Condos for Sale Under $1M in Longboat Key, FL

105Results

Longboat Key condos are among the most searched properties on our site, and about six in ten are listed at $1,000,000 or less. View all Longboat Key condos, create a free account to save this search and receive alerts, or call Michael Saunders & Company at 941-841-0003 to speak with an agent.

Newest
New Listing
546 Spanish Drive S Longboat Key FL 34228

$529,990

Longboat Key, FL

546 Spanish Drive S

  • 2 Beds
  • 2 Baths
  • 1,393 SqFt
  • 20 Days on Market
MLS#: A4708263

$699,000

Longboat Key, FL

2020 Harbourside Drive, Unit 442

  • 2 Beds
  • 2 Baths
  • 1,192 SqFt
  • 35 Days on Market
MLS#: A4705717
Pending

$449,000

Longboat Key, FL

1932 Harbourside Drive, Unit 214

  • 2 Beds
  • 2 Baths
  • 1,192 SqFt
  • 36 Days on Market
MLS#: A4706187

$489,900

Longboat Key, FL

3453 Gulf Of Mexico Drive, Unit 242

  • 1 Bed
  • 1 Bath
  • 528 SqFt
  • 37 Days on Market
MLS#: A4706004
Pending

$925,000

Longboat Key, FL

1075 Gulf Of Mexico Drive, Unit 303

  • 2 Beds
  • 2 Baths
  • 1,503 SqFt
  • 52 Days on Market
MLS#: A4704636

$589,900

Longboat Key, FL

3320 Gulf Of Mexico Drive, Unit 206C

  • 2 Beds
  • 2 Baths
  • 1,186 SqFt
  • 55 Days on Market
MLS#: A4703984
Open House

$725,000

Longboat Key, FL

448 Gulf Of Mexico Drive, Unit A104

NEXT OPEN HOUSE:

Sun 10/25 2:00 PM to 5:00 PM

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

$550,000

Longboat Key, FL

5260 Gulf Of Mexico Drive, Unit 413

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

$569,000

Longboat Key, FL

524 Spanish Drive S, Unit 125

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

$307,000

Longboat Key, FL

4350 Chatham Drive, Unit 105

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

$899,000

Longboat Key, FL

250 Sands Point Road, Unit 5106

  • 1 Bed
  • 1 Bath
  • 634 SqFt
  • 182 Days on Market
MLS#: A4676698

$950,000

Longboat Key, FL

2301 Gulf Of Mexico Drive, Unit 43N

  • 2 Beds
  • 2 Baths
  • 1,235 SqFt
  • 223 Days on Market
MLS#: A4686190

Longboat Key, FL Condos Listed at $1 Million or Less

Condos in this range on Longboat Key include units in low-rise Gulf-front and bayfront buildings along Gulf of Mexico Drive, villas and townhomes in golf and tennis communities, and condos with boat slips on the bay side of the island. Many buildings include pools, beach access and covered parking, and St. Armands Circle and downtown Sarasota are a short drive south across the bridges. This search lists every condo on Longboat Key listed at $1,000,000 or below. Michael Saunders & Company can help you compare buildings, association fees and rental rules. See Longboat Key houses for sale or browse Longboat Key luxury homes.

Frequently Asked Questions

Where are condos located on Longboat Key?
Condos line Gulf of Mexico Drive on both the Gulf and bay sides, with others in golf and tennis communities.
How far is Longboat Key from downtown Sarasota?
Downtown Sarasota and St. Armands Circle are a short drive south across the bridges.

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of October 22, 2026 5:00 AM 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.