Leesburg, FL Condos for Sale under $100,000

NEW LOW PRICE! Welcome to Chesterbrook, a peaceful 55+ community minutes from downtown Leesburg, The Villages, and Lake Griffin. This updated 2/2 ground-floor end-unit offers a bright open layout with premium ceramic tile throughout and a relaxed, low-maintenance lifestyle.Enjoy a private enclosed patio overlooking green space—perfect for morning coffee or afternoon reading. Parking is

James Donovan RE/MAX PREMIER REALTY

DISCOVER EASY FLORIDA LIVING-in the desirable Chesterbrook Condominiums in Leesburg! This centrally located 3-bedroom 2- bath home is nestled in a welcoming 55+ community featuring a community pool and clubhouse. NEW ROOF 2026, AND NEWER AC. The HOA also covers water, sewer, trash, and cable making for a truly hassle-free living. Whether you're looking for a full time residence or the perfect

JoLeen Howe MORRIS REALTY AND INVESTMENTS

BACK ON THE MARKET at no fault of the sellers! Second chances don’t come around often, so don’t miss your opportunity to own this rare first-floor condo in the heart of Downtown Leesburg! Rare first-floor condo in the heart of downtown Leesburg! Enjoy the convenience of walking to local dining, shopping, and Beacon College while living in a beautifully remodeled condo with a modern feel

Lindsay Sanders MORRIS REALTY AND INVESTMENTS

Why rent when you can own? This updated 2-bedroom, 2-bathroom condo gives you the opportunity to put your money toward something you own instead of paying rent. This home comes furnished. Please contact the agent for details.The current owner has made several major improvements over the past few years, so much of the work has already been done. The central heat and air system is only

Tracy Foreman SUNBELT HOME REALTY, INC.

Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed

Jennifer Garrison GARRISON REALTY GROUP LLC