33,943

Leesburg, FL Homes

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  • /36

    $29,000

    • 2 Beds
    • 2 Baths

    25916 Vascaya, Leesburg, FL 34748

    Major Price Reduction !Sold AS-IS !Charming 2‐bed, 2‐bath home with many updates and flexible spaceHighlights2 bedrooms, 2 full baths (both updated)Newly remodeled kitchen with gorgeous cabinets and new flooringNew flooring in living roomIndoor laundryEnclosed porch - great for relaxing year‐roundBonus room in a detached working shed - perfect office, studio or workshopPlumbing updatedNew roof

    Agent Photo

    Adriana Skoloda

    Re/max Premier Realty

    (352) 736-7830

    25916 Vascaya, Leesburg, FL 34748
  • /47

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 2,869 Sq Ft
    • House for Rent

    21300 Royal St Georges Ln, Leesburg, FL 34748

    This beautifully maintained, fully furnished 3-bedroom, 2-bath home offers a comfortable and easy living experience with peaceful pasture views and a thoughtfully designed split floor plan. From the moment you arrive, you’ll appreciate the paver driveway, expanded two-car garage with golf cart parking, and inviting double-door entry.Inside, the home feels bright and open with cathedral

    Agent Photo

    Angela Phillips

    VANGIE BERRY SIGNATURE REALTY

    (352) 724-1850

    21300 Royal St Georges Ln, Leesburg, FL 34748
  • /2

    $395,000 Sold Apr 30, 2026

    4919 Long Meadow Dr, Leesburg, FL 34748

    • 2 Beds
    • 2.5 Baths
    • 2,693 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $147/SF
    • 7 Days On Market

    Current Estimated Value $398,876

    Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

    4919 Long Meadow Dr, Leesburg, FL 34748
    • /2

      Est $212,607 Not Listed For Sale

      2211 Orkney Dr Unit 1, Leesburg, FL 34788

      • 2 Beds
      • 2 Baths
      • 1,376 Sq Ft
      • Built 1991
      2211 Orkney Dr Unit 1, Leesburg, FL 34788

      Last Sold Summary

      • 2% Above List Price
      • $151/SF
      • 102 Days On Market
      • Last Sold Price $208,000
      • Apr 24, 2025

      Last Listing Agent Ramona Montgomery TROPIC SHORES REALTY LLC

  • /24

    $69,900

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    4 Kings Blvd, Leesburg, FL 34748

    A one of a kind home! Great curb appeal, nestled on a large corner lot with no rear neighbors and plenty of parking. Step into a gorgeous bonus room with lots of light and windows. Then you will discover the large living room with a corner fireplace perfect for an electric fireplace unit. Large 10x24 master on the north side of home and 3 additional bedrooms on south side. Large walk in pantry in

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    (352) 775-0283

    4 Kings Blvd, Leesburg, FL 34748
  • /25

    $2,375 per month

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • House for Rent

    35901 Joewood Ave, Leesburg, FL 34788

    Welcome to this beautiful 3-bedroom, 2-bath home in Leesburg, perfectly situated on a spacious corner lot offering extra privacy and great curb appeal. This well-maintained residence features a bright open-concept layout, ideal for comfortable everyday living and entertaining.The home offers a modern kitchen with ample cabinetry and counter space, seamlessly connecting to the living and

    Agent Photo

    Yari Burgos-Colon

    MARCILLO REAL ESTATE LLC

    (352) 755-9591

    35901 Joewood Ave, Leesburg, FL 34788
  • /2

    $411,000 Sold Apr 28, 2026

    3519 Arlington Ridge Blvd, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 2,270 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $181/SF
    • 26 Days On Market

    Current Estimated Value $416,150

    Last Listing Agent Steven Simpkins LOKATION

    3519 Arlington Ridge Blvd, Leesburg, FL 34748
    • /2

      Est $320,527 Not Listed For Sale

      26101 Bristleleaf Ct, Groveland, FL 34737

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 2023
      26101 Bristleleaf Ct, Groveland, FL 34737

      Last Sold Summary

      • 1% Below List Price
      • $211/SF
      • 12 Days On Market
      • Last Sold Price $325,000
      • Apr 25, 2025

      Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

  • /16

    $30,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    158 Camellia Dr, Leesburg, FL 34788

    Brand new AC installed 2026 just in time for the summer! Remodeled home with gorgeous granite kitchen island. Spacious open concept with adorable Florida room. Guest bathroom has tiled shower and granite countertop. You will love living in this community! Planned social activities, large billiards room, air-conditioned fitness room, library, ceramic and woodworking shops, and lets not forget,

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    (352) 730-5927

    158 Camellia Dr, Leesburg, FL 34788
  • /27

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft
    • House for Rent

    32905 Timberwood Dr, Leesburg, FL 34748

    Charming 3-Bedroom Home in 55+ Pennbrooke Fairways – Golf Course Views! Welcome to this immaculate McLean model located in the highly desirable Pennbrooke Fairways, a gated 55+ community offering resort-style living. This spacious, mostly furnished home features 3 bedrooms, 2 bathrooms, and a bright Florida room with both A/C and heat—perfect for year-round enjoyment. The open-concept layout

    Agent Photo

    Donna Dorsey

    CITRUS REALTY

    (352) 645-2068

    32905 Timberwood Dr, Leesburg, FL 34748
  • /2

    $315,000 Sold Feb 03, 2026

    27313 Falcon Feather Way, Leesburg, FL 34748

    • 3 Beds
    • 2 Baths
    • 1,611 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $196/SF
    • 100 Days On Market

    Current Estimated Value $315,347

    Last Listing Agent James Armstrong, III COLDWELL BANKER VANGUARD EDGE

    27313 Falcon Feather Way, Leesburg, FL 34748
    • /2

      Est $57,127 Not Listed For Sale

      11420 Parakeet Cir, Leesburg, FL 34788

      • 1 Bed
      • 1 Bath
      • 504 Sq Ft
      • Built 1994
      11420 Parakeet Cir, Leesburg, FL 34788

      Last Sold Summary

      • 4% Above List Price
      • $109/SF
      • 18 Days On Market
      • Last Sold Price $55,000
      • Apr 30, 2025

      Last Listing Agent Debbie Affatato CENTRAL LAKES REALTY LLC

  • /29

    $70,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    6635 Shawnee Trail, Leesburg, FL 34748

    NOW IS THE TIME TO BUY AS PRICES ARE DROPPING!!! Even though I am a preloved home it was only for a short time and I still have the new home feel. Reap the savings now and put the extra cash towards adding a screen room underneath the carport or screen in the front porch. I have loads of glitz and glam and am waiting for you to put your personal touches throughout. The main living, dining and

    Agent Photo

    Lisa Skutt

    Down Home Realty

    (352) 704-3375

    6635 Shawnee Trail, Leesburg, FL 34748
  • /15

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Property for Rent

    4728 Belle Grove, Leesburg, FL 34748

    Welcome to resort-style living in Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities where every day feels like a vacation. This charming 2-bedroom, 2-bath home offers the perfect opportunity to enjoy an active and social lifestyle surrounded by beautifully maintained grounds and a welcoming neighborhood atmosphere. Life here is centered around an incredible lineup of

    Agent Photo

    Brian Smith, Jr.

    CENTRAL FLORIDA REAL ESTATE

    (352) 806-4527

    4728 Belle Grove, Leesburg, FL 34748
  • /2

    $87,500 Sold Feb 18, 2026

    173 Paradise N, Leesburg, FL 34788

    • 2 Beds
    • 2 Baths
    • 828 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $106/SF
    • 48 Days On Market

    Current Estimated Value $87,914

    Last Listing Agent Joanne Levy BHHS FLORIDA REALTY

    173 Paradise N, Leesburg, FL 34788
    • /2

      Est $560,787 Not Listed For Sale

      6918 Baysinger Path, The Villages, FL 32163

      • 3 Beds
      • 3 Baths
      • 1,869 Sq Ft
      • Built 2023
      6918 Baysinger Path, The Villages, FL 32163

      Last Sold Summary

      • $300/SF
      • 30 Days On Market
      • Last Sold Price $560,000
      • May 01, 2025

      Last Listing Agent Angela Rose PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /41

    $264,900 Open Sat 10:30AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    5089 El Destino Dr, Leesburg, FL 34748

