Longboat Key Real Estate

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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.

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Longboat Key Condos  |  Longboat Key Homes

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MLS® Listing Statistics

Total Listings: 354
Average Price: $2,457,092
Highest Price: $25,000,000
Lowest Price: $219,000
Average Size: 2,023 ft²
Average Price Per Square Foot: $924 per ft²

Explore Other Longboat Key Communities

Listings for Sale Longboat Key FL 34228

All Listings $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
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Image 0: A4632544

5965 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $25,000,000

Residential, Single Family Residence
  • 11 Beds
  • 17 Baths
  • 17.2k SQFT
  • 31 DOM
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Under Construction. A Vision Of Architectural Brilliance, This Extraordinary Estate, Nestled On A Nearly Two-acre Site On The Gulf Of Mexico, Is Poised To Redefine Comfortable Coastal Living. Currently Under Construction With A Cost Basis Of Appro...

Image 1: A4627895

5861 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $20,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 10.4k SQFT
  • 92 DOM
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Welcome To 5861 Gulf Of Mexico Drive, A Contemporary Home That Exudes Zen-like Calm In A Tropical Jungle Garden Located On Over An Acre Beachfront Estate On Longboat Key. This Masterpiece Of Tropical Modernism Spans A Stunning 1.1 Acres With 100 ...

Image 2: A4629211

6489 Gulfside Road, LONGBOAT KEY, FL - $16,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,616 SQFT
  • 86 DOM
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Under Construction. Enjoy The Ultimate Longboat Key Lifestyle In Your Very Own Direct Gulf Front Private Access With Stunning Gulf Of Mexico Views! The Progress At This Seaward Homes Curated Collection At 6489 Gulfside Is Moving Right Along, With ...

Image 3: A4605073

6603 Gulfside Road, LONGBOAT KEY, FL - $15,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,925 SQFT
  • 317 DOM
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Pre-construction. To Be Built. Introducing A Rare Gem Of Contemporary Luxury On Longboat Key: A Brand-new, Direct Gulf-front Masterpiece Crafted By Vertical Design Build To The Most Exacting Standards. Still In The Beginning Stages, There Is Plent...

Image 4: A4583940

6680 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $14,800,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 6,408 SQFT
  • 489 DOM
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Expansive, Gated, Waterfront Family Estate Featuring Custom Designed Main Home Along With A Separate Three Bedroom Guest Home. Enjoy Private Deeded Beach Access And Deep Water Dockage. This Private Two Acre Gated Estate On The North End Of Long...

Image 5: A4632738

50 Lighthouse Point Drive, LONGBOAT KEY, FL - $13,950,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 7,450 SQFT
  • 24 DOM
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Discover The Pinnacle Of Coastal Luxury At 50 Lighthouse Point Drive, An Extraordinary Estate Nestled In The Exclusive Gated Community Of Lighthouse Point. A 13-acre Community With Only 16 Estate Homes On Longboat Key. This Residence On Over 3/4 O...

Image 6: A4627926

1561 Gulf Of Mexico Drive 403, LONGBOAT KEY, FL - $13,250,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 4,187 SQFT
  • 90 DOM
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Experience Unparalleled Luxury With Breathtaking Views Of The Gulf Of Mexico In The Armand Building. This Exceptional Residence Features An Open-concept Floorplan Designed For Entertaining, Complete With Floor-to-ceiling Glass Doors That Lead To A...

Image 7: A4628022

5919 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $12,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,596 SQFT
  • 93 DOM
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Experience The Ultimate In Beachfront Living With This Extraordinary 1.6-acre Estate On Longboat Key, Offering A Rare 156 Feet Of Direct Frontage Along The Gulf Of Mexico. Embrace Breathtaking Water Views And Spectacular Sunsets From Every Room An...

Image 8: A4630440

1581 Gulf Of Mexico Drive 508, LONGBOAT KEY, FL - $11,900,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 4,017 SQFT
  • 76 DOM
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Rare Opportunity For This Large Four-bedroom Corner Residence At The Highly Coveted And Exclusive St. Regis Longboat Key. Spectacular Views From The Wrap Around Terrace Of The Gulf Of Mexico, Sarasota Bay And The Resort, Including The Beautiful Sa...

