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$1,200,000
9 Beds 6 Baths 26024297 MLS
Fantastic opportunity to acquire a substantial investment property in one of Kentucky's most sought-after tourism markets. This offering combines three active rental properties with five additional unrestricted lots, creating immediate income potential with significant room for future expansion. Each of the three existing properties features 3 bedrooms and 2 full baths, along with generous parking to accommodate guests with ease. The five additional lots offer the opportunity to continue building, expand the rental portfolio, or create a larger destination-style development—all without restrictive covenants limiting your vision. Ideally positioned with easy access to Natural Bridge State Resort Park and the Red River Gorge, and approximately 9 miles from Kentucky Dragway, the property benefits from proximity to some of the region's most popular outdoor recreation and entertainment destinations. Three established rentals. Five additional unrestricted lots. Multiple opportunities for continued growth. Whether you're looking to expand an existing investment portfolio or establish a larger presence in the Red River Gorge market, this is a property built around possibility.

35 El Way, Clay City

$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

$40,000
26024110 MLS
1.48 acres in Clay City, Kentucky with existing septic and utilities! This property offers a unique opportunity for someone looking for a homesite, investment property, or major renovation project in Powell County. The existing doublewide is currently unlivable and in need of substantial work, and may be best suited for removal. The property offers 1.48 acres with septic and utilities already in place, providing a potential starting point for someone looking to replace the existing dwelling or bring their own vision to the property. Ideal for a buyer, investor, contractor, or builder willing to take on a heavy project. Conveniently located in Clay City with access to the surrounding Powell County area and nearby Eastern Kentucky attractions. Property is being sold as-is. Buyer to verify septic condition, utility connections, and suitability for future construction or replacement of the existing dwelling. Due to the condition of the existing structure, before acceptance of any showing request, all parties must sign a Hold Harmless

1148 Beech Fork Rd, Clay City

$250,000
26023947 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

$100,000
26022536 MLS
Looking for the perfect place to build your dream home surrounded by nature? This beautiful property consists of three tracts totaling approximately 8.99 acres, offering a wonderful combination of privacy, usable land, woods, and wildlife. A cleared area is already in place for a future homesite, while the surrounding woods create a peaceful, private setting and natural buffer from neighboring properties. Electric and water are available on site, helping make the next steps toward building that much easier. Wildlife is no stranger here—deer have been captured right in the listing photos, giving you a glimpse of the natural beauty and quiet surroundings this property offers. With nearly 9 acres spread across three tracts, there are plenty of possibilities. Build your primary residence, create a private country retreat, or simply enjoy having extra acreage and room to explore. If you've been searching for land that offers privacy without giving up access to utilities, this property deserves a closer look. Come walk the property and imagine the possibilities! Buyer to verify all aspects of the property!

240 Nelson Rd, Clay City

$345,000
3 Beds 3 Baths 26022475 MLS
Gorgeous 1½-Story Home • Private Setting • Impressive 30x30 Detached Garage/Shop! If you're looking for a beautiful home with privacy, space, and an exceptional detached garage, this one deserves your attention! This gorgeous 1½-story home offers 3 bedrooms and 2½ baths on a private lot, providing a peaceful setting with plenty of room to enjoy both indoors and out. The thoughtfully designed floor plan offers comfortable living spaces with the added character and versatility of a 1½-story design. With three bedrooms and two-and-a-half baths, there's plenty of space for everyday living, guests, or a home office. One of the property's standout features is the 30' x 30' x 14' detached two-car metal garage/shop. Designed for much more than simply parking vehicles, it features two 10' x 10' insulated garage doors, a separate man door, 220-volt electric service, and a concrete floor. Whether you need space for vehicles, a workshop, hobbies, equipment, recreational toys, or additional storage, this building offers incredible versatility. Enjoy the privacy of your own property while having the extra space and functionality that can be difficult to find. Beautiful home, private setting, and an outstanding garage/shop—all in one property! Plus I hear the opportunity for a wildlife enthusiast is exceptional! Schedule your private showing and come see everything this special property has to offer.

286 Oak Ridge 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

$369,000
26021604 MLS
**98.914 Acres of Untouched Kentucky Wilderness - Bordering 742 Acres of Protected Nature Preserve** Discover an extraordinary opportunity to own **98.914 wooded acres** in one of Eastern Kentucky's most desirable outdoor destinations. Bordering the **742-acre Pilot Knob State Nature Preserve**, this remarkable property offers unmatched privacy, breathtaking natural beauty, and direct access to thousands of acres of protected scenery. Pilot Knob is renowned for its hiking trails, panoramic overlooks, and rich natural history, making this an exceptional location for outdoor enthusiasts. With approximately **6 miles of established roads and trails** winding throughout the property, exploring every corner is effortless. Multiple creeks meander through the land, creating peaceful settings for recreation, wildlife, and future homesitee or cabin location. A recent **timber survey estimates approximately $275,000 in STANDING timber value**, consisting primarily of valuable **White Oak**(COPY OF THE SURVEY AVAILABLE UPON REQUEST). The possibilities are nearly endless. Create a private family estate, develop a luxury cabin retreat, add hiking or horseback riding trails, or simply preserve this incredible tract as your own secluded mountain sanctuary. With its extensive road system, diverse terrain, and abundant wildlife, this property is perfectly suited for both recreation and investment. Located just a short drive from the **world-famous Red River Gorge**, you'll enjoy quick access to premier rock climbing, hiking, kayaking, restaurants, and one of Kentucky's fastest-growing tourism markets. Whether you're seeking a recreational getaway, timber investment, or future homesite opportunity, this rare property offers the space, beauty, and location to bring your vision to life. Properties of this size, with existing road infrastructure, valuable timber, flowing creeks, and direct frontage on protected nature preserve land, rarely become available. Don't miss your opportunity to own a truly exceptional piece of land.

