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Longboat Key Condos For Sale - 259 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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  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,00017 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228

    $475,00015 Days on yellowkey   MLS ID: A4688243

    REDUCED by $20,000 (4.0%) on 04/22/2026

    For Sale A4688243 - 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1975   Tax: $4,538 (2025)
    Community: Portobello
    Condo


    Estimated Monthly Payment: $2,981 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $799,0001 Day on yellowkey   MLS ID: A4691314

    For Sale A4691314 - 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1110
       Built: 1973   Tax: $3,363 (2025)
    Community: Mccalls Beach Castle
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,658 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($280)


    Taxes:$3,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228

    $629,0003 Days on yellowkey   MLS ID: A4690875

    For Sale A4690875 - 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1306
       Built: 1970   Tax: $5,089 (2025)
    Community: Bay Harbour
    Condo


    Estimated Monthly Payment: $3,871 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($424)


    Taxes:$5,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228

    $320,0006 Days on yellowkey   MLS ID: A4690206

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale A4690206 - 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1970   Tax: $3,659 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($305)


    Taxes:$3,659

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228

    $689,000171 Days on yellowkey   MLS ID: A4670932

    REDUCED by $10,000 (1.4%) on 04/08/2026

    For Sale A4670932 - 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $8,395 (2025)
    Community: Windward Bay Amd
    Spa: No

    Condo


    Estimated Monthly Payment: $4,475 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($700)


    Taxes:$8,395

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228

    $799,00015 Days on yellowkey   MLS ID: A4687549

    For Sale A4687549 - 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1274
       Built: 1975
    Monthly Fee: $1,164
       Tax: $3,185 (2025)
    Community: Cedars West Of Longboat Inc
    Condo


    Estimated Monthly Payment: $5,807 (change assumption)
    Mortgage ($4,378) + Fees ($1,164) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228

    $949,00027 Days on yellowkey   MLS ID: TB8489326

    For Sale TB8489326 - 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $5,917 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,693 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($493)


    Taxes:$5,917

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $739,00030 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


  • 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228

    $749,00099 Days on yellowkey   MLS ID: A4678529

    REDUCED by $150,000 (16.7%) on 04/24/2026

    For Sale A4678529 - 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 1992   Tax: $10,107 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($842)


    Taxes:$10,107

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5125 GULF OF MEXICO DR #7, LONGBOAT KEY, FL 34228

    $975,000176 Days on yellowkey   MLS ID: N6141238

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale N6141238 - 5125 GULF OF MEXICO DR #7, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 961
       Built: 1983   Tax: $11,168 (2024)
    Community: Seagrape Inn
    Condo


    Estimated Monthly Payment: $6,273 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($931)


    Taxes:$11,168

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228

    $449,000233 Days on yellowkey   MLS ID: A4663933

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale A4663933 - 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977
    Monthly Fee: $1,438
       Tax: $3,420 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,183 (change assumption)
    Mortgage ($2,460) + Fees ($1,438) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228

    $2,377,000126 Days on yellowkey   MLS ID: A4675054

    REDUCED by $111,000 (4.5%) on 04/21/2026

    For Sale A4675054 - 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228 72 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2415
       Built: 1970   Tax: $13,538 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $14,152 (change assumption)
    Mortgage ($13,024) + Taxes in 2025 ($1,128)


    Taxes:$13,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228

    $499,99922 Days on yellowkey   MLS ID: A4688685

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $39,001 (7.2%) on 04/15/2026

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1214
       Built: 1974
    Monthly Fee: $1,170
       Tax: $5,576 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,374 (change assumption)
    Mortgage ($2,740) + Fees ($1,170) + Taxes in 2025 ($465)


    Taxes:$5,576

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228

    $2,750,000219 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 70 photos

    Bed: 1   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1556
       Built: 2025   Tax: $25,560 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($2,130)


    Taxes:$25,560

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228

    $2,300,00045 Days on yellowkey   MLS ID: A4685872

    2 Days Off yellowkey (back on 4/24/2026)

    For Sale A4685872 - 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $12,693 (2025)
    Community: Villa Di Lancia
    Spa: No

    Condo


    Estimated Monthly Payment: $13,660 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($1,058)


    Taxes:$12,693

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228

    $1,995,0002 Days on yellowkey   MLS ID: A4691148

    For Sale A4691148 - 775 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $12,347 (2025)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,960 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,029)


    Taxes:$12,347

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4320 FALMOUTH DR #103, LONGBOAT KEY, FL 34228

    $525,00078 Days on yellowkey   MLS ID: A4681530

    For Sale A4681530 - 4320 FALMOUTH DR #103, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $6,901 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($2,877) + Taxes in 2024 ($575)


    Taxes:$6,901

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 909 SPANISH DR N, LONGBOAT KEY, FL 34228

    $650,00044 Days on yellowkey   MLS ID: A4684728

    For Sale A4684728 - 909 SPANISH DR N, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1969   Tax: $5,107 (2024)
    Community: Spanish Main Yacht Club
    Spa: No

    Condo


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($426)


    Taxes:$5,107

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $865,00061 Days on yellowkey   MLS ID: A4683660

    REDUCED by $59,900 (6.5%) on 04/24/2026

    For Sale A4683660 - 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1933
       Built: 1982   Tax: $10,149 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $5,585 (change assumption)
    Mortgage ($4,740) + Taxes in 2025 ($846)


    Taxes:$10,149

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker 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.