    New Price + Flooring credit available at closing (details available). 3 Bedroom 2 bath 2 Car Garage Waterfront Home! Peace of mind awaits you with the following big ticket items already in place: New Roof (2021), New HVAC Handler (2020), New Hot Water Heater (2016), From the moment you walk up, notice the lovely landscaping and that this home is on a cul-de-sac. Volume ceilings and natural light

    Agent Photo

    Regina Rodriguez

    CENTURY 21 ALTON CLARK

    (352) 218-1546

    5089 El Destino Dr, Leesburg, FL 34748
  • /44

    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft
    • House for Rent

    3630 Caspian St, Leesburg, FL 34748

    ** FOR RENT ** Beautiful 3-bedroom, 2-bath rental home in the desirable Lake Denham Estates community in Leesburg. Designed for comfort, functionality, and convenience, this residence features a bright open-concept layout that creates a spacious and inviting atmosphere for everyday living and entertaining.The kitchen stands out with quartz countertops, a center island, stainless steel

    Agent Photo

    Jose Aguilar

    LA ROSA REALTY KISSIMMEE

    (352) 832-8559

    3630 Caspian St, Leesburg, FL 34748
  • /2

    $95,000 Sold Oct 29, 2025

    116 Waha Way, Leesburg, FL 34788

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft
    • Built 1980

    Last Sold Summary

    • 21% Below List Price
    • $73/SF
    • 193 Days On Market

    Current Estimated Value $88,063

    Last Listing Agent Joanne Levy BHHS FLORIDA REALTY

    116 Waha Way, Leesburg, FL 34788
    • /2

      Est $146,814 Not Listed For Sale

      106 Gardenia Way, Leesburg, FL 34748

      • 2 Beds
      • 2 Baths
      • 1,360 Sq Ft
      • Built 1976
      106 Gardenia Way, Leesburg, FL 34748

      Last Sold Summary

      • 2% Below List Price
      • $110/SF
      • 48 Days On Market
      • Last Sold Price $150,250
      • Apr 29, 2025

      Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

  • /16

    $30,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    1602 Aztec St, Leesburg, FL 34748

    Looking that perfect winter retreat? Check out this adorable home in Ridgecrest. Ridgecrest has a beautiful clubhouse with an air conditioned fitness room, whirlpool hot tub, and heated pool. This adorable home has lots of natural light, newer laminate flooring and updated plumbing. If you enjoy the outdoors, you will love this Florida room, it has a beautiful view of the woods behind the home.

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    (352) 696-8401

    1602 Aztec St, Leesburg, FL 34748
  • /43

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft
    • House for Rent

    27327 Roanoke Dr, Leesburg, FL 34748

    Are you Looking for your 2026 WINTER RENTAL? Well you have FOUND it! Welcome to this stunning 3-bedroom, 2-bath residence nestled in a vibrant active 55+ community of Arlington Ridge. Boasting a spacious, open concept, split floor plan and breathtaking golf course views overlooking the Green of Hole #1 at Arlington Ridge Golf Course. As you step inside, luxury vinyl flooring flows throughout the

    Agent Photo

    Abby Anderson Hayes

    REAL BROKER, LLC

    (352) 400-4411

    27327 Roanoke Dr, Leesburg, FL 34748
  • /20

    $70,000 Sold Mar 19, 2026

    1619 Apache Trail, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2007

    Last Sold Summary

    • 9% Below List Price
    • $56/SF
    • 69 Days On Market

    Last Listing Agent Linda Curtis Four Star Homes, Inc.

    1619 Apache Trail, Leesburg, FL 34748
    • /2

      Est $175,688 Not Listed For Sale

      3163 Bright Lake Cir, Groveland, FL 34736

      3163 Bright Lake Cir, Groveland, FL 34736

      Last Sold Summary

      • 2% Below List Price
      • 60 Days On Market
      • Last Sold Price $179,900
      • Apr 23, 2025