9999 Millstone Rd, Clay City

$410,000
18 Beds 10 Baths 26020528 MLS
Great Investment Opportunity! There are 8 Rental Units in a Triplex, House, and 4 manufactured homes situated on approximately 3 acres. This income-producing property presents an outstanding opportunity for investors seeking multiple rental streams. Designed with a park-like atmosphere, the grounds feature mature shade trees, and a country setting. Improvements include newer septic systems, along with updates to several units featuring modern flooring and upgraded appliances. A short drive from the Mountain Parkway, the property offers easy access to surrounding communities, local conveniences, and outdoor destinations including Red River Gorge. If you are searching for a property with strong income potential and future possibilities, you won't want to miss this one.

2885 Main St, Clay City

$179,000
3 Beds 1 Baths 26018853 MLS
Welcome home to this well-maintained brick ranch offering the perfect blend of comfort, space, and convenience! Inside, you'll find a bright and inviting living room, an updated eat-in kitchen featuring white cabinetry, stainless steel appliances, and plenty of cabinet space, along with three spacious bedrooms and a beautifully updated full bath with a double vanity. Hardwood flooring flows throughout much of the home, adding warmth and character. The full unfinished basement provides endless possibilities for storage, a workshop, home gym, or future finished living space. Outside, enjoy a covered front porch, attached carport, and a large backyard with plenty of room for gardening, entertaining, or play. This move-in ready home offers peaceful living while still being conveniently located near schools, shopping, and everyday amenities. Don't miss your opportunity to make this charming property your own!

91 1st St, 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

$1,200,000
26009850 MLS
32 acres wooded • 10 bed / 10 bath • Multi-unit commercial opportunity • Guest house + turnkey apartments • 2 office spaces • Listed under appraised value Rare opportunity offering scale, acreage, and multiple income-producing configurations on approximately 32 wooded acres. Originally built in 1991, the property includes reinforced flooring systems and handicap-accessible design elements, supporting flexible commercial, residential, or mixed-use applications. The main structure features 10 bedrooms and 10 bathrooms with a finished basement that expands usable living or operational space. The property also includes two dedicated office spaces, providing functionality for on-site management, administrative use, or conversion into additional operational or rental space (subject to zoning and approvals). Additional structures include a detached guest house and two upstairs units already configured in turnkey condition, allowing for immediate occupancy or rental potential. The layout supports separation of units while maintaining connectivity for larger-scale use if desired. With approximately 11,378 sq ft of total interior space, the property supports a variety of investment strategies including multi-family housing, short-term rental operations, workforce housing, group lodging concepts, or mixed-use commercial applications. The flexible configuration allows multiple income streams from a single site. The 32-acre setting is heavily wooded, offering privacy, natural surroundings, and potential for future expansion or additional development depending on intended use. The land provides space for parking, additional structures, or outdoor functionality tied to commercial operations. Located within reach of Clay City and Stanton-area services, the property maintains access to regional routes connecting toward the Red River Gorge recreation corridor, dining, grocery, and service hubs. This property is listed under appraised value, presenting a compelling opportunity for investors seeking scale, multiple units, office functionality, and land value in one package with existing structural readiness and immediate-use potential. Includes: finished basement, guest house, two turnkey upstairs units, two office spaces, reinforced flooring system, handicap-accessible design elements, and wooded acreage setting.

1429 Brush Creek Rd, Clay City

$195,900
26011543 MLS
Peaceful surroundings, scenic beauty, and comfortable country living come together on 28.61 surveyed, unrestricted acres. This property features road frontage lined with mature trees, creating added privacy that helps shield much of the property from the main road. Whether you're searching for a weekend retreat, investment opportunity, homestead, or a place to build your forever home, this property delivers the perfect blend of convenience and rural charm minutes from the Mountain Parkway. The current owners have invested countless hours clearing, improving, and preparing the property for its next chapter. Features include field tiles, partially cleared acreage, the beginnings of a scenic pond, and a well-established network of trails perfect for hiking, ATV riding, or simply enjoying the beauty of the land. With a mix of open fields and wooded acreage, the possibilities here are endless. Multiple potential building sites offer opportunities for a private residence, recreational use, or future development. City water, and the large building on site is partially equipped with electric wiring and amp service already in place. Enjoy the peace, privacy, and versatility this property has to offer while still being conveniently located near some of Kentucky's most sought-after outdoor destinations like Red River Gorge. Showings by appointment only.

800 Virden Ridge Rd, Clay City

$360,000
7 Beds 5 Baths 26013214 MLS
This multi-family Triplex income property features three spacious Units. Two Units have 2 bedrooms / 1 bathroom . The third unit features 3 bedrooms/3 bathrooms. Two units are currently rented. One unit has just recently been vacated and is currently open for showings. Two units have had updates within the past two years with new HVAC systems and rear 8 x 10 decks. The roof was replaced 9 yrs ago a new blacktop parking lot for the Triplex tenants. A Survey and floor plans are available with Sellers Disclosure. Easy access to schools, professional offices, restaurants and the Bert T Combs Mt Parkway. Located 45 minutes from Lexington I-75 and minutes from the Red River Gorge. Conveniently located with steady rental demand. Whether you're expanding your portfolio or entering the multifamily space, this is a rare value-add opportunity with multiple revenue streams already in motion with current income. Please allow 48 hours to notify tenants in two of the units for a showing. Showings can be scheduled with proof of funds or a lender pre-approval letter from potential buyers.

119 Fifth Ave Unit ABC, 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