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492 Properties

492 Properties Available In Longboat Key

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FL >Longboat Key >
Market Insights
1511 GULF OF MEXICO DR #302, Longboat Key, FL 34228
1/75 75

$3,700,000

Pending

Condo

3 Beds 3 Baths 2,940 SqFt

1511 GULF OF MEXICO DR #302, Longboat Key, FL 34228

This exceptional beachfront paradise offers a rare opportunity to own one of just 10 exclusive condominiums in a boutiqu...

Listed by JoDene Moneuse, PA MICHAEL SAUNDERS & COMPANY

Stellar MLS
3810 GULF OF MEXICO DR #F302, Longboat Key, FL 34228
1/31 31

$355,000

Active

Condo

2 Beds 2 Baths 1,007 SqFt

3810 GULF OF MEXICO DR #F302, Longboat Key, FL 34228

Welcome to paradise at Beach Harbor Club, where you don't have to choose between beach access and a boat slip—this condo...

Listed by Kathleen Magnus FLORIDA GALLERY REAL ESTATE

Stellar MLS
957 SPANISH DR N, Longboat Key, FL 34228
1/37 37

$5,500

Active

Single Family Home

2 Beds 2 Baths 1,399 SqFt

957 SPANISH DR N, Longboat Key, FL 34228

AVAILABLE STARTING MAY 1, 2026. WITH 3 MONTH MINUMUM RENTAL. FULL WATERFRONT NEWLY RENOVATED (internal new photos coming...

Listed by Norma Mladineo COLDWELL BANKER REALTY

Stellar MLS
601 TRITON BND, Longboat Key, FL 34228
3D

$3,275,000

Active

Single Family Home

4 Beds 5 Baths 3,313 SqFt

601 TRITON BND, Longboat Key, FL 34228

With easy, convenient beach access and just a short walk to Publix and the Town Center, the main house with separate gue...

Listed by Gina Ursini BRISTA REALTY LLC

Stellar MLS
1050 LONGBOAT CLUB RD #204, Longboat Key, FL 34228
1/64 64

$874,900

Active

Condo

2 Beds 2 Baths 1,409 SqFt

1050 LONGBOAT CLUB RD #204, Longboat Key, FL 34228

**Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you've always imagined at Privateer North, locat...

Listed by Chris Carpenter COLDWELL BANKER SARASOTA CENT.

Stellar MLS
1904 HARBOURSIDE DR #202, Longboat Key, FL 34228
1/65 65

$517,000

Active

Condo

2 Beds 3 Baths 1,590 SqFt

1904 HARBOURSIDE DR #202, Longboat Key, FL 34228

Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, charac...

Listed by Bruce Myer COLDWELL BANKER REALTY

Stellar MLS
5005 GULF OF MEXICO DR #5, Longboat Key, FL 34228
1/82 82

$4,424,000

Active

Single Family Home

4 Beds 5 Baths 4,044 SqFt

5005 GULF OF MEXICO DR #5, Longboat Key, FL 34228

The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradis...

Listed by Kathy Callahan MICHAEL SAUNDERS & COMPANY

Stellar MLS
1105 GULF OF MEXICO DR #402, Longboat Key, FL 34228
1/20 20

$1,275,000

Active

Condo

2 Beds 2 Baths 1,392 SqFt

1105 GULF OF MEXICO DR #402, Longboat Key, FL 34228

Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic c...

Listed by Tom Aposporos DUNCAN REAL ESTATE, INC.

Stellar MLS
1055 GULF OF MEXICO DR #305, Longboat Key, FL 34228
1/56 56

$1,595,000

Active

Condo

2 Beds 2 Baths 1,503 SqFt

1055 GULF OF MEXICO DR #305, Longboat Key, FL 34228

STEP BACK AND LOOK! Nicest Property on market at BEACHPLACE. LOOK CLOSELY AT THE PICTURES! OR SCHEDULE A VISIT. A GETA...

Listed by James Weingart COLDWELL BANKER REALTY

Stellar MLS
4241 GULF OF MEXICO DR #202, Longboat Key, FL 34228
1/41 41

$1,350,000

Pending

Condo

3 Beds 3 Baths 1,660 SqFt

4241 GULF OF MEXICO DR #202, Longboat Key, FL 34228

Under contract-accepting backup offers. Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Priv...

Listed by Ian Greenberg BRISTA REALTY LLC

Stellar MLS
5310 GULF OF MEXICO DR #18, Longboat Key, FL 34228
1/31 31

$425,000

Active

Condo

1 Bed 1 Bath 711 SqFt

5310 GULF OF MEXICO DR #18, Longboat Key, FL 34228

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitc...

Listed by George Sanchez EZ CHOICE REALTY

Stellar MLS
3802 GULF OF MEXICO DR #A107, Longboat Key, FL 34228
1/41 41

$3,900

Active

Condo

2 Beds 2 Baths 1,085 SqFt

3802 GULF OF MEXICO DR #A107, Longboat Key, FL 34228

2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestl...

