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Longboat Key Homes for Sale in Longboat Key - 62 homes

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

Location: Longboat Key, Longboat Key

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  • 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228

    $3,275,000167 Days on yellowkey   MLS ID: A4677632

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale A4677632 - 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 3273
       Built: 1999   Tax: $26,304 (2024)
    Community: Water Club At Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $20,137 (change assumption)
    Mortgage ($17,945) + Taxes in 2024 ($2,192)


    Taxes:$26,304

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


  • 617 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,350,00045 Days on yellowkey   MLS ID: A4692822

    REDUCED by $145,000 (5.8%) on 06/10/2026

    For Sale A4692822 - 617 ROUNTREE DR, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 1973
    Monthly Fee: $250
       Tax: $7,892 (2025)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,784 (change assumption)
    Mortgage ($12,876) + Fees ($250) + Taxes in 2025 ($658)


    Taxes:$7,892

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $38,450,000112 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


  • 2600 HARBOURSIDE DR #H06, LONGBOAT KEY, FL 34228

    $250,00035 Days on yellowkey   MLS ID: A4694669

    For Sale A4694669 - 2600 HARBOURSIDE DR #H06, LONGBOAT KEY, FL 34228 31 photos

    Bed:    Bath: 0.0
    Monthly Fee: $333
       Tax: $2,658 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,370) + Fees ($333) + Taxes in 2025 ($222)


    Taxes:$2,658

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228

    $2,400,000254 Days on yellowkey   MLS ID: A4668544

    For Sale A4668544 - 1591 GULF OF MEXICO DR #512, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2154
       Built: 2024
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $13,150 (change assumption)
    Mortgage ($13,150) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,350,000260 Days on yellowkey   MLS ID: A4667938

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $21,016 (change assumption)
    Mortgage ($18,356) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,000119 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 940
       Built: 1996   Tax: $8,141 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($678)


    Taxes:$8,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $7,495,000190 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


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,750,000196 Days on yellowkey   MLS ID: A4674911

    REDUCED by $200,000 (6.8%) on 04/20/2026

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,546 (change assumption)
    Mortgage ($15,068) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228

    $2,995,000212 Days on yellowkey   MLS ID: A4673061

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

    REDUCED by $200,000 (6.3%) on 04/13/2026

    For Sale A4673061 - 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2634
       Built: 1994   Tax: $20,474 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,117 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($1,706)


    Taxes:$20,474

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $3,295,000437 Days on yellowkey   MLS ID: A4648856

    For Sale A4648856 - 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 64 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $27,359 (2024)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,334 (change assumption)
    Mortgage ($18,054) + Taxes in 2024 ($2,280)


    Taxes:$27,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $845,000148 Days on yellowkey   MLS ID: A4680514

    REDUCED by $50,000 (5.6%) on 06/03/2026

    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: $6,182 (change assumption)
    Mortgage ($4,630) + Taxes in 2024 ($1,552)


    Taxes:$18,621

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $5,999,000350 Days on yellowkey   MLS ID: A4658325

    For Sale A4658325 - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 87 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3921
       Built: 2016
    Monthly Fee: $7,501
       Tax: $69,970 (2024)
    Community: Aria Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $46,202 (change assumption)
    Mortgage ($32,870) + Fees ($7,501) + Taxes in 2024 ($5,831)


    Taxes:$69,970

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00088 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,600,000108 Days on yellowkey   MLS ID: A4685503

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

    REDUCED by $150,000 (2.2%) on 04/30/2026

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $40,335 (change assumption)
    Mortgage ($36,163) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228

    $2,890,000294 Days on yellowkey   MLS ID: A4663998

    For Sale A4663998 - 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $32,005 (2025)
    Community: L Ambiance At Longboat Key Club Ph 02
    Condo


    Estimated Monthly Payment: $18,502 (change assumption)
    Mortgage ($15,835) + Taxes in 2025 ($2,667)


    Taxes:$32,005

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228

    $1,099,000260 Days on yellowkey   MLS ID: A4667851

    REDUCED by $40,000 (3.5%) on 05/27/2026

    For Sale A4667851 - 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2000
       Built: 1996   Tax: $14,616 (2025)
    Community: Water Club At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,240 (change assumption)
    Mortgage ($6,022) + Taxes in 2025 ($1,218)


    Taxes:$14,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228

    $2,750,000281 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1556
       Built: 2025   Tax: $25,560 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($2,130)


    Taxes:$25,560

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6851 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,775,000147 Days on yellowkey   MLS ID: A4675356

    For Sale A4675356 - 6851 LONGBOAT DR S, LONGBOAT KEY, FL 34228 42 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2643
       Built: 1986   Tax: $9,196 (2024)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $10,492 (change assumption)
    Mortgage ($9,726) + Taxes in 2024 ($766)


    Taxes:$9,196

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228

    $3,200,000258 Days on yellowkey   MLS ID: A4668015

    REDUCED by $300,000 (8.6%) on 05/14/2026

    For Sale A4668015 - 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $29,083 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,957 (change assumption)
    Mortgage ($17,534) + Taxes in 2024 ($2,424)


    Taxes:$29,083

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Pine View School




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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.