34,010

Leesburg, FL Homes

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  • /25

    $27,000

    • 1 Bed
    • 1 Bath
    • 826 Sq Ft

    28229 County Road 33 Unit E11, Leesburg, FL 34748

    Imagine mornings with coffee at a cozy cafe, afternoons learning something new in one of the hundreds of community classes, and evenings watching a yacht parade or catching a food truck, jam session with bonfire under the stars. This charming 1/1 Cutlass is your ticket to that life - compact, turnkey, and surrounded by everything that makes lakeside living fun: church groups, tackle and bait

    Agent Photo

    Shelly Shippam

    Four Star Homes, Inc.

    28229 County Road 33 Unit E11, Leesburg, FL 34748
  • /9

    $1,575 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    211 N Moss St, Leesburg, FL 34748

    ? Charming 3 Bedroom, 2 Bath Home for Rent in Leesburg – $1,575/MonthCharacter, charm, and plenty of space! This beautiful 3-bedroom, 2-bath home features refinished original hardwood floors in the living and dining rooms, showcasing the home's timeless character. You'll love the decorative fireplace, vintage trim, and custom woodworking details that make this home truly one of a

    211 N Moss St, Leesburg, FL 34748
  • /2

    $165,000

    Sold Feb 25, 2026

    117 Dogwood Trail, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1974

    Last Sold Summary

    • 11% Below List Price
    • $143/SF
    • 10 Days On Market

    Current Estimated Value $163,698

    Last Listing Agent Dee Brown BLACK TIE REALTY, INC.

    117 Dogwood Trail, Leesburg, FL 34748
    • /53

      Not Listed For Sale

      24813 Pine Hill, Leesburg, FL 34748

      • 2 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1987
      24813 Pine Hill, Leesburg, FL 34748

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

  • /15

    $59,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    27 Bayberry Dr, Leesburg, FL 34788

    This is the place to live if you are ready to truly enjoy your retirement. Golfing, swimming, fitness room, and tons of planned social activities. Golf cart access to shopping, dining, banking and nature. This beautiful home is very spacious with an updated 2024 HVAC, large workshop, inside laundry and golf cart included. Home is sold furnished and move in ready. Large dogs permitted with

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    27 Bayberry Dr, Leesburg, FL 34788
  • /14

    $1,379 Per Month

    • 2 Beds
    • 1.5 Baths
    • 938 Sq Ft
    • Townhouse for Rent

    1197 Bentley Rd Unit 3, Leesburg, FL 34748

    2 months free rent! Free application Income requirement is 3 times the rent, and 600 credit score. No evictions within the last 5 years. Credit and Background check will be performed on all applicants. $15 for trash added to monthly invoice. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet.

    Elizabeth Defalco EXP REALTY LLC

    1197 Bentley Rd Unit 3, Leesburg, FL 34748
  • /2

    $11,500

    Sold Oct 06, 2025

    0 Rose Ave, Leesburg, FL 34788

    • Land
    • 9,147 Sq Ft
    • $54,762 per Acre

    Last Sold Summary

    • 45% Below List Price
    • 95 Days On Market

    Last Listing Agent Jen Munn ERA AMERICAN SUNCOAST REALTY

    0 Rose Ave, Leesburg, FL 34788
    • /2

      Est $321,886

      Not Listed For Sale

      2309 Angel Fish Loop, Leesburg, FL 34748

      • 3 Beds
      • 2 Baths
      • 1,337 Sq Ft
      • Built 2012
      2309 Angel Fish Loop, Leesburg, FL 34748

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  • /16

    $60,000

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    18 Conquistador St, Leesburg, FL 34748

    This beautiful home is very modern and nicely updated. TPO roof-over and newer HVAC. The large backyard is full of possibilities. Large patio area for BBQ or swing. Plant a garden or citrus trees. Perfect for a covered fire pit and socializing with friends or neighbors. Great community with planned social activities, pool, and nature trails. Centrally located to shopping, dining, and medical

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    18 Conquistador St, Leesburg, FL 34748
  • /25

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,741 Sq Ft
    • House for Rent

    3741 Woodleaf Ct, Leesburg, FL 34748

    Beautifully maintained 2-bedroom home (with a den that can be used as a third bedroom or office) and 2 bathrooms, located in Laurel Valley Village within The Plantation at Leesburg. The new kitchen overlooks a spacious, screened-in patio that offers stunning views of the green area. This gated 55+ resort-style community is ready for you to call it home. Additionally, there is a 2-car garage with

