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334 S Burns Ave, Winchester
$165,000
3 Beds ⋅ 2 Baths ⋅ 26003334 MLS
WOW! great price adjustment on this one!!! Great opportunity to own this well loved home in a very convenient location in growing community of Winchester. Expensive updates have been done recently- roof, siding, main level LVP flooring, water heater and main water line replacement are all taken care of! Lots of character and charm upon entry into the entry foyer with nice staircase, opening to large living room with a lovely mantel. Spacious dining room with built in corner cabinet flows into kitchen with plenty of cabinetry and counter space. Large laundry room with access to rear yard. A partial bath completes main level. Upstairs has two spacious bedrooms and a full bath. Lots of closet space including a cedar closet. . Large lot ( over a quarter of an acre)with trees and space for kids to roam and explore. Great location near public library, within walking distance of downtown and popular College Park Facility. Come see this one!

334 S Burns Ave, Winchester

2996 Irvine Rd, Winchester
$165,000
26007067 MLS
Discover the perfect blend of convenience and countryside charm with this beautiful 11+ acre tract located just outside of Winchester in Clark County. Offering gently rolling terrain and multiple potential building sites, this property provides an ideal setting for your dream home, mini-farm, or private retreat.Enjoy the peace and privacy of rural living without sacrificing accessibility and just a short drive to town, shopping, dining, and schools. The land lays well and is suitable for building, with plenty of space for outdoor living, gardening, or recreational use. Light restrictions are in place to help protect your investment while still allowing flexibility to create your vision.If you've been searching for affordable acreage with a country feel and close-to-town convenience, this property is a must-see. This property doesn't quite have 250 feet of road frontage so the Seller has used a developmental right from another property so that a buyer can purchase this property to use for building their dream home. RESTRICTIONS MAY BE REMOVED BY SELLER IF BOTH TRACTS 2996 AND 3056 ARE PURCHASED. Call to schedule your showing today!

2996 Irvine Rd, Winchester

22 Magnolia St, Winchester
$157,530
2 Beds ⋅ 1 Baths ⋅ 26009730 MLS
Due to no fault of the seller or the home, this adorable home is back on the market! Adorable & inviting from the moment you arrive! This charming 2-bedroom, 1-bath home welcomes you with a cozy front porch perfect for relaxing evenings. Step inside to a comfortable living room, along with the kitchen with a dedicated dining space—ideal for everyday living or entertaining. Out back, you'll find a spacious yard ready to enjoy, complete with a fire pit for those crisp fall nights and room to make it your own. Off-street parking is a breeze out front and private parking out back, plus a 1.5-car garage for added convenience. Whether you're just starting out or looking to simplify, this home is full of charm and opportunity. Don't miss your chance—schedule your showing today!

22 Magnolia St, Winchester

146 Cook Ave, Winchester
$156,000
3 Beds ⋅ 1 Baths ⋅ 25503408 MLS
Sellers willing to pay towards closing cost! Welcome to 146 Cook Avenue in Winchester, Kentucky — an updated home combining classic charm with modern style. This 3-bedroom, 1-bath property offers around 1,274 sq. ft. of comfortable living space with an open-concept layout, newer flooring throughout, and a completely renovated kitchen. The tiled bathroom includes space for a washer and dryer, and the home sits on a nice lot with a welcoming front porch great for coffee in the morning. Private parking spots in the back as well as off street parking! Perfect for first-time buyers or investors, this move-in ready home is conveniently located near parks and downtown amenities. Schedule your private showing today!

146 Cook Ave, Winchester

233 E Washington St, Winchester
$155,500
2 Beds ⋅ 1 Baths ⋅ 26002299 MLS
Welcome to 233 E. Washington Street, a charming ranch-style home offering comfort, space, and convenience in the heart of Winchester. The Roof, Windows and HVAC are updated. This 2-bedroom, 1-bath residence features an open-concept layout designed for easy living and everyday functionality. LVP flooring runs throughout the home, providing a clean, modern look that's both durable and low maintenance. The living room and both bedrooms boast tall ceilings, creating an airy, open feel and enhancing the sense of space throughout the home. Both bedrooms are generously sized, offering flexibility for comfortable living, a home office, or guest accommodations. Step outside to a large backyard that backs to Mack Alley, providing room to relax, entertain, or enjoy outdoor activities. Whether you're hosting friends, gardening, or simply unwinding, the outdoor space is a standout feature. Conveniently located just 4 minutes from I-64 and approximately 23 minutes from Hamburg in Lexington, this home offers easy access to major routes while still enjoying a neighborhood setting. *Interior photos have been virtually staged to showcase the home's layout and potential. Select exterior images utilize AI to illustrate the property's appearance without snow.

