35 Properties Available In Longboat Key
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- Newest Listings
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- Square Feet (Biggest)

$2,600,000
Single Family Home
4 WINSLOW PL, Longboat Key, FL 34228
Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely reno...
Listed by COLDWELL BANKER REALTY


$399,500
Condo
730 SPANISH DR S #99, Longboat Key, FL 34228
Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 b...
Listed by MICHAEL SAUNDERS & COMPANY


$1,260,000
Single Family Home
791 SAINT JUDES DR N, Longboat Key, FL 34228
Rarely is there a renovation that starts below the foundation (all sewer drain lines with new PVC), to the 2-year-old me...
Listed by MICHAEL SAUNDERS & COMPANY


$765,000
Condo
3320 GULF OF MEXICO DR #208C, Longboat Key, FL 34228
Welcome to your completely renovated retreat, ready for you to enjoy the coveted Longboat Key lifestyle. This bright and...
Listed by MICHAEL SAUNDERS & COMPANY


$569,900
Single Family Home
4840 GULF OF MEXICO DR #Villa 15, Longboat Key, FL 34228
LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny...
Listed by COLDWELL BANKER REALTY


$675,000
Condo
4500 GULF OF MEXICO DR #PH4, Longboat Key, FL 34228
EXQUISITE WATERFRONT PENTHOUSE CONDO WITH STUNNING WATER VIEWS FROM EVERY WINDOW <br>Nestled in the heart of a vibrant L...
Listed by COLDWELL BANKER REALTY


$1,769,000
Condo
2675 GULF OF MEXICO DR #403, Longboat Key, FL 34228
Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on the beautiful and unique ...
Listed by COLDWELL BANKER REALTY


$799,000
Condo
4800 GULF OF MEXICO DR #205, Longboat Key, FL 34228
LOOK NO FURTHER! THIS IS IT! DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, curated high-end fi...
Listed by COLDWELL BANKER REALTY


$574,000
Condo
4380 EXETER DR #H202, Longboat Key, FL 34228
NEW PRICE! Looking for your piece of paradise on the Suncoast of Florida? Don't miss the opportunity to own in the covet...
Listed by MICHAEL SAUNDERS & COMPANY


$2,100,000
Single Family Home
501 SLOOP LN, Longboat Key, FL 34228
WONDERFUL FLORIDA STYLE COUNTRY CLUB SHORES canal FRONT home and lot ready for new owner. All WINDOWS AND DOORS are hur...
Listed by ROSEBAY INTERNATIONAL REALTY, INC


$1,549,000
Single Family Home
750 TARAWITT DR, Longboat Key, FL 34228
Discover your own tropical paradise on the serene North end of Longboat Key and has deeded beach access, a rare gem that...
Listed by MICHAEL SAUNDERS & COMPANY


$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 COLDWELL BANKER REALTY


$2,000,000
Single Family Home
3322 BAYOU RD, Longboat Key, FL 34228
Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to...
Listed by MICHAEL SAUNDERS & COMPANY


$599,000
Condo
1930 HARBOURSIDE DR #142, Longboat Key, FL 34228
Full unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringlin...
Listed by PREMIER SOTHEBYS INTL REALTY


$610,000
Condo
600 SUTTON PL #104, Longboat Key, FL 34228
It's all about the spectacular FULL BAY VIEWS in this tranquil and beautifully renovated island retreat located in the b...
Listed by MICHAEL SAUNDERS & COMPANY


$724,000
Condo
4234 GULF OF MEXICO DR #Q2, Longboat Key, FL 34228
Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panorami...
Listed by MICHAEL SAUNDERS & COMPANY


$1,495,000
Single Family Home
618 BUTTONWOOD DR, Longboat Key, FL 34228
One or more photo(s) has been virtually staged. Experience the perfect blend of comfort, style, and privacy in this beau...
Listed by MICHAEL SAUNDERS & COMPANY


$1,495,000
Single Family Home
691 GULF BAY RD, Longboat Key, FL 34228
Experience the ultimate in Longboat Key living with this beautifully remodeled and elevated single-family home that capt...
Listed by MICHAEL SAUNDERS & COMPANY


$4,399,000
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE. SELLER TO COVER ALL CLOSING COSTS. GULF AND BAY VIEWS! THREE OUTDOOR PAT...
Listed by KELLER WILLIAMS ON THE WATER S


$1,200,000
Single Family Home
691 LINLEY ST, Longboat Key, FL 34228
HUGH PRICE REDUCTION!!!Welcome to historic Longbeach Village, the first neighborhood, established on Longboat Key in 188...
Listed by MICHAEL SAUNDERS & COMPANY


$1,749,000
Condo
2675 GULF OF MEXICO DR #301, Longboat Key, FL 34228
Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of t...
Listed by COLDWELL BANKER REALTY


$1,125,000
Single Family Home
650 PENFIELD ST, Longboat Key, FL 34228
An ELEVATED waterfront home uniquely positioned in an exceptional location on the fabulous north end of Longboat Key. Th...
Listed by MICHAEL SAUNDERS & COMPANY


$1,599,000
Single Family Home
619 BUTTONWOOD DR, Longboat Key, FL 34228
One or more photo(s) virtually staged. Welcome home to your Waterfront Retreat in Buttonwood Harbor! This remodeled mid...
Listed by COLDWELL BANKER REALTY


$559,000
Condo
4400 EXETER DR #J-201, Longboat Key, FL 34228
New asking price $559,000 from $695 original asking price, a major reduction! Ready for immediate sale. Waterfront Luxu...
Listed by MICHAEL SAUNDERS & COMPANY
