Homes for Sale in Winchester KY

Excellent location on the By-Pass in Winchester.  Large office building that is one unit but could be converted back to 3 units.  11 private offices on main floor with 2 conference rooms.  Upstairs has large rooms as well as private offices..

Winchester Homes |

MLS #24009769

Other

$825,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 1 Acres Lot

920 ByPass Road, Winchester, KY 40391 Clark County

Listing Details & Photos
Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the....

Winchester Homes |

MLS #24009597

Single Family Residence

$3,500,000 | Active Home listing

8 Beds | 8 Baths | 12,702 Sqft | 35 Acres Lot

4664 Lexington Road, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the....

Winchester Homes |

MLS #24009605

Farm

$3,500,000 | Active Home listing

8 Beds | 8 Baths | 0 Sqft | 35 Acres Lot

4664 Lexington Road, Winchester, KY 40391 Clark County

Farm Details & Photos
Build to suit on this lot located in the Bradley Place subdivision close to restaurants, shopping, and much more..

Winchester Homes |

MLS #24009694

Other

$25,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 0 Acres Lot

215 Connie Lane, Winchester, KY 40391 Clark County

Listing Details & Photos
Charming Craftsman-Style Home Featuring 3 Bedrooms, 2 Full and 1 Half Baths, and 1 Car Garage.  The Main Floor of this Home Features and Open Concept Family Room, Kitchen & Dining, a Half Bath, Stainless Steel Applicances, & LVP Flooring.  Head....

Winchester Homes |

MLS #24009417

Single Family Residence

$249,900 | Active Home listing

3 Beds | 3 Baths | 1,648 Sqft | 0 Acres Lot

309 Buffalo Trace, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Come see this completely remodeled home in downtown Winchester! This unique property boasts a long list of updates including new, flooring, windows, appliances and much more. The home has a welcoming and open layout providing friendly and usable....

Winchester Homes |

MLS #24009018

Single Family Residence

$200,000 | Active Home listing

5 Beds | 2 Baths | 1,530 Sqft | 0 Acres Lot

54 Winn Avenue, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Looking for that perfect spot to build your dream home? These 2 beautiful lots, a 2.336 acre parcel (Lot 5) and a 1.722 acre parcel (Lot 6), might be just what you're looking for. The property is located in the new rural subdivision called....

Winchester Homes |

MLS #24008145

Other

$150,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 4 Acres Lot

12591- 12651 Ironworks Road, Winchester, KY 40391 Clark County

Listing Details & Photos
Welcome to the cozy country house. There is plenty of room on this 5.72 acre mini farm that is at the end of the road. The farmhouse has three bedrooms, two full baths, three fireplaces and an in ground pool. When you come through the front door,....

Winchester Homes |

MLS #24008060

Single Family Residence

$579,500 | Active Home listing

3 Beds | 2 Baths | 2,120 Sqft | 6 Acres Lot

485 McCullough Lane, Winchester, KY 40391 Clark County

Real Estate Details & Photos
This  three bedroom Ranch home has one and 1/2 baths,a large family room with a fireplace, has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliances ,It also has a large work shop..

Winchester Homes |

MLS #24007633

Single Family Residence

$245,000 | Active Home listing

3 Beds | 2 Baths | 1,422 Sqft | 0 Acres Lot

142 Sunset Heights, Winchester, KY 40391 Clark County

Real Estate Details & Photos
This stunningly updated home is situated in the comfortable and desirable Hampton Manor subdivision right in the heart of Winchester. From the moment you pull into the driveway, you'll notice the impeccably landscaped yard and beautiful covered....

Winchester Homes |

MLS #24007103

Single Family Residence

$499,900 | Active Home listing

3 Beds | 3 Baths | 3,148 Sqft | 0 Acres Lot

42 Mockingbird Valley Road, Winchester, KY 40391 Clark County

Real Estate Details & Photos
This is to be sold with 255 Connie Lane.  Total acreage is 4 +/- acres.  This parcel is located at the end of Dixon Way and 255 Connie Lane is located at the end of Connie Lane in Bradley Place Subdivision.  Public water/sewer, electricity and....

