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× Winchester × 1+ beds × Built before 1950

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Winchester Homes for Sale

Winchester Open Houses

2 Stoney Brook Dr
Winchester, KY 40391
$399,900, 3 beds, 4 beds
Upcoming Open House

336 Primrose Ln
Winchester, KY 40391
$323,900, 3 beds, 3 beds
Upcoming Open House

421 Lynnway Dr
Winchester, KY 40391
$387,500, 3 beds, 3 beds
Upcoming Open House

718 Estes Dr
Winchester, KY 40391
$184,900, 3 beds, 2 beds
Upcoming Open House

Winchester Home Report

Average Home

Average Price $289,402
Avg Bedrooms 3.44 beds
Avg Bathrooms 2.32 baths

Average Price by Bedrooms

2 bedrooms $172,218
3 bedrooms $259,610
4 bedrooms $356,794
5 bedrooms $364,557

See additional market statistics
Last updated February 2, 2023.

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24+ Historic Homes for Sale in Winchester

× Winchester × 1+ beds × Built before 1950
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39
$1,200,000

1305 Irvine Rd, Winchester, KY 40391

61 acres ready for development. Zoned R1 and R4. Utilities available. Backs to Buffalo Trace subdivi ... View Full Details
  • 4Beds
  • 3Baths
  • 3,020SqFt

Listing Provided By United Real Estate Lexington Ky LEXING

8
$800,000

825 Crowe Ridge Rd, Winchester, KY 40391

Surprising 112 acres in Pilot View area of Clark County! The Farm has been used for cattle and is mo ... View Full Details
  • 3Beds
  • 1Bath
  • 1,836SqFt

Listing Provided By Tom Goebel & Company LEXING

53
$585,000

1305 Irvine Rd, Winchester, KY 40391

This updated home and 2 acres are being offered for $585,000. Survey will be completed by seller pri ... View Full Details
  • 4Beds
  • 3Baths
  • 3,020SqFt

Listing Provided By United Real Estate Lexington Ky LEXING

37
$449,000

270-255 McKinley Ln, Winchester, KY 40391

48+ Acres with 2 HOMES, pond, 2 barns and plentiful wildlife. Abundant trees and cleared land as wel ... View Full Details
  • 9Beds
  • 3Baths
  • 8,484SqFt

Listing Provided By United Real Estate Lexington Ky LEXING

76
$350,000

122 French Ave, Winchester, KY 40391

A beautiful classic American home in the heart of Winchester is on the market for the first time in ... View Full Details
  • 4Beds
  • 2Baths
  • 3,436SqFt

Listing Provided By Bridgewater Real Estate LEXING

32
$295,000

310 Rolling Hills Ln, Winchester, KY 40391

2.28 acres in the Winchester Industrial Park, zoned A-1, 3 beds/2 baths home, Sold As Is buyer to sa ... View Full Details
  • 3Beds
  • 2Baths
  • 1,800SqFt

Listing Provided By Ensor Real Estate LEXING

32
$269,900

322 S Burns Ave, Winchester, KY 40391

Beautiful 1.5 story home in the heart of Winchester. Lovingly remodeled. Minutes from the library an ... View Full Details
  • 3Beds
  • 3Baths
  • 1,991SqFt

Listing Provided By Fc Tucker Bluegrass LEXING

48
$259,900

23 Boone Ave, Winchester, KY 40391

Unique 1940s DUPLEX in historical Thomson Subdivision. Downstairs features a large living and dining ... View Full Details
  • 5Beds
  • 3Baths
  • 3,068SqFt

Listing Provided By Lifstyl Real Estate LEXING

40
$254,900

113 S Burns Ave, Winchester, KY 40391

Imagine coming home to this historic 1800's home, with grand features like hardwood floors, tall cei ... View Full Details
  • 4Beds
  • 2Baths
  • 3,299SqFt

Listing Provided By Coldwell Banker McMahan LEXING

14
$230,000

205 Providence Ln, Winchester, KY 40391

You Wont Find A More Beautiful And Private Setting!!! This Home Features 3 Bedrooms And 1 Bath And S ... View Full Details
  • 3Beds
  • 1Bath
  • 1,644SqFt

Listing Provided By Kentucky Residential Real Estate LEXING

36
$225,000

231 W Hickman St, Winchester, KY 40391

Here's an opportunity to own a colonial style home in an older, established neighborhood within a 10 ... View Full Details
  • 3Beds
  • 2Baths
  • 2,200SqFt

Listing Provided By RE/MAX Creative LEXING

28
$215,000

1121, 1163 Muddy Creek, Winchester, KY 40391

This historic home is the best of both worlds. Enjoy your private country setting, but also just min ... View Full Details
  • 4Beds
  • 2Baths
  • 1,498SqFt

Listing Provided By Keller Williams Commonwealth LEXING

1 - 12 of 24 listings
Denniston Realty
Brandon Feltner
PO Box 346
Georgetown, KY 40324
606-233-1259

Blake Henderson
Honor Home Loans
505 Wellington Way, Ste 110
Lexington, KY 40503
859-437-4064

Fair Housing/Equal Opportunity
Terms of Use Privacy Notice DMCA
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than Brandon Feltner - Denniston Realty are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers.
Data from other IDX's is "deemed reliable but not guaranteed."
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