9

Winchester, KY Open Houses

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  • /24

    $239,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    125 Kittison Dr, Winchester, KY 40391

    Charming ranch home featuring 3 bedrooms, 1 full bath with a spacious layout and inviting curb appeal. Enjoy relaxing or entertaining on the covered back patio overlooking the large backyard with plenty of room for pets, play, or gardening. The kitchen offers beautiful granite countertops, ample cabinet space, and all appliances stay for added convenience. A wonderful opportunity for comfortable

    Kathryn Cheuvront Coldwell Banker McMahan

    125 Kittison Dr, Winchester, KY 40391
  • /20

    $225,000

    Open Sat 8AM - 12PM $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,136 Sq Ft

    86 Brink Ave, Winchester, KY 40391

    Welcome Home! Its ready for you! All the updates have been done. You will enjoy a beautiful newly updated kitchen with new appliances, new laminate floors, updated bathrooms , and fresh paint throughout. Enjoy the confidence of a new HVAC, new Hot Water Heater, and young metal roof. This home provides the ease and comfort of a first floor primary and spacious livingroom. Enjoy beautiful evenings

    Jennifer Hukill RE/MAX Elite Lexington

    86 Brink Ave, Winchester, KY 40391
  • /38

    $289,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    137 Eastridge Dr, Winchester, KY 40391

    Welcome to this delightful 1.5-story home perfectly situated on a spacious corner lot just off the Eastern Bypass and only minutes from I-64. Convenience meets comfort in this beautifully maintained property offering 3 bedrooms, 2 full baths, and an inviting layout designed for everyday living. Step inside to an open living area ideal for entertaining, a spacious kitchen and dining space, and

    Kathy Burton Coldwell Banker McMahan

    137 Eastridge Dr, Winchester, KY 40391
  • /26

    $390,000

    Open Sun 2PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    178 Hawthorne Dr, Winchester, KY 40391

    Welcome to your Kentucky haven. This charming 3 bedroom, 2.5 bath home has a covered front porch and a partially covered back deck that's perfect for enjoying the Summer outdoors. It's located in a well established neighborhood while only being 8 years old. As you step inside you will love the beautiful hardwood and tile flooring that run throughout the house. A separate mudroom is complete with

    Tiffani Casey Waizenhofer Real Estate

    178 Hawthorne Dr, Winchester, KY 40391
  • /36

    $290,000

    Open Sun 2PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    20 Jackson St, Winchester, KY 40391

    Beautifully updated and move-in ready, this 3-bedroom, 2-bath home offers comfort, style, and versatility throughout. Inside, you'll find a spacious living room, an updated kitchen with ample cabinetry, tile showers, original hardwood, modern LVP, and thoughtful finishes throughout. A large utility room offers flexible space for a home office, playroom, or extra storage. The unfinished basement,

    Zova Rothchild Keller Williams Legacy Group

    20 Jackson St, Winchester, KY 40391
  • /118

    $665,000

    Open Sun 2PM - 4PM $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,765 Sq Ft

    5865 Van Meter Rd, Winchester, KY 40391

    Experience the perfect balance of peaceful country living and modern comfort at 5865 Van Meter Road. Situated on 5.05 scenic acres with breathtaking farmland views, this spacious ranch-style home offers more than 2,700 square feet of thoughtfully designed living space with privacy, versatility, and charm throughout. A brand-new roof installed in May 2026 adds even more value and peace of mind.

    Laura Hayes Carpenter Keller Williams Commonwealth

    5865 Van Meter Rd, Winchester, KY 40391
  • /90

    $249,990

    Open Sat 11AM - 1PM $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    115 Watercrest Cir, Winchester, KY 40391

    Stunning Home in One of the Area's Most Coveted Neighborhoods!Experience spacious living with 3 generous bedrooms and 2 full baths on the main level, designed for comfort and everyday convenience. The walkout basement offers even more space with a large bedroom and an additional full bath, ideal for guests, extended family, or a private retreat. What truly sets this home apart? This standout

    Darrell Tackett Dream Maker Realty, LLC

    115 Watercrest Cir, Winchester, KY 40391
  • /46

    $595,000

    Open Sat 12PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 3,431 Sq Ft

    7919 Mount Sterling Rd, Winchester, KY 40391

    Don't miss the opportunity to own this stunning 3,431 sq. ft. custom-built brick home featuring 4 bedrooms, 3 full baths, and situated on 3 beautiful acres overlooking Stoner Creek. Nestled in a serene, park-like setting, this remarkable property combines the peace of country living with the convenience of nearby amenities. From the moment you step into the dramatic two-story entryway, you'll be

    Hannah Toole Coldwell Banker McMahan

    7919 Mount Sterling Rd, Winchester, KY 40391
  • /41

    $339,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    23 Windridge Dr, Winchester, KY 40391

    Welcome home to Windridge!!! This beautifully updated all-brick ranch that perfectly blends charm and modern upgrades in a well established, desirable neighborhood is sure to please. Step inside to a bright open-concept living space featuring luxury vinyl flooring, a stunning wood-burning fireplace, and exposed wood ceiling beams that create a warm, inviting atmosphere in the spacious family

    Holly Goeing The Agency

    23 Windridge Dr, Winchester, KY 40391

Home Prices in Winchester, KY

Home Price Trends

Median Sale Price
$260,000
Median Single Family Sale Price
$268,000
Median Townhouse Sale Price
$185,000
Median 2 Bedroom Sale Price
$172,450
Median 1 Bedroom Sale Price
$169,900
Average Price Per Sq Ft
$162
Number of Homes for Sale
87
Last 12 months Home Sales
321
Months of Supply
3.30
Median List Price
$270,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
9%
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