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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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  • 9910 CANTERBURY DR, LEESBURG, FL 34788

    $389,00067 Days on yellowkey   MLS ID: O6385487

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6385487 - 9910 CANTERBURY DR, LEESBURG, FL 34788 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 1980   Tax: $760 (2024)
    Community: Country Club View Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($2,131) + Taxes in 2024 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6100 PRINCE FREDERICK CT, LEESBURG, FL 34748

    $345,00040 Days on yellowkey   MLS ID: G5109798

    For Sale G5109798 - 6100 PRINCE FREDERICK CT, LEESBURG, FL 34748 64 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2000
    Monthly Fee: $229
       Tax: $2,963 (2025)
    Community: Royal Highlands Ph 01Ca
    Single Family


    Estimated Monthly Payment: $2,366 (change assumption)
    Mortgage ($1,890) + Fees ($229) + Taxes in 2025 ($247)


    Taxes:$2,963

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4908 CYPRESS HEAD CT, LEESBURG, FL 34748

    $350,0006 Days on yellowkey   MLS ID: G5111653

    For Sale G5111653 - 4908 CYPRESS HEAD CT, LEESBURG, FL 34748 1 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 2004
    Monthly Fee: $180
       Tax: $2,450 (2025)
    Community: Plantation At Leesburg
    Single Family


    Estimated Monthly Payment: $2,302 (change assumption)
    Mortgage ($1,918) + Fees ($180) + Taxes in 2025 ($204)


    Taxes:$2,450

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5712 BLUE SAVANNAH DR, LEESBURG, FL 34748

    $335,00010 Days on yellowkey   MLS ID: G5111479

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale G5111479 - 5712 BLUE SAVANNAH DR, LEESBURG, FL 34748 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2006
    Monthly Fee: $293
       Tax: $2,177 (2025)
    Community: Leesburg Legacy Leesburg Unit 05
    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,836) + Fees ($293) + Taxes in 2025 ($181)


    Taxes:$2,177

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6501 BORG ST, LEESBURG, FL 34748

    $319,90044 Days on yellowkey   MLS ID: G5108707

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $10,000 (3.0%) on 04/16/2026

    For Sale G5108707 - 6501 BORG ST, LEESBURG, FL 34748 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2260
       Built: 1999
    Monthly Fee: $135
       Tax: $3,252 (2025)
    Community: Highland Lakes Ph 03 Tr A-G
    Single Family


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,753) + Fees ($135) + Taxes in 2025 ($271)


    Taxes:$3,252

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 30486 PINTAIL DR, LEESBURG, FL 34748

    $320,00039 Days on yellowkey   MLS ID: O6393869

    REDUCED by $20,000 (5.9%) on 04/28/2026

    SHORT SALE O6393869 - 30486 PINTAIL DR, LEESBURG, FL 34748 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2022
    Monthly Fee: $58
       Tax: $170 (2025)
    Community: Lake Denham Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,826 (change assumption)
    Mortgage ($1,753) + Fees ($58) + Taxes in 2025 ($14)


    Taxes:$170

    Elementary School: Leesburg Elementary

    High School: Leesburg High

    Tax Year: 2025

    Middle School: Oak Park Middle


  • 27210 STONEY BROOK DR, LEESBURG, FL 34748

    $300,00012 Days on yellowkey   MLS ID: O6400899

    For Sale O6400899 - 27210 STONEY BROOK DR, LEESBURG, FL 34748 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1601
       Built: 2007
    Monthly Fee: $293
       Tax: $2,141 (2025)
    Community: Leesburg Legacy Of Leesburg Unit 07
    Single Family


    Estimated Monthly Payment: $2,115 (change assumption)
    Mortgage ($1,644) + Fees ($293) + Taxes in 2025 ($178)


    Taxes:$2,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 255 VERNY GROVE LANE, LEESBURG, FL 34748

    $347,9007 Days on yellowkey   MLS ID: O6402745

    For Sale O6402745 - 255 VERNY GROVE LANE, LEESBURG, FL 34748 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1780
       Built: 2026
    Monthly Fee: $18
       Tax: $253 (2026)
    Community: Arbor Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,906) + Fees ($18) + Taxes in 2026 ($21)


    Taxes:$253

    Elementary School: Fruitland Park Elem

    High School: Leesburg High

    Tax Year: 2026

    Middle School: Carver Middle


  • 25073 RIVERWALK DR, LEESBURG, FL 34748

    $305,0007 Days on yellowkey   MLS ID: G5111576

    For Sale G5111576 - 25073 RIVERWALK DR, LEESBURG, FL 34748 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 1997
    Monthly Fee: $180
       Tax: $2,706 (2025)
    Community: The Plantation At Leesburg Riverwalk Village
    Single Family


    Estimated Monthly Payment: $2,077 (change assumption)
    Mortgage ($1,671) + Fees ($180) + Taxes in 2025 ($226)


    Taxes:$2,706

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4307 BENT CREEK LN, LEESBURG, FL 34748

    $379,90016 Days on yellowkey   MLS ID: G5111198

    REDUCED by $10,000 (2.6%) on 04/28/2026

    For Sale G5111198 - 4307 BENT CREEK LN, LEESBURG, FL 34748 69 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2019
    Monthly Fee: $126
       Tax: $3,009 (2025)
    Community: Arlington Rdg Ph 3B
    Single Family


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($2,082) + Fees ($126) + Taxes in 2025 ($251)


