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 - 353 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:
  • 240 SANDS POINT RD #4205, LONGBOAT KEY, FL 34228

    $1,115,000289 Days on yellowkey   MLS ID: A4667038

    For Sale A4667038 - 240 SANDS POINT RD #4205, LONGBOAT KEY, FL 34228 39 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982
    Monthly Fee: $1,138
       Tax: $9,961 (2024)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $8,078 (change assumption)
    Mortgage ($6,109) + Fees ($1,138) + Taxes in 2024 ($830)


    Taxes:$9,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $800,000145 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


  • 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $7,900,000248 Days on yellowkey   MLS ID: A4672059

    REDUCED by $800,000 (9.2%) on 05/06/2026

    For Sale A4672059 - 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3485
       Built: 1981
    Monthly Fee: $517
       Tax: $28,036 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $46,140 (change assumption)
    Mortgage ($43,287) + Fees ($517) + Taxes in 2024 ($2,336)


    Taxes:$28,036

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 578 SPANISH DR S, LONGBOAT KEY, FL 34228

    $499,00013 Days on yellowkey   MLS ID: A4698065

    For Sale A4698065 - 578 SPANISH DR S, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1337
       Built: 1969
    Monthly Fee: $1,340
       Tax: $2,025 (2025)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($2,734) + Fees ($1,340) + Taxes in 2025 ($169)


    Taxes:$2,025

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2301 GULF OF MEXICO DR #45N, LONGBOAT KEY, FL 34228

    $625,00013 Days on yellowkey   MLS ID: A4698596

    For Sale A4698596 - 2301 GULF OF MEXICO DR #45N, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $4,789 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,824 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,695,000346 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


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,125,000517 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


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,295,000271 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


  • 3330 GULF OF MEXICO DR #107D, LONGBOAT KEY, FL 34228

    $675,00079 Days on yellowkey   MLS ID: A4692214

    For Sale A4692214 - 3330 GULF OF MEXICO DR #107D, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1362
       Built: 1971   Tax: $3,367 (2025)
    Community: Longboat Arms
    Condo


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($281)


    Taxes:$3,367

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228

    $475,00093 Days on yellowkey   MLS ID: A4690036

    REDUCED by $25,000 (5.0%) on 04/27/2026

    For Sale A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1973
    Monthly Fee: $1,642
       Tax: $7,415 (2025)
    Community: Sutton Place
    Spa: No

    Condo


    Estimated Monthly Payment: $4,863 (change assumption)
    Mortgage ($2,603) + Fees ($1,642) + Taxes in 2025 ($618)


    Taxes:$7,415

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,950,000117 Days on yellowkey   MLS ID: A4687106

    REDUCED by $450,000 (18.8%) on 05/27/2026

    For Sale A4687106 - 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 1986
    Monthly Fee: $104
       Tax: $21,359 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $12,569 (change assumption)
    Mortgage ($10,685) + Fees ($104) + Taxes in 2025 ($1,780)


    Taxes:$21,359

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,395,00038 Days on yellowkey   MLS ID: A4696767

    REDUCED by $100,000 (2.2%) on 07/17/2026

    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: $24,531 (change assumption)
    Mortgage ($24,082) + Fees ($50) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 657 HALYARD LN, LONGBOAT KEY, FL 34228

    $4,300,00010 Days on yellowkey   MLS ID: A4699348

    For Sale A4699348 - 657 HALYARD LN, LONGBOAT KEY, FL 34228 33 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4364
       Built: 2001
    Monthly Fee: $21
       Tax: $22,338 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $25,444 (change assumption)
    Mortgage ($23,561) + Fees ($21) + Taxes in 2025 ($1,862)


    Taxes:$22,338

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228

    $625,00010 Days on yellowkey   MLS ID: A4699335

    For Sale A4699335 - 2301 GULF OF MEXICO DR #44N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $2,713 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,651 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($226)


    Taxes:$2,713

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 2301 GULF OF MEXICO DR #12N, LONGBOAT KEY, FL 34228

    $1,225,27746 Days on yellowkey   MLS ID: A4695851

    For Sale A4695851 - 2301 GULF OF MEXICO DR #12N, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,496 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,505 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($791)


    Taxes:$9,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #11N, LONGBOAT KEY, FL 34228

    $1,225,27746 Days on yellowkey   MLS ID: A4695843

    For Sale A4695843 - 2301 GULF OF MEXICO DR #11N, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $4,043 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $7,051 (change assumption)
    Mortgage ($6,714) + Taxes in 2025 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: Pine View School

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228

    $2,377,000211 Days on yellowkey   MLS ID: A4675054

    REDUCED by $111,000 (4.5%) on 04/21/2026

    For Sale A4675054 - 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228 72 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2415
       Built: 1970   Tax: $13,538 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $14,152 (change assumption)
    Mortgage ($13,024) + Taxes in 2025 ($1,128)


    Taxes:$13,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $325,00017 Days on yellowkey   MLS ID: A4698791

    For Sale A4698791 - 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 532
       Built: 1967   Tax: $3,248 (2025)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900212 Days on yellowkey   MLS ID: A4675541

    For Sale A4675541 - 562 RANGER LN, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 1995
    Monthly Fee: $20
       Tax: $27,065 (2024)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,452 (change assumption)
    Mortgage ($19,177) + Fees ($20) + Taxes in 2024 ($2,255)


    Taxes:$27,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $2,495,000165 Days on yellowkey   MLS ID: A4681142

    For Sale A4681142 - 545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228 55 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




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.