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Displaying: For Sale

Location: Longboat Key

Property Type(s): Single Family

Price: $1,000,000+

Longboat Key - 97 properties found

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  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,695,000270 Days on yellowkey   MLS ID: A4661312

    REDUCED by $155,000 (3.2%) on 05/01/2026

    For Sale A4661312 - 569 BAYVIEW DR, LONGBOAT KEY, FL 34228 89 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Bayview Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,731 (change assumption)
    Mortgage ($25,725) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00038 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


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000192 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


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $3,890,000441 Days on yellowkey   MLS ID: A4640902

    For Sale A4640902 - 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 92 photos

    Bed: 5   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 4176
       Built: 2025   Tax: $7,998 (2024)
    Community: Buttonwood Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,981 (change assumption)
    Mortgage ($21,315) + Taxes in 2024 ($666)


    Taxes:$7,998

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 500 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,199,00055 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


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,00091 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 65 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


  • 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $8,700,000172 Days on yellowkey   MLS ID: A4672059

    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: $50,523 (change assumption)
    Mortgage ($47,670) + 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


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,695,000195 Days on yellowkey   MLS ID: A4669195

    REDUCED by $100,000 (2.1%) on 04/22/2026

    For Sale A4669195 - 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,731 (change assumption)
    Mortgage ($25,725) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000174 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 90 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


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

    $9,995,000208 Days on yellowkey   MLS ID: A4667111

    For Sale A4667111 - 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 55 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


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,499,00032 Days on yellowkey   MLS ID: A4687694

    REDUCED by $100,999 (3.9%) on 05/01/2026

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,597 (change assumption)
    Mortgage ($13,693) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 515 FOREST WAY, LONGBOAT KEY, FL 34228

    $1,420,000101 Days on yellowkey   MLS ID: A4679679

    For Sale A4679679 - 515 FOREST WAY, LONGBOAT KEY, FL 34228 53 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2880
       Built: 1989
    Monthly Fee: $1,698
       Tax: $4,802 (2025)
    Community: Cedars East Sec 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,879 (change assumption)
    Mortgage ($7,781) + Fees ($1,698) + Taxes in 2025 ($400)


    Taxes:$4,802

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $5,995,000102 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


  • 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228

    $11,900,0004 Days on yellowkey   MLS ID: A4692027

    For Sale A4692027 - 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228 8 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5689
       Built: 2026
    Monthly Fee: $792
       Tax: $24,527 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $68,040 (change assumption)
    Mortgage ($65,204) + Fees ($792) + Taxes in 2025 ($2,044)


    Taxes:$24,527

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,495,000167 Days on yellowkey   MLS ID: A4672573

    For Sale A4672573 - 333 FIREHOUSE CT, LONGBOAT KEY, FL 34228 83 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2900
       Built: 2016
    Monthly Fee: $467
       Tax: $10,420 (2024)
    Community: Conrad Beach
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,006 (change assumption)
    Mortgage ($13,671) + Fees ($467) + Taxes in 2024 ($868)


    Taxes:$10,420

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 550 YARDARM LN, LONGBOAT KEY, FL 34228

    $3,775,000165 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


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,599,00047 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: 2016
    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


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00059 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


  • 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228

    $3,499,00049 Days on yellowkey   MLS ID: A4686120

    For Sale A4686120 - 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228 97 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 1993
    Monthly Fee: $400
       Tax: $38,212 (2025)
    Community: Sandhamn
    Single Family


    Estimated Monthly Payment: $22,756 (change assumption)
    Mortgage ($19,172) + Fees ($400) + Taxes in 2025 ($3,184)


    Taxes:$38,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,399,000223 Days on yellowkey   MLS ID: A4665445

    For Sale A4665445 - 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228 79 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






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.