
$4,749,000
Subdivision: Shore Acres 1St Add
BEDS
5
BATHS
5
SQ.FT.
4,372
BUILT
2014
ON SITE
9Days
MLS
A4213655
Luxury Gulf Front Home positioned on the north end of Anna Maria Island, steps from Bean Point. This 5-bedroom 4.5-bathroom home sits right on the beach where one can regularly enjoy the soothing...
641 Key Royale Drive
Holmes Beach, FL 34217
641 Key Royale Drive Holmes Beach, FL 34217
1 of 25
$4,400,000 ( $200,000 )
Subdivision: Key Royale
BEDS
6
BATHS
6
SQ.FT.
5,110
BUILT
2014
ON SITE
306Days
MLS
A4212857
No need to build - the bayfront island lifestyle is yours in this spectacular 2014-custom built Coastal home. Inspired by gracious British West Indies estates, this island jewel affords breathtaking...
106 81St Street
Holmes Beach, FL 34217
106 81St Street Holmes Beach, FL 34217
1 of 50
$3,895,000
Subdivision: Holmes Beach Dev 1St Unit
BEDS
4
BATHS
5
SQ.FT.
2,980
BUILT
2017
ON SITE
14Days
MLS
A4422599
Hands down, the most unique home on Anna Maria Island! Every detail carefully coordinated to provide the finest experience you could wish for. Just steps from the shoreline and beach,voted one of the...
639 Key Royale Drive
Holmes Beach, FL 34217
639 Key Royale Drive Holmes Beach, FL 34217
1 of 12
$3,800,000
Subdivision: Key Royale
BEDS
4
BATHS
4
SQ.FT.
3,883
BUILT
2018
ON SITE
72Days
MLS
A4417514
Under Construction - Live inspired - savor spectacular panoramic bay views and frolicking marine life from nearly every room of this newly built home, to be completed March 2019. With stunning water...
205 S Bay Boulevard
Anna Maria, FL 34216
205 S Bay Boulevard Anna Maria, FL 34216
1 of 21
$3,750,000
Subdivision: Anna Maria Beach Sub
BEDS
8
BATHS
6
SQ.FT.
3,677
BUILT
2014
ON SITE
253Days
MLS
A4402713
Unique custom home and guest cottage in the city of Anna Maria. Amazing direct views of the bay and the Sunshine Skyway Bridge. Numerous luxury finishes including hardwood flooring throughout, all...
238 S Harbor Drive
Holmes Beach, FL 34217
238 S Harbor Drive Holmes Beach, FL 34217
1 of 25
$2,950,000 ( $345,000 )
Subdivision: Sportsmans Harbor Rev
BEDS
5
BATHS
5
SQ.FT.
3,526
BUILT
2013
ON SITE
255Days
MLS
A4402600
Welcome to the "Bayfront Paradise" a spectacular Key West Waterfront home new in 2013. This gorgeous Anna Maria Island Bay Front home features phenomenal panoramic bay VIEWS, VIEWS AND MORE VIEWS of...
121 49Th Street
Holmes Beach, FL 34217
121 49Th Street Holmes Beach, FL 34217
1 of 13
$2,895,000
Subdivision: Jones Sub
BEDS
4
BATHS
6
SQ.FT.
3,100
BUILT
1952
ON SITE
238Days
MLS
A4404149
Absolutely stunning spacious ground level home just steps from the beach. This beautiful home has been completely redone from floor to ceiling. Oversized lot with lush tropical landscaping and...
528 72Nd Street
Holmes Beach, FL 34217
528 72Nd Street Holmes Beach, FL 34217
1 of 25
$2,700,000 ( $295,000 )
Subdivision: Bay Palms
BEDS
4
BATHS
4
SQ.FT.
4,014
BUILT
2008
ON SITE
378Days
MLS
A4204971
Holmes Beach on Anna Maria Island; the perfect Florida destination for rest and relaxation. Waking up to vistas of Bimini Bay and the Tampa Bay Skyway is a great way to start your day from one of...

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