Homes in ZIP Code 40391

/7
$300,000
- Land
- 5.01 Acres
- $59,880 per Acre
3811 Combs Ferry Rd, Ford, KY 40391

Discover the perfect blend of privacy and potential on this beautiful 5-acre property located on highly desirable Combs Ferry Road in Winchester. With plenty of open, level ground, this property offers an ideal setting to build the custom home you've always envisioned while enjoying the peace and space of country living. Already in place is a 1,260-square-foot RV barn equipped with electric and

Karen Bishop Saltzman National Real Estate

3811 Combs Ferry Rd, Ford, 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 $268,492

Last Listing Agent Angela Yonts EXP Realty, LLC

6278 Irvine Rd, Winchester, KY 40391

/44
Est $187,748 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

Last Listing Agent Susan Moore Keller Williams Legacy Group

/21
$229,900
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
514 Hidden Hills Way, Winchester, KY 40391

Charming and well maintained 3 bedrooms, 2 bath home with a spacious layout and a large backyard. The primary bedroom includes a private attached bath for added comfort and convenience. The home features a generous living room that flows easily into the eat-in kitchen, creating a comfortable space for everyday living and gathering with family and friends. The kitchen offers plenty of room for

Mary Layton FC Tucker Bluegrass

514 Hidden Hills Way, 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 $193,680

Last Listing Agent Samantha Gray National Real Estate

23 Hillcrest Dr, Winchester, KY 40391

/28
Est $246,372 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
- 7% Above List Price
- $142/SF
- 95 Days On Market
Last Sold Price $231,000

Last Listing Agent Cheri Shaffer Keller Williams Commonwealth

/28
$89,900
- 3 Beds
- 2 Baths
- 1,946 Sq Ft
300 Aspen Ln, Winchester, KY 40391

Welcome home to this well-maintained 3 bedroom, 2 bathroom double wide manufactured home in Treehaven, offering close to 2,000 square feet of comfortable living space...a rare find for buyers looking for room, functionality, and flexibility. Inside, you'll love the open-concept layout that connects the large living room, kitchen, and dining area, making it ideal for both everyday living and

Christa Joynt Keller Williams Commonwealth

300 Aspen Ln, 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 $222,469

Last Listing Agent Tyler I Back The Brokerage

521 Acadia Way, Winchester, KY 40391

/27
Est $250,643 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
- $127/SF
- 41 Days On Market
Last Sold Price $249,500

Last Listing Agent Shari Frasure Keller Williams Commonwealth

/6
$204,900 Pending
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
500 Hidden Hills Way, Winchester, KY 40391

Ranch with covered porch, new roof, new appliances and countertops, new bath vanity, new professional paint job. Vaulted ceiling in the living room. Clean and ready for occupancy.

Sondra Clark Taylor Real Estate, LLC

500 Hidden Hills Way, Winchester, KY 40391
/65
$385,000 Sold Dec 11, 2025

1731 Ford Hampton Rd, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 2,111 Sq Ft
- Built 2001
Last Sold Summary
- 27% Below List Price
- $182/SF
- 157 Days On Market
Current Estimated Value $399,266

Last Listing Agent Julie Wiggington RE/MAX Creative, Winchester

1731 Ford Hampton Rd, Winchester, KY 40391

/35
Est $224,727 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
- 18% Above List Price
- $158/SF
- 24 Days On Market
Last Sold Price $189,900

Last Listing Agent Nena Honaker Tom Goebel & Company

/3
$146,000
- 3 Beds
- 1 Bath
- 1,020 Sq Ft
228 Jackson St, Winchester, KY 40391

Here's your chance to own a nice investment property. This single family home has a 3 bed 1 bath. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

David Espinosa Bluegrass Realty Pros, Inc

228 Jackson St, Winchester, KY 40391
/62
$325,000 Sold Apr 24, 2025

138 Shanahan Ln, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
- Built 1996
Last Sold Summary
- 23% Below List Price
- $172/SF
- 88 Days On Market
Current Estimated Value $330,309

Last Listing Agent Christine McDonald FC Tucker Bluegrass

138 Shanahan Ln, Winchester, KY 40391

/20
Est $192,773 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
- 17% Above List Price
- $123/SF
- 8 Days On Market
Last Sold Price $165,000

Last Listing Agent Destiny Darby Keller Williams Commonwealth

/33
$285,000
- 3 Beds
- 2 Baths
- 1,790 Sq Ft
211 Lindsey Ct, Winchester, KY 40391

Nicely updated split-level home with a large, fenced backyard, located on a quiet cul-de-sac. This energy-efficient home boasts a brand-new HVAC system, a recently replaced roof, fresh paint and stylish new LVP flooring throughout the house. The large kitchen has updated countertops and cabinets, as well as brand-new stainless steel appliances with three-year warranties. Both bathrooms have been

