39851 & 39855 Darlington Avenue, LADY LAKE, FL

$2,535,717

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5

Beds

6

Baths

5,278

Square feet

2.35

Acres

About 39851 & 39855 Darlington Avenue

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.

Features of 39851 & 39855 Darlington Avenue

MLS® # G5104061
Price $2,535,717
Bedrooms 5
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 5,278
Acres 2.35
Year Built 2023
Type Residential
Sub-Type Single Family Residence
Style French Provincial
Status Active

Community Information

Address 39851 & 39855 Darlington Avenue
Area Lady Lake (The Villages)
Subdivision WINDSOR GREEN
City LADY LAKE
County Lake
State FL
Zip Code 32159

Amenities

Amenities Gated
Parking Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, RV Garage
# of Garages 6
View Garden, Trees/Woods
Is Waterfront No
Has Pool No

Interior

Interior Features Built-in Features, Ceiling Fan(s), Central Vacuum, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Central, Electric, Zoned
Cooling Central Air
Fireplace Yes
Fireplaces Electric, Living Room

Exterior

Exterior Features French Doors, Irrigation System, Lighting
Lot Description Cleared, In County, Landscaped, Private, Street Dead-End
Roof Membrane
Foundation Slab, Stem Wall

School Information

Elementary Villages Elem of Lady Lake
Middle Carver Middle
High Leesburg High

Additional Information

Date Listed November 7th, 2025
Days on Market 10
Zoning R-1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBYS INT'L REALTY

Listing Map

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