15,923

Winchester, KY Homes

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    • /53

      Est $291,914 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      7 Bon Haven Ave, Winchester, KY 40391

      7 Bon Haven Ave, Winchester, KY 40391
  • /27

    $278,900 Pending

    • 3 Beds
    • 3 Baths
    • 1,813 Sq Ft

    9 Hillcrest Dr, Winchester, KY 40391

    Built To Last, This Extra Solid Ranch Home, Was Built With Top Of The Line Materials! Turn It Into Your Dream Home Or Use As A Great Investment Property, Where As, You Can Easily Double Your Square Footage When Finishing The Basement. A Beautiful Layout, Offering 3 Bedrooms, 2 Full Baths, Chef's Kitchen, Separate Laundry, Off The Attached Garage, Open Concept Living & Dining Space, On The Main.

    Melissa Thompson Keller Williams Legacy Group

    9 Hillcrest Dr, Winchester, KY 40391
    • /27

      Est $316,791 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      19 Meadowbrook Dr, Winchester, KY 40391

      19 Meadowbrook Dr, Winchester, KY 40391
  • /24

    $284,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    10 Howard Dr, Winchester, KY 40391

    Charming All-Brick Ranch with Bonus Space & Huge Yard!This beautifully updated 3-bedroom, 2-bathroom all-brick ranch offers timeless charm and modern touches throughout. Situated on a generous, fully fenced lot with mature trees, this home features fresh neutral paint, stylish shiplap accents, and abundant natural light. The spacious detached bonus room is perfect for a home office, gym,

    Holly Goeing The Agency

    10 Howard Dr, Winchester, KY 40391
    • /61

      Est $258,552 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,948 Sq Ft

      1316 Dale Dr, Winchester, KY 40391

      1316 Dale Dr, Winchester, KY 40391
  • /36

    $285,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,715 Sq Ft

    103 Hampton Ave, Winchester, KY 40391

    A timeless brick ranch in one of Winchester's most established neighborhoods on a corner lot. This 3 bedroom, 2.5 bath home offers two living areas and a cozy fireplace. Spacious backyard, covered front porch, and a wrap-around driveway for a private entrance. All just minutes from downtown, schools, and I-64. The home combines classic comfort, location, and room to grow on a walk-out basement.

    Brett Bussell Turf Town Properties

    103 Hampton Ave, Winchester, KY 40391
    • /17

      Est $244,801 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      3495 Stamper Dr, Winchester, KY 40391

      3495 Stamper Dr, Winchester, KY 40391
  • /32

    $210,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft

    2858 Ford Hampton Rd, Winchester, KY 40391

    This cozy place has so much to offer. 3 spacious bedrooms and 2 full bathrooms. The kitchen has handmade cabinets throughout. The property includes a large 1,050 square foot detached garage and a 448 square foot building. It is located just minutes from the Boonesborough State Park and the scenic Kentucky River. Camping, hiking, fine dining, golf courses, and several other amenities are also

    Dale Hatton Dream Maker Realty, LLC

    2858 Ford Hampton Rd, Winchester, KY 40391
    • /24

      Est $280,535 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,435 Sq Ft

      317 Frontier Way, Winchester, KY 40391

      317 Frontier Way, Winchester, KY 40391
  • /34

    $372,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    148 Gibson Way, Winchester, KY 40391

    NEW PRICE!Better Than New Construction!!! This Spacious 4 Bedroom 2 1/2 Bath Home Is Move In Ready And Has A Beautiful Farm View From Your Covered Porch. Features Include A Large Open Living Room And Kitchen With Plenty Of Cabinet Space; Large Island With Faucet; Granite Countertops; Tile Backsplash; Stainless Steel Appliances; Large pantry; Gas Log Fireplace; Gas Heat; Gas Water Heater;

    Patrick Arvin Keller Williams Commonwealth

    148 Gibson Way, Winchester, KY 40391
    • /42

      Est $329,932 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,085 Sq Ft

      426 Tremont Ln, Winchester, KY 40391

      426 Tremont Ln, Winchester, KY 40391
  • /21

    $149,000 Pending

    • 2 Beds
    • 1 Bath
    • 886 Sq Ft

    9 Linden Ave, Winchester, KY 40391

    Very nice home with hardwood floors in main areas featuring 2 bedrooms, 1 bath, permanent stairs to attic that has windows and could possibly be 2 bedrooms or bonus room. Enjoy your coffee on the front porch in the mornings! The storage shed in the back yard conveys with property. Home being sold as-is, where-is, sale pending court approval, no warranties implied or

