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Leesburg, FL Condos for Sale

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  • /34

    $328,000

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    913 Belle Oak Dr, Leesburg, FL 34748

    Immaculate, newly renovated 3-bedroom, 2-bath home, a bonus room upstairs can be converted into a 4th bedroom; this area is currently being used for a large storage area that has A/C. The back lanai is private and is a great place for entertaining. The updates in the kitchen: Stainless GE Cafe Series Appliances, Refrigerator, Dishwasher, Convection and Microwave Oven, ICE-O-MATIC nugget ice

    Ricky Harper ERA GRIZZARD REAL ESTATE

    913 Belle Oak Dr, Leesburg, FL 34748
  • /14

    $183,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1 Durness Ct, Leesburg, FL 34788

    Price Reduced! Motivated Seller – Your Dream Home Awaits! Come experience a warm, welcoming community where neighbors become friends and there’s always something to enjoy. From the heated indoor Olympic-size pool to the sparkling outdoor pool, two inviting community centers, and a full calendar of social events, you’ll love how easy it is to stay active, connected, and entertained. If you enjoy

    Lori Anderson GREAT EXPECTATIONS REALTY, LLC

    1 Durness Ct, Leesburg, FL 34788
  • /28

    $135,000

    • 2 Beds
    • 2 Baths
    • 1,518 Sq Ft

    100 E Oak Terrace Dr Unit B2, Leesburg, FL 34748

    DON'T MISS OUT!! FIRST FLOOR Condo!! 2Bed/2Bath with SUNROOM & GARAGE!! Welcome home to 100 E. Oak Terrace Dr. Unit B2. Freshly painted throughout, tankless water heater, Laundry is conveniently located inside the unit with Washer/Dryer Included!. Enjoy your morning coffee on the enclosed Sunroom featuring stone tile with wood accent ceiling, and is wired for a TV. This lovely residence offers

    Rachel Rivera RE/MAX PREMIER REALTY

    100 E Oak Terrace Dr Unit B2, Leesburg, FL 34748
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    $319,000

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    925 Beverly Harbors Dr, Leesburg, FL 34748

    Wake up every morning to breathtaking views and sunrises over Lake Griffin from your screened front porch and from many rooms throughout the home. This move-in ready residence offers the perfect blend of comfort, style, and low-maintenance living. The driveway leads you to this unique single-family duplex-style home with the rare bonus of an oversized two-car garage with laundry area. Inside, the

    Christopher Cheshire DALTON WADE INC

    925 Beverly Harbors Dr, Leesburg, FL 34748
  • /41

    $244,900

    • 3 Beds
    • 2 Baths
    • 2,189 Sq Ft

    828 Dundee Cir, Leesburg, FL 34788

    Discover one of the largest and most desirable models in Scottish Highlands, a sought-after Pringle 55+ active adult community in Leesburg. This spacious 3-bedroom, 2-bath home offers an inviting layout featuring a generous living room seamlessly combined with a formal dining area, plus a bright and airy Florida room perfect for relaxing or entertaining. The split-bedroom floor plan provides

    Betty Hensinger WEICHERT REALTORS HALLMARK PRO

    828 Dundee Cir, Leesburg, FL 34788
  • /43

    $175,000

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft

    2105 Greenlaw Ct, Leesburg, FL 34788

    FEEL RIGHT AT HOME IN THIS WARM & INVITING 2-BEDROOM GEM IN A FRIENDLY 55+ COMMUNITY!Situated on a peaceful street, this cozy home offers a comfortable layout with 2 full bathrooms and a flexible bonus room that can be your office, hobby room, or reading space. The interior feels bright, clean, and easy to maintain - perfect for relaxed living. The home comes fully furnished, making your move

    Vildan Nigro RIVA REALTY GROUP LLC

    2105 Greenlaw Ct, Leesburg, FL 34788
  • /35

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    916 Belle Oak Dr Unit 123, Leesburg, FL 34748

    One of the most spacious and versatile condos with garage + water access! This well-maintained 2-bedroom, 2-bath home offers a rare combination of features not typically found in this price range, including a private attached garage, expansive bonus living space, and access to waterfront amenities. With approximately 1,306 sq ft of heated living area and a thoughtfully designed layout, this home

    Misty Noland ERA GRIZZARD REAL ESTATE

    916 Belle Oak Dr Unit 123, Leesburg, FL 34748
  • /44

    $76,900

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    500 Newell Hill Rd Unit 108A, Leesburg, FL 34748

    This 3/2 condo in the 55+ community of Chesterbrook is looking for a new owner. This community is close to everything Leesburg has to offer, restaurants, health care facilities, mall, auto dealers and 20 minutes from the Villages. The unit has a large primary bedroom with ensuite bath and dual sinks. Sit out in the morning on the porch. Call for your appointment today. Community has completed the

