Longboat Key Real Estate

Find Quiet Sophistication on this island paradise

Longboat Key BeachThere’s something special about coming home. It's a relaxing “exhale” as you shake off the pressures of the day and prepare to revive and recharge body and soul. That tranquil, “exhale” kind of feeling is what Longboat Key is all about.

One of the Gulf’s quietest barrier islands, Longboat Key is ranked ahead of Hilton Head and Nantucket as one of the best islands in North America by Conde Nast Traveler's Readers Choice Awards. It offers residents a sense of privacy as well as a connection to the magnificent beaches and stunning local color.  Read More...

You won't find a single billboard or neon sign along this 11-mile "strip of Paradise," but you will discover relaxation, recreation, a thriving arts community and even a private 45-hole golf course. With an average year-round temperature of a comfortable 73 degrees, Longboat Key accommodates virtually any lifestyle.

A Visionary Town

Longboat Key was named a 2013 Laureate in Computerworld’s “Heroes” program. This recognizes visionary applications of information technology promoting positive social, economic and educational change -- all of which enter directly into your quality of life.

A Vivacious Town

Relaxing days on the beach or a challenging round on the links characterize Longboat Key whether you are seeking condos for sale or residential homes. Nearby Sarasota is famous for its shopping, dining and performing arts. Within the Key itself, you’ll find casual and fine dining ideal for a night out with family and friends.

A “Vacation” Town – All Year Long

Championship golf courses, offshore fishing, spa and fitness centers and one of the state’s premier tennis centers. The very qualities that draw so many people from their homes to luxurious vacation spots can be yours anytime when you choose Longboat Key.

Condos for sale offer low maintenance which complement the lively and sophisticated tastes of their residents while other real estate options provide country club or golf course amenities. If your goals include a lifestyle built around your comfort … exhale. You’ve discovered Longboat Key.

A Private Tour of Longboat Key Homes for Sale

Our experienced team is glad to count some of Longboat Key’s most satisfied homeowners as our clients. We'll show you premiere Longboat Key condos for sale as well as select private homes in move-in condition.

Whether you're looking to retire at a plush beachfront estate, relocate to an elegant golf course home, or spend your winters in a stylish, oceanfront condo; we will pair you with the residence of your dreams.

As your Longboat Key real estate connection, our team is committed to confidentiality and the most comprehensive customer service in the Gulf region. No request is beyond our reach and resources.  Show Less...

Below are all of the homes and condos for sale on Longboat Key. Contact us for a detailed sheet on any of these properties. We are here to help!

Showing 1-10 of 10  | 
Page   of 1
More Photos Available 360 degree Virtual Tour
$8,700,000
Bedrooms: 5
Baths: 6
Approx Sq Ft: 14123
5060 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: A3957281
Subdivision: longboat key
Bay front BEAUTY! Gated one acre estate with 100 ft of bay front beautiful views on one of the widest expanses of Bay water. New, magnificent 5 bedroom mediterranean masterpiece! The master area ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Developers Realty Inc
More Photos Available 360 degree Virtual Tour
$8,450,000
Bedrooms: 5
Baths: 8
Approx Sq Ft: 11109
5080 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: A3951509
Subdivision: longboat key
Signora del Mare ~ Lady of the Sea. Gracious Florida living awaits in this 9,000-square-foot, Mediterranean-style, Bay front estate, which blends old world charm, new world luxury and timeless style. ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Coldwell Banker Res R E
More Photos Available 360 degree Virtual Tour
$5,500,000
Bedrooms: 4
Baths: 3
Approx Sq Ft: 3545
5861 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: M5812509
Subdivision: longboat key
Like no other and truly one of a kind! This estate size Gulf to Bay property offers a 100 x 550 (+/-) direct Gulf front estate size parcel and extends across Gulf of Mexico Drive to an additional ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Engel & Voelkers Lbk Realty
More Photos Available 360 degree Virtual Tour
$4,500,000
Bedrooms: 8
Baths: 8
Approx Sq Ft: 4641
5441 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: A3958520
Subdivision: longboat key
Six wonderful cottages - five buildings as one cottage is a double unit - in a beautiful resort setting on 100 feet of prime Longboat Key beachfront. This income producing resort property can remain ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Developers Realty Inc
More Photos Available 360 degree Virtual Tour
$2,500,000
Bedrooms: 5
Baths: 5
Approx Sq Ft: 6727
5010 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: A3974748
Subdivision: longboat key
Enchanting Bayfront Estate steps to deeded beach access assures magical sunrises & sunsets year around. The moment you enter the privacy gate the tranquil serenity of this Spanish inspired residence ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Engel & Voelkers Lbk Realty
More Photos Available 360 degree Virtual Tour
$2,195,000
Bedrooms: 3
Baths: 4
Approx Sq Ft: 3022
5134 Gulf Of Mexico Dr
longboat key, FL  34228
MLS #: A3979634
Subdivision: longboat key
Beautifully remodeled bayfront home with sweeping bay views. Dock with 2 lifts, all new baths, granite counters with sub zero and LG appliances. New A/C and roof. Long drive through tropical ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Michael Saunders & Company
More Photos Available 360 degree Virtual Tour
$1,230,000
Bedrooms: 2
Baths: 3
Approx Sq Ft: 2277
840 Tarawitt Dr
longboat key, FL  34228
MLS #: A3953764
Subdivision: longboat key
Fabulous view with equally great amenities. Wrap around iron wood decks surround your living spaces. There are two boat docks, one house away from open water. Decorator furnishings with great water ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Key Realty
More Photos Available 360 degree Virtual Tour
$695,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1931
750 Tarawitt Dr
longboat key, FL  34228
MLS #: A3971896
Subdivision: longboat key
Top-of-the-line jewel box beach house. No expense was spared in creating this perfect family playground with casual style, 37' boat dock, large custom pool and spa, and beach access. No bridges to ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Michael Saunders & Company
More Photos Available
$397,000
Bedrooms: 3
Baths: 2
Approx Sq Ft: 1882
000 Confidential Ave.
longboat key, FL  34228
MLS #: M5835105
Subdivision: longboat key
Canal front home under $400K on prestigious Longboat Key. Investors dream. Seller would like to lease back on an annual basis. Get income now and remodel or renovate in a few years. Home has new A/C, ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of A Paradise Inc Realtor
More Photos Available 360 degree Virtual Tour
$350,000
Bedrooms: 2
Baths: 3
Approx Sq Ft: 2432
580 Companion Way
longboat key, FL  34228
MLS #: A3978425
Subdivision: longboat key
This could be a great investment opportunity. This is a duplex in a single family neighborhood. There is 1 bedroom/1 bath on the west side and 1 bedroom/2 bath on the east side. In addition, there ...
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Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Michael Saunders & Company

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