20 Properties Available
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$5,425,000
Single Family Home
585 GUNWALE LN, Longboat Key, FL 34228
Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on souther...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY


$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


$1,499,000
Single Family Home
580 RUSSELL ST, Longboat Key, FL 34228
Buyer opportunity, price improvement of over $200k. Discover this beautifully renovated five-bedroom, four-bathroom hom...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY


$699,000
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


$525,000
Townhouse
603 CEDARS CT, Longboat Key, FL 34228
Wonderful opportunity is now yours! Welcome to 603 Cedars Ct, a lovely and very well kept townhome in the vibrant fitne...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$524,900
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


$1,200,000
Single Family Home
4968 GULF OF MEXICO DR #Villa 22, Longboat Key, FL 34228
Breathtaking Sarasota Bay views can be yours! This rare to find 3BR/2BA waterfront villa offers unobstructed water views...
Listed by COLDWELL BANKER REALTY


$650,000
Condo
4800 GULF OF MEXICO DR #204, Longboat Key, FL 34228
JAW-DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two-bedro...
Listed by COLDWELL BANKER REALTY


$769,900
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


$674,500
Condo
5055 GULF OF MEXICO DR #414, Longboat Key, FL 34228
Coastal Living Meets Investor's Dream with Resort-Style Amenities in this rarely available first floor Turnkey 2BR/3BR C...
Listed by COASTAL KEY REALTY LLC


$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


$595,000
Single Family Home
4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
AMAZING BUYER BONUS! MOTIVATED SELLER IS OFFERING TO PAY THE REMAINDER OF 2025 MONTHLY ASSOCIATION DUES FOR THIS BRAND N...
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


$825,000
Condo
1928 HARBOURSIDE DR #1403, Longboat Key, FL 34228
EXCITING NEW LOW PRICE! Luxury and style await in this beautifully updated townhouse, located behind the gates of the ex...
Listed by COLDWELL BANKER REALTY


$695,000
Condo
1930 HARBOURSIDE DR #136, Longboat Key, FL 34228
*No storm damage - Welcome to this upgraded and partially furnished 2-bedroom, 2-bathroom condo on the coveted third flo...
Listed by COLDWELL BANKER REALTY


$875,000
Condo
5757 GULF OF MEXICO DR #110, Longboat Key, FL 34228
Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf ...
Listed by CENTURY 21 BEGGINS ENTERPRISES


$550,000
Condo
4600 GULF OF MEXICO DR #202, Longboat Key, FL 34228
HUGE PRICE REDUCTION - THIS IS YOUR OPPORTUNITY TO HAVE A BAY FRONT CONDO AT A GREAT PRICE - $550,000! Welcome to your b...
Listed by COLDWELL BANKER REALTY


$4,399,000
Single Family Home
597 BUTTONWOOD DR, Longboat Key, FL 34228
GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafte...
Listed by PREFERRED SHORE LLC


$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


$773,750
Condo
2110 HARBOURSIDE DR #522, Longboat Key, FL 34228
This building does NOT allow dogs, cats are okay. Installed are a brand new Trane 3.5 ton HVAC system and a new brand ne...
Listed by RE/MAX ALLIANCE GROUP
