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$65,000
26024770 MLS
This charming downtown property is the definition of versatile potential! Located in the heart of downtown Harrodsburg, this well maintained property offers a unique opportunity for those looking for a convenient location with plenty of flexibility. Formerly used as an insurance office, the building could continue as a professional office or be a residential residence, making it an ideal option for a variety of professionals, investors, or those looking for a home. Recent updates include fresh interior paint, new floor covering. The newer HVAC system, and low maintenance metal roof provide added peace of mind. The property offers a practical layout and a clean, refreshed interior that is ready for its next chapter. Enjoy the best of the small town life with restaurants, shops, local businesses, and other downtown amenities all within easy walking distance. Whether you're looking for a convenient downtown residence, a professional office, or an investment opportunity, this property offers location, versatility, and affordability in one package. Don't miss this opportunity to own a property in the heart of historic Harrodsburg.

121 Short St, Harrodsburg

$365,000
26023341 MLS
This 3,016+/- square foot specialty/mixed-use commercial property in the heart of Downtown Danville, KY delivers a true speakeasy-style atmosphere with a high-energy sports lounge vibe, creating the perfect setting for an exclusive, VIP bar experience. Currently operating as an indoor golf venue and exclusive bar, the unique space immediately immerses guests with its moody, upscale aesthetic--featuring exposed ceilings, luxury vinyl plank flooring, and a stunning 19' x 22' custom wood high-top bar that anchors the room. With eight TVs positioned throughout, a premium sound system with subwoofers, and an intimate-yet-energized layout, this is the ultimate destination for watching the big game, hosting private events, or creating a members-only concept. All furniture and equipment convey, including two immersive, state-of-the-art GC Hawk golf simulators that elevate the entertainment factor and draw a loyal, high-end clientele, making this a true turnkey opportunity. The bar is fully outfitted with an industrial refrigerator, pizza oven, hot dog roller, and ice maker--everything needed to deliver a seamless food and beverage experience from day one. Plus, flowing seamlessly from indoors to out, guests can enjoy the 260+/- square foot covered concert pavilion--ideal for live music, game-day overflow, or creating that sought-after indoor/outdoor social scene. On the far side of the venue, over 1,000 square feet of unfinished warehouse space features an oversized garage door and a gas heater provides flexibility for storage, expansion, or creative conversion. Two industrial exhaust fans are already in place, opening the door for concepts like a cigar lounge or other specialty uses. Additional features include two restrooms, one shower, exterior security cameras, and an HID (keycard) members-only door access system--all contributing to a secure and polished hot spot. Whether you're looking to continue a thriving sports and entertainment concept or craft an entirely new upscale bar, lounge, or flex-use space, this property delivers an atmosphere that's both exclusive and electric. This is just what Danville nightlife needs!

422 Fryes Ln, Danville

$514,900
26022757 MLS
Historic Charm meets endless possibilities! Step into a truly unique piece of Danville history with this stunning late-1800's home located in the heart of historic downtown Danville. Rich with character and timeless charm , this distinctive property has enjoyed a fascinating past, serving over the years as professional office space, two different restaurant establishments, and currently serves as a charming gift shop and home interiors business. The possibilities for its next chapter are just as exciting! The flexible layout offers opportunity to continue a commercial venture on the first floor while creating very comfortable living quarters on the second floor with a few tweaks. Ideally setup for a designer, entrepreneur, professional office space, restaurant, or anyone dreaming of combining home and business under one historic roof! With its downtown location, character-filled architecture, and remarkable history of adapting to different uses, this property is way more than a commercial space--it's an opportunity to become part of Danville's story while creating something that is uniquely your own. Live upstairs. Work downstairs. Own a piece of Danville history. The possibilities are endless!

