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Longboat Key Homes for Sale in Longboat Key - 60 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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  • 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $3,295,000407 Days on yellowkey   MLS ID: A4648856

    For Sale A4648856 - 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 64 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $27,359 (2024)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,334 (change assumption)
    Mortgage ($18,054) + Taxes in 2024 ($2,280)


    Taxes:$27,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228

    $1,139,000230 Days on yellowkey   MLS ID: A4667851

    For Sale A4667851 - 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2000
       Built: 1996   Tax: $14,616 (2025)
    Community: Water Club At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,459 (change assumption)
    Mortgage ($6,241) + Taxes in 2025 ($1,218)


    Taxes:$14,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $5,999,000320 Days on yellowkey   MLS ID: A4658325

    For Sale A4658325 - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 87 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3921
       Built: 2016
    Monthly Fee: $7,501
       Tax: $69,970 (2024)
    Community: Aria Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $46,202 (change assumption)
    Mortgage ($32,870) + Fees ($7,501) + Taxes in 2024 ($5,831)


    Taxes:$69,970

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 569 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,890,000202 Days on yellowkey   MLS ID: A4670192

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale A4670192 - 569 ROUNTREE DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 2756
       Built: 2024
    Monthly Fee: $167
       Tax: $15,281 (2024)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,276 (change assumption)
    Mortgage ($15,835) + Fees ($167) + Taxes in 2024 ($1,273)


    Taxes:$15,281

    Elementary School: Pine View School

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 720 TARAWITT DR, LONGBOAT KEY, FL 34228

    $2,900,00088 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

    $850,000133 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

    $1,090,00083 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

    $6,488,00042 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


  • 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $38,450,00082 Days on yellowkey   MLS ID: A4681869

    For Sale A4681869 - 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 63 photos

    Bed: 11   Bath: 15.0   Gar: 7
    Liv Area Sq Ft: 17199
       Built: 2026   Tax: $82,342 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $217,542 (change assumption)
    Mortgage ($210,680) + Taxes in 2025 ($6,862)


    Taxes:$82,342

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $13,000,00077 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


  • 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228

    $489,50075 Days on yellowkey   MLS ID: A4686064

    For Sale A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Monthly Fee: $411
       Tax: $2,681 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($411) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $300,00055 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

    $250,000552 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


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00058 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $350,000254 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


  • 825 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,599,00083 Days on yellowkey   MLS ID: A4684674

    For Sale A4684674 - 825 TARAWITT DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1882
       Built: 1982   Tax: $19,384 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $10,377 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,615)


    Taxes:$19,384

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $375,000408 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


  • 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228

    $189,000782 Days on yellowkey   MLS ID: A4606162

    For Sale A4606162 - 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,036 (change assumption)
    Mortgage ($1,036)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $350,0001260 Days on yellowkey   MLS ID: A4554905

    For Sale A4554905 - 2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228

    $1,595,000   MLS ID: A4681439

    For Sale A4681439 - 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1510
       Built: 1984
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $8,740 (change assumption)
    Mortgage ($8,740)


    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.