    Taxes:$3,009

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 RANCHWOOD DR, LEESBURG, FL 34748

    $344,90018 Days on yellowkey   MLS ID: G5110691

    For Sale G5110691 - 333 RANCHWOOD DR, LEESBURG, FL 34748 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1996
    Monthly Fee: $265
       Tax: $1,857 (2025)
    Community: Pennbrooke Fairways
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,890) + Fees ($265) + Taxes in 2025 ($155)


    Taxes:$1,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 22125 DRAW BRIDGE DR, LEESBURG, FL 34748

    $377,000307 Days on yellowkey   MLS ID: G5099045

    0 Days Off yellowkey (back on 1/27/2026)

    For Sale G5099045 - 22125 DRAW BRIDGE DR, LEESBURG, FL 34748 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2002
    Monthly Fee: $224
       Tax: $2,517 (2024)
    Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173
    Single Family


    Estimated Monthly Payment: $2,499 (change assumption)
    Mortgage ($2,066) + Fees ($224) + Taxes in 2024 ($210)


    Taxes:$2,517

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3810 ST EMMA CT, LEESBURG, FL 34748

    $355,00058 Days on yellowkey   MLS ID: O6386925

    For Sale O6386925 - 3810 ST EMMA CT, LEESBURG, FL 34748 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2473
       Built: 2006
    Monthly Fee: $195
       Tax: $2,846 (2025)
    Community: Plantation/Leesburg Arbordale
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,945) + Fees ($195) + Taxes in 2025 ($237)


    Taxes:$2,846

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5539 BRAKEN FERN WAY, LEESBURG, FL 34748

    $374,90088 Days on yellowkey   MLS ID: G5107814

    REDUCED by $1,500 (0.4%) on 04/07/2026

    For Sale G5107814 - 5539 BRAKEN FERN WAY, LEESBURG, FL 34748 43 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2023
    Monthly Fee: $80
       Tax: $4,355 (2025)
    Community: Windsong
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,054) + Fees ($80) + Taxes in 2025 ($363)


    Taxes:$4,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 27343 ROANOKE DR, LEESBURG, FL 34748

    $345,000165 Days on yellowkey   MLS ID: R4910273

    REDUCED by $4,999 (1.4%) on 04/27/2026

    For Sale R4910273 - 27343 ROANOKE DR, LEESBURG, FL 34748 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1607
       Built: 2017
    Monthly Fee: $126
       Tax: $5,983 (2025)
    Community: Arlington Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,515 (change assumption)
    Mortgage ($1,890) + Fees ($126) + Taxes in 2025 ($499)


    Taxes:$5,983

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 21704 LOCH HAVEN PASS, LEESBURG, FL 34748

    $315,00070 Days on yellowkey   MLS ID: G5107955

    For Sale G5107955 - 21704 LOCH HAVEN PASS, LEESBURG, FL 34748 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1586
       Built: 2001
    Monthly Fee: $229
       Tax: $2,806 (2025)
    Community: Royal Highlands Ph 01D
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,726) + Fees ($229) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 33857 SKY BLOSSOM CIR, LEESBURG, FL 34788

    $300,0009 Days on yellowkey   MLS ID: S5148631

    REDUCED by $40,000 (11.8%) on 04/27/2026

    For Sale S5148631 - 33857 SKY BLOSSOM CIR, LEESBURG, FL 34788 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2023
    Monthly Fee: $104
       Tax: $4,198 (2025)
    Community: Liberty Preserve
    Single Family


    Estimated Monthly Payment: $2,098 (change assumption)
    Mortgage ($1,644) + Fees ($104) + Taxes in 2025 ($350)


    Taxes:$4,198

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3507 ARLINGTON RIDGE BLVD, LEESBURG, FL 34748

    $309,900307 Days on yellowkey   MLS ID: G5099008

    For Sale G5099008 - 3507 ARLINGTON RIDGE BLVD, LEESBURG, FL 34748 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2007
    Monthly Fee: $129
       Tax: $7,892 (2024)
    Community: Leesburg Arlington Ridge Ph 02
    Single Family


    Estimated Monthly Payment: $2,485 (change assumption)
    Mortgage ($1,698) + Fees ($129) + Taxes in 2024 ($658)


    Taxes:$7,892

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 33655 SKY BLOSSOM CIR, LEESBURG, FL 34788

    $315,00051 Days on yellowkey   MLS ID: O6388763

    REDUCED by $29,000 (8.4%) on 04/27/2026

    For Sale O6388763 - 33655 SKY BLOSSOM CIR, LEESBURG, FL 34788 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2022
    Monthly Fee: $97
       Tax: $4,250 (2025)
    Community: Liberty Preserve
    Single Family


    Estimated Monthly Payment: $2,177 (change assumption)
    Mortgage ($1,726) + Fees ($97) + Taxes in 2025 ($354)


    Taxes:$4,250

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1643 ANN ROSE WAY, LEESBURG, FL 34748

    $343,90037 Days on yellowkey   MLS ID: O6394558

    For Sale O6394558 - 1643 ANN ROSE WAY, LEESBURG, FL 34748 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1780
       Built: 2026   Tax: $253 (2025)
    Community: Arbor Park
    Single Family


    Estimated Monthly Payment: $1,905 (change assumption)
    Mortgage ($1,884) + Taxes in 2025 ($21)


    Taxes:$253

    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.