Winchester, KY Homes

/103
$2,650,000
- 6 Beds
- 5.5 Baths
- 7,274 Sq Ft
5045 Van Meter Rd, Winchester, KY 40391

Welcome to a truly exceptional 10-acre estate, where luxury and nature converge. This custom-built, three-story home, completed in 2006 , offers 7274 sq ft of meticulously designed living space. With 6 bedrooms and 5.5 bathrooms, there's ample room for family and guests. The impressive 2432 sq ft, temperature-controlled 5-car garage provides extensive space for vehicles and hobbies. Beyond the

The Prather Team - Michael Prather Keller Williams Bluegrass Realty

5045 Van Meter Rd, Winchester, KY 40391
/44
$310,000 Sold Jun 27, 2025
- 1,756 Sq Ft
- $177/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
2482 Mina Station Rd, Winchester, KY 40391

Move in Ready! 3 bedroom 2 full bath. Gorgeous updated kitchen with TONS of cabinet space, stainless steel appliances, and added additional cabinets with buffet space for prepartion or serving. Side entrance door with mud room area. Large dinning room with added storage and counter top space and an abundance of window light. Both bathrooms have been updated with new vanities and fixtures and

Stephanie Hacker Kentucky Residential Real Estate, LLC

2482 Mina Station Rd, Winchester, KY 40391

/31
Est $230,799 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,302 Sq Ft
121 Summerhill Way, Winchester, KY 40391

121 Summerhill Way, Winchester, KY 40391

/52
$529,900
- 4 Beds
- 2 Baths
- 2,940 Sq Ft
5515 Van Meter Rd, Winchester, KY 40391

Welcome to your dream home, perfectly nestled in a highly desired location. This stunning property spans a generous 5 acres, offering an idyllic setting for homesteading. Experience the best of country living with the convenience of nearby amenities.The home boasts beautiful views that will take your breath away every morning. Imagine waking up to the serene beauty of nature, right at

Robyn Bradley Woods Realty Group

5515 Van Meter Rd, Winchester, KY 40391
/75
$315,000 Sold Jun 27, 2025
- 1,848 Sq Ft
- $170/SF
- 46 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1991
408 Calmes Blvd, Winchester, KY 40391

This lovely two story home is waiting for your family to call it home! Situated in the family friendly Calmes Estates subdivision, this home includes 3 bedrooms and two full baths on the second floor, with plenty of comfortable living space on the first floor. In the front great room, natural lighting from the picture windows glows on the hardwood floors. A step around the corner into the kitchen

Josh Wood Freedom Realty & Property Management

408 Calmes Blvd, Winchester, KY 40391

/30
Est $248,596 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,462 Sq Ft
304 Salem Ave, Winchester, KY 40391

304 Salem Ave, Winchester, KY 40391

/92
$1,200,000
- 5 Beds
- 7 Baths
- 8,236 Sq Ft
6237 Bybee Rd, Winchester, KY 40391

Step into timeless elegance with this breathtaking modern Victorian-style masterpiece, perfectly positioned on 4.39 acres with panoramic views of sunrises, sunsets, and distant mountains. Designed and built by Tom Padgett, this home is rich in character and detail—from hand-hewn wood beam ceilings to Waterford crystal chandeliers. The grand 2-story foyer welcomes you into a flowing layout that

Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

6237 Bybee Rd, Winchester, KY 40391
/44
$315,000 Sold Jun 27, 2025
- 2,459 Sq Ft
- $128/SF
- 70 Days On Market
- 3 Beds
- 2 Baths
- Built 1981
43 Skylark Dr, Winchester, KY 40391

Discover this inviting 3-bedroom, 2-bath ranch-style home with a 2 car garage on a half acre lot! This well-maintained home offers comfort, convenience, and plenty of flexible space both inside and out. There are multiple rooms that can be used as a main living room, family room, home office, or kids playroom. Additional features include vinyl plank floors, a newer roof, a cozy gas fireplace, and

Chad Bowman The Brokerage

43 Skylark Dr, Winchester, KY 40391

/16
Est $259,995 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,276 Sq Ft
424 Waycross Dr, Winchester, KY 40391

424 Waycross Dr, Winchester, KY 40391

/19
$135,000
- Land
- 4.01 Acres
- $33,666 per Acre
1940 Athens Boonesboro Rd, Winchester, KY 40391

Escape to tranquility with this beautiful 4-acre lot in Clark County, offering the perfect setting to build your dream home. Tucked away on a quiet road, this property is surrounded by expansive farmland, ensuring ultimate privacy and peaceful living. A serene pond adds to the charm, providing a perfect spot to relax and enjoy the natural beauty of the land. This lot sits directly across from the

