Condos for Sale in Longboat Key, FL

140Results

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Longboat Key Condos for Sale in Florida

Newest
New Listing
1591 Gulf Of Mexico Drive Longboat Key FL 34228

$4,290,000

Longboat Key, FL

1591 Gulf Of Mexico Drive, Unit 312

  • 2 Beds
  • 3 Baths
  • 2,154 SqFt
  • 4 Days on Market
MLS#: A4702788
New Listing

$699,000

Longboat Key, FL

2020 Harbourside Drive, Unit 442

  • 2 Beds
  • 2 Baths
  • 1,192 SqFt
  • 8 Days on Market
MLS#: A4705717
New Listing

$1,495,000

Longboat Key, FL

2101 Harbourside Drive, Unit 1103

  • 3 Beds
  • 3 Baths
  • 2,204 SqFt
  • 8 Days on Market
MLS#: A4706065
New Listing

$489,900

Longboat Key, FL

3453 Gulf Of Mexico Drive, Unit 242

  • 1 Bed
  • 1 Bath
  • 528 SqFt
  • 10 Days on Market
MLS#: A4706004
New Listing

$12,750,000

Longboat Key, FL

1561 Gulf Of Mexico Drive, Unit 404

  • 3 Beds
  • 4 Baths
  • 4,967 SqFt
  • 11 Days on Market
MLS#: A4684683
New Listing

$925,000

Longboat Key, FL

1075 Gulf Of Mexico Drive, Unit 303

  • 2 Beds
  • 2 Baths
  • 1,503 SqFt
  • 25 Days on Market
MLS#: A4704636
New Listing

$589,900

Longboat Key, FL

3320 Gulf Of Mexico Drive, Unit 206C

  • 2 Beds
  • 2 Baths
  • 1,186 SqFt
  • 28 Days on Market
MLS#: A4703984

$725,000

Longboat Key, FL

448 Gulf Of Mexico Drive, Unit A104

  • 2 Beds
  • 2 Baths
  • 1,194 SqFt
  • 49 Days on Market
MLS#: A4702393

$1,200,000

Longboat Key, FL

4545 Gulf Of Mexico Drive, Unit 311

  • 2 Beds
  • 2 Baths
  • 1,398 SqFt
  • 49 Days on Market
MLS#: A4702116

$550,000

Longboat Key, FL

5260 Gulf Of Mexico Drive, Unit 413

  • 2 Beds
  • 2 Baths
  • 1,155 SqFt
  • 85 Days on Market
MLS#: A4698906

$569,000

Longboat Key, FL

524 Spanish Drive S, Unit 125

  • 2 Beds
  • 2 Baths
  • 1,399 SqFt
  • 92 Days on Market
MLS#: A4698047

$307,000

Longboat Key, FL

4350 Chatham Drive, Unit 105

  • 1 Bed
  • 1 Bath
  • 747 SqFt
  • 98 Days on Market
MLS#: A4697241

Longboat Key runs eleven miles between Sarasota Bay and the Gulf, and condominiums make up a large share of what changes hands there. The island divides at the Manatee county line, with the Sarasota end holding Bay Isles, the Longboat Key Club, and a run of Gulf front buildings along Gulf of Mexico Drive, while the north end is generally lower density with more bayside inventory. Many buildings sit behind gates with deeded beach access, tennis, and marina slips. Several of the older Gulf front structures have completed substantial renovation in recent years, so construction date alone is a poor guide to condition here. Browse luxury homes in the Sarasota area or explore beachfront homes in the Sarasota area.

Frequently Asked Questions

What comes with a Longboat Key Club address?
Club membership is generally separate from ownership. Golf, tennis, and marina access are tied to membership categories rather than to the deed, so confirm what conveys.
Is there a difference between the two ends of the island?
The south end near the Sarasota line is denser and closer to St Armands Circle. The north end is quieter with more bayside buildings and a shorter drive to Anna Maria Island.

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 25, 2026 6:04 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.