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Longboat Key Homes for Sale in Longboat Key - 60 homes

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

Location: Longboat Key, Longboat Key

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  • 5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $7,495,000160 Days on yellowkey   MLS ID: A4673495

    REDUCED by $305,000 (3.9%) on 05/08/2026

    For Sale A4673495 - 5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 60 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4630
       Built: 2018
    Monthly Fee: $572
       Tax: $30,971 (2024)
    Community: Bonaire At Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,220 (change assumption)
    Mortgage ($41,067) + Fees ($572) + Taxes in 2024 ($2,581)


    Taxes:$30,971

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $1,749,500378 Days on yellowkey   MLS ID: A4652254

    For Sale A4652254 - 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2823
       Built: 1973   Tax: $8,478 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,293 (change assumption)
    Mortgage ($9,586) + Taxes in 2024 ($707)


    Taxes:$8,478

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,00096 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $368,50028 Days on yellowkey   MLS ID: A4691701

    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: $2,403 (change assumption)
    Mortgage ($2,019) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228

    $900,000105 Days on yellowkey   MLS ID: A4682264

    REDUCED by $99,000 (9.9%) on 05/07/2026

    For Sale A4682264 - 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228 70 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Spa: No

    Apartment


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($973)


    Taxes:$11,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 578 COMPANION WAY, LONGBOAT KEY, FL 34228

    $900,000105 Days on yellowkey   MLS ID: A4682186

    REDUCED by $99,000 (9.9%) on 05/07/2026

    For Sale A4682186 - 578 COMPANION WAY, LONGBOAT KEY, FL 34228 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($973)


    Taxes:$11,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $3,850,00021 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


  • 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,125,000136 Days on yellowkey   MLS ID: TB8463320

    For Sale TB8463320 - 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 1963   Tax: $7,142 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,759 (change assumption)
    Mortgage ($6,164) + Taxes in 2024 ($595)


    Taxes:$7,142

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228

    $3,275,000137 Days on yellowkey   MLS ID: A4677632

    For Sale A4677632 - 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 3273
       Built: 1999   Tax: $26,304 (2024)
    Community: Water Club At Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $20,137 (change assumption)
    Mortgage ($17,945) + Taxes in 2024 ($2,192)


    Taxes:$26,304

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $649,900175 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


  • 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228

    $2,400,000224 Days on yellowkey   MLS ID: A4668544

    For Sale A4668544 - 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2154
       Built: 2024
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $13,150 (change assumption)
    Mortgage ($13,150) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228

    $995,00068 Days on yellowkey   MLS ID: A4686787

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

    REDUCED by $104,000 (9.5%) on 04/23/2026

    For Sale A4686787 - 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 1934   Tax: $6,672 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,008 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,350,000230 Days on yellowkey   MLS ID: A4667938

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $21,016 (change assumption)
    Mortgage ($18,356) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,600,00078 Days on yellowkey   MLS ID: A4685503

    REDUCED by $150,000 (2.2%) on 04/30/2026

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $40,335 (change assumption)
    Mortgage ($36,163) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228

    $425,00030 Days on yellowkey   MLS ID: A4691499

    For Sale A4691499 - 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Monthly Fee: $574
       Tax: $4,370 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($364)


    Taxes:$4,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $895,000118 Days on yellowkey   MLS ID: A4680514

    REDUCED by $30,000 (3.2%) on 04/24/2026

    FORECLOSURE A4680514 - 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1974   Tax: $18,621 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $6,456 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($1,552)


    Taxes:$18,621

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $3,995,000285 Days on yellowkey   MLS ID: A4661988

    2 Days Off yellowkey (back on 4/23/2026)

    For Sale A4661988 - 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4044
       Built: 2018
    Monthly Fee: $766
       Tax: $49,274 (2024)
    Community: Bonaire
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,762 (change assumption)
    Mortgage ($21,890) + Fees ($766) + Taxes in 2024 ($4,106)


    Taxes:$49,274

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,00089 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 940
       Built: 1996   Tax: $8,141 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($678)


    Taxes:$8,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,750,000166 Days on yellowkey   MLS ID: A4674911

    REDUCED by $200,000 (6.8%) on 04/20/2026

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,546 (change assumption)
    Mortgage ($15,068) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228

    $2,995,000182 Days on yellowkey   MLS ID: A4673061

    REDUCED by $200,000 (6.3%) on 04/13/2026

    For Sale A4673061 - 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2634
       Built: 1994   Tax: $20,474 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,117 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($1,706)


    Taxes:$20,474

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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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.