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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Beds: 2 to 2

Longboat Key - 144 properties found

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  • 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228

    $549,000100 Days on yellowkey   MLS ID: A4684543

    REDUCED by $26,000 (4.5%) on 05/20/2026

    For Sale A4684543 - 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $8,224 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($685)


    Taxes:$8,224

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $1,250,000159 Days on yellowkey   MLS ID: A4678330

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale A4678330 - 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1172
       Built: 1980   Tax: $13,294 (2025)
    Community: Beachplace I
    Condo


    Estimated Monthly Payment: $7,957 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($1,108)


    Taxes:$13,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228

    $949,90054 Days on yellowkey   MLS ID: TB8503989

    For Sale TB8503989 - 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1509
       Built: 1985   Tax: $11,560 (2024)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($5,205) + Taxes in 2024 ($963)


    Taxes:$11,560

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $629,00097 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


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

    $1,000,000103 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


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

    $725,00043 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

    $874,50070 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


  • 1000 LONGBOAT CLUB RD #403, LONGBOAT KEY, FL 34228

    $974,500142 Days on yellowkey   MLS ID: A4680791

    For Sale A4680791 - 1000 LONGBOAT CLUB RD #403, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972
    Monthly Fee: $1,565
       Tax: $9,673 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $7,711 (change assumption)
    Mortgage ($5,340) + Fees ($1,565) + Taxes in 2025 ($806)


    Taxes:$9,673

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 843 BAYPORT WAY #843, LONGBOAT KEY, FL 34228

    $670,00050 Days on yellowkey   MLS ID: TB8505224

    For Sale TB8505224 - 843 BAYPORT WAY #843, LONGBOAT KEY, FL 34228 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,838 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,158 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($487)


    Taxes:$5,838

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $745,000188 Days on yellowkey   MLS ID: A4675789

    REDUCED by $15,000 (2.0%) on 05/12/2026

    For Sale A4675789 - 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1022
       Built: 1973
    Monthly Fee: $1,050
       Tax: $4,183 (2024)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $5,481 (change assumption)
    Mortgage ($4,082) + Fees ($1,050) + Taxes in 2024 ($349)


    Taxes:$4,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3070 GRAND BAY BLVD #644, LONGBOAT KEY, FL 34228

    $799,00065 Days on yellowkey   MLS ID: A4690677

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale A4690677 - 3070 GRAND BAY BLVD #644, LONGBOAT KEY, FL 34228 78 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1995
    Monthly Fee: $83
       Tax: $6,324 (2025)
    Community: Grand Bay 6
    Condo


    Estimated Monthly Payment: $4,988 (change assumption)
    Mortgage ($4,378) + Fees ($83) + Taxes in 2025 ($527)


    Taxes:$6,324

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $599,00063 Days on yellowkey   MLS ID: A4690875

    REDUCED by $30,000 (4.8%) on 05/11/2026

    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: $3,706 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($424)


    Taxes:$5,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 604 SPANISH DR N, LONGBOAT KEY, FL 34228

    $465,00093 Days on yellowkey   MLS ID: A4687282

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $30,000 (6.1%) on 04/28/2026

    For Sale A4687282 - 604 SPANISH DR N, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $2,486 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,755 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($207)


    Taxes:$2,486

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4825 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228

    $825,00054 Days on yellowkey   MLS ID: A4689724

    For Sale A4689724 - 4825 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970
    Monthly Fee: $1,656
       Tax: $12,908 (2025)
    Community: Westchester Apts
    Condo


    Estimated Monthly Payment: $7,252 (change assumption)
    Mortgage ($4,520) + Fees ($1,656) + Taxes in 2025 ($1,076)


    Taxes:$12,908

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228

    $749,900138 Days on yellowkey   MLS ID: A4677656

    For Sale A4677656 - 4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $6,331 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $4,637 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($528)


    Taxes:$6,331

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228

    $725,000273 Days on yellowkey   MLS ID: A4666101

    REDUCED by $70,000 (8.8%) on 05/07/2026

    For Sale A4666101 - 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228 80 photos

    Bed: 2   Bath: 2.0   Gar: 5
    Liv Area Sq Ft: 1316
       Built: 1982   Tax: $6,750 (2024)
    Community: Fairway Bay 1
    Spa: No

    Condo


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($3,973) + Taxes in 2024 ($563)


    Taxes:$6,750

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 4380 EXETER DR #101, LONGBOAT KEY, FL 34228

    $389,500103 Days on yellowkey   MLS ID: A4686109

    REDUCED by $500 (0.1%) on 05/06/2026

    For Sale A4686109 - 4380 EXETER DR #101, LONGBOAT KEY, FL 34228 81 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970   Tax: $3,148 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($2,134) + Taxes in 2024 ($262)


    Taxes:$3,148

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $799,00061 Days 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


  • 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228

    $649,900203 Days on yellowkey   MLS ID: TB8453208

    For Sale TB8453208 - 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 756
       Built: 1973   Tax: $8,174 (2024)
    Community: Longboat Key Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,242 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($681)


    Taxes:$8,174

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228

    $1,295,000245 Days on yellowkey   MLS ID: A4669226

    REDUCED by $100,000 (7.2%) on 04/22/2026

    For Sale A4669226 - 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,812 (2024)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,913 (change assumption)
    Mortgage ($7,096) + Taxes in 2024 ($818)


    Taxes:$9,812

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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.