233 E Washington St, Winchester

9999 Sewell Shop Rd, Winchester
$135,050
25502116 MLS
Discover the perfect spot to build your dream home on this flat, 2-acre lot conveniently located on the Clark/Montgomery County line. Just a few miles from the interstate, this property offers both accessibility and tranquility, with an easy 30-minute drive to Lexington. The land itself is level and open, making it ideal for new construction while still offering plenty of room for outdoor living, gardens, or a small hobby farm. Surrounded by peaceful countryside, you'll enjoy the quiet charm of rural living without sacrificing the conveniences of nearby shopping, dining, and schools. With its generous size, excellent location, and versatile potential, this property is a rare find—whether you're looking to build your forever home, create a private retreat, or invest in land with long-term value. Utilities are available nearby, ensuring the building process is as smooth as possible.

9999 Sewell Shop Rd, Winchester

220 E Washington St, Winchester
$135,000
3 Beds ⋅ 1 Baths ⋅ 26014553 MLS
Charming 3-Bedroom Home with Great Investment Potential....Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space and plenty of opportunity for homeowners or investors alike. Featuring an easy layout with generously sized bedrooms, a large eat-in kitchen, and a bright living area, Outside, you'll find a covered front porch perfect for relaxing, along with a private backyard shaded by mature trees that offers space for outdoor enjoyment. The property also includes off-street parking and easy access to local amenities, schools, and shopping. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this home combines affordability, functionality, and potential. Don't miss your chance to own this affordable home with endless possibilities. Schedule your private showing today!

220 E Washington St, Winchester

46 Judy Ann Ct, Winchester
$131,000
2 Beds ⋅ 2 Baths ⋅ 26002119 MLS
Welcome to 46 Judy Ann Court, a well-maintained and conveniently located townhome tucked away on a quiet street in Winchester, KY. This inviting 2-bedroom, 1.5-bath residence offers a functional layout with durable LVP flooring throughout, creating a clean, cohesive look. The kitchen features stainless steel appliances and ample cabinet space. Both bedrooms are generously sized. Outside you can enjoy a private back patio—perfect for morning coffee, relaxing evenings, or low-maintenance outdoor entertaining. Off-street parking is located in the rear, offering added privacy and ease of access. Ideally positioned just minutes from major routes, this home is approximately 4 minutes from Lexington/Winchester Road, 5 minutes from I-64, and only 20 minutes from Hamburg in Lexington. Interior photos have been virtually staged to showcase the home's layout and potential. Select exterior images utilize AI to illustrate the property's appearance without snow.

46 Judy Ann Ct, Winchester

1940 Athens Boonesboro Rd, Winchester
$125,000
25012636 MLS
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 Lower Howard's Creek Nature & Heritage Preserve, you'll be immersed in the sights and sounds of nature while enjoying the peaceful seclusion this lot offers. Plus, you're just minutes from the popular Hall's on the River restaurant, making it easy to enjoy riverside dining. With convenient access to Lexington and I-75, you get the best of both worlds—quiet country living with city conveniences at your fingertips. If you're seeking your own private sanctuary and a chance to build your dream home in a picturesque setting, this lot is the perfect place to call your own!

1940 Athens Boonesboro Rd, Winchester

19 Hughes Ave, Winchester
$121,000
3 Beds ⋅ 2 Baths ⋅ 26004216 MLS
Investor opportunity in Winchester! This 3-bedroom, 2 full bath brick ranch sits on a spacious 0.67 acre lot and is ready for renovation. Whether you're an investor searching for your next flip, looking to add a rental to your portfolio, or a buyer wanting to build sweat equity, this property offers strong potential. The home needs updates and repairs but features a solid structure and a functional layout that provides a great starting point for a thoughtful renovation. With the right improvements, it could make an excellent flip or long-term rental — or a personalized home with room to grow. The large backyard offers plenty of outdoor space, adding even more value and flexibility. Located in an established Winchester neighborhood with convenient access to town and an easy commute to Lexington, this is an opportunity to invest in a property with upside in a desirable location.

19 Hughes Ave, Winchester

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