34,022

Leesburg, FL Homes

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  • /55

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,725 Sq Ft

    32222 Summertree Cir, Leesburg, FL 34748

    Welcome to Pennbrooke Fairways, one of Central Florida’s premier gated 55+ golf communities. If you’ve been searching for a home where the major updates have already been completed and all that’s left to do is move in and enjoy life, this is it.This beautiful residence has been thoughtfully updated from top to bottom with a brand-new roof (2024), new air conditioning system (2025), new

    Agent Photo

    Tom McKnight

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    32222 Summertree Cir, Leesburg, FL 34748
  • /19

    $1,899 Per Month

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Property for Rent

    124 Hibiscus Dr Unit 40, Leesburg, FL 34788

    CURRENTLY UNDER CONSTRUCTION! Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where your dream home is coming to life. We are excited to offer a stunning, brand new, beautiful, 2026 3 bed, 2 bath Skyline Silver Springs home for sale, featuring approximately 1356.16 sq ft of thoughtfully designed living space. Located in Leesburg, this soon-to-be-completed property

    Lisa Welch Mid Florida Lakes

    124 Hibiscus Dr Unit 40, Leesburg, FL 34788
  • /2

    $380,000

    Sold Nov 13, 2025

    25523 Maurepas Ln, Leesburg, FL 34748

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 2006

    Last Sold Summary

    • 14% Below List Price
    • $142/SF
    • 185 Days On Market

    Current Estimated Value $387,058

    Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

    25523 Maurepas Ln, Leesburg, FL 34748
    • /15

      Est $341,844

      Not Listed For Sale

      9208 Orchard Oriole Way, Leesburg, FL 34788

      • 4 Beds
      • 2 Baths
      • 1,839 Sq Ft
      9208 Orchard Oriole Way, Leesburg, FL 34788

      Last Sold Summary

      • 29 Days On Market

  • /74

    $325,000

    Open Sat 10:30AM - 12:30PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    333 Ranchwood Dr, Leesburg, FL 34748

    Bring an offer and Welcome to this beautiful 3-bedroom, 2-bath pond view pool home located in the desirable Pennbrooke Fairways community. Step inside to discover freshly painted walls, brand-new carpet, and neutral tile flooring, creating a bright and inviting atmosphere. The spacious kitchen offers plenty of room to cook and gather, featuring white cabinetry, a convenient breakfast bar, and a

    Agent Photo

    Regina Rodriguez

    CENTURY 21 ALTON CLARK

    333 Ranchwood Dr, Leesburg, FL 34748
  • /20

    $1,449 Per Month

    • 2 Beds
    • 2 Baths
    • 1,147 Sq Ft
    • Property for Rent

    116 Highland Dr Unit 915, Leesburg, FL 34788

    Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a beautiful, brand-new 2 bed, 2 bath home for sale featuring 1,147 sq ft of beautifully designed living space. Located in Leesburg, Florida, this property offers the perfect blend of modern amenities and timeless charm. Step inside to discover a bright and open

    Johanna Figueroa Mid Florida Lakes

    116 Highland Dr Unit 915, Leesburg, FL 34788
  • /2

    $550,000

    Sold May 29, 2026

    12400 S Putney Ct, Leesburg, FL 34788

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • Built 1988

    Last Sold Summary

    • 15% Below List Price
    • $357/SF
    • 53 Days On Market

    Current Estimated Value $540,179

    Last Listing Agent Janelle Conway CARIS REALTY AND INVESTMENTS I

    12400 S Putney Ct, Leesburg, FL 34788
    • /9

      Est $353,712

      Not Listed For Sale

      9174 Harris Hawk Dr, Leesburg, FL 34788

      • 4 Beds
      • 3 Baths
      • 2,210 Sq Ft
      9174 Harris Hawk Dr, Leesburg, FL 34788

      Last Sold Summary

      • 13 Days On Market

  • /55

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    328 Grand Vista Trail, Leesburg, FL 34748

    Welcome to **328 Grand Vista Trail**, ideally situated on **The Oaks Golf Course overlooking the 8th green and 9th tee box** in the sought-after 55+ community of Pennbrooke Fairways. This well-maintained home combines beautiful golf-course views, a flexible floor plan, and valuable improvements for comfortable Florida living.Major updates include an **A/C approximately 3 years old, roof

    Agent Photo

    Tom McKnight

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    328 Grand Vista Trail, Leesburg, FL 34748
  • /2

    $850 Per Month

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • House for Rent

    4 Lucerne Cir, Leesburg, FL 34748

    Rent with confidence from a licensed leasing agent. Our application process is quick and straightforward — reach out through this website or give us a call to schedule a tour (when the property is available) and apply.Welcome to this charming 2-bed, 1-bath home, featuring a comfortable, inviting layout. The spacious yard offers a great spot to relax after a long day, enjoy the fresh air,

