Sarasota Barrier Islands Luxury Properties for Sale

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Open House
510 Harbor Gate Way, LONGBOAT KEY

$3,950,000

↓ $445,000

510 Harbor Gate Way, LONGBOAT KEY

BAY ISLES
4 Beds 6 Baths 5,080 SqFt Residential
Sun, Sep 13th, 2026 @ 1pm - 4pm
MLS® # A4671696
476 Meadow Lark Drive, SARASOTA

$3,950,000

↓ $249,000

476 Meadow Lark Drive, SARASOTA

BIRD KEY SUB
4 Beds 4 Baths 3,336 SqFt Residential MLS® # A4689563
541 S Washington Drive, SARASOTA

$3,950,000

↓ $350,000

541 S Washington Drive, SARASOTA

SAINT ARMANDS DIV JOHN RINGLING ESTATES
4 Beds 5 Baths 3,395 SqFt Residential MLS® # A4695620
847 Freeling Drive, SARASOTA

$3,950,000

847 Freeling Drive, SARASOTA

BAY ISLAND SHORES
4 Beds 5 Baths 4,034 SqFt Residential MLS® # A4690268
215 82nd Street, HOLMES BEACH

$3,900,000

215 82nd Street, HOLMES BEACH

HOLMES BEACH 31ST UNIT AMD
4 Beds 7 Baths 2,686 SqFt Residential MLS® # TB8541795
135 Grant Drive, SARASOTA

$3,900,000

↓ $100,000

135 Grant Drive, SARASOTA

LIDO BEACH DIV B RESUB
6 Beds 8 Baths 3,914 SqFt Residential MLS® # A4649296
605 Key Royale Drive, HOLMES BEACH

$3,899,000

↓ $51,000

605 Key Royale Drive, HOLMES BEACH

KEY ROYALE 2ND ADD REP
3 Beds 4 Baths 2,645 SqFt Residential MLS® # A4694873
870 N Shore Drive, ANNA MARIA

$3,895,000

870 N Shore Drive, ANNA MARIA

SHORE ACRES RESUBDIVIDED
4 Beds 5 Baths 2,091 SqFt Residential MLS® # A4678140
111 Cedar Avenue, ANNA MARIA

$3,895,000

111 Cedar Avenue, ANNA MARIA

ANNA MARIA BEACH
3 Beds 3 Baths 2,263 SqFt Residential MLS® # A4669701
8030 Manasota Key Road, ENGLEWOOD

$3,850,000

8030 Manasota Key Road, ENGLEWOOD

ACREAGE & UNREC
6 Beds 4 Baths 4,365 SqFt Residential MLS® # TB8465778
128 Fillmore Drive, SARASOTA

$3,850,000

128 Fillmore Drive, SARASOTA

SAINT ARMANDS DIV JOHN RINGLING ESTATES
8 Beds 9 Baths 4,550 SqFt Residential MLS® # A4686935
480 Cleveland Drive, SARASOTA

$3,800,000

↓ $300,000

480 Cleveland Drive, SARASOTA

LIDO BEACH
3 Beds 4 Baths 2,875 SqFt Residential MLS® # A4672676
Goldern Gate Point and the John Ringling Causeway Bridge during sunset in Sarasota, FL

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