    3741 Woodleaf Ct, 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 $394,394

    Last Listing Agent Adriana Skoloda RE/MAX PREMIER REALTY

    4919 Long Meadow Dr, Leesburg, FL 34748
    • /26

      Est $266,160

      Not Listed For Sale

      26942 White Plains Way, Leesburg, FL 34748

      • 2 Beds
      • 2 Baths
      • 1,322 Sq Ft
      • Built 2017
      26942 White Plains Way, Leesburg, FL 34748

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Sandy Twito FLORIDA PLUS REALTY, LLC

  • /21

    $59,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    9 Kings Blvd, Leesburg, FL 34748

    Spacious and cozy home with updated plywood subfloors and VLP flooring. HVAC was installed in 2018. Thermopane windows throughout. You will love the charming Florida room on the front of the home and the screened lanai under the carport. The best of both worlds. Large master bedroom and en-suite provides lots of options. Friendly community with swimming pool, clubhouse, and social activities.

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    9 Kings Blvd, Leesburg, FL 34748
  • /23

    $2,495 Per Month

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • House for Rent

    5512 Windsong Oak Dr, Leesburg, FL 34748

    This single family home built in 2019 and was used as a model home by the builder with fancy modern decoration. 4 bedroom 2 bath, wall-to-wall ceramic floors, all bedrooms carpeted. Master split, Large walk-in closet. Great family room open to kitchen, Breakfast area, kitchen with all new stainless steel appliances. Large closet pantry, inside Laundry room with washer and dryer. Community pool.

    Joe Hawash REALSOURCE PROPERTY MANGNT LLC

    5512 Windsong Oak Dr, Leesburg, FL 34748
  • /2

    $339,900

    Sold Sep 01, 2026

    11637 Lake Dr, Leesburg, FL 34788

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft
    • Built 1993

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 117 Days On Market

    Current Estimated Value $335,565

    Last Listing Agent Mandy Newton EXP REALTY LLC

    11637 Lake Dr, Leesburg, FL 34788
    • /2

      Est $464,634

      Not Listed For Sale

      4013 Richmond Crossing, Leesburg, FL 34748

      • 3 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 2017
      4013 Richmond Crossing, Leesburg, FL 34748

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Steven Simpkins LOKATION

  • /25

    $14,500

    $14K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    193 Hibiscus Dr Unit 106, Leesburg, FL 34788

    Discover the perfect blend of comfort, privacy, and Florida lifestyle in this beautifully maintained 2-bedroom, 2-bath home located in the highly desirable Mid Florida Lakes 55 plus community. This home is designed for easy living, peaceful mornings, and effortless entertaining. Step inside to find vinyl plank flooring, updated kitchen features, and walk-in showers that add both style and

    Agent Photo

    Shelly Shippam

    Four Star Homes, Inc.

    193 Hibiscus Dr Unit 106, Leesburg, FL 34788
  • /49

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • House for Rent

    1393 Daniel Way, The Villages, FL 32163

    DYMANITE LOCATION! ABSOLUTELY GORGEOUS Veranda HOME in The Village of Lake Denham! This WATERFRONT ENTRY HOME is nestled on an oversized homesite backing up to the PRESERVE, providing you with all the beauty, serenity and privacy this location has to offer. Boasting an attractive front elevation; architectural details, gable rooflines, perfectly manicured yard and pleasing color palette. Step

    1393 Daniel Way, The Villages, FL 32163
  • /2

    $125,000

    Sold Jan 30, 2026

    504 Hawthorne Blvd, Leesburg, FL 34748

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $93/SF
    • 258 Days On Market

    Current Estimated Value $125,648

    Last Listing Agent Maria Crisostomo HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC.

