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Longboat Key Single Family Homes For Sale - 106 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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  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,00094 Days on yellowkey   MLS ID: A4678167

    For Sale A4678167 - 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3909
       Built: 1999
    Monthly Fee: $833
       Tax: $24,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,303 (change assumption)
    Mortgage ($16,411) + Fees ($833) + Taxes in 2025 ($2,059)


    Taxes:$24,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $13,995,00091 Days on yellowkey   MLS ID: A4677413

    For Sale A4677413 - 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6616
       Built: 2026   Tax: $42,641 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $80,236 (change assumption)
    Mortgage ($76,683) + Taxes in 2025 ($3,553)


    Taxes:$42,641

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,299,000276 Days on yellowkey   MLS ID: A4658086

    For Sale A4658086 - 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2091
       Built: 1978
    Monthly Fee: $104
       Tax: $15,679 (2024)
    Community: The Bayou
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,528 (change assumption)
    Mortgage ($7,118) + Fees ($104) + Taxes in 2024 ($1,307)


    Taxes:$15,679

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 636 TARAWITT DR, LONGBOAT KEY, FL 34228

    $799,000380 Days on yellowkey   MLS ID: TB8368182

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8368182 - 636 TARAWITT DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1961   Tax: $6,715 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,938 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($560)


    Taxes:$6,715

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00021 Days on yellowkey   MLS ID: A4687207

    REDUCED by $200,000 (4.3%) on 04/13/2026

    For Sale A4687207 - 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2013
    Monthly Fee: $21
       Tax: $35,060 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,052 (change assumption)
    Mortgage ($24,109) + Fees ($21) + Taxes in 2025 ($2,922)


    Taxes:$35,060

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,850,000253 Days on yellowkey   MLS ID: A4661312

    For Sale A4661312 - 569 BAYVIEW DR, LONGBOAT KEY, FL 34228 89 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: $27,580 (change assumption)
    Mortgage ($26,575) + 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


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000175 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


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000199 Days on yellowkey   MLS ID: A4666645

    REDUCED by $149,000 (8.3%) on 04/13/2026

    For Sale A4666645 - 524 KETCH LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 1968
    Monthly Fee: $8
       Tax: $11,988 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,048 (change assumption)
    Mortgage ($9,041) + Fees ($8) + Taxes in 2024 ($999)


    Taxes:$11,988

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,00052 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


  • 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $3,995,000245 Days on yellowkey   MLS ID: A4661988

    For Sale A4661988 - 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4044
       Built: 2018
    Monthly Fee: $766
       Tax: $49,274 (2024)
    Community: Bonaire
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,762 (change assumption)
    Mortgage ($21,890) + Fees ($766) + Taxes in 2024 ($4,106)


    Taxes:$49,274

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00042 Days on yellowkey   MLS ID: A4684840

    For Sale A4684840 - 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1998
    Monthly Fee: $833
       Tax: $17,916 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,868 (change assumption)
    Mortgage ($8,542) + Fees ($833) + Taxes in 2025 ($1,493)


    Taxes:$17,916

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 691 TARAWITT DR, LONGBOAT KEY, FL 34228

    $850,00093 Days on yellowkey   MLS ID: A4678131

    For Sale A4678131 - 691 TARAWITT DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1500
       Built: 1960   Tax: $13,845 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $5,811 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($1,154)


    Taxes:$13,845

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,695,00030 Days on yellowkey   MLS ID: A4686553

    REDUCED by $200,000 (6.9%) on 04/12/2026

    For Sale A4686553 - 536 KETCH LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2016
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,890 (change assumption)
    Mortgage ($14,767) + Fees ($10) + Taxes in 2025 ($1,113)


    Taxes:$13,360

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000231 Days on yellowkey   MLS ID: A4663499

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 77 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


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

    $3,799,999175 Days on yellowkey   MLS ID: A4669533

    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: $23,879 (change assumption)
    Mortgage ($20,821) + Taxes in 2024 ($3,057)


    Taxes:$36,688

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228

    $7,488,000193 Days on yellowkey   MLS ID: A4667459

    For Sale A4667459 - 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228 58 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4507
       Built: 2007
    Monthly Fee: $58
       Tax: $29,603 (2024)
    Community: Hideaway Bay Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $43,554 (change assumption)
    Mortgage ($41,029) + Fees ($58) + Taxes in 2024 ($2,467)


    Taxes:$29,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $3,890,000424 Days on yellowkey   MLS ID: A4640902

    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: $21,981 (change assumption)
    Mortgage ($21,315) + Taxes in 2024 ($666)


    Taxes:$7,998

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,795,000178 Days on yellowkey   MLS ID: A4669195

    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: $27,279 (change assumption)
    Mortgage ($26,273) + 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


  • 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,090,00043 Days on yellowkey   MLS ID: A4684733

    For Sale A4684733 - 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1384
       Built: 1963   Tax: $15,835 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,292 (change assumption)
    Mortgage ($5,972) + Taxes in 2024 ($1,320)


    Taxes:$15,835

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 6801 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,175,00047 Days on yellowkey   MLS ID: A4684153

    1 Days Off yellowkey (back on 3/5/2026)

    For Sale A4684153 - 6801 LONGBOAT DR S, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1328
       Built: 1959   Tax: $14,053 (2024)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $7,609 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($1,171)


    Taxes:$14,053

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King 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.