Houses for Sale in Longboat Key, FL

131Results

Single-family homes make up about a quarter of the listings on Longboat Key, a barrier island between Sarasota and Anna Maria Island. See Longboat Key luxury homes, 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
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
New Listing
2600 Harbourside Drive Longboat Key FL 34228

$189,000

Longboat Key, FL

2600 Harbourside Drive, Unit Q8

  • 10 Days on Market
MLS#: A4709248
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
New Listing

$65,000

Longboat Key, FL

408 Gulf Of Mexico Drive, Unit 1206

  • 28 Days on Market
MLS#: A4706908
New Listing

$49,000

Longboat Key, FL

408 Gulf Of Mexico Drive, Unit 2207

  • 28 Days on Market
MLS#: A4707116
New Listing

$39,000

Longboat Key, FL

408 Gulf Of Mexico Drive, Unit 2114

  • 29 Days on Market
MLS#: A4707119
Pending

$815,000

Longboat Key, FL

691 Tarawitt Drive

  • 2 Beds
  • 2 Baths
  • 0.26 Acres
  • 1,490 SqFt
  • 34 Days on Market
MLS#: A4706455

$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

$39,900

Longboat Key, FL

408 Gulf Of Mexico Drive, Unit 2126

  • 0.6 Acres
  • 64 Days on Market
MLS#: A4703429

$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

Single-Family Homes on Longboat Key, Florida

Longboat Key's houses range from Gulf-front homes with private beach access to bayfront homes with docks and boat lifts, along with homes in golf and tennis communities and quieter streets in the village on the north end of the island. Gulf of Mexico Drive runs the length of the key, and St. Armands Circle, downtown Sarasota and the beaches of Anna Maria Island are a short drive away. This search lists every single-family house currently for sale on Longboat Key. Michael Saunders & Company can help you compare elevation, flood zones and water access. See Longboat Key condos under $1M or browse Sarasota area bayfront homes.

Frequently Asked Questions

Where is Longboat Key?
Longboat Key is a barrier island between Lido Key in Sarasota and Anna Maria Island.
Do Longboat Key homes have boat access?
Many bayfront homes have docks or boat lifts. The listing details note water access for each property.

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.