Laura Sizemore Kentucky Land and Home

1940 Athens Boonesboro Rd, Winchester, KY 40391
/41
$272,000 Sold Jun 26, 2025
- 1,404 Sq Ft
- $194/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
205 Beaumont Place, Winchester, KY 40391

Immaculate 3-Bedroom Gem in Winchester! Step into this beautifully maintained 3-bedroom, 2-bath home where charm meets functionality. Gleaming hardwood floors and stylish LVP tile create a seamless flow throughout the living spaces. The fully fenced backyard offers a private oasis ideal for entertaining, relaxing, or play. Need extra space? The detached garage is perfect for a workshop, storage,

Terry Billiter Premier Property Consultants

205 Beaumont Place, Winchester, KY 40391

/20
Est $250,768 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
208 Bracken Ct, Winchester, KY 40391

208 Bracken Ct, Winchester, KY 40391

/56
$475,000
- 8 Beds
- 5 Baths
- 3,845 Sq Ft
1731 Ford Hampton Rd, Winchester, KY 40391

*NEW PAINT and FLOORING* This spacious property offers exceptional value and strong potential in a sought-after area.The main house has been freshly painted and brand new flooring throughout. Versatile Home on 5.47 Acres with Horse Barn & Multi-Unit Living.Welcome to your private hilltop retreat with panoramic mountain views. This property blends flexibility, privacy, and income

Julie Wiggington RE/MAX Creative, Winchester

1731 Ford Hampton Rd, Winchester, KY 40391
/21
$220,000 Sold Jun 26, 2025
- 1,120 Sq Ft
- $196/SF
- 72 Days On Market
- 3 Beds
- 2 Baths
- Built 1996
520 Barlow Dr, Winchester, KY 40391

Newly renovated home just waiting for a new owner. This 3 bedroom, 2 full bath home features all new appliances, new flooring, new paint, new roof, and much, much more. The fenced back yard is perfect for your children whether they be 2 legged or 4 legged. Located in Holiday Hills close to shopping, schools, parks, and medical care. Call your lender today to see if you qualify for the Welcome

Keith Wilson Coldwell Banker McMahan

520 Barlow Dr, Winchester, KY 40391

/41
Est $262,560 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,296 Sq Ft
109 Eastridge Dr, Winchester, KY 40391

109 Eastridge Dr, Winchester, KY 40391

/42
$259,900
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
9 Apache Trail, Winchester, KY 40391

Beautiful remodeled move-in ready four bedroom, 2 full bath split foyer. Here are some of the updates: New LVP floors throughout entire home. New carpet on the stairs. New paint throughout home. New fan with remote in living room. Range dishwasher, & new refrigerator stay. New mirrors and lights above them in both baths. New garage door and garage door opener (with 2-year warranty). One side of

Joyce Ratliff Tom Goebel & Company

9 Apache Trail, Winchester, KY 40391
/24
$203,000 Sold Jun 23, 2025
- 1,289 Sq Ft
- $157/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1990
502 Corley Ln, Winchester, KY 40391

You have found your 'perfect ranch'! Larger than most in the neighborhood, this 3/4 bedroom home has been very well kept and nicely updated. Under the 2 yr old roof you will find a very comfortable home with much new paint, just 1 yr old appliances, 2yr old roof and a ONE WEEK OLD HVAC system! With three bedrooms, two full baths and a bonus/4th bedroom, it will comfortably fit today's families.

Peter doCouto Plum Tree Realty

502 Corley Ln, Winchester, KY 40391

/49
Est $311,741 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,588 Sq Ft
317 Fern Ct, Winchester, KY 40391

317 Fern Ct, Winchester, KY 40391

/26
$219,900
- 3 Beds
- 1 Bath
- 1,354 Sq Ft
40 Garner St, Winchester, KY 40391

Charming & Updated Home in College Park! This beautifully renovated 3-bedroom, 1-bath home in Winchester blends timeless charm with modern updates. Featuring new roof electrical, plumbing, kitchen, flooring, bathroom, fresh paint, and brand-new appliances, this home is truly move-in ready. Situated on a spacious corner lot, it offers ample parking with a rare 3-car garage—perfect for storage or a

Chaney Hughes Guide Realty, Inc.

