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Longboat Key Homes For Sale & Real Estate - 386 homes

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

Location: Longboat Key

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  • 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228

    $895,000172 Days on yellowkey   MLS ID: A4670081

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale A4670081 - 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,253 (2024)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,758 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($854)


    Taxes:$10,253

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1445 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228

    $1,499,00020 Days on yellowkey   MLS ID: A4687339

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale A4687339 - 1445 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2642
       Built: 1982   Tax: $19,801 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $9,864 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($1,650)


    Taxes:$19,801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6951 GULF OF MEXICO DR #14, LONGBOAT KEY, FL 34228

    $899,000370 Days on yellowkey   MLS ID: A4648003

    4 Days Off yellowkey (back on 4/15/2026)

    For Sale A4648003 - 6951 GULF OF MEXICO DR #14, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1170
       Built: 1973   Tax: $11,138 (2024)
    Community: Sea Pines
    Spa: No

    Condo


    Estimated Monthly Payment: $5,854 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($928)


    Taxes:$11,138

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $38,450,00044 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


  • 660 CEDARS CT, LONGBOAT KEY, FL 34228

    $589,00030 Days on yellowkey   MLS ID: A4686661

    For Sale A4686661 - 660 CEDARS CT, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1440
       Built: 1988   Tax: $3,518 (2025)
    Community: Cedars East Sec 1
    Garage Condo


    Estimated Monthly Payment: $3,521 (change assumption)
    Mortgage ($3,227) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 569 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,890,000164 Days on yellowkey   MLS ID: A4670192

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

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3428
       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


  • 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228

    $1,695,00096 Days on yellowkey   MLS ID: A4677880

    For Sale A4677880 - 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $10,399 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,154 (change assumption)
    Mortgage ($9,287) + Taxes in 2025 ($867)


    Taxes:$10,399

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228

    $995,0005 Days on yellowkey   MLS ID: A4689957

    For Sale A4689957 - 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1293
       Built: 1985
    Monthly Fee: $2,208
       Tax: $4,735 (2025)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,055 (change assumption)
    Mortgage ($5,452) + Fees ($2,208) + Taxes in 2025 ($395)


    Taxes:$4,735

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228

    $855,000144 Days on yellowkey   MLS ID: A4673060

    For Sale A4673060 - 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1974   Tax: $7,928 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,346 (change assumption)
    Mortgage ($4,685) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228

    $675,00019 Days on yellowkey   MLS ID: A4687058

    For Sale A4687058 - 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228

    $565,00052 Days on yellowkey   MLS ID: A4683419

    For Sale A4683419 - 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $8,183 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($682)


    Taxes:$8,183

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 455 LONGBOAT CLUB RD #707, LONGBOAT KEY, FL 34228

    $1,999,95079 Days on yellowkey   MLS ID: A4680080

    For Sale A4680080 - 455 LONGBOAT CLUB RD #707, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2410
       Built: 1990   Tax: $9,861 (2025)
    Community: Pierre
    Condo


    Estimated Monthly Payment: $11,780 (change assumption)
    Mortgage ($10,958) + Taxes in 2025 ($822)


    Taxes:$9,861

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228

    $599,0006 Days on yellowkey   MLS ID: A4688978

    For Sale A4688978 - 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1982
    Monthly Fee: $81
       Tax: $7,099 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,282) + Fees ($81) + Taxes in 2025 ($592)


    Taxes:$7,099

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


  • 1000 LONGBOAT CLUB ROAD #1105, LONGBOAT KEY, FL 34228

    $1,050,000292 Days on yellowkey   MLS ID: A4657701

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale A4657701 - 1000 LONGBOAT CLUB ROAD #1105, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1290
       Built: 1972
    Monthly Fee: $209
       Tax: $7,027 (2024)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $6,548 (change assumption)
    Mortgage ($5,753) + Fees ($209) + Taxes in 2024 ($586)


    Taxes:$7,027

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 509 SPANISH DR N, LONGBOAT KEY, FL 34228

    $369,0006 Days on yellowkey   MLS ID: N6143864

    For Sale N6143864 - 509 SPANISH DR N, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $6,955 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $2,601 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($580)


    Taxes:$6,955

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,399,000208 Days on yellowkey   MLS ID: A4665445

    For Sale A4665445 - 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228 79 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2005
    Monthly Fee: $467
       Tax: $29,195 (2025)
    Community: Conrad Beach
    Single Family


    Estimated Monthly Payment: $16,045 (change assumption)
    Mortgage ($13,145) + Fees ($467) + Taxes in 2025 ($2,433)


    Taxes:$29,195

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228

    $774,900139 Days on yellowkey   MLS ID: A4673695

    For Sale A4673695 - 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1460
       Built: 1974   Tax: $4,861 (2025)
    Community: The Banyan Bay Club
    Condo


    Estimated Monthly Payment: $4,651 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($405)


    Taxes:$4,861

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 6750 GULF OF MEXICO DR #151, LONGBOAT KEY, FL 34228

    $499,00038 Days on yellowkey   MLS ID: A4685668

    REDUCED by $1,000 (0.2%) on 04/14/2026

    For Sale A4685668 - 6750 GULF OF MEXICO DR #151, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $3,054 (2025)
    Community: Whitney Beach Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,989 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($255)


    Taxes:$3,054

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1065 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $799,000149 Days on yellowkey   MLS ID: A4671687

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale A4671687 - 1065 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1503
       Built: 1981   Tax: $8,908 (2024)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,120 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($742)


    Taxes:$8,908

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1211 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228

    $1,499,000157 Days on yellowkey   MLS ID: A4670789

    2 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $26,000 (1.7%) on 04/01/2026

    For Sale A4670789 - 1211 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1598
       Built: 1985   Tax: $14,271 (2024)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,403 (change assumption)
    Mortgage ($8,213) + Taxes in 2024 ($1,189)


    Taxes:$14,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Longboat Key home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Longboat Key listings.



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.