Longboat Key Real Estate

Find Quiet Sophistication on this island paradise

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

There'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.

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Longboat Key Homes | Longboat Key Condos

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Longboat Key Golf Course view

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.

Longboat Key, FL - 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 and St Armands Circle are famous for 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

Spanish Main waterfront community Longboat KeyChampionship golf courses, offshore fishing, spa and fitness centers and one of the state's premier tennis centers are among the many island amenities. 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 on Longboat Key offer low maintenance which complement the lively and sophisticated tastes of their residents while other real estate options provide country club, boating or golf course amenities. If your goals include a lifestyle built around your comfort . . . exhale, you've discovered paradise.

Local Attractions

  • Beach
  • Casual & Fine Dining
  • Marinas & Boating
  • Tennis & Golf
  • Walking Trails

A Private Tour of Longboat Key

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 properties 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 in Bay Isles, or spend your winters in a stylish, oceanfront condo at the Water Club; 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.

Additional Resources

Chamber of Commerce
Longboat Key Realtors
Town of Longboat Key, Florida  Show Less...

Longboat Key Homes and Condos for Sale

Showing 1-10 of 11  | 
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$19,900,000
Bedrooms: 6
Baths: 11
Approx Sq Ft: 9262
6633 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A3989550
Subdivision: longboat key
Magnificently poised on 2.57 pristine acres on the Gulf of Mexico you'll find Ohana, a breathtaking tropical hideaway inspired by the spirit of coastal South...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$8,200,000
Bedrooms: 5
Baths: 7
Approx Sq Ft: 10216
5060 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4145711
Subdivision: longboat key
“Winner of HGTV’s Home Sweepstakes - Making and Entrance.” Villa de Como is a splendid expression of Spanish architecture on the peaceful north end of...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$7,900,000
Bedrooms: 5
Baths: 7
Approx Sq Ft: 7250
5050 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4104843
Subdivision: longboat key
PRICE REDUCED!!! Brand new construction! "Acqua Vita - Water of Life", where design and function flow in concert with the beauty of Longboat Key and Sarasota...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$6,495,000
Bedrooms: 5
Baths: 8
Approx Sq Ft: 8898
5080 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4198011
Subdivision: longboat key
This European-inspired bayfront estate is immaculately maintained, a remarkable display of custom features and elegant finishes. Surrounded by privacy walls of...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$1,750,000
Bedrooms: 4
Baths: 4
Approx Sq Ft: 3606
687 Jungle Queen Way
Longboat Key, FL 34228
MLS #: A4198932
Subdivision: longboat key
Expertly designed by award-winning Architect Mark Sultana as his personal residence, this modern waterside oasis with separate guest house is nestled on a...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$775,000
Bedrooms: 3
Baths: 2
Approx Sq Ft: 2317
690 Jungle Queen Way
Longboat Key, FL 34228
MLS #: A4203769
Subdivision: longboat key
Situated just a short distance away from the beach this waterfront home offers a true Longboat Key lifestyle. Featuring a spacious floor plan, three bedrooms...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$699,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1500
561 Tarawitt Drive
Longboat Key, FL 34228
MLS #: A4185611
Subdivision: longboat key
Your very own island oasis! This beautiful, waterfront front, 2 BR/2 BA canal front home with office & oversized 2 car garage offers relaxed island living in...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$599,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1384
726 Jungle Queen Way
Longboat Key, FL 34228
MLS #: A4196293
Subdivision: longboat key
This bright & cheery, waterfront hideaway is just the home you’ve been looking for! Enjoy all the perks of the Island in this lighthearted 2 bedroom, 2 bath...
Open House:  Sunday, December 24, 2017 from 1-4 PM More upcoming open houses >>
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$575,000
Bedrooms: 3
Baths: 3
Approx Sq Ft: 1818
580 Jungle Queen Way
Longboat Key, FL 34228
MLS #: A4201852
Subdivision: longboat key
This custom built home is a relaxed and unique 3BR/3BA split level with 143 ft of frontage on a deep water canal and includes a concrete seawall replaced in...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$569,750
Bedrooms: 3
Baths: 2
Approx Sq Ft: 2376
672 Jungle Queen Way
Longboat Key, FL 34228
MLS #: A4202706
Subdivision: longboat key
This is the least expensive single family canal front home with the largest square footage currently for sale on the island. Newly remolded features include:...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Showing 1-10 of 11  | 
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Longboat Key, Waterfront Condos Available | Sarasota FL

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