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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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  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,295,000246 Days on yellowkey   MLS ID: A4669195

    REDUCED by $200,000 (4.4%) on 06/16/2026

    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: $24,539 (change assumption)
    Mortgage ($23,534) + 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


  • 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,495,00013 Days on yellowkey   MLS ID: A4696767

    For Sale A4696767 - 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2026
    Monthly Fee: $50
       Tax: $4,789 (2025)
    Community: Longboat Shores Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,079 (change assumption)
    Mortgage ($24,630) + Fees ($50) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $12,250,0001 Day on yellowkey   MLS ID: A4697649

    For Sale A4697649 - 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 15 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5120
       Built: 2026   Tax: $20,619 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $68,840 (change assumption)
    Mortgage ($67,122) + Taxes in 2025 ($1,718)


    Taxes:$20,619

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,00029 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


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,695,000321 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


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $3,890,000492 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


  • 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,550,00033 Days on yellowkey   MLS ID: A4694532

    For Sale A4694532 - 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4154
       Built: 1994
    Monthly Fee: $833
       Tax: $22,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,698 (change assumption)
    Mortgage ($13,972) + Fees ($833) + Taxes in 2025 ($1,893)


    Taxes:$22,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2945 PYRULA DR, LONGBOAT KEY, FL 34228

    $3,125,00040 Days on yellowkey   MLS ID: O6408404

    For Sale O6408404 - 2945 PYRULA DR, LONGBOAT KEY, FL 34228 53 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4340
       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


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,550,000268 Days on yellowkey   MLS ID: A4666688

    REDUCED by $200,000 (4.2%) on 04/29/2026

    For Sale A4666688 - 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228 93 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 1987   Tax: $16,980 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $26,346 (change assumption)
    Mortgage ($24,931) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $13,995,000159 Days on yellowkey   MLS ID: A4677413

    For Sale A4677413 - 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228 75 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6616
       Built: 2026   Tax: $42,641 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $80,236 (change assumption)
    Mortgage ($76,683) + Taxes in 2025 ($3,553)


    Taxes:$42,641

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 530 CHIPPING LN, LONGBOAT KEY, FL 34228

    $5,799,000109 Days on yellowkey   MLS ID: A4685275

    For Sale A4685275 - 530 CHIPPING LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4216
       Built: 2026
    Monthly Fee: $21
       Tax: $16,910 (2025)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $33,205 (change assumption)
    Mortgage ($31,775) + Fees ($21) + Taxes in 2025 ($1,409)


    Taxes:$16,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,650,00025 Days on yellowkey   MLS ID: A4695291

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale A4695291 - 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3544
       Built: 1996
    Monthly Fee: $833
       Tax: $16,169 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,701 (change assumption)
    Mortgage ($14,520) + Fees ($833) + Taxes in 2025 ($1,347)


    Taxes:$16,169

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228

    $7,488,000261 Days on yellowkey   MLS ID: A4667459

    For Sale A4667459 - 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228 58 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4507
       Built: 2007
    Monthly Fee: $58
       Tax: $29,603 (2024)
    Community: Hideaway Bay Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $43,554 (change assumption)
    Mortgage ($41,029) + Fees ($58) + Taxes in 2024 ($2,467)


    Taxes:$29,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $22,500,000476 Days on yellowkey   MLS ID: A4643123

    For Sale A4643123 - 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 94 photos

    Bed: 6   Bath: 8.0   Gar: 9
    Liv Area Sq Ft: 9243
       Built: 2024   Tax: $32,107 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $125,960 (change assumption)
    Mortgage ($123,285) + Taxes in 2024 ($2,676)


    Taxes:$32,107

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228

    $11,900,00055 Days on yellowkey   MLS ID: A4692027

    For Sale A4692027 - 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228 5 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


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

    $9,995,000259 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


  • 6680 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $13,499,000132 Days on yellowkey   MLS ID: A4682193

    For Sale A4682193 - 6680 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 6   Bath: 6.5   Gar: 6
    Liv Area Sq Ft: 6408
       Built: 2020   Tax: $22,777 (2025)
    Community: Rauch
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $75,863 (change assumption)
    Mortgage ($73,965) + Taxes in 2025 ($1,898)


    Taxes:$22,777

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000225 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 92 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


  • 677 LANDS END DR, LONGBOAT KEY, FL 34228

    $2,695,000128 Days on yellowkey   MLS ID: A4682565

    REDUCED by $95,000 (3.4%) on 06/12/2026

    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: $18,514 (change assumption)
    Mortgage ($14,767) + 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


  • 3344 SABAL COVE LN, LONGBOAT KEY, FL 34228

    $1,699,00042 Days on yellowkey   MLS ID: A4693445

    2 Days Off yellowkey (back on 6/14/2026)

    For Sale A4693445 - 3344 SABAL COVE LN, LONGBOAT KEY, FL 34228 32 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3639
       Built: 1994
    Monthly Fee: $192
       Tax: $13,765 (2025)
    Community: Sabal Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,648 (change assumption)
    Mortgage ($9,309) + Fees ($192) + Taxes in 2025 ($1,147)


    Taxes:$13,765

    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.