      Last Listing Agent Eric English ENGEL & VOLKERS OCALA

  • /66

    $399,500 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft

    4528 Glen Coe St, Leesburg, FL 34748

    Golf Cart Included - GOLF COURSE & RIVER VIEWS, UPDATED DUCHESS MODEL DESIGNED FOR EFFORTLESS FLORIDA LIVING!Beautifully maintained and thoughtfully updated, this 2-bedroom, 2-bath home with den offers timeless design and modern comfort throughout. The upgraded kitchen features granite countertops, stylish cabinetry, and stainless steel appliances—ideal for both everyday living and

    Agent Photo

    Angela Phillips

    VANGIE BERRY SIGNATURE REALTY

    (352) 725-5933

    4528 Glen Coe St, Leesburg, FL 34748
  • /48

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,633 Sq Ft
    • House for Rent

    20846 Queen Alexandra Dr, Leesburg, FL 34748

    Discover easy Florida living in this beautifully maintained, fully furnished turnkey 3-bedroom, 2-bath Carlisle model located in a gated Leesburg community. Built in 2005, this inviting home offers a bright, airy interior with neutral décor and a comfortable layout designed for everyday living. A leaded glass front door welcomes you inside, where the spacious great room opens to a screened lanai

    Agent Photo

    Angela Phillips

    VANGIE BERRY SIGNATURE REALTY

    (352) 725-8711

    20846 Queen Alexandra Dr, Leesburg, FL 34748
  • /15

    $55,000 Sold Feb 26, 2026

    67 Hillcrest Ln, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $60/SF
    • 86 Days On Market

    Last Listing Agent Linda Curtis Four Star Homes, Inc.

    67 Hillcrest Ln, Leesburg, FL 34748
    • /2

      Est $372,333 Not Listed For Sale

      9556 Starling Loop, Leesburg, FL 34788

      • 4 Beds
      • 3 Baths
      • 2,210 Sq Ft
      • Built 2026
      9556 Starling Loop, Leesburg, FL 34788

      Last Sold Summary

      • 1% Above List Price
      • $167/SF
      • 19 Days On Market
      • Last Sold Price $370,000
      • May 01, 2025

      Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC

  • /27

    $39,900

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    28229 County Road 33 Unit E134, Leesburg, FL 34748

    COMMUNITY: Welcome to Holiday RV Village a sought after fun in the sun resort community. 55 plus gated community sitting on 200 acres, complete with 2 pools, private Marina with Chain of Lakes access, planned activities, onsite cafe, pet friendly 2 dog max and a ton of Resort style amenities. Close to Disney, local springs, beaches and many other local attractions. FEATURES: A 10x24 addition,

    Agent Photo

    Lisa Skutt

    Down Home Realty

    (352) 764-5829

    28229 County Road 33 Unit E134, Leesburg, FL 34748
  • /54

    $1,399 - $2,229 per month

    Integra Isles

    1 - 3 Beds

    904 S Lake St, Leesburg, FL 34748

    904 S Lake St, Leesburg, FL 34748
  • /2

    $324,900 Sold May 30, 2025

    1236 Selman Rd, Leesburg, FL 34748

    • 4 Beds
    • 4 Baths
    • 2,086 Sq Ft
    • Built 1972

    Last Sold Summary

    • $156/SF
    • 41 Days On Market

    Current Estimated Value $332,454

    Last Listing Agent Regina Rodriguez CENTURY 21 ALTON CLARK

    1236 Selman Rd, Leesburg, FL 34748
    • /2

      Est $304,726 Not Listed For Sale

      9158 Harris Hawk Dr, Leesburg, FL 34788

      • 3 Beds
      • 2 Baths
      • 1,589 Sq Ft
      • Built 2025
      9158 Harris Hawk Dr, Leesburg, FL 34788

      Last Sold Summary

      • 2% Below List Price
      • $196/SF
      • 89 Days On Market
      • Last Sold Price $311,000
      • Apr 30, 2025

      Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC

  • /34

    $389,900

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    5712 Bristleleaf Ct, Leesburg, FL 34748

    Welcome HOME! This spacious 2023 built home is located in the beautiful community of Windsong—with a fabulous location. You have close access to both the interstate and turnpike for easy travel. This beauty has all of the modern living benefits and being so new, you will have plenty of peace of mind knowing your major home repairs will be minimal! This beautifully upgraded 4-bedroom, 2.5-bath

