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$250,000
2 Beds ⋅ 1 Baths ⋅ 26024214 MLS
Offering approximately 2,400 square feet and 18 paved parking spaces, this versatile two-story property creates a unique live/work opportunity. The main level features a reception and waiting area, three spacious offices, a half bath, and storage. Upstairs is currently configured as an apartment with a full kitchen, offering the option to live where you work, create additional income potential, or convert the space back into the large conference rooms it once housed. With three separate entrances, including dedicated upstairs access if desired, plus separate HVAC systems for each level, the possibilities here are impressive. Work downstairs. Live upstairs. Or reimagine the entire property to fit your business and investment goals. One property. Multiple possibilities!!!

4418 Main St, Clay City
$269,000
2 Beds ⋅ 2 Baths ⋅ 26023257 MLS
Escape to your own slice of the Kentucky mountains with this charming cabin nestled on 3 peaceful acres, just walking distance to hiking trails and approximately 20 minutes from Red River Gorge and Natural Bridge. Currently operating as a successful vacation rental, the property is already booked for many upcoming fall weeks, offering an excellent opportunity for an investor seeking rental income—or make it your own private retreat or full-time single-family home. Enjoy the outdoors from both the inviting front and back covered porches, gather around the fire pit, and take in the quiet, secluded setting. Ample parking makes hosting family and friends easy. Conveniently located less than 10 minutes from the Mountain Parkway, with easy access to Winchester, Mt. Sterling and Lexington. Whether you're looking for a proven vacation rental, a weekend getaway, or a place to call home, this property offers the perfect blend of privacy, recreation and convenience in the heart of Kentucky's scenic countryside. This is an active VRBO so some days may be blocked off for showings.

530 Turley Rd, Clay City
$147,000
1 Beds ⋅ 1 Baths ⋅ 26021992 MLS
Tucked away in a peaceful, wooded setting, this charming one-story cabin with a loft offers the perfect blend of privacy, nature, and opportunity. With approximately 914 square feet of living space, this home is currently in the process of being finished (about 90% done currently), giving you the chance to add your own personal touches and bring your vision to life. The open layout features a cozy main living area and a loft with additional sleeping space—ideal for guests or a relaxing retreat. Surrounded by mature trees and a spacious yard, this property is perfectly suited for a weekend getaway, short-term rental, or full-time escape from the hustle and bustle. Located just a short drive from Red River Gorge and Natural Bridge State Resort Park, you'll have easy access to some of Kentucky's most sought-after outdoor destinations, including hiking, rock climbing, kayaking, and breathtaking scenic views. Whether you're searching for an investment property, Airbnb opportunity, or your own private cabin in the woods, this one has the location, setting, and potential to make it something truly special. Selling AS-IS with inspections welcome.

2789 Black Creek Rd, Clay City
$285,000
3 Beds ⋅ 2 Baths ⋅ 26020741 MLS
Beautifully Maintained Home in a Very Peaceful Setting just off the Mountain Parkway and Convenient to The Red River Gorge Recreation Area! This updated, 3 Bedroom, 2 Bath Home is warm and inviting throughout and sports a large front porch and sizable back deck on 1.3 acres. This property is an entertainer's delight both inside and out! This beauty welcomes you with glistening hardwoods in the large living room that flows effortlessly into a renovated kitchen with massive island for entertaining! The Dining Room is spacious and airy with vaulted ceilings and can be as ideal for a kid's birthday as it can for a large hoiday party! The primary suite is strategically located on the Main Floor and features His & Her Closets and private bath. A flexible landing at the top of the the stairs can be utilized as an open-air office or hobby nook! Two bedrooms upstairs include a massive bedroom with a walk-in closet and a third bedroom, with a relaxing vibe, being utilized as a current study which is perfect for a work office, library, or meditation room. A nice fire pit welcomes you on one side of the yard and there is ample room for an in-ground pool and also a large garden! The back deck includes an above-ground pool and ample room for a hot tub. You have to tour in person to fully appreciate the great character inside and out!

376 Oak Ridge Rd, Clay City
$500,000
6 Beds ⋅ 4 Baths ⋅ 25502873 MLS
Hello, I'm 338 Happy Top Road. I've been lucky enough to spend my years surrounded by peaceful countryside, breathtaking views, and the sounds of nature. I've watched countless sunrises over the hills, listened to laughter echo through my rooms, and provided a place where memories have been made. Now, I'm ready to welcome my next family. Inside my main home, I offer three comfortable bedrooms, two full bathrooms, and a large sunroom where you can enjoy your morning coffee while taking in the beautiful scenery or unwind as the sun sets across the hills. Whether it's family dinners, quiet evenings, or simply enjoying the comfort of home, I have plenty of room for life to unfold. But I have even more to offer. I'm also home to two additional apartments that provide an excellent opportunity for rental income, extended family, guests, or a home business. Along with multiple storage buildings, there's no shortage of space for hobbies, equipment, vehicles, or all the treasures life brings. Whether you're dreaming of raising a family, enjoying the peaceful country lifestyle, or investing in a property that works for you, I have something special waiting. I've been well cared for, and now I'm searching for the next family to fill my rooms with laughter, enjoy my incredible views, create lasting memories, and write the next chapter of my story. Could that family be yours? Come visit me at 338 Happy Top Road in Clay City, Kentucky. I can't wait to welcome you home.

