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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Price: $300,000 to $399,000

Longboat Key - 19 properties found

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  • 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228

    $399,00092 Days on yellowkey   MLS ID: A4687361

    REDUCED by $10,000 (2.4%) on 05/05/2026

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $2,272 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($189)


    Taxes:$2,272

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $348,00056 Days on yellowkey   MLS ID: A4691701

    REDUCED by $20,500 (5.6%) on 05/29/2026

    For Sale A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 657
       Built: 1967   Tax: $4,601 (2025)
    Community: Neptune On Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,907) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228

    $335,00034 Days on yellowkey   MLS ID: A4693850

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale A4693850 - 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,346
       Tax: $2,934 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($1,836) + Fees ($1,346) + Taxes in 2025 ($245)


    Taxes:$2,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228

    $310,0006 Days on yellowkey   MLS ID: A4697241

    For Sale A4697241 - 4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228 54 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969
    Monthly Fee: $1,147
       Tax: $1,457 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($1,699) + Fees ($1,147) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3804 GULF OF MEXICO DR #B204, LONGBOAT KEY, FL 34228

    $339,00013 Days on yellowkey   MLS ID: A4696842

    For Sale A4696842 - 3804 GULF OF MEXICO DR #B204, LONGBOAT KEY, FL 34228 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 761
       Built: 1970   Tax: $1,343 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $1,969 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($112)


    Taxes:$1,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4310 FALMOUTH DR #304, LONGBOAT KEY, FL 34228

    $330,000159 Days on yellowkey   MLS ID: A4678473

    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


  • 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228

    $387,561235 Days on yellowkey   MLS ID: A4670555

    For Sale A4670555 - 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228 40 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1969   Tax: $6,431 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,124) + Taxes in 2024 ($536)


    Taxes:$6,431

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228

    $369,00077 Days on yellowkey   MLS ID: R4911020

    REDUCED by $20,000 (5.1%) on 06/08/2026

    For Sale R4911020 - 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,457
       Tax: $2,813 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,713 (change assumption)
    Mortgage ($2,022) + Fees ($1,457) + Taxes in 2025 ($234)


    Taxes:$2,813

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 602 SPANISH DR S #115, LONGBOAT KEY, FL 34228

    $379,90034 Days on yellowkey   MLS ID: A4694415

    For Sale A4694415 - 602 SPANISH DR S #115, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1427
       Built: 1969   Tax: $2,667 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,304 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($222)


    Taxes:$2,667

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228

    $350,00064 Days on yellowkey   MLS ID: A4690602

    For Sale A4690602 - 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1429
       Built: 1968   Tax: $2,897 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($241)


    Taxes:$2,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2850 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228

    $399,000238 Days on yellowkey   MLS ID: A4670111

    For Sale A4670111 - 2850 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 695
       Built: 1967   Tax: $4,006 (2024)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($334)


    Taxes:$4,006

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228

    $320,000159 Days on yellowkey   MLS ID: A4678390

    0 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $18,900 (5.6%) on 05/29/2026

    For Sale A4678390 - 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969   Tax: $4,654 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($388)


    Taxes:$4,654

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6750 GULF OF MEXICO DR #152, LONGBOAT KEY, FL 34228

    $350,00089 Days on yellowkey   MLS ID: A4686698

    REDUCED by $5,000 (1.4%) on 06/02/2026

    For Sale A4686698 - 6750 GULF OF MEXICO DR #152, LONGBOAT KEY, FL 34228 41 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1970   Tax: $2,215 (2025)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($185)


    Taxes:$2,215

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3804 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228

    $389,00090 Days on yellowkey   MLS ID: TB8490120

    1 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $8,000 (2.0%) on 05/24/2026

    For Sale TB8490120 - 3804 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1133
       Built: 1970   Tax: $3,764 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($2,131) + Taxes in 2025 ($314)


    Taxes:$3,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 600 SUTTON PL #101B, LONGBOAT KEY, FL 34228

    $349,900454 Days on yellowkey   MLS ID: C7507243

    For Sale C7507243 - 600 SUTTON PL #101B, LONGBOAT KEY, FL 34228 53 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 883
       Built: 1973
    Monthly Fee: $1,232
       Tax: $6,247 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,670 (change assumption)
    Mortgage ($1,917) + Fees ($1,232) + Taxes in 2024 ($521)


    Taxes:$6,247

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4400 EXETER DR #305, LONGBOAT KEY, FL 34228

    $324,90062 Days on yellowkey   MLS ID: A4691085

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale A4691085 - 4400 EXETER DR #305, LONGBOAT KEY, FL 34228 33 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $2,819 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4380 EXETER DR #101, LONGBOAT KEY, FL 34228

    $389,500103 Days on yellowkey   MLS ID: A4686109

    REDUCED by $500 (0.1%) on 05/06/2026

    For Sale A4686109 - 4380 EXETER DR #101, LONGBOAT KEY, FL 34228 81 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970   Tax: $3,148 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($2,134) + Taxes in 2024 ($262)


    Taxes:$3,148

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $325,00090 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


  • 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228

    $339,000392 Days on yellowkey   MLS ID: A4653816

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4653816 - 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1087
       Built: 1969   Tax: $5,733 (2024)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($478)


    Taxes:$5,733

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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.