Winchester, KY Homes for Sale under $400,000

This lovely brick ranch on a basement sits on a beautiful, secluded 3 acre lot with mature trees, a garden area, and perimeter fencing! One owner home that has been well maintained in a great location. Very private and peaceful! The main level features the primary bedroom and bathroom with a tile shower and large closet, living room, kitchen with dining area, large utility room, full bathroom,

Jason Townsend Kentucky Residential Real Estate, LLC

3 bedroom, 2 1/2 bath brick home in Witherspoon Subdivision. Full basement with double space garage. Spacious formal living room and separate formal dining room. Great room includes breakfast area and sitting area. Large master ensuite includes closet with plenty of storage space. Close to schools, shopping and dining. Convenient to Lexington, Richmond and Paris.

Donna C. Slone-Crumbie Wright Realty

This charming 4-bedroom, 2.5-bath home with a classic white picket fence sits on a quiet cul-de-sac in Fontaine Estates. Inside, the versatile layout offers space for every occasion—a formal dining room for special gatherings, a bright sunroom for morning coffee, a comfortable living room, and a cozy family room featuring a masonry fireplace with built-ins. The eat-in kitchen is perfect for

Janna Smith United Real Estate Bluegrass

Discover a perfect blend of comfort and elegance as you step inside this charming home. Sitting on a generous 1/4 acre lot, this property offers a peaceful retreat with space to relax and entertain both inside and out. The heart of the home is the airy and open kitchen, featuring an oversized island that is perfect for gathering and sharing a meal. A dedicated keeping room provides a cozy

Brenda Sipes WEICHERT REALTORS - ABG Properties

The one you've been waiting for. This beautiful home has so much to offer. 4 bedrooms, 2 1/2 bathrooms, with full basement and mother in law suite. It sits on just over 3 spacious acres. There is a 24X36 work shop just built in 2022. The roof and HVAC are just 6 years old. The water heater is 6 months old. The property has 10 beautiful apple trees and 3 pear trees. The home is just minutes from

Dale Hatton Dream Maker Realty, LLC

One owner, all electric, 2 BR/2Ba ranch with a bonus room that could be an office or a third bedroom. The open floor great room with ample windows to brighten it supports the handicapped features of the primary bedroom, primary bathroom, garage and more. Enjoy the large pantry off the kitchen area and the island that has room to slide a chair under. (see photos) Kitchen appliances include

Garnett Davis Tom Goebel & Company

Move-in ready mid- century brick ranch home! Features 3 bedrooms, 3 full baths, new kitchen with granite countertops, 3 woodburning fireplaces, formal dining or family room, full basement with huge rec room or space to have 4th bedroom, 1 car garage, 2 storage buildings & fenced in yard! Updates include windows, doors, metal roof, new paint inside & out, new flooring in basement & bedrooms, all

Angie Conley Dixon Dixon Properties

New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75,

Mila Ensor Ensor Real Estate, LLC

Overlooking the 16th green of the Winchester Country Club, this mid-century modern ranch blends classic 1950 design with thoughtful modern updates. With 1,625 square feet, the home is light, bright, and designed for easy living.The kitchen features custom cabinetry, KitchenAid appliances, and updated flooring, while a stone fireplace with gas insert anchors the living area. Gleaming

Bradford Queen Bluegrass Sotheby's International Realty

Prime investment opportunity in Winchester! This 4-plex offers four unique 2-bedroom, 1-bath units, each approximately 900 sqft, with washer/dryer hookups and kitchen appliances included. Tenants enjoy a quiet neighborhood setting just steps from College Park, close to the Public Library and downtown. Alley access for parking makes it feel private and secluded. Units feature wide hallways,

