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Highland Lakes Homes for Sale in Palm Harbor - 52 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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  • 1735 ABERDEEN CT, PALM HARBOR, FL 34684

    $499,900Listed 04/02/2026 2:38PM   MLS ID: TB8493231

    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: $3,270 (change assumption)
    Mortgage ($2,739) + Taxes in 2025 ($531)


    Taxes:$6,372

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2928 MACALPIN DR S, PALM HARBOR, FL 34684

    $389,00011 Days on yellowkey   MLS ID: TB8489035

    REDUCED by $1,000 (0.3%) on 04/02/2026

    For Sale TB8489035 - 2928 MACALPIN DR S, PALM HARBOR, FL 34684 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1352
       Built: 1979
    Monthly Fee: $164
       Tax: $2,034 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($2,131) + Fees ($164) + Taxes in 2025 ($170)


    Taxes:$2,034

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2150 SHELLY DR #A, PALM HARBOR, FL 34684

    $204,999174 Days on yellowkey   MLS ID: TB8436293

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale TB8436293 - 2150 SHELLY DR #A, PALM HARBOR, FL 34684 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 918
       Built: 1978
    Monthly Fee: $164
       Tax: $1,980 (2024)
    Community: Highland Lakes Villa Condo I
    Condo


    Estimated Monthly Payment: $1,452 (change assumption)
    Mortgage ($1,123) + Fees ($164) + Taxes in 2024 ($165)


    Taxes:$1,980

    Elementary School: Curlew Creek Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1614 BERWICK CT #D, PALM HARBOR, FL 34684

    $175,000186 Days on yellowkey   MLS ID: TB8431368

    For Sale TB8431368 - 1614 BERWICK CT #D, PALM HARBOR, FL 34684 33 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 814
       Built: 1973
    Monthly Fee: $632
       Tax: $1,591 (2024)
    Community: Highland Lakes Condo
    Villa


    Estimated Monthly Payment: $1,723 (change assumption)
    Mortgage ($959) + Fees ($632) + Taxes in 2024 ($133)


    Taxes:$1,591

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 999 GILLESPIE DR, PALM HARBOR, FL 34684

    $479,900Listed 04/02/2026 9:07AM   MLS ID: TB8492306

    For Sale TB8492306 - 999 GILLESPIE DR, PALM HARBOR, FL 34684 24 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 Unit Fifteen Ph 1
    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($2,630) + Fees ($164) + Taxes in 2025 ($573)


    Taxes:$6,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3400 RUGBY CT, PALM HARBOR, FL 34684

    $375,00017 Days on yellowkey   MLS ID: TB8484795

    For Sale TB8484795 - 3400 RUGBY CT, PALM HARBOR, FL 34684 68 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1420
       Built: 1981
    Monthly Fee: $164
       Tax: $4,157 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,055) + Fees ($164) + Taxes in 2025 ($346)


    Taxes:$4,157

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $249,00084 Days on yellowkey   MLS ID: TB8462674

    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: $2,077 (change assumption)
    Mortgage ($1,364) + Fees ($635) + Taxes in 2024 ($77)


    Taxes:$928

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1207 GILLESPIE DR N, PALM HARBOR, FL 34684

    $534,9007 Days on yellowkey   MLS ID: TB8491462

    For Sale TB8491462 - 1207 GILLESPIE DR N, PALM HARBOR, FL 34684 18 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 1985
    Monthly Fee: $150
       Tax: $4,394 (2025)
    Community: Highland Lakes Unit Fifteen Ph 3
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,931) + Fees ($150) + Taxes in 2025 ($366)


    Taxes:$4,394

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3569 OAK LAKE DR, PALM HARBOR, FL 34684

    $399,00056 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
    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


  • 899 CLELAND CT #A, PALM HARBOR, FL 34684

    $265,000112 Days on yellowkey   MLS ID: TB8455060

    REDUCED by $14,900 (5.3%) on 04/01/2026

    For Sale TB8455060 - 899 CLELAND CT #A, PALM HARBOR, FL 34684 52 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1230
       Built: 1981
    Monthly Fee: $590
       Tax: $1,702 (2024)
    Community: Highland Lakes Villas On The Green
    Villa


    Estimated Monthly Payment: $2,184 (change assumption)
    Mortgage ($1,452) + Fees ($590) + Taxes in 2024 ($142)


    Taxes:$1,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3098 E DORCHESTER DR, PALM HARBOR, FL 34684

    $399,900181 Days on yellowkey   MLS ID: TB8433251

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale TB8433251 - 3098 E DORCHESTER DR, PALM HARBOR, FL 34684 95 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 1980
    Monthly Fee: $164
       Tax: $3,136 (2024)
    Community: Highland Lakes Unit 14 Ph 1
    Single Family


