Clark County, KY Homes

/2
$100,000
- Land
- 0.32 Acre
- $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
/2
$110,750 Sold Feb 07, 2025

Unlisted Address
- 2 Beds
- 2 Baths
- 906 Sq Ft
- Built 1995
Last Sold Summary
- $122/SF
Current Estimated Value $160,261

Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

Unlisted Address

/21
Est $146,917 Not Listed For Sale
- 2 Beds
- 1 Bath
- 884 Sq Ft
48 Watts Rd, Winchester, KY 40391

48 Watts Rd, Winchester, KY 40391

/28
$309,900
- 3 Beds
- 3.5 Baths
- 2,526 Sq Ft
24 N Burns Ave, Winchester, KY 40391

Historic charm with all the modern amenities! An inviting front porch and entry lead to a welcoming space warmed by refinished original hardwood floors and a new electric fireplace. Other updates include a brand-new kitchen with granite countertops and new appliances, new lighting fixtures, tile in the foyer and bathrooms, new roof, new plumbing, new electrical, new HVAC, new windows, new spray

Sarah Hess Keller Williams Commonwealth

24 N Burns Ave, Winchester, KY 40391
/23
$244,895 Sold Jun 10, 2025

244 Bay Hill Ct, Winchester, KY 40391
- 3 Beds
- 3 Baths
- 2,536 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $97/SF
- 10 Days On Market
Current Estimated Value $262,334

Last Listing Agent Destiny Darby Keller Williams Commonwealth

244 Bay Hill Ct, Winchester, KY 40391

/25
Est $124,520 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,465 Sq Ft
248 Cook Ave, Winchester, KY 40391

248 Cook Ave, Winchester, KY 40391

/2
$168,000
- Land
- 11.34 Acres
- $14,815 per Acre
4590 Four Mile Rd, Ford, KY 40391

**Significant Price Change** 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.

Garnett Davis Tom Goebel & Company

4590 Four Mile Rd, Ford, KY 40391
/51
$340,000 Sold Oct 30, 2025

356 Boone Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,200 Sq Ft
- Built 1940
Last Sold Summary
- 5% Below List Price
- $106/SF
- 30 Days On Market
Last Listing Agent Elizabeth Hodge Lifstyl Real Estate

356 Boone Ave, Winchester, KY 40391

/4
Est $89,233 Not Listed For Sale
- 2 Beds
- 1 Bath
- 940 Sq Ft
Unlisted Address

Unlisted Address

/2
$90,000 Pending
- Land
- 6.43 Acres
- $13,997 per Acre
1385 Sewell Shop Rd, Winchester, KY 40391

Parcel 5 - 6.431 acres address 1385 Sewell Shop Rd

Zella Rosenthal Tom Goebel & Company

1385 Sewell Shop Rd, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025

Unlisted Address
- 2 Beds
- 1.5 Baths
- 1,008 Sq Ft
- Built 1979
Last Sold Summary
- $110/SF
Current Estimated Value $171,017

Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

Unlisted Address

/41
Est $212,122 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,343 Sq Ft
31 Watts Rd, Winchester, KY 40391

31 Watts Rd, Winchester, KY 40391

/36
$434,500
- 4 Beds
- 2.5 Baths
- 2,747 Sq Ft
134 Fontaine Blvd, Winchester, KY 40391

Some homes are just houses—but this one was built for connection, creativity, and meaningful moments. Located in the desirable Oak Hill neighborhood, just minutes from GRC High School, this meticulously maintained 4-bedroom, 2.5-bath home offers the space and flexibility today's families are looking for. Formerly home to the beloved "2 Momma's Cooking for You," the property features a fully

Craig Bridgewater Bridgewater Real Estate

134 Fontaine Blvd, Winchester, KY 40391
/3
$40,000 Sold Feb 11, 2025

Unlisted Address
- Land
- 0.19 Acre
- $210,526 per Acre
Last Sold Summary
Current Estimated Value $362,344

Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

Unlisted Address

/27
Est $307,832 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,780 Sq Ft
198 Hilltop Dr, Winchester, KY 40391

198 Hilltop Dr, Winchester, KY 40391

/65
$489,000
- 3 Beds
- 2 Baths
- 2,053 Sq Ft
670 Lillies Ferry Rd, Winchester, KY 40391

*MOTIVATED SELLERS* Escape to this serene and private 12+ acre property, boasting a 3BR/2BA home sitting on a partially finished walkout basement providing a versatile space for relaxation, recreation, or additional living quarters. This charming home has lots of recent upgrades, including a brand new HVAC system and energy-efficient windows, ensuring a comfortable and sustainable living

Jennifer Helton EXP Realty, LLC

670 Lillies Ferry Rd, Winchester, KY 40391
/2
$110,750 Sold Feb 07, 2025

Unlisted Address
- 2 Beds
- 2 Baths
- 906 Sq Ft
- Built 1995
Last Sold Summary
- $122/SF
Current Estimated Value $160,350

Last Listing Agent Jo Gawthrop Keller Williams Bluegrass Realty

Unlisted Address

/23
Est $272,347 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,465 Sq Ft
130 Hilltop Dr, Winchester, KY 40391

