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

    $400,000Listed 06/25/2026 10:59AM   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

    $1,595,000117 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


  • 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228

    $700,000218 Days on yellowkey   MLS ID: A4672840

    REDUCED by $49,900 (6.7%) on 06/11/2026

    For Sale A4672840 - 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1387
       Built: 1957   Tax: $8,692 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,560 (change assumption)
    Mortgage ($3,836) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,749,00015 Days on yellowkey   MLS ID: A4695252

    For Sale A4695252 - 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2007   Tax: $16,753 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,979 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,396)


    Taxes:$16,753

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,745,000241 Days on yellowkey   MLS ID: A4669837

    REDUCED by $10,000 (0.4%) on 06/23/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,152 (change assumption)
    Mortgage ($15,041) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $348,00058 Days on yellowkey   MLS ID: A4691701

    REDUCED by $20,500 (5.6%) on 05/29/2026

    For Sale A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 657
       Built: 1967   Tax: $4,601 (2025)
    Community: Neptune On Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,907) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228

    $335,000305 Days on yellowkey   MLS ID: A4661661

    For Sale A4661661 - 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228 26 photos

    Bed:    Bath: 0.0
    Monthly Fee: $494
       Tax: $2,782 (2024)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $2,561 (change assumption)
    Mortgage ($1,836) + Fees ($494) + Taxes in 2024 ($232)


    Taxes:$2,782

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,000126 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


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

    $1,995,000259 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


  • 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228

    $13,000,000592 Days on yellowkey   MLS ID: A4627926

    For Sale A4627926 - 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4187
       Built: 2024   Tax: $81,320 (2025)
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $78,008 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($6,777)


    Taxes:$81,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DR #C11, LONGBOAT KEY, FL 34228

    $479,5008 Days on yellowkey   MLS ID: A4697476

    For Sale A4697476 - 2600 HARBOURSIDE DR #C11, LONGBOAT KEY, FL 34228 6 photos

    Bed:    Bath: 0.0
    Built: 1983
       Tax: $2,837 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $2,864 (change assumption)
    Mortgage ($2,627) + Taxes in 2025 ($236)


    Taxes:$2,837

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $310,0008 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


  • 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $3,200,00018 Days on yellowkey   MLS ID: A4695733

    For Sale A4695733 - 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $29,387 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,983 (change assumption)
    Mortgage ($17,534) + Taxes in 2025 ($2,449)


    Taxes:$29,387

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $489,500105 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


  • 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $9,995,000261 Days on yellowkey   MLS ID: A4667111

    For Sale A4667111 - 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 55 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6959
       Built: 2013   Tax: $105,194 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $63,532 (change assumption)
    Mortgage ($54,766) + Taxes in 2024 ($8,766)


    Taxes:$105,194

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 825 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,550,000113 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

    $699,000344 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


  • 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228

    $2,399,00090 Days on yellowkey   MLS ID: A4687604

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $100,000 (4.0%) on 05/13/2026

    For Sale A4687604 - 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3230
       Built: 1967   Tax: $19,370 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,759 (change assumption)
    Mortgage ($13,145) + Taxes in 2025 ($1,614)


    Taxes:$19,370

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,250,00014 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


  • 2850 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228

    $399,000240 Days on yellowkey   MLS ID: A4670111

    For Sale A4670111 - 2850 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 695
       Built: 1967   Tax: $4,006 (2024)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($334)


    Taxes:$4,006

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.