40 Garner St, Winchester, KY 40391
/36
$300,000 Sold Jun 23, 2025
- 2,019 Sq Ft
- $149/SF
- 1 Day On Market
- 4 Beds
- 4 Baths
- Built 1969
13 Shelley Dr, Winchester, KY 40391

Gorgeous One Owner, Brick Ranch, On Basement! Meticulously Well Kept, Offering Gleaming Original Hardwoods And Fresh Paint Throughout! This 4 Bedroom, 2 1/2 Bath Home, Located In Holidays Hills Subdivision, Has Had Many Upgrades/ Additions Over The Years. Including An Updated Kitchen, Boasting Beautiful New Granite Countertops, Backsplash, Tile And Stainless Appliances! New Flooring In The

Melissa Brown Keller Williams Legacy Group

13 Shelley Dr, Winchester, KY 40391

/14
Est $245,696 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,092 Sq Ft
126 Spring Ridge Way, Winchester, KY 40391

126 Spring Ridge Way, Winchester, KY 40391

/32
$259,900
- 3 Beds
- 2 Baths
- 1,904 Sq Ft
528 Estes Dr, Winchester, KY 40391

Don't miss out on seeing this 3/2 brick ranch home in a convenient location to shopping, dining, parks, pool and more. Large open family room and kitchen with bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. This home is complete with an Aurora above ground pool for all the summer fun. The seller has already planted garden

Josh Wood Freedom Realty & Property Management

528 Estes Dr, Winchester, KY 40391
/22
$165,000 Sold Jun 23, 2025
- 1,134 Sq Ft
- $146/SF
- 0 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1999
515 Colby Ridge Blvd, Winchester, KY 40391

This two bedroom, 2.5 bath townhome is located in the Colby Ridge subdivision, conveniently situated near shops, restaurants just off the bypass and minutes from I-64. The bedrooms offer ample space, while the spacious living room and eat-in kitchen provide a welcoming atmosphere. Out back, you'll find a covered patio, perfect for outdoor moments.

Cathleen Gedeon CENTURY 21 Advantage Realty

515 Colby Ridge Blvd, Winchester, KY 40391

/23
Est $102,263 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,330 Sq Ft
464 Ecton Rd, Winchester, KY 40391

464 Ecton Rd, Winchester, KY 40391

/24
$280,000
- 3 Beds
- 2 Baths
- 1,306 Sq Ft
110 Albany Ln, Winchester, KY 40391

Lovely one level brick ranch on a corner lot conveniently located in the Meadows just off of McClure Rd. 3 bedroom, 2 full bath with a beautiful yard and a storage building out back.

Jason Townsend Kentucky Residential Real Estate, LLC

110 Albany Ln, Winchester, KY 40391
/41
$650,000 Sold Jun 23, 2025
- 3,007 Sq Ft
- $216/SF
- 15 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2002
357 Wades Mill Rd, Winchester, KY 40391

Privacy, tranquil setting, & spectacular views mark this immaculate custom build, one owner, 4 bedroom, 4 bath, story and half brick on 5-manicured acres in Clark County. Centrally located minutes from I-64 with easy access to Lexington & surrounding communities, this well-planned home offers first floor primary suite & walk-in closets, 10 ft ceilings (most), crown moldings first floor, brick

Emily Belcher Rector Hayden Realtors

357 Wades Mill Rd, Winchester, KY 40391

/61
Est $444,712 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,016 Sq Ft
6961 Bybee Rd, Winchester, KY 40391

6961 Bybee Rd, Winchester, KY 40391

/43
$270,000
- 4 Beds
- 2 Baths
- 1,539 Sq Ft
2832 Two Mile Rd, Winchester, KY 40391

Brand new 4 Bedroom 2 bath home on an acre lot. Home features Master Bedroom suite, separate utility room, new front and back decks to enjoy your peace and quiet. Other features are new fencing and new septic tank. Move-in ready. Close to shopping and restaurants, less than 4 miles. 13 miles to I-75 and 6 miles to I-64. Within 30 minutes to Richmond and Hamburg area of Lexington.

Robin Horn Keller Williams Commonwealth

2832 Two Mile Rd, Winchester, KY 40391
/24
$185,000 Sold Jun 23, 2025
- 1,044 Sq Ft
- $177/SF
- 23 Days On Market
- 3 Beds
- 1 Bath
- Built 1990
605 Dixiana Dr, Winchester, KY 40391

This nice brick ranch will make someone a great home. New flooring throughout. Roof and water heater just 2 years old. Home is located close to downtown Winchester and the new Bypass. Schedule a tour before this beauty is gone.

