Clark County, KY Homes

/2
$150,000
- Land
- 2.16 Acres
- $69,444 per Acre
120 Knox Ct, Winchester, KY 40391

Looking for a place to build a Upscale home in Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

John Wilson Bluegrass Properties Group

120 Knox Ct, Winchester, KY 40391
/28
$345,000 Sold Jun 19, 2025

512 Boone Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,149 Sq Ft
- Built 1950
Last Sold Summary
- 14% Below List Price
- $110/SF
- 58 Days On Market
Current Estimated Value $382,030

Last Listing Agent Jordan James Lifstyl Real Estate

512 Boone Ave, Winchester, KY 40391

/16
Est $368,006 Not Listed For Sale

122 French Ave, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 4,176 Sq Ft
- Built 1920
122 French Ave, Winchester, KY 40391

Last Sold Summary
- 23% Above List Price
- $72/SF
- 4 Days On Market
- Last Sold Price $300,000
- Aug 30, 2023
Last Listing Agent Brenda Sipes Bridgewater Real Estate

/63
$1,149,000
- 3 Beds
- 3.5 Baths
- 3,672 Sq Ft
2100 Irvine Rd Unit 40391, Winchester, KY 40391

Seller will need 48 Hours to show, This log cabin is located on gently rolling 28 acres very few miles from town, you will think you are on vacation in the sparking pool, tastefully landscaped, fireplace in the great room which leads into a in law quarters, large kitchen that has been wonderfully remodeled with extensive detail, master suite is located on first floor, mud room, 3 1/2 baths,

Mila Ensor Ensor Real Estate, LLC

2100 Irvine Rd Unit 40391, Winchester, KY 40391
/65
$380,000 Sold Jun 19, 2025

399 Stonecrest Rd, Winchester, KY 40391
- 3 Beds
- 4 Baths
- 4,572 Sq Ft
- Built 1976
Last Sold Summary
- 4% Below List Price
- $83/SF
- 3 Days On Market
Current Estimated Value $403,866

Last Listing Agent ROBIN TRIMBLE HomeFirst Real Estate

399 Stonecrest Rd, Winchester, KY 40391

/31
Est $210,243 Not Listed For Sale

134 Central Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,946 Sq Ft
- Built 1930
134 Central Ave, Winchester, KY 40391

Last Sold Summary
- 50% Above List Price
- $72/SF
- 1 Day On Market
- Last Sold Price $140,000
- Aug 23, 2024
Last Listing Agent Mila Ensor Ensor Real Estate, LLC

/47
$445,500
- 3 Beds
- 2.5 Baths
- 2,961 Sq Ft
42 Mockingbird Valley Rd, Winchester, KY 40391

This is a perfect home for EVERY season.....enjoy multiple, interior gathering spaces and the glow and warmth of either the L R or Dining Room fireplace on the main level or the coziness of the mesmerizing fireplace in the lower level family room during the winter. Watch the backyard come alive with rich and lush vegetation during the Spring from the large, glass walled sun room. For Summer, tons

Markus Cross McCallie Real Estate

42 Mockingbird Valley Rd, Winchester, KY 40391
/114
$635,000 Sold Sep 30, 2025

315 The Woods Ln, Winchester, KY 40391
- 5 Beds
- 4.5 Baths
- 5,524 Sq Ft
- Built 1995
Last Sold Summary
- 2% Below List Price
- $115/SF
- 63 Days On Market
Current Estimated Value $624,817

Last Listing Agent Terri McGraw FC Tucker Bluegrass

315 The Woods Ln, Winchester, KY 40391

/19
Est $207,959 Not Listed For Sale

130 Central Ave, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,322 Sq Ft
- Built 1930
130 Central Ave, Winchester, KY 40391

Last Sold Summary
- 12% Above List Price
- $140/SF
- 1 Day On Market
- Last Sold Price $185,000
- Mar 22, 2024
Last Listing Agent Lukas Owens The Brokerage

/2
$100,000
- Land
- 13,939 Sq Ft
- $312,500 per Acre
169 Duclair Dr, Winchester, KY 40391

Looking for a place to build a Upscale homein Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

John Wilson Bluegrass Properties Group

169 Duclair Dr, Winchester, KY 40391
/30
$189,900 Sold Mar 16, 2026

357 E Washington St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
- Built 1940
Last Sold Summary
- 5% Below List Price
- $143/SF
- 26 Days On Market
Current Estimated Value $186,740

