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Leesburg, FL Condos for Sale

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  • /30

    $114,000

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

    723 Perkins St Unit 104, Leesburg, FL 34748

    One or more photo(s) has been virtually staged. This updated 2-bedroom, 2-bath FIRST FLOOR condo offers unbeatable convenience—close to downtown, major highways, shopping, and several local colleges, making it a smart choice for families with college students or anyone seeking easy living.Features include durable vinyl flooring throughout, a functional layout with spacious living and

    Tracie Ruffolo VANTAGE POINT REALTY CO.

    723 Perkins St Unit 104, Leesburg, FL 34748
  • /26

    $112,000

    • 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 moring on the porch. Call for your appointment today.

    Nicky Lerch DALTON WADE INC

    500 Newell Hill Rd Unit 108A, Leesburg, FL 34748
  • /18

    $115,000

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft

    1112 W Main St Unit J7, Leesburg, FL 34748

    Come check this 2 bedroom, 2 bathroom, 2nd Floor Condo unit ready for you to add your special touches to make it YOURS. NEW CARPET, NEW PAINT. Prime location to Historic Downtown Leesburg for shopping, boutiques, restaurants, entertainment, healthcare. Near the local Bus Stop. Also find your way on down to the HARRIS CHAIN OF LAKES for all your water enjoyment. This home offers a Living Room

    Ashley Robey ERA GRIZZARD REAL ESTATE

    1112 W Main St Unit J7, Leesburg, FL 34748
  • /13

    $150,000

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

    100 E Oak Terrace Dr Unit A2, Leesburg, FL 34748

    The open-concept living area seamlessly connects the living room, dining area, and stunning kitchen.The kitchen is an entertainer's dream, boasting stainless steel appliances that add a modern touch. With ample cabinet space, the kitchen provides both functionality and style, making meal preparation a delightful experience. Step into the spacious master bedroom with a spacious walk-in closet

    Shelly Osborne OLIVER MOSLEY REALTY INC

    100 E Oak Terrace Dr Unit A2, Leesburg, FL 34748
  • /33

    $109,000

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

    500 Newell Hill Rd Unit 113D, Leesburg, FL 34748

    YOUR DREAM HOME AWAITS in Chesterbrook’s Premier 55+ Community!Discover the perfect blend of COMFORT, STYLE AND CAREFREE LIVING in this stunning 3-bedroom, 2-bath condo. This light-filled, open-concept home boasts generous living spaces and a PRIVATE balcony — your very own outdoor retreat to enjoy morning coffee or evening sunsets.Step inside to find a luxurious primary suite with AMPLE CLOSET

    Rita Hinkle-Egelston DOWN HOME REALTY, LLLP

    500 Newell Hill Rd Unit 113D, Leesburg, FL 34748
  • /25

    $112,000

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

    500 Newell Hill Rd Unit 107C, Leesburg, FL 34748

    Welcome to this beautifully updated 3-bedroom, 2-bath condo nestled in the desirable 55+ community of Chesterbrook in Leesburg. This stylish home offers modern touches throughout, including luxury vinyl plank flooring, crown molding, granite countertops, and stainless steel appliances. The open-concept layout provides both comfort and functionality, perfect for everyday living and

    Rick Bosley KELLER WILLIAMS ADVANTAGE REALTY

    500 Newell Hill Rd Unit 107C, Leesburg, FL 34748
  • /7

    $60,000

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

    500 Newell Hill Rd Unit 102A, Leesburg, FL 34748

    *More Photos on the way* 55+ Condo Living Near Lake Griffin & Lake Harris in the Heart of Leesburg! Welcome to Unit 102A at 500 Newell Hill Rd — a first-floor condo in the desirable Chesterbrook community. This 2-bedroom, 2-bathroom unit offers the perfect blend of comfort, convenience, and affordability. With some TLC, this condo can become your dream home. HVAC needs repair, and furniture

