Listing Details for MLS #G5089225
39851 & 39855 Darlington Avenue, Lady Lake, Fl

Residential Property - Single Family Residence in Lady Lake

Listing Price: $2,675,000 (Mortgage Calculator →)Days on Market: 196

Description of Property

Welcome to a rare opportunity in Central Florida real estate—a private, gated estate in Lady Lake offering two separate residences, RV and boat storage, and fully insulated 3-car garage on 2.35 scenic hilltop acres. Located just minutes from The Villages, and within an hour of Orlando International Airport and Disney World, this one-of-a-kind property is perfect for multi-generational living, snowbirds with RVs, car or motorcycle collectors, or those seeking a quiet, natural setting with easy access to Ocala’s equestrian life and major urban amenities. The main residence spans 3,426 ft and features a hybrid open layout with three en-suite bedrooms and 3.5 bathrooms. Thoughtful details include 12' ceilings, 8' solid core doors, custom walk-in closets, and 32" x 32" porcelain slab floors with onyx finish throughout. The kitchen flows with a partial wall opening to the main salon, finished with high-grade stone countertops and porcelain tile bathrooms that blend function with subtle elegance. A porcelain slab with onyx finish fireplace anchors the living room, flanked by French doors opening to a lanai with tranquil views and a newly planted tree line that enhances privacy and green space. All windows are vinyl, double glass, tinted and the fiberglass doors for easy maintenance. The second home is 1,720 interior sq ft, offering a split floorplan with an open-concept living area and an attached 2-car (or oversized truck) garage—ideal for guests, extended family, rental income, or a home office for remote work or a family business. Both homes feature bright, well-designed laundry rooms that elevate everyday tasks. The detached garage structure includes 16' ceilings, commercial-grade doors rated to 150 mph, and is fully insulated, making it ideal for vehicle collectors, secure storage, or hobbyist use. Built with concrete block construction and TPO commercial-grade roofs, this property is engineered for durability and long-term value. Windsor Green is a private gated enclave on a lovely hilltop. The location is unmatched for those who enjoy boating, golfing, or a more relaxed pace of life while staying close to shopping, dining, and top-tier healthcare facilities. Restyle the classic architecture with your personal vision and taste. Enjoy the good life in a natural setting, refined Florida living, built for comfort, flexibility, and long-term potential. <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://player.vimeo.com/video/1030955799?badge=0&amp;autopause=0&amp;player_id=0&amp;app_id=58479" frameborder="0" allow="autoplay; fullscreen; picture-in-picture; clipboard-write; encrypted-media" style="position:absolute;top:0;left:0;width:100%;height:100%;" title="31598 Darlington Ave, Lady Lake, FL 32159 (MLS)"></iframe></div><script src="https://player.vimeo.com/api/player.js"></script>This is the only 5 bedroom/5 bath single family residence between $2,400,000 and $3,000,000 currently listed for sale in this Zip code.