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359 Silverton Way, Winchester
$222,500
3 Beds ⋅ 2 Baths ⋅ 25505564 MLS
Stylish, Spacious and Affordable!! Hurry to seize your opportunity to own this lovely townhome with its own Private, Fenced Yard with New Shed and Oversized Deck - Perfect for children and or pets. This lovely home features a large Great Room with a soaring 2-story ceiling * LVP Flooring * Kitchen with White Painted, Soft Close Cabinets, Tile Backsplash, Under Cabinet Lighting, Updated Sink, and Stainless Appliances (DW 2025) * All Bedrooms and Laundry on First Floor * Large Bonus Room/Loft Area Upstairs * New Light Fixtures and Ceiling Fans * Fresh Paint throughout most areas * New Rear Door with Blinds inside the Glass * Walk-In Attic Storage off Bonus Room * Garage with Additional Overhead Storage * Crawlspace with B-dry System. Enjoy nice evenings on your covered front porch or in the private backyard that backs to trees. All this plus convenient location less than five minutes to the interstate.

359 Silverton Way, Winchester

47 Hughes Ave, Winchester
$222,000
2 Beds ⋅ 2 Baths ⋅ 26018337 MLS
Country living with the convenience of being in the city! This rare find offers over an acre of land inside the Winchester city limits with beautiful views of surrounding farmland. Relax on the spacious partially covered back deck, entertain family and friends, or enjoy plenty of room for gardening, pets, and play. The home features 2 bedrooms, 1.5 baths, and approximately 1,039 square feet of living space on the main level. The finished upstairs adds approximately 385 square feet divided into two bonus rooms currently cooled with a window A/C unit. With the addition of a permanent heat source, this space could easily serve as additional bedrooms, a home office, hobby room, or flex space. Outside you'll find an impressive detached 3-car garage with plenty of room for vehicles, a workshop, or storage, plus a separate storage building for even more space. A remote-controlled gated driveway adds convenience, privacy, and security. If you've been searching for a property that offers the feel of the country while enjoying the convenience of city living, this one checks all the boxes. Potential for second home site! Schedule your private showing today!

47 Hughes Ave, Winchester

314 Snowden Dr, Winchester
$220,000
3 Beds ⋅ 1 Baths ⋅ 26010943 MLS
Tucked away at the quiet end of Snowden Drive (dead end street) in the heart of Winchester, this charming garden home offers comfort, character, and thoughtful updates throughout. Step inside to a warm and welcoming layout with spacious living areas designed for both everyday living and entertaining. The kitchen features tile flooring, updated cabinetry, stainless steel backsplash accents, and a charming garden window — the perfect space for fresh herbs, flowers, or added natural light year-round. Throughout the home, you'll notice unique details that set it apart, including pocket doors in every room, vaulted ceilings, and Pella windows with blinds between the panes for added convenience and easy maintenance. Step outside and enjoy your own private retreat with a fully fenced backyard, offering plenty of space to relax, entertain, or unwind on a quiet summer evening. With its combination of warmth, functionality, and privacy, this Winchester home is one you truly need to experience in person. Schedule your private showing today!

314 Snowden Dr, Winchester

21 Kentucky St, Winchester
$219,900
3 Beds ⋅ 2 Baths ⋅ 26007124 MLS
Updated, move-in ready, and right in the heart of Winchester. This is the kind of home that checks boxes and feels good the second you walk in. Start your mornings or wind down in the evenings on the inviting covered front porch—it's the kind of space that makes you want to slow down for a minute. Inside, everything has been updated so you can skip the projects and just enjoy your home from day one. The kitchen is a standout, with a large island that naturally becomes the gathering spot. It opens right into the great room, creating an easy, connected flow that works whether you're hosting or just going about your day. You'll find 3 bedrooms and 2 beautifully updated bathrooms that feel fresh and thoughtfully done. And if you're over carpet, you'll love that this home is completely carpet-free—clean, low-maintenance, and modern. Out back, there's a large yard with plenty of room to spread out, a deck for relaxing or entertaining, and a storage building to keep everything organized.

21 Kentucky St, Winchester

339 S Main St, Winchester
$219,900
4 Beds ⋅ 2 Baths ⋅ 26010684 MLS
Beautiful move-in ready Cape Cod home on the edge of historic downtown Winchester! This home is vacant and priced to sell! All new LVP flooring throughout (except for the original hardwood in the Dining Room), new paint in all rooms and so much more! 3 nice-sized bedrooms upstairs and a 4th bedroom on the main level. An eat-in kitchen plus a separate Dining Room and a Family Room with a gas log fireplace. Enjoy your morning coffee or quiet evenings on the 200 sq. ft. covered back porch! Easy and convenient access to schools, shopping, restaurants, and I-64. Downtown Winchester is just a few blocks away. Lexington/Hamburg area is less than 30 minutes via the interstate, US 60 or Todds Road. Call today to make an appointment to see this charming home!

