16

Winchester, KY Homes for Sale under $500,000

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  • /23

    $498,900

    2996/3056 Irvine Rd, Winchester, KY 40391

    Rare find! Gorgeous 25 acres of gently rolling land with a barn and creek is perfect for building your dream home and creating your homestead! Don't miss this opportunity! This is farm is conveniently located 20 miles from Hamburg and 5 miles from the Winchester bypass. No city sewage. Deed restrictions apply. Relax and enjoy the spectacular views. Get ready to enjoy life! Land consists of 2

    Lura Justice Rector Hayden Realtors

    2996/3056 Irvine Rd, Winchester, KY 40391
  • /36

    $449,500 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,747 Sq Ft

    134 Fontaine Blvd, Winchester, KY 40391

    Some homes are just houses—but this one was built for connection, creativity, and meaningful moments. Located in the desirable Oak Hill neighborhood, just minutes from GRC High School, this meticulously maintained 4-bedroom, 2.5-bath home offers the space and flexibility today's families are looking for. Formerly home to the beloved "2 Momma's Cooking for You," the property features a fully

    Craig Bridgewater Bridgewater Real Estate

    134 Fontaine Blvd, Winchester, KY 40391
  • /58

    $457,900

    • 3 Beds
    • 2.5 Baths
    • 2,961 Sq Ft

    42 Mockingbird Valley Rd, Winchester, KY 40391

    The term 'Move In Ready' really and truly applies here at 42 Mockingbird Valley Road! Versatility, Family Friendly, Well Constructed and Maintained, Mature Landscaping and Quiet Location are among the many attributes you'll find. This beautiful one level home on a full basement is ready for your personal touches.Sparking hardwood floors throughout will highlight and set off your furniture

    Markus Cross Keller Williams Commonwealth

    42 Mockingbird Valley Rd, Winchester, KY 40391
  • /53

    $459,000

    • 4 Beds
    • 3 Baths
    • 2,844 Sq Ft

    129 Lana Ln, Winchester, KY 40391

    Stunning renovated 4-BR,3BA brick ranch with walkout basement, in-ground pool & pool house! This home has undergone extensive remodeling to improve traffic flow while preserving distinct living spaces. These updates create a seamless and intuitive flow through, enhancing both functionality and style! Recent Improvements and Updates-fully remodeled kitchen, bathrooms, windows, patio doors, and

    Jo Gawthrop Keller Williams Bluegrass Realty

    129 Lana Ln, Winchester, KY 40391
  • /64

    $440,000

    • 5 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    1857 Ironworks Rd, Winchester, KY 40391

    Get a piece of Bluegrass heaven in this move-in ready modern farmhouse on just under 5acres in Clark County. Dreaming of the country life? This is it, originally built in 1865 this timeless home has been completely updated and seamlessly blended the history with modern elegant design and livability. Classic farmhouse style with tons of natural light that bring the outside in. Spacious great room

    Meredith Walker Bluegrass Sotheby's International Realty

    1857 Ironworks Rd, Winchester, KY 40391
  • /82

    $429,000

    • 4 Beds
    • 3.5 Baths
    • 2,637 Sq Ft

    397 Calmes Blvd, Winchester, KY 40391

    This stunning, renovated home is move-in ready and packed with upgrades that make it an absolute must-see! Step inside and enjoy the fresh, modern feel of the newly painted interior, with updated flooring throughout—including brand-new flooring in the basement, kitchen, and upstairs hall, along with plush new carpet on the upper level. The two remodeled bathrooms feature sleek finishes that add a

    Omar Shalash Tru Life Real Estate

    397 Calmes Blvd, Winchester, KY 40391
  • /67

    $499,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,989 Sq Ft

    415 David Ln, Winchester, KY 40391

    Location, location, location!! This house, 415 David Lane, is located in the most sought after neighborhood, Stoneybrook. It is approximately 20 minutes from the Hamburg area of Lexington and minutes from the I-75 corridor. Enter the house from the welcoming front porch to a entryway and notice immediately the gleaming hardwood floors and the stairway leading to the second floor. The primary

    Craig Bridgewater Bridgewater Real Estate

    415 David Ln, Winchester, KY 40391
  • /6

    $450,000

    550 E Broadway St, Winchester, KY 40391

    Prime land located on the outskirts of Winchester ready for possible development. Parcel has frontage on both East Broadway and Washington Street. Land is currently zoned A-1. Utilities available. The future awaits!!!

