Luxury Homes for Sale in Anna Maria, FL

The luxury market in Anna Maria starts at $2,500,000 — about 0.8× the city’s median asking price. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see all homes for sale in Anna Maria.

30 luxury homes are for sale in Anna Maria, FL at $2,500,000 and up — median asking $4,995,000, the top listing at $8,995,000, $1,668 per square foot. 3 homes closed above $2,500,000 in the last 12 months at a median of $3,300,000. 47% of the luxury inventory is waterfront; 17% is new construction. Median days on market: 217.

Newest luxury listings in Anna Maria

259 Gladiolus Street, luxury home for sale in Anna Maria
$2,690,000
4 bd · 3 ba · 2,073 sq ft · built 1974
259 Gladiolus Street, 34216
Luana Isles
Listing courtesy of ISLAND DESTINATIONS
315 Hammock Circle, luxury home for sale in Anna Maria
$2,595,000
3 bd · 3.5 ba · 1,652 sq ft · built 1989
315 Hammock Circle, 34216
Listing courtesy of RIDER REAL ESTATE
159 Crescent Drive, luxury home for sale in Anna Maria
$2,849,000
4 bd · 3 ba · 2,567 sq ft · built 2007
159 Crescent Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
242 Gladiolus Street, luxury home for sale in Anna Maria
$2,900,000
4 bd · 3.5 ba · 2,020 sq ft · built 1971
242 Gladiolus Street, 34216
Luana Isles
Listing courtesy of FRAN MAXON REAL ESTATE
510 Magnolia Avenue, luxury home for sale in Anna Maria
$2,849,000
4 bd · 3 ba · 2,225 sq ft · built 1997
510 Magnolia Avenue, 34216
Listing courtesy of SATO REAL ESTATE INC.
704 Gladiolus Street, luxury home for sale in Anna Maria
$2,899,900
4 bd · 3 ba · 2,415 sq ft · built 2014
704 Gladiolus Street, 34216
Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA

The most expensive homes for sale in Anna Maria

ListingAskingSq ft$ / sq ftCommunity
703 S Bay Boulevard$8,995,0003,700$2,431manatee county
801 N Shore Drive$8,250,0004,728$1,745manatee county
9403 Gulf Dr$8,000,0003,983$2,009manatee county
513 Villa Rosa Way$7,295,0003,778$1,931manatee county
242 Lakeview Drive$6,995,0004,088$1,711manatee county
9407 Gulf Dr$6,950,0004,244$1,638manatee county
229 Willow Avenue$6,375,0003,250$1,962manatee county
215 Sycamore Avenue$5,895,0003,250$1,814manatee county
411 Palm Avenue$5,495,0003,260$1,686manatee county
404 North Shore Dr$5,487,0003,159$1,737manatee county

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Luana Isles2$2,795,000

Luxury inventory by price

BandFor saleShare
$2,000,000–$3,000,000620%
$3,000,000–$5,000,0001137%
$5,000,000+1343%

How to read this

Luxury is defined here as asking prices at or above $2,500,000. Counts, medians and closings come from active and closed MLS listings as of November 6, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 57 homes for sale in Anna Maria and what $1M buys across Manatee County.

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Common questions

How many luxury homes are for sale in Anna Maria?

30 homes are listed at $2,500,000 or more in Anna Maria, FL as of November 6, 2026, with a median asking price of $4,995,000.

What is the most expensive home for sale in Anna Maria?

The highest asking price right now is $8,995,000. The median luxury closing over the last 12 months was $3,300,000.

Which Anna Maria communities have the most luxury listings?

Luana Isles (2).