Looking for RV/Boat storage, Mutli-generational living? Welcome to a rare opportunity in Central Florida real estate, welcome to the private, gated, exclusive community of Windsor Greene in Lady Lake, offering two separate residences, RV and boat storage, and fully insulated three-car garage on 2.35 scenic hilltop acres. Just minutes from The Villages, and within an hour of Orlando International Airport and Disney World, this one-of-a-kind property is ideal 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 feet and features a hybrid open layout with three en-suite bedrooms and 3.5 baths. Thoughtful details include 12-foot ceilings, 8-foot solid core doors, custom walk-in closets, and 32-by-32-inch 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 baths 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 fiberglass doors for easy maintenance. The second home is 1,720 interior square feet, offering a split floor plan with an open-concept living area and an attached two-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-foot 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.
Listed By
Agency Name: PREMIER SOTHEBYS INT'L REALTY
Agency Contact: 407-581-7888
Shown By
Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®
Estimated Payment
$ 12,155.75 per month $10,295.29 Principal & Interest $1,237.75 Property Tax $622.71 Homeowner's InsuranceSend an email with a link to
39851 & 39855 Darlington Avenue, Lady Lake, FL 32159.
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39851 & 39855 Darlington Avenue, Lady Lake, FL 32159.
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39851 & 39855 Darlington Avenue | MLS# G5104061
This single family home located at 39851 & 39855 Darlington Avenue, Lady Lake, FL 32159 is currently listed for sale with an asking price of $2,135,000. This property was built in 2023 and has 5 bedrooms and 5 full and 1 partial baths with 5278 sq. ft. & 39855 Darlington Avenue is located in the WINDSOR GREEN subdivision. Search WINDSOR GREEN real estate on jamiedeihl.watsonrealtycorp.com today.