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30 Properties Available
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$1,999,999
Single Family Home
6330 LAGUNA DR, Longboat Key, FL 34228
Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! Private Dock With Boat Lift On ...
Listed by Zachary Kaplan RE/MAX PALM


$778,000
Condo
4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228
"One Chance! One Corner-End Condo! One Dream! Don't Let It Slip Away!” <br>The only coveted corner/end unit currently on...
Listed by Debby McCaig COLDWELL BANKER REALTY


$950,000
Condo
2721 GULF OF MEXICO DR #408, Longboat Key, FL 34228
Rare Gulf-Front Opportunity! This is the only listing currently available at The Beachcomber on Longboat Key. Perfectly...
Listed by Jo James COLDWELL BANKER REALTY


$595,000
Single Family Home
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for thi...
Listed by Debby McCaig COLDWELL BANKER REALTY


$629,000
Condo
2301 GULF OF MEXICO DR #34N, Longboat Key, FL 34228
Welcome to the Islander Club situated directly on an amazing stretch of beach in fabulous Longboat Key! This meticulousl...
Listed by Kelsie Rokicki MICHAEL SAUNDERS & COMPANY


$2,950,000
Single Family Home
598 LYONS LN, Longboat Key, FL 34228
Experience the pinnacle of coastal luxury in this exceptional custom estate, completed in 2021 by renowned Mason Martin ...
Listed by Kim Ogilvie MICHAEL SAUNDERS & COMPANY


$775,000
Condo
4900 GULF OF MEXICO DR #203, Longboat Key, FL 34228
BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully re...
Listed by Debby McCaig COLDWELL BANKER REALTY


$689,000
Condo
4500 GULF OF MEXICO DR #305, Longboat Key, FL 34228
Experience breathtaking Sarasota Bay views from every room in this beautifully customized Windward Bay condominium. This...
Listed by Marcela Terrell COLDWELL BANKER REALTY


$2,799,000
Single Family Home
6810 LONGBOAT DR S, Longboat Key, FL 34228
All new in 2024, this dream retreat is uniquely positioned in the highly sought after “Village” of Longboat Key, a neigh...
Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY


$485,000
Condo
4440 EXETER DR #204, Longboat Key, FL 34228
Spectacular Intracoastal Water Views – Your Blank Canvas Awaits! Welcome to this one-of-a-kind condo offering breathtaki...
Listed by Malihe Karimi MICHAEL SAUNDERS & COMPANY


$3,980,000
Single Family Home
3488 MISTLETOE LN, Longboat Key, FL 34228
Discover an exceptional opportunity to live behind the gates of the Longboat Key Club in the highly coveted Corey's Land...
Listed by Kim Ogilvie MICHAEL SAUNDERS & COMPANY


$358,000
Condo
3810 GULF OF MEXICO DR #F105, Longboat Key, FL 34228
Spectacularly updated bayfront condominium on Longboat Key. Welcome to your beautifully reimagined coastal retreat in th...
Listed by Ellen Kirkegaard PREMIER SOTHEBY'S INTERNATIONAL REALTY


$2,499,900
Single Family Home
6322 LAGUNA DR #1, Longboat Key, FL 34228
Welcome to Laguna Yacht Village on beautiful Longboat Key — a boutique waterfront gated community which includes bay acc...
Listed by Brandy Loebker KELLER WILLIAMS ISLAND LIFE REAL ESTATE


$590,000
Condo
2301 GULF OF MEXICO DR #54N, Longboat Key, FL 34228
****What do a disco ball and the ocean have in common? They both sparkle in the light, and so will you when you make thi...
Listed by Meredith Van Vaals COLDWELL BANKER REALTY


$1,899,000
Single Family Home
524 KETCH LN, Longboat Key, FL 34228
Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in fro...
Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY


$1,000,000
Condo
4325 GULF OF MEXICO DR #102, Longboat Key, FL 34228
Under contract-accepting backup offers. Experience the relaxed Gulf Coast lifestyle at Tiffany Plaza - direct Gulf-front...
Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY


$695,000
Condo
4540 GULF OF MEXICO DR #204, Longboat Key, FL 34228
Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living ...
Listed by Paulina Vasiliev KELLER WILLIAMS ON THE WATER S


$419,900
Condo
3802 GULF OF MEXICO DR #A203, Longboat Key, FL 34228
Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach acc...
Listed by Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY


$2,850,000
Single Family Home
311 FIREHOUSE CT, Longboat Key, FL 34228
This is what living on the West Coast of Florida is all about. Elevated and elegantly designed, this custom home sits we...
Listed by Kathy Harman MICHAEL SAUNDERS & COMPANY


$775,000
Condo
4500 GULF OF MEXICO DR #202, Longboat Key, FL 34228
Spectacular, unobstructed Bay views over the marina and mangrove islands and the rare opportunity for two pets, a featur...
Listed by Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY


$5,650,000
Single Family Home
524 HALYARD LN, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built ...
Listed by Rob Hunt, Jr HUNT BROTHERS REALTY, INC.


$1,250,000
Condo
1445 GULF OF MEXICO DR #404, Longboat Key, FL 34228
Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the ...
Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY


$5,049,000
Single Family Home
569 BAYVIEW DR, Longboat Key, FL 34228
Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home...
Listed by Joshua Freed PREFERRED SHORE LLC


$1,699,999
Single Family Home
3210 BAYOU SOUND, Longboat Key, FL 34228
Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design...
Listed by Julie Lojacono Mackie COLDWELL BANKER REALTY

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