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Longboat Key Homes For Sale & Real Estate - 349 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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  • 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $800,000147 Days on yellowkey   MLS ID: A4683180

    REDUCED by $99,000 (11.0%) on 06/19/2026

    For Sale A4683180 - 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $143
       Tax: $10,215 (2025)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $5,378 (change assumption)
    Mortgage ($4,383) + Fees ($143) + Taxes in 2025 ($851)


    Taxes:$10,215

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $7,900,000250 Days on yellowkey   MLS ID: A4672059

    REDUCED by $800,000 (9.2%) on 05/06/2026

    For Sale A4672059 - 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3485
       Built: 1981
    Monthly Fee: $517
       Tax: $28,036 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $46,140 (change assumption)
    Mortgage ($43,287) + Fees ($517) + Taxes in 2024 ($2,336)


    Taxes:$28,036

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 578 SPANISH DR S, LONGBOAT KEY, FL 34228

    $499,00015 Days on yellowkey   MLS ID: A4698065

    For Sale A4698065 - 578 SPANISH DR S, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1337
       Built: 1969
    Monthly Fee: $1,340
       Tax: $2,025 (2025)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($2,734) + Fees ($1,340) + Taxes in 2025 ($169)


    Taxes:$2,025

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2301 GULF OF MEXICO DR #45N, LONGBOAT KEY, FL 34228

    $625,00015 Days on yellowkey   MLS ID: A4698596

    For Sale A4698596 - 2301 GULF OF MEXICO DR #45N, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $4,789 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,824 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3330 GULF OF MEXICO DR #107D, LONGBOAT KEY, FL 34228

    $675,00081 Days on yellowkey   MLS ID: A4692214

    For Sale A4692214 - 3330 GULF OF MEXICO DR #107D, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1362
       Built: 1971   Tax: $3,367 (2025)
    Community: Longboat Arms
    Condo


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($281)


    Taxes:$3,367

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,950,000119 Days on yellowkey   MLS ID: A4687106

    REDUCED by $450,000 (18.8%) on 05/27/2026

    For Sale A4687106 - 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 1986
    Monthly Fee: $104
       Tax: $21,359 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $12,569 (change assumption)
    Mortgage ($10,685) + Fees ($104) + Taxes in 2025 ($1,780)


    Taxes:$21,359

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $325,00019 Days on yellowkey   MLS ID: A4698791

    For Sale A4698791 - 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 532
       Built: 1967   Tax: $3,248 (2025)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228

    $2,495,000167 Days on yellowkey   MLS ID: A4681142

    For Sale A4681142 - 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228 55 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


  • 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228

    $625,00070 Days on yellowkey   MLS ID: A4693425

    REDUCED by $100,000 (13.8%) on 07/17/2026

    For Sale A4693425 - 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,531 (2025)
    Community: Beachplace Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($794)


    Taxes:$9,531

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228

    $1,790,00060 Days on yellowkey   MLS ID: A4694354

    REDUCED by $160,000 (8.2%) on 07/10/2026

    For Sale A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1982   Tax: $18,938 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $11,386 (change assumption)
    Mortgage ($9,808) + Taxes in 2025 ($1,578)


    Taxes:$18,938

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 4340 FALMOUTH DR #D-204, LONGBOAT KEY, FL 34228

    $479,00025 Days on yellowkey   MLS ID: A4698081

    For Sale A4698081 - 4340 FALMOUTH DR #D-204, LONGBOAT KEY, FL 34228 88 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $5,411 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,076 (change assumption)
    Mortgage ($2,625) + Taxes in 2025 ($451)


    Taxes:$5,411

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $745,000215 Days on yellowkey   MLS ID: A4675789

    REDUCED by $15,000 (2.0%) on 05/12/2026

    For Sale A4675789 - 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1022
       Built: 1973   Tax: $4,183 (2024)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $4,431 (change assumption)
    Mortgage ($4,082) + Taxes in 2024 ($349)


    Taxes:$4,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228

    $350,00091 Days on yellowkey   MLS ID: A4690602

    0 Days Off yellowkey (back on 6/28/2026)

    For Sale A4690602 - 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1429
       Built: 1968   Tax: $2,897 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($241)


    Taxes:$2,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228

    $1,145,000119 Days on yellowkey   MLS ID: A4685023

    1 Days Off yellowkey (back on 6/4/2026)

    REDUCED by $50,000 (4.2%) on 05/11/2026

    For Sale A4685023 - 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $14,345 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,469 (change assumption)
    Mortgage ($6,274) + Taxes in 2025 ($1,195)


    Taxes:$14,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,000147 Days on yellowkey   MLS ID: A4683082

    For Sale A4683082 - 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 1977   Tax: $6,151 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $7,608 (change assumption)
    Mortgage ($7,096) + Taxes in 2025 ($513)


    Taxes:$6,151

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228

    $700,000243 Days on yellowkey   MLS ID: A4672840

    REDUCED by $49,900 (6.7%) on 06/11/2026

    For Sale A4672840 - 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1387
       Built: 1957   Tax: $8,692 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,560 (change assumption)
    Mortgage ($3,836) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228

    $1,798,000197 Days on yellowkey   MLS ID: R4910478

    REDUCED by $141,000 (7.3%) on 05/17/2026

    For Sale R4910478 - 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228 87 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1994
    Monthly Fee: $2,617
       Tax: $17,500 (2024)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,927 (change assumption)
    Mortgage ($9,852) + Fees ($2,617) + Taxes in 2024 ($1,458)


    Taxes:$17,500

    Elementary School: None

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228

    $369,000104 Days on yellowkey   MLS ID: R4911020

    REDUCED by $20,000 (5.1%) on 06/08/2026

    For Sale R4911020 - 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,457
       Tax: $2,813 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,713 (change assumption)
    Mortgage ($2,022) + Fees ($1,457) + Taxes in 2025 ($234)


    Taxes:$2,813

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2819 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $3,590,000270 Days on yellowkey   MLS ID: A4669533

    REDUCED by $109,999 (3.0%) on 07/16/2026

    For Sale A4669533 - 2819 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1173
       Built: 1955   Tax: $36,688 (2024)
    Community: Coquina Beach
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,728 (change assumption)
    Mortgage ($19,671) + Taxes in 2024 ($3,057)


    Taxes:$36,688

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1211 GULF OF MEXICO DR #701, LONGBOAT KEY, FL 34228

    $2,125,00049 Days on yellowkey   MLS ID: A4694983

    For Sale A4694983 - 1211 GULF OF MEXICO DR #701, LONGBOAT KEY, FL 34228 73 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2100
       Built: 1985   Tax: $17,857 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,132 (change assumption)
    Mortgage ($11,644) + Taxes in 2025 ($1,488)


    Taxes:$17,857

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




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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.