Michelle Blackburn RE/MAX Creative, Winchester

Welcome to this move-in ready 3-bedroom, 2.5-bath home built in 2022. With 1,745 sq. ft., a finished walk-out basement, and thoughtful upgrades, it's designed for comfort with a modern touch.The kitchen features upgraded high-gloss cabinetry, custom granite countertops, and stainless steel appliances. Inside, waterproof luxury vinyl plank (LVP) flooring runs throughout the whole home,

Donna Mink lex.rets.RETS_OFFICE

Welcome Home!Kick back and relax on either the covered front porch or the spacious back patio of this charming 4-bedroom, 2.5-bath home. Perfectly positioned in a prime, central location. Just a short drive to Lexington, and only minutes from shopping, dining, schools, the hospital, and easy access to I-64 and the bypass, this home offers the perfect blend of comfort and

Susan Baldwin Rector Hayden Realtors

Located in the Windridge neighborhood with easy access to both Bypass Rd and Boone Ave, this charming brick ranch offers 3 bedrooms, 2 full baths, and character throughout. Inside, you'll find hardwood and tile floors (no carpet!), a spacious kitchen with plenty of cabinet space that opens into the dining area and living room, complete with a cozy ventless gas fireplace. Step out back to your own

Michelle Blackburn RE/MAX Creative, Winchester

Welcome to one of Winchester's most iconic and award-winning homes—a stunning 4-bedroom, 3.5-bath historic residence spanning over 2,700 square feet. This exceptional property, recipient of a Historic Preservation Award, beautifully balances timeless character with modern comfort. From the moment you step onto the newly built wide front porch, the home's undeniable charm begins to unfold. Inside,

Erin Lewis Christies International Real Estate Bluegrass

Welcome to your own slice of country paradise tucked away in southern Clark County! This 51+ acre tract offers a mixture of cleared pasture and mature woods, ideal for a variety of uses including cattle, crops, horses, recreation, or even your dream home site. Currently enjoyed as a private recreational family farm, the property already has electricity in place and features a cistern at an old

Michelle Blackburn RE/MAX Creative, Winchester

Here's your chance to own a nice investment property. This triplex has a 2 bed 1 bath unit, 2 bed 1 bath unit, and a 1 bed 1 bath unit. 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

Want 20 acres on which to roam and hunt or have a small farm operation? You will also have a nice 2021 3 bedroom, 2 full bath double wide home. There is a 3-bent barn where you can have a home for some animals. Primary bedroom has a walk-in shower, double sink, and walk-in closet. In fact, all bedrooms have a walk-in closet. Range, refrigerator and dishwasher stay. Front porch, deck on back and

Joyce Ratliff Tom Goebel & Company

Offering a perfect blend of modern comfort, energy efficiency, and country charm. Conveniently located just 1.3 miles from Exit 10 off the Bert T. Combs Mountain Parkway, this property provides easy access to both natural beauty and city amenities, with Downtown Winchester only 15 miles away and Natural Bridge State Park just 27 miles down the road. The living area features a cozy vent-free gas

Joshua Davis The Agency

Estate Sale. Selling 'AS IS', in 2024 new roof, walls repaired and freshly painted throughout.Great home for a growing family, covered front porch, 10-foot ceilings upstairs and down, handicap ramp, ample parking in rear. Motivated seller, call for your private showing today

Melisa McDonald Wrenn Realty

Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet

Rex Hall United Real Estate Bluegrass

Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

Rex Hall United Real Estate Bluegrass

Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

Rex Hall United Real Estate Bluegrass

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

Introducing the Run For The Roses - Proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen

Rex Hall United Real Estate Bluegrass

Absolute Auction - October 11 at 10:00 AM!Bidding will be live and online at Malloryauctionco.com.Open Houses: Sept 25 from 5 to 7 and Oct 5 from 1-3This charming brick ranch offers the perfect blend of comfort and convenience. Featuring 3 bedrooms and 2.5 baths, this home boasts a fully finished basement—ideal for additional living space, a home office, recreation, or storage.

Donna Thwaites Thwaites Realtors LLC