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    29 Properties
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    29 Properties Available

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    • Beds (Most)
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    • 4234 GULF OF MEXICO DR #D1, Longboat Key, FL 34228
      2 Beds2 Baths1,248 SqFt
      1/35 35
      Open Sun 11:30AM-2:30PM

      $695,000

      4234 GULF OF MEXICO DR #D1, Longboat Key, FL 34228

      Listed by Michael Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 1425 GULF OF MEXICO DR #208, Longboat Key, FL 34228
      3 Beds3 Baths1,897 SqFt
      1/51 51
      Open Sun 1PM-3PM

      $1,199,000

      1425 GULF OF MEXICO DR #208, Longboat Key, FL 34228

      Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 311 FIREHOUSE CT, Longboat Key, FL 34228
      3 Beds4 Baths2,352 SqFt
      1/81 81
      Open Sun 1PM-4PM

      $2,799,000

      311 FIREHOUSE CT, Longboat Key, FL 34228

      Listed by Kathy Harman MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 4500 GULF OF MEXICO DR #202, Longboat Key, FL 34228
      2 Beds2 Baths1,312 SqFt
      1/53 53
      Open Sun 9AM-11AM

      $725,000

      4500 GULF OF MEXICO DR #202, Longboat Key, FL 34228

      Listed by Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 3806 GULF OF MEXICO DR #C310, Longboat Key, FL 34228
      2 Beds2 Baths1,046 SqFt
      1/15 15
      Active

      $4,900

      3806 GULF OF MEXICO DR #C310, Longboat Key, FL 34228

      Listed by Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 2323 HARBOUR OAKS DR, Longboat Key, FL 34228
      3 Beds3 Baths2,395 SqFt
      1/38 38
      Active

      $1,023,000

      2323 HARBOUR OAKS DR, Longboat Key, FL 34228

      Listed by Steven Moore MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 4320 FALMOUTH DR #301, Longboat Key, FL 34228
      2 Beds2 Baths1,316 SqFt
      1/48 48
      Pending

      $595,000

      4320 FALMOUTH DR #301, Longboat Key, FL 34228

      Listed by Kevin Tai PREFERRED SHORE LLC

      Stellar MLS
    • 1211 GULF OF MEXICO DR #301, Longboat Key, FL 34228
      3 Beds3 Baths2,100 SqFt
      1/43 43
      Active

      $1,749,000

      1211 GULF OF MEXICO DR #301, Longboat Key, FL 34228

      Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY

      Stellar MLS
    • 2045 GULF OF MEXICO DR #M1-505, Longboat Key, FL 34228
      2 Beds2 Baths1,265 SqFt
      1/43 43
      Active

      $879,000

      2045 GULF OF MEXICO DR #M1-505, Longboat Key, FL 34228

      Listed by Lee Mirman INVESTMENTS IN SARASOTA

      Stellar MLS
    • 1912 HARBOURSIDE DR #602, Longboat Key, FL 34228
      2 Beds3 Baths1,590 SqFt
      1/44 44
      Active

      $620,000

      1912 HARBOURSIDE DR #602, Longboat Key, FL 34228

      Listed by Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 4540 GULF OF MEXICO DR #204, Longboat Key, FL 34228
      2 Beds2 Baths1,312 SqFt
      1/75 75
      Active

      $675,000

      4540 GULF OF MEXICO DR #204, Longboat Key, FL 34228

      Listed by Paulina Vasiliev KELLER WILLIAMS ON THE WATER S

      Stellar MLS
    • 3060 GRAND BAY BLVD #182, Longboat Key, FL 34228
      2 Beds4 Baths2,143 SqFt
      1/24 24
      Active

      $1,595,000

      3060 GRAND BAY BLVD #182, Longboat Key, FL 34228

      Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY

      Stellar MLS
    • 450 GULF OF MEXICO DR #B207, Longboat Key, FL 34228
      3 Beds2 Baths1,474 SqFt
      1/32 32
      Active

