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Sarasota Barrier Islands Luxury Properties for Sale

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1142 Windsong Lane B, SARASOTA

$4,500,000

1142 Windsong Lane B, SARASOTA

1142 WINDSONG LANE LAND CONDO
5 Beds 7 Baths 3,891 SqFt Residential MLS® # A4696657
25 N Washington Drive, SARASOTA

$4,500,000

25 N Washington Drive, SARASOTA

SAINT ARMANDS DIV JOHN RINGLING ESTATES
4 Beds 6 Baths 4,000 SqFt Residential MLS® # TB8540956
51 S Adams Drive, SARASOTA

$4,500,000

51 S Adams Drive, SARASOTA

SAINT ARMANDS DIV JOHN RINGLING ESTATES
4 Beds 5 Baths 3,800 SqFt Residential MLS® # TB8540954
513 N Bay Boulevard, ANNA MARIA

$4,495,000

513 N Bay Boulevard, ANNA MARIA

SHORE ACRES
4 Beds 4 Baths 2,602 SqFt Residential MLS® # A4691979
1356 Point Crisp Road, SARASOTA

$4,495,000

1356 Point Crisp Road, SARASOTA

POINT CRISP ADD
5 Beds 6 Baths 7,443 SqFt Residential MLS® # A4692551
50 N Shore Drive, ANNA MARIA

$4,490,000

↓ $160,000

50 N Shore Drive, ANNA MARIA

BIMINI BAY ESTATES
4 Beds 5 Baths 3,055 SqFt Residential MLS® # A4677955
756 N Manasota Key Road, ENGLEWOOD

$4,490,000

↓ $200,000

756 N Manasota Key Road, ENGLEWOOD

NORTH MANASOTA KEY
5 Beds 4 Baths 4,033 SqFt Residential MLS® # A4689647
903 Gulf Drive S, BRADENTON BEACH

$4,450,000

903 Gulf Drive S, BRADENTON BEACH

CORTEZ BEACH PB1/203 &
6 Beds 7 Baths 3,018 SqFt Residential MLS® # A4685357
1591 Gulf Of Mexico Drive 413, LONGBOAT KEY

$4,449,000

↓ $10,000

1591 Gulf Of Mexico Drive 413, LONGBOAT KEY

ST. REGIS LONGBOAT KEY
2 Beds 3 Baths 2,154 SqFt Residential MLS® # A4627935
1571 Harbor Cay Lane, LONGBOAT KEY

$4,400,000

↓ $150,000

1571 Harbor Cay Lane, LONGBOAT KEY

BAY ISLES
4 Beds 4 Baths 4,209 SqFt Residential MLS® # A4666688
7025 Manasota Key Road, ENGLEWOOD

$4,400,000

↓ $500,000

7025 Manasota Key Road, ENGLEWOOD

NOT PART OF A SUBDIVISION
3 Beds 4 Baths 3,806 SqFt Residential MLS® # N6144518
Open House
626 Buttonwood Drive, LONGBOAT KEY

$4,395,000

↓ $100,000

626 Buttonwood Drive, LONGBOAT KEY

LONGBOAT SHORES REV
6 Beds 6 Baths 4,106 SqFt Residential
Sat, Sep 12th, 2026 @ 11am - 5pm
MLS® # A4696767