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Displaying: For Sale

Location: Leesburg

Property Type(s): Single Family

Price: $300,000 to $399,000

Leesburg - 204 properties found

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  • 5135 AURORA DR, LEESBURG, FL 34748

    $324,500237 Days on yellowkey   MLS ID: G5101769

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5101769 - 5135 AURORA DR, LEESBURG, FL 34748 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2055
       Built: 2001
    Monthly Fee: $278
       Tax: $5,297 (2024)
    Community: Legacy Leesburg
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($1,778) + Fees ($278) + Taxes in 2024 ($441)


    Taxes:$5,297

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 706 BEECHER ST, LEESBURG, FL 34748

    $315,00010 Days on yellowkey   MLS ID: G5111173

    For Sale G5111173 - 706 BEECHER ST, LEESBURG, FL 34748 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1531
       Built: 2026
    Community: Leesburg W C Wilkins 06
    Single Family


    Estimated Monthly Payment: $1,726 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2212 LAKE POINTE CIR, LEESBURG, FL 34748

    $307,50074 Days on yellowkey   MLS ID: O6383971

    REDUCED by $12,500 (3.9%) on 04/24/2026

    For Sale O6383971 - 2212 LAKE POINTE CIR, LEESBURG, FL 34748 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2004
    Monthly Fee: $33
       Tax: $2,359 (2025)
    Community: Leesburg Village At Lake Pointe Lt 66 Pb 05
    Single Family


    Estimated Monthly Payment: $1,915 (change assumption)
    Mortgage ($1,685) + Fees ($33) + Taxes in 2025 ($197)


    Taxes:$2,359

    Elementary School: Beverly Shores Elem

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 4506 SHENANDOAH RIVER TRL, LEESBURG, FL 34748

    $347,00085 Days on yellowkey   MLS ID: G5107932

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $7,900 (2.2%) on 04/20/2026

    For Sale G5107932 - 4506 SHENANDOAH RIVER TRL, LEESBURG, FL 34748 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1711
       Built: 2021
    Monthly Fee: $126
       Tax: $4,187 (2025)
    Community: Arlington Rdg Ph 3C
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($1,901) + Fees ($126) + Taxes in 2025 ($349)


    Taxes:$4,187

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8639 OAKSTONE CIR, LEESBURG, FL 34788

    $359,99038 Days on yellowkey   MLS ID: O6394291

    REDUCED by $14,000 (3.7%) on 04/24/2026

    For Sale O6394291 - 8639 OAKSTONE CIR, LEESBURG, FL 34788 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2154
       Built: 2026
    Monthly Fee: $8
       Tax: $239 (2025)
    Community: Oakstone Farms
    Single Family


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,972) + Fees ($8) + Taxes in 2025 ($20)


    Taxes:$239

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748

    $359,00026 Days on yellowkey   MLS ID: A4686807

    For Sale A4686807 - 21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 1999
    Monthly Fee: $229
       Tax: $4,134 (2025)
    Community: Royal Highlands Ph 01Ca
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($1,967) + Fees ($229) + Taxes in 2025 ($345)


    Taxes:$4,134

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 27335 ORCHID GLADE ST, LEESBURG, FL 34748

    $335,00026 Days on yellowkey   MLS ID: G5110740

    For Sale G5110740 - 27335 ORCHID GLADE ST, LEESBURG, FL 34748 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2004
    Monthly Fee: $293
       Tax: $4,891 (2025)
    Community: Leesburg Legacy Unit 03 Lt 259
    Single Family


    Estimated Monthly Payment: $2,536 (change assumption)
    Mortgage ($1,836) + Fees ($293) + Taxes in 2025 ($408)


    Taxes:$4,891

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 7814 SLOEWOOD DR, LEESBURG, FL 34748

    $310,00074 Days on yellowkey   MLS ID: G5108492

    REDUCED by $10,000 (3.1%) on 04/24/2026

    For Sale G5108492 - 7814 SLOEWOOD DR, LEESBURG, FL 34748 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2007
    Monthly Fee: $42
       Tax: $2,009 (2025)
    Community: Park Hill Ph 2
    Single Family


    Estimated Monthly Payment: $1,908 (change assumption)
    Mortgage ($1,699) + Fees ($42) + Taxes in 2025 ($167)


    Taxes:$2,009

    Elementary School: Beverly Shores Elem

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 29991 ANAHID DR, LEESBURG, FL 34748

    $300,00011 Days on yellowkey   MLS ID: O6398037

    SHORT SALE O6398037 - 29991 ANAHID DR, LEESBURG, FL 34748 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2022
    Monthly Fee: $50
       Tax: $706 (2025)
    Community: Lake Denham Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,753 (change assumption)
    Mortgage ($1,644) + Fees ($50) + Taxes in 2025 ($59)


    Taxes:$706

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 27300 PINE STRAW RD, LEESBURG, FL 34748

    $335,00016 Days on yellowkey   MLS ID: G5111189

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale G5111189 - 27300 PINE STRAW RD, LEESBURG, FL 34748 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2007
    Monthly Fee: $293
       Tax: $2,127 (2025)
    Community: Leesburg Legacy Leesburg Unit 06
    Single Family


    Estimated Monthly Payment: $2,306 (change assumption)
    Mortgage ($1,836) + Fees ($293) + Taxes in 2025 ($177)


