471 Properties Available
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$5,000
Townhouse
1912 HARBOURSIDE DR #603, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living! <br> <br> Live the island dream in this beautifully furnished 2...
Listed by LPT REALTY, LLC


$5,000
Condo
1922 HARBOURSIDE DR #1102, Longboat Key, FL 34228
Turnkey Townhouse on Longboat Key – Resort-Style Living! <br> <br>Live the island dream in this beautifully furnished 2-...
Listed by LPT REALTY, LLC


$725,000
Condo
4805 GULF OF MEXICO DR #105, Longboat Key, FL 34228
Enjoy direct views of the turquoise Gulf, miles of pristine beach, and effortless coastal living in this turnkey-furnish...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY


$1,250,000
Condo
4325 GULF OF MEXICO DR #204, Longboat Key, FL 34228
Breathtaking Gulf Views & Sunset Serenity. Welcome to Tiffany Plaza, a mid-rise offering just 41 residences. This rarely...
Listed by COLDWELL BANKER 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


$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


$3,200,000
Single Family Home
3302 SABAL COVE LN, Longboat Key, FL 34228
Step into a world of refined elegance, where no detail has been overlooked in this Stunningly Renovated Estate in the ex...
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


$559,000
Condo
4380 EXETER DR #H202, Longboat Key, FL 34228
NEW PRICE IMPROVMENT! Looking for your piece of paradise on the Suncoast of Florida? Don't miss the opportunity to own i...
Listed by MICHAEL SAUNDERS & COMPANY


$448,000
Condo
600 SUTTON PL #B305, Longboat Key, FL 34228
Major reduction again! A super opportunity to be the next owner! Immerse yourself in breathtaking panoramic bay views fr...
Listed by MICHAEL SAUNDERS & COMPANY


$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


$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


$4,299,000
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


$849,900
Condo
6701 GULF OF MEXICO DR #311, Longboat Key, FL 34228
COASTAL ELEGANCE ON LONGBOAT KEY: <br>Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Ke...
Listed by WAGNER REALTY


$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


$1,599,000
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


$525,000
Condo
4400 EXETER DR #J-201, Longboat Key, FL 34228
Price Improved again ! Bring All Offers! Ready for immediate sale. Waterfront Luxury Awaits You! Enter a breathtaking, f...
Listed by MICHAEL SAUNDERS & COMPANY


$773,750
Condo
2110 HARBOURSIDE DR #522, Longboat Key, FL 34228
This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and walking distance to the Longbo...
Listed by RE/MAX ALLIANCE GROUP


$899,999
Single Family Home
600 FOX ST, Longboat Key, FL 34228
Experience the charm of historic Longboat Key living in this delightful 3-bedroom, 3-bathroom single-family home – Coast...
Listed by DUNCAN REAL ESTATE, INC.


$695,000
Condo
4430 EXETER DR #M108, Longboat Key, FL 34228
Significant price Adjustment! Bay to Beach lifestyle and earn income with your new ownership, transferable seasonal curr...
Listed by MICHAEL SAUNDERS & COMPANY


$3,250,000
Single Family Home
510 PUTTER LN, Longboat Key, FL 34228
Welcome to 510 Putter Lane, a stunning canal-front retreat nestled in the coveted Country Club Shores community on the s...
Listed by SARASOTA TRUST REALTY COMPANY


$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 COLDWELL BANKER REALTY


$1,675,000
Condo
2675 GULF OF MEXICO DR #404, Longboat Key, FL 34228
What a wonderful opportunity to own in a very private building with only twenty residents. This large 3bed/3bath corner ...
Listed by COLDWELL BANKER REALTY


$7,500
Condo
1050 LONGBOAT CLUB RD #702, Longboat Key, FL 34228
Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer,...
Listed by GULF COAST REALTY & MANAGEMENT
