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465 Properties

465 Properties Available In Longboat Key

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5621 GULF OF MEXICO DR #102, Longboat Key, FL 34228

$6,000

Active

Condo

2 Beds 2 Baths 1,346 SqFt

5621 GULF OF MEXICO DR #102, Longboat Key, FL 34228

AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where y...

Listed by William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

3806 GULF OF MEXICO DR #C202, Longboat Key, FL 34228

$2,500

Active

Condo

2 Beds 2 Baths 1,062 SqFt

3806 GULF OF MEXICO DR #C202, Longboat Key, FL 34228

2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is...

Listed by Dakota Cole FLORIDA GALLERY REAL ESTATE

$450,000

Active

Townhouse

1 Bed 2 Baths 1,244 SqFt

619 CEDARS CT, Longboat Key, FL 34228

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat...

Listed by Simone Schaerf MICHAEL SAUNDERS & COMPANY

4651 GULF OF MEXICO DR #402, Longboat Key, FL 34228

$5,999,000

Pending

Condo

4 Beds 5 Baths 3,989 SqFt

4651 GULF OF MEXICO DR #402, Longboat Key, FL 34228

Under contract-accepting backup offers. Experience an unparalleled coastal retreat where the gulf meets impeccable desig...

Listed by Jo Rutstein PREMIER SOTHEBYS INTL REALTY

1591 GULF OF MEXICO DR #515, Longboat Key, FL 34228

$2,970,000

Active

Condo

1 Bed 2 Baths 1,556 SqFt

1591 GULF OF MEXICO DR #515, Longboat Key, FL 34228

Seller has reduced price for immediate sale. Rare opportunity to be a resident at The St. Regis Longboat Key for under $...

Listed by Kim Ogilvie MICHAEL SAUNDERS & COMPANY

5919 GULF OF MEXICO DR, Longboat Key, FL 34228

$10,495,000

Active

Single Family Home

5 Beds 6 Baths 5,596 SqFt

5919 GULF OF MEXICO DR, Longboat Key, FL 34228

Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 15...

Listed by Steve Walter MICHAEL SAUNDERS & COMPANY

1591 GULF OF MEXICO DR #413, Longboat Key, FL 34228

$4,499,000

Active

Condo

2 Beds 3 Baths 2,154 SqFt

1591 GULF OF MEXICO DR #413, Longboat Key, FL 34228

Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ce...

Listed by Michael Moulton MICHAEL SAUNDERS & COMPANY

3070 GRAND BAY BLVD #632, Longboat Key, FL 34228

$749,000

Active

Condo

2 Beds 2 Baths 1,276 SqFt

3070 GRAND BAY BLVD #632, Longboat Key, FL 34228

Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enc...

Listed by Richard Perlman MICHAEL SAUNDERS & COMPANY

3240 GULF OF MEXICO DR #B404, Longboat Key, FL 34228

$3,900

Active

Condo

2 Beds 2 Baths 1,260 SqFt

3240 GULF OF MEXICO DR #B404, Longboat Key, FL 34228

Open now through end of January. Have your holidays on the Key with HEATED POOL, amazing sunsets, perfect tennis weather...

Listed by Rosemarie McKee COLDWELL BANKER REALTY

4825 GULF OF MEXICO DR #202, Longboat Key, FL 34228

$7,000

Active

Condo

2 Beds 2 Baths 1,393 SqFt

4825 GULF OF MEXICO DR #202, Longboat Key, FL 34228

SEASONAL/VACATION RENTAL! AVAILABLE FOR 2026 SEASON! CALL TODAY! Stunning Gulf views and beautiful sunsets from this spa...

Listed by Diann Thelen GULF COAST RENTAL HOMES&CONDOS

501 HARBOR POINT RD, Longboat Key, FL 34228

$8,500,000

Active

Single Family Home

5 Beds 6 Baths 6,125 SqFt

501 HARBOR POINT RD, Longboat Key, FL 34228

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota's most prestigious ...

Listed by Rich Polese COMPASS FLORIDA LLC

1065 GULF OF MEXICO DR #302, Longboat Key, FL 34228

$649,000

Active

Condo

2 Beds 2 Baths 1,392 SqFt

1065 GULF OF MEXICO DR #302, Longboat Key, FL 34228

One of a kind, never rented, ready for a new owner to put their touches on this opportunity! Unit has endless views. Co...

