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Longboat Key Homes For Sale & Real Estate - 350 homes

Longboat Key homes for sale are located in Sarasota County, Florida. Find homes in Longboat Key for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Longboat Key houses.

Location: Longboat Key

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  • 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,650,00052 Days on yellowkey   MLS ID: A4695291

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale A4695291 - 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3544
       Built: 1996
    Monthly Fee: $833
       Tax: $16,169 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,701 (change assumption)
    Mortgage ($14,520) + Fees ($833) + Taxes in 2025 ($1,347)


    Taxes:$16,169

    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

    $2,750,000306 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.5   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


  • 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228

    $899,50039 Days on yellowkey   MLS ID: A4696547

    For Sale A4696547 - 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1992   Tax: $13,172 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,026 (change assumption)
    Mortgage ($4,929) + Taxes in 2025 ($1,098)


    Taxes:$13,172

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $499,000200 Days on yellowkey   MLS ID: A4676730

    REDUCED by $46,000 (8.4%) on 06/15/2026

    For Sale A4676730 - 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $6,784 (2024)
    Community: Covert Ii
    Condo


    Estimated Monthly Payment: $3,300 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 848 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $599,90022 Days on yellowkey   MLS ID: A4698229

    For Sale A4698229 - 848 EVERGREEN WAY, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1440
       Built: 1991   Tax: $3,533 (2025)
    Community: Cedars East Sec 3
    Townhouse


    Estimated Monthly Payment: $3,581 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($294)


    Taxes:$3,533

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $324,00083 Days on yellowkey   MLS ID: A4691701

    REDUCED by $24,000 (6.9%) on 07/16/2026

    For Sale A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 657
       Built: 1967   Tax: $4,601 (2025)
    Community: Neptune On Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,775) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 408 GULF OF MEXICO DR #1214, LONGBOAT KEY, FL 34228

    $70,00099 Days on yellowkey   MLS ID: A4689763

    REDUCED by $29,000 (29.3%) on 07/20/2026

    For Sale A4689763 - 408 GULF OF MEXICO DR #1214, LONGBOAT KEY, FL 34228 10 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $563 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $430 (change assumption)
    Mortgage ($384) + Taxes in 2025 ($47)


    Taxes:$563

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 554 SPANISH DR S, LONGBOAT KEY, FL 34228

    $405,000110 Days on yellowkey   MLS ID: A4688632

    REDUCED by $30,000 (6.9%) on 07/20/2026

    For Sale A4688632 - 554 SPANISH DR S, LONGBOAT KEY, FL 34228 75 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: $2,401 (change assumption)
    Mortgage ($2,219) + 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


  • 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228

    $59,000106 Days on yellowkey   MLS ID: A4688941

    REDUCED by $10,000 (14.5%) on 07/20/2026

    For Sale A4688941 - 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,058 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $411 (change assumption)
    Mortgage ($323) + Taxes in 2025 ($88)


    Taxes:$1,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 677 LANDS END DR, LONGBOAT KEY, FL 34228

    $2,695,000155 Days on yellowkey   MLS ID: A4682565

    REDUCED by $95,000 (3.4%) on 06/12/2026

    For Sale A4682565 - 677 LANDS END DR, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 4182
       Built: 1989
    Monthly Fee: $967
       Tax: $33,361 (2025)
    Community: Lands End
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,514 (change assumption)
    Mortgage ($14,767) + Fees ($967) + Taxes in 2025 ($2,780)


    Taxes:$33,361

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 705 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $2,795,00041 Days on yellowkey   MLS ID: A4696488

    For Sale A4696488 - 705 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3083
       Built: 2011   Tax: $38,157 (2025)
    Community: Shipmans Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,494 (change assumption)
    Mortgage ($15,315) + Taxes in 2025 ($3,180)


    Taxes:$38,157

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $1,225,27748 Days on yellowkey   MLS ID: A4695851

    For Sale A4695851 - 2301 GULF OF MEXICO DR #12N, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,496 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,505 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($791)


    Taxes:$9,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,225,27748 Days on yellowkey   MLS ID: A4695843

    For Sale A4695843 - 2301 GULF OF MEXICO DR #11N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $4,043 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $7,051 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: Pine View School

    Tax Year: 2025

    Middle School: None


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,00056 Days on yellowkey   MLS ID: A4694394

    For Sale A4694394 - 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228 83 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3842
       Built: 2000
    Monthly Fee: $833
       Tax: $29,486 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,681 (change assumption)
    Mortgage ($27,391) + Fees ($833) + Taxes in 2025 ($2,457)


    Taxes:$29,486

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $2,377,000213 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


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000252 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 92 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900214 Days on yellowkey   MLS ID: A4675541

    For Sale A4675541 - 562 RANGER LN, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 1995
    Monthly Fee: $20
       Tax: $27,065 (2024)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,452 (change assumption)
    Mortgage ($19,177) + Fees ($20) + Taxes in 2024 ($2,255)


    Taxes:$27,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 660 LINLEY ST, LONGBOAT KEY, FL 34228

    $799,00035 Days on yellowkey   MLS ID: A4697248

    1 Days Off yellowkey (back on 7/19/2026)

    For Sale A4697248 - 660 LINLEY ST, LONGBOAT KEY, FL 34228 64 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 1952   Tax: $4,889 (2025)
    Community: Longbeach Rev Of R P Jordans Sub
    Single Family


    Estimated Monthly Payment: $4,785 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($407)


    Taxes:$4,889

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228

    $649,999196 Days on yellowkey   MLS ID: A4677090

    For Sale A4677090 - 5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1974   Tax: $5,922 (2024)
    Community: The Banyan Bay Club
    Spa: No

    Condo


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($493)


    Taxes:$5,922

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228

    $625,00012 Days on yellowkey   MLS ID: A4699335

    For Sale A4699335 - 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $2,713 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,651 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($226)


    Taxes:$2,713

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School




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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 houses for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key Real Estate. 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 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.