Longboat Key Homes for Sale & Real Estate Listings

Search Longboat Key homes for sale with Florida’s Gulf Coast experts, The Sails Team.

Longboat Key Property Listings

For Sale
MLS® A4643123

$25,950,000

612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
6 Beds 9 Baths 9,243 Sq.Ft.
For Sale
MLS® A4632544

$25,000,000

5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
11 Beds 17 Baths 17,199 Sq.Ft.
For Sale
MLS® A4639326

$24,700,000

1067 WESTWAY DR, SARASOTA, FL 34236
6 Beds 9 Baths 8,929 Sq.Ft.
For Sale
MLS® A4627895

$20,995,000

5861 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
5 Beds 7 Baths 10,400 Sq.Ft.
For Sale
MLS® A4629211

$16,995,000

6489 GULFSIDE RD, LONGBOAT KEY, FL 34228
4 Beds 5 Baths 6,616 Sq.Ft.
For Sale
MLS® A4641831

$15,500,000

5581 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
11 Beds 11 Baths 8,529 Sq.Ft.
For Sale
MLS® A4646393

$14,995,000

424 BOWDOIN CIR, SARASOTA, FL 34236
5 Beds 6 Baths 5,882 Sq.Ft.
For Sale
MLS® A4583940

$14,800,000

6680 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
6 Beds 7 Baths 6,408 Sq.Ft.
For Sale
MLS® A4627926

$13,250,000

1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
3 Beds 4 Baths 4,187 Sq.Ft.
For Sale
MLS® A4632738

$12,500,000

50 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
6 Beds 7 Baths 7,450 Sq.Ft.
For Sale
MLS® A4628022

$12,500,000

5919 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
5 Beds 6 Baths 5,596 Sq.Ft.
For Sale
MLS® A4640276

$11,995,000

1339 WESTWAY DR, SARASOTA, FL 34236
5 Beds 6 Baths 7,409 Sq.Ft.
For Sale
MLS® A4636226

$11,000,000

560 HARBOR POINT RD, LONGBOAT KEY, FL 34228
4 Beds 5 Baths 5,245 Sq.Ft.
For Sale
MLS® A4634003

$10,995,000

6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
4 Beds 5 Baths 4,224 Sq.Ft.
For Sale
MLS® A4645968

$10,500,000

1581 GULF OF MEXICO DR #308, LONGBOAT KEY, FL 34228
4 Beds 5 Baths 4,017 Sq.Ft.
For Sale
MLS® A4630440

$10,500,000

1581 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228
4 Beds 5 Baths 4,017 Sq.Ft.
For Sale
MLS® A4625287

$9,900,000

501 HARBOR POINT RD, LONGBOAT KEY, FL 34228
5 Beds 6 Baths 6,125 Sq.Ft.
For Sale
MLS® TB8352591

$9,750,000

3341 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
3 Beds 3 Baths 1,718 Sq.Ft.
For Sale
MLS® TB8353273

$9,750,000

3351 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
2 Beds 1 Bath 1,276 Sq.Ft.
For Sale
MLS® A4643044

$9,495,000

1580 HARBOR CAY LN, LONGBOAT KEY, FL 34228
5 Beds 6 Baths 6,349 Sq.Ft.
For Sale
MLS® A4633427

$8,900,000

6061 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
5 Beds 6 Baths 3,203 Sq.Ft.
View More Longboat Key Homes for Sale

Longboat Key Listings & Sales

For Sale
Under Contract
Active Under Contract
Inactive
Unknown
Coming Soon
Pocket Listing

Find Your Dream Longboat Key Home for Sale

Schedule a Showing

Neighborhood Guides

Browse things to do, places to see, and landmarks to explore in Longboat Key and nearby areas.

Dunedin

Learn More
Madeira Beach

Madeira Beach

Learn More

Treasure Island

Learn More
View All

Longboat Key Real Estate Updates

Read the latest news, tips, and insights for the Longboat Key real estate market.

VIEW ALL

Work With Us

Our expansive network and white-glove service ensure a bespoke experience for both buyers and sellers. Let our top producing team find your dream home today.

Contact Us
  1. 1
  2. 2
  3. 3

What’s Your Property Worth?

CONTACT INFORMATION

Almost There! You’re 1 Step Away

THANK YOU

Inbox.

view LISTINGS FOR SALE

Let's Connect

We're a top-rated team, with a wealth of knowledge in the area. Fill out your information below and one of our team members will get back to you.
Homes for Sale in Wailea, HI

Contact Details

THE SAILS TEAM

Phone

(813) 416-1122

Email

thesailsteam@compass.com

Address

3615 Bromley Grand Ave., Ste. 230 Tampa, FL 33607

Submit a Message

Message sent successfully!