Last Listing Agent Dylan Justice GSP Homes

357 E Washington St, Winchester, KY 40391

/19
Est $222,001 Not Listed For Sale

112 Central Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 2025
112 Central Ave, Winchester, KY 40391

Last Sold Summary
- 1% Above List Price
- $183/SF
- 1 Day On Market
- Last Sold Price $220,000
- Apr 23, 2025
Last Listing Agent Nena Honaker Tom Goebel & Company

/11
$148,000
- 3 Beds
- 1 Bath
- 864 Sq Ft
19 3rd St, Winchester, KY 40391

3BR/1BA | Winchester, KY Affordable single-family homes are hard to come by at this price — here's your chance. This cozy 3-bedroom, 1-bath home in Winchester sits on a generous lot with a large backyard, long driveway with plenty of parking, a welcoming covered front porch, and accessible front entry with both steps and a ramp. it's efficient and easy to maintain — and don't let the square

Anthony Gigilo ListWithFreedom.com

19 3rd St, Winchester, KY 40391
/33
$159,200 Sold Oct 09, 2025

646 Laura Dr, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,534 Sq Ft
- Built 1980
Last Sold Summary
- 6% Below List Price
- $104/SF
- 16 Days On Market
Current Estimated Value $230,218

Last Listing Agent Kimberly Brunson Hunter Real Estate

646 Laura Dr, Winchester, KY 40391

/8
Est $240,319 Not Listed For Sale

109 Alabama St, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,359 Sq Ft
- Built 1930
109 Alabama St, Winchester, KY 40391

Last Sold Summary
- 6% Above List Price
- $167/SF
- 9 Days On Market
- Last Sold Price $227,000
- May 31, 2023
Last Listing Agent Andrew Fugitt Coldwell Banker McMahan

/101
$1,290,000 Pending
- 5 Beds
- 5 Baths
- 5,666 Sq Ft
3760 Old Boonesboro Rd, Winchester, KY 40391

Step through the striking red front doors and into a home where craftsmanship, character, and comfort come together. This beautifully maintained property sits on nearly 13 acres at the edge of Winchester, offering a peaceful retreat with the charm of a mid century floorplan and rich woodwork, tile, and hardwood floors throughout. The spacious kitchen and all three full baths feature high end

Josh Wood Freedom Realty & Property Management

3760 Old Boonesboro Rd, Winchester, KY 40391
/32
$183,000 Sold Jul 30, 2025

517 Hidden Hills Way, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 2001
Last Sold Summary
- $163/SF
- 78 Days On Market
Current Estimated Value $207,489

Last Listing Agent Brenda Sipes Bridgewater Real Estate

517 Hidden Hills Way, Winchester, KY 40391

/23
Est $199,506 Not Listed For Sale

112 Georgia St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,738 Sq Ft
- Built 1930
112 Georgia St, Winchester, KY 40391

Last Sold Summary
- 25% Above List Price
- $92/SF
- 8 Days On Market
- Last Sold Price $160,000
- Nov 07, 2023
Last Listing Agent Wayne Elkins RE/MAX

/2
$108,500
- Land
- 11.34 Acres
- $9,572 per Acre
4590 Four Mile Rd, Ford, KY 40391

!!!MAJOR REDUCTION!!! Check It Out! Nature lovers property. There is a rock wall at the top with the Four Mile Creek which runs into the Kentucky River across the road. Nearby are restaurants, boat landings, kayaks and historical sights. The trees will keep it private. Take advantage of this PRICE CHANGE to have a property close to the river!!!

