Longboat Key Real Estate

  • Description
  • Listings
  • Contact

Overview

Longboat Key, Florida is an 11 mile long barrier island is located to the west of Sarasota. The island is divided between two counties with the southern portion in Sarasota County and the northern portion in Manatee County. The tropical paradise is surrounded by water - the Gulf of Mexico to the west and Sarasota Bay to the east. World famous St Armands Circle is only a short drive away. Residents enjoy a relaxed and secluded atmosphere.

Search by Property Type

Longboat Key Condos  |  Longboat Key Homes

Are you looking to connect with experienced Realtors? Call us direct at 941-544-6467 or send us an email. We respond quickly to all requests sent within business hours.

… Read More

MLS® Listing Statistics

Total Listings: 277
Average Price: $1,339,135
Highest Price: $19,750,000
Lowest Price: $6,000
Average Size: 2,108 ft²
Average Price Per Square Foot: $515 per ft²

Explore Other Longboat Key Communities

Listings for Sale Longboat Key FL 34228

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4440615

845 Longboat Club Rd, Longboat Key, FL - $19,750,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 19.3k SQFT
  • 366 DOM
View details More Photos Save

A Stunning Ode To The Majesty Of Renaissance Venice, Serenissima “the Most Serene” Is One Of The Finest Homes Ever Built In Florida. Incomparable In Architecture, Irreplaceable In Artistic Beauty And Situated On The Southern End Of The Coveted Lon...

Image 1: A4452670

825 Longboat Club Rd, Longboat Key, FL - $12,850,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 12.6k SQFT
  • 225 DOM
View details More Photos Save

The Majestically Sited Villa Del Sogno Beachfront Residence Stands Securely Behind The Gates Of The Longboat Key Club In A Separately Gated Enclave Of Eight Privately Gated Beachfront Estates. The Property Centers Attention On The Gulf Of Mexico W...

Image 2: A4418090

5965 Gulf Of Mexico Dr, Longboat Key, FL - $11,989,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 10.1k SQFT
  • 614 DOM
View details More Photos Save

Villa Sena - Sarasota's Premier Direct Beach Front Private Estate With 150 Feet Of Pristine Sugar Sand On The Gulf Of Mexico. Completed In 2007 And Meeting Current Hurricane Codes. Over 10,000 Square Feet Of Elegant Neoclassical Living Space, Feat...

Image 3: A4458696

5005 Gulf Of Mexico Dr #3, Longboat Key, FL - $8,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,808 SQFT
  • 157 DOM
View details More Photos Save

Bonaire Is An Exclusive Gated Gulf Front Community Of Just 9 Homes On 3.5 Acres. Featuring New West Indies Style Homes Designed By Brian Phipps Home Design, Bonaire Exudes Casual Elegance And Privacy. This Magical Beachfront Oasis Boasts Expansive...

Image 4: A4454932

5005 Gulf Of Mexico Dr #2, Longboat Key, FL - $8,100,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,763 SQFT
  • 488 DOM
View details More Photos Save

Under Construction. Ultimate Beachfront Luxury- Newly Constructed Property With Six Bedrooms, Six Bathrooms And Expansive Living Areas Which Showcase The Beautiful Views Of The Gulf Of Mexico. Custom Finishes Abound In This Home Including: Custo...

Image 5: A4468729

5541 Gulf Of Mexico Dr, Longboat Key, FL - $8,000,000

Residential, Single Family Residence
  • 11 Beds
  • 14 Baths
  • 14k SQFT
  • 38 DOM
View details More Photos Save

Enjoy The Easy Lifestyle Of This Home With Awe-inspiring Views Overlooking The Wide Waters Of Gulf Of Mexico. A Rare Find And A Must See Beachfront Luxury Three Story, 5 Unit Corporate Retreat, Family Compound With Endless Possibilities. Many Poss...

