Listing Details for MLS #G5104061
39851 & 39855 Darlington Avenue, Lady Lake, Fl

Residential Property - Single Family Residence in Lady Lake

Listing Price: $2,135,000 (Mortgage Calculator →)Days on Market: 142

Description of Property

Set on 2.35 private acres on a quiet hilltop within the gated community of Windsor Greene, this rare Central Florida offering brings together space, structure, and flexibility—designed for those with multiple vehicles, RVs or boats, and a need for multi-generational living, with two residences and a substantial detached storage garage. The property is organized for both independence and function, offering a combination that is increasingly difficult to find. The main residence spans 3,426 square feet with three en-suite bedrooms and 3.5 baths, arranged in a thoughtful layout that is open yet naturally defined, allowing spaces to flow easily from one room to the next. Interior features include 12-foot ceilings, 8-foot solid core doors, custom walkin closets, and large-format porcelain slab flooring with an onyx finish throughout. The kitchen connects seamlessly to the main living area, finished with high-grade stone surfaces and durable materials. A porcelain slab fireplace anchors the living room, with French doors opening to the lanai and a newly planted tree line that enhances privacy and green space. The second residence offers 1,720 square feet with a split floor plan, open living area, and an attached two-car garage suitable for larger vehicles or trucks. It provides true separation for extended family, guests, rental use, or a dedicated work-from-home environment. Both homes include well-designed laundry rooms with a focus on everyday function. A defining feature of the property is the detached garage structure, built with 16-foot ceilings, commercial-grade doors rated to 150 mph, and full insulation. This space accommodates RVs, boats, multiple vehicles, or equipment with ease—purpose-built for collectors, hobbyists, or those who require secure, substantial storage. Constructed by the owner with concrete block and finished with TPO commercial-grade roofing, the property reflects a clear focus on strength, durability, and long-term performance. Set within a private gated enclave and positioned on gentle elevation, the setting is quiet and intentionally removed, yet highly accessible—just minutes to The Villages, approximately 50 minutes to Ocala, and under an hour to Orlando International Airport and major attractions.This is the only 5 bedroom/5 bath single family residence between $1,800,000 and $2,400,000 currently listed for sale in this Zip code.