Kincheloe Group Logo
  • Home
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Hurricane Help
  • Sell
    1. Home Sale Calculator
    2. Sell Your Home
    3. What is My Home Worth?
    4. Sell Your Home for Cash
  • Buy
    1. Mortgage Calculator
    2. Affordability Calculator
  • Blogs
  • Market Snapshot
  • Register
  • Sign In
Filters Reset
Save Search (1)
Save your search to get Alerts
630 Properties

630 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
List
  • 2945 PYRULA DR, Longboat Key, FL 34228
    1/50 50
    Open Sat 1PM-5PM

    $3,125,000

    5 Beds5 Baths3,815 SqFt

    2945 PYRULA DR, Longboat Key, FL 34228

    Single Family Home

    Listed by Alin Zdroba PROPERTIO

    Stellar MLS

    READ MORE

  • 3330 GULF OF MEXICO DR #107D, Longboat Key, FL 34228
    3D
    Open Sun 11AM-2PM

    $675,000

    2 Beds2 Baths1,362 SqFt

    3330 GULF OF MEXICO DR #107D, Longboat Key, FL 34228

    Condo

    Listed by Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    Stellar MLS

    READ MORE

  • 4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228
    1/61 61
    Open Sat 12PM-3PM

    $739,000

    2 Beds2 Baths1,325 SqFt

    4500 GULF OF MEXICO DR #3, Longboat Key, FL 34228

    Condo

    Listed by Marcela Terrell COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 500 HALYARD LN, Longboat Key, FL 34228
    1/50 50
    Open Sat 12PM-3PM

    $1,995,000

    3 Beds2 Baths2,311 SqFt

    500 HALYARD LN, Longboat Key, FL 34228

    Single Family Home

    Listed by Michael Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS

    READ MORE

  • 4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228
    1/59 59
    Open 6/11 5PM-7PM

    $599,000

    2 Beds2 Baths912 SqFt

    4720 GULF OF MEXICO DR #Villa 2, Longboat Key, FL 34228

    Single Family Home

    Listed by Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS

    READ MORE

  • 605 SUTTON PL #102, Longboat Key, FL 34228
    1/30 30
    Open Sat 1PM-3PM

    $485,000

    2 Beds2 Baths992 SqFt

    605 SUTTON PL #102, Longboat Key, FL 34228

    Condo

    Listed by Larry Starr SVN COMMERCIAL ADVISORY GROUP

    Stellar MLS

    READ MORE

  • 548 GUNWALE LN, Longboat Key, FL 34228
    1/57 57
    Open Sun 1PM-4PM

    $2,200,000

    3 Beds2 Baths1,853 SqFt

    548 GUNWALE LN, Longboat Key, FL 34228

    Single Family Home

    Listed by John August MICHAEL SAUNDERS & COMPANY

    Stellar MLS

    READ MORE

  • 4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228
    1/76 76
    Open Sat 3PM-5PM

    $799,000

    3 Beds2 Baths1,504 SqFt

    4750 GULF OF MEXICO DR #Villa 8, Longboat Key, FL 34228

    Single Family Home

    Listed by Debby McCaig COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 515 FOREST WAY, Longboat Key, FL 34228
    1/53 53
    Open Sun 11AM-2PM

    $1,420,000

    4 Beds3 Baths2,880 SqFt

    515 FOREST WAY, Longboat Key, FL 34228

    Single Family Home

    Listed by Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    Stellar MLS

    READ MORE

  • 1425 GULF OF MEXICO DR #408, Longboat Key, FL 34228
    1/45 45
    Open Sun 1PM-3PM

    $1,000,000

    3 Beds3 Baths1,707 SqFt

    1425 GULF OF MEXICO DR #408, Longboat Key, FL 34228

    Condo

    Listed by Mairead Smialek COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 560 HARBOR COVE CIR, Longboat Key, FL 34228
    1/80 80
    Open Sun 1PM-4PM

    $7,900,000

    3 Beds4 Baths3,485 SqFt

    560 HARBOR COVE CIR, Longboat Key, FL 34228

    Single Family Home

    Listed by Rachel Tritschler RE/MAX ALLIANCE GROUP

    Stellar MLS

    READ MORE

  • 4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228
    1/68 68
    Open Sat 1PM-3PM

    $769,000

    2 Beds2 Baths1,523 SqFt

    4500 GULF OF MEXICO DR #206, Longboat Key, FL 34228

    Condo

    Listed by Debby McCaig COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228
    1/75 75
    Open Sat 11AM-1PM

    $549,999

    2 Beds2 Baths931 SqFt

    4760 GULF OF MEXICO DR. VILLA 7, Longboat Key, FL 34228

    Single Family Home

    Listed by Debby McCaig COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 3210 BAYOU SOUND, Longboat Key, FL 34228
    1/59 59
    Open Sun 1PM-4PM