Garnett Davis Tom Goebel & Company

4590 Four Mile Rd, Ford, KY 40391
/61
$220,000 Sold Nov 10, 2025

313 Snowden Dr, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
- Built 1960
Last Sold Summary
- 12% Below List Price
- $179/SF
- 51 Days On Market
Current Estimated Value $227,370

Last Listing Agent Josh Wood Freedom Realty & Property Management

313 Snowden Dr, Winchester, KY 40391

/48
Est $247,455 Not Listed For Sale

104 Georgia St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,758 Sq Ft
- Built 1930
104 Georgia St, Winchester, KY 40391

Last Sold Summary
- 1% Above List Price
- $139/SF
- 9 Days On Market
- Last Sold Price $245,000
- Dec 23, 2024
Last Listing Agent Libby VanMeter Marshall Lane Real Estate - Lexington

/55
$645,000
- 4 Beds
- 3.5 Baths
- 3,431 Sq Ft
7919 Mount Sterling Rd, Winchester, KY 40391

Don't let this stunning, 3,431sqft home featuring 4 bed rooms and 3 full baths, sitting on 3 acres, slip through your hands! Custom built brick home nestled in a serene, park like setting overlooking Stoner Creek. Step into to the dramatic two story entryway welcoming you with custom cabinetry and detailed finishes throughout. One of the most captivating features is the sunroom, overlooking the

Hannah Toole Coldwell Banker McMahan

7919 Mount Sterling Rd, Winchester, KY 40391
/32
$285,000 Sold Jul 03, 2025

602 Laura Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,690 Sq Ft
- Built 1976
Last Sold Summary
- 11% Below List Price
- $169/SF
- 168 Days On Market
Current Estimated Value $287,110

Last Listing Agent Ryan O'Gara Real Broker, LLC

602 Laura Dr, Winchester, KY 40391

/44
Est $187,907 Not Listed For Sale

118 Alabama St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1940
118 Alabama St, Winchester, KY 40391

Last Sold Summary
- 32% Above List Price
- $101/SF
- 1 Day On Market
- Last Sold Price $142,000
- Jul 18, 2024
Last Listing Agent Susan Moore Keller Williams Legacy Group

/42
$360,000
- 4 Beds
- 4.5 Baths
- 4,798 Sq Ft
502 W Lexington Ave, Winchester, KY 40391

Investment opportunity in the heart of Winchester! Brick Triplex featuring a main level, high visibility commercial space with Lexington Avenue frontage and two apartments on the upper level! Each apartment has two bedrooms, one bath. One unit has been recently remodeled, the other has potential for value add. The flexible commercial space contains 2 full and 1 half bath. Laundry hook-ups in all

Jason Townsend Kentucky Residential Real Estate, LLC

502 W Lexington Ave, Winchester, KY 40391
/17
$595,000 Sold Nov 17, 2025

304 Winterberry Dr, Winchester, KY 40391
- 7 Beds
- 4 Baths
- 4,386 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $136/SF
- 10 Days On Market
Current Estimated Value $587,249

Last Listing Agent Beckie Moore Bluegrass Properties Group

304 Winterberry Dr, Winchester, KY 40391

/28
Est $250,266 Not Listed For Sale

116 Alabama St, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,626 Sq Ft
- Built 1940
116 Alabama St, Winchester, KY 40391

Last Sold Summary
- 8% Above List Price
- $142/SF
- 95 Days On Market
- Last Sold Price $231,000
- Mar 14, 2024
Last Listing Agent Cheri Shaffer Keller Williams Commonwealth

/59
$274,900
- 3 Beds
- 2 Baths
- 1,311 Sq Ft
403 Pueblo Ct, Winchester, KY 40391

Built in 2020, this well-maintained Craftsman-style ranch offers the benefits of newer construction without the wait or added cost. Located in Winchester, KY, this home combines comfort, functionality, and convenience in one clean package. Featuring 3 bedrooms and 2 full baths, the layout is designed for everyday living with an open feel and thoughtful flow throughout. The kitchen includes

Josh Wood Freedom Realty & Property Management

403 Pueblo Ct, Winchester, KY 40391
/2
$185,000 Sold Nov 28, 2025

23 Hillcrest Dr, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,557 Sq Ft
- Built 1962
Last Sold Summary
- 12% Below List Price
- $119/SF
- 18 Days On Market
Current Estimated Value $198,967

Last Listing Agent Samantha Gray National Real Estate

23 Hillcrest Dr, Winchester, KY 40391

/27
Est $253,655 Not Listed For Sale

335 S Main St, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,968 Sq Ft
- Built 1920
335 S Main St, Winchester, KY 40391

Last Sold Summary
- 2% Above List Price
- $127/SF
- 41 Days On Market
- Last Sold Price $249,500
- Jul 19, 2024
Last Listing Agent Shari Frasure Keller Williams Commonwealth