Listed by James Weingart COLDWELL BANKER REALTY

2425 GULF OF MEXICO DR #7F, Longboat Key, FL 34228

$10,500

Active

Condo

2 Beds 2 Baths 1,513 SqFt

2425 GULF OF MEXICO DR #7F, Longboat Key, FL 34228

No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendo...

Listed by William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

4485 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

$10,500

Active

Condo

3 Beds 2 Baths 1,576 SqFt

4485 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!*...

Listed by Norma Mladineo COLDWELL BANKER REALTY

4825 GULF OF MEXICO DR #203, Longboat Key, FL 34228

$6,500

Active

Condo

2 Beds 2 Baths 1,393 SqFt

4825 GULF OF MEXICO DR #203, Longboat Key, FL 34228

AVAILABLE Jan - Mar 2026!!! : 1 month minimum. Stunning Gulf views and incredible sunsets await you from this JUST compl...

Listed by Diann Thelen GULF COAST RENTAL HOMES&CONDOS

739 BAYPORT WAY #739, Longboat Key, FL 34228

$11,000

Active

Condo

2 Beds 2 Baths 1,601 SqFt

739 BAYPORT WAY #739, Longboat Key, FL 34228

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which f...

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

$3,295,000

Active

Single Family Home

5 Beds 5 Baths 3,815 SqFt

2945 PYRULA DR, Longboat Key, FL 34228

Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Long...

Listed by Roger Pettingell COLDWELL BANKER REALTY

651 JUNGLE QUEEN WAY, Longboat Key, FL 34228

$950,000

Active

Single Family Home

4 Beds 3 Baths 2,242 SqFt

651 JUNGLE QUEEN WAY, Longboat Key, FL 34228

* * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Presently set up as a 3 bedroom ...

Listed by Matthew Brashear RE/MAX ELITE REALTY

1945 GULF OF MEXICO DR #M2-414, Longboat Key, FL 34228

$6,500

Active

Condo

2 Beds 2 Baths 928 SqFt

1945 GULF OF MEXICO DR #M2-414, Longboat Key, FL 34228

AVAILABLE ONLY FOR AFTER APRIL 2026 SEASON! MINIMUM 2 MONTH LEASE PLEASE. LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED ...

Listed by Brigette Marcus NEXTHOME EXCELLENCE

2675 GULF OF MEXICO DR #204, Longboat Key, FL 34228

$1,495,000

Pending

Condo

3 Beds 3 Baths 2,180 SqFt

2675 GULF OF MEXICO DR #204, Longboat Key, FL 34228

Under contract-accepting backup offers. This exclusive corner unit at Veinte presents a rare opportunity to immerse your...

Listed by Milan Fiser RE/MAX HARBOR REALTY

838 BAYPORT WAY #838, Longboat Key, FL 34228

$10,000

Active

Condo

2 Beds 2 Baths 1,601 SqFt

838 BAYPORT WAY #838, Longboat Key, FL 34228

GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in...

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

5757 GULF OF MEXICO DR #305, Longboat Key, FL 34228

$5,500

Active

Condo

2 Beds 2 Baths 1,561 SqFt

5757 GULF OF MEXICO DR #305, Longboat Key, FL 34228

Available rental for July 15, 2025-October 2025 ONLY! 60 Day Minimum Lease. Fully remodeled and impeccably furnished wit...

Listed by Scott Nold TNG PROPERTY MANAGEMENT

5611 GULF OF MEXICO DR #1, Longboat Key, FL 34228

$14,000

Active

Condo

3 Beds 2 Baths 1,675 SqFt

5611 GULF OF MEXICO DR #1, Longboat Key, FL 34228

DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique ...

Listed by William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

1465 GULF OF MEXICO DR #504, Longboat Key, FL 34228

$15,000

Active

Condo

3 Beds 3 Baths 1,710 SqFt

1465 GULF OF MEXICO DR #504, Longboat Key, FL 34228

LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key ...

Listed by C. Alison Hunter JENNETTE PROPERTIES INC

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Phone

+1(305) 766-7993

Email

[email protected]

Address

/, /, Alaska, 12345, USA