    Emily Hacker-Todd CENTURY 21 Advantage Realty

    9 Linden Ave, Winchester, KY 40391
    • /15

      Est $279,981 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,678 Sq Ft

      408 Tremont Ln, Winchester, KY 40391

      408 Tremont Ln, Winchester, KY 40391
  • /29

    $174,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft

    217 Blair Ave, Winchester, KY 40391

    Welcome to 217 Blair Avenue in the heart of Winchester—a charming and move-in-ready home offering comfort, character, and convenience. This property features 3 spacious bedrooms, 1 full bath, and an inviting layout featuring hardwood floors, a light-filled living room, and an updated kitchen with ample cabinet space. Outside, enjoy a large backyard ideal for gatherings, gardening, or relaxing

    Ashley Barreto Indigo & Co

    217 Blair Ave, Winchester, KY 40391
    • /20

      Est $284,560 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,675 Sq Ft

      317 Newcastle Ln, Winchester, KY 40391

      317 Newcastle Ln, Winchester, KY 40391
  • /25

    $315,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft

    220 Mcdowell Dr, Winchester, KY 40391

    This beautiful 3BR, 2BA ranch style home offers a blend of comfort and style. Featuring an inviting open concept layout, the spacious living area flows effortlessly into the kitchen and dining spaces- perfect for family gatherings or entertaining guests. The exterior boasts charming curb appeal with a well maintained lawn, new siding, stone accents, and a cozy covered front porch. A 2 car

    Alyssa M Boley Coldwell Banker McMahan

    220 Mcdowell Dr, Winchester, KY 40391
    • /41

      Est $289,028 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,883 Sq Ft

      335 Newcastle Ln, Winchester, KY 40391

      335 Newcastle Ln, Winchester, KY 40391
  • /99

    $749,000 Pending

    • 4 Beds
    • 4 Baths
    • 4,644 Sq Ft

    110 Camelot Dr, Winchester, KY 40391

    Don't miss this rare opportunity to abide in one of Winchester's finest locations, Camelot Drive. A hidden gem tucked away in the back of Hampton Manor, this home boasts space and privacy on an idyllic cul-de-sac just off Boone Avenue. Details such as crown molding, built-in cabinetry, high ceilings, 2 fireplaces, transom windows, and hardwood floors fill this home with character and charm.

    Joyce Ratliff Tom Goebel & Company

    110 Camelot Dr, Winchester, KY 40391
    • /20

      Est $251,581 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,353 Sq Ft

      186 Prescott Ln, Winchester, KY 40391

      186 Prescott Ln, Winchester, KY 40391
  • /32

    $199,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    116 Linden Ave, Winchester, KY 40391

    Welcome to 116 Linden Avenue located minutes from Winchester's charming downtown. This move in ready 3-bedroom, 2-bath home is complete with fresh paint and a great layout that offers both comfort and functionality. Enjoy the convenience of a first-floor primary bedroom and the bonus of a spacious yard, perfect for outdoor entertaining, gardening, or relaxing. Whether you're looking for your next

    Robert Bratton Bluegrass Sotheby's International Realty

    116 Linden Ave, Winchester, KY 40391
    • /31

      Est $273,240 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,693 Sq Ft

      334 Newcastle Ln, Winchester, KY 40391

      334 Newcastle Ln, Winchester, KY 40391
  • /41

    $279,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    225 Prescott Ln, Winchester, KY 40391

    What are your thoughts on a residence featuring a prime location, within walking distance to several schools? Now that I've got your interest, the primary bedroom is situated on the main level. How do three or possibly four bedrooms, accompanied by 2.5 bathrooms, sound? This residence is located in the Oakmont subdivision and has been under the same ownership for over 15 years. Don't miss your

    Teresa Richmond Freedom Realty & Property Mgt

    225 Prescott Ln, Winchester, KY 40391
    • /28

      Est $275,394 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,652 Sq Ft

      220 Bartram Ct, Winchester, KY 40391

      220 Bartram Ct, Winchester, KY 40391
  • /23

    $225,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    26 Stefanie Ct, Winchester, KY 40391

    Welcome to this charming 3BR-1BA brick ranch nestled in a quiet court in Winchester. The home features classic hardwood flooring throughout, offering timeless style and easy maintenance. Outback you will enjoy a fenced in yard and a detached 1 car garage. Don't miss the opportunity to own a move-in-ready gem. Call today for your showing.

    Alyssa M Boley Coldwell Banker McMahan

    26 Stefanie Ct, Winchester, KY 40391
    • /26

      Est $286,496 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      214 Bartram Ct, Winchester, KY 40391

      214 Bartram Ct, Winchester, KY 40391
  • /21

    $173,000 Pending

    • 3 Beds
    • 2 Baths
    • 964 Sq Ft

    222 Buffalo Trace, Winchester, KY 40391

    Welcome home to this darling home located in the Buffalo Trace Subdivision. This home is one floor living and features 3 bedrooms and 2 baths and is freshened up and ready for a new owner! All electric, off-street parking.

