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.

33 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, $1,651 per square foot. 2 homes closed above $2,500,000 in the last 12 months at a median of $3,775,000. 45% of the luxury inventory is waterfront; 15% is new construction. Median days on market: 169.

Newest luxury listings in Anna Maria

242 Oak Avenue, luxury home for sale in Anna Maria
$7,445,000 New
4 bd · 3.5 ba · 3,722 sq ft · built 2020
242 Oak Avenue, 34216
Listing courtesy of MICHAEL SAUNDERS & COMPANY
515 Loquat Drive, luxury home for sale in Anna Maria
$4,995,000 New
4 bd · 4.5 ba · 3,026 sq ft · built 2024
515 Loquat Drive, 34216
Listing courtesy of COLDWELL BANKER REALTY
511 South Drive, luxury home for sale in Anna Maria
$3,700,000 New
3 bd · 2.5 ba · 3,066 sq ft · built 1972
511 South Drive, 34216
Listing courtesy of MICHAEL SAUNDERS & COMPANY
259 Gladiolus Street, luxury home for sale in Anna Maria
$2,690,000 New
4 bd · 3 ba · 2,073 sq ft · built 1974
259 Gladiolus Street, 34216
Luana Isles
Listing courtesy of ISLAND DESTINATIONS
703 S Bay Boulevard, luxury home for sale in Anna Maria
$8,995,000 New
5 bd · 5 ba · 3,700 sq ft · built 2026
703 S Bay Boulevard, 34216
Listing courtesy of SATO REAL ESTATE INC.
508 Spring Avenue, luxury home for sale in Anna Maria
$3,300,000 New
5 bd · 4 ba · 2,532 sq ft · built 1995
508 Spring Avenue, 34216
Listing courtesy of DUNCAN REAL ESTATE, INC.
113 Palmetto Avenue, luxury home for sale in Anna Maria
$5,125,000
4 bd · 4.5 ba · 2,786 sq ft · built 2025
113 Palmetto Avenue, 34216
Listing courtesy of RE/MAX ALLIANCE GROUP
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
242 Lakeview Drive, luxury home for sale in Anna Maria
$6,995,000
6 bd · 6.5 ba · 4,088 sq ft · built 2026
242 Lakeview Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
159 Crescent Drive, luxury home for sale in Anna Maria
$2,985,000
4 bd · 3 ba · 2,567 sq ft · built 2007
159 Crescent Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
411 Palm Avenue, luxury home for sale in Anna Maria
$5,495,000
5 bd · 5.5 ba · 3,260 sq ft · built 2026
411 Palm Avenue, 34216
Listing courtesy of RE/MAX ALLIANCE GROUP
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
9407 Gulf Dr, luxury home for sale in Anna Maria
$6,950,000
9 bd · 8.5 ba · 4,244 sq ft · built 2023
9407 Gulf Dr, 34216
Listing courtesy of BEACH HOUSE REAL ESTATE LLC
526 Seagull Way, luxury home for sale in Anna Maria
$3,295,000
4 bd · 4.5 ba · 2,707 sq ft · built 2021
526 Seagull Way, 34216
Listing courtesy of SATO REAL ESTATE INC.
513 N Bay Boulevard, luxury home for sale in Anna Maria
$4,495,000
4 bd · 4 ba · 2,602 sq ft · built 2026
513 N Bay Boulevard, 34216
Listing courtesy of SATO REAL ESTATE INC.
889 N Shore Drive, luxury home for sale in Anna Maria
$4,200,000
3 bd · 2.5 ba · 2,025 sq ft · built 1998
889 N Shore Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
103 Park Avenue, luxury home for sale in Anna Maria
$5,195,000
5 bd · 4.5 ba · 4,540 sq ft · built 2012
103 Park Avenue, 34216
Listing courtesy of MICHAEL SAUNDERS & COMPANY
215 Sycamore Avenue, luxury home for sale in Anna Maria
