5965 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $38,450,000

11 Beds /

15 Baths

/ 17,199 SqFt

Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant resid...

612 JUAN ANASCO DRIVE
LONGBOAT KEY FL $22,500,000

6 Beds /

8 Baths

/ 9,243 SqFt

Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage,...

6610 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $22,000,000

4 Beds /

5.5 Baths

/ 6,891 SqFt

Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of ar...

6685 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $15,550,000

8 Beds /

9 Baths

/ 12,752 SqFt

Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that de...

6603 GULFSIDE ROAD
LONGBOAT KEY FL $15,000,000

5 Beds /

5.5 Baths

/ 4,925 SqFt

Under Construction. You''re in for something special with this new beachfront construction set to be completed by May, 2026. Located on over a ...

6489 GULFSIDE ROAD
LONGBOAT KEY FL $13,995,000

4 Beds /

4.5 Baths

/ 6,616 SqFt

This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direc...

6680 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $13,499,000

6 Beds /

6.5 Baths

/ 6,408 SqFt

Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key—an extraordinary 2.4 acre, fully g...

1561 GULF OF MEXICO DRIVE UNIT 304
LONGBOAT KEY FL $13,000,000

3 Beds /

4.5 Baths

/ 4,891 SqFt

Experience the pinnacle of coastal luxury in the highly sought-after Armand building at The St. Regis Longboat Key, where breathtaking Gulf of Mexico ...

1561 GULF OF MEXICO DRIVE UNIT 403
LONGBOAT KEY FL $13,000,000

3 Beds /

3.5 Baths

/ 4,187 SqFt

Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-conce...

1600 HARBOR SOUND DRIVE
LONGBOAT KEY FL $11,900,000

5 Beds /

5.5 Baths

/ 5,689 SqFt

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers ...

4473 GULF OF MEXICO DRIVE UNIT 4473
LONGBOAT KEY FL $10,900,000

8 Beds /

8 Baths

/ 5,886 SqFt

Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores o...

600 PUTTER LANE
LONGBOAT KEY FL $10,500,000

5 Beds /

5 Baths

/ 5,982 SqFt

Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversize...

6001 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $9,995,000

5 Beds /

6 Baths

/ 6,959 SqFt

A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along ...

560 HARBOR POINT ROAD
LONGBOAT KEY FL $9,700,000

4 Beds /

5 Baths

/ 5,245 SqFt

Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed b...

630 DE NARVAEZ DRIVE
LONGBOAT KEY FL $8,925,000

5 Beds /

5.5 Baths

/ 4,591 SqFt

This stunning Bayfront estate delivers over 480 feet of pristine Bayfront waterfront on a prime point property. True Longboat Key gold. Special featu...

560 HARBOR COVE CIRCLE
LONGBOAT KEY FL $7,900,000

3 Beds /

3.5 Baths

/ 3,485 SqFt

An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Longboat Key, this extraordinary peninsula estate delivers excep...

5005 GULF OF MEXICO DRIVE UNIT 4
LONGBOAT KEY FL $7,495,000

4 Beds /

4.5 Baths

/ 4,630 SqFt

Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classi...

757 HIDEAWAY BAY DRIVE
LONGBOAT KEY FL $7,488,000

4 Beds /

5 Baths

/ 4,507 SqFt

Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LU...

65 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL $7,445,000

4 Beds /

4.5 Baths

/ 4,921 SqFt

Longboat Key Waterfront Estate Lifestyle Unrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives l...

591 #A GOLF LINKS LANE
LONGBOAT KEY FL $7,399,000

5 Beds /

6 Baths

/ 4,452 SqFt

Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline gl...

6351 GULF OF MEXICO DRIVE
LONGBOAT KEY FL $6,999,000

Beds /

Baths

/ SqFt

Rarely does an estate-sized Gulf-front lot of this stature become available on the northern end of Longboat Key. 6351 Gulf of Mexico Drive presents a ...

1581 GULF OF MEXICO DRIVE UNIT 406
LONGBOAT KEY FL $6,600,000

2 Beds /

2.5 Baths

/ 2,347 SqFt

Perched above the shimmering shoreline, this exquisite two-bedroom, two-and-a-half-bath residence at The St. Regis Longboat Key Resort offers breathta...