    Jose Reyes RE/MAX SELECT GROUP

    500 Newell Hill Rd Unit 102A, Leesburg, FL 34748
  • /24

    $103,000

    • 2 Beds
    • 1.5 Baths
    • 930 Sq Ft

    705 Perkins St Unit 100, Leesburg, FL 34748

    Nice 2bd/1.5 bath end unit condo inn Oakhurst at Leesburg Condominiums complex. This 2 -story condo home features perfect window feature above the kitchen sink providing natural light throughout the kitchen. Living room/ dining room combo located off of the kitchen with access to the covered and fenced patio through large sliders. Half bathroom conveniently located on the 1st floor. The 2nd story

    Tyesha Richards MARK SPAIN REAL ESTATE

    705 Perkins St Unit 100, Leesburg, FL 34748
  • /41

    $289,900

    • 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. WAKE UP TO BREATHTAKING SUNRISES over Lake Griffin right from your master suite. Beautifully maintained, three bedroom two bath home located in a sought after HOA community. This split floor plan offers privacy and convenience for the homeowners and their guests The master en suite is a retreat in itself featuring a large walk in closet and a

    Marty Goff RE/MAX PREMIER REALTY

    911 Beverly Harbor Dr Unit 16, Leesburg, FL 34748
  • /37

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    1350 Mosswood Dr, Leesburg, FL 34748

    Welcome to this beautifully upgraded attached single-family home in the sought-after Mosswood community—where the charm and privacy of a single-family home meets the convenience of condo living. Thoughtfully designed with separate front and back driveways, each unit offers enhanced privacy and effortless access.Enjoy serene lake views of Lake Griffin from your living room, primary suite, and

    Misty Noland ERA GRIZZARD REAL ESTATE

    1350 Mosswood Dr, Leesburg, FL 34748
  • /27

    $90,000

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

    500 Newell Hill Rd Unit 111A, Leesburg, FL 34748

    PRICE IMPROVEMENT* MOTIVATED SELLERS* FIRST FLOOR UNIT– Welcome to easy living in this beautifully updated 3-bedroom, 2-bathroom first floor condo offering 1,413 square feet of comfortable space in the desirable 55+ community at Chesterbrook in Leesburg. Step inside and enjoy the spacious feel of the open living and dining area, complete with elegant crown molding and rich wood flooring—with no

    Ashley Robey ERA GRIZZARD REAL ESTATE

    500 Newell Hill Rd Unit 111A, Leesburg, FL 34748
  • /18

    $100,000

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

    500 Newell Hill Rd Unit 113A, Leesburg, FL 34748

    **SELLER FINANCING OPTIONS AVAILABLE** Community roof replacement is underway expected completion SEP-OCT 2025. Welcome to effortless living! Chesterbrook, a charming 55+ community is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! Full of updates, this ground-floor condominium features a spacious open floor plan designed for modern living.

    Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

    500 Newell Hill Rd Unit 113A, Leesburg, FL 34748
  • /25

    $84,900

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

    500 Newell Hill Rd Unit 104B, Leesburg, FL 34748

    Ground Floor Unit at Chesterbrook in Leesburg! This unit is ready to move in, furniture is included if you would like it. Tile floors throughout, kitchen has newer cabinets and countertops with tiled backsplash. There is an open living & dining area, spacious master bedroom with double vanities, newer walk in tiled shower and walk in closet. 2nd bedroom has a large closet, 2nd bathroom is tiled

    Craig Yox ERA GRIZZARD REAL ESTATE

    500 Newell Hill Rd Unit 104B, Leesburg, FL 34748

Why Live in Leesburg

The city of Leesburg is an outdoor paradise. Tucked in and around a section of the Florida Harris Chain of Lakes, this city of 32,000 is famous for its world-class bass fishing, an abundance of city parks and a large wetland preserve. But that is ...

Home Trends in Leesburg, FL

Housing Trends

Median Sale Price
$298,500
Median Single Family Sale Price
$319,900
Median Townhouse Sale Price
$175,000
Median 2 Bedroom Sale Price
$114,500
Median 1 Bedroom Sale Price
$83,250
Average Price Per Sq Ft
$174
Number of Homes for Sale
416
Last 12 months Home Sales
1,016
Months of Supply
4.90
Median List Price
$327,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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