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Highland Lakes Homes for Sale in Palm Harbor - 55 homes

Highland Lakes homes for sale are located in Pinellas County, Florida. Find Highland Lakes Homes in Palm Harbor for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Highland Lakes, Palm Harbor homes.

Location: Highland Lakes, Palm Harbor

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  • 999 GILLESPIE DR, PALM HARBOR, FL 34684

    $469,00037 Days on yellowkey   MLS ID: TB8516714

    For Sale TB8516714 - 999 GILLESPIE DR, PALM HARBOR, FL 34684 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 1983
    Monthly Fee: $164
       Tax: $6,872 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $3,306 (change assumption)
    Mortgage ($2,570) + Fees ($164) + Taxes in 2025 ($573)


    Taxes:$6,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3280 MCMATH DR, PALM HARBOR, FL 34684

    $245,000180 Days on yellowkey   MLS ID: TB8464907

    REDUCED by $25,000 (9.3%) on 06/24/2026

    For Sale TB8464907 - 3280 MCMATH DR, PALM HARBOR, FL 34684 29 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 1983
    Monthly Fee: $172
       Tax: $4,831 (2024)
    Community: Highland Lakes
    Villa


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,342) + Fees ($172) + Taxes in 2024 ($403)


    Taxes:$4,831

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2955 BRIAR CLIFF DR, PALM HARBOR, FL 34684

    $325,900121 Days on yellowkey   MLS ID: TB8478305

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $4,000 (1.2%) on 04/23/2026

    For Sale TB8478305 - 2955 BRIAR CLIFF DR, PALM HARBOR, FL 34684 66 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1269
       Built: 1976
    Monthly Fee: $164
       Tax: $2,723 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,177 (change assumption)
    Mortgage ($1,786) + Fees ($164) + Taxes in 2025 ($227)


    Taxes:$2,723

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2740 HIGHLANDS BLVD #B, PALM HARBOR, FL 34684

    $190,00075 Days on yellowkey   MLS ID: TB8502417

    REDUCED by $5,000 (2.6%) on 06/23/2026

    For Sale TB8502417 - 2740 HIGHLANDS BLVD #B, PALM HARBOR, FL 34684 46 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1974   Tax: $666 (2025)
    Community: Highland Lakes Condo
    Villa


    Estimated Monthly Payment: $1,097 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($56)


    Taxes:$666

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1059 DUNROBIN DR #B, PALM HARBOR, FL 34684

    $214,90042 Days on yellowkey   MLS ID: TB8514992

    REDUCED by $5,000 (2.3%) on 06/22/2026

    For Sale TB8514992 - 1059 DUNROBIN DR #B, PALM HARBOR, FL 34684 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1230
       Built: 1979
    Monthly Fee: $750
       Tax: $4,067 (2025)
    Community: Highland Lakes Villas On The Green
    Spa: No

    Villa


    Estimated Monthly Payment: $2,266 (change assumption)
    Mortgage ($1,178) + Fees ($750) + Taxes in 2025 ($339)


    Taxes:$4,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1609 WHITEBRIDGE DR #C, PALM HARBOR, FL 34684

    $149,400251 Days on yellowkey   MLS ID: G5104168

    SHORT SALE G5104168 - 1609 WHITEBRIDGE DR #C, PALM HARBOR, FL 34684 30 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 964
       Built: 1973
    Monthly Fee: $632
       Tax: $964 (2024)
    Community: Highland Lakes Condo
    Condo


    Estimated Monthly Payment: $1,531 (change assumption)
    Mortgage ($819) + Fees ($632) + Taxes in 2024 ($80)


    Taxes:$964

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1478 WICKLOW DR, PALM HARBOR, FL 34684

    $699,90062 Days on yellowkey   MLS ID: TB8508590

    1 Days Off yellowkey (back on 5/18/2026)

    For Sale TB8508590 - 1478 WICKLOW DR, PALM HARBOR, FL 34684 46 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2758
       Built: 1985
    Monthly Fee: $164
       Tax: $8,472 (2025)
    Community: Highland Lakes Unit Fifteen Ph 4
    Single Family


    Estimated Monthly Payment: $4,705 (change assumption)
    Mortgage ($3,835) + Fees ($164) + Taxes in 2025 ($706)


    Taxes:$8,472

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2850 HIGHLANDS BLVD #A, PALM HARBOR, FL 34684