    Nicky Lerch DALTON WADE INC

    500 Newell Hill Rd Unit 108A, Leesburg, FL 34748
  • /45

    $55,000

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    500 Newell Hill Rd Unit 106D, Leesburg, FL 34748

    New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including

    Diana Perez PROFESSIONAL REAL ESTATE TEAM

    500 Newell Hill Rd Unit 106D, Leesburg, FL 34748
  • /21

    $68,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    500 Newell Hill Rd Unit 101A, Leesburg, FL 34748

    RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile

    James Donovan RE/MAX PREMIER REALTY

    500 Newell Hill Rd Unit 101A, Leesburg, FL 34748
  • /29

    $109,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    701 Perkins St Unit 103, Leesburg, FL 34748

    This 2 bedrooms, 2-bathroom FIRST FLOOR condo offers unbeatable convenience. Close to downtown, major highways, shopping, and several local colleges, making it a smart choice for families seeking easy living. Features include ceramic tile flooring throughout and plenty of storage with large bedroom closets and hall closets. Recent upgrades include a NEW ROOF and freshly paved parking done by the

    Erika Watson REALTY EXECUTIVES IN THE VILLAGES

    701 Perkins St Unit 103, Leesburg, FL 34748
  • /30

    $99,900

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft

    1112 W Main St Unit G5, Leesburg, FL 34748

    CHARMING DOWNTOWN Leesburg condo - WALK to Dining, Shops & Beacon College! Welcome to SPANISH OAKS, a perfectly located condominium in the heart of vibrant downtown Leesburg, Florida. This 2-bedroom, 2- bathroom condo is an ideal blend of convenience, comfort, and recent updates, making it perfect for a primary residence, seasonal retreat, or investment opportunity. Inside, you'll find a light

    Brandon English ENGEL + VOELKERS SARASOTA

    1112 W Main St Unit G5, Leesburg, FL 34748
  • /50

    $199,000

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft

    911 Beverly Harbor Dr Unit 16, Leesburg, FL 34748

    One or more photo(s) has been virtually staged. Welcome to easy Florida living with picturesque water views and low-maintenance convenience! Whether you’re searching for a full-time residence or the perfect seasonal retreat, this beautifully maintained home offers the ideal blend of comfort, space, and lifestyle. From the moment you arrive, you’ll appreciate charming front porch—perfect for

    Kimberly Ducharme MORRIS REALTY AND INVESTMENTS

    911 Beverly Harbor Dr Unit 16, Leesburg, FL 34748
  • /21

    $69,900

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    500 Newell Hill Rd Unit 108B, Leesburg, FL 34748

    Check out this 3 bed, 2 bath Condo in the charming 55+ community of Chesterbrook, this is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! This ground-floor condominium features a spacious open floor plan designed for modern living. Step inside this beautiful home that features brand-new luxury vinyl flooring throughout the expansive living

    Erik Parks ISLAND REAL EST&PROP MGMT INC

    500 Newell Hill Rd Unit 108B, Leesburg, FL 34748

Why Live in Leesburg

Leesburg, Florida, is a small city known for its outdoor recreation and proximity to major Central Florida attractions. Nestled around the Harris Chain of Lakes, Leesburg offers world-class bass fishing, numerous city parks, and the expansive Flat Island Preserve. Residents enjoy a walkable downtown with local restaurants, shops, and cultural spots like the Leesburg Center for the Arts and Melon Patch Theatre. The city hosts the annual Leesburg Bikefest, one of Central Florida’s largest motorcycle rallies, and the Leesburg Art Festival, showcasing works from around 75 artists. Leesburg's home styles range from 1920s-era Colonial Revival to 1950s-era ranch homes, with newer Traditional homes in developing subdivisions. The city is served by Lake County Schools, which are highly rated. For outdoor enthusiasts, Herlong Park and Singletary Park offer boating and fishing opportunities, while PEAR Park features trails, sports facilities, and a dog park. Leesburg is conveniently located 45 minutes from Orlando International Airport and Disney World, and about an hour and a half from Cocoa Beach. The Florida Turnpike and U.S. Highway 27 provide easy commuting options. With affordable housing compared to nearby communities like The Villages, Leesburg is an attractive option for those seeking a blend of outdoor activities and accessibility to Central Florida's attractions.

Home Trends in Leesburg, FL

Housing Trends

Median Sale Price
$306,000
Median Single Family Sale Price
$320,000
Median Townhouse Sale Price
$219,900
Median 2 Bedroom Sale Price
$94,950
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$177
Number of Homes for Sale
465
Last 12 months Home Sales
1,065
Months of Supply
5.20
Median List Price
$329,990
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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