/19
$265,000
- 4 Beds
- 3 Baths
- 2,445 Sq Ft
130 E Broadway St, Winchester, KY 40391

Turnkey downtown triplex with tenants already in place. An excellent addition to any investor's portfolio. Two units have been recently updated, while the third features a long-term tenant with future value-add potential. Property includes two 1BD/1BA units and one 2BD/1BA unit. Tenants pay all utilities directly except water, which is on a RUB system, keeping operating costs low. Strong income

Sarah May Mayca Property Solutions

130 E Broadway St, Winchester, KY 40391
/18
$246,500 Sold May 16, 2025

6278 Irvine Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,176 Sq Ft
- Built 1978
Last Sold Summary
- 7% Below List Price
- $210/SF
- 35 Days On Market
Current Estimated Value $271,143

Last Listing Agent Angela Yonts EXP Realty, LLC

6278 Irvine Rd, Winchester, KY 40391

/35
Est $232,391 Not Listed For Sale

24 Hughes Ave, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 2024
24 Hughes Ave, Winchester, KY 40391

Last Sold Summary
- 22% Above List Price
- $158/SF
- 24 Days On Market
- Last Sold Price $189,900
- Jan 16, 2025
Last Listing Agent Nena Honaker Tom Goebel & Company

/54
$719,900
- 3 Beds
- 3.5 Baths
- 3,388 Sq Ft
1480 Irvine Rd, Winchester, KY 40391

Beautifully remodeled farmhouse on 10 fenced acres! This 3 bedroom, 3.5 bath home with a fully finished basement offers the perfect blend of modern upgrades and country living. Inside, you'll find refinished hardwood floors and fresh paint throughout. The custom kitchen is designed to impress with new cabinetry, granite countertops, glass subway tile backsplash, double ovens, two dishwashers, and

Ivanna Barko National Real Estate

1480 Irvine Rd, Winchester, KY 40391
/22
$216,000 Sold Feb 27, 2026

521 Acadia Way, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,370 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $158/SF
- 17 Days On Market
Current Estimated Value $221,677

Last Listing Agent Tyler I Back The Brokerage

521 Acadia Way, Winchester, KY 40391

/20
Est $199,596 Not Listed For Sale

38 Hughes Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1940
38 Hughes Ave, Winchester, KY 40391

Last Sold Summary
- 21% Above List Price
- $123/SF
- 8 Days On Market
- Last Sold Price $165,000
- May 22, 2023
Last Listing Agent Destiny Darby Keller Williams Commonwealth

/33
$209,900 Pending
- 3 Beds
- 1 Bath
- 1,050 Sq Ft
59 Holiday Rd, Winchester, KY 40391

Don't Wait - this home is priced to Sell! All one level brick ranch features 3 Bedrooms, 1-bath. Newer updates include interior paint and laminate flooring giving the home a clean modern feel. The living spaces are filled with natural light, making the home feel warm and inviting. Step out to a spacious deck and large backyard - great for entertaining or just enjoying the outdoor space. Need

Kathy Burton Coldwell Banker McMahan

59 Holiday Rd, Winchester, KY 40391
/86
$515,000 Sold Apr 17, 2026

125 Casa Landa Way, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 3,848 Sq Ft
- Built 1999
Last Sold Summary
- 6% Below List Price
- $134/SF
- 88 Days On Market
Current Estimated Value $526,775

Last Listing Agent Maggie Napier Napier Realtors

125 Casa Landa Way, Winchester, KY 40391

/41
Est $239,661 Not Listed For Sale

254 S Highland St, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 3,395 Sq Ft
- Built 1935
254 S Highland St, Winchester, KY 40391

Last Sold Summary
- 20% Above List Price
- $59/SF
- 10 Days On Market
- Last Sold Price $200,000
- Apr 30, 2024
Last Listing Agent Michelle Blackburn RE/MAX

/2
$100,000
- Land
- 13,939 Sq Ft
- $312,500 per Acre
115 Duclair Dr, Winchester, KY 40391

Looking for a place to build a Upscale homein Central Kentucky? The Reserve is what Winchester has been waiting for! The development has 38 large lots that overlook central KY bluegrass. This Luxury subdivision is going to be the place to built your Dream home.

John Wilson Bluegrass Properties Group

115 Duclair Dr, Winchester, KY 40391

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Kentucky Clark County

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