    Agent Photo

    Lena Williams

    MORRIS REALTY AND INVESTMENTS

    (352) 405-0451

    5712 Bristleleaf Ct, Leesburg, FL 34748
  • /6

    $825 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Townhouse for Rent

    1508 W Main St Unit 2, Leesburg, FL 34748

    Nicely renovated 1 bedroom 1 bath apartment in Leesburg. This apartment has laminate floors, fresh paint and new fixtures and off-street parking. An additional rent of $25.00 is required to cover water, sewer, and garbage. Pet Policy --One Dog of 35lb or less (full grown size) - NO AGGRESSIVE BREEDS! Pet insurance is required as well as current vet records. A non-refundable pet fee and additional

    Timothy Schmidt RIGHTHOUSE REALTY LLC

    1508 W Main St Unit 2, Leesburg, FL 34748
  • /29

    $250,000 Sold May 15, 2025

    5806 Woodland Moss Way, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft
    • Built 2016

    Last Sold Summary

    • 28% Below List Price
    • $162/SF
    • 123 Days On Market

    Current Estimated Value $258,898

    Last Listing Agent Tanya Carrozza ERA GRIZZARD REAL ESTATE

    5806 Woodland Moss Way, Leesburg, FL 34748
    • /2

      Est $418,865 Not Listed For Sale

      2030 Chaires Place, The Villages, FL 32163

      • 3 Beds
      • 2 Baths
      • 1,558 Sq Ft
      • Built 2023
      2030 Chaires Place, The Villages, FL 32163

      Last Sold Summary

      • 2% Above List Price
      • $263/SF
      • 60 Days On Market
      • Last Sold Price $410,000
      • Apr 23, 2025

      Last Listing Agent Matt Roberts RE/MAX

  • /32

    $365,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    27328 Pine Straw Rd Unit 6, Leesburg, FL 34748

    Experience the desirable Huntly Model, a 3-bedroom, 2-bath home offering just under 1,900 sq. ft. of bright, open living space. 2019 roof. This home boasts volume ceilings, thermal pane windows, and rounded corners for a modern, airy feel. The spacious great room flows seamlessly into a separate dining area, perfect for entertaining. The kitchen is a chef's delight with quartz countertops, a

    Agent Photo

    Angela Phillips

    VANGIE BERRY SIGNATURE REALTY

    (352) 744-8623

    27328 Pine Straw Rd Unit 6, Leesburg, FL 34748
  • /26

    $1,074 - $1,525 per month

    Cypress Oaks

    1 - 3 Beds

    336 Sandy Oaks Cir, Leesburg, FL 34748

    Cypress Oaks Apartments present the best of everything you've been looking for in an affordable community! With such a convenient location and wide variety of amenities, you will be amazed at how wonderfully affordable the Cypress Oaks lifestyle truly is. Our residents enjoy open style, spacious floor plans with a private patio or balcony and all the amenities that make them feel right at home.

    336 Sandy Oaks Cir, Leesburg, FL 34748
  • /2

    $218,000 Sold Sep 29, 2025

    2963 Poplar Ave, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 1992

    Last Sold Summary

    • 11% Below List Price
    • $152/SF
    • 125 Days On Market

    Current Estimated Value $206,940

    Last Listing Agent Ralph Harvey LISTWITHFREEDOM.COM

    2963 Poplar Ave, Leesburg, FL 34748
    • /2

      Not Listed For Sale

      34152 Chipping Sparrow Dr, Leesburg, FL 34788

      • 4 Beds
      • 2 Baths
      • 1,839 Sq Ft
      • Built 2024
      34152 Chipping Sparrow Dr, Leesburg, FL 34788

      Last Sold Summary

      • $185/SF
      • 125 Days On Market
      • Last Sold Price $339,990
      • Apr 28, 2025

      Last Listing Agent Waldemar 'Wally' Franquiz LPT REALTY, LLC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Leesburg, FL

Housing Trends

Median Sale Price
$307,000
Median Single Family Sale Price
$320,000
Median Townhouse Sale Price
$219,900
Median 2 Bedroom Sale Price
$99,900
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$177
Number of Homes for Sale
469
Last 12 months Home Sales
1,061
Months of Supply
5.30
Median List Price
$329,990
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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