219 S 4th St, Danville

$450,000
26019561 MLS
An exceptional opportunity to own one of Kentucky's most iconic and longest-standing restaurants, Biancke's Restaurant has been serving the Cynthiana community since 1894. With more than 130 years of history, this is far more than a restaurant—it's a trusted brand with an outstanding reputation, a loyal customer base, and a proven record of success. The groundwork has already been laid, allowing a new owner to step into an established business without the challenge of building a clientele from scratch. The sale includes the established business, equipment, furnishings, fixtures, branding, goodwill, and operational systems necessary to continue serving generations of loyal customers. The real estate is not included in the sale. The business will operate under a long-term triple net (NNN) lease, providing an opportunity to own a thriving restaurant without the capital investment of purchasing the property. This turnkey business opportunity includes the well-known restaurant operation featuring seating for approximately 175 guests, along with The Station at Biancke's, which adds an additional 50 indoor seats and 50 outdoor patio seats. From breakfast and lunch to dinner service, family gatherings, rehearsal dinners, showers, and community events, Biancke's has long been the destination where memories are made. Whether you're an experienced restaurateur looking to expand your portfolio or an entrepreneur seeking a rare opportunity to own a business with deep community roots and an exceptional reputation, Biancke's Restaurant is ready for its next chapter. Continue a legacy that has stood the test of time while bringing your own vision to one of downtown Cynthiana's most recognizable and successful dining destinations.

102 S Main St, Cynthiana

$225,000
26017292 MLS
Rare Investment and Business Opportunity Awaits!!! If you are looking for immediate income potential look no further than this staple of a business right in Tollesboro. The possibilities are endless with this one as you will be investing in a very profitable and popular local pizza joint, additional large buildings that has ample space to turn into whatever you can imagine, and as well as a 1700 sq ft apartment that could be leased for immediate passive income. This property includes a general store area that boasts 5000 sq ft of unlimited potential, a 1900 sq ft warehouse, ample sized restaurant of 2500 sq ft, with additional 2500 sq ft for storage in the basement gives you a total of over 13,000 sq ft in facilities. All equipment will be included featuring a pizza oven, commercial flat-top griddle, deep fryer, 2 refrigerated prep stations, double door refrigerator, freezers, commercial cookstove, 2 exhaust hoods, 5 prep tables, 3 bay stainless-steel sink, plus all furniture and square cash register. You will be ready take off on day one! Additionally, buyers/investors will have peace of mind knowing this is under a newly installed roof. Set up your showing today and explore all the options this property has to offer.

3521 Kentucky 10, Tollesboro

$549,000
26016888 MLS
Successfully run as The Tuscan Rose fiber arts store for years, this 19,963 SF building could be converted to numerous businesses including a lovely restaurant, condos, spa, bowling alley, etc. There are 18 ft plaster ceilings, beautiful corbels, ornate chandeliers, some pink granite, hardwood & concrete floors. Central elevator shaft w/ access to all 5 floors so perfect for condo regime. The 2nd floor/mezzanine is an office break room with beautiful kitchen, coffee bar, large utility room & dog washing station. Could be a nice potential apartment or condo. 4brand new HVAC's. Partial basement stays dry w/ cool original boilers & storage room. Could be one of a kind speak easy! 3 remaining floors to finish out to your dreams! Appliance update: stove, washer & dryer have been removed & are not part of this sale.

420 Broadway St, Paducah

$57,500
26016838 MLS
Located on Main Street in the heart of Hazel, Kentucky, this 2,775-square-foot retail building offers an exceptional opportunity to own commercial real estate in one of Western Kentucky's most recognizable shopping destinations. Known throughout the region for its collection of antique stores, specialty shops, and small-town charm, Hazel attracts visitors from Kentucky, Tennessee, and beyond, creating consistent customer traffic throughout the year. The building features a flexible open retail layout that can easily accommodate a variety of business concepts, including a boutique, antique store, gift shop, home décor retailer, specialty market, art gallery, or other customer-focused business. With excellent visibility along Main Street, convenient parking, and immediate availability, the property is well positioned for both owner-users and investors. Whether you're expanding an existing business, launching a new retail concept, or adding an affordable commercial asset to your investment portfolio, this property offers an outstanding combination of location, visibility, and long-term potential in one of the region's most unique retail markets.

210 Main St, Hazel

$3,790,000
26008699 MLS
Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a "billboard effect" for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown "parking hunt." This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's finest dining, coffee shops, and banks. Building consists of 24 offices 8 half baths, 2 break areas, 1 training room, Server Room, File room, 2 copy rooms and a reception area. Don't miss the opportunity to occupy one of the most recognizable professional hubs in Central Kentucky. Whether you are a growing tech firm, an established law practice, or a creative agency, this building offers the identity and infrastructure required for your next chapter of growth.

