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Longboat Key Homes For Sale & Real Estate - 419 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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  • 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228

    $2,495,000114 Days on yellowkey   MLS ID: A4681142

    For Sale A4681142 - 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228 68 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2580
       Built: 1991   Tax: $25,314 (2025)
    Community: Sanctuary Iii
    Condo


    Estimated Monthly Payment: $15,780 (change assumption)
    Mortgage ($13,671) + Taxes in 2025 ($2,110)


    Taxes:$25,314

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 721 BINNACLE POINT DR, LONGBOAT KEY, FL 34228

    $1,595,000485 Days on yellowkey   MLS ID: NS1083611

    REDUCED by $4,000 (0.3%) on 05/07/2026

    For Sale NS1083611 - 721 BINNACLE POINT DR, LONGBOAT KEY, FL 34228 8 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3229
       Built: 1973
    Monthly Fee: $50
       Tax: $6,896 (2024)
    Community: Emerald Harbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,364 (change assumption)
    Mortgage ($8,740) + Fees ($50) + Taxes in 2024 ($575)


    Taxes:$6,896

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2024

    Middle School: Electa Arcotte Lee Magnet


  • 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228

    $335,0008 Days on yellowkey   MLS ID: A4693850

    For Sale A4693850 - 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,346
       Tax: $2,934 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($1,836) + Fees ($1,346) + Taxes in 2025 ($245)


    Taxes:$2,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228

    $275,0008 Days on yellowkey   MLS ID: A4694327

    For Sale A4694327 - 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $37,001
       Tax: $2,306 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $38,700 (change assumption)
    Mortgage ($1,507) + Fees ($37,001) + Taxes in 2025 ($192)


    Taxes:$2,306

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $8,925,000368 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


  • 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228

    $649,900126 Days on yellowkey   MLS ID: A4679011

    REDUCED by $10,100 (1.5%) on 04/30/2026

    For Sale A4679011 - 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228 99 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969
    Monthly Fee: $1,410
       Tax: $6,739 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($3,561) + Fees ($1,410) + Taxes in 2024 ($562)


    Taxes:$6,739

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $3,200,000230 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


  • 3010 GRAND BAY BLVD #432, LONGBOAT KEY, FL 34228

    $1,245,00095 Days on yellowkey   MLS ID: A4683353

    REDUCED by $154,000 (11.0%) on 05/21/2026

    For Sale A4683353 - 3010 GRAND BAY BLVD #432, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2143
       Built: 1999
    Monthly Fee: $175
       Tax: $14,342 (2025)
    Community: Grand Bay 4
    Condo


    Estimated Monthly Payment: $8,192 (change assumption)
    Mortgage ($6,822) + Fees ($175) + Taxes in 2025 ($1,195)


    Taxes:$14,342

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $2,890,000266 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


  • 340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228

    $2,995,000143 Days on yellowkey   MLS ID: A4677173

    For Sale A4677173 - 340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2880
       Built: 1991   Tax: $22,280 (2024)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,267 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($1,857)


    Taxes:$22,280

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228

    $1,115,000238 Days on yellowkey   MLS ID: A4667039

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale A4667039 - 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982
    Monthly Fee: $1,418
       Tax: $9,141 (2024)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $8,289 (change assumption)
    Mortgage ($6,109) + Fees ($1,418) + Taxes in 2024 ($762)


    Taxes:$9,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $4,395,000441 Days on yellowkey   MLS ID: A4643048

    For Sale A4643048 - 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2001   Tax: $40,054 (2024)
    Community: En Provence
    Spa: Yes

    Condo


    Estimated Monthly Payment: $27,419 (change assumption)
    Mortgage ($24,082) + Taxes in 2024 ($3,338)


    Taxes:$40,054

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228

    $387,561209 Days on yellowkey   MLS ID: A4670555

    For Sale A4670555 - 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228 41 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1969   Tax: $6,431 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,124) + Taxes in 2024 ($536)


    Taxes:$6,431

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228

    $950,000268 Days on yellowkey   MLS ID: A4663925

    For Sale A4663925 - 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $10,451 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($871)


    Taxes:$10,451

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228

    $949,000115 Days on yellowkey   MLS ID: A4680403

    REDUCED by $101,000 (9.6%) on 05/20/2026

    For Sale A4680403 - 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228 83 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988   Tax: $8,565 (2025)
    Community: Winding Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $5,914 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($714)


    Taxes:$8,565

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $545,000147 Days on yellowkey   MLS ID: A4676730

    For Sale A4676730 - 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $6,784 (2024)
    Community: Covert Ii
    Condo


    Estimated Monthly Payment: $3,552 (change assumption)
    Mortgage ($2,986) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $2,499,00031 Days on yellowkey   MLS ID: A4691690

    2 Days Off yellowkey (back on 5/6/2026)

    For Sale A4691690 - 1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $33,640 (2025)
    Community: Water Clubi/Longboat Key Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,496 (change assumption)
    Mortgage ($13,693) + Taxes in 2025 ($2,803)


    Taxes:$33,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228

    $1,075,000151 Days on yellowkey   MLS ID: A4676411

    REDUCED by $25,000 (2.3%) on 05/20/2026

    For Sale A4676411 - 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228 78 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 1992   Tax: $13,341 (2025)
    Community: Tangerine Bay Club
    Spa: No

    Condo


    Estimated Monthly Payment: $7,002 (change assumption)
    Mortgage ($5,890) + Taxes in 2025 ($1,112)


    Taxes:$13,341

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228

    $795,00052 Days on yellowkey   MLS ID: A4686581

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale A4686581 - 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 1988   Tax: $4,919 (2025)
    Community: Winding Oaks
    Condo


    Estimated Monthly Payment: $4,766 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($410)


    Taxes:$4,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2550 HARBOURSIDE DR #324, LONGBOAT KEY, FL 34228

    $1,595,000143 Days on yellowkey   MLS ID: A4676912

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale A4676912 - 2550 HARBOURSIDE DR #324, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $15,739 (2025)
    Community: Marina Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,051 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($1,312)


    Taxes:$15,739

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.