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× Winchester × 1+ beds × Built before 1950

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Winchester Homes for Sale

Winchester Home Report

Average Home

Average Price $376,099
Avg Bedrooms 3.56 beds
Avg Bathrooms 2.58 baths

Average Price by Bedrooms

1 bedroom $129,900
2 bedrooms $115,950
3 bedrooms $304,742
4 bedrooms $382,780
5 bedrooms $460,850

See additional market statistics
Last updated October 2, 2023.

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16+ 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

30
$649,000

31 W Hickman St, Winchester, KY 40391

Block + Lot is honored to present this rare opportunity to purchase a beautiful, historic property i ... View Full Details
  • 4Beds
  • 3Baths
  • 5,328SqFt

Listing Provided By Block + Lot Real Estate LEXING

105
$495,000

5665 Van Meter Rd, Winchester, KY 40391

From Van Meter Road, view the splendor of this Historic home sitting on a stunning 10+/- acres of ro ... View Full Details
  • 4Beds
  • 2Baths
  • 3,454SqFt

Listing Provided By RE/MAX Creative Realty LEXING

61
$399,000

405 Boone Ave, Winchester, KY 40391

Welcome to this enchanting Boone Avenue Cape Cod home that perfectly blends classic charm with moder ... View Full Details
  • 3Beds
  • 4Baths
  • 2,718SqFt

Listing Provided By The Brokerage LEXING

5
$334,900

246 Boone Ave, Winchester, KY 40391

This property presents an exceptional opportunity for those seeking an investment property in the he ... View Full Details
  • 7Beds
  • 4Baths
  • 5,544SqFt

Listing Provided By Keller Williams Commonwealth LEXING

34
$265,000

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

51
$264,000

373 Crescent Ave, Winchester, KY 40391

Welcome to 373 Crescent Avenue, a charming gem nestled in the heart of Winchester! This remodeled re ... View Full Details
  • 3Beds
  • 2Baths
  • 2,009SqFt

Listing Provided By United Real Estate Lexington Ky LEXING

32
$234,900

13 Euclid Ave, Winchester, KY 40391

You will love this completely renovated move-in ready home! Meticulous care was taken to restore all ... View Full Details
  • 3Beds
  • 2Baths
  • 1,893SqFt

Listing Provided By RE/MAX Creative LEXING

41
$232,500

313 S Burns Ave, Winchester, KY 40391

Price Improvement! Open House Sunday, October 1, 2-4PM~ Check out this beautifully maintained 3 bedr ... View Full Details
  • 3Beds
  • 2Baths
  • 1,518SqFt

Listing Provided By Keller Williams Commonwealth LEXING

33
$224,000

144 E Broadway St, Winchester, KY 40391

Check out this beautiful renovated 1930s Craftsman home with so much character. This home received a ... View Full Details
  • 4Beds
  • 3Baths
  • 2,544SqFt

Listing Provided By Tom Harper And Associates LEXING

24
$185,000

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

1 - 12 of 16 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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