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    1 home
      1 home available
      142 Clubhouse Drive, Winchester, KY 40391
      NEW 39 hrs ago
      142 Clubhouse Drive, Winchester, KY 40391
      $650,000
      6beds
      4bath
      4,351sqft
      acres
      House for Sale

      142 Clubhouse Drive, Winchester, KY 40391

      Listing by: Threshold Real Estate Services
      1 - 1 of 1 results
      © 2026 Imagine MLS
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Imagine Your Home
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      142 Clubhouse Drive, Winchester, KY 40391
      NEW 39 hrs ago
      $650,000
      6beds
      4full,half bath
      4,351sqft
      acres

      142 Clubhouse Drive, Winchester, KY 40391

      House for Sale by Timothy SaylorThreshold Real Estate Services.

      Data checked -. Listing last updated 24 hours ago.
      1. Overview
      2. Details
      3. More 

      Welcome to a lifestyle most only dream about — a stunning six-bedroom, four-bathroom residence perched along the lush fairways of Southwind Golf Course, complete with a lifetime membership for as long as you call this home. That's right, your morning coffee comes with panoramic views of manicured greens, and your evenings end with sunsets on the back porch. Inside, elegant double crown molding and wainscoting greet you in the entryway, setting a tone of refined sophistication throughout. The main level boasts nine-foot ceilings, a cozy family room anchored by a handsome fireplace, and a kitchen dressed in granite countertops and stainless steel appliances. The charming octagon-ceiling breakfast nook adds a touch of architectural whimsy to your morning routine. Upstairs, the primary bedroom features a stunning trey ceiling, while a conveniently located second-floor laundry room keeps daily chores effortless. The finished basement operates as a completely separate living space, offering its own kitchen, fireplace, and full bathroom — ideal for flexible living arrangements. Additional basement storage and a storm shelter/safe room beneath the porch provide practical peace of mind. Outside, a wraparound deck invites you to soak in those gorgeous views from every angle. Dual heating and cooling systems, poured concrete basement walls, and an oversized two-car garage round out this exceptional package. Nearby attractions include Winchester Traveling Trail and George Rogers Clark High School. Schedule your private tour today and discover what it feels like to live where every day feels like a getaway.

      Details
        Property type
      Residential
        Year built
      2001
        Heating
      Natural Gas
        Cooling
      Electric
        Garage
      Yes (2 space)
        Parking spots
      -
      26008332
      MLS ID
      Active
      Status
      04-18-2026
      On market date
        Laundry features
      Electric Dryer Hookup, Washer Hookup, Upper Level
        Fireplace
      Yes
        Architectural Style
        Basement
      Finished, Walk-Out Access, Walk-Up Access
        View
      Interior features
      Breakfast Bar, Entrance Foyer, Walk-In Closet(s), Ceiling Fan(s)
      Exterior features
      Lot features
      On Golf Course
      Appliances included
      Dishwasher, Microwave, Refrigerator, Range
      Construction materials
      Brick Veneer
      Flooring
      Carpet, Hardwood, Tile
      Monthly taxes
      -
      Yearly taxes
      -
      School district
      Clark County - 7
      Schools
      Shearer, Robert Campbell, GRC
      Senior community
      No
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Timothy Saylor
      Timothy Saylor
      REALTOR® Salesperson, Threshold Real Estate Services
       
       
      Location
      Main St Winchester to Boone Ave, follow to HWY 627 Boonesboro Rd, turn left on Clubhouse Dr (Southwind Golf Course) house on the left.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      142 Clubhouse Drive, Winchester, KY 40391, is a 6 bedroom, 4 bathroom, 4351 sqft. Single Family Residence built in 2001. This property is currently available for sale and was listed on Imagine Your Home on 4-18-2026. The MLS# for this Single Family Residence is MLS# 26008332.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2026