    Estimated Monthly Payment: $2,617 (change assumption)
    Mortgage ($2,191) + Fees ($164) + Taxes in 2024 ($261)


    Taxes:$3,136

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1563 WICKLOW DR, PALM HARBOR, FL 34684

    $499,00070 Days on yellowkey   MLS ID: TB8467874

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale TB8467874 - 1563 WICKLOW DR, PALM HARBOR, FL 34684 76 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 1985
    Monthly Fee: $164
       Tax: $5,324 (2024)
    Community: Highland Lakes Unit Fifteen Ph 4
    Single Family


    Estimated Monthly Payment: $3,342 (change assumption)
    Mortgage ($2,734) + Fees ($164) + Taxes in 2024 ($444)


    Taxes:$5,324

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2938 MACALPIN DR W, PALM HARBOR, FL 34684

    $499,0006 Days on yellowkey   MLS ID: TB8491531

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

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


    Estimated Monthly Payment: $3,130 (change assumption)
    Mortgage ($2,734) + Fees ($164) + Taxes in 2025 ($232)


    Taxes:$2,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3284 GORSE CT, PALM HARBOR, FL 34684

    $345,000213 Days on yellowkey   MLS ID: TB8415147

    For Sale TB8415147 - 3284 GORSE CT, PALM HARBOR, FL 34684 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1238
       Built: 1982
    Monthly Fee: $164
       Tax: $1,078 (2024)
    Community: Highland Lakes
    Villa


    Estimated Monthly Payment: $2,144 (change assumption)
    Mortgage ($1,890) + Fees ($164) + Taxes in 2024 ($90)


    Taxes:$1,078

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2149 MALCOLM DR, PALM HARBOR, FL 34684

    $409,00045 Days on yellowkey   MLS ID: TB8475863

    For Sale TB8475863 - 2149 MALCOLM DR, PALM HARBOR, FL 34684 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1535
       Built: 1978
    Monthly Fee: $164
       Tax: $5,408 (2024)
    Community: Highland Lakes Unit Six
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,241) + Fees ($164) + Taxes in 2024 ($451)


    Taxes:$5,408

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 3466 MACLAREN DR, PALM HARBOR, FL 34684

    $294,90044 Days on yellowkey   MLS ID: TB8476786

    For Sale TB8476786 - 3466 MACLAREN DR, PALM HARBOR, FL 34684 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1288
       Built: 1981
    Monthly Fee: $175
       Tax: $3,855 (2025)
    Community: Highland Lakes
    Villa


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,616) + Fees ($175) + Taxes in 2025 ($321)


    Taxes:$3,855

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 SHERBROOKE LN #D, PALM HARBOR, FL 34684

    $159,99986 Days on yellowkey   MLS ID: TB8461202

    For Sale TB8461202 - 2735 SHERBROOKE LN #D, PALM HARBOR, FL 34684 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 949
       Built: 1974
    Monthly Fee: $164
       Tax: $1,989 (2024)
    Community: Highland Lakes Condo
    Condo


    Estimated Monthly Payment: $1,206 (change assumption)
    Mortgage ($877) + Fees ($164) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2231 LARK CIR E #F, PALM HARBOR, FL 34684

    $244,00023 Days on yellowkey   MLS ID: TB8484660

    For Sale TB8484660 - 2231 LARK CIR E #F, PALM HARBOR, FL 34684 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1340
       Built: 1979
    Monthly Fee: $164
       Tax: $2,281 (2025)
    Community: Hghland Lakes
    Villa


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,337) + Fees ($164) + Taxes in 2025 ($190)


    Taxes:$2,281

    Elementary School: Highland Lakes Elementary-PN

    High School: Palm Harbor Univ High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 3529 OAK LAKE DR, PALM HARBOR, FL 34684

    $420,00050 Days on yellowkey   MLS ID: TB8474960

    For Sale TB8474960 - 3529 OAK LAKE DR, PALM HARBOR, FL 34684 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1671
       Built: 1987
    Monthly Fee: $164
       Tax: $2,348 (2025)
    Community: Highland Lakes
    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,301) + Fees ($164) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3297 GORSE CT, PALM HARBOR, FL 34684

    $349,00022 Days on yellowkey   MLS ID: TB8485209

    For Sale TB8485209 - 3297 GORSE CT, PALM HARBOR, FL 34684 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1981
    Monthly Fee: $174
       Tax: $4,034 (2025)
    Community: Highland Lakes
    Villa


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($1,912) + Fees ($174) + Taxes in 2025 ($336)


    Taxes:$4,034

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


123


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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.