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3 bedsNew constructionWith a pool
55+ Community Homes in Leesburg, FL — Page 2
315 listings

55+ Community Homes in Leesburg, FL

55+ Community Homes in Leesburg, FL

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24 of 315 Listings
Map

55+ Community Homes in Leesburg, FL

24 of 315 Listings

  1. 107 Diamond Head Dr — photo48Active

Your Leesburg agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$103,000

2 bd · 2 ba · 1,152 sqft

107 Diamond Head Dr, Leesburg, FL

Joanne Levy · BHHS FLORIDA REALTY

  • 24445 Madewood Ave — photo90Active

    $357,000

    2 bd · 2 ba · 2,051 sqft

    24445 Madewood Ave, Leesburg, FL

    Debra Askew · COLDWELL BANKER VANGUARD EDGE REALTY

  • 26032 Newcombe Cir — photo90Active

    $204,900

    2 bd · 2 ba · 1,196 sqft

    26032 Newcombe Cir, Leesburg, FL

    Sara Sutherland · COLDWELL BANKER REALTY

  • 5409 Essex Ct — photo73Active

    $525,000

    4 bd · 4 ba · 3,318 sqft

    5409 Essex Ct, Leesburg, FL

    Angela Phillips · VANGIE BERRY SIGNATURE REALTY

  • 3916 Manor Oaks Ct — photo34Active

    $299,900

    2 bd · 2 ba · 1,617 sqft

    3916 Manor Oaks Ct, Leesburg, FL

    Alex Vonhartman · CARLINO REAL ESTATE GROUP INC

  • 5440 Rosewall Cir — photo61Active

    $229,900

    2 bd · 2 ba · 1,210 sqft

    5440 Rosewall Cir, Leesburg, FL

    Angela Phillips · VANGIE BERRY SIGNATURE REALTY

  • 1032 Scotch Pine Ct — photo51Active

    $239,900

    3 bd · 2 ba · 1,685 sqft

    1032 Scotch Pine Ct, Leesburg, FL

    Cynthia Wheeler · ERA GRIZZARD REAL ESTATE

  • 26939 Honeymoon Ave — photo36Active

    $395,000

    3 bd · 2 ba · 2,002 sqft

    26939 Honeymoon Ave, Leesburg, FL

    JP Gutierrez · EXP REALTY LLC

  • 500 Newell Hill Rd #105B — photo36Active

    $69,900

    2 bd · 2 ba · 1,134 sqft

    500 Newell Hill Rd #105B, Leesburg, FL

    Tracy Foreman · SUNBELT HOME REALTY, INC.

  • 24817 Riverboat Bnd — photo32Active

    $300,000

    3 bd · 2 ba · 1,747 sqft

    24817 Riverboat Bnd, Leesburg, FL

    Dennis Long · EXP REALTY LLC

  • 5811 Greenbriar Loop — photo38Active

    $340,000

    2 bd · 2 ba · 1,665 sqft

    5811 Greenbriar Loop, Leesburg, FL

    Naji Khouri · CHARLES RUTENBERG REALTY ORLANDO

  • 25524 Belle Helene — photo47Active

    $180,000

    2 bd · 2 ba · 1,352 sqft

    25524 Belle Helene, Leesburg, FL

    Mary Jane Grimes · CENTURY 21 MYERS ROSE REALTY

  • 1113 Ben Hope Dr — photo42Active

    $192,900

    2 bd · 2 ba · 1,089 sqft

    1113 Ben Hope Dr, Leesburg, FL

    Joe Godfrey · GODFREY REALTY GROUP, INC.

  • 2008 Tweed Ct — photo20Active

    $205,000

    3 bd · 2 ba · 1,314 sqft

    2008 Tweed Ct, Leesburg, FL

    Joshua Torres · LIFESTYLE INTERNATIONAL REALTY

  • 642 Glen Oaks Dr — photoPrice Reduced32Active

    $247,500

    2 bd · 2 ba · 1,632 sqft

    642 Glen Oaks Dr, Leesburg, FL

    Evelyn Tejada · REGENCY REAL ESTATE LLC

  • 4617 Manor View Dr — photo35Active

    $285,900

    3 bd · 2 ba · 1,858 sqft

    4617 Manor View Dr, Leesburg, FL

    Brooke Vermeulen · VERMEULEN REALTY

  • 5138 Aurora Dr — photo52Active

    $299,900

    2 bd · 2 ba · 1,856 sqft

    5138 Aurora Dr, Leesburg, FL

    Angela Phillips · VANGIE BERRY SIGNATURE REALTY

  • 25845 Glen Eagle Dr — photo43Active

    $325,000

    3 bd · 2 ba · 2,047 sqft

    25845 Glen Eagle Dr, Leesburg, FL

    Linda Killoran · DANA REALTY GROUP, LLC

  • 710 Coachman Dr — photo22Active

    $155,000

    2 bd · 2 ba · 1,056 sqft

    710 Coachman Dr, Leesburg, FL

    Hope Wilson, PA · BROKER ASSOCIATES REALTY

  • 439 Grand Vista Trl — photo79Active

    $315,000

    3 bd · 2 ba · 1,869 sqft

    439 Grand Vista Trl, Leesburg, FL

    Mary Palerino · WEICHERT REALTORS HALLMARK PRO

  • 5500 Laver St — photoPrice Reduced30Active

    $234,900

    3 bd · 2 ba · 1,591 sqft

    5500 Laver St, Leesburg, FL

    Jonathan Carroll · EXP REALTY LLC

  • 27138 Racquet Cir — photoPrice Reduced89Active

    $329,900

    3 bd · 2 ba · 2,025 sqft

    27138 Racquet Cir, Leesburg, FL

    Sara Sutherland · COLDWELL BANKER REALTY

  • 5401 Essex Ct — photo76Active

    $370,000

    3 bd · 3 ba · 2,009 sqft

    5401 Essex Ct, Leesburg, FL

    Celie White · FLORIDA PLUS REALTY, LLC

  • 2311 Bonnie View Ct — photo55Active

    $225,000

    2 bd · 2 ba · 1,479 sqft

    2311 Bonnie View Ct, Leesburg, FL

    Cynthia Wheeler · ERA GRIZZARD REAL ESTATE

  • 123…14

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    Your Leesburg agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    Listing data & MLS disclosures

    Stellar MLS
    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

    Leesburg, FL community profile

    Population
    31,721
    Median income
    $47,013
    Housing units
    15,621
    People per sq. mi.
    284.2
    Area
    111.6 sq. mi.

    Source: HJN community data

    Leesburg housing market

    September 2026 · This period is still settling

    Leesburg 12-month median sale price trend

    Selling at 98.5% of asking price

    Buyers here are paying below asking. MLS · 85 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 17, 2026

    Median sale price
    $315,700$211,500–$374,955 typical range
    Price per sq. ft.
    $152
    Sales
    79
    Paid in cash
    49.4%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $315,000
    Homes for sale
    523
    Median days on market
    49 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    16.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,662 sq. ft.