Winchester Homes |

MLS #24006770

Other

$175,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 4 Acres Lot

115 Dixon Way, Winchester, KY 40391 Clark County

Listing Details & Photos
As you meander down the winding driveway  of 8 sprawling acres, a sense of tranquility washes over you-- just a short 8-minute drive from the bustling town of Winchester.The home boasts a spacious living room with fireplace, family room, eat-in....

Winchester Homes |

MLS #24006529

Single Family Residence

$789,000 | Active Home listing

4 Beds | 4 Baths | 3,272 Sqft | 8 Acres Lot

1995 Gay Evans Road, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Cute and classic home on Buckner Street in downtown Winchester! This home features 3 spacious bedrooms, 2 full baths, generous sizedeat-in kitchen with ample work space highlighting classic, white cabinetry and butcher block counter tops. You'll....

Winchester Homes |

MLS #24005353

Single Family Residence

$199,500 | Active Home listing

3 Beds | 2 Baths | 1,328 Sqft | 0 Acres Lot

129 Buckner Street, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Location! Location! This is a prime spot in Winchester. There are so many possibilities with this property. It's minutes from all the local retail stores, golf courses, and beautiful downtown. It is just down the road from Boonesboro State Park.....

Winchester Homes |

MLS #24004802

Single Family Residence

$279,000 | Active Home listing

3 Beds | 1 Baths | 1,732 Sqft | 2 Acres Lot

2417 Old Boonesboro Road, Winchester, KY 40391 Clark County

Real Estate Details & Photos
A ranch home with with basement.  plenty of space for whatever you like. Main floor has a Primary Bedroom Suite and another bedroom that can be used as an office or play area. The open floor plan will allow flow through living from kitchen, Enjoy....

Winchester Homes |

MLS #24002515

Single Family Residence

$219,900 | Active Home listing

3 Beds | 3 Baths | 2,080 Sqft | 0 Acres Lot

208 Buffalo Trace, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Rare multi-family new construction investment opportunity!! 24 brand new townhomes! 4 buildings/lots, each consisting of 6 units. 3 bedroom, 2 and a half bath with garage. Constructed with the investor in mind, but also appealing to tenants, these....

Winchester Homes |

MLS #24002014

Other

$5,150,000 | Active Home listing

72 Beds | 72 Baths | 33,444 Sqft | 2 Acres Lot

168-205 Fairfield Way, Winchester, KY 40391 Clark County

Listing Details & Photos
Welcome to this exquisite modern cottage only 12 miles from Hamburg, Stepping inside the arched double doors your greeted with the perfect blend of charm and contemporary design. The tall ceilings adorned with layered modern moldings that create....

Winchester Homes |

MLS #24000743

Single Family Residence

$595,000 | Active Home listing

3 Beds | 3 Baths | 2,643 Sqft | 0 Acres Lot

414 Alexis Way, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Build your dream home on the very desirable Eskippakithiki Overlook..

Winchester Homes |

MLS #24000316

Other

$75,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 2 Acres Lot

12889 Ironworks Road, Winchester, KY 40391 Clark County

Listing Details & Photos
Great All Brick Ranch offers 4 bedrooms, 1.5 bathrooms, Spacious Kitchen, Nice Living Room, Laundry Room, Hardwood flooring, Great closet space, move in ready easy one level living! Beautiful Magnolia Trees, and a Storage shed out back! Seller is....

Winchester Homes |

MLS #23023763

Single Family Residence

$187,500 | Active Home listing

4 Beds | 2 Baths | 1,215 Sqft | 0 Acres Lot

142 Spruce Court, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Introducing this exquisite home, where luxury and customization meet.  Step through the front door and be met with elegant hardwood floors.  This spacious 4 bedroom, 2.5 baths boasting over 4,000 square feet with lush green space both in front and....

