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Welcome to Darlington Avenue - Gated Entrance
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39851 & 39855 Darlington AvenueLady Lake, FL, 32159

5beds
6baths
5,146sqft
Single Family Residence
Built in 2023
$206 Monthly HOA Fee
$1,850,000
For sale
Price per sqft
$360
Days on market
3
Listed
Nov 5
MLS #OM734370Updated Nov 5, 2026

About this property

Privately situated on 2.35 elevated acres within the gated community of Windsor Greene, this distinctive Central Florida estate presents an exceptional combination of architectural refinement, two independent residences and substantial accommodations for automotive collections, recreational vehicles and boats. Thoughtfully designed and constructed with an emphasis on quality, versatility and lasting performance, the property offers a rare opportunity to enjoy expansive living spaces within a secluded hilltop setting. The 3,426-square-foot main residence showcases sophisticated finishes and carefully considered architectural details. Soaring 12-foot ceilings, 8-foot solid-core doors and large-format porcelain slab flooring with an onyx finish establish a cohesive interior aesthetic. Three generously proportioned en-suite bedrooms provide private accommodations, complemented by a half bath and custom walk-in closets. The flowing floor plan connects the principal living areas while maintaining definition between spaces. In the kitchen, premium stone surfaces and quality materials complement the home's contemporary design. A porcelain slab fireplace creates a striking focal point in the living room, while French doors open to the lanai and landscaped grounds. The planted tree line provides an additional layer of natural privacy. The separate 1,720-square-foot residence offers a complete living environment with two bedrooms, two baths, a full kitchen, dedicated living and dining areas, a laundry room and an attached two-car garage designed to accommodate larger vehicles. Its split floor plan provides flexibility for extended family, guests or other residential needs while maintaining separation from the main home. An extraordinary feature of the estate is the approximately 1,782-square-foot detached garage, measuring 54 by 33 feet. Built for substantial vehicle and equipment storage, this fully insulated structure features 16-foot ceilings and commercial-grade garage doors rated to withstand winds of up to 150 mph. The generous dimensions accommodate a variety of automotive, boating and recreational storage requirements. Owner-built with concrete block construction, all three structures feature a commercial-grade PTO weld membrane roof, reflecting a consistent commitment to durable materials and construction standards. The property's gently elevated setting, established landscaping and gated surroundings contribute to its private estate atmosphere. Conveniently located near The Villages, with access to Ocala, Orlando International Airport and Central Florida's recreational destinations, this property brings together refined residential living, independent accommodations and specialized storage facilities on 2.35 acres.

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Property details

Property type
Single Family Residence
Street address
39851 & 39855 Darlington Avenue
City
Lady Lake
State
FL
ZIP code
32159
Year built
2023
New construction
No
Attached property
Yes
Faces
East
Rooms
12
Building stories
1
Living area
5,146 sqft
Total building area
5,146 sqft
Architectural style
French Provincial
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 3:19 AM EST

Price & sale history

EventPrice
Listed for saleMLS #OM734370$1,850,000
SoldMLS #G5050041$130,000
Price increasedMLS #G5050041$130,000Change: +18.2%+$20,000
Listed for saleMLS #G5050041$110,000
History may be incomplete.
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