    Elizabeth Herrington Bluegrass Sotheby's International Realty

    222 Buffalo Trace, Winchester, KY 40391
    • /32

      Est $209,884 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft

      533 Hidden Hills Way, Winchester, KY 40391

      533 Hidden Hills Way, Winchester, KY 40391
  • /31

    $100,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    15 Sycamore St, Winchester, KY 40391

    3 bedroom 1 bath house. Older home that needs some updates. This house is being sold online at www.goochsells.com. Selling as/is, must close within 30 days from close of auction. 10% Buyers Premium, 10% down night of sell. Rony Jo Ballou Auctioneer 859-595-6808

    Rony Jo Ballou Power House Realty

    15 Sycamore St, Winchester, KY 40391
    • /6

      Est $174,514 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,000 Sq Ft

      207 Arbor Ct, Winchester, KY 40391

      207 Arbor Ct, Winchester, KY 40391
  • /45

    $270,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    402 Mcdowell Dr, Winchester, KY 40391

    Very clean, well kept home! Split foyer with plenty of space including a large kitchen with peninsula and open to dining area. Four bedrooms, 2.5 baths. Nice size living room on main level with additional family room with wood burning fireplace featuring full brick wall on lower level.Very large 2 car garage. Beautiful back covered deck that leads to a lovely gazebo in the spacious fenced in

    Christine McDonald FC Tucker Bluegrass

    402 Mcdowell Dr, Winchester, KY 40391
    • /24

      Est $187,884 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,265 Sq Ft

      204 Arbor Ct, Winchester, KY 40391

      204 Arbor Ct, Winchester, KY 40391
  • /73

    $799,000 Pending

    • 5 Beds
    • 3 Baths
    • 3,664 Sq Ft

    1183 the Ridings Rd, Winchester, KY 40391

    This beautiful 5 bedroom 3 full bath home sits on 5 acres in The Ridings at Colby. This neighborhood has horseback riding trails throughout & is a 15 minute drive to the Hamburg/Lexington area. Large eat in kitchen with island & stainless steel appliances. Entertain in your custom dining room featuring a tray ceiling & wainscoting, or on your covered outdoor Trex deck. Relax in either your living

    Libby VanMeter Marshall Lane Real Estate - Lexington

    1183 the Ridings Rd, Winchester, KY 40391
    • /17

      Est $131,913 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 781 Sq Ft

      334 Oxford Dr, Winchester, KY 40391

      334 Oxford Dr, Winchester, KY 40391
  • /65

    $275,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,873 Sq Ft

    151 Hilltop Dr, Winchester, KY 40391

    Lovely ranch on a basement home in a small rural neighborhood. This location is the perfect blend of rural living but very convenient to everything! Less than 1 mile from the eastern bypass that provides fast access to I-64, downtown Winchester, parks, and shopping. Large half acre lot with fenced in backyard and a chicken coop! Large deck on the back for entertaining or just relaxing while

    Jason Townsend Kentucky Residential Real Estate, LLC

    151 Hilltop Dr, Winchester, KY 40391
    • /17

      Est $304,249 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,867 Sq Ft

      203 Lamond Ruelle, Winchester, KY 40391

      203 Lamond Ruelle, Winchester, KY 40391
  • /14

    $265,000 Pending

    • Land
    • 52 Acres
    • $5,048 per Acre

    3020 Dry Fork Creek Rd, Winchester, KY 40391

    Unmatched Opportunity - 52.5 Acres Just 30 Minutes from Lexington!Escape to your own private retreat with this expansive 52.5-acre property, ideally located just 30 minutes from Lexington and only 15 minutes from downtown Winchester. Whether you're dreaming of building your custom home surrounded by nature or creating the perfect hunting getaway, this property offers endless

    Danielle Hatton The Brokerage

    3020 Dry Fork Creek Rd, Winchester, KY 40391
    • /34

      Est $341,441 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,643 Sq Ft

      115 Shala Mar Rue, Winchester, KY 40391

      115 Shala Mar Rue, Winchester, KY 40391
  • /22

    $219,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    517 Acadia Way, Winchester, KY 40391

    This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

    Tyler I Back The Brokerage

    517 Acadia Way, Winchester, KY 40391
    • /35

      Est $284,573 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,638 Sq Ft

      130 Woodford Dr, Winchester, KY 40391

      130 Woodford Dr, Winchester, KY 40391
  • /33

    $400,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,741 Sq Ft

    113 Shala Mar Rue, Winchester, KY 40391

    Beautifully maintained brick ranch on a full basement, offering over 4,000 square feet under roof in a highly desirable location just minutes from Hamburg, I-64, Lexington, and Clark County Regional Hospital. This spacious home features 4 bedrooms, 3 full baths, and stunning hardwood floors. Two impressive floor-to-ceiling fireplaces add charm on both levels. The kitchen includes new stainless

    Rebakah Goodpaster Keller Williams Legacy Group

    113 Shala Mar Rue, Winchester, KY 40391

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