Clark County, KY Homes

/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
/50
$465,000 Sold Aug 11, 2025

701 Lisletown Ln, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 2,784 Sq Ft
- Built 2008
Last Sold Summary
- $167/SF
- 2 Days On Market
Current Estimated Value $469,794

Last Listing Agent Robin Jones Keller Williams Legacy Group

701 Lisletown Ln, Winchester, KY 40391

/33
Est $306,627 Not Listed For Sale

305 Gallahadion Ct, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
- Built 2004
305 Gallahadion Ct, Winchester, KY 40391

Last Sold Summary
- 14% Above List Price
- $182/SF
- 55 Days On Market
Last Sold Price $268,000

Last Listing Agent Jason Townsend Kentucky Residential Real Estate, LLC

/29
$234,900 Pending
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
11 Shelley Dr, Winchester, KY 40391

SELLER is motivated to offers! Welcoming you to this lovely updated throughout 3 bedroom, 2 full bath ranch! As you step into the home with its cozy feeling, and spacious space in every room, including a full unfinished basement wonderful for storage or to finish that into living square footage, great size back yard with large back patio perfect for the family gatherings, also a partial fenced in

Nichole Bingham CENTURY 21 Advantage Realty

11 Shelley Dr, Winchester, KY 40391
/2
$75,000 Sold Jan 05, 2026

1341 Sewell Shop Rd, Winchester, KY 40391
- Land
- 5.75 Acres
- $13,043 per Acre
Last Sold Summary
- 6% Below List Price
- 10 Days On Market
Last Listing Agent Zella Rosenthal Tom Goebel & Company

1341 Sewell Shop Rd, Winchester, KY 40391

/15
Est $194,806 Not Listed For Sale

432 Country Club Dr, Winchester, KY 40391
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 1982
432 Country Club Dr, Winchester, KY 40391

Last Sold Summary
- 18% Above List Price
- $131/SF
- 19 Days On Market
Last Sold Price $165,000

Last Listing Agent Brian England Keller Williams Bluegrass Realty

/33
$209,900
- 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
/2
$555,000 Sold Jan 16, 2026

184 Casa Landa Way, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 3,585 Sq Ft
- Built 1998
Last Sold Summary
- 6% Below List Price
- $155/SF
Current Estimated Value $577,412

Last Listing Agent Jim Woodrum RE/MAX Creative, Winchester

184 Casa Landa Way, Winchester, KY 40391

/16
Est $190,305 Not Listed For Sale

430 Country Club Dr, Winchester, KY 40391
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 1982
430 Country Club Dr, Winchester, KY 40391

Last Sold Summary
- 15% Above List Price
- $131/SF
- 5 Days On Market
Last Sold Price $165,000

Last Listing Agent Brian England Keller Williams Bluegrass Realty

/23
$270,000
- 4 Beds
- 2 Baths
- 1,984 Sq Ft
108 Ashley Dr, Winchester, KY 40391

Be among the first to discover this exceptional property! This is a brand new listing, presenting a unique opportunity to own a home in a highly sought-after location. Imagine living in a neighborhood where everything you need is just a stone's throw away. This fabulous property boasts not only a full basement, offering endless possibilities for recreation, storage, or a home office, but also an

A. Rebecca Woods Woods Realty Group

108 Ashley Dr, Winchester, KY 40391
/29
$408,000 Sold Sep 12, 2025

4732 Old Boonesboro Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,361 Sq Ft
- Built 1945
Last Sold Summary
- 18% Below List Price
- $173/SF
- 285 Days On Market
Current Estimated Value $409,663

Last Listing Agent Patrick Arvin Keller Williams Commonwealth

4732 Old Boonesboro Rd, Winchester, KY 40391

/25
Est $188,198 Not Listed For Sale

413 Country Club Dr, Winchester, KY 40391
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1978
413 Country Club Dr, Winchester, KY 40391

Last Sold Summary
- 55% Above List Price
- $110/SF
- 0 Days On Market
Last Sold Price $121,500

Last Listing Agent Kelly Nisbet Coldwell Banker McMahan

/2
$100,000
- Land
- 0.32 Acre
- $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
/43
$165,000 Sold May 20, 2025

12005 Irvine Rd, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,130 Sq Ft
- Built 1980
Last Sold Summary
- 13% Below List Price
- $146/SF
- 96 Days On Market
Current Estimated Value $174,267

Last Listing Agent Patrick Arvin Keller Williams Commonwealth

12005 Irvine Rd, Winchester, KY 40391

/86
Est $283,915 Not Listed For Sale

222 Vaught Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,904 Sq Ft
- Built 1970
222 Vaught Rd, Winchester, KY 40391

Last Sold Summary
- 4% Above List Price
- $143/SF
- 3 Days On Market
Last Sold Price $271,900

