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Longboat Key Homes for Sale in Longboat Key - 61 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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  • 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228

    $3,500,000187 Days on yellowkey   MLS ID: A4668015

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

    Bed: 3   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: $21,601 (change assumption)
    Mortgage ($19,178) + Taxes in 2024 ($2,424)


    Taxes:$29,083

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Pine View School


  • 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,090,00042 Days on yellowkey   MLS ID: A4684733

    For Sale A4684733 - 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1384
       Built: 1963   Tax: $15,835 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,292 (change assumption)
    Mortgage ($5,972) + Taxes in 2024 ($1,320)


    Taxes:$15,835

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 6801 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,175,00046 Days on yellowkey   MLS ID: A4684153

    1 Days Off yellowkey (back on 3/5/2026)

    For Sale A4684153 - 6801 LONGBOAT DR S, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1328
       Built: 1959   Tax: $14,053 (2024)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $7,609 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($1,171)


    Taxes:$14,053

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,00055 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 761 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,499,000153 Days on yellowkey   MLS ID: A4672164

    For Sale A4672164 - 761 TARAWITT DR, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2377
       Built: 1981   Tax: $10,693 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,105 (change assumption)
    Mortgage ($8,213) + Taxes in 2024 ($891)


    Taxes:$10,693

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 519 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $6,488,000Listed 04/15/2026 9:24PM   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


  • 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228

    $1,099,00027 Days on yellowkey   MLS ID: A4686787

    REDUCED by $100,000 (8.3%) on 04/15/2026

    For Sale A4686787 - 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 1934   Tax: $6,672 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,578 (change assumption)
    Mortgage ($6,022) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $38,450,00041 Days on yellowkey   MLS ID: A4681869

    For Sale A4681869 - 5965 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 63 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


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,00064 Days on yellowkey   MLS ID: A4682225

    For Sale A4682225 - 690 FOX ST, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1967   Tax: $10,397 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $4,839 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($866)


    Taxes:$10,397

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 569 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,890,000161 Days on yellowkey   MLS ID: A4670192

    For Sale A4670192 - 569 ROUNTREE DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3428
       Built: 2024
    Monthly Fee: $167
       Tax: $15,281 (2024)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,276 (change assumption)
    Mortgage ($15,835) + Fees ($167) + Taxes in 2024 ($1,273)


    Taxes:$15,281

    Elementary School: Pine View School

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $2,995,000141 Days on yellowkey   MLS ID: A4673061

    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


  • 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228

    $985,000374 Days on yellowkey   MLS ID: A4646560

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale A4646560 - 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228 27 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $1,032
       Tax: $7,286 (2025)
    Community: Lbk Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $7,036 (change assumption)
    Mortgage ($5,397) + Fees ($1,032) + Taxes in 2025 ($607)


    Taxes:$7,286

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $3,995,000244 Days on yellowkey   MLS ID: A4661988

    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


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,00041 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6851 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,775,00076 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


  • 3710 GULF OF MEXICO DR #F1, LONGBOAT KEY, FL 34228

    $139,900154 Days on yellowkey   MLS ID: A4671498

    For Sale A4671498 - 3710 GULF OF MEXICO DR #F1, LONGBOAT KEY, FL 34228 16 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 620
       Built: 1974
    Monthly Fee: $290
       Tax: $2,407 (2025)
    Community: Gulfshore Of Longboat Key
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $1,257 (change assumption)
    Mortgage ($767) + Fees ($290) + Taxes in 2025 ($201)


    Taxes:$2,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6841 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,050,000119 Days on yellowkey   MLS ID: A4674302

    0 Days Off yellowkey (back on 4/9/2026)

    REDUCED by $45,000 (4.1%) on 04/01/2026

    For Sale A4674302 - 6841 LONGBOAT DR S, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1935   Tax: $13,113 (2025)
    Community: Longbeach On Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,846 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($1,093)


    Taxes:$13,113

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228

    $1,499,90055 Days on yellowkey   MLS ID: A4683420

    REDUCED by $80,100 (5.1%) on 04/08/2026

    For Sale A4683420 - 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 1963   Tax: $14,125 (2025)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,396 (change assumption)
    Mortgage ($8,218) + Taxes in 2025 ($1,177)


    Taxes:$14,125

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $2,950,000125 Days on yellowkey   MLS ID: A4674911

    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: $18,642 (change assumption)
    Mortgage ($16,164) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $6,750,00037 Days on yellowkey   MLS ID: A4685503

    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: $41,157 (change assumption)
    Mortgage ($36,985) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle




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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.