    Keith Wilson Coldwell Banker McMahan

    550 E Broadway St, Winchester, KY 40391
  • /9

    $500,000

    • Land
    • 1.52 Acres
    • $328,947 per Acre

    1005 Early Dr, Winchester, KY 40391

    Visibility, Access, Utilities on site per seller/per plat-buyer to verify, zoned B-3. 1.52 acres located at I-64 exit 96, Right in front of the Hampton Inn, buyer to verify and satisfy themselves to all aspects and information on property. and inspections sold as is. Buyer to Check with all utilities companies to very water electric and gas availability and locations on all utilities.

    Whitney Ensor Ensor Real Estate, LLC

    1005 Early Dr, Winchester, KY 40391
  • /65

    $469,900

    • 8 Beds
    • 5 Baths
    • 3,845 Sq Ft

    1731 Ford Hampton Rd, Winchester, KY 40391

    *NEW PAINT and FLOORING* This spacious property offers exceptional value and strong potential in a sought-after area.The main house has been freshly painted and brand new flooring throughout. Versatile Home on 5.47 Acres with Horse Barn & Multi-Unit Living.Welcome to your private hilltop retreat with panoramic mountain views. This property blends flexibility, privacy, and income

    Julie Wiggington RE/MAX Creative, Winchester

    1731 Ford Hampton Rd, Winchester, KY 40391
  • /13

    $400,000

    • Land
    • 2.19 Acres
    • $182,648 per Acre

    145 Codella Dr, Winchester, KY 40391

    Great opportunity to buy and build just off the Winchester Bypass. This property is nicely located in the midst of a great deal of new development including a brand new, state-of-the-art CHI Saint Joseph Health Center. Other new development in the immediate area includes Zips Car Wash and Domino's Pizza. Additionally, Walmart and Kroger are located directly across the Bypass from this site. See

    Greg Leveridge Block + Lot Real Estate

    145 Codella Dr, Winchester, KY 40391
  • /17

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    104 Colby Hills Dr, Winchester, KY 40391

    (Reducted 50,000) for fast sell. Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

    Garry Milton Milton and Associates Real Estate

    104 Colby Hills Dr, Winchester, KY 40391
  • /3

    $499,000

    1455-B Irvine Rd, Winchester, KY 40391

    Discover the charm and potential of this stunning 37-acre farm in the heart of Clark County, KY. Priced at $550,000, this property offers a unique opportunity to embrace country living while remaining close to city conveniences. This expansive land provides 37 acres of versatile farmland, perfect for agriculture, livestock, or your dream estate. Nestled in Clark County, the farm offers serene

    Shari Frasure Keller Williams Commonwealth

    1455-B Irvine Rd, Winchester, KY 40391
  • /3

    $430,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    265 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, walkout unfinished basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

    Rex Hall United Real Estate Bluegrass

    265 Evergreen Dr, Winchester, KY 40391
  • /3

    $430,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    250 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

    Rex Hall United Real Estate Bluegrass

    250 Evergreen Dr, Winchester, KY 40391
  • /3

    $430,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    220 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

    Rex Hall United Real Estate Bluegrass

    220 Evergreen Dr, Winchester, KY 40391

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$240,500
Median Single Family Sale Price
$259,900
Median Townhouse Sale Price
$194,000
Average Price Per Sq Ft
$161
Number of Homes for Sale
89
Last 12 months Home Sales
320
Months of Supply
3.30
Median List Price
$260,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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