Homes in ZIP Code 40391

/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
/2
$165,000 Sold May 30, 2025

Unlisted Address
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1988
Last Sold Summary
- $138/SF
Current Estimated Value $173,092

Last Listing Agent Null Non-Member Non-Member Office

Unlisted Address

/31
Est $236,064 Not Listed For Sale

121 Summerhill Way, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,302 Sq Ft
- Built 2002
121 Summerhill Way, Winchester, KY 40391

Last Sold Summary
- 21% Above List Price
- $150/SF
- 70 Days On Market
Last Sold Price $195,000

Last Listing Agent Peter doCouto Plum Tree Realty

/47
$452,500
- 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
/44
$310,000 Sold Jun 27, 2025

2482 Mina Station Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,756 Sq Ft
- Built 1962
Last Sold Summary
- $177/SF
- 24 Days On Market
Current Estimated Value $313,620

Last Listing Agent Stephanie Hacker Kentucky Residential Real Estate, LLC

2482 Mina Station Rd, Winchester, KY 40391

/23
Est $262,810 Not Listed For Sale

302 Salem Ave, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,490 Sq Ft
- Built 2001
302 Salem Ave, Winchester, KY 40391

Last Sold Summary
- 3% Above List Price
- $171/SF
- 34 Days On Market
Last Sold Price $255,000

Last Listing Agent Emily Donaldson Keller Williams Commonwealth

/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
/54
$1,546,482 Sold Apr 02, 2025

118 Bella Shae Way, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,220 Sq Ft
- Built 2024
Last Sold Summary
- 62% Above List Price
- $480/SF
- 0 Days On Market
Current Estimated Value $1,009,643

Last Listing Agent Shane Underwood Keller Williams Commonwealth

118 Bella Shae Way, Winchester, KY 40391

/20
Est $252,785 Not Listed For Sale

208 Bracken Ct, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 2002
208 Bracken Ct, Winchester, KY 40391

Last Sold Summary
- 15% Above List Price
- $163/SF
- 0 Days On Market
Last Sold Price $220,000

Last Listing Agent Nicholas Ratliff The LEXpert

/22
$221,500 Pending
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
443 Jameson Way, Winchester, KY 40391

This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

Tyler I Back The Brokerage

443 Jameson Way, Winchester, KY 40391
/12
$75,000 Sold Jun 17, 2025

120 Jacob Ct, Winchester, KY 40391
- Land
- 0.55 Acre
- $136,364 per Acre
Last Sold Summary
- 32% Below List Price
- 210 Days On Market
Current Estimated Value $77,257

Last Listing Agent Keith Wilson Coldwell Banker McMahan

120 Jacob Ct, Winchester, KY 40391

/37
Est $292,536 Not Listed For Sale

311 Fern Ct, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,326 Sq Ft
- Built 1999
311 Fern Ct, Winchester, KY 40391

Last Sold Summary
- 2% Below List Price
- $128/SF
- 8 Days On Market
Last Sold Price $298,000

Last Listing Agent Robyn Bradley Woods Realty Group

/28
$298,900 Pending
- 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
/51
$428,000 Sold Sep 04, 2025

17 Hampton Ave, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 3,181 Sq Ft
- Built 1960
Last Sold Summary
- 4% Below List Price
- $135/SF
- 34 Days On Market
Current Estimated Value $426,622

Last Listing Agent Craig Bridgewater Bridgewater Real Estate

17 Hampton Ave, Winchester, KY 40391

/49
Est $293,451 Not Listed For Sale

317 Fern Ct, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,588 Sq Ft
- Built 1999
317 Fern Ct, Winchester, KY 40391

Last Sold Summary
- 7% Above List Price
- $173/SF
- 0 Days On Market
Last Sold Price $275,500

Last Listing Agent Sherry Stephens Murphy Realty Group

/55
$679,500 Open Sat 1PM - 3PM
- 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
/26
$239,500 Sold Jul 15, 2025

129 Bay Hill Dr, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 2,017 Sq Ft
- Built 1998
Last Sold Summary
- 2% Below List Price
- $119/SF
- 26 Days On Market
Current Estimated Value $238,730

Last Listing Agent Vickie Skeens RE/MAX Elite Lexington

129 Bay Hill Dr, Winchester, KY 40391

/75
Est $275,846 Not Listed For Sale

314 Fern Ct, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,844 Sq Ft
- Built 1999
314 Fern Ct, Winchester, KY 40391

Last Sold Summary
- $150/SF
- 23 Days On Market
Last Sold Price $276,000

Last Listing Agent Sherry Stephens Murphy Realty Group

/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
/34
$380,000 Sold Nov 21, 2025

110 Hampton Avenue Exd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,516 Sq Ft
Last Sold Summary
- 1% Above List Price
- $151/SF
- 5 Days On Market
Current Estimated Value $373,324

Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

110 Hampton Avenue Exd, Winchester, KY 40391

/23
Est $169,860 Not Listed For Sale

464 Ecton Rd, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,330 Sq Ft
- Built 1910
464 Ecton Rd, Winchester, KY 40391

Last Sold Summary
- 118% Above List Price
- $59/SF
- 3 Days On Market
Last Sold Price $78,000

Last Listing Agent Darrell Lewis DIY Flat Fee.com

/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
/30
$289,100 Sold Nov 03, 2025

223 Bartram Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,606 Sq Ft
- Built 2004
Last Sold Summary
- $180/SF
- 46 Days On Market
Current Estimated Value $287,106

Last Listing Agent Jennifer Parsons RE/MAX Elite Lexington

223 Bartram Ct, Winchester, KY 40391

/35
Est $235,706 Not Listed For Sale

1896 Mount Sterling Rd, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 1,942 Sq Ft
- Built 1960
1896 Mount Sterling Rd, Winchester, KY 40391

Last Sold Summary
- 10% Above List Price
- $111/SF
- 10 Days On Market
Last Sold Price $215,000

Last Listing Agent Keith Wilson Coldwell Banker McMahan

/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
/42
$400,000 Sold Dec 05, 2025

210 College St, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 2,718 Sq Ft
- Built 1895
Last Sold Summary
- 5% Below List Price
- $147/SF
- 59 Days On Market
Current Estimated Value $395,211

Last Listing Agent Erin Lewis Christies International Real Estate Bluegrass

210 College St, Winchester, KY 40391

/35
Est $395,546 Not Listed For Sale

2195 Pretty Run Rd, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,062 Sq Ft
- Built 2000
2195 Pretty Run Rd, Winchester, KY 40391

Last Sold Summary
- 10% Above List Price
- $175/SF
- 46 Days On Market
Last Sold Price $360,000

Last Listing Agent Josh Wood Freedom Realty & Property Management

/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
/64
$360,000 Sold Oct 17, 2025

309 Gallahadion Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,920 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $188/SF
- 60 Days On Market
Current Estimated Value $362,790

Last Listing Agent Josh Wood Freedom Realty & Property Management

309 Gallahadion Ct, Winchester, KY 40391

/38
Est $300,022 Not Listed For Sale

3635 Jackson Ferry Rd, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 2,201 Sq Ft
- Built 1920
3635 Jackson Ferry Rd, Winchester, KY 40391

Last Sold Summary
- 7% Above List Price
- $127/SF
- 17 Days On Market
Last Sold Price $279,900

Last Listing Agent Betsy Brown United Real Estate Bluegrass

/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
/23
$130,000 Sold Apr 24, 2025

103 Gary Ct, Winchester, KY 40391
- 2 Beds
- 1.5 Baths
- 1,008 Sq Ft
Last Sold Summary
- 7% Below List Price
- $129/SF
- 13 Days On Market
Current Estimated Value $144,500

Last Listing Agent Dawn Wheeler United Real Estate Bluegrass

103 Gary Ct, Winchester, KY 40391

/105
Est $668,105 Not Listed For Sale

1039 Cole Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,557 Sq Ft
- Built 1977
1039 Cole Rd, Winchester, KY 40391

Last Sold Summary
- 7% Below List Price
- $281/SF
- 11 Days On Market
Last Sold Price $719,000

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
/64
$415,000 Sold Feb 25, 2026

1857 Ironworks Rd, Winchester, KY 40391
- 5 Beds
- 2.5 Baths
- 2,924 Sq Ft
- Built 1865
Last Sold Summary
- 3% Below List Price
- $142/SF
- 70 Days On Market
Current Estimated Value $413,670

Last Listing Agent Meredith Walker Bluegrass Sotheby's International Realty

1857 Ironworks Rd, Winchester, KY 40391

/17
Est $435,535 Not Listed For Sale

420 Fairholme Way, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 3,183 Sq Ft
- Built 2022
420 Fairholme Way, Winchester, KY 40391

Last Sold Summary
- 20% Below List Price
- $171/SF
- 237 Days On Market
Last Sold Price $544,000

Last Listing Agent Vickie Skeens RE/MAX

/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
/23
$225,000 Sold Aug 21, 2025

26 Stefanie Ct, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,080 Sq Ft
- Built 1972
Last Sold Summary
- $208/SF
- 12 Days On Market
Current Estimated Value $225,350

Last Listing Agent Alyssa M Boley Coldwell Banker McMahan

26 Stefanie Ct, Winchester, KY 40391

/44
Est $359,955 Not Listed For Sale

207 Citation Ct, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,304 Sq Ft
- Built 2005
207 Citation Ct, Winchester, KY 40391

Last Sold Summary
- 14% Above List Price
- $95/SF
- 6 Days On Market
Last Sold Price $315,000

Last Listing Agent Megan McCoy Keller Williams Legacy Group

/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

Showing Results 361 - 400, Page 10 of 18

Kentucky Clark County Winchester 40391

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