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Displaying: For Sale

Location: Longboat Key

Property Type(s): Single Family

Living Area Square Feet: 3500+

Longboat Key - 41 properties found

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

    $3,995,000313 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


  • 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $38,450,000110 Days on yellowkey   MLS ID: A4681869

    For Sale A4681869 - 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 62 photos

    Bed: 11   Bath: 15.0   Gar: 7
    Liv Area Sq Ft: 17199
       Built: 2026   Tax: $82,342 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $217,542 (change assumption)
    Mortgage ($210,680) + Taxes in 2025 ($6,862)


    Taxes:$82,342

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $18,500,00034 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


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000253 Days on yellowkey   MLS ID: A4668463

    1 Days Off yellowkey (back on 6/5/2026)

    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


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

    $7,495,000188 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


  • 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $8,925,000394 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


  • 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $15,000,000433 Days on yellowkey   MLS ID: A4648957

    For Sale A4648957 - 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228 42 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4925
       Built: 2025   Tax: $44,748 (2024)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,919 (change assumption)
    Mortgage ($82,190) + Taxes in 2024 ($3,729)


    Taxes:$44,748

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 761 NORTON ST, LONGBOAT KEY, FL 34228

    $4,290,000153 Days on yellowkey   MLS ID: A4677200

    REDUCED by $100,000 (2.3%) on 05/30/2026

    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: $24,696 (change assumption)
    Mortgage ($23,506) + 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


  • 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228

    $9,700,000230 Days on yellowkey   MLS ID: A4671218

    For Sale A4671218 - 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228 64 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5245
       Built: 2011
    Monthly Fee: $802
       Tax: $46,237 (2025)
    Community: Bay Isles
    Spa: No

    Single Family


    Estimated Monthly Payment: $57,804 (change assumption)
    Mortgage ($53,149) + Fees ($802) + Taxes in 2025 ($3,853)


    Taxes:$46,237

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 591 #A GOLF LINKS LN, LONGBOAT KEY, FL 34228

    $7,299,000133 Days on yellowkey   MLS ID: A4681766

    For Sale A4681766 - 591 #A GOLF LINKS LN, LONGBOAT KEY, FL 34228 21 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4452
       Built: 2025
    Monthly Fee: $17
       Tax: $24,753 (2025)
    Community: Country Club Shores Sec 03
    Single Family


    Estimated Monthly Payment: $42,073 (change assumption)
    Mortgage ($39,994) + Fees ($17) + Taxes in 2025 ($2,063)


    Taxes:$24,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 600 PUTTER LN, LONGBOAT KEY, FL 34228

    $9,400,000537 Days on yellowkey   MLS ID: A4633484

    REDUCED by $1,100,000 (10.5%) on 05/19/2026

    For Sale A4633484 - 600 PUTTER LN, LONGBOAT KEY, FL 34228 44 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5982
       Built: 2017
    Monthly Fee: $17
       Tax: $69,287 (2025)
    Community: Country Club Shores, Unit 5, Sec 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,296 (change assumption)
    Mortgage ($51,506) + Fees ($17) + Taxes in 2025 ($5,774)


    Taxes:$69,287

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000299 Days on yellowkey   MLS ID: A4663499

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 77 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 1005 BOGEY LN, LONGBOAT KEY, FL 34228

    $3,300,000148 Days on yellowkey   MLS ID: A4680006

    For Sale A4680006 - 1005 BOGEY LN, LONGBOAT KEY, FL 34228 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2017
    Monthly Fee: $21
       Tax: $19,847 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,757 (change assumption)
    Mortgage ($18,082) + Fees ($21) + Taxes in 2025 ($1,654)


    Taxes:$19,847

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $3,600,00096 Days on yellowkey   MLS ID: A4686948

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $200,000 (5.3%) on 04/08/2026

    For Sale A4686948 - 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228 59 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3732
       Built: 1990
    Monthly Fee: $833
       Tax: $33,616 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,360 (change assumption)
    Mortgage ($19,726) + Fees ($833) + Taxes in 2025 ($2,801)


    Taxes:$33,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228

    $5,000,000218 Days on yellowkey   MLS ID: TB8448347

    REDUCED by $235,000 (4.5%) on 05/07/2026

    For Sale TB8448347 - 7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 3503
       Built: 1990
    Monthly Fee: $283
       Tax: $33,963 (2023)
    Community: Jewfish Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,510 (change assumption)
    Mortgage ($27,397) + Fees ($283) + Taxes in 2023 ($2,830)


    Taxes:$33,963

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2023

    Middle School: W.D. Sugg Middle


  • 550 YARDARM LN, LONGBOAT KEY, FL 34228

    $3,775,000216 Days on yellowkey   MLS ID: A4672604

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

    REDUCED by $20,000 (0.5%) on 04/28/2026

    For Sale A4672604 - 550 YARDARM LN, LONGBOAT KEY, FL 34228 79 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4281
       Built: 2006
    Monthly Fee: $23
       Tax: $16,615 (2024)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,092 (change assumption)
    Mortgage ($20,684) + Fees ($23) + Taxes in 2024 ($1,385)


    Taxes:$16,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $4,000,00057 Days on yellowkey   MLS ID: A4691388

    For Sale A4691388 - 592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 1 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 3600
       Built: 2027   Tax: $6,949 (2025)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,496 (change assumption)
    Mortgage ($21,917) + Taxes in 2025 ($579)


    Taxes:$6,949

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,595,000246 Days on yellowkey   MLS ID: A4667842

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $50,000 (1.9%) on 04/28/2026

    For Sale A4667842 - 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228 76 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4510
       Built: 1992   Tax: $20,206 (2024)
    Community: Coreys Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,903 (change assumption)
    Mortgage ($14,219) + Taxes in 2024 ($1,684)


    Taxes:$20,206

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6685 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $15,550,000215 Days on yellowkey   MLS ID: A4671535

    For Sale A4671535 - 6685 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 84 photos

    Bed: 8   Bath: 9.0   Gar: 4
    Liv Area Sq Ft: 12752
       Built: 1982   Tax: $68,724 (2024)
    Community: T J Oxford
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $90,930 (change assumption)
    Mortgage ($85,203) + Taxes in 2024 ($5,727)


    Taxes:$68,724

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 519 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $6,488,00070 Days on yellowkey   MLS ID: A4690210

    For Sale A4690210 - 519 ROUNTREE DR, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3554
       Built: 2025
    Monthly Fee: $250
       Tax: $9,330 (2024)
    Community: Longboat Key Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $36,577 (change assumption)
    Mortgage ($35,550) + Fees ($250) + Taxes in 2024 ($778)


    Taxes:$9,330

    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.