Image 6: A4445990

3475 Gulf Of Mexico Dr, Longboat Key, FL - $7,445,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 7,608 SQFT
  • 301 DOM
View details More Photos Save

This Estate Is A Creative Masterpiece Located On 151 Feet Directly On The Beach And Overlooking The Waters Of The Gulf Of Mexico. Upon Entering The Home, You Are Immediately Mesmerized By The Beach And Water Views Seen Through The Walls Of Glass. ...

Image 7: A4471077

2837 Gulf Of Mexico Dr, Longboat Key, FL - $7,200,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,089 SQFT
  • 8 DOM
View details More Photos Save

Gulf Front Luxury Living Is At Its Absolute Best In This Exquisite Estate In The Heart Of South Longboat Key! It Will Be Love At First Sight When You Enter This Stunning Newly-constructed 5 Bedroom, 5.5 Bathroom Gulf Front Estate. This Home Has ...

6877 Gulf Of Mexico Dr, Longboat Key, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 139 DOM
View details More Photos Save

Magnificent Gulf Front Private Estate On Longboat Key, With A Private Walk To Gorgeous Sandy Beach And Azure Gulf Waters. This Home Has Dramatic Gulf And Beach Views And Custom Features Include Wood Floors Throughout, Custom Cherry Cabinetry, Chef...

Image 9: A4460976

1580 Harbor Cay Ln, Longboat Key, FL - $4,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,349 SQFT
  • 134 DOM
View details More Photos Save

Virtual Showing Available! Exceptional Contemporary Bayfront Estate In The Esteemed Harbor Section Of Bay Isles. Exquisitely Renovated 1980s Home With 2nd Floor Addition Designed By Renowned Modern Architect, Jonathan Parks, Completed In 2016. Enj...

Image 10: A4454912

5005 Gulf Of Mexico Dr #9, Longboat Key, FL - $4,585,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,922 SQFT
  • 491 DOM
View details More Photos Save

Masterfully Combining Quality, Class And Elegance, This Luxuriously Newly Constructed West Indies Style Home Is Situated Steps From The Beach, In The Intimate Coastal Community Of Bonaire At Longboat Key. This Home Has Been Meticulously Designed...

6525 Gulf Of Mexico Dr, Longboat Key, FL - $4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,740 SQFT
  • 146 DOM
View details More Photos Save

Huge Gulf Water Views Abound! Completed In 2020,this Spectacular Home Is A Combination Of Quality And Comfort,with All The Features You Would Expect From A Luxury Custom Home.this Coastal Style Home Sits On An Over-sized Lot,has A Privacy Gate And...

Image 12: A4470919

4051 Gulf Of Mexico Dr, Longboat Key, FL - $4,000,000

Land, Residential
  • 10 DOM
View details More Photos Save

Over Half An Acre Of Direct Gulf Front Property. 150' Of Beach. Charming And Move In Ready 1950's 3/3 Ranch Home On Lot. Live Here Now Or Build Your Dream Home! Across From Bayfront Park With Kayak Storage/launch, Fitness, Basketball, Playground, ...

Image 13: A4470796

4051 Gulf Of Mexico Dr, Longboat Key, FL - $4,000,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,648 SQFT
  • 7 DOM
View details More Photos Save

Reminiscent Of Days Gone By, A Glorious And Private Escape Is Ready For New Owners To Enjoy 150' Of Gulf Beachfront Property And An Old Florida Cottage On Over 1/2 Acre Of Land. The Setting Is Magnificent And The Home Is Ready To Live In Now Or Bu...

Image 14: A4452411

6529 Gulfside Rd, Longboat Key, FL - $3,995,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,524 SQFT
  • 225 DOM
View details More Photos Save

Seller Motivated!! Bring Offers!!! Incredible New Price = Big Waterfront Value! Shelter In Place Or Shelter In Paradise! 6,660 Sq. Ft. Beach Home With 100 Feet Of Gulf Front Located On Desirable Gulfside Road On North Longboat Key With Three Sto...