Listed by Dakota Cole FLORIDA GALLERY REAL ESTATE

Stellar MLS
534 SUTTON PL, Longboat Key, FL 34228
1/47 47

$3,000

Active

Condo

2 Beds 2 Baths 1,278 SqFt

534 SUTTON PL, Longboat Key, FL 34228

Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This...

Listed by Tanner Frey KELLER WILLIAMS ON THE WATER S

Stellar MLS
3310 BAYOU RD, Longboat Key, FL 34228
1/78 78

$2,750,000

Active

Single Family Home

3 Beds 3 Baths 2,995 SqFt

3310 BAYOU RD, Longboat Key, FL 34228

Artfully Curated, Fully Reimagined Lakefront Estate in Bay Isles <br> <br>This is not just a home—it's a curated piece o...

Listed by Ryan Heers COLDWELL BANKER REALTY

Stellar MLS
601 LONGBOAT CLUB RD #404S, Longboat Key, FL 34228
1/28 28

$15,500

Pending

Condo

2 Beds 2 Baths 1,560 SqFt

601 LONGBOAT CLUB RD #404S, Longboat Key, FL 34228

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views gree...

Listed by Irma Scherer COMPASS FLORIDA LLC

Stellar MLS
569 BAYVIEW DR, Longboat Key, FL 34228
1/89 89

$5,049,000

Active

Single Family Home

4 Beds 6 Baths 4,106 SqFt

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

Stellar MLS
2165 GULF OF MEXICO DR #114, Longboat Key, FL 34228
1/54 54

$2,100,000

Active

Condo

3 Beds 3 Baths 2,448 SqFt

2165 GULF OF MEXICO DR #114, Longboat Key, FL 34228

Enjoy Sunsets and experience direct beachfront living with stunning Gulf views on South Longboat Key in this exceptional...

Listed by Judy Kepecz-Hays COLDWELL BANKER REALTY

Stellar MLS
2075 GULF OF MEXICO DR #T1-108, Longboat Key, FL 34228
1/79 79

$799,000

Active

Townhouse

3 Beds 3 Baths 1,690 SqFt

2075 GULF OF MEXICO DR #T1-108, Longboat Key, FL 34228

Rare three-bedroom Seaplace opportunity • New kitchen & hurricane-rated windows • Gulf-front gated community <br> <br>We...

Listed by Michael Renick PLLC MANGROVE REALTY ASSOCIATES

Stellar MLS
2055 GULF OF MEXICO DR #G2-214, Longboat Key, FL 34228
1/69 69

$399,900

Active

Condo

1 Bed 2 Baths 1,094 SqFt

2055 GULF OF MEXICO DR #G2-214, Longboat Key, FL 34228

Below $400,000 Seaplace opportunity • Hurricane shutter & newer AC • Gulf-front community <br> <br>Welcome to Seaplace,...

Listed by Michael Renick PLLC MANGROVE REALTY ASSOCIATES

Stellar MLS
2850 GULF OF MEXICO DR #5, Longboat Key, FL 34228
1/24 24

$398,000

Active

Condo

1 Bed 1 Bath 657 SqFt

2850 GULF OF MEXICO DR #5, Longboat Key, FL 34228

Turnkey Vacation Getaway or Smart Investment Opportunity! Own your slice of paradise on Longboat Key with this charming ...

Listed by Eddie Campbell MICHAEL SAUNDERS & COMPANY

Stellar MLS
1000 LONGBOAT CLUB RD, Longboat Key, FL 34228
1/25 25

$11,000

Active

Condo

2 Beds 2 Baths 1,409 SqFt

1000 LONGBOAT CLUB RD, Longboat Key, FL 34228

Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. ...

Listed by Jenna Genovese KELLER WILLIAMS ON THE WATER S

Stellar MLS
2377 HARBOUR OAKS DR, Longboat Key, FL 34228
1/64 64

$8,000

Active

Single Family Home

3 Beds 3 Baths 2,487 SqFt

2377 HARBOUR OAKS DR, Longboat Key, FL 34228

AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence...

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

Stellar MLS
3806 GULF OF MEXICO DR #C108, Longboat Key, FL 34228
1/39 39

$5,500

Active

Condo

2 Beds 2 Baths 1,401 SqFt

3806 GULF OF MEXICO DR #C108, Longboat Key, FL 34228

Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harb...

Listed by Maureen Plichta STRINGER MANAGEMENT INC

Stellar MLS
1932 HARBOURSIDE DR #244, Longboat Key, FL 34228
1/67 67

$1,200,000

Active

Condo

2 Beds 2 Baths 1,192 SqFt

1932 HARBOURSIDE DR #244, Longboat Key, FL 34228

Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on pictur...

Listed by Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

Stellar MLS
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London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

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London Foster White Logo
London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

    • Home
      Featured Areas
      1. Florida
      2. New York
      Contact
    • Sellers
      1. Sellers
      2. Home Valuation
      Team
    • Buyers
      1. Buyers
      2. Buy
      3. Calculator
      About
      1. About Me
      2. Testimonials

Get My App

Accessibility Statement

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.