Lesley Ward Biederman Real Estate

211 Lindsey Ct, Winchester, KY 40391
/79
$584,900 Sold Feb 17, 2026

180 Casa Landa Way, Winchester, KY 40391
- 4 Beds
- 3.5 Baths
- 4,779 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $122/SF
- 46 Days On Market
Current Estimated Value $603,612

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

180 Casa Landa Way, Winchester, KY 40391

/35
Est $274,895 Not Listed For Sale

8 French Ave, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,769 Sq Ft
- Built 1950
8 French Ave, Winchester, KY 40391

Last Sold Summary
- 28% Above List Price
- $78/SF
- 10 Days On Market
Last Sold Price $215,000

Last Listing Agent K Lyndi Huddleston Lifstyl Real Estate

/18
$99,000
- 2 Beds
- 1 Bath
- 910 Sq Ft
114 Magnolia St, Winchester, KY 40391

Great opportunity for investors, flippers, or anyone looking for a project with tons of potential! This 2 bedroom, 1 bath home features a 2 year old roof, giving you a solid head start on future updates. With its convenient location and plenty of possibilities, this property is ready for someone to bring their vision! Selling as is. Cash or conventional financing only.

Michelle Blackburn RE/MAX Creative, Winchester

114 Magnolia St, Winchester, KY 40391
/15
$110,000 Sold Sep 04, 2025

706 Williamsburg Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 924 Sq Ft
- Built 2024
Last Sold Summary
- 21% Below List Price
- $119/SF
Current Estimated Value $115,261

Last Listing Agent Andrew Fugitt Coldwell Banker McMahan

706 Williamsburg Dr, Winchester, KY 40391

/41
Est $260,945 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
- 30% Above List Price
- $59/SF
- 10 Days On Market
Last Sold Price $200,000

Last Listing Agent Michelle Blackburn RE/MAX

/9
$1,350,000
- Land
- 3.02 Acres
- $447,020 per Acre
155 April Way, Winchester, KY 40391

Ideally located along the heart of Bypass Road (ADT: 24,801) in Winchester, Kentucky between and surrounding Kroger and Walmart shopping centers. These lots are offered as 1+ acres and may be subdivided.Winchester, KY is the county seat of Clark County, KY and is part of the Lexington-Fayette KY Metropolitan Statistical Area, and is supported by such industries such as Amazon, Ale-8-One,

Greg Leveridge Block + Lot Real Estate

155 April Way, Winchester, KY 40391
/30
$185,000 Sold Feb 06, 2026

40 Garner St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,354 Sq Ft
- Built 1950
Last Sold Summary
- 16% Below List Price
- $137/SF
- 217 Days On Market
Current Estimated Value $195,036

Last Listing Agent Nicole Seals Guide Realty, Inc.

40 Garner St, Winchester, KY 40391

/24
Est $186,716 Not Listed For Sale

54 Winn Ave, Winchester, KY 40391
- 5 Beds
- 2 Baths
- 1,530 Sq Ft
- Built 1940
54 Winn Ave, Winchester, KY 40391

Last Sold Summary
- 4% Above List Price
- $118/SF
- 90 Days On Market
Last Sold Price $180,000

Last Listing Agent Lukas Owens The Brokerage

/2
$100,000
- Land
- 0.31 Acre
- $322,581 per Acre
215 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

215 Duclair Dr, Winchester, KY 40391
/19
$189,000 Sold Mar 03, 2026

111 Quail Ridge Rd, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 1,197 Sq Ft
- Built 1994
Last Sold Summary
- $158/SF
- 5 Days On Market
Current Estimated Value $190,861

Last Listing Agent Kim Dice EXP Realty, LLC

111 Quail Ridge Rd, Winchester, KY 40391

/33
Est $256,776 Not Listed For Sale

144 E Broadway St, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,544 Sq Ft
- Built 1930
144 E Broadway St, Winchester, KY 40391

Last Sold Summary
- 25% Above List Price
- $81/SF
- 119 Days On Market
Last Sold Price $205,000

Last Listing Agent Thomas Harper Tom Harper and Associates

/65
$667,700 Pending
- 5 Beds
- 4.5 Baths
- 4,712 Sq Ft
20 Stoney Brook Dr, Winchester, KY 40391

Welcome to 20 Stoney Brook Drive. Step into luxury with this meticulously maintained executive home where no expense has been spared and every detail has been thoughtfully curated. Offering 5 bedrooms and 4.5 baths, a walk-out basement, this stunning residence features a grand two-story foyer that sets the tone for the elegance found throughout. Entering the home on the right, you will find a

