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Longboat Key Single Family Homes For Sale - 111 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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  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,0003 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 Harbor
    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


  • 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,399,000248 Days on yellowkey   MLS ID: A4665445

    For Sale A4665445 - 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228 100 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2005
    Monthly Fee: $467
       Tax: $29,195 (2025)
    Community: Conrad Beach
    Single Family


    Estimated Monthly Payment: $16,045 (change assumption)
    Mortgage ($13,145) + Fees ($467) + Taxes in 2025 ($2,433)


    Taxes:$29,195

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

    $999,999113 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


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,000116 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,888 (change assumption)
    Mortgage ($12,054) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,140,000224 Days on yellowkey   MLS ID: A4668868

    REDUCED by $35,000 (1.1%) on 05/29/2026

    For Sale A4668868 - 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1966
    Monthly Fee: $21
       Tax: $26,814 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $19,461 (change assumption)
    Mortgage ($17,205) + Fees ($21) + Taxes in 2025 ($2,235)


    Taxes:$26,814

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 761 NORTON ST, LONGBOAT KEY, FL 34228

    $4,390,000127 Days on yellowkey   MLS ID: A4677200

    For Sale A4677200 - 761 NORTON ST, LONGBOAT KEY, FL 34228 66 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4674
       Built: 2004   Tax: $14,281 (2024)
    Community: Sleepy Lagoon Park 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,244 (change assumption)
    Mortgage ($24,054) + Taxes in 2024 ($1,190)


    Taxes:$14,281

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $5,995,000127 Days on yellowkey   MLS ID: A4678978

    For Sale A4678978 - 6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 60 photos

    Bed: 4   Bath: 5.0   Gar: 9
    Liv Area Sq Ft: 4224
       Built: 2021   Tax: $94,565 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $40,729 (change assumption)
    Mortgage ($32,848) + Taxes in 2025 ($7,880)


    Taxes:$94,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6664 & 6660 & 6670 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $18,500,0008 Days on yellowkey   MLS ID: A4694502

    For Sale A4694502 - 6664 & 6660 & 6670 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 10298
       Built: 1955   Tax: $34,371 (2025)
    Community: Robert Lennox
    Single Family


    Estimated Monthly Payment: $104,232 (change assumption)
    Mortgage ($101,367) + Taxes in 2025 ($2,864)


    Taxes:$34,371

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2945 PYRULA DR, LONGBOAT KEY, FL 34228

    $3,125,00014 Days on yellowkey   MLS ID: O6408404

    For Sale O6408404 - 2945 PYRULA DR, LONGBOAT KEY, FL 34228 50 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3815
       Built: 2024   Tax: $36,325 (2025)
    Community: Coquina Beach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,150 (change assumption)
    Mortgage ($17,123) + Taxes in 2025 ($3,027)


    Taxes:$36,325

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 500 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,149,00080 Days on yellowkey   MLS ID: A4683571

    REDUCED by $50,000 (2.3%) on 05/04/2026

    For Sale A4683571 - 500 HALYARD LN, LONGBOAT KEY, FL 34228 50 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: $13,794 (change assumption)
    Mortgage ($11,775) + Fees ($21) + Taxes in 2025 ($1,998)


    Taxes:$23,973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $3,995,000287 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


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,00094 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


  • 6330 LAGUNA DR, LONGBOAT KEY, FL 34228

    $1,999,979192 Days on yellowkey   MLS ID: A4672554

    REDUCED by $10 (0.0%) on 05/28/2026

    For Sale A4672554 - 6330 LAGUNA DR, LONGBOAT KEY, FL 34228 62 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


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,399,99984 Days on yellowkey   MLS ID: A4684840

    REDUCED by $159,001 (10.2%) on 05/04/2026

    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: $9,997 (change assumption)
    Mortgage ($7,671) + 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


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,599,00072 Days on yellowkey   MLS ID: A4686553

    REDUCED by $96,000 (3.6%) on 04/25/2026

    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: 2012
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,364 (change assumption)
    Mortgage ($14,241) + 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


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000227 Days on yellowkey   MLS ID: A4668463

    For Sale A4668463 - 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228 98 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3976
       Built: 2015
    Monthly Fee: $8
       Tax: $47,046 (2024)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,051 (change assumption)
    Mortgage ($27,123) + Fees ($8) + Taxes in 2024 ($3,920)


    Taxes:$47,046

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $7,900,000197 Days on yellowkey   MLS ID: A4672059

    REDUCED by $800,000 (9.2%) on 05/06/2026

    For Sale A4672059 - 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3485
       Built: 1981
    Monthly Fee: $517
       Tax: $28,036 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $46,140 (change assumption)
    Mortgage ($43,287) + Fees ($517) + Taxes in 2024 ($2,336)


    Taxes:$28,036

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3530 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $2,495,000116 Days on yellowkey   MLS ID: A4680887

    REDUCED by $200,000 (7.4%) on 05/11/2026

    For Sale A4680887 - 3530 MISTLETOE LN, LONGBOAT KEY, FL 34228 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3102
       Built: 1991
    Monthly Fee: $1,083
       Tax: $20,603 (2025)
    Community: Coreys Landing
    Single Family


    Estimated Monthly Payment: $16,471 (change assumption)
    Mortgage ($13,671) + Fees ($1,083) + Taxes in 2025 ($1,717)


    Taxes:$20,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7143 LA LENAIRE DR, LONGBOAT KEY, FL 34228

    $5,995,0002 Days on yellowkey   MLS ID: A4694196

    For Sale A4694196 - 7143 LA LENAIRE DR, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2721
       Built: 2010
    Monthly Fee: $317
       Tax: $17,255 (2025)
    Community: Jew Fish Key
    Single Family


    Estimated Monthly Payment: $34,603 (change assumption)
    Mortgage ($32,848) + Fees ($317) + Taxes in 2025 ($1,438)


    Taxes:$17,255

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228

    $2,399,00062 Days on yellowkey   MLS ID: A4687604

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $100,000 (4.0%) on 05/13/2026

    For Sale A4687604 - 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3230
       Built: 1967   Tax: $19,370 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,759 (change assumption)
    Mortgage ($13,145) + Taxes in 2025 ($1,614)


    Taxes:$19,370

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.