Image 9: A4632774

801 Longboat Club Road, LONGBOAT KEY, FL - $11,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,923 SQFT
  • 45 DOM
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Welcome To A Truly Remarkable Legacy Estate Spanning 150’ Of Walking Beach Tucked Behind The Gates Of The Exclusive Longboat Key Club In Regent’s Court. Unquestionably, One Of The Area’s Most Distinguished And Desirable Locations. Perfectly Positi...

Image 10: A4634003

6161 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $11,700,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,224 SQFT
  • 24 DOM
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Rare Opportunity: Beach And Boating Lifestyle On Longboat Key. Experience The Best Of Both Worlds With Breathtaking Gulf Of Mexico Views And Deeded Bay Access, Including A Renovated Boathouse With A Lift Just Across Gulf Of Mexico Drive. This Thre...

Image 11: A4636226

560 Harbor Point Road, LONGBOAT KEY, FL - $11,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,245 SQFT
  • 9 DOM
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Exquisite Palladian-style Waterfront Estate Located On The Serene Shores Of Sarasota Bay, This Home Epitomizes Elegance And Sophistication. Designed By Cliff Scholz And Meticulously Crafted By Murray Homes, This, 5,300-square-foot Masterpiece Is S...

Image 12: A4625287

501 Harbor Point Road, LONGBOAT KEY, FL - $10,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,125 SQFT
  • 129 DOM
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Rare Opportunity To Acquire Completely Remodeled Waterfront Residence (finished In 2023) On Sarasota’s Most Prestigious Barrier Island Of Longboat Key, In The Coveted Harbors Enclave Of Bay Isles. Orchestrating Exceptional Style, Comfort, And Bare...

Image 13: A4633484

600 Putter Lane, LONGBOAT KEY, FL - $9,975,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,982 SQFT
  • 37 DOM
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Welcome To Paradise On Longboat Key. This Coastal Modern Home Is Located On The Direct Bayfront With A Total Of 270 Feet On The Water. As You Enter The Home, Your First View Is A Serene And Expansive View Of Sarasota Bay All The Way From The Rin...

Image 14: T3512919

6351 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $9,850,000

Land, Land
  • 324 DOM
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**note: Cottages In Photos Are No Longer On The Property. New Photos Of Current Vacant Land To Be Added. Nestled On The Pristine Shores Of Longboat Key, This Exclusive Beachfront Property Offers A Rare Opportunity To Build Your Dream Luxury Home A...

Image 15: A4633427

6061 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $8,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,203 SQFT
  • 45 DOM
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This Stunning Gulf Front Gated Estate Property Boasts A Beautifully Almost One Acre Landscaped Setting With A Long, Elegant Paver Driveway Leading To A Spacious Six-bedroom, Six-bathroom Home. Designed With A Bright And Airy Interior, The Home Fea...

Image 16: A4626774

5941 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $8,800,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,417 SQFT
  • 103 DOM
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**exquisite Beachfront Estate! Choice Longboat Key Location ** Seize This Extraordinary, Once-in-a-lifetime Opportunity To Create Your Personal Sanctuary On One Of The Most Remarkable Waterfront Lots Along The Gulf Coast. This Rare Gem Offers An...

Image 17: A4604144

757 Hideaway Bay Drive, LONGBOAT KEY, FL - $8,500,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,507 SQFT
  • 314 DOM
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This Property Has Sustained No Damage From Any Of The Three Hurricanes And Boasts An Elevation Of 10.5 Feet, Ensuring You Stay High And Dry. Introducing Maison D'azur, A Custom Waterfront Estate In The Prestigious Hideaway Bay Enclave On The North...

Image 18: O6247566

2251 Gulf Of Mexico Drive 203, LONGBOAT KEY, FL - $8,495,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,961 SQFT
  • 117 DOM
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Beachfront Condo With Private Pool And Garages. Welcome To Your Own Piece Of Paradise On The Pristine Shores Of Longboat Key! This Stunning Beachfront Condo Offers A Lifestyle Of Unparalleled Luxury And Sophistication. With Its 10-foot Ceilings An...

Image 19: A4569602

2251 Gulf Of Mexico Drive 204, LONGBOAT KEY, FL - $7,999,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 4,032 SQFT
  • 630 DOM
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Exquisite Home On The Beach. Welcome To Aria, A Modern Coastal Sanctuary On The Gulf Of Mexico, Where Luxury Meets Tranquility In A Spectacular 3-bedroom Plus Office (or 4-bedroom) Gulf-front Residence. This Architectural Gem Features Expansive Gl...

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 February 9th, 2025 at 1:20pm EST.

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.

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