Winchester, Kentucky listings for sale

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$219,000 - Winchester, KY
110 Colonial Park Drive Winchester, KY - Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!
1980 | 3 | 1 | 1,235 sqft.
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$215,000 - Winchester, KY
211 Ashton Oak Way Winchester, KY - Here is the Blank Canvas to build your Dream Home in the Plantation Subdivision. This two story brick building, formerly the Sales Office for the Subdivision, has been gutted to offer the unique opportunity to build a 3118 Sq Ft Home consisting of Four Bedrooms, Two and Half Baths, an open concept on the main level with the addition of a two car garage. Contact listing agent to discuss current plans and renderings for completion of build-out. Close to I-64, shopping, stores, and Industrial Park.
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$210,000 - Winchester, KY
115 Georgia Street Winchester, KY - ✨ ''Warm, inviting, and full of character—your dream home awaits!'' 🔥 ''Cozy up by the fireplace in a home that feels like home!'' 🏡 ''Classic charm meets modern convenience in this Winchester gem!'' 🌳 ''Tranquility meets accessibility—peaceful neighborhood, minutes from downtown!'' 🚗 ''Detached garage = extra storage, workspace, and convenience!'' 💎 ''Hardwood floors & timeless charm—move right in and make it yours!'' 📅 ''Don't wait—schedule your showing today and claim this beauty!''
1940 | 3 | 2 | 1,167 sqft.
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$184,900 - Winchester, KY
307 Blair Avenue Winchester, KY - This charming 3-bedroom, 1-bath ranch offers fresh updates throughout, including brand new flooring and interior paint. The inviting side porch features a ramp for easy accessibility and leads to a spacious patio—perfect for relaxing or entertaining. A detached two-car garage adds great storage and functionality. Located just minutes from downtown Winchester and I-64, this move-in-ready home combines comfort, convenience, and thoughtful updates in a prime location!
1977 | 3 | 1 | 1,000 sqft.
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$175,000 - Winchester, KY
117 Buffalo Trace Winchester, KY - NEW Price Reduction!!! Perfect 3 Bedroom 2 Bathroom Home For A First Time HomeBuyer Or Someone Downsizing. Location Is Convenient To The Interstate, Shopping And Downtown! Nice Size Backyard And Plenty Of Parking In The Front. Shed In The Backyard Is Included. Make This Beautiful And Affordable Home Yours Before The Holidays!
1998 | 3 | 2 | 1,072 sqft.
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$175,000 - Winchester, KY
8 1/2 1St Street Winchester, KY - In the heart of downtown Winchester, don't miss out on this adorable home! Newly remodeled and move in ready! New appliances, new HVAC, new windows, and so much more! Kitchen has granite countertops too! Open floor plan that is great for entertaining! Schedule your showing today!
1940 | 4 | 1 | 1,120 sqft.
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$159,000 - Winchester, KY
125 Chatham Place Winchester, KY - Why rent when you can own this Townhome it has 2 bedrooms,3 bathroms (one full bath and 2 half baths) living room,kitchen, locted near schools and shopping,just behind Lowes.Owner/Broker
2007 | 2 | 2 | 1,056 sqft.
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$149,000 - Winchester, KY
9 Linden Avenue Winchester, KY - Very nice home with hardwood floors in main areas featuring 2 bedrooms, 1 bath, permanent stairs to attic that has windows and could possibly be 2 bedrooms or bonus room. Enjoy your coffee on the front porch in the mornings! The storage shed in the back yard conveys with property. Home being sold as-is, where-is, sale pending court approval, no warranties implied or expressed. Property conveys at close of escrow with a Quit Claim Deed. Buyer to confirm schools.
1945 | 2 | 1 | 886 sqft.
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$135,000 - Winchester, KY
175 Magnolia Street Winchester, KY - Two homes on one lot. Informaton in listing is for the home in the front of the lot. Behind this home is a second home consisting of 2 bedrooms, 1, bath, Living room and kitchen. Both units are currently used as investment property. Both homes need extensive repair. The home in the front of the property is vacant but there is a tenant in the home in the rear of the property. The lease is month to month so the tentant is aware they will need to vacate the property 30 days from an accepted offer.
1945 | 3 | 1 | 1,046 sqft.
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$129,000 - Winchester, KY
109 Spring Street Winchester, KY - Investment opportunity in Winchester! This 2-bedroom, 1-bath home at 109 Spring St is currently tenant-occupied and leased at $900/month. Functional layout with a spacious kitchen and separate living area. Conveniently located near downtown, schools, and local amenities. Whether you're expanding your portfolio or looking for a starter investment, this property offers steady rental income from day one. Sold ''As Is'
1940 | 2 | 1 | 637 sqft.