Imagine Your Home
  • Buy
  • Rent
  • Commercial
  • Find a REALTOR®
  • Our Association
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Property type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Tours
    View
    More amenities
    1 home
      1 home available
      2399 Prewitt Pike, Mt Sterling, KY 40353
      Price Reduced $100,000
      2399 Prewitt Pike, Mt Sterling, KY 40353
      $1,195,000
      3beds
      4bath
      4,408sqft
      3.41acres
      House for Sale

      2399 Prewitt Pike, Mt Sterling, KY 40353

      Listing by: United Real Estate Bluegrass
      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.
      Equal opportunity
      Membio
      Imagine Your Home
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      2399 Prewitt Pike, Mt Sterling, KY 40353
      Price Reduced $100,000
      $1,195,000 $100,000 
      3beds
      4full,half bath
      4,408sqft
      3.41acres

      2399 Prewitt Pike, Mt Sterling, KY 40353

      House for Sale by Janna L SmithUnited Real Estate Bluegrass.

      Data checked -. Listing last updated 10 days ago.
      1. Overview
      2. Details
      3. More 

      Set against the rolling landscape that defines the Bluegrass State, this exceptional property offers a rare opportunity to experience classic Kentucky living with modern comfort and convenience. Situated on 3.408 fully fenced acres along the Montgomery-Clark County line, the home is surrounded by open farmland, peaceful views, and the kind of quiet that draws so many to Central Kentucky. Despite its tranquil setting, it's just 10 minutes to downtown Mt. Sterling, 15 minutes to Winchester, and an easy 30-minute drive to Lexington's Hamburg area for additional shopping and dining opportunities. Originally built in 1936, the home was completely renovated in 2002, preserving its timeless charm while updating it for today's lifestyle. Improvements included new insulation, windows, electrical, central vac system, plumbing, drywall, and an energy-efficient geothermal heating and cooling system—ideal for comfortable, cost-conscious living year-round. A full first-floor bath, two-car garage, and an expansive family room were added during the renovation, featuring a wood-burning fireplace and sweeping views of Kentucky farmland. The custom kitchen is a standout with cherry cabinetry, granite countertops, stainless steel appliances, a wet bar, and a warm, inviting feel that's perfect for entertaining. Original hardwood floors remain in the main living areas, adding character and authenticity. The first floor also offers a welcoming entry hall, formal living room, formal dining room, and den currently used as home office with a functioning gas fireplace. A screened side porch creates the perfect place to enjoy slow mornings, cool breezes, and colorful Bluegrass sunsets. Upstairs, the thoughtfully redesigned layout includes a spacious primary suite with his & hers walk-in closets, a tiled shower with multiple shower systems, dual vanities, and heated tile floors. Each guest bedroom includes its own private full bathroom, offering comfort and privacy for family and visitors alike. A second-floor laundry room adds everyday convenience. Outdoor living is a highlight of this property. An in-ground pool, outdoor kitchen, and spacious patio create an ideal setting for summer gatherings, relaxing evenings, and making memories with family and friends. The partial basement provides additional living space with a wood burning fireplace, along with a utility room, workshop, and storage area with access to patio for convenient pool equipment storage. This room also provides dog access to an automatic waterer in the basement, perfect for pet lovers. With fully fenced acreage, wide-open views, and the unmistakable charm of the Kentucky countryside, this property offers a true Bluegrass lifestyle—peaceful, scenic, and welcoming—while remaining within easy reach of dining, shopping, and major roadways.

      Details
        Property type
      Residential
        Year built
      1936
        Heating
      Electric, Geothermal
        Cooling
      Electric, Geothermal
        Garage
      Yes (2 space)
        Parking spots
      -
      26002246
      MLS ID
      Active
      Status
      02-19-2026
      On market date
        Laundry features
      Electric Dryer Hookup, Washer Hookup, Upper Level
        Fireplace
      Yes
        Architectural Style
      Colonial
        Basement
      Interior Entry, Partial, Partially Finished, Sump Pump, Walk-Out Access
        View
      Rural, Farm
      Interior features
      Breakfast Bar, Central Vacuum, Entrance Foyer, Walk-In Closet(s), Ceiling Fan(s)
      Exterior features
      Lot features
      Landscaped, Many Trees
      Appliances included
      Dishwasher, Microwave, Refrigerator, Trash Compactor, Cooktop, Oven, Vented Exhaust Fan
      Construction materials
      Brick Veneer
      Flooring
      Concrete, Ceramic Tile, Hardwood, Slate, Vinyl
      Monthly taxes
      -
      Yearly taxes
      -
      School district
      Montgomery County - 18
      Schools
      Mapleton, McNabb, Montgomery Co
      Senior community
      No
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Janna L Smith
      Janna L Smith
      REALTOR® Salesperson, United Real Estate Bluegrass
       
       
      Location
      From Lexington: I-64 E, Exit 101 onto US-60E, 6.1 miles right onto Prewitt Pike, 3.5 miles property on the left. From Mt. Sterling Bypass: US-60W/W. Main/Winchester Rd for 1.2 miles, left onto Prewitt Pike, 3.5 miles property on the left.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      2399 Prewitt Pike, Mt Sterling, KY 40353, is a 3 bedroom, 4 bathroom, 4408 sqft. Single Family Residence built in 1936. This property is currently available for sale and was listed on Imagine Your Home on 2-19-2026. The MLS# for this Single Family Residence is MLS# 26002246.
      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