Image 15: A4471862

5861 Gulf Of Mexico Dr, Longboat Key, FL - $3,950,000

Land, Residential
  • 1 DOM
View details More Photos Save

Direct Gulf Front Estate Lot For Building Your Dream Home Right On The Beach! The Site Is 100 Feet On The Beach And Approximately 500 Feet Deep. This Parcel Is Cleared And Ready To Build On And Is One Of The Last Gulf Front Lots Available. This ...

Image 16: A4448678

4965 Gulf Of Mexico Dr #202, Longboat Key, FL - $3,875,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,344 SQFT
  • 269 DOM
View details More Photos Save

Spectacular Walkout To The Beautiful Beach And Azure Gulf Of Mexico From This First Floor Beachfront Condo That Features A Private Pool And Spa. Positano, A 10 Acre Oasis With Only 29 Residences, Has A Full Time Security And A Gated Entrance. This...

Image 17: A4458496

5372 Sandhamn Pl, Longboat Key, FL - $3,850,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,484 SQFT
  • 110 DOM
View details More Photos Save

Splendor On The Bay! Be Among The Privileged Few That Call Sandhamn Place Their Home On Longboat Key. As You Enter Through The Gated Entrance, The Private Canopied Road Winds Through This Sanctuary Of Nine Custom Designed Waterfront Homes, All Enj...

Image 18: A4471664

5005 Gulf Of Mexico Dr #8, Longboat Key, FL - $3,788,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,115 SQFT
  • 1 DOM
View details More Photos Save

Bonaire, An Exclusive Gulf Side Community, Which Has 9 Custom Homes And A Private Community Beach Access. This Extraordinary Home Is Designed In The Traditional British West Indies Style With Timeless Finishes Inside And Out. Custom Features Incl...

6609 Gulf Of Mexico Dr, Longboat Key, FL - $3,395,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,132 SQFT
  • 253 DOM
View details More Photos Save

This Incredible Four Bedroom Home Has Been Gutted To The Studs.remodeling Was Completed In December Of 2016 (see Attachment For A Complete List Of Upgrades). Entering The New Front Entrance Gives You An Immediate Sense Of Relaxation. The New Gorg...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on July 9th, 2020 at 11:45pm EDT.

Longboat Key Description (continued)

Longboat Key homesThe Longboat Key area is an ideal bayfront or beachfront retreat with many of the waterfront homes being second or third residences. The island offers residents a secure and private setting with miles of beaches. The Longboat Key Club & Resort has recently undergone a $500 million renovation. Real estate here includes a mix of luxury homes, condos and maintenance-free villas. The Resort currently has world-class golf facilities with 45 holes, two full-service pro shops, driving ranges and golf instruction. In addition, there are 38 Har-tru tennis courts, a fabulous Spa plus casual and fine dining options. The historic Colony Beach and Tennis Resort is being demolished and replaced by a brand new St Regis Resort and Residences.

Longboat Key real estate consists of waterfront homes, with listings that range from $500,000 to $20,000,000+ and luxury condos on the beach or bay which range from $450,000 to over $6,000,000.

Our website allows you to browse all of the homes currently available. Once you locate a listing of interest, simply contact us for more information or to set up a private tour. Our waterfront an luxury home listings are updated every day, so be sure to check back often.

Location

Residents of Longboat Key enjoy their proximity to St Armands Circle and downtown Sarasota, but also enjoy the privacy that the island provides.

Local Resources

Search Condos for sale by Building:

Condominium options range from simple to extravagant. From a luxury condo with over 3000 square feet like those offered at Positano, to an older complex like Seaplace, there are choices to suit a variety of lifestyles and budgets.

Do you have any questions or need more information about real estate listings on Longboat Key? Contact me today at 941-544-6467 so we can talk about your real estate needs. Search other barrier islands using our Sarasota MLS search tool.

^ Back to Top

Ask a Question. We are here to help!

Please provide a valid email address.