277 E High St, Lexington

$75,000
26013849 MLS
GREAT BUSINESS OPPORTUNITY!! This restaurant has been serving the local community since the 1950's!! It is well known and well established! There is a $78 million Livingston County Hospital expansion currently underway, along w/additional infrastructure improvements for the area driving revenue to this restaurant. Since it uniquely offers outdoor dining only, it takes just a couple of employees to operate the business. That combined with extremely low utility bills contribute to reduced overhead & more profit. All equipment in the restaurant is less than 1.5 yrs old, some plumbing updates, revitalization of roof & recent repaving of the parking lot are just a few of the improvements you will receive as the new owner of this fine little diner!! ASK ABOUT OWNER FINANCING & LEASE OPTIONS!

426 E Adair St, Smithland

$600,000
26007550 MLS
**Exceptional commercial investment opportunity in the heart of downtown Versailles!** Located at **380 Amsden Avenue**, this versatile property offers over **7,500 sq. ft. of space on approximately 1.15 acres**, providing an outstanding opportunity for an investor, owner-user, or business looking for a substantial footprint in a convenient location. The main level offers expansive commercial space with a flexible layout that could accommodate a variety of potential uses. Above the commercial space are **three currently occupied apartments and one on the main level**, including **two 2-bedroom units and two 1-bedroom units**, providing an established source of rental income while offering additional investment potential. Conveniently located near the hospital, downtown Versailles, shopping, dining, and other area amenities, the property combines commercial possibilities with income-producing residential units in one unique offering. Whether you're looking for space for your own business, an investment property with multiple income streams, or a property with future redevelopment potential, **380 Amsden Avenue offers tremendous possibilities in a highly desirable Versailles location.** Apartment financials are available upon request.

380 Amsden Ave, Versailles

$375,000
25500832 MLS
Own a piece of history in the heart of downtown Harrodsburg with this rare opportunity to purchase two beautifully restored historic buildings on Main Street. Offering the perfect blend of timeless charm and modern updates, this turnkey investment property is ready to generate immediate income and long-term value. The main level features two spacious street-level storefronts, ideal for retail shops, cafes, or professional offices. With excellent visibility, steady foot traffic, and prominent Main Street frontage, these spaces offer prime commercial exposure. Both buildings have been recently updated, preserving their historic character while providing functional and attractive interiors. Upstairs, you'll find three well-appointed one-bedroom residential apartments. Located in Kentucky's oldest city, Harrodsburg is a vibrant and welcoming community with deep historical roots. The property is surrounded by other thriving local businesses, restaurants, and cultural attractions, and is just a short drive from Danville, Lexington, and major regional thoroughfares. With multiple income streams and strong potential for appreciation, this property presents an exceptional opportunity for investors, entrepreneurs, or business owners looking to establish or expand in a growing downtown market. Whether you're looking to enhance your portfolio or set up shop in a historic setting, this Main Street gem offers flexibility, functionality, and lasting appeal. (Note: some photos are not current)

120 S Main St, Harrodsburg

$599,900
25507877 MLS
Discover a rare investment opportunity in the heart of historic downtown Cynthiana with 202 E Pike Street, a 16,524 sq ft, three-story commercial building offering unmatched versatility and nearly half a million dollars in improvements already completed. Fully restored where it counts and primed for redevelopment, this landmark property blends historic character with modern upgrades. Originally built in 1914, the building has hosted some of Cynthiana's most iconic businesses over the past century. Today, it features a turnkey business with new bathrooms, cabinetry, a bare commercial kitchen space, upgraded electrical, a 3-ton commercial HVAC unit, new water heater, and newly installed storefront windows on both Pike and Walnut Street. Major capital improvements from 2020-2025 include a new roof, extensive masonry work, full window replacements, leak remediation, structural repairs, and professional cleaning of the upper floors. Buyers will also receive blueprints, proof of all contracted work, vendor lists, and a washer/dryer in the basement. The top two floors offer extraordinary redevelopment potential. Whether envisioned as boutique hotel units, Airbnb suites, long-term apartments, or additional commercial spaces, the income possibilities are significant. With high demand for downtown lodging, excellent visibility, corner frontage (2 legal addresses with separate entrances), and extremely low inventory for comparable assets in Harrison County, 202 E Pike Street stands as a premier opportunity for investors, developers, or business owners seeking a transformative, income-producing property in a thriving Kentucky community. Selling the building only, not the business or any items owned or related to the business. Kitchen Equipment including the 3 compartment sink, commercial hood, commercial refrigerators & freezers including the walk in freezer does not convey with the property.

