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Longboat Key Condos For Sale - 192 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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  • 2109 GULF OF MEXICO DR #1303, LONGBOAT KEY, FL 34228

    $1,075,00083 Days on yellowkey   MLS ID: A4677817

    For Sale A4677817 - 2109 GULF OF MEXICO DR #1303, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1463
       Built: 1984   Tax: $9,654 (2025)
    Community: Sunset Beach
    Condo


    Estimated Monthly Payment: $6,695 (change assumption)
    Mortgage ($5,890) + Taxes in 2025 ($805)


    Taxes:$9,654

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4234 GULF OF MEXICO DR #J1, LONGBOAT KEY, FL 34228

    $599,00024 Days on yellowkey   MLS ID: A4685764

    For Sale A4685764 - 4234 GULF OF MEXICO DR #J1, LONGBOAT KEY, FL 34228 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $2,273 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $3,472 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($189)


    Taxes:$2,273

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $699,000151 Days on yellowkey   MLS ID: A4670932

    For Sale A4670932 - 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 72 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $8,395 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,530 (change assumption)
    Mortgage ($3,830) + 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


  • 4350 CHATHAM DR #205, LONGBOAT KEY, FL 34228

    $259,90058 Days on yellowkey   MLS ID: A4681134

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

    For Sale A4681134 - 4350 CHATHAM DR #205, LONGBOAT KEY, FL 34228 48 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 667
       Built: 1969   Tax: $4,627 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $1,810 (change assumption)
    Mortgage ($1,424) + Taxes in 2024 ($386)


    Taxes:$4,627

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $739,00010 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


  • 415 L AMBIANCE DR #A301, LONGBOAT KEY, FL 34228

    $6,100,0001 Day on yellowkey   MLS ID: A4688759

    For Sale A4688759 - 415 L AMBIANCE DR #A301, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3380
       Built: 1992   Tax: $46,418 (2025)
    Community: L Ambiance 1
    Condo


    Estimated Monthly Payment: $37,292 (change assumption)
    Mortgage ($33,424) + Taxes in 2025 ($3,868)


    Taxes:$46,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #91N, LONGBOAT KEY, FL 34228

    $825,00074 Days on yellowkey   MLS ID: A4675895

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

    For Sale A4675895 - 2301 GULF OF MEXICO DR #91N, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,973 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,352 (change assumption)
    Mortgage ($4,520) + Taxes in 2025 ($831)


    Taxes:$9,973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $539,0002 Days on yellowkey   MLS ID: A4688685

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 39 photos

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


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($2,953) + 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


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

    $2,450,0002 Days on yellowkey   MLS ID: TB8491404

    For Sale TB8491404 - 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 46 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: $15,096 (change assumption)
    Mortgage ($13,424) + Taxes in 2025 ($1,672)


    Taxes:$20,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $899,0002 Days on yellowkey   MLS ID: A4686674

    For Sale A4686674 - 2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228 50 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
    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


  • 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228

    $950,00091 Days on yellowkey   MLS ID: A4676681

    For Sale A4676681 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4955 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $5,650,00019 Days on yellowkey   MLS ID: A4686511

    For Sale A4686511 - 4955 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3122
       Built: 2007
    Monthly Fee: $6,860
       Tax: $23,380 (2025)
    Community: Positano
    Condo


    Estimated Monthly Payment: $39,766 (change assumption)
    Mortgage ($30,958) + Fees ($6,860) + Taxes in 2025 ($1,948)


    Taxes:$23,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 515 FOREST WAY, LONGBOAT KEY, FL 34228

    $1,420,00072 Days on yellowkey   MLS ID: A4679679

    For Sale A4679679 - 515 FOREST WAY, LONGBOAT KEY, FL 34228 53 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2880
       Built: 1989
    Monthly Fee: $1,698
       Tax: $4,802 (2025)
    Community: Cedars East Sec 2
    Condo


    Estimated Monthly Payment: $9,879 (change assumption)
    Mortgage ($7,781) + Fees ($1,698) + Taxes in 2025 ($400)


    Taxes:$4,802

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 576 SUTTON PL, LONGBOAT KEY, FL 34228

    $359,000107 Days on yellowkey   MLS ID: A4675729

    For Sale A4675729 - 576 SUTTON PL, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1972   Tax: $6,222 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,967) + Taxes in 2024 ($519)


    Taxes:$6,222

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $2,095,000367 Days on yellowkey   MLS ID: A4646987

    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
    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


  • 4540 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228

    $595,000177 Days on yellowkey   MLS ID: A4667631

    For Sale A4667631 - 4540 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1975   Tax: $9,451 (2024)
    Community: Windward Bay
    Condo


    Estimated Monthly Payment: $4,048 (change assumption)
    Mortgage ($3,260) + Taxes in 2024 ($788)


    Taxes:$9,451

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,0003 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2002   Tax: $19,319 (2025)
    Community: Bay Isles
    Condo


    Estimated Monthly Payment: $12,295 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,610)


    Taxes:$19,319

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3010 GRAND BAY BLVD #482, LONGBOAT KEY, FL 34228

    $1,845,000410 Days on yellowkey   MLS ID: A4640667

    11 Days Off yellowkey (back on 1/19/2026)

    For Sale A4640667 - 3010 GRAND BAY BLVD #482, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2250
       Built: 1999   Tax: $15,440 (2024)
    Community: Grand Bay 4
    Condo


    Estimated Monthly Payment: $11,396 (change assumption)
    Mortgage ($10,109) + Taxes in 2024 ($1,287)


    Taxes:$15,440

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 554 SPANISH DR S, LONGBOAT KEY, FL 34228

    $435,0003 Days on yellowkey   MLS ID: A4688632

    For Sale A4688632 - 554 SPANISH DR S, LONGBOAT KEY, FL 34228 72 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1326
       Built: 1971   Tax: $2,179 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($182)


    Taxes:$2,179

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228

    $598,000170 Days on yellowkey   MLS ID: A4667654

    For Sale A4667654 - 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $10,617 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,161 (change assumption)
    Mortgage ($3,277) + Taxes in 2025 ($885)


    Taxes:$10,617

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle




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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.