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Longboat Key Homes For Sale & Real Estate - 387 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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  • 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $874,5005 Days on yellowkey   MLS ID: A4689434

    For Sale A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $3,950 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,121 (change assumption)
    Mortgage ($4,792) + Taxes in 2025 ($329)


    Taxes:$3,950

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228

    $1,550,0005 Days on yellowkey   MLS ID: A4688797

    For Sale A4688797 - 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228 91 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $17,374 (2025)
    Community: Sea Gate Club
    Condo


    Estimated Monthly Payment: $9,941 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($1,448)


    Taxes:$17,374

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 100 SANDS POINT RD #108, LONGBOAT KEY, FL 34228

    $925,00018 Days on yellowkey   MLS ID: A4688092

    For Sale A4688092 - 100 SANDS POINT RD #108, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $6,063 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,574 (change assumption)
    Mortgage ($5,068) + Taxes in 2025 ($505)


    Taxes:$6,063

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Pine View School


  • 2341 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $1,399,99013 Days on yellowkey   MLS ID: A4688219

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale A4688219 - 2341 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,814 (2025)
    Community: Harbour Oaks 2
    Spa: No

    Villa


    Estimated Monthly Payment: $10,272 (change assumption)
    Mortgage ($7,671) + Fees ($1,617) + Taxes in 2025 ($984)


    Taxes:$11,814

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 GULF OF MEXICO DR #1214, LONGBOAT KEY, FL 34228

    $99,0007 Days on yellowkey   MLS ID: A4689763

    For Sale A4689763 - 408 GULF OF MEXICO DR #1214, LONGBOAT KEY, FL 34228 10 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $563 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $589 (change assumption)
    Mortgage ($542) + Taxes in 2025 ($47)


    Taxes:$563

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,999,000105 Days on yellowkey   MLS ID: A4676878

    For Sale A4676878 - 510 PUTTER LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1968   Tax: $17,343 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,878 (change assumption)
    Mortgage ($16,432) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,599,99918 Days on yellowkey   MLS ID: A4687694

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,151 (change assumption)
    Mortgage ($14,246) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1085 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228

    $999,00072 Days on yellowkey   MLS ID: A4681713

    For Sale A4681713 - 1085 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1819
       Built: 1981   Tax: $8,830 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($736)


    Taxes:$8,830

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,00052 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228

    $895,000173 Days on yellowkey   MLS ID: A4670081

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale A4670081 - 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,253 (2024)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,758 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($854)


    Taxes:$10,253

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1445 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228

    $1,499,00021 Days on yellowkey   MLS ID: A4687339

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale A4687339 - 1445 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2642
       Built: 1982   Tax: $19,801 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $9,864 (change assumption)
    Mortgage ($8,213) + Taxes in 2025 ($1,650)


    Taxes:$19,801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6951 GULF OF MEXICO DR #14, LONGBOAT KEY, FL 34228

    $899,000371 Days on yellowkey   MLS ID: A4648003

    4 Days Off yellowkey (back on 4/15/2026)

    For Sale A4648003 - 6951 GULF OF MEXICO DR #14, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1170
       Built: 1973   Tax: $11,138 (2024)
    Community: Sea Pines
    Spa: No

    Condo


    Estimated Monthly Payment: $5,854 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($928)


    Taxes:$11,138

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $38,450,00045 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


  • 660 CEDARS CT, LONGBOAT KEY, FL 34228

    $589,00031 Days on yellowkey   MLS ID: A4686661

    For Sale A4686661 - 660 CEDARS CT, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1440
       Built: 1988   Tax: $3,518 (2025)
    Community: Cedars East Sec 1
    Garage Condo


    Estimated Monthly Payment: $3,521 (change assumption)
    Mortgage ($3,227) + Taxes in 2025 ($293)


    Taxes:$3,518

    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

    $2,890,000165 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


  • 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228

    $1,695,00097 Days on yellowkey   MLS ID: A4677880

    For Sale A4677880 - 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $10,399 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,154 (change assumption)
    Mortgage ($9,287) + Taxes in 2025 ($867)


    Taxes:$10,399

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228

    $995,0006 Days on yellowkey   MLS ID: A4689957

    For Sale A4689957 - 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1293
       Built: 1985
    Monthly Fee: $2,208
       Tax: $4,735 (2025)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,055 (change assumption)
    Mortgage ($5,452) + Fees ($2,208) + Taxes in 2025 ($395)


    Taxes:$4,735

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228

    $855,000145 Days on yellowkey   MLS ID: A4673060

    For Sale A4673060 - 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1974   Tax: $7,928 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,346 (change assumption)
    Mortgage ($4,685) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228

    $675,00020 Days on yellowkey   MLS ID: A4687058

    For Sale A4687058 - 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228

    $565,00053 Days on yellowkey   MLS ID: A4683419

    For Sale A4683419 - 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $8,183 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($682)


    Taxes:$8,183

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King 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.