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Longboat Key Homes For Sale & Real Estate - 367 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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  • 2600 HARBOURSIDE DR #Q-08, LONGBOAT KEY, FL 34228

    $225,000305 Days on yellowkey   MLS ID: A4664910

    For Sale A4664910 - 2600 HARBOURSIDE DR #Q-08, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $322
       Tax: $2,506 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $1,764 (change assumption)
    Mortgage ($1,233) + Fees ($322) + Taxes in 2025 ($209)


    Taxes:$2,506

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2800 HARBOURSIDE DR #F-06, LONGBOAT KEY, FL 34228

    $339,000132 Days on yellowkey   MLS ID: A4684822

    0 Days Off yellowkey (back on 7/13/2026)

    For Sale A4684822 - 2800 HARBOURSIDE DR #F-06, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $573
       Tax: $3,032 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($1,857) + Fees ($573) + Taxes in 2025 ($253)


    Taxes:$3,032

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1945 GULF OF MEXICO DR #M2-402, LONGBOAT KEY, FL 34228

    $515,00012 Days on yellowkey   MLS ID: TB8525404

    For Sale TB8525404 - 1945 GULF OF MEXICO DR #M2-402, LONGBOAT KEY, FL 34228 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 933
       Built: 1978
    Monthly Fee: $1,333
       Tax: $5,390 (2025)
    Community: Seaplace V
    Condo


    Estimated Monthly Payment: $4,604 (change assumption)
    Mortgage ($2,822) + Fees ($1,333) + Taxes in 2025 ($449)


    Taxes:$5,390

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228

    $649,00025 Days on yellowkey   MLS ID: A4696419

    For Sale A4696419 - 4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $2,383 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 617 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,350,00063 Days on yellowkey   MLS ID: A4692822

    REDUCED by $145,000 (5.8%) on 06/10/2026

    For Sale A4692822 - 617 ROUNTREE DR, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 1998
    Monthly Fee: $250
       Tax: $7,892 (2025)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,784 (change assumption)
    Mortgage ($12,876) + Fees ($250) + Taxes in 2025 ($658)


    Taxes:$7,892

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,795,000183 Days on yellowkey   MLS ID: A4677923

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale A4677923 - 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3417
       Built: 1996
    Monthly Fee: $833
       Tax: $15,229 (2025)
    Community: Queens Harbour
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,417 (change assumption)
    Mortgage ($15,315) + Fees ($833) + Taxes in 2025 ($1,269)


    Taxes:$15,229

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7143 LA LENAIRE DR, LONGBOAT KEY, FL 34228

    $5,995,00048 Days on yellowkey   MLS ID: A4694196

    For Sale A4694196 - 7143 LA LENAIRE DR, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2721
       Built: 2010
    Monthly Fee: $317
       Tax: $17,255 (2025)
    Community: Jew Fish Key
    Single Family


    Estimated Monthly Payment: $34,603 (change assumption)
    Mortgage ($32,848) + Fees ($317) + Taxes in 2025 ($1,438)


    Taxes:$17,255

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,245,000141 Days on yellowkey   MLS ID: A4683353

    2 Days Off yellowkey (back on 7/13/2026)

    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


  • 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,749,00033 Days on yellowkey   MLS ID: A4695252

    For Sale A4695252 - 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2900
       Built: 2007   Tax: $16,753 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,979 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,396)


    Taxes:$16,753

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,295,000266 Days on yellowkey   MLS ID: A4669195

    REDUCED by $200,000 (4.4%) on 06/16/2026

    For Sale A4669195 - 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,539 (change assumption)
    Mortgage ($23,534) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,495,00033 Days on yellowkey   MLS ID: A4696767

    For Sale A4696767 - 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2026
    Monthly Fee: $50
       Tax: $4,789 (2025)
    Community: Longboat Shores Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,079 (change assumption)
    Mortgage ($24,630) + Fees ($50) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4325 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $1,100,00060 Days on yellowkey   MLS ID: A4693621

    For Sale A4693621 - 4325 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1336
       Built: 1975   Tax: $4,084 (2025)
    Community: Tiffany Plaza
    Spa: No

    Condo


    Estimated Monthly Payment: $6,368 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($340)


    Taxes:$4,084

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228

    $625,0005 Days on yellowkey   MLS ID: A4699335

    For Sale A4699335 - 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $2,713 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,651 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($226)


    Taxes:$2,713

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


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

    $7,495,000208 Days on yellowkey   MLS ID: A4673495

    REDUCED by $305,000 (3.9%) on 05/08/2026

    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: $44,220 (change assumption)
    Mortgage ($41,067) + Fees ($572) + Taxes in 2024 ($2,581)


    Taxes:$30,971

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 630 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $8,925,000414 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 #304, LONGBOAT KEY, FL 34228

    $330,000179 Days on yellowkey   MLS ID: A4678473

    1 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $20,000 (5.7%) on 06/18/2026

    For Sale A4678473 - 4310 FALMOUTH DR #304, LONGBOAT KEY, FL 34228 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969
    Monthly Fee: $1,196
       Tax: $4,937 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,416 (change assumption)
    Mortgage ($1,808) + Fees ($1,196) + Taxes in 2025 ($411)


    Taxes:$4,937

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4440 EXETER DR #301, LONGBOAT KEY, FL 34228

    $535,000131 Days on yellowkey   MLS ID: A4684917

    REDUCED by $5,000 (0.9%) on 07/13/2026

    For Sale A4684917 - 4440 EXETER DR #301, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970   Tax: $8,101 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,606 (change assumption)
    Mortgage ($2,931) + Taxes in 2024 ($675)


    Taxes:$8,101

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,695,000341 Days on yellowkey   MLS ID: A4661312

    REDUCED by $155,000 (3.2%) on 05/01/2026

    For Sale A4661312 - 569 BAYVIEW DR, LONGBOAT KEY, FL 34228 90 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Bayview Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,731 (change assumption)
    Mortgage ($25,725) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 5260 GULF OF MEXICO DR #413, LONGBOAT KEY, FL 34228

    $550,00012 Days on yellowkey   MLS ID: A4698906

    For Sale A4698906 - 5260 GULF OF MEXICO DR #413, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1155
       Built: 1974   Tax: $2,618 (2025)
    Community: The Banyan Bay Club
    Condo


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($218)


    Taxes:$2,618

    Elementary School: Anna Maria Elementary

    High School: None

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2350 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $950,0004 Days on yellowkey   MLS ID: A4699679

    For Sale A4699679 - 2350 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 85 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2451
       Built: 1987
    Monthly Fee: $1,617
       Tax: $9,783 (2025)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $7,638 (change assumption)
    Mortgage ($5,205) + Fees ($1,617) + Taxes in 2025 ($815)


    Taxes:$9,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Longboat Key Homes for Sale and Other Real Estate?

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.