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Winchester, KY Homes for Sale

Winchester Home Report

Average Home

Average Price $434,103
Avg Bedrooms 2.06 beds
Avg Bathrooms 1.56 baths

Average Price by Bedrooms

1 bedroom $120,000
2 bedrooms $190,712
3 bedrooms $353,504
4 bedrooms $494,441
5 bedrooms $419,150

See additional market statistics
Last updated October 4, 2024.

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248+ Homes for Sale

× Winchester KY
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11
$5,795,000

2090 Pretty Run Rd, Winchester, KY 40391

Excellent farm and investment opportunity to own one of the largest tracts of land for sale in the a ... View Full Details
  • 0Beds
  • 0Baths
  • n/aSqFt

Listing Provided By: Kentucky Prime Realty KYIMAGINE

35
$5,150,000

168-205 Fairfield Way, Winchester, KY 40391

Rare multi-family new construction investment opportunity!! 24 brand new townhomes! 4 buildings/lots ... View Full Details
  • 72Beds
  • 72Baths
  • 33,444SqFt

Listing Provided By: Kentucky Residential Real Estate KYIMAGINE

38
$4,800,000

1805 Fortune Dr, Winchester, KY 40391

1805 Fortune Drive is an outstanding Industrial offering in Winchester's primary industrial park, lo ... View Full Details
  • 0Beds
  • 0Baths
  • 57,050SqFt

Listing Provided By: Block + Lot Real Estate KYIMAGINE

118
$3,500,000

4664 Lexington Rd, Winchester, KY 40391

Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path ... View Full Details
  • 8Beds
  • 8Baths
  • 12,702SqFt

Listing Provided By: Kirkpatrick & Company KYIMAGINE

$2,800,000

7850 Veterans Memorial Pkwy, Winchester, KY 40391

Mixed use potential for land development approximately 1/2 mile from the I-64 interchange at the sig ... View Full Details
  • 0Beds
  • 0Baths
  • n/aSqFt

Listing Provided By: Christie's International Real Estate Bluegrass KYIMAGINE

41
$2,400,000

376 Cabin Creek Rd, Winchester, KY 40391

  • 0Beds
  • 0Baths
  • n/aSqFt

Listing Provided By: Dream Maker Realty KYIMAGINE

16
$1,750,000

101 S Main, Winchester, KY 40391

Fully restored historic Opera House in the heart of downtown Winchester! Now functioning in a multip ... View Full Details
  • 0Beds
  • 0Baths
  • 20,548SqFt

Listing Provided By: Block + Lot Real Estate KYIMAGINE

$1,695,000

275 Gentry Ln, Winchester, KY 40391

An estate evoking historic Bluegrass homes, this fine residence is surrounded by thoroughbred farmla ... View Full Details
  • 3Beds
  • 3Baths
  • 3,593SqFt

Listing Provided By: Kirkpatrick & Company KYIMAGINE

16
$1,575,000

1120-1140 Bypass Rd, Winchester, KY 40391

This unique offering can combine both properties into one sale as they are contiguous properties and ... View Full Details
  • 0Beds
  • 0Baths
  • n/aSqFt

Listing Provided By: Block + Lot Real Estate KYIMAGINE

$1,513,575

3 Shoppers Dr, Winchester, KY 40391

Parcel 3B consists of 6.727 acres but can be divided at $225,000 PER ACRE. Zoned Planned Development ... View Full Details
  • 0Beds
  • 0Baths
  • n/aSqFt

Listing Provided By: Tom Goebel & Company KYIMAGINE

$1,200,000

2819 Combs Ferry Rd, Winchester, KY 40391

Experience luxury living in this stunning home on 7 acres of pristine land. Enjoy the outdoors from ... View Full Details
  • 4Beds
  • 4Baths
  • 4,640SqFt

Listing Provided By: Coldwell Banker McMahan KYIMAGINE

101
$1,200,000

621 Boone Ave, Winchester, KY 40391

Discover unparalleled elegance with no detail left unturned, nestled on 4 acres in the heart of Winc ... View Full Details
  • 5Beds
  • 6Baths
  • 5,498SqFt

Listing Provided By: Coldwell Banker McMahan KYIMAGINE

1 - 12 of 248 listings
Keller Williams Realty
2700 Old Rosebud, Ste 250
Lexington, KY 40509
859-721-2200

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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 Bob Sophiea - Keller Williams Lexington - New Home Collective 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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