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Sarasota Luxury Real Estate
Luxury Gated Properties

Luxury Homes in Sarasota and Manatee County Gated Communities

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2251 Gulf Of Mexico Drive 301, LONGBOAT KEY

$5,999,000

2251 Gulf Of Mexico Drive 301, LONGBOAT KEY

ARIA LONGBOAT KEY
4 Beds 5 Baths 3,921 SqFt Residential MLS® # A4658325
1390 Main Street 1602, SARASOTA

$5,895,000

1390 Main Street 1602, SARASOTA

WALDORF ASTORIA RESIDENCES SARASOTA
3 Beds 4 Baths 3,727 SqFt Residential MLS® # A4697781
102 Seagull Lane, SARASOTA

$5,750,000

↓ $550,000

102 Seagull Lane, SARASOTA

BIRD KEY SUB
3 Beds 3 Baths 3,706 SqFt Residential MLS® # A4675538
455 Longboat Club Road 905, LONGBOAT KEY

$5,295,000

455 Longboat Club Road 905, LONGBOAT KEY

PIERRE
3 Beds 4 Baths 2,880 SqFt Residential MLS® # A4703088
Open House
3606 Fair Oaks Place, LONGBOAT KEY

$4,999,000

3606 Fair Oaks Place, LONGBOAT KEY

QUEENS HARBOUR
5 Beds 3 Baths 3,842 SqFt Residential
Sun, Sep 13th, 2026 @ 1pm - 4pm
MLS® # A4694394
101 Osprey Point Drive, OSPREY

$4,790,000

101 Osprey Point Drive, OSPREY

OAKS
4 Beds 6 Baths 5,087 SqFt Residential MLS® # A4694716
5708 Inspiration Terrace, BRADENTON

$4,500,000

↓ $400,000

5708 Inspiration Terrace, BRADENTON

LEGENDS BAY
4 Beds 6 Baths 6,901 SqFt Residential MLS® # A4688279
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
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
1300 Benjamin Franklin Drive 809, SARASOTA

$4,380,000

↓ $420,000

1300 Benjamin Franklin Drive 809, SARASOTA

THE BEACH RESIDENCES
2 Beds 3 Baths 3,352 SqFt Residential MLS® # A4679860
2052 Benjamin Franklin Drive D702, SARASOTA

$4,350,000

2052 Benjamin Franklin Drive D702, SARASOTA

ORCHID BEACH CLUB RESIDENCES
3 Beds 4 Baths 3,654 SqFt Residential MLS® # A4672832