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Longboat Key Condos For Sale - 268 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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  • 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228

    $420,00050 Days on yellowkey   MLS ID: A4689197

    1 Days Off yellowkey (back on 5/16/2026)

    REDUCED by $25,000 (5.6%) on 05/14/2026

    For Sale A4689197 - 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228 65 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $3,772 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($2,301) + Fees ($1,347) + Taxes in 2025 ($314)


    Taxes:$3,772

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228

    $399,000237 Days on yellowkey   MLS ID: A4667199

    For Sale A4667199 - 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $2,774 (2024)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,764 (change assumption)
    Mortgage ($2,186) + Fees ($1,347) + Taxes in 2024 ($231)


    Taxes:$2,774

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228

    $475,00040 Days on yellowkey   MLS ID: A4690036

    REDUCED by $25,000 (5.0%) on 04/27/2026

    For Sale A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1973
    Monthly Fee: $1,642
       Tax: $7,415 (2025)
    Community: Sutton Place
    Spa: No

    Condo


    Estimated Monthly Payment: $4,863 (change assumption)
    Mortgage ($2,603) + Fees ($1,642) + Taxes in 2025 ($618)


    Taxes:$7,415

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


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

    $629,00069 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: $1,607
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,628 (change assumption)
    Mortgage ($3,446) + Fees ($1,607) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4400 EXETER DR #305, LONGBOAT KEY, FL 34228

    $324,90034 Days on yellowkey   MLS ID: A4691085

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale A4691085 - 4400 EXETER DR #305, LONGBOAT KEY, FL 34228 33 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $2,819 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228

    $5,695,000134 Days on yellowkey   MLS ID: A4677613

    REDUCED by $200,000 (3.4%) on 05/11/2026

    For Sale A4677613 - 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 2007   Tax: $47,519 (2024)
    Community: Positano
    Spa: No

    Condo


    Estimated Monthly Payment: $35,165 (change assumption)
    Mortgage ($31,205) + Taxes in 2024 ($3,960)


    Taxes:$47,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $675,000180 Days on yellowkey   MLS ID: A4672221

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228

    $1,000,00075 Days on yellowkey   MLS ID: A4686190

    For Sale A4686190 - 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,915 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $6,389 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($910)


    Taxes:$10,915

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228

    $2,300,000369 Days on yellowkey   MLS ID: A4651046

    For Sale A4651046 - 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $27,759 (2024)
    Community: Villa Di Lancia Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,602) + Taxes in 2024 ($2,313)


    Taxes:$27,759

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $749,000131 Days on yellowkey   MLS ID: A4678529

    1 Days Off yellowkey (back on 5/14/2026)

    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


  • 5320 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $999,00015 Days on yellowkey   MLS ID: A4693334

    For Sale A4693334 - 5320 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1323
       Built: 1981   Tax: $3,942 (2025)
    Community: Longboat Landing
    Spa: No

    Condo


    Estimated Monthly Payment: $5,802 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($329)


    Taxes:$3,942

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228

    $775,00071 Days on yellowkey   MLS ID: A4686552

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale A4686552 - 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1456
       Built: 1981   Tax: $6,376 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($531)


    Taxes:$6,376

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228

    $1,799,000212 Days on yellowkey   MLS ID: A4669347

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale A4669347 - 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $18,262 (2025)
    Community: Grand Bay 2
    Spa: No

    Condo


    Estimated Monthly Payment: $11,379 (change assumption)
    Mortgage ($9,857) + Taxes in 2025 ($1,522)


    Taxes:$18,262

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,00089 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 545 SANCTUARY DR #B806, LONGBOAT KEY, FL 34228

    $2,095,000419 Days on yellowkey   MLS ID: A4646987

    1 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $100,000 (4.6%) on 04/03/2026

    For Sale A4646987 - 545 SANCTUARY DR #B806, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2375
       Built: 1991   Tax: $19,361 (2024)
    Community: Sanctuary Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,093 (change assumption)
    Mortgage ($11,479) + Taxes in 2024 ($1,613)


    Taxes:$19,361

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1055 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228

    $1,299,000260 Days on yellowkey   MLS ID: A4663883

    For Sale A4663883 - 1055 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1981   Tax: $14,051 (2024)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,289 (change assumption)
    Mortgage ($7,118) + Taxes in 2024 ($1,171)


    Taxes:$14,051

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2410 HARBOURSIDE DR #142, LONGBOAT KEY, FL 34228

    $2,695,00079 Days on yellowkey   MLS ID: A4685398

    For Sale A4685398 - 2410 HARBOURSIDE DR #142, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3382
       Built: 1993   Tax: $26,071 (2025)
    Community: Marina Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,939 (change assumption)
    Mortgage ($14,767) + Taxes in 2025 ($2,173)


    Taxes:$26,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3808 GULF OF MEXICO DR #E112, LONGBOAT KEY, FL 34228

    $1,095,00023 Days on yellowkey   MLS ID: A4692111

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale A4692111 - 3808 GULF OF MEXICO DR #E112, LONGBOAT KEY, FL 34228 34 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2273
       Built: 1970   Tax: $8,705 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $6,725 (change assumption)
    Mortgage ($6,000) + Taxes in 2025 ($725)


    Taxes:$8,705

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228

    $725,00015 Days on yellowkey   MLS ID: A4693425

    For Sale A4693425 - 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,531 (2025)
    Community: Beachplace Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($794)


    Taxes:$9,531

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $874,50042 Days on yellowkey   MLS ID: A4689434

    For Sale A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $3,950 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,121 (change assumption)
    Mortgage ($4,792) + Taxes in 2025 ($329)


    Taxes:$3,950

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside 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.