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Longboat Key Homes for Sale in Longboat Key - 56 homes

Longboat Key homes for sale are located in Sarasota 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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  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $324,00079 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 25 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


  • 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228

    $700,000239 Days on yellowkey   MLS ID: A4672840

    REDUCED by $49,900 (6.7%) on 06/11/2026

    For Sale A4672840 - 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1387
       Built: 1957   Tax: $8,692 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,560 (change assumption)
    Mortgage ($3,836) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,000156 Days on yellowkey   MLS ID: A4682225

    For Sale A4682225 - 690 FOX ST, LONGBOAT KEY, FL 34228 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1967   Tax: $10,397 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $4,839 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($866)


    Taxes:$10,397

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $999,000134 Days on yellowkey   MLS ID: A4684733

    REDUCED by $91,000 (8.3%) on 07/15/2026

    For Sale A4684733 - 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1384
       Built: 1963   Tax: $15,835 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,793 (change assumption)
    Mortgage ($5,474) + Taxes in 2024 ($1,320)


    Taxes:$15,835

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 580 LINLEY ST, LONGBOAT KEY, FL 34228

    $999,0008 Days on yellowkey   MLS ID: A4699520

    For Sale A4699520 - 580 LINLEY ST, LONGBOAT KEY, FL 34228 90 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1673
       Built: 1969   Tax: $5,419 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $5,925 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($452)


    Taxes:$5,419

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 617 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,350,00066 Days on yellowkey   MLS ID: A4692822

    REDUCED by $145,000 (5.8%) on 06/10/2026

    For Sale A4692822 - 617 ROUNTREE DR, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 1998
    Monthly Fee: $250
       Tax: $7,892 (2025)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,784 (change assumption)
    Mortgage ($12,876) + Fees ($250) + Taxes in 2025 ($658)


    Taxes:$7,892

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,749,00036 Days on yellowkey   MLS ID: A4695252

    For Sale A4695252 - 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2900
       Built: 2007   Tax: $16,753 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,979 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,396)


    Taxes:$16,753

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $7,495,000211 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


  • 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $3,200,00039 Days on yellowkey   MLS ID: A4695733

    2 Days Off yellowkey (back on 7/10/2026)

    For Sale A4695733 - 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $29,387 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,983 (change assumption)
    Mortgage ($17,534) + Taxes in 2025 ($2,449)


    Taxes:$29,387

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $9,995,000282 Days on yellowkey   MLS ID: A4667111

    5 Days Off yellowkey (back on 7/9/2026)

    For Sale A4667111 - 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 54 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6959
       Built: 2013   Tax: $105,194 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $63,532 (change assumption)
    Mortgage ($54,766) + Taxes in 2024 ($8,766)


    Taxes:$105,194

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228

    $335,000326 Days on yellowkey   MLS ID: A4661661

    For Sale A4661661 - 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228 26 photos

    Bed:    Bath: 0.0
    Monthly Fee: $498
       Tax: $3,260 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($1,836) + Fees ($498) + Taxes in 2025 ($272)


    Taxes:$3,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228

    $3,200,000279 Days on yellowkey   MLS ID: A4668015

    REDUCED by $300,000 (8.6%) on 05/14/2026

    For Sale A4668015 - 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $29,083 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,957 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($2,424)


    Taxes:$29,083

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Pine View School


  • 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $835,000169 Days on yellowkey   MLS ID: A4680514

    REDUCED by $10,000 (1.2%) on 07/06/2026

    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: $6,127 (change assumption)
    Mortgage ($4,575) + Taxes in 2024 ($1,552)


    Taxes:$18,621

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $625,000226 Days on yellowkey   MLS ID: TB8453208

    REDUCED by $24,900 (3.8%) on 07/06/2026

    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: $4,106 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($681)


    Taxes:$8,174

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228

    $13,000,000613 Days on yellowkey   MLS ID: A4627926

    For Sale A4627926 - 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4187
       Built: 2024   Tax: $81,320 (2025)
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $78,008 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($6,777)


    Taxes:$81,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $325,00015 Days on yellowkey   MLS ID: A4698791

    For Sale A4698791 - 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 532
       Built: 1967   Tax: $3,248 (2025)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $975,000187 Days on yellowkey   MLS ID: TB8463320

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

    REDUCED by $150,000 (13.3%) on 06/29/2026

    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: $5,937 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($595)


    Taxes:$7,142

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,745,000262 Days on yellowkey   MLS ID: A4669837

    0 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $10,000 (0.4%) on 06/23/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,152 (change assumption)
    Mortgage ($15,041) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,000133 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #C11, LONGBOAT KEY, FL 34228

    $479,50029 Days on yellowkey   MLS ID: A4697476

    For Sale A4697476 - 2600 HARBOURSIDE DR #C11, LONGBOAT KEY, FL 34228 6 photos

    Bed:    Bath: 0.0
    Built: 1983
       Tax: $2,837 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $2,864 (change assumption)
    Mortgage ($2,627) + Taxes in 2025 ($236)


    Taxes:$2,837

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.