Last Listing Agent Josh Wood Freedom Realty & Property Management

/23
$179,500
- 2 Beds
- 1 Bath
220 Jackson St, Winchester, KY 40391

Welcome to 3769 Winthrop Drive in Lexington, KY 40514 - a fantastic opportunity to own a home in one of South Lexington's most convenient and sought-after areas. Tucked into an established neighborhood, this property offers the perfect combination of comfort, accessibility, and everyday functionality. Step inside to discover a welcoming layout designed for both relaxing and entertaining. The

Hunter Miller GSP Homes

220 Jackson St, Winchester, KY 40391
/22
$88,000 Sold May 08, 2025

423 E Broadway St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 2,363 Sq Ft
- Built 1878
Last Sold Summary
- 76% Above List Price
- $37/SF
- 23 Days On Market
Current Estimated Value $189,306

Last Listing Agent Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

423 E Broadway St, Winchester, KY 40391

/38
Est $292,513 Not Listed For Sale

2020 Two Mile Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1950
2020 Two Mile Rd, Winchester, KY 40391

Last Sold Summary
- 4% Above List Price
- $212/SF
- 37 Days On Market
Last Sold Price $280,000

Last Listing Agent Dale Hatton Dream Maker Realty, LLC

/14
$129,300
- Land
- 2.3 Acres
- $56,217 per Acre
110 Knox Ct, Winchester, KY 40391

The largest and most desirable lot in The Reserve is now available! Nestled in a cul-de-sac, this 2.3 acre tract offers exceptional views of Bluegrass farmland. Build your custom dream home and watch the sun set over the pond, right from your porch. Located in one of Winchester's newest luxury subdivisions, featuring carefully crafted guidelines to preserve the community's character. All of this

Amanda Thomas The Agency

110 Knox Ct, Winchester, KY 40391
/44
$315,000 Sold Jun 27, 2025

43 Skylark Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,459 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $128/SF
- 70 Days On Market
Current Estimated Value $334,670

Last Listing Agent Chad Bowman The Brokerage

43 Skylark Dr, Winchester, KY 40391

/13
Est $185,344 Not Listed For Sale

4 Burton Ave, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,330 Sq Ft
- Built 1948
4 Burton Ave, Winchester, KY 40391

Last Sold Summary
- 28% Above List Price
- $109/SF
- 1 Day On Market
Last Sold Price $145,000

Last Listing Agent Amanda McMillian RE/MAX

/2
$110,000 Pending
- Land
- 0.34 Acre
- $323,529 per Acre
230 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

230 Duclair Dr, Winchester, KY 40391
/28
$265,000 Sold Jul 02, 2025

609 Clintonville Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,305 Sq Ft
- Built 1980
Last Sold Summary
- 2% Above List Price
- $203/SF
- 2 Days On Market
Current Estimated Value $264,172

Last Listing Agent Craig Bridgewater Bridgewater Real Estate

609 Clintonville Rd, Winchester, KY 40391

/26
Est $194,755 Not Listed For Sale

64 Bond Ct, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,025 Sq Ft
- Built 1987
64 Bond Ct, Winchester, KY 40391

Last Sold Summary
- 22% Above List Price
- $156/SF
- 18 Days On Market
Last Sold Price $160,000

Last Listing Agent Jim Woodrum RE/MAX

/37
$1,595,000
- 37 Beds
- 19.5 Baths
- 26,124 Sq Ft
2 N Main St, Winchester, KY 40391

Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated.Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC

Blanca Cheung Tsubaki Group, LLC

2 N Main St, Winchester, KY 40391
/2
$350,000 Sold Aug 14, 2025

Unlisted Address
- 4 Beds
- 2.5 Baths
- 3,672 Sq Ft
- Built 1960
Last Sold Summary
- $95/SF
Current Estimated Value $339,409

Last Listing Agent Null Non-Member Non-Member Office

Unlisted Address

/22
Est $187,961 Not Listed For Sale

101 Baldwin Ave, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 925 Sq Ft
101 Baldwin Ave, Winchester, KY 40391

Last Sold Summary
- 21% Above List Price
- $168/SF
- 2 Days On Market
Last Sold Price $155,000

Last Listing Agent James Jeffries Brickhouse Real Estate

/16
$165,000
- 3 Beds
- 1 Bath
- 1,097 Sq Ft
220 E Washington St, Winchester, KY 40391

Investors take note, tenant occupied home, 3 bedrooms, 1 bathroom, one level living! Flippers, downsizing, or First-time buyers get ready! Wood style floors, covered front porch, back yard with patio...Do not miss an opportunity to add to your rental portfolio investment, start your real estate adventure, or make this home your own! Home is occupied 24-hour notice is required to show.

