39851 & 39855 DARLINGTON AVENUE
LADY LAKE, FL, 32159
$2,535,717
5 Beds
5.5 Baths
5,278 SqFt
2.35 Acres
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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.

Property Details

Price:
$2,535,717
MLS #:
G5104061
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSOR GREEN
Neighborhood:
32159ladylakethevillages
Listed Date:
Nov 7, 2025
Finished Sq Ft:
5,278
Total Sq Ft:
8,081
Lot Size:
102,366 sqft / 2.35 acres (approx)
Year Built:
2023
Primary Bedroom Main FloorCommunity Gated32159 – Lady Lake (the Villages)32159ladylakethevillagesWindsor GreenVillages Elem Of Lady LakeCarver MiddleLeesburg High1 MonthPets Allowed

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Schools

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

Interior

Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Porcelain Tile
Heating
Central, Electric, Zoned
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Architectural Style
French Provincial
Association Amenities
Gated
Community Features
Deed Restrictions, Gated Community – No Guard
Construction Materials
Block, Concrete, Stucco
Exterior Features
French Doors, Irrigation System, Lighting
Other Structures
Additional Single Family Home, Finished RV Port, Guest House
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, RV Garage
Roof
Membrane
Security Features
Security System, Security System Owned

Financial

HOA Fee
$206
HOA Frequency
Monthly
HOA Name
Windsor Green Prop. Owners Association
Tax Year
2024
Taxes
$14,854

Map

Community

Market Summary

Current real estate data for Single Family in LADY LAKE as of Nov 17, 2025
192
Single Family Listed
93
Avg DOM
238
Avg $ / SqFt
$492,242
Avg List Price

Property Summary

    Located in the WINDSOR GREEN subdivision, 39851 & 39855 DARLINGTON AVENUE LADY LAKE FL is a Single Family for sale in LADY LAKE, FL, 32159. It is listed for $2,535,717 and features 5 beds, 6 baths, and has approximately 5,278 square feet of living space, and was originally constructed in 2023. The current price per square foot is $480. The average price per square foot for Single Family listings in LADY LAKE is $238. The average listing price for Single Family in LADY LAKE is $492,242. To schedule a showing of MLS#g5104061 at 39851 & 39855 DARLINGTON AVENUE in LADY LAKE, FL, contact your Stonecrest International Realty agent at 561-707-9933.

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