39851 Darlington Avenue, Lady Lake, FL 32159 (MLS # G5104061)

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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.

DAYS ON MARKET 10 LAST UPDATED 11/7/2025
TRACT WINDSOR GREEN YEAR BUILT 2023
COMMUNITY 32159 - Lady Lake (The Villages) GARAGE SPACES 6.0
COUNTY Lake STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Villages Elem of Lady Lake
Jr. High School Carver Middle
High School Leesburg High


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
AREA 32159 - Lady Lake (The Villages)
CONSTRUCTION Block, Concrete, Stucco
EXTERIOR Lighting
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric, Zoned
HOA DUES 206
INTERIOR Built-in Features, High Ceilings, Stone Counters, Walk-In Closet(s)
LOT 2.35 acre(s)
LOT DESCRIPTION Cleared, Landscaped, Paved, Private
PARKING Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, RV Garage, Attached
SEWER Private Sewer
STORIES 1
STYLE French Provincial
SUBDIVISION WINDSOR GREEN
TAXES 14853.65
UTILITIES Electricity Connected
VIEW Yes
VIEW DESCRIPTION Garden, Trees/Woods
WATER Private, Well
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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CONTACT US ABOUT 39851 DARLINGTON AVENUE
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Listing provided by Keith Caulk, PREMIER SOTHEBYS INT'L REALTY, 407-581-7888
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 11/17/25 4:24 AM PST.

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