    504 Hawthorne Blvd, Leesburg, FL 34748
    • /3

      Est $45,679

      Not Listed For Sale

      38232 Oriole Way, Leesburg, FL 34788

      • Built 1981
      38232 Oriole Way, Leesburg, FL 34788

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Colleen Kramer DOWN HOME REALTY, LLLP

  • /20

    $175,000

    $24K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,288 Sq Ft

    2942 Poplar Ave, Leesburg, FL 34748

    GATED Community, Private Patio, Granite Counter-tops, UPDATED kitchen, New HVAC, desirable location Across from the POOL and Fitness Center, Bedrooms are upstairs each with their own private en-suites and each with its own private balcony overlooking courtyard. ALL APPLIANCES are included and this home is MOVE IN READY and can close quickly!!! BEST location in the neighborhood. This townhome is

    Agent Photo

    Deborah Elliott

    CHARLES RUTENBERG REALTY ORLANDO

    2942 Poplar Ave, Leesburg, FL 34748
  • /32

    $1,400 Per Month

    • 3 Beds
    • 1 Bath
    • 792 Sq Ft
    • House for Rent

    1215 Manor Dr, Leesburg, FL 34748

    Come see this 3 Bedrooms 1 Bathroom single family home tucked away in Leesburg, FL. Conveniently located near local dining, shopping, and entertainment, this property provides the perfect blend of comfort and convenience. MINUTES FROM HIGHWAY 27 and 441 - First, Last and security deposit is required to move in. Gross income must meet or exceed 3 times the monthly rent to qualify for the property

    Peter Gracey AMERICA SIGNATURE HOMES LLC

    1215 Manor Dr, Leesburg, FL 34748
  • /2

    $334,000

    Sold Jan 16, 2026

    4739 Spring Grove Ln, Leesburg, FL 34748

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft
    • Built 2020

    Last Sold Summary

    • 16% Below List Price
    • $194/SF
    • 532 Days On Market

    Current Estimated Value $339,277

    Last Listing Agent Dawn Piparo-Haase WEICHERT REALTORS-HALLMARK PR

    4739 Spring Grove Ln, Leesburg, FL 34748
    • /12

      Est $79,442

      Not Listed For Sale

      86 Brittany Blvd, Leesburg, FL 34748

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1985
      86 Brittany Blvd, Leesburg, FL 34748

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Derrick Mnick REAL BROKER, LLC

  • /27

    $65,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    1500 Flora Lee Dr, Leesburg, FL 34748

    Seller is offering to pay 6 months of lot rent for full price offer of $65k closing before end of September 2026. This 2021 park model features stylish Luxury Vinyl Plank flooring, brand-new carpet in the bedrooms, stainless steel appliances, a newer washer and dryer, shingle roof, dishwasher, and garbage disposal. A well-maintained home offering comfort, convenience, and move-in-ready appeal.

    Agent Photo

    Shelly Shippam

    Four Star Homes, Inc.

    1500 Flora Lee Dr, Leesburg, FL 34748
  • /16

    $1,350 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,030 Sq Ft
    • House for Rent

    320 S 4th St, Leesburg, FL 34748

    Cute one story, 1030 SF, 3/1.5 with 1 car garage, built in 1946. Wood floors throughout. Updated main bath with cool tile floor and one half bath with bedroom has separate access from the garage. This home has a spacious feeling with higher ceilings and nice size windows. Lots of cabinets for storage. Central heat and air, washer dryer in garage and automatic garage door for easy parking.

    320 S 4th St, Leesburg, FL 34748
  • /2

    $302,000

    Sold May 11, 2026

    9704 Wedgewood Ln, Leesburg, FL 34788

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft
    • Built 1981

    Last Sold Summary

    • 16% Above List Price
    • $136/SF
    • 4 Days On Market

    Current Estimated Value $301,987

    Last Listing Agent Sarah Cooke BOFFO REAL ESTATE GROUP LLC

    9704 Wedgewood Ln, Leesburg, FL 34788
    • /31

      Not Listed For Sale

      34208 Pershing Ave, Leesburg, FL 34788

      • 4 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 2008
      34208 Pershing Ave, Leesburg, FL 34788

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Rodney Torrance OLYMPUS EXECUTIVE REALTY INC

  • 11600 Rancho Dr, Leesburg, FL 34788

    $195,000

    • 3 Beds
    • 3 Baths
    • 1,440 Sq Ft

    11600 Rancho Dr, Leesburg, FL 34788

    Priced to Sell – Handyman Special! Spacious property situated on a large double lot, offering plenty of room and potential. (Buyer/Buyers agent may check with the county regarding the possibility of a lot split).The property is fully fenced with a combination of privacy and chain-link fencing. The fencing is in place (some repairs needed) and simply needs gates installed.Additional

