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Longboat Key Homes for Sale in Longboat Key - 62 homes

Longboat Key homes for sale are located in Sarasota County, Florida. Find Longboat Key Homes in Longboat Key for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Longboat Key, Longboat Key homes.

Location: Longboat Key, Longboat Key

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  • 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228

    $349,90039 Days on yellowkey   MLS ID: A4693944

    For Sale A4693944 - 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1052
       Built: 1991
    Monthly Fee: $290
       Tax: $1,729 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $2,351 (change assumption)
    Mortgage ($1,917) + Fees ($290) + Taxes in 2025 ($144)


    Taxes:$1,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,000111 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,000134 Days on yellowkey   MLS ID: A4682225

    For Sale A4682225 - 690 FOX ST, LONGBOAT KEY, FL 34228 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1967   Tax: $10,397 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $4,839 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($866)


    Taxes:$10,397

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228

    $239,000408 Days on yellowkey   MLS ID: A4652529

    REDUCED by $11,000 (4.4%) on 05/13/2026

    For Sale A4652529 - 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $302
       Tax: $2,725 (2025)
    Community: Longboat Key Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,839 (change assumption)
    Mortgage ($1,310) + Fees ($302) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $1,749,500407 Days on yellowkey   MLS ID: A4652254

    For Sale A4652254 - 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2823
       Built: 1973   Tax: $8,478 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,293 (change assumption)
    Mortgage ($9,586) + Taxes in 2024 ($707)


    Taxes:$8,478

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228

    $900,000134 Days on yellowkey   MLS ID: A4682264

    REDUCED by $99,000 (9.9%) on 05/07/2026

    For Sale A4682264 - 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228 70 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Spa: No

    Apartment


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($973)


    Taxes:$11,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 578 COMPANION WAY, LONGBOAT KEY, FL 34228

    $900,000134 Days on yellowkey   MLS ID: A4682186

    REDUCED by $99,000 (9.9%) on 05/07/2026

    For Sale A4682186 - 578 COMPANION WAY, LONGBOAT KEY, FL 34228 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($973)


    Taxes:$11,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228

    $3,850,00050 Days on yellowkey   MLS ID: A4689658

    For Sale A4689658 - 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2650
       Built: 1996   Tax: $27,928 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $23,423 (change assumption)
    Mortgage ($21,095) + Taxes in 2025 ($2,327)


    Taxes:$27,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,125,000165 Days on yellowkey   MLS ID: TB8463320

    For Sale TB8463320 - 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 1963   Tax: $7,142 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,759 (change assumption)
    Mortgage ($6,164) + Taxes in 2024 ($595)


    Taxes:$7,142

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228

    $649,900204 Days on yellowkey   MLS ID: TB8453208

    For Sale TB8453208 - 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 756
       Built: 1973   Tax: $8,174 (2024)
    Community: Longboat Key Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,242 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($681)


    Taxes:$8,174

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228

    $425,00059 Days on yellowkey   MLS ID: A4691499

    For Sale A4691499 - 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Monthly Fee: $574
       Tax: $4,370 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($364)


    Taxes:$4,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 720 TARAWITT DR, LONGBOAT KEY, FL 34228

    $2,900,000117 Days on yellowkey   MLS ID: A4684316

    For Sale A4684316 - 720 TARAWITT DR, LONGBOAT KEY, FL 34228 11 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2027   Tax: $8,534 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $16,601 (change assumption)
    Mortgage ($15,890) + Taxes in 2025 ($711)


    Taxes:$8,534

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 691 TARAWITT DR, LONGBOAT KEY, FL 34228

    $850,000162 Days on yellowkey   MLS ID: A4678131

    For Sale A4678131 - 691 TARAWITT DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1500
       Built: 1960   Tax: $13,845 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $5,811 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($1,154)


    Taxes:$13,845

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,090,000112 Days on yellowkey   MLS ID: A4684733

    For Sale A4684733 - 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1384
       Built: 1963   Tax: $15,835 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,292 (change assumption)
    Mortgage ($5,972) + Taxes in 2024 ($1,320)


    Taxes:$15,835

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 519 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $6,488,00071 Days on yellowkey   MLS ID: A4690210

    For Sale A4690210 - 519 ROUNTREE DR, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3554
       Built: 2025
    Monthly Fee: $250
       Tax: $9,330 (2024)
    Community: Longboat Key Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36,577 (change assumption)
    Mortgage ($35,550) + Fees ($250) + Taxes in 2024 ($778)


    Taxes:$9,330

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $13,000,000106 Days on yellowkey   MLS ID: A4685495

    For Sale A4685495 - 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4891
       Built: 2024   Tax: $94,589 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $79,114 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($7,882)


    Taxes:$94,589

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228

    $300,00084 Days on yellowkey   MLS ID: A4688599

    For Sale A4688599 - 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $372
       Tax: $2,230 (2025)
    Community: Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($186)


    Taxes:$2,230

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2800 HARBOURSIDE DRIVE #M-03, LONGBOAT KEY, FL 34228

    $250,000581 Days on yellowkey   MLS ID: A4629626

    For Sale A4629626 - 2800 HARBOURSIDE DRIVE #M-03, LONGBOAT KEY, FL 34228 21 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $302
       Tax: $1,505 (2025)
    Community: Longboat Key Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,370) + Fees ($302) + Taxes in 2025 ($125)


    Taxes:$1,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228

    $350,000283 Days on yellowkey   MLS ID: A4665164

    For Sale A4665164 - 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228 14 photos

    Bed:    Bath: 0.0
    Monthly Fee: $420
       Tax: $2,532 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($1,918) + Fees ($420) + Taxes in 2025 ($211)


    Taxes:$2,532

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #L-03, LONGBOAT KEY, FL 34228

    $375,000437 Days on yellowkey   MLS ID: A4648812

    For Sale A4648812 - 2600 HARBOURSIDE DR #L-03, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Community: Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($2,055)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.