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× Winchester × 1+ beds × Built before 1950

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Winchester Homes for Sale

Winchester Open Houses

217 Jett Dr
Winchester, KY 40391
$299,900, 3 beds, 2 beds
Upcoming Open House

123 Albany Ln
Winchester, KY 40391
$265,000, 3 beds, 3 beds
Upcoming Open House

5751 Mt Sterling Rd
Winchester, KY 40391
$279,900, 3 beds, 3 beds
Upcoming Open House

Winchester Home Report

Average Home

Average Price $315,913
Avg Bedrooms 3.4 beds
Avg Bathrooms 2.32 baths

Average Price by Bedrooms

2 bedrooms $185,266
3 bedrooms $278,077
4 bedrooms $361,682
5 bedrooms $402,560

See additional market statistics
Last updated June 2, 2023.

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21+ 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

37
$425,000

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
  • 3,477SqFt

Listing Provided By United Real Estate Lexington Ky LEXING

51
$350,000

200 College St, Winchester, KY 40391

Beautiful Historic home built in 1887 in the popular College Park area of downtown Winchester. First ... View Full Details
  • 4Beds
  • 2Baths
  • 3,227SqFt

Listing Provided By Bluegrass Sotheby's International Realty LEXING

91
$320,000

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

34
$299,900

214 Boone Ave, Winchester, KY 40391

Tree Lined Street Beautiful Front Porch, Alley Access, located on desirable Boone Ave, this home sho ... View Full Details
  • 4Beds
  • 3Baths
  • 2,928SqFt

Listing Provided By Ensor Real Estate LEXING

27
$265,000

118 Olde Potomac Ave, Winchester, KY 40391

Welcome to your dream home in Winchester, Kentucky. This newly remolded Craftsman style home is a ha ... View Full Details
  • 3Beds
  • 3Baths
  • 3,000SqFt

Listing Provided By Keller Williams Commonwealth LEXING

40
$247,000

113 S Burns Ave, Winchester, KY 40391

Historic 1800's home, with grand features like hardwood floors, tall ceilings, large rooms, working ... View Full Details
  • 4Beds
  • 2Baths
  • 3,299SqFt

Listing Provided By Coldwell Banker McMahan LEXING

37
$219,900

17 Short St, Winchester, KY 40391

Beautiful Bungalow style home in the highly desirable Thomson Subdivision. With an abundance of old ... View Full Details
  • 3Beds
  • 2Baths
  • 1,783SqFt

Listing Provided By Era Select Real Estate LEXING

43
$209,000

139 W Hickman St, Winchester, KY 40391

OPEN HOUSE Saturday, June 3, 10AM-1PM!!! Ask about how to get financing with ZERO down!! Welcome to ... View Full Details
  • 3Beds
  • 2Baths
  • 1,355SqFt

Listing Provided By Keller Williams Commonwealth LEXING

26
$189,000

1857 Ironworks Rd, Winchester, KY 40391

Excellent opportunity to own a farm in Clark County minutes way from town. This property has it all- ... View Full Details
  • 4Beds
  • 2Baths
  • 2,927SqFt

Listing Provided By Tom Harper And Associates LEXING

19
$180,000

29 Cook Ave, Winchester, KY 40391

This beautifully renovated 3 bed, 1 bath home is perfect for anyone wanting low-maintenance living! ... View Full Details
  • 3Beds
  • 1Bath
  • 1,352SqFt

Listing Provided By Keller Williams Legacy Group LEXING

1 - 12 of 21 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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