    Agent Photo

    Alison Wheatley

    WHEATLEY REALTY GROUP

    11600 Rancho Dr, Leesburg, FL 34788
  • /18

    $1,799 Per Month

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

    3019 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

    Elizabeth Defalco EXP REALTY LLC

    3019 Walnut Ct, Leesburg, FL 34748
  • /2

    $326,690

    Sold Jun 15, 2026

    8631 Oakstone Cir, Leesburg, FL 34788

    • 4 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $174/SF
    • 14 Days On Market

    Current Estimated Value $324,000

    Maronda Homes Oakstone Farms

    8631 Oakstone Cir, Leesburg, FL 34788
    • /2

      Not Listed For Sale

      715 Carriage Ln, Leesburg, FL 34748

      • 2 Beds
      • 2 Baths
      • 936 Sq Ft
      • Built 1986
      715 Carriage Ln, Leesburg, FL 34748

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Joan Defoe MORRIS REALTY AND INVESTMENTS

  • /25

    $600,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    12107 Eagle Point Ct, Leesburg, FL 34788

    Vaulted Ceilings, Spacious Floor plan, 3 Bed 2 Bath with a Flex Room waterfront with Dock and Lift in Leesburg. Click to experience the home through the Zillow 3D tour and our YouTube video walkthrough.Waterfront home in Leesburg, Florida, positioned just three homes from Lake Eustis with direct Harris Chain of Lakes access and peak a boo view of the lake from the dock. Open foyer with

    Agent Photo

    Liz Bell

    LPT REALTY, LLC

    12107 Eagle Point Ct, Leesburg, FL 34788
  • /2

    $900 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    910 Kolb St Unit D, Leesburg, FL 34748

    1 bedroom, 1 bath downstairs apartment located near downtown LeesburgSecurity Deposit $900.00Rent $900.00Application Fee $75.00No PetsNo SmokingNo Section 8 housingPlease contact Debra Davis, Property Manager for more information

    910 Kolb St Unit D, Leesburg, FL 34748
  • /2

    $610,000

    Sold Jan 28, 2026

    9565 Silver Lake Dr, Leesburg, FL 34788

    • 4 Beds
    • 2.5 Baths
    • 2,868 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Below List Price
    • $213/SF
    • 131 Days On Market

    Current Estimated Value $618,457

    Last Listing Agent Andrea Mercado BOARDWALK REALTY ASSOCIATES, LLC

    9565 Silver Lake Dr, Leesburg, FL 34788
    • /2

      Not Listed For Sale

      38601 County Road 452, Leesburg, FL 34788

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1993
      38601 County Road 452, Leesburg, FL 34788

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Scott Fader JOSEPH WALTER REALTY LLC

  • /24

    $79,900

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

    28944 Hubbard St Unit 59, Leesburg, FL 34748

    Rare opportunity to own a spacious waterfront home at the end of a quiet canal with Chain of Lakes access! Priced $50k below market value to account for repairs (AC, ductwork, and deck), allowing you to build instant equity. The spacious layout features a large Florida room fully integrated under central heat and air, offering beautiful canal views. Features include an inside laundry room and a

    Agent Photo

    Linda Curtis

    Four Star Homes, Inc.

    28944 Hubbard St Unit 59, Leesburg, FL 34748
  • /6

    $1,857 Per Month

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft
    • House for Rent

    7181 Denver Ave, Okahumpka, FL 34762

    Brand New Beautiful 2 bedroom two bedroom, two bathroom "Opal" Patio Villa in the perfect location of Villages of Lake Denham and Copper Villas. Comes unfurnished as a long term lease.Fabulous location close to Sawgrass and Franklin Recreation Center and easy access to Florida turnpike.With vaulted ceilings, recessed lighting and spacious great room. Kitchen and island are very large with the

    Jenna Wood LPT REALTY, LLC

    7181 Denver Ave, Okahumpka, FL 34762
  • /2

    $456,000

    Sold Nov 20, 2025

    709 Boylston St, Leesburg, FL 34748

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft
    • Built 1964

    Last Sold Summary

    • $220/SF
    • 5 Days On Market

    Current Estimated Value $440,918

    Last Listing Agent John Yeater SOUTHERN EXCLUSIVE REALTY CORP

    709 Boylston St, Leesburg, FL 34748
    • /2

      Est $134,328

      Not Listed For Sale

      910 Talladega St, Leesburg, FL 34748

      910 Talladega St, Leesburg, FL 34748

      Last Sold Summary

      • 273 Days On Market

      Last Listing Agent Debra Vallier MARKET CONNECT REALTY LLC

Showing Results 241 - 280, Page 7 of 18

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