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Highland Lakes Single Family Homes For Sale in Palm Harbor - 23 homes

Highland Lakes single family homes for sale are located in Pinellas County, Florida. Find Highland Lakes single family 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 single family houses.

Location: Highland Lakes, Palm Harbor

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  • 1658 MACDONNELL CT, PALM HARBOR, FL 34684

    $485,00051 Days on yellowkey   MLS ID: TB8502638

    5 Days Off yellowkey (back on 5/16/2026)

    REDUCED by $4,000 (0.8%) on 05/08/2026

    For Sale TB8502638 - 1658 MACDONNELL CT, PALM HARBOR, FL 34684 70 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1981
    Monthly Fee: $164
       Tax: $3,480 (2025)
    Community: Highland Lakes Unit 14 Ph 2
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,657) + Fees ($164) + Taxes in 2025 ($290)


    Taxes:$3,480

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1603 GLENGARRY DR, PALM HARBOR, FL 34684

    $315,0007 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


  • 3028 GREGOR CT, PALM HARBOR, FL 34684

    $469,0007 Days on yellowkey   MLS ID: TB8518008

    1 Days Off yellowkey (back on 6/14/2026)

    For Sale TB8518008 - 3028 GREGOR CT, PALM HARBOR, FL 34684 85 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1765
       Built: 1980
    Monthly Fee: $164
       Tax: $6,679 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $3,290 (change assumption)
    Mortgage ($2,570) + Fees ($164) + Taxes in 2025 ($557)


    Taxes:$6,679

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2819 THISTLE CT S, PALM HARBOR, FL 34684

    $364,90016 Days on yellowkey   MLS ID: TB8515135

    For Sale TB8515135 - 2819 THISTLE CT S, PALM HARBOR, FL 34684 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1288
       Built: 1978
    Monthly Fee: $164
       Tax: $174 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,999) + Fees ($164) + Taxes in 2025 ($15)


    Taxes:$174

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2137 MALCOLM DR, PALM HARBOR, FL 34684

    $424,900156 Days on yellowkey   MLS ID: TB8462729

    REDUCED by $4,900 (1.1%) on 06/03/2026

    For Sale TB8462729 - 2137 MALCOLM DR, PALM HARBOR, FL 34684 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1319
       Built: 1978
    Monthly Fee: $164
       Tax: $2,812 (2024)
    Community: Highland Lakes Unit Six
    Single Family


    Estimated Monthly Payment: $2,726 (change assumption)
    Mortgage ($2,328) + Fees ($164) + Taxes in 2024 ($234)


    Taxes:$2,812

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 999 GILLESPIE DR, PALM HARBOR, FL 34684

    $469,00011 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 SKENE TER, PALM HARBOR, FL 34684

    $499,00016 Days on yellowkey   MLS ID: O6413333

    REDUCED by $15,900 (3.1%) on 06/11/2026

    For Sale O6413333 - 3280 SKENE TER, PALM HARBOR, FL 34684 46 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 1979
    Monthly Fee: $164
       Tax: $2,201 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($2,734) + Fees ($164) + Taxes in 2025 ($183)


    Taxes:$2,201

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1166 GILLESPIE DR, PALM HARBOR, FL 34684

    $554,00014 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


  • 1735 ABERDEEN CT, PALM HARBOR, FL 34684

    $445,00078 Days on yellowkey   MLS ID: TB8493231

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

    REDUCED by $20,000 (4.3%) on 06/04/2026

    For Sale TB8493231 - 1735 ABERDEEN CT, PALM HARBOR, FL 34684 85 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 1980   Tax: $6,372 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,969 (change assumption)
    Mortgage ($2,438) + Taxes in 2025 ($531)


    Taxes:$6,372

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1647 BENTLEY CT, PALM HARBOR, FL 34684

    $470,00031 Days on yellowkey   MLS ID: TB8510446

    For Sale TB8510446 - 1647 BENTLEY CT, PALM HARBOR, FL 34684 14 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1980
    Monthly Fee: $164
       Tax: $7,371 (2025)
    Community: Highland Lakes Unit 14 Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,354 (change assumption)
    Mortgage ($2,575) + Fees ($164) + Taxes in 2025 ($614)


