Luxury Homes for Sale in Longboat Key, FL

44Results

Searching the top of the Longboat Key market? Call Michael Saunders & Company at 941.841.0003, contact us, or create an account to save listings and get new listing alerts.

Longboat Key Luxury Homes for Sale in Florida

Newest
New Listing
560 Harbor Point Road Longboat Key FL 34228

$9,500,000

Longboat Key, FL

560 Harbor Point Road

  • 4 Beds
  • 5 Baths
  • 0.4 Acres
  • 5,245 SqFt
  • 5 Days on Market
MLS#: A4708290
New Listing

$2,500,000

Longboat Key, FL

677 Lands End Drive

  • 3 Beds
  • 3 Baths
  • 0.18 Acres
  • 4,182 SqFt
  • 7 Days on Market
MLS#: A4702901
New Listing

$2,693,000

Longboat Key, FL

660 Penfield Street

  • 3 Beds
  • 2 Baths
  • 0.24 Acres
  • 2,461 SqFt
  • 7 Days on Market
MLS#: A4709454
Open House

$3,275,000

Longboat Key, FL

3488 Mistletoe Lane

NEXT OPEN HOUSE:

Sun 10/25 1:00 PM to 4:00 PM

  • 3 Beds
  • 4 Baths
  • 0.27 Acres
  • 3,341 SqFt
  • 14 Days on Market
MLS#: A4708808

$3,495,000

Longboat Key, FL

795 Marbury Lane

  • 5 Beds
  • 3 Baths
  • 0.23 Acres
  • 3,355 SqFt
  • 43 Days on Market
MLS#: A4704899

$6,495,000

Longboat Key, FL

711 Old Compass Road

  • 4 Beds
  • 6 Baths
  • 0.36 Acres
  • 4,274 SqFt
  • 91 Days on Market
MLS#: A4699408

$18,500,000

Longboat Key, FL

6664 & 6660 & 6670 Gulf Of Mexico Drive

  • 2 Beds
  • 2 Baths
  • 5.5 Acres
  • 10,298 SqFt
  • 154 Days on Market
MLS#: A4694502
Open House

$4,400,000

Longboat Key, FL

1571 Harbor Cay Lane

NEXT OPEN HOUSE:

Sun 10/25 1:00 PM to 4:00 PM

  • 4 Beds
  • 4 Baths
  • 0.59 Acres
  • 4,209 SqFt
  • 273 Days on Market
MLS#: A4666688

$3,299,000

Longboat Key, FL

562 Ranger Lane

  • 4 Beds
  • 3 Baths
  • 0.23 Acres
  • 3,149 SqFt
  • 286 Days on Market
MLS#: A4675541

$3,950,000

Longboat Key, FL

510 Harbor Gate Way

  • 4 Beds
  • 6 Baths
  • 0.44 Acres
  • 5,080 SqFt
  • 345 Days on Market
MLS#: A4671696
Open House

$2,499,000

Longboat Key, FL

550 Norton Street

NEXT OPEN HOUSE:

Sun 10/25 11:00 AM to 3:00 PM

  • 3 Beds
  • 4 Baths
  • 0.23 Acres
  • 3,453 SqFt
  • 2 Days on Market
MLS#: A4707951
New Listing

$6,700,000

Longboat Key, FL

  • 6 Beds
  • 6 Baths
  • 0.98 Acres
  • 6,390 SqFt
  • 4 Days on Market
MLS#: A4709692

Longboat Key holds a small and tightly held inventory of single family homes at the upper end, and the island's geography explains much of the pricing. A parcel can face the Gulf, sit on Sarasota Bay, or occupy a canal in between. Gulf front parcels along Gulf of Mexico Drive command the highest figures and carry coastal construction requirements. Bayfront and canal homes in Country Club Shores and Bay Isles offer protected dockage with deeper water. Lot width and elevation certificates matter here more than in most markets, given flood zone rating. Browse luxury homes in the Sarasota area or explore beachfront homes in the Sarasota area.

Frequently Asked Questions

What drives the price difference across the island?
Frontage type. Gulf front parcels carry the highest values, followed by bayfront with deep water dockage, then canal properties, then interior lots without direct water access.
Why does the elevation certificate matter?
It determines flood zone rating and insurance cost, and it affects what can be rebuilt or renovated under current coastal construction rules.

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 21, 2026 11:31 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.