    Taxes:$2,127

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 34041 HIGHLAND RD, LEESBURG, FL 34788

    $359,999146 Days on yellowkey   MLS ID: G5104831

    For Sale G5104831 - 34041 HIGHLAND RD, LEESBURG, FL 34788 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 1969   Tax: $3,440 (2025)
    Community: Golfview Sub
    Single Family


    Estimated Monthly Payment: $2,259 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($287)


    Taxes:$3,440

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7716 PARK HILL AVE, LEESBURG, FL 34748

    $379,900104 Days on yellowkey   MLS ID: O6375467

    REDUCED by $10,000 (2.6%) on 04/23/2026

    For Sale O6375467 - 7716 PARK HILL AVE, LEESBURG, FL 34748 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2008
    Monthly Fee: $42
       Tax: $5,155 (2025)
    Community: Park Hill Sub
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,082) + Fees ($42) + Taxes in 2025 ($430)


    Taxes:$5,155

    Elementary School: Beverly Shores Elem

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 5064 MEADOW SONG DR, LEESBURG, FL 34748

    $375,00037 Days on yellowkey   MLS ID: G5110256

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale G5110256 - 5064 MEADOW SONG DR, LEESBURG, FL 34748 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2022
    Monthly Fee: $151
       Tax: $4,360 (2025)
    Community: Spring Creek
    Single Family


    Estimated Monthly Payment: $2,569 (change assumption)
    Mortgage ($2,055) + Fees ($151) + Taxes in 2025 ($363)


    Taxes:$4,360

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 LONG MEADOW DR, LEESBURG, FL 34748

    $305,00060 Days on yellowkey   MLS ID: G5109100

    REDUCED by $24,900 (7.5%) on 04/22/2026

    For Sale G5109100 - 5024 LONG MEADOW DR, LEESBURG, FL 34748 100 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2001
    Monthly Fee: $180
       Tax: $3,734 (2025)
    Community: Plantation At Leesburg Long Meadow Village
    Single Family


    Estimated Monthly Payment: $2,162 (change assumption)
    Mortgage ($1,671) + Fees ($180) + Taxes in 2025 ($311)


    Taxes:$3,734

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4949 SAWGRASS LAKE CIR, LEESBURG, FL 34748

    $309,999214 Days on yellowkey   MLS ID: G5102655

    REDUCED by $14,001 (4.3%) on 04/08/2026

    For Sale G5102655 - 4949 SAWGRASS LAKE CIR, LEESBURG, FL 34748 65 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2000
    Monthly Fee: $180
       Tax: $2,209 (2024)
    Community: Plantation At Leesburg Sawgrass Village
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,699) + Fees ($180) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 29875 ANAHID DR, LEESBURG, FL 34748

    $325,000264 Days on yellowkey   MLS ID: O6335485

    REDUCED by $24,990 (7.1%) on 04/22/2026

    For Sale O6335485 - 29875 ANAHID DR, LEESBURG, FL 34748 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2021
    Monthly Fee: $54
       Tax: $4,492 (2024)
    Community: Lake Denham Estates
    Single Family


    Estimated Monthly Payment: $2,209 (change assumption)
    Mortgage ($1,781) + Fees ($54) + Taxes in 2024 ($374)


    Taxes:$4,492

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2024

    Middle School: Oak Park Middle


  • 27601 COUNTRY STONE CT, LEESBURG, FL 34748

    $369,00099 Days on yellowkey   MLS ID: G5107236

    REDUCED by $10,888 (2.9%) on 04/22/2026

    For Sale G5107236 - 27601 COUNTRY STONE CT, LEESBURG, FL 34748 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2007
    Monthly Fee: $295
       Tax: $3,826 (2025)
    Community: Leesburg Legacy Leesburg Unit 06
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,022) + Fees ($295) + Taxes in 2025 ($319)


    Taxes:$3,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11426 LAKEVIEW DR, LEESBURG, FL 34788

    $335,00013 Days on yellowkey   MLS ID: G5111231

    For Sale G5111231 - 11426 LAKEVIEW DR, LEESBURG, FL 34788 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1457
       Built: 2023   Tax: $1,388 (2025)
    Community: No Subdivision Name
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($116)


    Taxes:$1,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8634 OAKSTONE CIR, LEESBURG, FL 34788

    $373,99084 Days on yellowkey   MLS ID: O6379065

    INCREASED by $9,000 (2.5%) on 04/21/2026

    For Sale O6379065 - 8634 OAKSTONE CIR, LEESBURG, FL 34788 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2026
    Monthly Fee: $100
       Tax: $239 (2025)
    Community: Oakstone Farms
    Single Family


    Estimated Monthly Payment: $2,169 (change assumption)
    Mortgage ($2,049) + Fees ($100) + Taxes in 2025 ($20)


    Taxes:$239

    Elementary School: Treadway Elem

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 21811 KING HENRY AVE, LEESBURG, FL 34748

    $339,90043 Days on yellowkey   MLS ID: G5109896

    For Sale G5109896 - 21811 KING HENRY AVE, LEESBURG, FL 34748 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1918
       Built: 1999
    Monthly Fee: $229
       Tax: $2,882 (2025)
    Community: Royal Highlands Ph 01Ca
    Single Family


    Estimated Monthly Payment: $2,332 (change assumption)
    Mortgage ($1,862) + Fees ($229) + Taxes in 2025 ($240)


    Taxes:$2,882

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.