Anna Maria Homes for Sale under $5M

46 listings
915 N SHORE DRIVE, ANNA MARIA, FL 34216
229 Days on Market

House for Sale

$5,000,000

4 bd · 5 ba · 2,870 sqft

915 N SHORE DRIVE, ANNA MARIA, FL 34216

107 ELM AVENUE, ANNA MARIA, FL 34216
750 Days on Market

House for Sale

$4,995,000

3 bd · 3 ba · 2,432 sqft

107 ELM AVENUE, ANNA MARIA, FL 34216

112 MAPLE AVENUE, ANNA MARIA, FL 34216
95 Days on Market

House for Sale

$4,925,000

5 bd · 5 ba · 2,545 sqft

112 MAPLE AVENUE, ANNA MARIA, FL 34216

222 WILLOW AVENUE, ANNA MARIA, FL 34216
332 Days on Market

House for Sale

$4,800,000

4 bd · 6 ba · 3,265 sqft

222 WILLOW AVENUE, ANNA MARIA, FL 34216

889 N SHORE DRIVE, ANNA MARIA, FL 34216
Newly Listed

House for Sale

$4,500,000

3 bd · 3 ba · 2,025 sqft

889 N SHORE DRIVE, ANNA MARIA, FL 34216

513 N BAY BOULEVARD, ANNA MARIA, FL 34216
33 Days on Market

House for Sale

$4,495,000

4 bd · 4 ba · 2,602 sqft

513 N BAY BOULEVARD, ANNA MARIA, FL 34216

50 N SHORE DRIVE, ANNA MARIA, FL 34216
183 Days on Market

House for Sale

$4,490,000

4 bd · 5 ba · 3,055 sqft

50 N SHORE DRIVE, ANNA MARIA, FL 34216

416 ALAMANDA ROAD, ANNA MARIA, FL 34216
27 Days on Market

House for Sale

$4,095,000

4 bd · 5 ba · 3,102 sqft

416 ALAMANDA ROAD, ANNA MARIA, FL 34216

212 OAK AVENUE, ANNA MARIA, FL 34216
323 Days on Market

House for Sale

$3,950,000

5 bd · 5 ba · 3,844 sqft

212 OAK AVENUE, ANNA MARIA, FL 34216

518 SPRING AVENUE, ANNA MARIA, FL 34216
152 Days on Market

House for Sale

$3,895,000

6 bd · 7 ba · 3,165 sqft

518 SPRING AVENUE, ANNA MARIA, FL 34216

870 N SHORE DRIVE, ANNA MARIA, FL 34216
198 Days on Market

House for Sale

$3,895,000

4 bd · 5 ba · 2,091 sqft

870 N SHORE DRIVE, ANNA MARIA, FL 34216

111 CEDAR AVENUE, ANNA MARIA, FL 34216
172 Days on Market

House for Sale

$3,895,000

3 bd · 3 ba · 2,263 sqft

111 CEDAR AVENUE, ANNA MARIA, FL 34216

212 SPRING AVENUE, ANNA MARIA, FL 34216
463 Days on Market

House for Sale

$3,660,000

5 bd · 6 ba · 2,704 sqft

212 SPRING AVENUE, ANNA MARIA, FL 34216

526 SEAGULL WAY, ANNA MARIA, FL 34216
Newly Listed

House for Sale

$3,495,000

4 bd · 5 ba · 2,707 sqft

526 SEAGULL WAY, ANNA MARIA, FL 34216

117 WILLOW AVENUE, ANNA MARIA, FL 34216
96 Days on Market

House for Sale

$3,250,000

5 bd · 4 ba · 1,983 sqft

117 WILLOW AVENUE, ANNA MARIA, FL 34216

256 GLADIOLUS STREET, ANNA MARIA, FL 34216
44 Days on Market

House for Sale

$3,250,000

4 bd · 4 ba · 2,122 sqft

256 GLADIOLUS STREET, ANNA MARIA, FL 34216

242 GLADIOLUS STREET, ANNA MARIA, FL 34216
60 Days on Market

House for Sale

$3,250,000

4 bd · 4 ba · 2,020 sqft

242 GLADIOLUS STREET, ANNA MARIA, FL 34216

510 MAGNOLIA AVENUE, ANNA MARIA, FL 34216
206 Days on Market

House for Sale

$2,985,000

4 bd · 3 ba · 2,225 sqft

510 MAGNOLIA AVENUE, ANNA MARIA, FL 34216

159 CRESCENT DRIVE, ANNA MARIA, FL 34216
Newly Listed

House for Sale

$2,985,000

4 bd · 3 ba · 2,567 sqft

159 CRESCENT DRIVE, ANNA MARIA, FL 34216

704 GLADIOLUS STREET, ANNA MARIA, FL 34216
422 Days on Market

House for Sale

$2,945,000

4 bd · 3 ba · 2,415 sqft

704 GLADIOLUS STREET, ANNA MARIA, FL 34216

418 MAGNOLIA AVENUE, ANNA MARIA, FL 34216
22 Days on Market

House for Sale

$2,849,500

4 bd · 5 ba · 2,186 sqft

418 MAGNOLIA AVENUE, ANNA MARIA, FL 34216

112 CEDAR AVENUE, ANNA MARIA, FL 34216
Newly Listed

House for Sale

$2,795,000

4 bd · 4 ba · 1,800 sqft

112 CEDAR AVENUE, ANNA MARIA, FL 34216

796 JACARANDA ROAD, ANNA MARIA, FL 34216
536 Days on Market

House for Sale

$2,785,000

4 bd · 3 ba · 2,412 sqft

796 JACARANDA ROAD, ANNA MARIA, FL 34216

505 S BAY BOULEVARD, ANNA MARIA, FL 34216
227 Days on Market

House for Sale

$2,750,000

5 bd · 5 ba · 3,202 sqft

505 S BAY BOULEVARD, ANNA MARIA, FL 34216

Talk to a local agent

Looking at Anna Maria Homes for Sale under $5M?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Anna Maria, updated continuously. Florida Lux Real Estate currently tracks 46 active listings here. MLS inventory updated October 16, 2026.

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