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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

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

59 Holiday Rd, Winchester
$208,000
3 Beds ⋅ 1 Baths ⋅ 26004165 MLS
Don't Wait - this home is priced to Sell! All one level brick ranch features 3 Bedrooms, 1-bath. Newer updates include interior paint and laminate flooring giving the home a clean modern feel. The living spaces are filled with natural light, making the home feel warm and inviting. Step out to a spacious deck and large backyard - great for entertaining or just enjoying the outdoor space. Need extra storage or a workshop? The 16 ft. X 8 ft. storage building with loft area and electricity offers just that! Additional updates include the roof being replace in 2017, a new HVAC/Gas Furnace system installed in 2021, giving you peace of mind and year-round comfort. 24 hour Notice Preferred - Schedule your appointment today.

59 Holiday Rd, Winchester

415 L E Junction Rd, Winchester
$205,000
3 Beds ⋅ 2 Baths ⋅ 26006620 MLS
Tucked away on just under 3 peaceful acres in Winchester, this charming 3-bedroom, 2-bath manufactured home on a permanent foundation offers the perfect blend of comfort and country living. Enjoy the privacy and space you've been looking for, with a beautiful creek running along the back of the property—creating a serene backdrop for relaxing evenings or outdoor entertaining. Inside, you'll find a functional layout with ample living space, while outside offers endless possibilities for gardening, recreation, or simply soaking in the natural surroundings. Whether you're looking for your first home, downsizing, or wanting a quiet retreat, this property delivers the best of rural charm with convenient access to town.

415 L E Junction Rd, Winchester

215 Short St, Winchester
$199,900
3 Beds ⋅ 1 Baths ⋅ 26007746 MLS
ATTENTION First Time Home Buyers! This precious brick ranch home is totally updated and ready for you to move on it and enjoy the simple life! With a wide open concept between the living, dining and kitchen areas you have options for furniture placement. The kitchen features stainless appliances including a gas range for those who love to cook! The laundry room is more like a mud room and has ample storage for over flow kitchen, drop zone, etc. All of the bedrooms and living spaces have gorgeous hardwood floors. The back yard is fully fenced with a patio space and storage building that conveys with the sale. Some mechanical updates to the house include: windows 2021, gutters 2021, gas water heater 2023, gas furnace about 8-9 years, electric air 2023, roof in 2019.

215 Short St, Winchester

265 Cunningham Ln, Winchester
$199,900
3 Beds ⋅ 2 Baths ⋅ 26010094 MLS
(back on the market due to buyers financing) Adventure is always within reach at this property! Located just 35 minutes from Red River Gorge and only 26 minutes from Natural Bridge State Resort Park, this home puts you close to some of Kentucky's most popular outdoor attractions. Spend your weekends hiking scenic trails, canoeing, kayaking, fishing, swimming, riding the sky lift, playing mini golf, enjoying lakeside picnics, or exploring the area's breathtaking mountain views. Looking for a weekend getaway close to home? Enjoy nearby camping, cozy cabins, cottages, and lodge stays that make the perfect escape for outdoor lovers, nature enthusiasts, and adventure seekers year-round. Now is your chance to snatch up this adorable home!! There's nothing sweeter than countryside views! 30 Minutes to Hamburg in Lexington & USDA eligible at 0% down! Located off the Mountain Parkway & Ironworks Rd, this property features over an acre of land, a fenced-in backyard, and a new septic tank system. Well maintained and only 2 years old, this home is the perfect opportunity to start your mini farm. (3rd bedroom not photographed, being used as storage)

265 Cunningham Ln, Winchester

29 Euclid Ave, Winchester
$190,000
3 Beds ⋅ 2 Baths ⋅ 26006180 MLS
Welcome to 29 Euclid Ave in the heart of downtown Winchester! This charming home features 3 bedrooms, 2 bathrooms, and a versatile bonus room that can be used as a home office, playroom, guest space, or additional living area. The home offers generously sized bedrooms with plenty of space to relax and unwind. Located just minutes from local shops, restaurants, and everything downtown Winchester has to offer, it's perfect for anyone looking for both comfort and convenience. Step outside to enjoy the deck, ideal for entertaining or relaxing in the evenings, along with a backyard shed that provides extra storage space. With its great location, spacious layout, and flexible bonus room, this home has so much to offer. Don't miss the opportunity to make it yours!

29 Euclid Ave, Winchester

325 Essex Ct, Winchester
$190,000
2 Beds ⋅ 2 Baths ⋅ 26022515 MLS
FRESHLY PAINTED BRAND NEW APPLIANCES HUGE FENCED BACKYARD NEWER PRIVACY FENCE FIRST TIME BUYER OPPORTUNITY INVESTMENT OPPORTUNITY $1,000 BUYER CREDIT Welcome to 325 Essex Ct in Winchester! This charming 2 bedroom, 1.5 bath home offers an excellent opportunity for a first time homebuyer or investor looking for an affordable property with great potential. Inside, you'll find fresh paint and brand new appliances, giving the home a clean and refreshed feel. The spacious backyard is a standout feature, offering plenty of room for pets, entertaining, gardening, or simply enjoying your own private outdoor space, with a newer privacy fence already in place. With a functional layout, desirable updates, and a large fenced in yard, this home is ready for its next owner. Whether you're looking to stop renting and make homeownership a reality or add another property to your investment portfolio, this one is worth a look! Plus, the lender I work with is offering a $1,000 buyer credit to qualified buyers. Don't miss your opportunity to make 325 Essex Ct your next home or investment!

