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224 W Hickman St, Winchester
$300,000
4 Beds ⋅ 2 Baths ⋅ 26021718 MLS ⋅ 2,479 SqFt. ⋅ PENDING Status
Classic character and generous living space come together at 224 W Hickman Street in Winchester. This single-family residence offers 4 bedrooms, 2 full bathrooms, and approximately 2,479 square feet, providing a flexible layout with room for a variety of everyday living needs. The home's substantial interior footprint creates opportunities for comfortable gathering spaces, private bedrooms, a home office, hobbies, or additional storage. Conveniently located in Winchester, this property offers an appealing combination of space and established residential character.

224 W Hickman St, Winchester
428 Waycross Dr, Winchester
$279,900
4 Beds ⋅ 3 Baths ⋅ 26020651 MLS ⋅ 1,970 SqFt. ⋅ PENDING Status
Wow! Pack your belongings and get ready to move! Your dream house just hit the market and It is going to go quick. Imagine sitting on the back deck , sipping your favorite beverage while your children and pets play safely in this large fenced in back yard. Or set up your home theatre in the spacious finished basement. This home has so much to offer, very spacious with the primary bed room and bathroom on the main floor, cathedral ceiling , covered front porch, large basement garage facing the rear of the home. Home is very convenient to downtown area and I-64. Dont drag your feet this one wont be on the market long. Seller offering to pay up to $5,000 on buyers behalf towards closing cost.

428 Waycross Dr, Winchester
267 Runnymeade Dr, Winchester
$529,900
4 Beds ⋅ 3 Baths ⋅ 26019672 MLS ⋅ 2,732 SqFt. ⋅ PENDING Status
Welcome to this beautifully designed 3-bedroom, 2.5-bath ranch in the highly sought-after Earlymeade subdivision, where comfort, style, and exceptional efficiency come together. This spacious one-story home offers an open, inviting floor plan highlighted by a stunning floor-to-ceiling stone fireplace that anchors the expansive great room. The well-appointed kitchen features granite countertops, abundant workspace, and flows seamlessly into the living area—perfect for everyday living and entertaining. Throughout the home, you'll appreciate having no carpet, providing a clean, modern look that's both stylish and easy to maintain. What truly sets this home apart is its impressive investment in energy efficiency. Enjoy year-round comfort with a geothermal heating and cooling system, while solar panels paired with a Tesla battery backup help reduce energy costs and provide added peace of mind during power outages. Start your mornings on the covered front porch and relax in the evenings on the covered back porch, overlooking a beautiful greenspace with no rear neighbors directly behind you. Offering the perfect blend of quality construction, modern finishes, and cutting-edge energy-saving technology, this exceptional ranch is a rare opportunity in one of Winchesters most desirable neighborhoods.

267 Runnymeade Dr, Winchester
625 Pine Ridge Rd, Winchester
$475,000
3 Beds ⋅ 2 Baths ⋅ 26020298 MLS ⋅ 2,174 SqFt. ⋅ PENDING Status
Back on the market at no fault of the sellers. Beautiful all brick ranch home on 4.1 acres that has 3 bedrooms, 2 bathrooms, open concept floor plan, large stone fireplace with wood burning stove & blower. Kitchen has butcher block countertops, garbage disposal, pot filler, range hood, ample cabinets with large pantry cabinet & island. Large primary suite that includes a walk-in tiled shower, with 2 shower heads, has a place for soaking tub with easy access for hooking up, 2 vanities, toilet closet and large closet with lots of built-in shelving. Easy access to laundry room which is right off of the garage and connects to primary suite. Family room has bar sink and overlooks a beautiful view of the secluded wooded backyard and has 3 French doors and 2 atrium doors to access back deck. Home has Pella windows and doors that are triple lock and Bryant Smart Home Wi-Fi thermostat & MyQ garage door opener app opens and closes garage door from anywhere. Large 2 car garage with mechanical room. Only 5 minutes from Mountain Parkway and 45 minutes to Toyota in Georgetown. Schedule your showing today!

