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Longboat Key Homes For Sale & Real Estate - 360 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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  • 2350 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $950,0006 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


  • 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $800,000142 Days on yellowkey   MLS ID: A4683180

    REDUCED by $99,000 (11.0%) on 06/19/2026

    For Sale A4683180 - 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $143
       Tax: $10,215 (2025)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $5,378 (change assumption)
    Mortgage ($4,383) + Fees ($143) + Taxes in 2025 ($851)


    Taxes:$10,215

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3526 FAIR OAKS LANE, LONGBOAT KEY, FL 34228

    $1,875,0009 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

    $1,700,000265 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


  • 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $975,000216 Days on yellowkey   MLS ID: A4674750

    REDUCED by $20,000 (2.0%) on 06/29/2026

    For Sale A4674750 - 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2813
       Built: 1991
    Monthly Fee: $1,644
       Tax: $4,852 (2025)
    Community: Cedars East Sec 3
    Condo


    Estimated Monthly Payment: $7,391 (change assumption)
    Mortgage ($5,342) + Fees ($1,644) + Taxes in 2025 ($404)


    Taxes:$4,852

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 602 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,399,00030 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


  • 311 FIREHOUSE CT, LONGBOAT KEY, FL 34228

    $2,399,000296 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


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $640,000230 Days on yellowkey   MLS ID: A4672221

    REDUCED by $35,000 (5.2%) on 06/17/2026

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,051 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228

    $2,495,000162 Days on yellowkey   MLS ID: A4681142

    For Sale A4681142 - 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228 68 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2580
       Built: 1991   Tax: $25,314 (2025)
    Community: Sanctuary Iii
    Condo


    Estimated Monthly Payment: $15,780 (change assumption)
    Mortgage ($13,671) + Taxes in 2025 ($2,110)


    Taxes:$25,314

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00097 Days on yellowkey   MLS ID: A4689635

    For Sale A4689635 - 828 BAYPORT WAY, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1456
       Built: 1983   Tax: $5,880 (2025)
    Community: Bayport Bch & Ten Ph F
    Condo


    Estimated Monthly Payment: $5,421 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($490)


    Taxes:$5,880

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228

    $724,900222 Days on yellowkey   MLS ID: A4673798

    REDUCED by $25,000 (3.3%) on 06/24/2026

    For Sale A4673798 - 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1104
       Built: 1974   Tax: $10,125 (2024)
    Community: Sand Cay
    Condo


    Estimated Monthly Payment: $4,816 (change assumption)
    Mortgage ($3,972) + Taxes in 2024 ($844)


    Taxes:$10,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 71 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228

    $395,0006 Days on yellowkey   MLS ID: A4699581

    For Sale A4699581 - 71 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 758
       Built: 2026
    Monthly Fee: $280
       Tax: $1,627 (2025)
    Community: Twin Shores Mobile Home
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($2,164) + Fees ($280) + Taxes in 2025 ($136)


    Taxes:$1,627

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 842 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $625,000107 Days on yellowkey   MLS ID: A4687058

    REDUCED by $50,000 (7.4%) on 06/16/2026

    For Sale A4687058 - 842 BAYPORT WAY, LONGBOAT KEY, FL 34228 54 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: $3,896 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228

    $1,699,000409 Days on yellowkey   MLS ID: A4654664

    INCREASED by $9,000 (0.5%) on 07/10/2026

    For Sale A4654664 - 2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $18,495 (2024)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,851 (change assumption)
    Mortgage ($9,309) + Taxes in 2024 ($1,541)


    Taxes:$18,495

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 571 RANGER LN, LONGBOAT KEY, FL 34228

    $3,195,0006 Days on yellowkey   MLS ID: A4699377

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale A4699377 - 571 RANGER LN, LONGBOAT KEY, FL 34228 89 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2500
       Built: 1969
    Monthly Fee: $21
       Tax: $24,616 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,579 (change assumption)
    Mortgage ($17,506) + Fees ($21) + Taxes in 2025 ($2,051)


    Taxes:$24,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $3,200,00038 Days on yellowkey   MLS ID: A4695733

    2 Days Off yellowkey (back on 7/10/2026)

    For Sale A4695733 - 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $29,387 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,983 (change assumption)
    Mortgage ($17,534) + Taxes in 2025 ($2,449)


    Taxes:$29,387

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228

    $4,700,000167 Days on yellowkey   MLS ID: A4680618

    For Sale A4680618 - 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3521
       Built: 2007   Tax: $30,723 (2025)
    Community: La Firenza
    Spa: No

    Condo


    Estimated Monthly Payment: $28,313 (change assumption)
    Mortgage ($25,753) + Taxes in 2025 ($2,560)


    Taxes:$30,723

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228

    $514,00072 Days on yellowkey   MLS ID: A4692494

    REDUCED by $1,000 (0.2%) on 07/10/2026

    For Sale A4692494 - 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228 63 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $6,584 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,365 (change assumption)
    Mortgage ($2,816) + Taxes in 2025 ($549)


    Taxes:$6,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $550,00093 Days on yellowkey   MLS ID: A4687787

    1 Days Off yellowkey (back on 7/10/2026)

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 75 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


  • 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228

    $619,90032 Days on yellowkey   MLS ID: TB8518960

    REDUCED by $29,100 (4.5%) on 06/24/2026

    For Sale TB8518960 - 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1980
    Monthly Fee: $1,978
       Tax: $5,669 (2025)
    Community: Bayport Bch & Ten Ph A
    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($3,397) + Fees ($1,978) + Taxes in 2025 ($472)


    Taxes:$5,669

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker 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.