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.

35 luxury homes are for sale in Anna Maria, FL at $2,500,000 and up — median asking $4,495,000, the top listing at $8,995,000, $1,611 per square foot. 2 homes closed above $2,500,000 in the last 12 months at a median of $3,775,000. 43% of the luxury inventory is waterfront; 14% is new construction. Median days on market: 162.

Newest luxury listings in Anna Maria

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
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
242 Lakeview Drive, luxury home for sale in Anna Maria
$6,995,000 New
6 bd · 6.5 ba · 4,088 sq ft · built 2026
242 Lakeview Drive, 34216
Listing courtesy of SATO REAL ESTATE INC.
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.
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
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.
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
418 Magnolia Avenue, luxury home for sale in Anna Maria
$2,849,500
4 bd · 4.5 ba · 2,186 sq ft · built 2017
418 Magnolia Avenue, 34216
Listing courtesy of RIDER REAL ESTATE
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.
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.
256 Gladiolus Street, luxury home for sale in Anna Maria
$3,250,000
4 bd · 3.5 ba · 2,122 sq ft · built 1978
256 Gladiolus Street, 34216
Luana Isles
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
526 Seagull Way, luxury home for sale in Anna Maria
$3,395,000
4 bd · 4.5 ba · 2,707 sq ft · built 2021
526 Seagull Way, 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
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
103 Park Avenue, luxury home for sale in Anna Maria
$5,350,000
5 bd · 4.5 ba · 4,540 sq ft · built 2012
103 Park Avenue, 34216
Listing courtesy of MICHAEL SAUNDERS & COMPANY
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.
209 Willow Avenue, luxury home for sale in Anna Maria
$6,795,000
6 bd · 7 ba · 4,154 sq ft · built 2021
209 Willow Avenue, 34216
Listing courtesy of SATO REAL ESTATE INC.
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
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.
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
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.
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
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
505 S Bay Boulevard, luxury home for sale in Anna Maria
$2,750,000
5 bd · 5 ba · 3,202 sq ft · built 2014
505 S Bay Boulevard, 34216
Listing courtesy of KELLER WILLIAMS SOUTH TAMPA
212 Oak Avenue, luxury home for sale in Anna Maria
$3,950,000
5 bd · 5 ba · 3,844 sq ft · built 1979
212 Oak Avenue, 34216
Listing courtesy of RE/MAX ALLIANCE 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

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 Lakeview Drive$6,995,0004,088$1,711
9407 Gulf Dr$6,950,0004,244$1,638
209 Willow Avenue$6,795,0004,154$1,636
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
404 North Shore Dr$5,487,0003,159$1,737

Where the luxury inventory is

CommunityLuxury listingsMedian asking
Luana Isles3$2,900,000

Luxury inventory by price

BandFor saleShare
$2,000,000–$3,000,000926%
$3,000,000–$5,000,0001234%
$5,000,000+1440%

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 September 18, 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 62 homes for sale in Anna Maria and what $1M buys across Manatee County.

Hiring an agent in Anna Maria, FL?

Get matched with the right local expert.

Tell us your goal in Anna Maria, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Anna Maria, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many luxury homes are for sale in Anna Maria?

35 homes are listed at $2,500,000 or more in Anna Maria, FL as of September 18, 2026, with a median asking price of $4,495,000.

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 (3).