    Erich Spivey ALABAMA LLC

    4 Lucerne Cir, Leesburg, FL 34748
  • /2

    $473,000

    Sold Nov 12, 2025

    6824 Serpent Hawk Ln, Groveland, FL 34737

    • 5 Beds
    • 3 Baths
    • 2,755 Sq Ft
    • Built 2025

    Last Sold Summary

    • $172/SF
    • 63 Days On Market

    Current Estimated Value $466,081

    Last Listing Agent Stephen Wood TRINITY FAMILY BUILDERS LLC

    6824 Serpent Hawk Ln, Groveland, FL 34737
    • /19

      Not Listed For Sale

      237 Prince Dr, Leesburg, FL 34748

      • 1 Bed
      • 1 Bath
      • 682 Sq Ft
      • Built 1968
      237 Prince Dr, Leesburg, FL 34748

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Linda Curtis Four Star Homes, Inc.

  • /57

    $269,000

    Open Tue 11AM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft

    32901 Enchanted Oaks Ln, Leesburg, FL 34748

    LOOKING FOR THE PERFECT FLORIDA RETIREMENT HOME? Welcome to 32901 Enchanted Oaks Lane, located in the desirable 55+ community of Pennbrooke Fairways in Leesburg! This well-maintained 2-bedroom, 2-bath home with a den/study and open Florida/sitting room offers an open, comfortable floor plan and is ready for its next owner to move right in and start enjoying the Florida lifestyle.Step

    Agent Photo

    Tom McKnight

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    32901 Enchanted Oaks Ln, Leesburg, FL 34748
  • /31

    $1,900 Per Month

    • 4 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • Townhouse for Rent

    2429 Centennial Blvd, Leesburg, FL 34748

    [Housing Voucher Friendly Home]Spacious 4-bedroom, 2-bathroom half duplex available for rent, offering a functional layout with plenty of living space. The home features tile flooring throughout most of the interior, neutral finishes, great natural light, and multiple living areas. The kitchen includes abundant white cabinetry, ample counter space, full-size appliances, and an eat-in

    Daniel Fernandez LA ROSA REALTY KISSIMMEE

    2429 Centennial Blvd, Leesburg, FL 34748
  • /2

    $335,000

    Sold Jun 08, 2026

    27014 Camerons Run, Leesburg, FL 34748

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft
    • Built 2015

    Last Sold Summary

    • 16% Below List Price
    • $148/SF
    • 62 Days On Market

    Current Estimated Value $342,184

    Last Listing Agent Jessica Collins ORCHARD BROKERAGE, LLC

    27014 Camerons Run, Leesburg, FL 34748
    • /2

      Not Listed For Sale

      0 Margaret Dr Unit MFRG5099097, Tavares, FL 32778

      0 Margaret Dr Unit MFRG5099097, Tavares, FL 32778

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Craig Yox ERA GRIZZARD REAL ESTATE

  • /47

    $315,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft

    5304 Treasure View Way, Leesburg, FL 34748

    Enjoy comfortable Florida living in this thoughtfully updated Balmoral model located in the highly sought-after 55+ community of Legacy of Leesburg. Offering a desirable split-bedroom floor plan and additional living space created by the bonus room, this home provides flexibility for everyday living, entertaining, hobbies, or a relaxing sitting area overlooking the backyard. The open-concept

    Agent Photo

    Angela Phillips

    VANGIE BERRY SIGNATURE REALTY

    5304 Treasure View Way, Leesburg, FL 34748
  • /29

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • Townhouse for Rent

    20007 Royal Tern Ct, Leesburg, FL 34748

    This 1/2 duplex is a spacious 2 bedroom 2 bathroom with office/den and 2 car garage in the lovely Lake Denham Estates. An open floor plan design that is great for entertaining offering a large kitchen with center island, breakfast bar, stainless steel appliances and a pantry. Primary suite offers a walk in closet, and en-suite bathroom with double sink vanity and shower stall. Tile flooring in

    Mary Rose Bianchi FLORIDA REALTY RESULTS LLC

    20007 Royal Tern Ct, Leesburg, FL 34748
  • /2

    $313,000

    Sold May 27, 2026

    26815 White Plains Way, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $172/SF
    • 67 Days On Market

    Current Estimated Value $315,454

    Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

    26815 White Plains Way, Leesburg, FL 34748
    • /10

      Est $336,587

      Not Listed For Sale

      5916 Cliffbow Loop, Leesburg, FL 34748

      • 3 Beds
      • 2 Baths
      • 1,589 Sq Ft
      5916 Cliffbow Loop, Leesburg, FL 34748

      Last Sold Summary

      • 11 Days On Market

  • /35

    $315,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft

    10022 Carole Place, Leesburg, FL 34788

    Under contract-accepting backup offers. Welcome to this beautifully maintained four-bedroom, two-bath home ideally situated on a spacious corner lot in a convenient Leesburg location. Designed with both comfort and functionality in mind, this home features a desirable open-concept floor plan with a split-bedroom layout, providing the perfect balance of shared living space and private retreats.

