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Longboat Key Condos For Sale - 246 condos

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

Location: Longboat Key

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  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,675,000101 Days on yellowkey   MLS ID: A4686539

    REDUCED by $25,000 (1.5%) on 06/25/2026

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,322 (change assumption)
    Mortgage ($9,178) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228

    $649,00034 Days on yellowkey   MLS ID: A4694695

    For Sale A4694695 - 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 933
       Built: 1977
    Monthly Fee: $1,500
       Tax: $3,123 (2025)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($3,556) + Fees ($1,500) + Taxes in 2025 ($260)


    Taxes:$3,123

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228

    $629,00099 Days on yellowkey   MLS ID: A4686871

    REDUCED by $20,000 (3.1%) on 05/15/2026

    For Sale A4686871 - 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1978
    Monthly Fee: $1,467
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,488 (change assumption)
    Mortgage ($3,446) + Fees ($1,467) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $975,000196 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.5%) on 06/25/2026

    For Sale A4674194 - 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1707
       Built: 1983   Tax: $11,336 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $6,287 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3460 WINDING OAKS DR #38, LONGBOAT KEY, FL 34228

    $1,150,00024 Days on yellowkey   MLS ID: A4695005

    For Sale A4695005 - 3460 WINDING OAKS DR #38, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1988   Tax: $10,320 (2025)
    Community: Winding Oaks
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,161 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($860)


    Taxes:$10,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $2,050,0009 Days on yellowkey   MLS ID: A4697202

    For Sale A4697202 - 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $20,065 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $12,905 (change assumption)
    Mortgage ($11,233) + Taxes in 2025 ($1,672)


    Taxes:$20,065

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228

    $996,000263 Days on yellowkey   MLS ID: A4667440

    REDUCED by $29,000 (2.8%) on 06/25/2026

    For Sale A4667440 - 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 634
       Built: 1982   Tax: $9,514 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $6,250 (change assumption)
    Mortgage ($5,457) + Taxes in 2025 ($793)


    Taxes:$9,514

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228

    $724,0003 Days on yellowkey   MLS ID: A4696667

    0 Days Off yellowkey (back on 6/25/2026)

    For Sale A4696667 - 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1442
       Built: 1984   Tax: $9,366 (2025)
    Community: Fairway Bay 2 Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,748 (change assumption)
    Mortgage ($3,967) + Taxes in 2025 ($781)


    Taxes:$9,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6750 GULF OF MEXICO DR #163, LONGBOAT KEY, FL 34228

    $490,000116 Days on yellowkey   MLS ID: A4683547

    0 Days Off yellowkey (back on 6/4/2026)

    REDUCED by $10,000 (2.0%) on 05/01/2026

    For Sale A4683547 - 6750 GULF OF MEXICO DR #163, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1970   Tax: $4,337 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $3,046 (change assumption)
    Mortgage ($2,685) + Taxes in 2024 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228

    $619,90012 Days on yellowkey   MLS ID: TB8518960

    REDUCED by $29,100 (4.5%) on 06/24/2026

    For Sale TB8518960 - 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1980
    Monthly Fee: $1,978
       Tax: $5,669 (2025)
    Community: Bayport Bch & Ten Ph A
    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($3,397) + Fees ($1,978) + Taxes in 2025 ($472)


    Taxes:$5,669

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228

    $724,900202 Days on yellowkey   MLS ID: A4673798

    REDUCED by $25,000 (3.3%) on 06/24/2026

    For Sale A4673798 - 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1104
       Built: 1974   Tax: $10,125 (2024)
    Community: Sand Cay
    Condo


    Estimated Monthly Payment: $4,816 (change assumption)
    Mortgage ($3,972) + Taxes in 2024 ($844)


    Taxes:$10,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228

    $899,00084 Days on yellowkey   MLS ID: A4686674

    For Sale A4686674 - 2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228 48 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1715
       Built: 1984   Tax: $6,538 (2025)
    Community: Fairway Bay 2 Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,471 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($545)


    Taxes:$6,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


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

    $1,850,000147 Days on yellowkey   MLS ID: A4680080

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $149,950 (7.5%) on 06/10/2026

    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: $10,958 (change assumption)
    Mortgage ($10,137) + Taxes in 2025 ($822)


    Taxes:$9,861

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228

    $995,00035 Days on yellowkey   MLS ID: A4694200

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale A4694200 - 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228 48 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 1998   Tax: $8,500 (2025)
    Community: Grand Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,160 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($708)


    Taxes:$8,500

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,00092 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228

    $399,00094 Days on yellowkey   MLS ID: A4687361

    REDUCED by $10,000 (2.4%) on 05/05/2026

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $2,272 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($189)


    Taxes:$2,272

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $1,025,00067 Days on yellowkey   MLS ID: A4690646

    REDUCED by $50,000 (4.7%) on 06/23/2026

    For Sale A4690646 - 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1175
       Built: 1973   Tax: $6,115 (2025)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $6,126 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($510)


    Taxes:$6,115

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228

    $980,000777 Days on yellowkey   MLS ID: A4609759

    INCREASED by $90,000 (10.1%) on 06/23/2026

    For Sale A4609759 - 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966
    Monthly Fee: $1,614
       Tax: $11,167 (2023)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,914 (change assumption)
    Mortgage ($5,370) + Fees ($1,614) + Taxes in 2023 ($931)


    Taxes:$11,167

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2023

    Middle School: Booker Middle


  • 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $799,000268 Days on yellowkey   MLS ID: A4667044

    REDUCED by $40,900 (4.9%) on 05/20/2026

    For Sale A4667044 - 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,897 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($991)


    Taxes:$11,897

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle




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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 condos for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key condos. 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 condo 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.