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Colonial Homes for Sale in Winchester, KY

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  • /100

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 4,518 Sq Ft

    3166 Colby Rd, Winchester, KY 40391

    PRICE REDUCED!! Welcome to this beautiful 33± acre estate, offering the perfect blend of country charm, modern comfort, and endless opportunity. The stately historical home, built in 1919, retains timeless character and can be registered with the Historical Home Society. Enjoy stunning mountain views — located at one of the highest points in Clark County, where you can see the dormitories at EKU

    Alyssa M Boley Coldwell Banker McMahan

    3166 Colby Rd, Winchester, KY 40391
  • /23

    $326,900

    • 3 Beds
    • 2.5 Baths
    • 3,868 Sq Ft

    225 Plantations Dr, Winchester, KY 40391

    Welcome to 225 Plantations Drive, a beautifully maintained home in the desirable Royal Oaks Subdivision. This charming three-bedroom, two-and-a-half-bath residence is in wonderful condition and move-in ready! This is home comes with a wonderful floorplan that has a primary bedroom with built-in's on the first floor, Kitchen with granite and stainless appliances and deck has been updated with Trex

    John Wilson Bluegrass Properties Group

    225 Plantations Dr, Winchester, KY 40391
  • /14

    $180,000

    • 4 Beds
    • 3 Baths
    • 3,462 Sq Ft

    229 S Highland St, Winchester, KY 40391

    Investor special with historic charm on corner lot! Opportunity awaits with this spacious 5 bedroom, 3 full bath home offering 3,462 sq ft of potential. Situated on a corner lot and walkable to downtown, this classic 2 story property is rich in character, featuring original hardwood floors, detailed woodwork, a welcoming front porch with columns, and a striking staircase with stained glass

    Michelle Blackburn RE/MAX Creative, Winchester

    229 S Highland St, Winchester, KY 40391
  • /26

    $369,900 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    614 Colby Ridge Blvd, Winchester, KY 40391

    Welcome to this beautifully maintained 4 bed 2.5 bath home built in 2020 offering the perfect blend of modern design and everyday comfort. Open-concept once you step inside with lots of space. The kitchen and dining offers entertainment space along with the back deck. Check out this house. Located right behind Kroger close to everything and more.

    Stacey Dunaway HomeLand Real Estate Inc - Mt Sterling

    614 Colby Ridge Blvd, Winchester, KY 40391
  • /60

    $415,000

    • 4 Beds
    • 3 Baths
    • 3,310 Sq Ft

    382 S Main St, Winchester, KY 40391

    Spacious and full of character, this unique 4 bedroom, 3 bath home sits on a corner lot on South Main right across from the iconic South Main Grocery. Inside, you are welcomed by a two story foyer and a layout that offers flexibility with a living room, main level bedroom, full bath, and a dining room that could also function as an office with double doors. The kitchen has space for eat in dining

    Michelle Blackburn RE/MAX Creative, Winchester

    382 S Main St, Winchester, KY 40391

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$259,900
Median Single Family Sale Price
$264,950
Median Townhouse Sale Price
$194,000
Average Price Per Sq Ft
$162
Number of Homes for Sale
79
Last 12 months Home Sales
323
Months of Supply
2.90
Median List Price
$269,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
11%
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