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Sarasota Barrier Islands Luxury Properties for Sale

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Open House
548 Gunwale Lane, LONGBOAT KEY

$1,950,000

↓ $150,000

548 Gunwale Lane, LONGBOAT KEY

COUNTRY CLUB SHORES SEC 1
3 Beds 2 Baths 1,853 SqFt Residential
Sun, Sep 13th, 2026 @ 1pm - 3pm
MLS® # A4680965
3481 Bayou Sound, LONGBOAT KEY

$1,950,000

↓ $450,000

3481 Bayou Sound, LONGBOAT KEY

BAY ISLES
5 Beds 4 Baths 3,391 SqFt Residential MLS® # A4687106
312 Hardin Avenue, ANNA MARIA

$1,949,500

↓ $50,000

312 Hardin Avenue, ANNA MARIA

BIMINI BAY COLONY CLUB
4 Beds 3 Baths 1,843 SqFt Residential MLS® # A4672942
309 68th Street, HOLMES BEACH

$1,900,000

309 68th Street, HOLMES BEACH

ANNA MARIA ISLAND BEACHWALK
4 Beds 4 Baths 2,566 SqFt Residential MLS® # A4694342
3040 Gulf Of Mexico Drive 3, LONGBOAT KEY

$1,899,000

3040 Gulf Of Mexico Drive 3, LONGBOAT KEY

TRITON COVE
4 Beds 3 Baths 3,009 SqFt Residential MLS® # A4692587
505 65th Street, HOLMES BEACH

$1,895,000

505 65th Street, HOLMES BEACH

HOLMES BEACH 17TH UNIT
3 Beds 3 Baths 2,557 SqFt Residential MLS® # A4668285
120 Hammock Road, ANNA MARIA

$1,895,000

120 Hammock Road, ANNA MARIA

ISLAND CEDARS
3 Beds 3 Baths 1,912 SqFt Residential MLS® # A4652090
523 Juan Anasco Drive, LONGBOAT KEY

$1,895,000

523 Juan Anasco Drive, LONGBOAT KEY

SLEEPY LAGOON PARK
4 Beds 3 Baths 2,899 SqFt Residential MLS® # A4694601
5880 Midnight Pass Road 907, SARASOTA

$1,850,000

5880 Midnight Pass Road 907, SARASOTA

CASARINA
3 Beds 2 Baths 2,165 SqFt Residential MLS® # A4694262
228 Gladiolus Street, ANNA MARIA

$1,845,000

↓ $50,000

228 Gladiolus Street, ANNA MARIA

LUANA ISLES
3 Beds 2 Baths 1,458 SqFt Residential MLS® # A4690821
2450 Harbourside Drive 234, LONGBOAT KEY

$1,800,000

↓ $200,000

2450 Harbourside Drive 234, LONGBOAT KEY

MARINA BAY
3 Beds 3 Baths 3,383 SqFt Residential MLS® # A4682324
6421 Manasota Key Road, ENGLEWOOD

$1,800,000

6421 Manasota Key Road, ENGLEWOOD

MANASOTA KEY
5 Beds 4 Baths 2,482 SqFt Residential MLS® # D6147175