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Longboat Key Single Family Homes For Sale - 108 homes

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

Location: Longboat Key

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  • 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228

    $7,445,000130 Days on yellowkey   MLS ID: A4674851

    For Sale A4674851 - 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4921
       Built: 2001
    Monthly Fee: $617
       Tax: $45,712 (2024)
    Community: Lighthouse Point
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,220 (change assumption)
    Mortgage ($40,794) + Fees ($617) + Taxes in 2024 ($3,809)


    Taxes:$45,712

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00028 Days on yellowkey   MLS ID: A4687207

    REDUCED by $200,000 (4.3%) on 04/13/2026

    For Sale A4687207 - 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2013
    Monthly Fee: $21
       Tax: $35,060 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,052 (change assumption)
    Mortgage ($24,109) + Fees ($21) + Taxes in 2025 ($2,922)


    Taxes:$35,060

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 500 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,199,00045 Days on yellowkey   MLS ID: A4683571

    For Sale A4683571 - 500 HALYARD LN, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1967
    Monthly Fee: $21
       Tax: $23,973 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,068 (change assumption)
    Mortgage ($12,049) + Fees ($21) + Taxes in 2025 ($1,998)


    Taxes:$23,973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 677 LANDS END DR, LONGBOAT KEY, FL 34228

    $2,790,00067 Days on yellowkey   MLS ID: A4682565

    REDUCED by $60,000 (2.1%) on 04/18/2026

    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: $19,034 (change assumption)
    Mortgage ($15,287) + 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


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00049 Days on yellowkey   MLS ID: A4684840

    For Sale A4684840 - 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1998
    Monthly Fee: $833
       Tax: $17,916 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,868 (change assumption)
    Mortgage ($8,542) + Fees ($833) + Taxes in 2025 ($1,493)


    Taxes:$17,916

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

    $999,99978 Days on yellowkey   MLS ID: A4680786

    For Sale A4680786 - 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 46 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 1960   Tax: $17,419 (2024)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $6,931 (change assumption)
    Mortgage ($5,479) + Taxes in 2024 ($1,452)


    Taxes:$17,419

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,00059 Days on yellowkey   MLS ID: A4683082

    For Sale A4683082 - 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 1977   Tax: $6,151 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $7,608 (change assumption)
    Mortgage ($7,096) + Taxes in 2025 ($513)


    Taxes:$6,151

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,695,00037 Days on yellowkey   MLS ID: A4686553

    REDUCED by $200,000 (6.9%) on 04/12/2026

    For Sale A4686553 - 536 KETCH LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2016
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,890 (change assumption)
    Mortgage ($14,767) + Fees ($10) + Taxes in 2025 ($1,113)


    Taxes:$13,360

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228

    $995,00035 Days on yellowkey   MLS ID: A4686787

    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


  • 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $895,00085 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


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000164 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 84 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


  • 6330 LAGUNA DR, LONGBOAT KEY, FL 34228

    $1,999,989157 Days on yellowkey   MLS ID: A4672554

    For Sale A4672554 - 6330 LAGUNA DR, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2856
       Built: 2002
    Monthly Fee: $542
       Tax: $18,656 (2023)
    Community: Laguna Yacht Village
    Single Family


    Estimated Monthly Payment: $13,055 (change assumption)
    Mortgage ($10,959) + Fees ($542) + Taxes in 2023 ($1,555)


    Taxes:$18,656

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,795,000102 Days on yellowkey   MLS ID: A4677923

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale A4677923 - 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3417
       Built: 1996
    Monthly Fee: $833
       Tax: $15,229 (2025)
    Community: Queens Harbour
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,417 (change assumption)
    Mortgage ($15,315) + Fees ($833) + Taxes in 2025 ($1,269)


    Taxes:$15,229

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 604 SPANISH DR N, LONGBOAT KEY, FL 34228

    $495,00032 Days on yellowkey   MLS ID: A4687282

    For Sale A4687282 - 604 SPANISH DR N, LONGBOAT KEY, FL 34228 47 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

    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,712) + 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


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

    $3,995,000252 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


  • 573 SPINNAKER LN, LONGBOAT KEY, FL 34228

    $2,995,000175 Days on yellowkey   MLS ID: A4668083

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

    For Sale A4668083 - 573 SPINNAKER LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3926
       Built: 1998
    Monthly Fee: $8
       Tax: $17,104 (2024)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,844 (change assumption)
    Mortgage ($16,411) + Fees ($8) + Taxes in 2024 ($1,425)


    Taxes:$17,104

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000182 Days on yellowkey   MLS ID: A4669634

    For Sale A4669634 - 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 81 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2804
       Built: 1996
    Monthly Fee: $3
       Tax: $22,111 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,160 (change assumption)
    Mortgage ($9,315) + Fees ($3) + Taxes in 2024 ($1,843)


    Taxes:$22,111

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $7,800,000127 Days on yellowkey   MLS ID: A4673495

    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: $45,892 (change assumption)
    Mortgage ($42,739) + Fees ($572) + Taxes in 2024 ($2,581)


    Taxes:$30,971

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 865 LONGBOAT CLUB RD, LONGBOAT KEY, FL 34228

    $18,700,000214 Days on yellowkey   MLS ID: A4665431

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4665431 - 865 LONGBOAT CLUB RD, LONGBOAT KEY, FL 34228 86 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 9328
       Built: 2001
    Monthly Fee: $129
       Tax: $89,855 (2024)
    Community: Regent Court
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $110,080 (change assumption)
    Mortgage ($102,463) + Fees ($129) + Taxes in 2024 ($7,488)


    Taxes:$89,855

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $8,925,000333 Days on yellowkey   MLS ID: A4653251

    For Sale A4653251 - 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 94 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4591
       Built: 2022   Tax: $58,070 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $53,742 (change assumption)
    Mortgage ($48,903) + Taxes in 2024 ($4,839)


    Taxes:$58,070

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Longboat Key Single Family Homes for Sale?

Longboat Key home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key single family homes. 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 single family home 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.