202 E Pike St, Cynthiana

$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

$279,900
26011686 MLS
Prime Commercial Opportunity in Harrodsburg, KY - high visibility, high traffic, outstanding potential. Position your business for success with this strategically located commercial property in the heart of Harrodsburg. This approximately 2,250 square foot building sits prominently on the corner of two heavily traveled streets just one block from Main Street, offering exceptional exposure and easy accessibility. The property features approximately 12-15 off-street parking spaces — a rare and valuable convenience for customers, clients, and employees alike. Potential uses include retail, professional offices, service businesses, medical or wellness space, boutique showroom, salon or spa, restaurant or café concept, and many other possibilities. With excellent visibility, strong traffic counts, convenient parking, and a prime in-town location, this property offers the perfect opportunity for an owner-user, investor, or growing business looking to establish a strong presence in Harrodsburg. Bring your vision and make this versatile commercial property your next successful venture.

120 E Lexington St, Harrodsburg

$348,000
25507965 MLS
Owner financing or lease option to qualified applicant, Prime Commercial Opportunity - Heart of Downtown Vanceburg Location, location, location! This exceptional commercial building sits in the very heart of Vanceburg, directly across from both courthouses and just one block from 3 banks and the city office building—an unbeatable setting for business visibility and foot traffic. Offering over 10,000 square feet and ample parking, this versatile property provides multiple income-producing possibilities. Main Level: The ground floor features a spacious retail/restaurant/diner area, 2 private offices, 2 half baths, and a meeting or private event space complete with a kitchenette and an additional half bath—ideal for dining, professional services, or event use. Upper Level - Residential & Office Space: Upstairs includes a well-appointed 3-bedroom, 2-bath apartment with a kitchen, den, utility room, and an outdoor terrace patio with fireplace showcasing river views—perfect for owner occupancy or rental income. Also accessible from the Second Street entrance are 2, 3-room private office suites with two separate hallway bathrooms, providing additional commercial rental potential. This property offers endless possibilities for investors, business owners, or mixed-use development. A rare opportunity to own a landmark building in one of Vanceburg's most desirable and higher traffic locations. Schedule your showing today!

89 2nd St, Vanceburg

$195,000
25004468 MLS
. This is an opportunity to own the former Cumberland United Methodist Church building, residence, parking lot, and grounds located at "the foot of Main Street", at the intersection of Main and Frazier streets in Cumberland, KY 40823. This historical property is a Cumberland landmark and a great location to start, or relocate, your worship center. The property is ideal for religious, or other, uses. It is in the business zone. The main floor is approx. 2,240 SF +/- and consists of a sanctuary, entrance foyer, choir loft, and offices. The ground floor is also 2,240 SF +/- and has a large gathering/dining area, smaller classrooms, kitchen, and two restrooms. The residence has approximately 1,670 SF+/- on the main floor with a LR, DR, kitchen, 4 bedrooms, and 2 full bathrooms; there is also a full unfinished basement, including a garage that is accessed from Fugate Drive. The house and church building are conveniently connected via a corridor leading from the ground floor of the church to the basement of the home. The paved parking lot is accessible from Fugate Drive and has 20+/- parking spots plus a covered carport and small storage building.

102-104 Frazier St, Cumberland

$229,900
26009655 MLS
Prime opportunity to own a well-located commercial building in the heart of Wilmore's active and walkable downtown district. This 1,867 SF (per appraisal) one-story building sits on a 30' x 100' lot just steps from Asbury Theological Seminary and minutes from Asbury University, surrounded by local shops, dining, and daily foot traffic. The property is currently occupied by Solomon's Porch, a well-established café, restaurant, and catering business that has served the community for over 20 years (business not included in sale). The tenant operates on a month-to-month basis and has expressed a desire to remain, offering immediate in-place income with flexibility for future use or redevelopment. Effective July 1, 2026, rent increased to $1,050 per month ($6.75/SF/YR), reflecting a meaningful adjustment from historically below-market levels under prior ownership and providing a foundation for potential future upside. Ideal for investors seeking a value-add or stable income opportunity, as well as owner-users looking to establish a presence in one of Central Kentucky's most unique and close-knit communities.

111 E Main St, Wilmore