486 Chesterfield Way, Simpsonville, KY 40067
Local realty services provided by:CENTURY 21 Simpson & Associates
486 Chesterfield Way,Simpsonville, KY 40067
$2,950,000
- 4 Beds
- 5 Baths
- 7,352 sq. ft.
- Single family
- Pending
Listed by: zachary tipton
Office: torrey smith realty co., llc.
MLS#:1722813
Source:KY_MSMLS
Price summary
- Price:$2,950,000
- Price per sq. ft.:$582.66
About this home
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....
Contact an agent
Home facts
- Year built:1999
- Subdivision & Development:NONE
- Listing ID #:1722813
- Added:92 day(s) ago
- Updated:November 04, 2026 at 09:46 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:20
- Basement:Yes
- Basement Description:Walkout Finished
- Living area:7,352 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Electric, Geothermal, MiniSplit/Ductless
- Central air:Yes
Structure and exterior
- Year built:1999
- Building area:7,352 sq. ft.
- Lot area:43.51 Acres
- Lot Features:Cleared
- Architectural Style:Traditional
- Construction Materials:Stone Veneer, brick
- Exterior Features:Deck, Patio, Porch
- Foundation Description:Poured Concrete
Finances and disclosures
- Price:$2,950,000
- Price per sq. ft.:$582.66
Parking
- Parking description:Attached, Detached
- Garage:Yes
- Garage spaces:6
New listings near 486 Chesterfield Way
- Open Sun, 2 to 4pmNew
$269,900Active2 beds 1 baths988 sq. ft.115 Cardinal Dr, Simpsonville, KY 40067
MLS# 1731629Listed by: KELLER WILLIAMS COLLECTIVE - New
$399,999Active3 beds 2 baths1,350 sq. ft.1142 Greens Dr, Simpsonville, KY 40067
MLS# 1733452Listed by: THINK REAL ESTATE LLC - New
$417,900Active8 beds 4 baths5,352 sq. ft.1019 Cooper Ln, Simpsonville, KY 40067
MLS# 1733320Listed by: SEMONIN REALTORS - New
$619,900Active5 beds 4 baths4,238 sq. ft.209 Champions Way, Simpsonville, KY 40067
MLS# 1733096Listed by: NEST REALTY - New
$289,000Active3 beds 3 baths1,425 sq. ft.514 Jurich Ct, Simpsonville, KY 40067
MLS# 1732820Listed by: COVENANT REALTY LLC
$315,000Active3 beds 3 baths1,606 sq. ft.218 Rolling Ridge Way, Simpsonville, KY 40067
MLS# 1732651Listed by: BROWN REALTY
$218,700Active2 beds 2 baths1,061 sq. ft.818 Garden Pointe Dr, Simpsonville, KY 40067
MLS# 1732688Listed by: SEMONIN REALTORS
$320,000Active3 beds 2 baths1,557 sq. ft.407 Garden Ct, Simpsonville, KY 40067
MLS# 1732514Listed by: BENNETT-WEBB REALTY
$795,000Active2 beds 3 baths4,688 sq. ft.21 Braxton Ct, Simpsonville, KY 40067
MLS# 1732303Listed by: KELLER WILLIAMS COLLECTIVE
$350,000Active4 beds 3 baths2,560 sq. ft.268 Lang Run Ct, Simpsonville, KY 40067
MLS# 1732190Listed by: REALTY ADVANCED