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Longboat Key Villas For Sale - 12 villas

Longboat Key villas for sale are located in Sarasota County, Florida. Find villas in Longboat Key for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Longboat Key villas.

Location: Longboat Key

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  • 2307 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

    $495,000Listed 02/20/2017 5:29PM   MLS ID: A4178547

    For Sale A4178547 - 2307 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2396
       Built: 1986
    Monthly Fee: $900
       Tax: $4,966 (2016)
    Community: Harbor Oaks
    Pool: Yes

    Villa, Pets Allowed


    Pet Restrictions: Breed restricted: no dangerous breeds as listed in Rules & Regulations.


    Estimated Monthly Payment: $4,026
    (change assumption)
    Mortgage ($2,712) + Fees ($900) + Taxes in 2016 ($414)

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    Taxes:$4,966

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2016

    Middle School: Booker Middle


  • 3427 WINDING OAKS DRIVE UNIT 14, LONGBOAT KEY, FL 34228

    $869,77746 Days on yellowkey   MLS ID: A4173807

    INCREASED by $20,000 (2.4%) on 02/17/2017

    For Sale A4173807 - 3427 WINDING OAKS DRIVE UNIT 14, LONGBOAT KEY, FL 34228 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2657
       Built: 1988
    Monthly Fee: $54
       Tax: $6,657 (2016)
    Community: Bay Isles
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: No restrictions. Only two allowed


    Estimated Monthly Payment: $5,375
    (change assumption)
    Mortgage ($4,766) + Fees ($54) + Taxes in 2016 ($555)

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    Taxes:$6,657

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 2371 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

    $675,00018 Days on yellowkey   MLS ID: A4176868

    5 Days Off yellowkey (back on 2/13/2017)

    INCREASED by $25,000 (3.8%) on 02/03/2017

    For Sale A4176868 - 2371 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 0 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 1986
    Monthly Fee: $900
       Tax: $5,772 (2016)
    Community: Harbour Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: aggressive breed restriction, per insurance


    Estimated Monthly Payment: $5,080
    (change assumption)
    Mortgage ($3,699) + Fees ($900) + Taxes in 2016 ($481)

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    Taxes:$5,772

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2016

    Middle School: Booker Middle


  • 4830 GULF OF MEXICO DRIVE UNIT V-11, LONGBOAT KEY, FL 34228

    $399,900111 Days on yellowkey   MLS ID: A4167671

    REDUCED by $5,100 (1.3%) on 02/01/2017

    For Sale A4167671 - 4830 GULF OF MEXICO DRIVE UNIT V-11, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1168
       Built: 1974
    Monthly Fee: $810
       Tax: $2,522 (2015)
    Community: Windward Bay
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: Limited to two small pets


    Estimated Monthly Payment: $3,211
    (change assumption)
    Mortgage ($2,191) + Fees ($810) + Taxes in 2015 ($210)

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    Taxes:$2,522

    Elementary School: None

    High School: None

    Tax Year: 2015

    Middle School: None


  • 1905 HARBOUR LINKS CIRCLE UNIT 3, LONGBOAT KEY, FL 34228

    $699,000116 Days on yellowkey   MLS ID: A4167802

    REDUCED by $26,000 (3.6%) on 01/30/2017

    For Sale A4167802 - 1905 HARBOUR LINKS CIRCLE UNIT 3, LONGBOAT KEY, FL 34228 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2376
       Built: 2002
    Monthly Fee: $455
       Tax: $6,601 (2015)
    Community: Harbour Links
    Pool: No

    Villa, Pets Allowed


    Estimated Monthly Payment: $4,835 (change assumption)
    Mortgage ($3,830) + Fees ($455) + Taxes in 2015 ($550)

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    Taxes:$6,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2015

    Middle School: Booker Middle


  • 755 EL CENTRO, LONGBOAT KEY, FL 34228

    $369,00028 Days on yellowkey   MLS ID: A4175673

    For Sale A4175673 - 755 EL CENTRO, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1333
       Built: 1968   Tax: $3,471 (2016)
    Community: Spanish Main Yacht Club
    Pool: No

    Villa, Pets Allowed


    Restrictions: Age Restricted
    Pet Restrictions: 25 lb maximum 1 pet


    Estimated Monthly Payment: $2,311
    (change assumption)
    Mortgage ($2,022) + Taxes in 2016 ($289)