$5,895,000
4 bd · 4.5 ba · 3,250 sq ft · built 2026
215 Sycamore Avenue, 34216
Listing courtesy of DUNCAN REAL ESTATE, INC.
117 Willow Avenue, luxury home for sale in Anna Maria
$3,250,000
5 bd · 3.5 ba · 1,983 sq ft · built 2014
117 Willow Avenue, 34216
Listing courtesy of BEACH HOUSE REAL ESTATE LLC
103 Palm Avenue, luxury home for sale in Anna Maria
$5,450,000
4 bd · 4 ba · 2,252 sq ft · built 1972
103 Palm Avenue, 34216
Listing courtesy of COLDWELL BANKER REALTY
513 Villa Rosa Way, luxury home for sale in Anna Maria
$7,295,000
4 bd · 5 ba · 3,778 sq ft · built 2017
513 Villa Rosa Way, 34216
Listing courtesy of COLDWELL BANKER REALTY
510 Magnolia Avenue, luxury home for sale in Anna Maria
$2,985,000
4 bd · 3 ba · 2,225 sq ft · built 1997
510 Magnolia Avenue, 34216
Listing courtesy of SATO REAL ESTATE INC.
801 N Shore Drive, luxury home for sale in Anna Maria
$8,250,000
4 bd · 3.5 ba · 4,728 sq ft · built 2005
801 N Shore Drive, 34216
Listing courtesy of COMPASS FLORIDA LLC
50 N Shore Drive, luxury home for sale in Anna Maria
$4,490,000
4 bd · 4.5 ba · 3,055 sq ft · built 2020
50 N Shore Drive, 34216
Listing courtesy of RE/MAX ALLIANCE GROUP
870 N Shore Drive, luxury home for sale in Anna Maria
$3,895,000
4 bd · 4.5 ba · 2,091 sq ft · built 2022
870 N Shore Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
118 Mangrove Avenue, luxury home for sale in Anna Maria
$5,295,000
4 bd · 4.5 ba · 3,287 sq ft · built 2024
118 Mangrove Avenue, 34216
Listing courtesy of AMI REALTY GROUP
229 Willow Avenue, luxury home for sale in Anna Maria
$6,375,000
5 bd · 4.5 ba · 3,250 sq ft · built 2023
229 Willow Avenue, 34216
Listing courtesy of DUNCAN 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
212 Spring Avenue, luxury home for sale in Anna Maria
$3,660,000
5 bd · 5.5 ba · 2,704 sq ft · built 2019
212 Spring Avenue, 34216
Listing courtesy of BEACH HOUSE REAL ESTATE LLC
222 Willow Avenue, luxury home for sale in Anna Maria
$4,800,000
4 bd · 5 ba · 3,265 sq ft · built 2018
222 Willow Avenue, 34216
Listing courtesy of DUNCAN REAL ESTATE, INC.

The most expensive homes for sale in Anna Maria

ListingAskingSq ft$ / sq ftCommunity
703 S Bay Boulevard$8,995,0003,700$2,431—
801 N Shore Drive$8,250,0004,728$1,745—
9403 Gulf Dr$8,000,0003,983$2,009—
242 Oak Avenue$7,445,0003,722$2,000—
513 Villa Rosa Way$7,295,0003,778$1,931—
242 Lakeview Drive$6,995,0004,088$1,711—
9407 Gulf Dr$6,950,0004,244$1,638—
229 Willow Avenue$6,375,0003,250$1,962—
215 Sycamore Avenue$5,895,0003,250$1,814—
411 Palm Avenue$5,495,0003,260$1,686—

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Luana Isles2$2,795,000

Luxury inventory by price

BandFor saleShare
$2,000,000–$3,000,000618%
$3,000,000–$5,000,0001236%
$5,000,000+1545%

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 October 15, 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 63 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?

33 homes are listed at $2,500,000 or more in Anna Maria, FL as of October 15, 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 $3,775,000.

Which Anna Maria communities have the most luxury listings?

Luana Isles (2).