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Longboat Key Single Family Homes For Sale - 91 homes

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

Location: Longboat Key

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  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,100,000162 Days on yellowkey   MLS ID: A4680965

    REDUCED by $100,000 (4.5%) on 06/17/2026

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,340 (change assumption)
    Mortgage ($11,507) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000245 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 92 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 705 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $2,795,00034 Days on yellowkey   MLS ID: A4696488

    For Sale A4696488 - 705 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3083
       Built: 2011   Tax: $38,157 (2025)
    Community: Shipmans Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,494 (change assumption)
    Mortgage ($15,315) + Taxes in 2025 ($3,180)


    Taxes:$38,157

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 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


  • 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


  • 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


  • 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


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,00049 Days on yellowkey   MLS ID: A4694394

    For Sale A4694394 - 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228 83 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3842
       Built: 2000
    Monthly Fee: $833
       Tax: $29,486 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,681 (change assumption)
    Mortgage ($27,391) + Fees ($833) + Taxes in 2025 ($2,457)


    Taxes:$29,486

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,000140 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


  • 3526 FAIR OAKS LANE, LONGBOAT KEY, FL 34228

    $1,875,0007 Days on yellowkey   MLS ID: A4699212

    For Sale A4699212 - 3526 FAIR OAKS LANE, LONGBOAT KEY, FL 34228 63 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2634
       Built: 1996
    Monthly Fee: $199
       Tax: $15,976 (2025)
    Community: Queens Harbour- Bay Isles
    Single Family


    Estimated Monthly Payment: $11,804 (change assumption)
    Mortgage ($10,274) + Fees ($199) + Taxes in 2025 ($1,331)


    Taxes:$15,976

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000263 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


  • 602 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,399,00028 Days on yellowkey   MLS ID: A4697037

    For Sale A4697037 - 602 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1961
    Monthly Fee: $50
       Tax: $12,286 (2025)
    Community: Buttonwood Harbor
    Single Family


    Estimated Monthly Payment: $8,739 (change assumption)
    Mortgage ($7,666) + Fees ($50) + Taxes in 2025 ($1,024)


    Taxes:$12,286

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 580 LINLEY ST, LONGBOAT KEY, FL 34228

    $999,0005 Days on yellowkey   MLS ID: A4699520

    For Sale A4699520 - 580 LINLEY ST, LONGBOAT KEY, FL 34228 90 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1673
       Built: 1969   Tax: $5,419 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $5,925 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($452)


    Taxes:$5,419

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,399,000294 Days on yellowkey   MLS ID: A4665445

    For Sale A4665445 - 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228 100 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2005
    Monthly Fee: $467
       Tax: $29,195 (2025)
    Community: Conrad Beach
    Single Family


    Estimated Monthly Payment: $16,045 (change assumption)
    Mortgage ($13,145) + Fees ($467) + Taxes in 2025 ($2,433)


    Taxes:$29,195

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,125,000512 Days on yellowkey   MLS ID: A4640902

    INCREASED by $235,000 (6.0%) on 07/08/2026

    For Sale A4640902 - 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 92 photos

    Bed: 5   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 4176
       Built: 2025   Tax: $7,998 (2024)
    Community: Buttonwood Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,269 (change assumption)
    Mortgage ($22,602) + Taxes in 2024 ($666)


    Taxes:$7,998

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle




Why Bother Searching Elsewhere for Longboat Key Single Family Homes for Sale?

Longboat Key home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Longboat Key. You can use our website to view Multiple Listing Service (MLS) data on Longboat Key single family homes. 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 single family home 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.