    Agent Photo

    Doug Hampton

    PREMIER SOTHEBYS INT'L REALTY

    10022 Carole Place, Leesburg, FL 34788
  • /18

    $1,799 Per Month

    • 3 Beds
    • 2 Baths
    • 1,854 Sq Ft
    • Apartment for Rent

    3029 Walnut Ct, Leesburg, FL 34748

    1 month free rent! Application is free. Income requirement is 3 times the monthly rent. 600 credit score. No evictions within the last 5 years. Background check will be performed on all applicants. $20 monthly for trash added to monthly invoice. Resident’s benefits package $24.99 per month. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are

    Jay DeFalco EXP REALTY LLC

    3029 Walnut Ct, Leesburg, FL 34748
  • /2

    $50,000

    Sold May 05, 2026

    0 Crest Ave, Leesburg, FL 34748

    • Land
    • 10,890 Sq Ft
    • $200,000 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 52 Days On Market

    Last Listing Agent Julie Cavellero WORTH CLARK REALTY

    0 Crest Ave, Leesburg, FL 34748
    • /26

      Not Listed For Sale

      2513 Leisure Ln, Leesburg, FL 34748

      • 1 Bed
      • Built 1973
      2513 Leisure Ln, Leesburg, FL 34748

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jackie Rogers Southern Comfort Homes

  • /18

    $29,500

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    138 Sterling Way Unit 588, Leesburg, FL 34788

    Who is looking for a home under 30K with Harris Chain of lakes access? Welcome home! This home is priced to sell and is moved in ready. Roof, central AC and flooring updated. Outside of the house has been painted 2 years ago. Spacious primary with walk-in closet plus his and her closet to maximize storage and a private bath. Mid Florida Lakes is a sought after 55 plus community which offers a

    Agent Photo

    Lisa Skutt

    Down Home Realty

    138 Sterling Way Unit 588, Leesburg, FL 34788
  • /29

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • House for Rent

    930 Eugene Terrace, Okahumpka, FL 34762

    GORGEOUS NEW BUILT FURNISHED HOME INCLUDING DISHES, LINEN, COOKWARE, AND MORE IN THE VILLAGE OF LAKE DENHAM, JUST MINUTES BY GOLF CART TO THE SAWGRASS GROVE ENTERTAINMENT COMPLEX AND MARKET, RECREATION FACILITIES & GOLF COURSES.******ONE YEAR MINIMUM LEASE.*******This amazing FURNISHED ANCHOR COTTAGE HOME features an Owners En-Suite and a separate private Guest Wing with 2 bedrooms & bathroom.

    Joe Scaperotta JOE SCAPEROTTA

    930 Eugene Terrace, Okahumpka, FL 34762
  • /2

    $265,000

    Sold Apr 03, 2026

    4854 Glen Coe St, Leesburg, FL 34748

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft
    • Built 2001

    Last Sold Summary

    • 8% Below List Price
    • $180/SF
    • 140 Days On Market

    Current Estimated Value $267,410

    Last Listing Agent Brian Smith ERA GRIZZARD REAL ESTATE

    4854 Glen Coe St, Leesburg, FL 34748
    • /13

      Est $350,599

      Not Listed For Sale

      5909 Cliffbow Loop, Leesburg, FL 34748

      • 4 Beds
      • 3 Baths
      • 2,210 Sq Ft
      5909 Cliffbow Loop, Leesburg, FL 34748

      Last Sold Summary

      • 5 Days On Market

  • /19

    $82,900

    $17K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 490 Sq Ft

    615 NE Cottage Park Ln, Leesburg, FL 34748

    Adorable one bedroom, open kitchen to living Room, Manufactured Home in the Gated Community Pennbrooke Fairways! Subflooring has been replaced in main living area and kitchen. New laminate floors throughout. HVAC in 2021, Newer Hot water heater. Large enclosed lanai on side with storage area and laundry. Rear private Lanai with privacy fence behind the home. Very clean inside and out. HOA