338 Happy Top Rd, Clay City
$169,900
3 Beds ⋅ 1 Baths ⋅ 26010580 MLS
Remodeled ranch with an attached garage for well under $200k! Unbelievably priced property, just for you! Welcome home to this beautiful home offering comfortable, low-maintenance living in a convenient location! Just minutes to the Mountain Parkway and approximately 10 minutes to Mount Sterling! From the moment you arrive, you'll appreciate the inviting covered front porch and the tasteful updates throughout. Inside, you'll find brand new double-pane windows allowing for great natural light and energy efficiency, along with all new vinyl plank flooring flowing seamlessly throughout the main living areas and bedrooms. The fully remodeled bathroom adds a great modern touch, while the functional layout creates a warm and welcoming feel throughout the home. Equipped with central heating and air, a metal roof, and so much more! The attached garage provides additional storage space and convenient parking. Measuring out to approximately 380sqft making this an over-sized, 1 car attached garage. Such a great space for all your needs! This home has been thoughtfully updated to offer very efficient living with low utility costs and little left to do except move in and enjoy. Whether you are a first-time home buyer, downsizing, or simply looking for an affordable home with modern updates, this property checks all the boxes. Will qualify for all loan types! Call today and schedule your private viewing.

101 Holiday Hill Rd, Clay City
$124,900
3 Beds ⋅ 1 Baths ⋅ 26014117 MLS
Brick ranch home situated on 0.43 acres in a rural setting. Property features 960 square feet of living space, 3 bedrooms, 1 bathroom, and a covered carport. Single-level floor plan with a manageable lot size and country surroundings. EMD 10% cash 1% Financed or 1k minimum whichever is greater. Purchasers may use any lender they choose to finance the purchase of a property. However, the seller requires that all non-cash offers must be pre-qualified by NewRez Home Loan Division prior to offer acceptance. For the free pre-qualification, contact Jason Reeves at (865) 406-8889 or jason.reeves@newrez.com.

2360 Little Hardwicks Creek Rd, Clay City
$1,400,000
10 Beds ⋅ 10 Baths ⋅ 26006972 MLS
Experience the perfect blend of country serenity and investment potential on this expansive 32-acre Clay City estate. Boasting a 11,378sqft main home with 10 bedrooms and 9.5 bathrooms, this property is ideal for large families, multi-generational living, or rental income opportunities. The home's bright and open interior features multiple fireplaces, skylights, and a spacious eat-in kitchen with breakfast bar, perfect for everyday living and entertaining. A finished walk-out basement adds versatile space for recreation, a home office, or a personal gym. Designed with flexibility in mind, the property includes two fully finished apartments (built in 2016) and a detached guest house, offering private living quarters for extended family, long- or short-term rentals, or work-from-home setups. Step outside to enjoy a private above-ground pool, expansive deck and patio, open yard space, and wooded acreage — ideal for recreation, gardening, or future expansion. With ample parking and a nine-car garage layout, hosting guests or managing multiple vehicles is effortless. Located just 0.5 miles from Pilot Knob State Nature Preserve and 23 miles from the Red River Gorge, this property is a nature lover's dream, offering hiking, rock climbing, and breathtaking scenic views right at your doorstep. Whether you're seeking a spacious family home, a profitable rental property, or a tranquil country retreat, 1429 Brush Creek Road delivers endless possibilities in a highly desirable rural Kentucky setting.

1429 Brush Creek Rd, Clay City
$225,000
3 Beds ⋅ 1 Baths ⋅ 26007574 MLS
Welcome home to comfort and convenience all in one!! This lovely property offers the perfect blend of indoor charm and outdoor living. Step inside to find a warm and inviting layout ideal for cozy everyday living. Out back, your private oasis awaits. A sparkling pool is ready for summer days, weekend gatherings, and relaxing evenings under the stars. The large yard provides plenty of room for kids, pets, gardening, or future expansion, making it as functional as it is beautiful. Conveniently located just minutes from shopping, dining, schools, and major routes, this home makes daily life easy while still offering the space and tranquility you've been looking for. Whether you're hosting poolside parties or enjoying a quiet night at home, this property truly has something for everyone. Don't miss your chance to make it yours!!

241 8th Ave, Clay City
$190,000
3 Beds ⋅ 1 Baths ⋅ 26007744 MLS
Move-In Ready 3-Bedroom Home with Tons of Potential! Welcome to your next home! This 3-bedroom, 1-bath beauty is full of original charm while being exceptionally well-maintained and completely livable as-is. A huge addition offers endless possibilities for a second family room, home office, or creative space, perfect for work, play, and everything in between. Tucked at the end of a quiet one-house cul-de-sac, you'll enjoy ultimate privacy without sacrificing convenience, just minutes from town and the parkway. Clean, efficient, and brimming with potential, this home is ready to be someone's forever haven.

88 Howell Ln, Clay City
$859,000
4 Beds ⋅ 6 Baths ⋅ 25013124 MLS
This rare listing on a 9 hole golf course, close to Red River Gorge and 45 minutes from Lexington will generate a lot of interest.. The main house has a large master bedroom and bathroom on the first floor along with an office that overlooks the enclosed pool, deck and outdoor wood burning fireplace. There is a large open great room with a gas log fireplace and large open kitchen with a dining area. There is a large pantry off the kitchen and leads to the one car garage. The laundry room is on the first floor also. The formal living room has 20 foot ceilings and a gas log fireplace with a formal dining room and access to the back deck overlooking a small pond. There is a half bath off the living room. Upstairs has 2 more bedrooms and a bath. The separate guest house is 2 story with an open kitchen/dining/living area and utility room that leads to a half bath that is also accessible from the pool. The upstairs bedroom has a large walk in closet and full bath complete a spa tub/shower with lots of features. The 3 car garage has a bonus room above and the basement area has a garage for a golf cart/lawn mower or both. There are 2 finished rooms for a rec room or more storage.

260 Beech Fork Blvd, Clay City