39851 & 39855 DARLINGTON AVENUE Lady Lake, FL $ 2,135,000
39851 & 39855 DARLINGTON AVENUE
$ 2,135,000
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39851 & 39855 DARLINGTON AVENUE

Lady Lake, FL, 32159
$ 2,135,000
Bedrooms5 Baths5.1 Sq 5,278

Monthly Estimate*

$ 13,146

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Single Family Home for sale in Lady Lake, FL

for $2,135,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,278 square foot home was built in 2023 on a lot size of 2.35.

One or more photo(s) has been virtually staged. Swimming pool is virtual rendered and only for representation. 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.

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Single Family Active

Price

$ 2,135,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 14,853

Style

French Provincial

Lot Size

2.35

Year Built

2023

Town/City

Lady Lake

County/Region

Lake

MLS | Web ID

G5104061

Features
General
Sewer Private Sewer
Heating Central Electric Zoned
Cooling Central Air
Utilities Electricity Connected Public
Possession Close Of Escrow
Roof Membrane
Appliances Built-In Oven Convection Oven Cooktop Dishwasher Disposal Dryer Electric Water Heater Microwave Range Hood Refrigerator Washer Wine Refrigerator
Zoning R-1
HOA Fee 206
Garage Spaces 6
Patio/Porch Features Covered Rear Porch
Architectural Style French Provincial
Security Features Security System Security System Owned
Construction Materials Block Concrete Stucco
Pets Allowed Yes
Year Built 2023
View Garden Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Community Features Deed Restrictions Gated Community - No Guard
Assoc Fee Paid Per Monthly
County Lake
New Construction false
Property Type Residential
Association Amenities Gated
Attached Garage true
Subdivision Name WINDSOR GREEN
Facing Direction East
Garage Y/N true
Other Structures Additional Single Family Home Finished RV Port Guest House
Total Rooms 13
Full Baths 5
Status Active
Directions From HWY 441 turn on Lemon St L on Lake Griffin Rd L on Darlington Ave home on left.
High School Leesburg High
City LADY LAKE
Association Name Windsor Green Prop. Owners Association
Senior Community Y/N false
MLS Area 32159 - Lady Lake (The Villages)
Lot Size Units Acres
Lot Size Square Feet 102366
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Elementary School Villages Elem of Lady Lake
Land Lease Y/N false
Tax Annual Amount 14853.65
Middle/Junior High School Carver Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.tourdrop.com/dtour/387366/Video-MLS
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 13
Legal Description WINDSOR GREEN PHASE 1 PB 61 PG 3-8 LOT 13 ORB 6194 PG 678
Minimum Lease 1 Month
Water Access Y/N false
Monthly HOA Amount 206
Additional Rooms Bonus Room Den/Library/Office Formal Dining Room Separate
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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
Flooring Porcelain Tile
Fireplace Features Electric Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities French Doors Irrigation System Lighting
Parking Features Circular Driveway Driveway Electric Vehicle Charging Station(s) Garage Door Opener Oversized RV Garage
Lot Features Cleared In County Landscaped Private Street Dead-End
Water Source Private Well
Lot Size Area 2.35
Foundation Details Slab Stem Wall
Spa false
Building Area Total 8081
Lot Size Acres 2.35
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 6
Road Frontage Type Street Dead-End Street Paved Private Road
Number of Lots 1
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* Excluded Features
List By
Premier Sothebys Int'l Realty

Broker

kacaulkrealtor@gmail.com

Email

Affordability Calculator

$14,383
Per Month
91%
9%
0%
Monthly Principal & Interest
$13,146
Monthly Property Taxes
$1,238
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Leesburg High High School High School
Pricing History
DatePricePrice ChangeDescription
3/6/2026$2,135,000 -15.80% Price Down
12/19/2025$2,535,717 Listed Price

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39851 & 39855 DARLINGTON AVENUE, Lady Lake, FL, 32159 is a Single Family Home for sale at $2,135,000 with 5,278 sqft and a lot size of 2.35. 39851 & 39855 DARLINGTON AVENUE has 5 bedrooms, 5.1 baths, and was built in 2023. The property's zip code is 32159 which is in Lady Lake, FL