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Winchester Real Estate Search

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Winchester is a charming little community just east of Lexington where lush, rounded hills roll away to the east and become imposing mountains. Just 15 minutes east of the Hamburg Shopping Center, you'll find more than just postcard-perfect scenery in Winchester, Kentucky. It offers an array of attractions and rare delights for the entire family – with something for every palette. 

Latest Listings In Winchester

4071 McClure Rd, Winchester KY 40391

$265,000

4071 McClure Rd, Winchester

This farm has been in the same family for many years and is anxious to return to the treasure it was of yesteryear! The house has good bones, large rooms with exceptional...

  • Beds 3
  • Baths 2.0
  • MLS 1400166

4095 Colby Rd, Winchester KY 40391

$250,000

4095 Colby Rd, Winchester

This gorgeous farmhome built in 1935 sits on over two acres and is located between Hamburg and Winchester. You will enjoy the beautiful country setting from your huge co...

  • Beds 4
  • Baths 2.0
  • MLS 1420328

4071 McClure Rd, Winchester KY 40391

$265,000

4071 McClure Rd, Winchester

This farm has been in the same family for many years and is anxious to return to the treasure it was of yesteryear! The house has good bones, large rooms with exceptional...

  • Beds 3
  • Baths 2.0
  • MLS 1400165

3562 Waterworks Rd, Winchester KY 40391

$419,000

3562 Waterworks Rd, Winchester

Beautiful small farm close to Winchester, I-75 and only 20 minutes to Hamburg area in Lexington. Has 2 car detached garage and also a large workshop with guest quarters. ...

  • Beds 4
  • Baths 4.0
  • MLS 1420151

1670 Venable Rd, Winchester KY 40391

$495,000

1670 Venable Rd, Winchester

Beautiful gently-rolling farm land close to Lexington. Perfect for horses or cattle with many beautiful building sites.

  • Beds
  • Baths
  • MLS 1420025

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