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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Longboat Key - 247 properties found

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  • 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228

    $774,900206 Days on yellowkey   MLS ID: A4673695

    For Sale A4673695 - 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1460
       Built: 1974   Tax: $4,861 (2025)
    Community: The Banyan Bay Club
    Condo


    Estimated Monthly Payment: $4,651 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($405)


    Taxes:$4,861

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $725,000274 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


  • 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228

    $850,000364 Days on yellowkey   MLS ID: A4656539

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale A4656539 - 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1984   Tax: $9,674 (2024)
    Community: Harbor Oaks Ph I & Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,464 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($806)


    Taxes:$9,674

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228

    $3,850,00050 Days on yellowkey   MLS ID: A4689658

    For Sale A4689658 - 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2650
       Built: 1996   Tax: $27,928 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $23,423 (change assumption)
    Mortgage ($21,095) + Taxes in 2025 ($2,327)


    Taxes:$27,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $389,500104 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

    $799,00062 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

    $649,900204 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

    $1,295,000246 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


  • 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228

    $3,750,000143 Days on yellowkey   MLS ID: A4680240

    For Sale A4680240 - 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228 56 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2580
       Built: 1990   Tax: $25,298 (2025)
    Community: Sanctuary Iv
    Spa: Yes

    Condo


    Estimated Monthly Payment: $22,656 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($2,108)


    Taxes:$25,298

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


  • 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228

    $1,495,000353 Days on yellowkey   MLS ID: A4656887

    For Sale A4656887 - 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1513
       Built: 1973   Tax: $14,482 (2024)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,398 (change assumption)
    Mortgage ($8,192) + Taxes in 2024 ($1,207)


    Taxes:$14,482

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4380 EXETER DR #H202, LONGBOAT KEY, FL 34228

    $499,000227 Days on yellowkey   MLS ID: A4671530

    REDUCED by $21,000 (4.0%) on 04/16/2026

    For Sale A4671530 - 4380 EXETER DR #H202, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $6,314 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($526)


    Taxes:$6,314

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2039 GULF OF MEXICO DR #G3-207, LONGBOAT KEY, FL 34228

    $550,000357 Days on yellowkey   MLS ID: A4657767

    For Sale A4657767 - 2039 GULF OF MEXICO DR #G3-207, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1974   Tax: $5,281 (2024)
    Community: Seaplace
    Spa: No

    Condo


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($3,014) + Taxes in 2024 ($440)


    Taxes:$5,281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228

    $1,095,00094 Days on yellowkey   MLS ID: A4686721

    REDUCED by $130,000 (10.6%) on 04/28/2026

    For Sale A4686721 - 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988
    Monthly Fee: $137
       Tax: $11,079 (2025)
    Community: Fairway Bay Atrium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,060 (change assumption)
    Mortgage ($6,000) + Fees ($137) + Taxes in 2025 ($923)


    Taxes:$11,079

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228

    $629,000244 Days on yellowkey   MLS ID: A4669086

    For Sale A4669086 - 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $7,875 (2024)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $4,103 (change assumption)
    Mortgage ($3,446) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228

    $938,500266 Days on yellowkey   MLS ID: A4667037

    For Sale A4667037 - 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 1992   Tax: $9,083 (2023)
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $5,899 (change assumption)
    Mortgage ($5,142) + Taxes in 2023 ($757)


    Taxes:$9,083

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


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

    $449,000294 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


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

    $2,300,000106 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


  • 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228

    $539,900350 Days on yellowkey   MLS ID: A4658152

    REDUCED by $29,100 (5.1%) on 04/24/2026

    For Sale A4658152 - 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228 35 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $6,997 (2025)
    Community: Inn On The Beach Ph Iii
    Condo


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,958) + Taxes in 2025 ($583)


    Taxes:$6,997

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,350,000117 Days on yellowkey   MLS ID: A4684194

    For Sale A4684194 - 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2485
       Built: 1996   Tax: $12,382 (2025)
    Community: Villa Di Lancia Ph 1
    Condo


    Estimated Monthly Payment: $13,908 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($1,032)


    Taxes:$12,382

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228

    $1,879,000258 Days on yellowkey   MLS ID: A4668143

    For Sale A4668143 - 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1999   Tax: $16,976 (2025)
    Community: Grand Bay 4
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,710 (change assumption)
    Mortgage ($10,296) + Taxes in 2025 ($1,415)


    Taxes:$16,976

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle






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.