    Taxes:$7,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2938 MACALPIN DR W, PALM HARBOR, FL 34684

    $489,00083 Days on yellowkey   MLS ID: TB8491531

    REDUCED by $10,000 (2.0%) on 05/12/2026

    For Sale TB8491531 - 2938 MACALPIN DR W, PALM HARBOR, FL 34684 64 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1944
       Built: 1979
    Monthly Fee: $164
       Tax: $2,779 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $3,075 (change assumption)
    Mortgage ($2,679) + Fees ($164) + Taxes in 2025 ($232)


    Taxes:$2,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 MACALPIN DR N, PALM HARBOR, FL 34684

    $384,500127 Days on yellowkey   MLS ID: TB8475765

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

    REDUCED by $5,400 (1.4%) on 05/26/2026

    For Sale TB8475765 - 2968 MACALPIN DR N, PALM HARBOR, FL 34684 74 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1330
       Built: 1979
    Monthly Fee: $164
       Tax: $4,581 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,653 (change assumption)
    Mortgage ($2,107) + Fees ($164) + Taxes in 2025 ($382)


    Taxes:$4,581

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2954 CURLING CT, PALM HARBOR, FL 34684

    $295,00028 Days on yellowkey   MLS ID: TB8510404

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

    For Sale TB8510404 - 2954 CURLING CT, PALM HARBOR, FL 34684 39 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1069
       Built: 1976
    Monthly Fee: $164
       Tax: $3,134 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,042 (change assumption)
    Mortgage ($1,616) + Fees ($164) + Taxes in 2025 ($261)


    Taxes:$3,134

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1350 GLENGARRY DR, PALM HARBOR, FL 34684

    $464,000187 Days on yellowkey   MLS ID: TB8456351

    REDUCED by $5,000 (1.1%) on 06/02/2026

    For Sale TB8456351 - 1350 GLENGARRY DR, PALM HARBOR, FL 34684 18 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 1980
    Monthly Fee: $164
       Tax: $1,753 (2024)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,852 (change assumption)
    Mortgage ($2,542) + Fees ($164) + Taxes in 2024 ($146)


    Taxes:$1,753

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1637 CALEDONIA DR, PALM HARBOR, FL 34684

    $449,90057 Days on yellowkey   MLS ID: TB8492628

    0 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $100 (0.0%) on 05/06/2026

    For Sale TB8492628 - 1637 CALEDONIA DR, PALM HARBOR, FL 34684 47 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 1982
    Monthly Fee: $164
       Tax: $1,622 (2025)
    Community: Highland Lakes Unit 14 Ph 2
    Single Family


    Estimated Monthly Payment: $2,764 (change assumption)
    Mortgage ($2,465) + Fees ($164) + Taxes in 2025 ($135)


    Taxes:$1,622

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3569 OAK LAKE DR, PALM HARBOR, FL 34684

    $399,000133 Days on yellowkey   MLS ID: TB8472815

    For Sale TB8472815 - 3569 OAK LAKE DR, PALM HARBOR, FL 34684 42 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1466
       Built: 1987
    Monthly Fee: $164
       Tax: $2,919 (2024)
    Community: Highland Lakes Unit Eighteen
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,594 (change assumption)
    Mortgage ($2,186) + Fees ($164) + Taxes in 2024 ($243)


    Taxes:$2,919

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2472 MALCOLM DR, PALM HARBOR, FL 34684

    $414,90028 Days on yellowkey   MLS ID: TB8510803

    1 Days Off yellowkey (back on 6/1/2026)

    For Sale TB8510803 - 2472 MALCOLM DR, PALM HARBOR, FL 34684 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1330
       Built: 1978
    Monthly Fee: $164
       Tax: $1,996 (2025)
    Community: Highland Lakes Unit Six
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,273) + Fees ($164) + Taxes in 2025 ($166)


    Taxes:$1,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 102 STAFFORD DR, PALM HARBOR, FL 34684

    $379,900119 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


  • 2955 BRIAR CLIFF DR, PALM HARBOR, FL 34684

    $325,90095 Days on yellowkey   MLS ID: TB8478305

    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


  • 1472 QUEEN ANNE DR, PALM HARBOR, FL 34684

    $439,00028 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


12


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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.