130 Hilltop Dr, Winchester, KY 40391

/41
$339,000 Pending
- 2 Beds
- 1 Bath
- 1,055 Sq Ft
1996 White Conkwright Rd, Winchester, KY 40391

Discover peaceful country living on this charming 4.17-acre farmhouse retreat that has been meticulously maintained by the same loving family for 42 years. From the moment you arrive, the welcoming covered front porch invites you to slow down and take in the serene setting. The home features two bedrooms plus an additional room that could serve as a 3rd bedroom, one full bathroom, and an

Lucy Martin Jenkins United Real Estate Bluegrass

1996 White Conkwright Rd, Winchester, KY 40391
/4
$315,000 Sold Jun 30, 2025

4550 Schollsville Rd Unit 40391, Winchester, KY 40391
Last Sold Summary
- 2 Days On Market
Last Listing Agent Mila Ensor Ensor Real Estate, LLC

4550 Schollsville Rd Unit 40391, Winchester, KY 40391

/70
Est $291,767 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,321 Sq Ft
1131 Ironworks Rd, Winchester, KY 40391

1131 Ironworks Rd, Winchester, KY 40391

/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
/2
$175,000 Sold Jan 30, 2025

27 N Burns Ave, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
Last Sold Summary
- 1% Below List Price
- $73/SF
- 0 Days On Market
Current Estimated Value $202,989

Last Listing Agent Kim Caywood The Real Estate Co.

27 N Burns Ave, Winchester, KY 40391

/26
Est $248,050 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
1124 Ironworks Rd, Winchester, KY 40391

1124 Ironworks Rd, Winchester, KY 40391

/29
$268,000
- 3 Beds
- 2 Baths
- 1,192 Sq Ft
410 Wellington Way, Winchester, KY 40391

Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated

Monica Marcum Century 21 Pinnacle

410 Wellington Way, Winchester, KY 40391
/29
$215,000 Sold Feb 21, 2025

167 E Washington St, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,763 Sq Ft
Last Sold Summary
- $122/SF
- 5 Days On Market
Current Estimated Value $233,368

Last Listing Agent Kymberly McCreary EXP Realty, LLC

167 E Washington St, Winchester, KY 40391

/41
Est $275,800 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,982 Sq Ft
273 Winn Ave, Winchester, KY 40391

273 Winn Ave, Winchester, KY 40391

/14
$129,800
- Land
- 2.3 Acres
- $56,435 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
/33
$270,000 Sold Mar 28, 2025

129 Ashley Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,884 Sq Ft
- Built 1993
Last Sold Summary
- $143/SF
- 8 Days On Market
Current Estimated Value $284,942

Last Listing Agent Audra Tate National Real Estate

129 Ashley Dr, Winchester, KY 40391

/38
Est $249,903 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
113 Mary Way, Winchester, KY 40391

113 Mary Way, Winchester, KY 40391

/2
$110,000
- 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
/3
$94,000 Sold Aug 22, 2025

2010 Athens Boonesboro Rd, Winchester, KY 40391
- Land
- 4.02 Acres
- $23,383 per Acre
Last Sold Summary
- 14% Below List Price
- 140 Days On Market
Current Estimated Value $276,625

Last Listing Agent Megan McCoy Keller Williams Legacy Group

2010 Athens Boonesboro Rd, Winchester, KY 40391

/30
Est $229,062 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,092 Sq Ft
306 Sarah Ct, Winchester, KY 40391

306 Sarah Ct, Winchester, KY 40391

/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
/21
$199,500 Sold May 09, 2025

445 Colby Ridge Blvd, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,539 Sq Ft
- Built 1998
Last Sold Summary
- $130/SF
- 3 Days On Market
Current Estimated Value $203,914

Last Listing Agent Mary Layton FC Tucker Bluegrass

445 Colby Ridge Blvd, Winchester, KY 40391

/29
Est $275,322 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
455 Greenway Dr, Winchester, KY 40391

455 Greenway Dr, Winchester, KY 40391

/2
$345,000 New Construction
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
215 Evergreen Dr, Winchester, KY 40391

Welcome to Triple Crown - a stunning proposed construction home nestled in the beautiful Locust Hill Acres community. Thoughtfully designed with an open-concept layout, this home offers 3 comfortable bedrooms, 2 full bathrooms, and versatile living spaces perfect for today's lifestyle.The expansive primary suite serves as a private sanctuary, complete with a spacious walk-in closet and a

Rex Hall United Real Estate Bluegrass

215 Evergreen Dr, Winchester, KY 40391
/17
$269,000 Sold Jan 31, 2025

129 S Highland St, Winchester, KY 40391
- 6 Beds
- 4 Baths
- 3,608 Sq Ft
- Built 1940
Last Sold Summary
- 6% Below List Price
- $75/SF
- 86 Days On Market
Current Estimated Value $290,744

Last Listing Agent Joshua Lynch The Brokerage

129 S Highland St, Winchester, KY 40391

/25
Est $270,226 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,625 Sq Ft
316 Jameson Way, Winchester, KY 40391

316 Jameson Way, Winchester, KY 40391

/3
$430,000 New Construction
- 3 Beds
- 2 Baths
- 1,855 Sq Ft
220 Evergreen Dr, Winchester, KY 40391

Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

Rex Hall United Real Estate Bluegrass

220 Evergreen Dr, Winchester, KY 40391

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