REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Longboat Key Homes For Sale & Real Estate - 384 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

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

    $3,799,999174 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


  • 6750 GULF OF MEXICO DR #163, LONGBOAT KEY, FL 34228

    $500,00045 Days on yellowkey   MLS ID: A4683547

    For Sale A4683547 - 6750 GULF OF MEXICO DR #163, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1970   Tax: $4,337 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $3,101 (change assumption)
    Mortgage ($2,740) + Taxes in 2024 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,00093 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


  • 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228

    $938,500196 Days on yellowkey   MLS ID: A4667037

    For Sale A4667037 - 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 1992   Tax: $9,083 (2023)
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $5,899 (change assumption)
    Mortgage ($5,142) + Taxes in 2023 ($757)


    Taxes:$9,083

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228

    $7,488,000192 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


  • 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228

    $3,500,000187 Days on yellowkey   MLS ID: A4668015

    For Sale A4668015 - 435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228 57 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $29,083 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $21,601 (change assumption)
    Mortgage ($19,178) + Taxes in 2024 ($2,424)


    Taxes:$29,083

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Pine View School


  • 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228

    $445,0009 Days on yellowkey   MLS ID: A4689197

    For Sale A4689197 - 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228 65 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $3,772 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $4,100 (change assumption)
    Mortgage ($2,438) + Fees ($1,347) + Taxes in 2025 ($314)


    Taxes:$3,772

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228

    $660,00083 Days on yellowkey   MLS ID: A4679011

    REDUCED by $5,000 (0.8%) on 04/12/2026

    For Sale A4679011 - 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228 99 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969
    Monthly Fee: $1,410
       Tax: $6,739 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $5,588 (change assumption)
    Mortgage ($3,616) + Fees ($1,410) + Taxes in 2024 ($562)


    Taxes:$6,739

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,0008 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $3,890,000423 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


  • 3810 GULF OF MEXICO DR #F206, LONGBOAT KEY, FL 34228

    $325,00021 Days on yellowkey   MLS ID: A4686238

    5 Days Off yellowkey (back on 4/16/2026)

    For Sale A4686238 - 3810 GULF OF MEXICO DR #F206, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970   Tax: $3,657 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,086 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($305)


    Taxes:$3,657

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3427 WINDING OAKS DR #14, LONGBOAT KEY, FL 34228

    $1,150,00024 Days on yellowkey   MLS ID: A4686623

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale A4686623 - 3427 WINDING OAKS DR #14, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988   Tax: $13,850 (2025)
    Community: Winding Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $7,455 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($1,154)


    Taxes:$13,850

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,795,000177 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


  • 563 SPANISH DR S, LONGBOAT KEY, FL 34228

    $615,00058 Days on yellowkey   MLS ID: A4682513

    For Sale A4682513 - 563 SPANISH DR S, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1516
       Built: 1971
    Monthly Fee: $1,340
       Tax: $7,899 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($3,370) + Fees ($1,340) + Taxes in 2024 ($658)


    Taxes:$7,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228

    $648,800401 Days on yellowkey   MLS ID: A4643486

    For Sale A4643486 - 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $6,219 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,073 (change assumption)
    Mortgage ($3,555) + Taxes in 2025 ($518)


    Taxes:$6,219

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228

    $1,000,00034 Days on yellowkey   MLS ID: A4686190

    For Sale A4686190 - 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,915 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $6,389 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($910)


    Taxes:$10,915

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228

    $550,0002 Days on yellowkey   MLS ID: A4687787

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 1 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $2,348 (2025)
    Community: Whitney Beach
    Spa: No

    Condo


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 726 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,090,00042 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


  • 620 SPANISH DR N, LONGBOAT KEY, FL 34228

    $370,000177 Days on yellowkey   MLS ID: A4669264

    5 Days Off yellowkey (back on 3/9/2026)

    For Sale A4669264 - 620 SPANISH DR N, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $7,396 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($616)


    Taxes:$7,396

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228

    $895,00034 Days on yellowkey   MLS ID: A4686024

    REDUCED by $10,000 (1.1%) on 04/16/2026

    For Sale A4686024 - 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1505
       Built: 1975   Tax: $8,208 (2025)
    Community: Portobello
    Spa: No

    Condo


    Estimated Monthly Payment: $5,588 (change assumption)
    Mortgage ($4,904) + Taxes in 2025 ($684)


    Taxes:$8,208

    Elementary School: Southside Elementary

    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.