Dale Hatton Dream Maker Realty, LLC

605 Dixiana Dr, Winchester, KY 40391

/71
Est $385,080 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,520 Sq Ft
7064 Bybee Rd, Winchester, KY 40391

7064 Bybee Rd, Winchester, KY 40391

/5
$95,000
- Land
- 1 Acre
- $95,000 per Acre
1730 Mcclure Rd, Winchester, KY 40391

Awesome property, just waiting for you to build your perfect home, ready to fulfill your dreams, great area close to everything.Seller will run the water line to the propertyLots One and Two have entrances beside each other, shown on plat

Mila Ensor Ensor Real Estate, LLC

1730 Mcclure Rd, Winchester, KY 40391
/43
$485,000 Sold Jun 23, 2025
- 2,414 Sq Ft
- $201/SF
- 55 Days On Market
- 3 Beds
- 2 Baths
- Built 2017
430 Fairholme Way, Winchester, KY 40391

Nestled in the serene landscape of Kentucky, is this stunning 1 1/2 story brick home. It offers the perfect blend of elegance and modern comfort. This inviting home offers a timeless appeal that harmonizes beautifully with the tranquil surroundings. It's located on the outskirts of town, in a quiet neighborhood, making it the perfect retreat from the hustle and bustle of life. It's perfect

Robyn Bradley Woods Realty Group

430 Fairholme Way, Winchester, KY 40391

/105
Est $707,051 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,557 Sq Ft
1039 Cole Rd, Winchester, KY 40391

1039 Cole Rd, Winchester, KY 40391

/4
$85,000
- Land
- 1.09 Acres
- $77,982 per Acre
1700 Mcclure Rd, Winchester, KY 40391

Awesome property, just waiting for you to build your perfect home, ready to fulfill your dreams, great area close to everything.Seller will run the water line to the propertyLots One and Two have entrances beside each other, shown on plat

Mila Ensor Ensor Real Estate, LLC

1700 Mcclure Rd, Winchester, KY 40391
/26
$239,900 Sold Jun 23, 2025
- 1,878 Sq Ft
- $128/SF
- 74 Days On Market
- 3 Beds
- 2 Baths
- Built 1920
134 Boone Ave, Winchester, KY 40391

Step into this inviting home at 134 Boone Avenue, where timeless charm and thoughtful details create a warm and welcoming atmosphere. The classic front porch sets the tone, while inside, vintage wood floors, beautiful foyer, and large windows flood each room with natural light. The spacious living room has a cozy, intimate feel, perfect for family gatherings or quiet nights in. A delightful

Steve Lindsey CENTURY 21 Commonwealth Real Estate

134 Boone Ave, Winchester, KY 40391

/17
Est $506,689 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,183 Sq Ft
420 Fairholme Way, Winchester, KY 40391

420 Fairholme Way, Winchester, KY 40391

/3
$125,000
- Land
- 10.27 Acres
- $12,171 per Acre
4150 Schollsville Rd, Winchester, KY 40391

This land located in the center of hunting paradise, where nature excels her beauty, a place for you to build your perfect home,10.27acres, call todayCity water is East Clark Water and it is across road, as per the seller back of property has a fence that is not true to the property lineThe gate next to this acreage is not on this property, look for the orange markers on the front

Mila Ensor Ensor Real Estate, LLC

4150 Schollsville Rd, Winchester, KY 40391
/23
$184,900 Sold Jun 20, 2025
- 1,056 Sq Ft
- $175/SF
- 2 Days On Market
- 2 Beds
- 1.5 Baths
- Built 2000
324 Essex Ct, Winchester, KY 40391

If you've been searching for a place that just feels right—whether it's your first home or time to simplify—324 Essex Ct might be exactly what you've been waiting for. Tucked at the end of a quiet cul-de-sac, this home offers comfort, charm, and a layout that makes everyday life easy.Inside, the main level welcomes you with updated flooring, a cozy living area, and a bright eat-in kitchen

Kymberly McCreary EXP Realty, LLC

324 Essex Ct, Winchester, KY 40391

/44
Est $395,343 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,304 Sq Ft
207 Citation Ct, Winchester, KY 40391

207 Citation Ct, Winchester, KY 40391

/9
$206,000
- Land
- 7.77 Acres
- $26,512 per Acre
Unlisted Address

Build your dream home on this gorgeous 7.77-acre lot on Flannagan Station Road in Winchester. Offering a quiet, country setting with gently rolling land, this property is ideal for a custom home, hobby farm, or simply extra space to enjoy. Plenty of room for a house, garden, or recreational use, with beautiful views all around. Located just minutes from the Winchester Bypass for an easy commute

Shari Frasure Keller Williams Commonwealth

Unlisted Address

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Kentucky Clark County Winchester

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