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486 Chesterfield Way

Simpsonville, KY 40067
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Bed 4

Bed

Bath 5

Bath

SqFt7,352

Sqft

Acres43.51

Acres(Lot)

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 ex plore 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.

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Detail Ic Property Details

Property Type : Residential

Price : $2,950,000

AD Id : 89058985

MLS Id : 1722813

Beds : 4

Lot Size : 43.51 Acres

Living Area Size : 7,352

Year Built : 1999

Garage : 6

County : Shelby

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 5

    Room Information

    Rooms Total: 20 Has Basement: Yes
  • Roofing Information

    Metal, Shingle
  • Interior Features

    Roof: Metal, Shingle
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Geothermal Has Cooling: Yes Cooling: Central Air Water front: 1

  • Building Information

    Year Built: 1999 Building Area Total: 5063 Construction Materials: Synthetic Stucco, Brick, Stone Veneer Stories: 2 Patio And Porch Features: Deck, Patio, Porch, Screened Pool Features: In Ground Private Pool: No Water front Features: Creek, Lake Front

  • Lot Information

    Main Square Feet: 43.51 Acres Lot Size Acres: 43.51 Lot Size Square Feet: 1895295.6 Lot Description: Cul-De-Sac, Cleared, Waterfront

    Property Information

    Subdivision: NONE Source Property Type: Residential MLS Area Minor: 30-Shelby County Property SubType: Single Family Residence Property Age: 27

  • Listing Price Information

    Listing Price: $2950000

  • Tax Information

    Parcel Number: 014-00-026D Tax Lot: 13 & 14 Tax Block: 0

  • Parking Information

    Detached, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 6

  • Utility Information

    Electricity Connected, Propane
  • Location Information

    Direction: Shelbyville Road To Todds Point Road. Take a left on Chesterfield Way. Property is on the right. WaterSource: Public
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Nearby Home Value

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37 Timberwood Dr, Simpsonville, KY, 40067 $1,499,900 3 3 4,265 4,265 SqFt
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1213 Evergreen Way, Simpsonville, KY, 40067 $315,000 3 3 1,413 1,413 SqFt
1219 Taylor Wood Rd, Simpsonville, KY, 40067 $999,950 4 2 2,625 2,625 SqFt
209 Champions Way, Simpsonville, KY, 40067 $649,900 5 4 3,925 3,925 SqFt
1051 Champions Cir, Simpsonville, KY, 40067 $749,000 4 4 3,177 3,177 SqFt
1204 Divot Way, Simpsonville, KY, 40067 $489,900 4 3 1,990 1,990 SqFt
4260 Fisherville Rd, Simpsonville, KY, 40067 $5,439,000 4 2 1,966 1,966 SqFt
107 My Kentucky Rose Cir, Simpsonville, KY, 40067 $1,650,000 5 6 7,141 7,141 SqFt
10053 Shelbyville Rd, Simpsonville, KY, 40067 $14,000,000 7 3 5,338 5,338 SqFt

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ByOwner last updated this listing 08/09/2026 @ 02:41

MLS: 1722813 LISTED BY: Zachary Tipton, Torrey Smith Realty Co., LLC 502-633-0220 SOURCE: Greater Louisville Association of REALTORS

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