325 Essex Ct, Winchester

682 Athens Boonesboro Rd, Winchester
$185,000
2 Beds ⋅ 1 Baths ⋅ 26023419 MLS
Discover the timeless charm of this storybook river house, perfectly nestled on a private 2 acres with river views and access.Completely renovated, new stove, full of character and warmth, this unique 2 bedroom, one bath retreat offers a peaceful escape with an incredible connection to the water and quiet nature. Inside the charming shiplap walls and two fireplaces create a cozy, inviting atmosphere. The impressive stone fireplace serves as beautiful focal point, while a second fireplace adds even more warmth and ambiance. Step outside and enjoy your own private connection with the river, perfect for launching your kayak into the water or just enjoy the sounds of the water by the riverbank. Private weekend getaway or full time residence, or one of a kind investment property, this charming river house offers something truly special- privacy, character, tranquility, and direct access to the Ky River. Bonus, Halls on the River is a stones throw away! Would be an amazing VRBO

682 Athens Boonesboro Rd, Winchester

310 Essex Ct, Winchester
$185,000
2 Beds ⋅ 3 Baths ⋅ 26009036 MLS
Welcome home to this charming and spacious 2-bedroom, 2.5-bath townhome perfectly situated on a quiet cul-de-sac. Offering both comfort and privacy, this home backs up to a peaceful open field—providing serene views and no rear neighbors. Step inside to find a bright and inviting living space featuring an elegant electric fireplace, perfect for cozy evenings. The open layout flows seamlessly into an eat-in kitchen designed for both functionality and style, complete with a center island, ample cabinetry, and plenty of room for casual dining or entertaining. Upstairs, you'll find two generously sized bedrooms, each offering comfort and privacy, along with well-appointed bathrooms to accommodate family or guests. The additional half-bath on the main level adds extra convenience. Whether you're enjoying quiet mornings overlooking the field or hosting friends in your open-concept living area, this townhome offers the perfect blend of comfort, space, and location. Don't miss your opportunity to own this beautifully positioned home in a desirable setting!

310 Essex Ct, Winchester

356 Colby Ridge Blvd, Winchester
$178,000
2 Beds ⋅ 2 Baths ⋅ 26002026 MLS
This cozy 2-bedroom, 1.5-bath home is the perfect fit for first-time buyers or anyone looking to expand their investment portfolio. The inviting living room features a propane-operated fireplace that provides a reliable backup heat source. The spacious primary bedroom includes his-and-her closets, and both bedrooms are equipped with additional split units for personalized comfort. A full appliance package conveys with the property, including the stove, refrigerator, washer, dryer, dishwasher and garbage disposal—making this home truly move-in ready. Out back, a large deck extends your living space outdoors and creates the perfect setting for entertaining. Whether hosting summer cookouts, enjoying quiet evenings, or gathering with friends, this generous outdoor area adds tremendous value and versatility. Comfortable, efficient, and thoughtfully equipped, this property is ready to welcome its next owner. With close proximity to shopping, schools, and parks, the location simply can't be beat.

356 Colby Ridge Blvd, Winchester

17 Waveland Ave, Winchester
$178,000
2 Beds ⋅ 1 Baths ⋅ 26019033 MLS
Welcome home to this beautifully updated 2-bedroom, 1-bath home offering 1,061 square feet of comfortable living space! The renovated kitchen features soft-close shaker cabinets and granite countertops, while durable luxury vinyl plank flooring flows throughout the home for a fresh, modern feel. Outside, you'll find a spacious, fully fenced backyard complete with a storage shed providing extra space for tools and outdoor equipment. Spend your evenings relaxing in the backyard or take a short walk to nearby Legacy Grove Park. An attached carport adds the convenience of covered off street parking. Just minutes from downtown, this home offers the perfect blend of modern updates, outdoor space, and a convenient location. Whether you're a first-time buyer, looking to downsize, or searching for a turn key investment opportunity, this move-in-ready home is one you won't want to miss! Seller is a licensed real estate agent in Kentucky.

17 Waveland Ave, Winchester

403 Country Club Dr, Winchester
$177,000
2 Beds ⋅ 2 Baths ⋅ 26007069 MLS
Charming and recently updated, this 1.5-story townhome is located in the Spencer Community Development Subdivision. Offering 2 bedrooms and 2 full bathrooms, this home sits on a generous 0.37 acre lot. Inside, you'll find a beautifully remodeled interior with brand new vinyl flooring, fresh paint, and stylish new light fixtures. The completely updated kitchen boasts modern cabinetry and stainless steel appliances, making it a joy to cook and entertain in. The main floor includes a bedroom and full bath, while upstairs, a second bedroom and bath offer added comfort. Enjoy the outdoors on the brand new wooden deck, accessed through a new sliding glass door. This home is ready for you to make it your own!

403 Country Club Dr, Winchester

76 Clay St, Winchester
$175,000
3 Beds ⋅ 2 Baths ⋅ 26017853 MLS
Welcome to 76 Clay Street in Winchester—a beautifully remodeled 3-bedroom, 2-bath home that combines modern style with everyday comfort. Completely renovated and move-in ready, this home offers quality updates throughout. Inside, you'll find durable luxury vinyl plank flooring, abundant natural light from all-new windows, and a beautifully updated kitchen featuring butcher block countertops, a farmhouse sink, and stainless steel appliances. The spacious primary suite includes a stunning tiled walk-in shower, creating the perfect private retreat. Major mechanical updates provide added peace of mind, including a new HVAC system and a new water heater. Outside, enjoy relaxing on the inviting covered front porch or entertaining guests on the back deck. This stunning home offers the perfect blend of modern updates, quality craftsmanship, and comfortable living spaces. With everything already completed, 76 Clay Street is truly move-in ready and waiting for you to call it home. Schedule your showing today and experience all this beautifully renovated property has to offer!

76 Clay St, Winchester

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