    $1,199,000

    3 Beds2 Baths2,091 SqFt

    3210 BAYOU SOUND, Longboat Key, FL 34228

    Single Family Home

    Listed by Julie Lojacono Mackie COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 597 BUTTONWOOD DR, Longboat Key, FL 34228
    1/92 92
    Open Sat 11AM-5PM

    $3,890,000

    5 Beds7 Baths4,176 SqFt

    597 BUTTONWOOD DR, Longboat Key, FL 34228

    Single Family Home

    Listed by Joshua Freed PREFERRED SHORE LLC

    Stellar MLS

    READ MORE

  • 2301 GULF OF MEXICO DR #11N, Longboat Key, FL 34228
    1/36 36
    New

    $1,225,277

    2 Beds2 Baths1,235 SqFt

    2301 GULF OF MEXICO DR #11N, Longboat Key, FL 34228

    Condo

    Listed by Leah George COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 2301 GULF OF MEXICO DR #33N, Longboat Key, FL 34228
    1/26 26
    New

    $1,199,000

    2 Beds2 Baths1,235 SqFt

    2301 GULF OF MEXICO DR #33N, Longboat Key, FL 34228

    Condo

    Listed by Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS

    READ MORE

  • 1591 GULF OF MEXICO DR #619, Longboat Key, FL 34228
    1/100 100
    New

    $78,000

    4 Beds5 Baths5,334 SqFt

    1591 GULF OF MEXICO DR #619, Longboat Key, FL 34228

    Condo

    Listed by Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    Stellar MLS

    READ MORE

  • 1211 GULF OF MEXICO DR #701, Longboat Key, FL 34228
    1/69 69
    New

    $2,125,000

    3 Beds3 Baths2,100 SqFt

    1211 GULF OF MEXICO DR #701, Longboat Key, FL 34228

    Condo

    Listed by Maggie Hicks COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 3460 WINDING OAKS DR #38, Longboat Key, FL 34228
    3D
    New

    $1,150,000

    3 Beds4 Baths2,608 SqFt

    3460 WINDING OAKS DR #38, Longboat Key, FL 34228

    Condo

    Listed by Bruce Myer COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 546 SPANISH DR S, Longboat Key, FL 34228
    1/57 57
    New

    $509,000

    2 Beds2 Baths1,241 SqFt

    546 SPANISH DR S, Longboat Key, FL 34228

    Condo

    Listed by Jackie Griese MICHAEL SAUNDERS & COMPANY

    Stellar MLS

    READ MORE

  • 820 SPANISH DR S #., Longboat Key, FL 34228
    1/31 31
    New

    $3,000

    2 Beds2 Baths1,390 SqFt

    820 SPANISH DR S #., Longboat Key, FL 34228

    Condo

    Listed by Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    Stellar MLS

    READ MORE

  • 3563 FAIR OAKS LN, Longboat Key, FL 34228
    1/46 46
    New

    $2,650,000

    4 Beds5 Baths3,544 SqFt

    3563 FAIR OAKS LN, Longboat Key, FL 34228

    Single Family Home

    Listed by Kelly Gettel COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 450 GULF OF MEXICO DR #303, Longboat Key, FL 34228
    1/32 32
    New

    $2,400

    2 Beds2 Baths1,301 SqFt

    450 GULF OF MEXICO DR #303, Longboat Key, FL 34228

    Condo

    Listed by Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    Stellar MLS

    READ MORE

  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 27

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
Logogram - Whitedefault
The Kincheloe Group

Craig Kincheloe License ID: SL3060021

+1(813) 535-3512 craig@kincheloegroup.com

711 S Howard Ave , Suite 200, Tampa, Florida, 33606, USA

    • Home
      Sell
      1. Home Sale Calculator
      2. Sell Your Home
      3. What is My Home Worth?
      4. Sell Your Home for Cash
      Market Snapshot
    • About
      1. About Us
      2. Contact Us
      3. Reviews
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
    • Hurricane Help
      Blogs

Get My App

Powered by Lofty Inc. Copyright 2026. 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.
Logogram - Whitedefault
The Kincheloe Group

Craig Kincheloe License ID: SL3060021

+1(813) 535-3512 craig@kincheloegroup.com

711 S Howard Ave , Suite 200, Tampa, Florida, 33606, USA

    • Home
      Sell
      1. Home Sale Calculator
      2. Sell Your Home
      3. What is My Home Worth?
      4. Sell Your Home for Cash
      Market Snapshot
    • About
      1. About Us
      2. Contact Us
      3. Reviews
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
    • Hurricane Help
      Blogs

Get My App

Powered by Lofty Inc. Copyright 2026. 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.