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Recreational Land with Home for Sale in Simpsonville, Kentucky

486 Chesterfield Way, Simpsonville, KY 40067

$2,950,000
43.5 acres
Active sale
ago
Est $16,850/mo

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.

7,765
Sq feet
4
Beds
5
Full baths
1999
Built

Location

Street address
486 Chesterfield Way
Zip code
40067
School district
Shelby
Elevation
737 feet
Coordinates
38.2532, -85.3546

Directions

Shelbyville Road To Todds Point Road. Take a left on Chesterfield Way. Property is on the right.

Property details

Acreage
43.51 acres
MLS #
GLAR 1722813
Posted

Parcels

  • 014-00-026D

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

Waterfront
Creek, Lake Front
Features
Cleared, Cul-De-Sac

Exterior

Pool
Deck, Patio, Porch
Structures
Guest House

Structure

Stories
2
Basement
Finished
Water
Public
Sewer
Septic Tank
Heating
Ductless, Electric, Geothermal
Cooling
Central Air
Materials
Brick, Stone Veneer, Synthetic Stucco
Roof
Metal, Shingle

Interior

Room Count
20
Rooms
Basement, Bathroom x 5, Bedroom x 4, Dining Room, Family Room, Game Room, Kitchen, Laundry Room
Fireplaces
Yes

Property utilities

CategoryTypeStatus
GasPropaneConnected

Listing history

DateEventPriceChangeSource
Aug 3, 2026New listing$2,950,000GLAR
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This 43.51-acre property is located at 486 Chesterfield Way in Simpsonville, KY 40067. The property is available for sale, priced at $2,950,000. It has a 7,765 square foot 4-bedroom, 5-bath house built in 1999.

Listed by Torrey Smith Realty Co., (502) 633-0220

Checked 2 hours agoUpdated Source

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