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    Taxes:$3,471

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2016

    Middle School: Martha B. King Middle


  • 882 SPANISH DRIVE, LONGBOAT KEY, FL 34228

    $287,50029 Days on yellowkey   MLS ID: A4175567

    For Sale A4175567 - 882 SPANISH DRIVE, LONGBOAT KEY, FL 34228 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1969   Tax: $2,038 (2016)
    Community: Spanish Main Yacht Club
    Pool: No

    Villa, Pets Allowed


    Restrictions: Age Restricted
    Pet Restrictions: 25 lb maximum 1 pet


    Estimated Monthly Payment: $1,745
    (change assumption)
    Mortgage ($1,575) + Taxes in 2016 ($170)

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    Taxes:$2,038

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2016

    Middle School: Martha B. King Middle


  • 3441 WINDING OAKS DRIVE UNIT 21, LONGBOAT KEY, FL 34228

    $849,000133 Days on yellowkey   MLS ID: A4164350

    REDUCED by $50,000 (5.6%) on 01/23/2017

    For Sale A4164350 - 3441 WINDING OAKS DRIVE UNIT 21, LONGBOAT KEY, FL 34228 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988
    Monthly Fee: $61
       Tax: $6,470 (2015)
    Community: Winding Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: Refer to Association Rules


    Estimated Monthly Payment: $5,252
    (change assumption)
    Mortgage ($4,652) + Fees ($61) + Taxes in 2015 ($539)

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    Taxes:$6,470

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2015

    Middle School: Booker Middle


  • 2193 HARBOURSIDE DRIVE UNIT 403, LONGBOAT KEY, FL 34228

    $495,00039 Days on yellowkey   MLS ID: A4174375

    For Sale A4174375 - 2193 HARBOURSIDE DRIVE UNIT 403, LONGBOAT KEY, FL 34228 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 1984
    Monthly Fee: $44
       Tax: $5,005 (2016)
    Community: Harbour Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: Yes, 1 small pet, max pet weight 25lbs.


    Estimated Monthly Payment: $3,173
    (change assumption)
    Mortgage ($2,712) + Fees ($44) + Taxes in 2016 ($417)

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    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 2330 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

    $599,000141 Days on yellowkey   MLS ID: A4165928

    REDUCED by $26,000 (4.2%) on 01/16/2017

    For Sale A4165928 - 2330 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2565
       Built: 1986
    Monthly Fee: $900
       Tax: $4,045 (2015)
    Community: Harbour Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: No weight restrictions. Dog breeds are restricted, listed in rules and regulations.


    Estimated Monthly Payment: $4,519
    (change assumption)
    Mortgage ($3,282) + Fees ($900) + Taxes in 2015 ($337)

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    Taxes:$4,045

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2015

    Middle School: Booker Middle


  • 3436 WINDING OAKS DRIVE UNIT 44, LONGBOAT KEY, FL 34228

    $619,00053 Days on yellowkey   MLS ID: A4172993

    For Sale A4172993 - 3436 WINDING OAKS DRIVE UNIT 44, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 1988
    Monthly Fee: $42
       Tax: $4,812 (2016)
    Community: Winding Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: 1 Pet Allowed, No weight restrictions


    Estimated Monthly Payment: $3,835
    (change assumption)
    Mortgage ($3,392) + Fees ($42) + Taxes in 2016 ($401)

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    Taxes:$4,812

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 2309 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

    $575,000201 Days on yellowkey   MLS ID: A4161128

    For Sale A4161128 - 2309 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 1986
    Monthly Fee: $900
       Tax: $5,404 (2015)
    Community: Harbor Oaks
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: Maximum 2 pets, no pet weight restriction.


    Estimated Monthly Payment: $4,501
    (change assumption)
    Mortgage ($3,151) + Fees ($900) + Taxes in 2015 ($450)

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    Taxes:$5,404

    Elementary School: None

    High School: None

    Tax Year: 2015

    Middle School: None




Why Bother Searching Elsewhere for Longboat Key Villas for Sale and Other Villas?

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 villas for sale in Longboat Key. You can use our website to view Multiple Listing Service (MLS) data on Longboat Key villas. 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 villa 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®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2017 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.