Winchester Homes |

MLS #23022402

Single Family Residence

$475,000 | Active Home listing

4 Beds | 3 Baths | 4,108 Sqft | 0 Acres Lot

312 Briarwood Lane, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Embrace the opportunity to craft your dream home in Winchester, where a unique canvas awaits your personal touch. This property, marked by a striking front-yard tree that fell through the house, presents a remarkable blank slate. Everything has....

Winchester Homes |

MLS #23022176

Single Family Residence

$200,000 | Active Home listing

5 Beds | 3 Baths | 1,828 Sqft | 0 Acres Lot

310 West Hickman Street, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Fully restored historic Opera House in the heart of downtown Winchester! Now functioning in a multiple use capacity, including gallery space, 5 years running successful restaurant space (Loma's), wedding event and reception space, and office....

Winchester Homes |

MLS #23021742

Other

$1,750,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 0 Acres Lot

101 South Main, Winchester, KY 40391 Clark County

Listing Details & Photos
Nice 4 bedroom, 2.5 bath, 2-car attached, 1-car detached garages located near shopping and doctors. Detached garage has a large work room. Backyard is fenced.  House needs some new flooring and paint.Exterior needs some paint.Home is being sold....

Winchester Homes |

MLS #23021094

Single Family Residence

$215,000 | Active Home listing

4 Beds | 3 Baths | 1,968 Sqft | 0 Acres Lot

409 Skylark Drive, Winchester, KY 40391 Clark County

Real Estate Details & Photos
Excellent farm and investment opportunity to own one of the largest tracts of land for sale in the area. about 4 miles from Winchester and I-64., 20 mi. from Lexington. This 610 +- acres is an outstanding grain and cattle farm with productive....

Winchester Homes |

MLS #23019893

Farm

$5,795,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 610 Acres Lot

2090 Pretty Run Road, Winchester, KY 40391 Clark County

Farm Details & Photos
This 1.7+/- acre parcel represents an excellent opportunity for almost any commercial application. The property has 397 feet of frontage along busy Colby Road (9,170 AADT, 2015) near its intersection with the Winchester Bypass (23,200 AADT, 2011).....

Winchester Homes |

MLS #23019339

Other

$620,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 2 Acres Lot

1025 Colby Road, Winchester, KY 40391 Clark County

Listing Details & Photos
Welcome to 116 South Maple St., a prime 2,200 square foot office building located in the heart of Winchester, Kentucky. This well-maintained and recently updated office space offers an ideal environment for your business to thrive. With its....

Winchester Homes |

MLS #23018757

Other

$12 | Active Home listing

0 Beds | 0 Baths | 2,200 Sqft | 0 Acres Lot

116 South Maple Street, Winchester, KY 40391 Clark County

Listing Details & Photos
Block + Lot is honored to present this rare opportunity to purchase a beautiful, historic property in the heart of Winchester, Kentucky. Built in 1814 and upon complete renovations in the 1980s and again the past 5 years, this property is a....

Winchester Homes |

MLS #23016936

Single Family Residence

$649,000 | Active Home listing

4 Beds | 3 Baths | 5,328 Sqft | 0 Acres Lot

31 West Hickman Street, Winchester, KY 40391 Clark County

Real Estate Details & Photos
New On Market! 148 ACRES Zoned PLANNED DEVELOPEMENT!  103 acres for for Commercial /Business use with frontage on proposed ByPass extension.   Includes a 21 acre tract that backs up to Winchester Country Club for Residential use and a 24 acre....

Winchester Homes |

MLS #23018756

Other

$2,500,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 148 Acres Lot

1395 Two Mile Road, Winchester, KY 40391 Clark County

Listing Details & Photos
PLANNED DEVELOPMENT INVESTMENT OPPORTUNITY!  Already Zoned Planned Development!  There is an approximately 21 acre Residential tract that adjoins the Winchester Country Club. (In addition there is an approximately 24 acre tract suitable for all....

Winchester Homes |

MLS #23018854

Other

$519,500 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 21 Acres Lot

1395 Two Mile Road, Winchester, KY 40391 Clark County

Listing Details & Photos
PLANNED DEVELOPMENT INVESTMENT INVESTMENT OPPORTUNITY!  Already zoned Planned Development!  There is an approximately 24 acre tract zoned for all forms of Residential use.  (In addition there is an approximately 21 acre Residential tract that....