    Agent Photo

    Scott Hutchinson

    SUNBURST PROPERTIES

    615 NE Cottage Park Ln, Leesburg, FL 34748
  • /26

    $1,825 Per Month

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft
    • Townhouse for Rent

    906 Sumter St, Leesburg, FL 34748

    3 Bedroom, 2 Bath Townhouse For Rent in Leesburg, Fl. 34748; Range, Refrigerator, D/W, Disposal, Microwave, Central Heat and A/C, Small Pets okay. Lawn Service Included.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    906 Sumter St, Leesburg, FL 34748
  • /28

    Sold Feb 18, 2026

    33147 Dockside Ln Unit 148, Leesburg, FL 34788

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1988

    Last Sold Summary

    • 73 Days On Market

    Last Listing Agent Sandra Bergman Cove Communities

    33147 Dockside Ln Unit 148, Leesburg, FL 34788
    • /15

      Est $353,150

      Not Listed For Sale

      9165 Harris Hawk Dr, Leesburg, FL 34788

      • 4 Beds
      • 2 Baths
      • 1,839 Sq Ft
      9165 Harris Hawk Dr, Leesburg, FL 34788

      Last Sold Summary

      • 19 Days On Market

  • /25

    $279,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2307 Mispah Ave Unit A + B, Leesburg, FL 34748

    Great investment opportunity with this recently renovated duplex. Each unit offers 2 beds and 1 bath, 768 Square feet of living in each unit for a total of 4 bedrooms, 2 baths with 1536 heated Sq Ft living area. Both units come with, wood cabinets including refrigerators, stove, and microwave. All renovations were completed 12/2024 & 01/2025. Luxury vinyl plank flooring throughout and freshly

    Agent Photo

    Linda Bain

    WEICHERT REALTORS HALLMARK PRO

    2307 Mispah Ave Unit A + B, Leesburg, FL 34748
  • /26

    $1,825 Per Month

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft
    • Townhouse for Rent

    908 Sumter St, Leesburg, FL 34748

    3 Bedroom, 2 Bath Townhouse For Rent in Leesburg, FL 34748; Range, Refrigerator, D/W, Disposal, Microwave, Central Heat and A/C, Small Pets ok. Lawn Service Included.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    908 Sumter St, Leesburg, FL 34748
  • /2

    $268,000

    Sold Jul 23, 2026

    9844 Poe St, Leesburg, FL 34788

    • 3 Beds
    • 3 Baths
    • 2,736 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $98/SF
    • 29 Days On Market

    Current Estimated Value $288,002

    Last Listing Agent Debbie Payne FLORIDA LAND & RANCH BROKERS

    9844 Poe St, Leesburg, FL 34788
    • /10

      Est $376,501

      Not Listed For Sale

      9564 Starling Loop, Leesburg, FL 34788

      • 5 Beds
      • 3 Baths
      • 2,434 Sq Ft
      9564 Starling Loop, Leesburg, FL 34788

      Last Sold Summary

      • 5 Days On Market

  • /36

    $425,000

    • 5 Beds
    • 3 Baths
    • 2,943 Sq Ft

    310 Tomato Hill Rd, Leesburg, FL 34748

    The vision of an elegant home surrounded by the privacy of 1.3 acres is what you could have AFTER the fix up inside is completed. This Block and Stucco home has great bones just needs a major makeover inside. The Exterior could be left natural or polished landscaping to perfection could be added. The over sized attached side entry garage has a step in shower and workbench area. The laundry mud

    Agent Photo

    Donna Hines

    RE/MAX PREMIER REALTY LADY LK

    310 Tomato Hill Rd, Leesburg, FL 34748
  • /12

    $1,250 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    1013 Beecher St Unit 1, Leesburg, FL 34748

    Currently Available!! ASK ABOUT OUR MOVE IN SPECIAL!!! One end unit for rent at the Beecher Street Triplexes. This charming unit features 3 bedrooms and 1 bath with both updated Kitchen and Bath with Tile Flooring all throughout. No Carpet Anywhere. You are right in the heart of Leesburg with easy access to schools, parks, recreation and more, please feel free to drive by and familiarize yourself

    Ishaam Clayton SPECTRUM PROPERTY GROUP LLC

    1013 Beecher St Unit 1, Leesburg, FL 34748
  • /2

    $185,000

    Sold Aug 17, 2026

    1144 Ben More Dr, Leesburg, FL 34788

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft
    • Built 1989

    Last Sold Summary

    • 12% Below List Price
    • $153/SF
    • 128 Days On Market

    Current Estimated Value $198,937

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    1144 Ben More Dr, Leesburg, FL 34788
    • /13

      Est $362,441

      Not Listed For Sale

      5912 Cliffbow Loop, Leesburg, FL 34748

      • 4 Beds
      • 3 Baths
      • 2,210 Sq Ft
      5912 Cliffbow Loop, Leesburg, FL 34748

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Bethanne Baer BEAR TEAM REAL ESTATE

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