Lucy Martin Jenkins United Real Estate Bluegrass

20 Stoney Brook Dr, Winchester, KY 40391
/35
$244,000 Sold Mar 09, 2026

426 Paisley Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,641 Sq Ft
- Built 2004
Last Sold Summary
- $149/SF
- 2 Days On Market
Current Estimated Value $248,226

Last Listing Agent Lura Justice Rector Hayden Realtors

426 Paisley Ct, Winchester, KY 40391

/17
Est $302,181 Not Listed For Sale

129 S Highland St, Winchester, KY 40391
- 6 Beds
- 4 Baths
- 3,608 Sq Ft
- Built 1940
129 S Highland St, Winchester, KY 40391

Last Sold Summary
- 12% Above List Price
- $75/SF
- 86 Days On Market
Last Sold Price $269,000

Last Listing Agent Joshua Lynch The Brokerage

/34
$275,700
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
404 Wellington Way, Winchester, KY 40391

This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics

Craig Bridgewater Bridgewater Real Estate

404 Wellington Way, Winchester, KY 40391
/2
$160,000 Sold Sep 19, 2025

8 Village Dr, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,414 Sq Ft
- Built 1970
Last Sold Summary
- 9% Below List Price
- $113/SF
- 0 Days On Market
Current Estimated Value $277,853

Last Listing Agent Joyce Ratliff Tom Goebel & Company

8 Village Dr, Winchester, KY 40391

/17
Est $171,310 Not Listed For Sale

21 Franklin Ave, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,006 Sq Ft
- Built 1940
21 Franklin Ave, Winchester, KY 40391

Last Sold Summary
- 32% Above List Price
- $129/SF
- 1 Day On Market
Last Sold Price $130,000

Last Listing Agent Austin Polley The Polley Group

/2
$100,000
- Land
- 0.32 Acre
- $312,500 per Acre
155 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

155 Duclair Dr, Winchester, KY 40391
/22
$193,000 Sold Jun 06, 2025

116 Linden Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,164 Sq Ft
- Built 1945
Last Sold Summary
- 2% Below List Price
- $166/SF
- 3 Days On Market
Current Estimated Value $199,117

Last Listing Agent Jeremy Perryman United Real Estate Bluegrass

116 Linden Ave, Winchester, KY 40391

/23
Est $176,903 Not Listed For Sale

353 E Broadway St, Winchester, KY 40391
- 4 Beds
- 2 Baths
- 1,905 Sq Ft
- Built 1940
353 E Broadway St, Winchester, KY 40391

Last Sold Summary
- 168% Above List Price
- $35/SF
- 1 Day On Market
Last Sold Price $66,000

Last Listing Agent Keith Wilson Coldwell Banker McMahan

/47
$499,000
- 5 Beds
- 3.5 Baths
- 3,823 Sq Ft
595 Earlymeade Dr, Winchester, KY 40391

Entertaining the idea of entertaining family and friends? Looking for space for living the good life in a fun house in a great neighborhood? Then look no further. This house is ready for you to make it your new home. Located in the desirable neighborhood of Earlymeade, this house is minutes from the Winchester Bypass, I- 64 corridor and the Hamburg area of Lexington. Along with 5 bedrooms and 3.5

Craig Bridgewater Bridgewater Real Estate

595 Earlymeade Dr, Winchester, KY 40391
/19
$220,000 Sold Apr 23, 2025

112 Central Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $183/SF
- 1 Day On Market
Current Estimated Value $227,614

Last Listing Agent Nena Honaker Tom Goebel & Company

112 Central Ave, Winchester, KY 40391

/32
Est $189,140 Not Listed For Sale

230 Winn Ave, Winchester, KY 40391
- 4 Beds
- 1.5 Baths
- 1,400 Sq Ft
- Built 1940
230 Winn Ave, Winchester, KY 40391

Last Sold Summary
- 5% Above List Price
- $128/SF
- 73 Days On Market
Last Sold Price $179,500

Last Listing Agent Cindy Walker Sandy Stuart Realty

/15
$600,000
- 8 Beds
- 4 Baths
- 5,046 Sq Ft
101 S Burns Ave Unit 1,2,3,4, Winchester, KY 40391

Step into a rare investment opportunity in the heart of downtown Winchester! This beautifully renovated 4-plex offers charm, space, and convenience — all within a fully restored historic building. Each of the four spacious units boasts approximately 1,296 sq ft, blending timeless character with modern updates. The entire property has been thoughtfully renovated in 2021, including a brand-new

Priya Patel-Rossetti Big Blue Realty

101 S Burns Ave Unit 1,2,3,4, Winchester, KY 40391

Showing Results 481 - 520, Page 13 of 18

Kentucky Clark County Winchester 40391

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