      $750,000

      450 GULF OF MEXICO DR #B207, Longboat Key, FL 34228

      Listed by Mairead Smialek COLDWELL BANKER REALTY

      Stellar MLS
    • 3806 GULF OF MEXICO DR #C208, Longboat Key, FL 34228
      1 Bed1 Bath712 SqFt
      1/19 19
      Active

      $295,000

      3806 GULF OF MEXICO DR #C208, Longboat Key, FL 34228

      Listed by Steven Koleno BEYCOME OF FLORIDA LLC

      Stellar MLS
    • 5757 GULF OF MEXICO DR #204, Longboat Key, FL 34228
      2 Beds2 Baths1,561 SqFt
      1/71 71
      Active

      $7,000

      5757 GULF OF MEXICO DR #204, Longboat Key, FL 34228

      Listed by Roxanne Klopp JENNETTE PROPERTIES, INC.

      Stellar MLS
    • 1926 HARBOURSIDE DR #1302, Longboat Key, FL 34228
      2 Beds3 Baths2,606 SqFt
      1/31 31
      Active

      $859,000

      1926 HARBOURSIDE DR #1302, Longboat Key, FL 34228

      Listed by Stephen Hachey FLAT FEE MLS REALTY

      Stellar MLS
    • 755 SAINT JUDES DR N, Longboat Key, FL 34228
      2 Beds2 Baths1,294 SqFt
      1/29 29
      Active

      $625,000

      755 SAINT JUDES DR N, Longboat Key, FL 34228

      Listed by Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 2165 GULF OF MEXICO DR #114, Longboat Key, FL 34228
      3 Beds3 Baths2,448 SqFt
      1/54 54
      Active

      $2,100,000

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

      Listed by Judy Kepecz-Hays COLDWELL BANKER REALTY

      Stellar MLS
    • Longboat Key, FL 34228
      2 Beds2 Baths1,445 SqFt
      1/19 19
      Active

      $7,500

      Longboat Key, FL 34228

      Listed by Monique Holston-Greene, PA COLDWELL BANKER REALTY

      Stellar MLS
    • 2181 HARBOURSIDE DR #1403, Longboat Key, FL 34228
      3 Beds3 Baths2,219 SqFt
      1/50 50
      Active

      $850,000

      2181 HARBOURSIDE DR #1403, Longboat Key, FL 34228

      Listed by Sharon Morea EXIT KING REALTY

      Stellar MLS
    • 669 SPANISH DR N #21, Longboat Key, FL 34228
      2 Beds2 Baths1,087 SqFt
      1/34 34
      Active

      $375,000

      669 SPANISH DR N #21, Longboat Key, FL 34228

      Listed by Geoff Scalera AUM FLORIDA REAL ESTATE LLC

      Stellar MLS
    • 2295 E GULF OF MEXICO DR E #55, Longboat Key, FL 34228
      2 Beds2 Baths1,235 SqFt
      1/46 46
      Active

      $7,000

      2295 E GULF OF MEXICO DR E #55, Longboat Key, FL 34228

      Listed by Michele Conn PREFERRED SHORE LLC

      Stellar MLS
    • 612 JUAN ANASCO DR, Longboat Key, FL 34228
      6 Beds9 Baths9,243 SqFt
      1/94 94
      Active

      $24,500,000

      612 JUAN ANASCO DR, Longboat Key, FL 34228

      Listed by Charles Buky COLDWELL BANKER REALTY

      Stellar MLS
    • 552 JUAN ANASCO DRIVE, Longboat Key, FL 34228
      3 Beds4 Baths1,846 SqFt
      1/74 74
      Active

      $1,239,552

      552 JUAN ANASCO DRIVE, Longboat Key, FL 34228

      Listed by Gerald Cunningham KELLER WILLIAMS ON THE WATER S

      Stellar MLS
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    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

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    output-onlinegiftools (1)
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Mortgage Calculator
        4. Buying Vocab
        Sell
        1. Home Estimate
        2. Selling Vocab
        About
        1. About Us
        2. Meet Nicholas
        3. The Brokerage
        4. Join Us
        Contact
    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

    Custom Design by Lofty Inc

    Get My App

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

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

    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.