    $165,000181 Days on yellowkey   MLS ID: TB8465261

    1 Days Off yellowkey (back on 5/17/2026)

    REDUCED by $5,000 (2.9%) on 05/04/2026

    For Sale TB8465261 - 2850 HIGHLANDS BLVD #A, PALM HARBOR, FL 34684 37 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1978
    Monthly Fee: $164
       Tax: $2,856 (2024)
    Community: Highland Lakes Condo
    Condo


    Estimated Monthly Payment: $1,306 (change assumption)
    Mortgage ($904) + Fees ($164) + Taxes in 2024 ($238)


    Taxes:$2,856

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3113 MISSION GROVE DR #3113, PALM HARBOR, FL 34684

    $129,00078 Days on yellowkey   MLS ID: TB8502104

    REDUCED by $5,900 (4.4%) on 06/15/2026

    For Sale TB8502104 - 3113 MISSION GROVE DR #3113, PALM HARBOR, FL 34684 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 866
       Built: 1976
    Monthly Fee: $164
       Tax: $2,570 (2025)
    Community: Highland Lakes Mission Grove Condo
    Condo


    Estimated Monthly Payment: $1,085 (change assumption)
    Mortgage ($707) + Fees ($164) + Taxes in 2025 ($214)


    Taxes:$2,570

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Palm Harbor Middle-PN


  • 1603 GLENGARRY DR, PALM HARBOR, FL 34684

    $315,00033 Days on yellowkey   MLS ID: TB8518447

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale TB8518447 - 1603 GLENGARRY DR, PALM HARBOR, FL 34684 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1224
       Built: 1979
    Monthly Fee: $164
       Tax: $1,533 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,726) + Fees ($164) + Taxes in 2025 ($128)


    Taxes:$1,533

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1166 GILLESPIE DR, PALM HARBOR, FL 34684

    $554,00040 Days on yellowkey   MLS ID: TB8510527

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale TB8510527 - 1166 GILLESPIE DR, PALM HARBOR, FL 34684 89 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1963
       Built: 1984
    Monthly Fee: $164
       Tax: $4,047 (2025)
    Community: Highland Lakes Unit Fifteen Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,036) + Fees ($164) + Taxes in 2025 ($337)


    Taxes:$4,047

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 102 STAFFORD DR, PALM HARBOR, FL 34684

    $379,900145 Days on yellowkey   MLS ID: TB8478206

    For Sale TB8478206 - 102 STAFFORD DR, PALM HARBOR, FL 34684 45 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1264
       Built: 1979
    Monthly Fee: $164
       Tax: $5,884 (2025)
    Community: Highland Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,736 (change assumption)
    Mortgage ($2,082) + Fees ($164) + Taxes in 2025 ($490)


    Taxes:$5,884

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1472 QUEEN ANNE DR, PALM HARBOR, FL 34684

    $439,00054 Days on yellowkey   MLS ID: TB8511470

    For Sale TB8511470 - 1472 QUEEN ANNE DR, PALM HARBOR, FL 34684 34 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1211
       Built: 1976
    Monthly Fee: $165
       Tax: $4,710 (2024)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,963 (change assumption)
    Mortgage ($2,405) + Fees ($165) + Taxes in 2024 ($393)


    Taxes:$4,710

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 944 MADRID DR, PALM HARBOR, FL 34684

    $239,90083 Days on yellowkey   MLS ID: TB8500674

    For Sale TB8500674 - 944 MADRID DR, PALM HARBOR, FL 34684 20 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 700
       Built: 1986
    Monthly Fee: $275
       Tax: $1,339 (2025)
    Community: Highland Lakes
    Villa


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,314) + Fees ($275) + Taxes in 2025 ($112)


    Taxes:$1,339

    Elementary School: Highland Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2739 SHERBROOKE LN #B, PALM HARBOR, FL 34684

    $238,000187 Days on yellowkey   MLS ID: TB8462674

    REDUCED by $6,000 (2.5%) on 05/11/2026

    For Sale TB8462674 - 2739 SHERBROOKE LN #B, PALM HARBOR, FL 34684 45 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1974
    Monthly Fee: $635
       Tax: $928 (2024)
    Community: Highland Lakes Condo
    Villa


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,304) + Fees ($635) + Taxes in 2024 ($77)


    Taxes:$928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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Highland Lakes 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 Highland Lakes. You can use our website to view Multiple Listing Service (MLS) data on Highland Lakes 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 Highland Lakes. Palm Harbor 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.