625 Pine Ridge Rd, Winchester
32 Jackson St, Winchester
$189,000
3 Beds ⋅ 1 Baths ⋅ 26020135 MLS ⋅ 1,152 SqFt. ⋅ PENDING Status
This beautiful home is located just minutes from historic downtown Winchester. It has 3 spacious bedrooms and 1 full bath. The home has a new roof. When you walk out back you will find an oversized garage. The huge backyard is all fenced in. Make an appointment to tour this one before it's gone.

32 Jackson St, Winchester
13 Long Ave, Winchester
$219,000
3 Beds ⋅ 2 Baths ⋅ 26019206 MLS ⋅ 1,297 SqFt. ⋅ PENDING Status
Charming 3 bedroom, 2 bath home situated on a large, level lot! Relax and enjoy the inviting covered front porch, perfect for morning coffee or evening unwinding. Inside, you'll find a spacious living room and dining room featuring beautiful hardwood floors that add warmth and character. The generous yard offers plenty of space for outdoor entertaining, gardening, play or future possibilities. Don't miss the opportunity to make this delightful property your new home!

13 Long Ave, Winchester
33 Bon-Haven Ave, Winchester
$249,000
3 Beds ⋅ 2 Baths ⋅ 26018346 MLS ⋅ 1,386 SqFt. ⋅ PENDING Status
Welcome home to this beautifully renovated home in the desirable Bon Haven subdivision! From the moment you step inside, you'll appreciate the bright and inviting living room that flows seamlessly into the updated kitchen, creating a warm and functional space for everyday living. The main level features two spacious bedrooms and two full bathrooms, while the second floor offers a private third bedroom; perfect for a guest room, home office, or primary retreat. The unfinished 780-square-foot basement provides endless possibilities for additional living space, a recreation room, or extra storage. Located within walking distance of the popular Legacy Grove Park, you'll enjoy easy access to walking trails, green space, and outdoor recreation. Move-in ready and thoughtfully renovated, this home is ready for its next owner. SELLER IS OFFERING A CREDIT FOR A 2-1 RATE BUYDOWN WITH AN ACCEPTED OFFER. ASK LISTING AGENT FOR MORE INFO!

33 Bon-Haven Ave, Winchester
2379 Big Stoner Rd, Winchester
$259,900
3 Beds ⋅ 1 Baths ⋅ 26016881 MLS ⋅ 2,444 SqFt. ⋅ PENDING Status
SELLING "AS IS" Welcome to country living!! approximately 1 acre lot with 3-car garage. updates include; new basement doctor system, new range, refrigerator, dishwasher, and washer/dryer. New LVP flooring, new light fixtures inside and out. New septic system, new front storm door and new sliding glass door in dining room. New electric outlets and switch plates. New garage door on lower one car garage. New gutters. Motivated seller. Move-in condition. Schedule your viewing appointment today!!

2379 Big Stoner Rd, Winchester
491 Hidden Hills Way, Winchester
$209,500
3 Beds ⋅ 2 Baths ⋅ 26017144 MLS ⋅ 1,200 SqFt. ⋅ PENDING Status
Welcome home to this charming 3-bedrooms, 2-bath ranch perfectly situated in the heart of Winchester! Offering the convenience of one-level living, this inviting 1200 sq ft home combines comfort, functionality, and an unbeatable location. Primary bedroom is en suite and offers plenty of closet space. Additional 2-bedrooms and 1-bath provide plenty of space. Enjoy easy access to schools, shopping, restaurants, parks, and local amenities—all just minutes from your front door. Inside, you'll find a spacious and welcoming open floor plan with comfortable living areas, generously sized bedrooms, and plenty of natural light throughout. Whether you're a first-time home buyer, looking to downsize, or searching for the perfect home, this property offers endless potential to make it your own. Don't miss this opportunity to own a well-located home that puts everything you need within reach. Seller offering $3000.00 paint and flooring allowance to buyer with accepted contract.