Whitney Ensor Ensor Real Estate, LLC

220 E Washington St, Winchester, KY 40391
/12
$9,000 Sold Sep 18, 2025

406 W Washington St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,428 Sq Ft
- Built 1945
Last Sold Summary
- 10% Below List Price
- $6/SF
- 19 Days On Market
Current Estimated Value $129,892

Last Listing Agent Jack Rookard Rookard Real Estate Consultants

406 W Washington St, Winchester, KY 40391

/28
Est $226,433 Not Listed For Sale

916 Muddy Creek Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 1943
916 Muddy Creek Rd, Winchester, KY 40391

Last Sold Summary
- 16% Above List Price
- $195/SF
- 39 Days On Market
Last Sold Price $195,000

Last Listing Agent Janet Jones RE/MAX

/4
$625,000 New Construction
- 3 Beds
- 2.5 Baths
- 2,405 Sq Ft
424 Alexis Way, Winchester, KY 40391

Introducing the Castleton, a stunning home designed to impress in the sought-after Mallard Cove neighborhood. This exquisite floor plan features a side-turned garage and captivating curb appeal with double front entry doors. Inside, you'll find a thoughtfully designed split-bedroom layout with a spacious primary suite that includes a luxurious ensuite with a walk-in closet, double vanity, tile

Shane Underwood Keller Williams Commonwealth

424 Alexis Way, Winchester, KY 40391
/79
$425,000 Sold Feb 23, 2026

1410 Dry Fork Creek Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
Last Sold Summary
- 15% Below List Price
- $399/SF
- 78 Days On Market
Last Listing Agent Skyler Lewis Dream Maker Realty, LLC

1410 Dry Fork Creek Rd, Winchester, KY 40391

/21
Est $203,134 Not Listed For Sale

17 Elizabeth St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- Built 1950
17 Elizabeth St, Winchester, KY 40391

Last Sold Summary
- 7% Above List Price
- $130/SF
- 24 Days On Market
Last Sold Price $189,000

Last Listing Agent Holly Goeing The Agency

/18
$243,000
- 3 Beds
- 2 Baths
- 1,502 Sq Ft
357 Silverton Way, Winchester, KY 40391

This updated home offers easy access to I-64 and downtown Winchester. See ceiling fans in every room, upstairs bonus room, modern lighting in the kitchen and bath, and new appliances, countertops, and backsplash. Enjoy a peaceful, quiet neighborhood and a relaxing rural view from the backyard. A clean, comfortable, move-in-ready home with thoughtful upgrades throughout.

Frank Mulder Tru Life Real Estate

357 Silverton Way, Winchester, KY 40391
/55
$520,000 Sold May 15, 2025

427 Calmes Blvd, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 4,659 Sq Ft
- Built 1995
Last Sold Summary
- 4% Below List Price
- $112/SF
- 61 Days On Market
Current Estimated Value $492,319

Last Listing Agent Kymberly McCreary EXP Realty, LLC

427 Calmes Blvd, Winchester, KY 40391

/20
Est $234,447 Not Listed For Sale

1121 Muddy Creek Rd, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,498 Sq Ft
- Built 1940
1121 Muddy Creek Rd, Winchester, KY 40391

Last Sold Summary
- 17% Above List Price
- $134/SF
- 9 Days On Market
Last Sold Price $200,000

Last Listing Agent Cheri Shaffer Keller Williams Commonwealth

/44
$850,000 Pending
- Land
- 83.71 Acres
- $10,154 per Acre
7075 Ecton Rd, Winchester, KY 40391

ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding, this exceptional 83.714± acre Clark County farm will sell on Saturday, March 7, 2026 at 10:30 AM (EST) at 7075 Ecton Rd, Winchester, KY 40391. Tract One: 36.825Acres, Tract Two: 5.196 Acres, Tract Three: 5.022 Acres Tract Four: 36.671 Acres The property

Jonathan Noel Noel Auctioneers and Real Estate Advisors

7075 Ecton Rd, Winchester, KY 40391
/24
$188,000 Sold Jan 29, 2026

27 Ashland Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,653 Sq Ft
- Built 1950
Last Sold Summary
- 6% Below List Price
- $114/SF
- 112 Days On Market
Current Estimated Value $186,929

Last Listing Agent Robin Mobley-Mosher Marshall Lane Real Estate - Lexington

27 Ashland Ave, Winchester, KY 40391

/79
Est $198,116 Not Listed For Sale

205 French Ave, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 946 Sq Ft
- Built 1959
205 French Ave, Winchester, KY 40391

Last Sold Summary
- 2% Above List Price
- $206/SF
- 319 Days On Market
Last Sold Price $195,000

Last Listing Agent Greg Wood Freedom Realty & Property Management

/13
$1,115,000
- Land
- 120 Acres
- $9,292 per Acre
345 Providence Ln, Winchester, KY 40391

Rare opportunity to own approximately 120 acres of beautiful rolling farmland in Clark County! This versatile property offers a mix of cleared pasture and wooded acreage, ideal for cattle, horses, recreation, or your dream farmstead. Including a large pond plus county water available at the road this property is well-suited for agricultural use. The land is gently rolling with scenic views and

Megan McCoy Keller Williams Legacy Group

345 Providence Ln, Winchester, KY 40391

Showing Results 401 - 440, Page 11 of 18

Kentucky Clark County

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