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39851 & 39855 Darlington Avenue

LADY LAKE, FL 32159

5 beds
6 baths
5,278 sqft
~2 acre lot
$506 per sqft
2023 build
– on site

Welcome to a rare opportunity in Central Florida real estate—a private, gated estate in Lady Lake offering two separate residences, RV and boat storage, and fully insulated 3-car garage on 2.35 scenic hilltop acres. Located just minutes from The Villages, and within an hour of Orlando International Airport and Disney World, this one-of-a-kind property is perfect 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 ft and features a hybrid open layout with three en-suite bedrooms and 3.5 bathrooms. Thoughtful details include 12' ceilings, 8' solid core doors, custom walk-in closets, and 32" x 32" 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 bathrooms 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 the fiberglass doors for easy maintenance. The second home is 1,720 interior sq ft, offering a split floorplan with an open-concept living area and an attached 2-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' 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. <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://player.vimeo.com/video/1030955799?badge=0&autopause=0&player_id=0&app_id=58479" frameborder="0" allow="autoplay; fullscreen; picture-in-picture; clipboard-write; encrypted-media" style="position:absolute;top:0;left:0;width:100%;height:100%;" title="31598 Darlington Ave, Lady Lake, FL 32159 (MLS)"></iframe></div><script src="https://player.vimeo.com/api/player.js"></script>

Listing courtesy of STELLAR_MLS / PREMIER SOTHEBYS INT'L REALTY

Last checked: Checking… • Last updated Jun 6, 2025 •

MLS# G5089225 —

The Building

Year Built:

2023
New Construction:

false
Architectural Style:

French Provincial
Construction Materials:

Block
Levels:

One
Roof:

Membrane
Foundation Details:

Slab
Window Features:

Double Pane Windows
Patio And Porch Features:

Covered
Security Features:

Security System
Building Area Total:

8081
Building Area Units:

Square Feet
Building Area Source:

Owner

Interior

Interior Features:

Built-in Features
Flooring:

Porcelain Tile
Additional Rooms:

Bonus Room
Fireplace:

true
Fireplace Features:

Electric

Room Dimensions

Living Area:

5278
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

From HWY 441 turn on Lemon St, L on Lake Griffin Rd, L on Darlington Ave, home on left.
Latitude:

28.929204
Longitude:

-81.903046
Coordinates:

-81.903046, 28.929204

The Property

Parcel Number:

101824020000001300
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Cleared
Lot Size Acres:

2.35
Lot Size Area:

2.35
Lot Size SqFt:

102366
Lot Size Units:

Acres
Total Acres:

2 to less than 5
Zoning:

R-1
Direction Faces:

East
View:

Garden
View:

true
Exterior Features:

French Doors
Water Source:

Private
Road Surface Type:

Paved
Road Frontage Type:

Street Dead-End
Flood Zone Code:

X
Flood Zone Panel:

12069C0170E
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

13
Tax Legal Description:

WINDSOR GREEN PHASE 1 PB 61 PG 3-8 LOT 13 ORB 6194 PG 678
Tax Book Number:

61-3-8
Tax Annual Amount:

$14,853.65

Beds

Bedrooms Total:

5

Baths

Total Baths:

5.5
Total Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.tourdrop.com/dtour/387366/Video-MLS
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Electricity Connected
Sewer:

Private Sewer

Appliances

Appliances:

Built-In Oven
Laundry Features:

Electric Dryer Hookup

Schools

Elementary School:

Villages Elem of Lady Lake
Middle Or Junior School:

Carver Middle
High School:

Leesburg High

The Community

Subdivision Name:

WINDSOR GREEN
Senior Community:

false
Community Features:

Deed Restrictions
Waterview:

false
Water Access:

false
Waterfront:

false
Spa:

false
Pool Private:

false
Pets Allowed:

Yes
Association Amenities:

Gated
Association:

true
Association Fee:

206
Association Fee Frequency:

Monthly
Association Fee Requirement:

Required
Monthly HOA Amount:

206
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

6
Carport:

false
Covered Spaces:

6
Open Parking:

true
Parking Features:

Circular Driveway

Extra Units

Other Structures:

Additional Single Family Home

Monthly cost estimate

Asking price

$2,675,000

Expense	Monthly cost
Mortgage	$14,323
Taxes	$1,237
Insurance	$735
HOA fees	$206
Utilities	$252 See report
Total	$16,753/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
4/28/25 Apr 28, 2025	Price Changed	STELLAR_MLS	$2,675,000	-10.7%
11/22/24 Nov 22, 2024	Listed / Active	STELLAR_MLS	$2,995,000

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This house located in Windsor Green, FL 32159 is currently for sale for $2,675,000. 39851 & 39855 Darlington Avenue is a 5,278 square foot house with 5 beds and 6 baths that has been on Estately for 233 days. 39851 & 39855 Darlington Avenue is in the Windsor Green neighborhood of LADY LAKE. This house is in the attendance area of The Villages Elementary Of Lady Lake School, Carver Middle School, and Leesburg High School.

Listing Courtesy of: STELLAR_MLS and PREMIER SOTHEBYS INT'L REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.