491 Hidden Hills Way, Winchester
2697 Pine Ridge Rd, Winchester
$189,000
26009146 MLS ⋅ PENDING Status
Escape to your own private retreat with this stunning 41.6± acre wooded tract nestled in the scenic countryside of Winchester, Kentucky. This expansive property offers a rare opportunity to own a secluded slice of nature, perfect for a private estate, recreational getaway, or hunting retreat. With rich with mature timber, this land presents a lot of natural beauty. A network of cleared trails and old roadbeds provides easy access throughout the property, making it ideal for exploring, hiking, or ATV use. Whether you're looking to build your dream home tucked among the trees or create a peaceful weekend escape, this property delivers the privacy and tranquility you've been searching for. A small barn adds utility, while the location offers convenient access to the Mountain Parkway, making travel to Winchester and surrounding areas simple and efficient. Don't miss this opportunity to own a versatile piece of Kentucky land with endless possibilities—recreation, investment, or your future homesite all in one.

2697 Pine Ridge Rd, Winchester
160 Rector Ln, Winchester
$84,900
26005903 MLS ⋅ PENDING Status
UNIQUE Opportunity - 3.39 acres with a small pond - tucked away on a private lane, flat land and totally surrounded by trees. What a unique setting!! Convenience is the key to this property. Water is available at the main road. Internet has been extended down Rector Lane, electricity is accessible for connection. Deed Restrictions apply. Do Not Miss Your Chance to own this SPECIAL piece of land. Call to schedule your private viewing today.

160 Rector Ln, Winchester
229 S Highland St, Winchester
$160,000
4 Beds ⋅ 3 Baths ⋅ 26008701 MLS ⋅ 3,462 SqFt. ⋅ PENDING Status
Investor special with historic charm on corner lot! Opportunity awaits with this spacious 5 bedroom, 3 full bath home offering 3,462 sq ft of potential. Situated on a corner lot and walkable to downtown, this classic 2 story property is rich in character, featuring original hardwood floors, detailed woodwork, a welcoming front porch with columns, and a striking staircase with stained glass accents. The home has been partially gutted, with the kitchen, bathrooms, and several rooms ready for renovation, making it an ideal project for investors, flippers, or buyers looking to customize their dream home. With solid bones and timeless architectural details throughout, this property is primed to be transformed into a true showpiece. Cash or renovation financing required. Inspections welcome but selling AS-IS. Bring your vision and unlock the full potential of this one of a kind property.

229 S Highland St, Winchester
250 Spencer Ln, Winchester
$67,500
26005958 MLS ⋅ PENDING Status
Unique triangular shaped lot in a wooded rural setting, interesting opportunities for privacy in a beautiful area of Clark County where you can enjoy the outdoors and create memories galore.

250 Spencer Ln, Winchester
75 4th St, Winchester
$10,000
25501915 MLS ⋅ PENDING Status
Explore the opportunity to build your next home or investment property on this 0.06-acre residential lot located at 75 4th Street. Nestled in an established neighborhood, this lot offers convenient access to local amenities, schools, and nearby roadways. With public utilities available in the area, it's a great option for new construction or future development. Whether you're a builder, investor, or looking to establish roots affordably, this parcel provides a manageable size with potential in Boyle County. Buyer to verify all aspects of the property, including zoning, utility access, and permitted uses.

75 4th St, Winchester
103 Yorktowne Ct, Winchester
$130,000
3 Beds ⋅ 1 Baths ⋅ 25500573 MLS ⋅ 1,150 SqFt. ⋅ PENDING Status
Affordable and move in ready! This home will qualify for FHA, VA &/or Rural Housing Loan. This charming 3 bedroom, 1 bath home offers the perfect opportunity for first-time buyers, down-sizers, or investors. With a welcoming layout, comfortable living spaces, and a great location in Winchester, this property is an excellent value in today's market. Enjoy the convenience of nearby shopping, dining, and easy access to I-64 while still tucked away on a quiet street. Homes at this price point are hard to find...don't miss your chance to make this one yours!

103 Yorktowne Ct, Winchester
155 Spring Ridge Way, Winchester
$188,500
26005457 MLS ⋅ PENDING Status
Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are- R-1E, 4000 sq. Ft lots for 80 lots R-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue.