339 S Main St, Winchester

7 Hiawatha Trl, Winchester
$217,500
3 Beds ⋅ 1 Baths ⋅ 26008410 MLS
Welcome to 7 Hiawatha Trail in Winchester—a beautifully updated brick ranch that blends timeless character with modern conveniences. Built in 1968, this home has been thoughtfully improved by its current owners, offering a move-in-ready space with stylish upgrades throughout. Inside, you'll find refinished original hardwood floors that bring warmth and charm, complemented by fresh paint and updated hardware on cabinets, doors, and light fixtures. The renovated kitchen is both functional and inviting, featuring new tile flooring, butcher block countertops, a farmhouse sink, and a cooking island with additional storage. The space is complete with stainless steel appliances, including a dishwasher, bottom-freezer refrigerator, stove, plus the recently purchased washer and dryer. Both the kitchen and bathrooms feature updated tile flooring, and the bathroom have been tastefully refreshed with modern finishes. A standout feature is the versatile four-season bonus room, equipped with heating, air conditioning, and a closet—ideal for use as a fourth bedroom, home office, or additional living space. Step outside to enjoy a partially shaded patio and a fully fenced backyard, offering both privacy and functionality. Don't miss your chance.

7 Hiawatha Trl, Winchester

5620 Ironworks Rd, Winchester
$215,000
3 Beds ⋅ 2 Baths ⋅ 25017995 MLS
Enjoy country living with a short commute to town! This 3 bedroom, 2 bath ranch also features a dedicated office that can be used as a 4th bedroom if needed, providing flexible living options. Inside, you'll find a cozy family room with a wood-burning fireplace. The eat-in kitchen features a pass-through window and bar seating, making an open connection to the living room. Situated on just over an acre, the property features a spacious backyard, an above-ground pool, and ample room to relax or entertain. A Generac natural gas generator ensures uninterrupted comfort and security, no matter the weather. An unfinished basement provides excellent storage or potential for future expansion, all within a 15 minute drive to shopping, dining, and amenities.

5620 Ironworks Rd, Winchester

236 Buffalo Trce, Winchester
$211,000
3 Beds ⋅ 3 Baths ⋅ 26019961 MLS
Welcome to **236 Buffalo Trace in Winchester, KY**—where thoughtful design meets comfortable, one-level living. This well-maintained **3-bedroom, 2.5-bath** home features a desirable **split-bedroom floor plan**, offering added privacy for the primary suite while keeping family or guest bedrooms conveniently located on the opposite side of the home. The spacious main level is designed for everyday comfort, with all bedrooms located on the first floor. Just off the kitchen, you'll appreciate the convenience of a dedicated laundry room, making daily routines a breeze. One of the home's standout features is the **spacious sunroom**, providing the perfect place to enjoy your morning coffee, unwind with a good book, or take in the peaceful views year-round. Step outside to a backyard framed by a **lush tree line**, creating a private, picturesque setting that's ideal for relaxing or entertaining. The **partially finished basement** offers valuable additional living space with endless possibilities—whether you're looking for a recreation room, home office, fitness area, or hobby space—while still providing room for storage. Conveniently located near shopping, dining, schools, and everything Winchester has to offer, this home combines a functional layout with the tranquility of a beautiful backyard setting. Don't miss your opportunity to make **236 Buffalo Trace** your next home!

236 Buffalo Trce, Winchester

5127 Combs Ferry Rd, Winchester
$210,525
26011064 MLS
8+ Acres of Prime land available in the Heart of the Bluegrass! Whether you're looking to design your ideal homestead or simply building your custom country home with plenty of space to roam, this property offers an optimal blend of space, beauty, tranquility, and convenience. Enjoy peaceful rural living with open skies and scenic countryside views, surrounded by picturesque farms and a nearby vineyard that add to the charm of the area. The flat terrain provides some ideal options for building sites with plenty of room for gardens, livestock, barns and recreational use. Located just a short drive from Lexington, Richmond and historic downtown Winchester, you'll enjoy country living without sacrificing city amenities. Bring your plans and make it your own!

5127 Combs Ferry Rd, Winchester

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