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Longboat Key Homes For Sale & Real Estate - 411 homes

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

Location: Longboat Key

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  • 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228

    $1,495,000292 Days on yellowkey   MLS ID: A4656887

    For Sale A4656887 - 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228 99 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1513
       Built: 1973   Tax: $14,482 (2024)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,398 (change assumption)
    Mortgage ($8,192) + Taxes in 2024 ($1,207)


    Taxes:$14,482

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00039 Days on yellowkey   MLS ID: A4686539

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 573 SPINNAKER LN, LONGBOAT KEY, FL 34228

    $2,995,000176 Days on yellowkey   MLS ID: A4668083

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale A4668083 - 573 SPINNAKER LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3926
       Built: 1998
    Monthly Fee: $8
       Tax: $17,104 (2024)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,844 (change assumption)
    Mortgage ($16,411) + Fees ($8) + Taxes in 2024 ($1,425)


    Taxes:$17,104

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000183 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


  • 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228

    $338,90099 Days on yellowkey   MLS ID: A4678390

    For Sale A4678390 - 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969   Tax: $4,654 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($388)


    Taxes:$4,654

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4955 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $5,650,00039 Days on yellowkey   MLS ID: A4686511

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4686511 - 4955 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3122
       Built: 2007
    Monthly Fee: $6,860
       Tax: $23,380 (2025)
    Community: Positano
    Spa: Yes

    Condo


    Estimated Monthly Payment: $39,766 (change assumption)
    Mortgage ($30,958) + Fees ($6,860) + Taxes in 2025 ($1,948)


    Taxes:$23,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $950,00057 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


  • 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228

    $5,895,000102 Days on yellowkey   MLS ID: A4677613

    For Sale A4677613 - 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 2007   Tax: $47,519 (2024)
    Community: Positano
    Spa: No

    Condo


    Estimated Monthly Payment: $36,260 (change assumption)
    Mortgage ($32,301) + Taxes in 2024 ($3,960)


    Taxes:$47,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $7,800,000128 Days on yellowkey   MLS ID: A4673495

    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: $45,892 (change assumption)
    Mortgage ($42,739) + 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

    $2,750,000134 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


  • 340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,345,000137 Days on yellowkey   MLS ID: A4674650

    For Sale A4674650 - 340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2314
       Built: 1991
    Monthly Fee: $3,033
       Tax: $16,082 (2024)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,222 (change assumption)
    Mortgage ($12,849) + Fees ($3,033) + Taxes in 2024 ($1,340)


    Taxes:$16,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $2,995,000150 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


  • 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $1,215,000163 Days on yellowkey   MLS ID: A4671935

    For Sale A4671935 - 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1984
    Monthly Fee: $1,904
       Tax: $5,841 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,048 (change assumption)
    Mortgage ($6,657) + Fees ($1,904) + Taxes in 2024 ($487)


    Taxes:$5,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $899,000163 Days on yellowkey   MLS ID: A4671664

    For Sale A4671664 - 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1172
       Built: 1979   Tax: $7,815 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,577 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 865 LONGBOAT CLUB RD, LONGBOAT KEY, FL 34228

    $18,700,000215 Days on yellowkey   MLS ID: A4665431

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4665431 - 865 LONGBOAT CLUB RD, LONGBOAT KEY, FL 34228 86 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 9328
       Built: 2001
    Monthly Fee: $129
       Tax: $89,855 (2024)
    Community: Regent Court
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $110,080 (change assumption)
    Mortgage ($102,463) + Fees ($129) + Taxes in 2024 ($7,488)


    Taxes:$89,855

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $8,925,000334 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

    $15,000,000373 Days on yellowkey   MLS ID: A4648957

    For Sale A4648957 - 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228 35 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


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

    $3,295,000375 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


  • 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,435,000437 Days on yellowkey   MLS ID: A4640109

    REDUCED by $40,000 (2.7%) on 04/23/2026

    For Sale A4640109 - 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2265
       Built: 1960
    Monthly Fee: $50
       Tax: $7,932 (2025)
    Community: Longboat Shores Rev
    Single Family


    Estimated Monthly Payment: $8,574 (change assumption)
    Mortgage ($7,863) + Fees ($50) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228

    $1,399,000207 Days on yellowkey   MLS ID: A4666117

    REDUCED by $51,000 (3.5%) on 04/23/2026

    For Sale A4666117 - 775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1524
       Built: 1984
    Monthly Fee: $1,904
       Tax: $11,854 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,557 (change assumption)
    Mortgage ($7,666) + Fees ($1,904) + Taxes in 2024 ($988)


    Taxes:$11,854

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Longboat Key home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Longboat Key listings.



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.