155 Spring Ridge Way, Winchester
117 4th St, Winchester
$10,000
25501219 MLS ⋅ PENDING Status
Discover the potential of this spacious 0.17-acre residential property nestled in a neighborhood community on clear and level vacant lot located in a Cul-de-sac of Lincoln Park Subdivision. This could be an investment opportunity as well, for ideal savvy investors looking to diversify your portfolio this property would be perfect for building a custom home, holding for future value, or develop now.

117 4th St, Winchester
225 Buffalo Trce, Winchester
$189,900
3 Beds ⋅ 2 Baths ⋅ 26011564 MLS ⋅ 915 SqFt. ⋅ PENDING Status
This move in ready ranch home offering 3 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

225 Buffalo Trce, Winchester
500 Hidden Hills Way, Winchester
$204,900
3 Beds ⋅ 2 Baths ⋅ 26004000 MLS ⋅ 1,120 SqFt. ⋅ PENDING Status
Ranch with covered porch, new roof, new appliances and countertops, new bath vanity, new professional paint job. Vaulted ceiling in the living room. Clean and ready for occupancy.

500 Hidden Hills Way, Winchester
600 Boone Ave, Winchester
$519,900
4 Beds ⋅ 5 Baths ⋅ 26013378 MLS ⋅ 4,173 SqFt. ⋅ PENDING Status
Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the tone for the elegance that flows throughout the home. The formal living room exudes Southern charm, featuring intricate moldings, and large windows that bathe the space in natural light. The formal dining room is perfect for hosting memorable gatherings, with ample space for entertaining in style. Designed for both beauty and function, this home seamlessly blends historic inspiration with modern amenities, creating a warm and inviting atmosphere. Whether you're enjoying a quiet evening on the spacious screened in porch or hosting lavish celebrations, this extraordinary estate is a true embodiment of Southern grace and hospitality. Owner/Agent

600 Boone Ave, Winchester
205 Providence Ln, Winchester
$269,900
3 Beds ⋅ 1 Baths ⋅ 26010776 MLS ⋅ 1,644 SqFt. ⋅ PENDING Status
You Wont Find A More Beautiful And Private Setting!!! This Home Features 3 Bedrooms And 1 Bath And Sits On 5.05 Acres; Two Front Porches; Large Rear Porch; A Separate Room Downstairs That Would Make A Great Master Bedroom/Suite Potentially; Huge Mudroom/Flex Space! Possibilities Are Endless With This Property. This Home Has Replacement Vinyl Clad Windows, Roof And HVAC All Replaced In Last 10 Years Approximately, But Needs Whole House Remodel. Could Use Floor Plan Rework As Well To Make It Flow. Great Opportunity!!

205 Providence Ln, Winchester
13 Maryland Ave, Winchester
$155,000
2 Beds ⋅ 1 Baths ⋅ 26008307 MLS ⋅ 1,472 SqFt. ⋅ PENDING Status
Welcome Home! Located across the street from a park with walking trails and 2 dog runs, this home is ready for a new owner. Featuring 2 bedrooms on the first floor and an optional 3rd bedroom or bonus room in the partially finished attic space. The original hardwood floors are located throughout the home. Home features a newer roof and gutters as well as a large fenced backyard. Schedule your private tour today!

13 Maryland Ave, Winchester
608 Colby Rd, Winchester
$360,000
3 Beds ⋅ 3 Baths ⋅ 26015128 MLS ⋅ 1,803 SqFt. ⋅ PENDING Status

608 Colby Rd, Winchester
208 4th St, Winchester
$130,000
2 Beds ⋅ 1 Baths ⋅ 25501100 MLS ⋅ 1,254 SqFt. ⋅ PENDING Status
Discover the potential of this spacious 0.27-acre residential home nestled in a neighborhood community on clear and level land located in a Cul-de-sac of Lincoln Park Subdivision. This Property features 2-bedrooms, 1-Bathroom, a large family room with a fireplace. There is also a large versatile barn on the property as well. This could be an investment opportunity as well, for ideal savvy investors looking to diversify your portfolio this property would be perfect for building a custom home, holding for future value, or develop now.

208 4th St, Winchester

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