Winchester Homes |

MLS #23018853

Other

$603,750 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 24 Acres Lot

1395 Two Mile Road, Winchester, KY 40391 Clark County

Listing Details & Photos
CALLING ALL DEVELOPERS!  Already zoned Planned Development!  Includes a 21 acre Residential tract adjoins the Winchester Country Club and a 24 acre tract suitable for all forms of Residential.  These tracts have access to gravity flow sewer.  In....

Winchester Homes |

MLS #23018755

Other

$2,500,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 148 Acres Lot

1395 Two Mile Road, Winchester, KY 40391 Clark County

Listing Details & Photos
Discover a realm of luxury living on this expansive estate, a masterpiece spanning 7,470 square feet of elegance and sophistication. Set against the backdrop of rolling farmland, this extraordinary three-story brick home is a symphony of design....

Kentucky Cabins |

MLS #23015654

Cabin

$3,599,000 | Active Home listing

6 Beds | 6 Baths | 7,470 Sqft | 11 Acres Lot

5045 Van Meter Road, Winchester, KY 40391 Clark County

Cabin Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015568

Other

$1,000,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 3 Acres Lot

155 April Way, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015574

Other

$750,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 2 Acres Lot

550 Bullion Boulevard, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015575

Other

$1,000,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 3 Acres Lot

485 Bullion Boulevard, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015569

Other

$650,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 3 Acres Lot

529 Bullion Boulevard, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015571

Other

$650,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 3 Acres Lot

529 Bullion Boulevard, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015572

Other

$750,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 2 Acres Lot

640 Bullion Boulevard, Winchester, KY 40391 Clark County

Listing Details & Photos
Ideally located along the heart of Bypass Road 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....

Winchester Homes |

MLS #23015576

Other

$325,000 | Active Home listing

0 Beds | 0 Baths | 0 Sqft | 1 Acres Lot

1730 Bypass Road, Winchester, KY 40391 Clark County

Listing Details & Photos

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Winchester Housing Statistics & Housing Market Trends

Jefferson County, Kentucky Home Buyers Information

Home Price Information

Median Listing Price: $287,450

Average Home Price: $362,677

House For Sale Price Increased: 16

House For Sale Price Reduced: 374

Home For Sale Price Per Square Foot – Sqft : $161

Median Home For Sale Square Feet – Sqft : 1765

Home Listing Information

Properties Active Listings: 1,087

Total House For Sale Listings: 1,987

Properties New Listings: 108

Pending Homes For Sale: 903

Median Days On Market: 50

Kentucky Home Buying Purchasing Information

House Price Information

Median Home Price: $296,250

Average Listing Price: $368,376

House For Sale Price Increased: 128

House For Sale Price Reduced: 2,038

Active Home For Sale Price Per Square Foot – sqft : $162

Active Median Home For Sale Square Feet – sqft : 1,806

House Listing Information

Properties Active Listings: 7,600

Total House For Sale Listings: 11,777

MLS Active Properties New Listings: 22

MLS Pending Homes For Sale: 4,213

Median Days On Market: 71

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United States Multiple listing services, TREC, DRE, HUD.GOV, Fair Housing Act, consumer protection notice and equal opportunity compliance required. All Rights Reserved. For DMCA notice information, please review disclaimer, Copyright Complaints fair housing notice, equal housing and provide feedback on terms and service or privacy policy company app page or state law real estate commission information. Airdeed Homes does not provide realty services in downtown Winchester or Kentucky real estate services. Real estate listings held by brokerages, brokerage firms and real estate brokerage who's logo and names are registered trademark of their respective licensed independently owned and operated companies or realty group. Listing information provided to sell home via the local mls by including but not limited from the following companies sotheby's international realty, howard hanna, keller williams realty, compass, coldwell banker realty, exit realty, berkshire hathaway homeservices, century 21, re/max realty, sotheby and exp realty. Contact by email or call real estate broker agent for information about brokerage services.