39851 & 39855 Darlington Avenue, Lady Lake, FL 32159
Local realty services provided by:CENTURY 21 Real Estate Champions
Listed by: keith caulk, laura pearson
Office: premier sothebys int'l realty
MLS#:G5104061
Source:MFRMLS
Price summary
- Price:$2,135,000
- Price per sq. ft.:$264.2
- Monthly HOA dues:$206
About this home

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....
Contact an agent
Home facts
- Year built:2023
- Listing ID #:G5104061
- Added:149 day(s) ago
- Updated:April 06, 2026 at 12:19 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Tile
- Dining Description:Formal Dining Room
- Kitchen Description:Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Wine Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:5,278 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric, Zoned
- Central air:Yes
Structure and exterior
- Roof:Membrane
- Year built:2023
- Building area:5,278 sq. ft.
- Lot area:2.35 Acres
- Lot Features:Cleared, Landscaped, Paved, Private
- Architectural Style:French Provincial
- Construction Materials:Block, Concrete, Stucco
- Exterior Features:Covered Porch/Patio, Lighting, Rear Porch
- Foundation Description:Slab, Stem Wall
- Levels:1 Story
Schools
- High school:Leesburg High
- Middle school:Carver Middle
- Elementary school:Villages Elem of Lady Lake
Utilities
- Water:Public, Well
- Sewer:Private Sewer, Public
Finances and disclosures
- Price:$2,135,000
- Price per sq. ft.:$264.2
- Tax amount:$14,854 (2024)
Features and amenities
- Appliances:Built-in Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Irrigation Equipment, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Laundry features:Dryer, Electric Dryer Hookup, Inside, Laundry Room, Washer, Washer Hookup
- Amenities:Built-In Features, Ceiling Fans(s), Central Vaccum, Gated, High Ceilings, Irrigation Equipment, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
- Pool features:Public Pool
Parking
- Parking description:Attached Garage, Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Oversized, Rv Garage
- Garage:Yes
- Garage spaces:6
New listings near 39851 & 39855 Darlington Avenue
- New
$374,900Active3 beds 2 baths1,690 sq. ft.707 Cortez Avenue, THE VILLAGES, FL 32159
MLS# G5109433Listed by: CHARLES RUTENBERG REALTY ORLANDO - New
$85,000Active2 beds 1 baths672 sq. ft.913 Beechwood Avenue, LADY LAKE, FL 32159
MLS# G5110545Listed by: CHARLES RUTENBERG REALTY ORLANDO - New
$259,000Active2 beds 2 baths1,040 sq. ft.1232 Zapata Place, LADY LAKE, FL 32159
MLS# G5109848Listed by: RIGHT REALTY CONNECTION, INC. - New
$189,700Active2 beds 2 baths1,144 sq. ft.1116 W Boone Court, LADY LAKE, FL 32159
MLS# OM722106Listed by: SOUTHERN ASSOCIATES REALTY LLC - New
$419,900Active5 beds 4 baths2,456 sq. ft.446 Skyfield Court, LADY LAKE, FL 32159
MLS# G5110500Listed by: WHEATLEY REALTY GROUP - New
$310,000Active4 beds 4 baths2,091 sq. ft.111 Mark Avenue, LADY LAKE, FL 32159
MLS# G5110463Listed by: FOUR STAR HOME BROKERS, INC. - New
$200,000Active3 beds 1 baths1,175 sq. ft.911 Jacaranda Drive, LADY LAKE, FL 32159
MLS# OM721984Listed by: BASSETT PREMIER REALTY INC - New
$368,990Active3 beds 3 baths2,748 sq. ft.423 Hammock Oaks Boulevard, LADY LAKE, FL 32159
MLS# W7884445Listed by: MALTBIE REALTY GROUP - New
$297,990Active3 beds 2 baths1,549 sq. ft.378 Hammock Oaks Boulevard, LADY LAKE, FL 32159
MLS# W7884444Listed by: MALTBIE REALTY GROUP - New
$349,999Active4 beds 2 baths1,706 sq. ft.270 W Mcclendon Street, LADY LAKE, FL 32159
MLS# G5110357Listed by: WORTH CLARK REALTY