$399,900
Views: 18
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,500sqft
Single family home for sale
Dream Maker Realty, Llc
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240 Athens Boonesboro Rd, Winchester, KY 40391 
New Construction
130 Duclair Dr, Winchester, KY 40391
4578 Combs Fry Rd, Winchester, KY 40391
Price Drop: $15K
404 Mount Vernon Dr, Winchester, KY 40391
702 Princeton Dr, Winchester, KY 40391
107 Kittison Dr, Winchester, KY 40391
14 Lisle Ln, Winchester, KY 40391
Hot
7440 Bybee Rd, Winchester, KY 40391
322 Calmes Blvd, Winchester, KY 40391
1780 Stoner Ephesus Rd, Winchester, KY 40391
42 Mockingbird Valley Rd, Winchester, KY 40391
115 Quail Ridge Rd, Winchester, KY 40391
203 Steve Cir, Winchester, KY 40391Price Drop: $4.5K
102 Quail Ridge Rd, Winchester, KY 40391 
48 Bon Hvn Ave, Winchester, KY 40391
122 Sunset Hts, Winchester, KY 40391Price Drop: $250K
4664 Lexington Rd, Winchester, KY 40391 Price Drop: $10K
14 Cook Ave, Winchester, KY 40391 
31 Casa Landa Way, Winchester, KY 40391
11 Stoney Brk Dr #1, Winchester, KY 40391Price Drop: $2.5K
214 Center Dr, Winchester, KY 40391 Hot
323 Skylark Dr, Winchester, KY 40391 
119 Winterberry Cir, Winchester, KY 40391Hot
307 Mcdowell Dr, Winchester, KY 40391 Price Drop: $10K
428 Waycross Dr, Winchester, KY 40391 Hot
127 Lindberg Ave, Winchester, KY 40391 Price Drop: $10K
3D Tour
209 Boone Ave, Winchester, KY 40391 Price Drop: $9K
101 Alabama St, Winchester, KY 40391 
13 Euclid Ave, Winchester, KY 40391
326 W Lexington Ave, Winchester, KY 403913D Tour
25 W Hickman St, Winchester, KY 40391 Price Drop: $11K
5 S Burns Ave, Winchester, KY 40391 Price Drop: $15K
443 S Maple St, Winchester, KY 40391 
132 Lana Ln, Winchester, KY 40391
563 Constitution Dr, Winchester, KY 40391
2550 Kiddville Rd, Winchester, KY 403913D Tour
5039 Combs Fry Rd, Winchester, KY 40391 
9930 Mount Sterling Rd, Winchester, KY 40391
6 French Ave, Winchester, KY 40391
2379 Big Stoner Rd, Winchester, KY 40391
38 Mackay Ave, Winchester, KY 40391
30 Virginia Ave, Winchester, KY 40391
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Homes for Sale with AC in Winchester, KY
74 Homes for Sale
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New Construction$895,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,480sqft
Single family home for sale
Bluegrass Properties Group
$1,500,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,860sqft
Single family home for sale
The Agency
Price Drop: $15K$124,000
Views: 14
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,360sqft
Sale Pending
Dream Maker Realty, Llc
$125,000
Views: 3
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,051sqft
Sale Pending
Bluegrass Realty & Investments
$179,000
Views: 2
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,725sqft
Sale Pending
Berkshire Hathaway Homeservices Foster Realtors
$310,000
Views: 4
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,673sqft
Single family home for sale
United Real Estate Bluegrass
Hot$450,000
Views: 13
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,200sqft
Single family home for sale
Weichert Realtors - Ford Brothers
$379,000
Views: 10
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,204sqft
Single family home for sale
Dream Maker Realty, Llc
$488,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,496sqft
Single family home for sale
Dream Maker Realty, Llc
$439,500
Views: 2
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,961sqft
Single family home for sale
Mccallie Real Estate
$219,900
Views: 24
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,522sqft
Townhouse for sale
Re/Max Creative, Winchester
$384,900
Views: 7
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,976sqft
Sale Pending
Dream Maker Realty, Llc
Price Drop: $4.5K$239,000
Views: 19
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,856sqft
Sale Pending
Tom Goebel & Company
$249,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,512sqft
Sale Pending
Re/Max Elite Lexington
$254,900
Views: 11
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,715sqft
Single family home for sale
Re/Max Creative, Winchester
Price Drop: $250K$2,500,000
Views: 18
Bedrooms: 8Bds
Bathrooms: 8Ba
Area: 13,433sqft
Mansion for sale
Block + Lot Homes
Price Drop: $10K$209,000
Views: 12
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,261sqft
Single family home for sale
United Real Estate Bluegrass
$380,000
Views: 3
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,922sqft
Single family home for sale
Fc Tucker Bluegrass
$349,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,990sqft
Single family home for sale
Milton And Associates Real Estate
Price Drop: $2.5K$197,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,193sqft
Sale Pending
The Brokerage
Hot$424,500
Views: 15
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,674sqft
Sale Pending
Tom Goebel & Company
$439,900
Views: 6
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,276sqft
Sale Pending
The Agency
Hot$285,000
Views: 17
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,737sqft
Single family home for sale
The Brokerage
Price Drop: $10K$279,900
Views: 11
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,970sqft
Sale Pending
Re/Max Creative Realty
Hot$280,000
Views: 12
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,967sqft
Sale Pending
Re/Max Creative Realty
Price Drop: $10K3D Tour$255,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,260sqft
Single family home for sale
Lois Ann Disponett Real Est
Price Drop: $9K$155,900
Views: 9
Bedrooms: 1Bd
Bathrooms: 2Ba
Area: 1,056sqft
Single family home for sale
Woods Realty Group
$250,000
Views: 11
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,893sqft
Single family home for sale
Keller Williams Legacy Group
$225,000
Views: 11
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 2,244sqft
Sale Pending
Noel Auctioneers And Real Estate Advisors
3D Tour$325,000
Views: 10
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 3,378sqft
Single family home for sale
Keller Williams Legacy Group
Price Drop: $11K$139,000
Views: 9
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,842sqft
Sale Pending
The Howard Realty Co
Price Drop: $15K$325,000
Views: 16
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 3,261sqft
Single family home for sale
Keller Williams Commonwealth
$699,000
Views: 13
Bedrooms: 4Bds
Bathrooms: 5Ba
Area: 4,255sqft
Sale Pending
Napier Realtors
$99,500
Views: 12
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 924sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$335,000
Views: 12
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,836sqft
Sale Pending
The Real Estate Co - W Liberty
3D Tour$2,299,000
Views: 13
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 6,284sqft
Mansion for sale
Bluegrass Sotheby'S International Realty
$639,000
Views: 13
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,962sqft
Single family home for sale
Dream Maker Realty, Llc
$296,000
Views: 19
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,953sqft
Single family home for sale
Woods Realty Group
$259,900
Views: 12
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 2,444sqft
Sale Pending
Wrenn Realty
$204,900
Views: 14
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,128sqft
Single family home for sale
Tom Goebel & Company
$229,000
Views: 5
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,050sqft
Single family home for sale
Weichert Realtors - Abg Properties
Showing 1 - 42 of 74 homes for sale in Winchester, KY
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Based on information from the IMAGINE MLS® through Nov 14, 2026, 3:15 PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
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