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Longboat Key Homes for Sale in Longboat Key - 56 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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  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,000147 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,249,000281 Days on yellowkey   MLS ID: A4667938

    REDUCED by $101,000 (3.0%) on 06/29/2026

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,463 (change assumption)
    Mortgage ($17,802) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228

    $400,00022 Days on yellowkey   MLS ID: A4697978

    For Sale A4697978 - 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $540
       Tax: $3,753 (2025)
    Community: 7981 Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $3,044 (change assumption)
    Mortgage ($2,192) + Fees ($540) + Taxes in 2025 ($313)


    Taxes:$3,753

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,595,000138 Days on yellowkey   MLS ID: A4681439

    For Sale A4681439 - 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1510
       Built: 1984   Tax: $13,823 (2025)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,891 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($1,152)


    Taxes:$13,823

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228

    $1,995,000280 Days on yellowkey   MLS ID: A4667077

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $300,000 (13.1%) on 06/09/2026

    For Sale A4667077 - 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1842
       Built: 1984   Tax: $10,487 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $11,805 (change assumption)
    Mortgage ($10,931) + Taxes in 2024 ($874)


    Taxes:$10,487

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3710 GULF OF MEXICO DR #E22, LONGBOAT KEY, FL 34228

    $310,00029 Days on yellowkey   MLS ID: A4697004

    For Sale A4697004 - 3710 GULF OF MEXICO DR #E22, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 680
       Built: 1976
    Monthly Fee: $290
       Tax: $2,208 (2025)
    Community: Gulfshore Of Longboat Key
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $2,173 (change assumption)
    Mortgage ($1,699) + Fees ($290) + Taxes in 2025 ($184)


    Taxes:$2,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $489,500126 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


  • 825 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,550,000134 Days on yellowkey   MLS ID: A4684674

    REDUCED by $49,000 (3.1%) on 06/15/2026

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

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1882
       Built: 1982   Tax: $19,384 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,108 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($1,615)


    Taxes:$19,384

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 490 N SHORE RD #6, LONGBOAT KEY, FL 34228

    $699,000365 Days on yellowkey   MLS ID: A4657668

    For Sale A4657668 - 490 N SHORE RD #6, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1350
       Built: 1978   Tax: $4,481 (2024)
    Community: Northgate Of Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $4,203 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($373)


    Taxes:$4,481

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 603 LONGBOAT CLUB RD #202N, LONGBOAT KEY, FL 34228

    $1,250,00035 Days on yellowkey   MLS ID: A4696643

    For Sale A4696643 - 603 LONGBOAT CLUB RD #202N, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1458
       Built: 1970   Tax: $9,348 (2025)
    Community: Longboat Key Towers
    Condo


    Estimated Monthly Payment: $7,628 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($779)


    Taxes:$9,348

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228

    $3,275,000188 Days on yellowkey   MLS ID: A4677632

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale A4677632 - 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 3273
       Built: 1999   Tax: $26,304 (2024)
    Community: Water Club At Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $20,137 (change assumption)
    Mortgage ($17,945) + Taxes in 2024 ($2,192)


    Taxes:$26,304

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $38,450,000133 Days on yellowkey   MLS ID: A4681869

    For Sale A4681869 - 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 62 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


  • 2600 HARBOURSIDE DR #H06, LONGBOAT KEY, FL 34228

    $250,00056 Days on yellowkey   MLS ID: A4694669

    For Sale A4694669 - 2600 HARBOURSIDE DR #H06, LONGBOAT KEY, FL 34228 31 photos

    Bed:    Bath: 0.0
    Monthly Fee: $333
       Tax: $2,658 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,370) + Fees ($333) + Taxes in 2025 ($222)


    Taxes:$2,658

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228

    $2,400,000275 Days on yellowkey   MLS ID: A4668544

    For Sale A4668544 - 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2154
       Built: 2024
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $13,150 (change assumption)
    Mortgage ($13,150) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,000140 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 940
       Built: 1996   Tax: $8,141 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($678)


    Taxes:$8,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,750,000217 Days on yellowkey   MLS ID: A4674911

    REDUCED by $200,000 (6.8%) on 04/20/2026

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,546 (change assumption)
    Mortgage ($15,068) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $3,295,000458 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


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

    $5,999,000371 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


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

    $1,050,000109 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
    Spa: Yes

    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


  • 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228

    $2,890,000315 Days on yellowkey   MLS ID: A4663998

    For Sale A4663998 - 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $32,005 (2025)
    Community: L Ambiance At Longboat Key Club Ph 02
    Condo


    Estimated Monthly Payment: $18,502 (change assumption)
    Mortgage ($15,835) + Taxes in 2025 ($2,667)


    Taxes:$32,005

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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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.