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486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067
486 Chesterfield Way, Simpsonville, KY 40067

486 Chesterfield Way Simpsonville, KY 40067

$2,950,000

ACTIVE
Beds
4
Baths
5
Sqft
7,352
Acres
43.51
Year
1999
Days on Site
20 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$401
Date Listed
Aug 3, 2026

Description of 486 Chesterfield Way, Simpsonville, KY 40067

Listing details for 486 Chesterfield Way, Simpsonville, KY 40067 : Turning off Chesterfield Way onto the newly sealed blacktop driveway, the pace of life immediately begins to slow. The drive winds through rolling pasture, four-board fencing, and across a picturesque tree-lined stream before arriving at the iron entrance gates. Beyond them, mature trees frame both sides of the lane, creating a beautiful approach that feels like a welcome home every time you arrive. This is more than a home it's a private estate encompassing over 43 acres of peaceful Western Shelby County countryside, where open pasture, eleven acres of mature timber, a winding creek with natural stone banks, a tranquil pond, and miles of natural beauty create a setting that feels far removed from the everyday. Ten acres of woods have recently been cleared and mulched, making it easy to explore the property, enjoy the creek, or simply take in the privacy, all while being just five minutes from Simpsonville and only twenty minutes from Louisville. Meticulously maintained, the home blends timeless design with thoughtful updates. The soaring two-story great room is filled with natural light, while new Andersen doors open to a covered porch and a recently built deck overlooking the backyard. The kitchen has been refreshed with countertops, a backsplash, and a gas cooktop supplied by a newly installed gas line, creating a space equally suited for everyday meals or entertaining a full house. The first-floor primary suite serves as a private retreat with bay windows overlooking the backyard, engineered wood flooring, motorized blinds, a spa-inspired bath, and a dressing room centered around a custom island. Upstairs are two additional bedrooms and a loft, while the finished walkout basement offers a spacious family room, wet bar, game room with pool table, fitness room, and a fourth bedroom tucked behind sliding barn doors. French doors lead directly to the backyard, seamlessly connecting indoor and outdoor living. The outdoor amenities rival those of a private resort. The in-ground pool features a tanning shelf and four elegant fountains, while the nearby timber pavilion with its impressive stone fireplace provides the perfect gathering place long after the sun goes down. Guests can enjoy complete privacy in the carriage house, which includes a one-bedroom apartment with its own kitchen, bathroom, laundry, and covered veranda. Attached is a 43-foot climate-controlled show garage with durable polyurea flooring. The property also includes a 36x60 tool shed, farm and 4-board fencing, and deed restrictions that allow horses and barns. Major improvements have already been completed, including geothermal heating with a new exchanger and coils, a 2019 roof, new windows and Andersen doors, resurfaced pool deck and porches, a repaved entrance and driveway, an 18-foot automatic front gate with a sensor, and a pond aerator. Public water, septic service, and no HOA dues complete this truly exceptional property. Plat and restrictions are attached.
Listing Updated : 08-07-2026 at 11:32 AM EDT
Listing Provided By

Torrey Smith Realty Co., LLC

Source

Metro Search MLS, MLS#: 1722813

For more information on this listing contact us at 502-536-9036

Property History

DateEventPrice
8/3/2026
Listed for sale
$2,950,000
$401/sqft
Source:Metro Search MLS #1722813
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For more information on this listing contact us at 502-536-9036