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$1,450,000
26019698 MLS
A rare opportunity to own one of Cynthiana's most recognizable and beloved businesses, Biancke's Restaurant has been serving the community since 1894, making it a true landmark with more than a century of history, tradition, and loyal customers. When you purchase Biancke's, you're not simply acquiring the real estate at 102 South Main Street in Cynthiana —you are investing in a well-established brand, an outstanding reputation, and a thriving business with a customer base that has already been built over generations. Strategically located in the heart of historic downtown Cynthiana, the property consists of three adjoining buildings seamlessly connected into an inviting main dining area with seating for approximately 175 guests. The 2019 addition of The Station at Biancke's expanded the restaurant with an additional 50 indoor seats and 50 outdoor patio seats, creating even more opportunities for dining, entertainment, and special events. Above the main restaurant is a spacious private banquet hall with seating for approximately 60 guests, currently not in use and offering tremendous potential for private parties, corporate events, rehearsal dinners, receptions, or additional business expansion. Known as the community's gathering place, Biancke's welcomes guests from breakfast through dinner while hosting countless family celebrations, bridal and baby showers, rehearsal dinners, business meetings, and memorable evenings with friends. Its longstanding presence has made it an integral part of the fabric of the community. Adding to the property's value, two beautifully renovated apartments on the second and third floors were completely remodeled in 2020 with exceptional attention to detail. Currently operating as a long-term rental and a successful Airbnb, these units provide valuable supplemental income while enhancing the property's investment appeal. This is a true turnkey operation, offering the rare chance to own an iconic Kentucky restaurant with multiple income streams, significant seating capacity, and an unmatched legacy. Continue a tradition that has thrived for more than 130 years while writing the next chapter in the story of one of downtown Cynthiana's most treasured destinations.

102 S Main St, Cynthiana
$209,000
3 Beds ⋅ 2 Baths ⋅ 26003251 MLS
Nice home located in Western Hills. 3 bedrooms, 2 full baths and unfinished basement. Enclosed sun-room and attached carport. Nice yard.

404 Broadway Ave, Cynthiana
$615,000
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
$925,000
5 Beds ⋅ 3 Baths ⋅ 26011909 MLS
Amust see to believe. This Blue Grass Trust historical home on 27 acreshas been meticulously maintained and is in excellent condition. Built in 1822 and at that time called the John William Kimbrough House, this beautiful estate was later named Popular Hall Farm. Exquisitely restored while preserving its history. It boasts 14ft ceilings, oringinal hardwood floors, muiltiple working gas fireplaces, elegant chandeliers and abundant closets. A completely customized kitchen with large island, 6 burner gas range, Subzero refrigerate,granite,and stainless steel countertops make this kitchen a chef's dream. Beautiful foyer. spacious dining room,living room and library with floor to ceiling bookshelves. Three tastefully renovated modern bathrooms accompany five bedrooms. Outstanding natural lighting throughout the housefrom grand windows afford breathtaking views. New gas and water lines to the road was installed in spring 2025. Attention to detail is the hallmark of Poplar Hall Farm as the buyer will notice at the first visit. it is also within walking distance to retaurants and shopping in downtown Cynthiana.

231 Kentucky 36, Cynthiana
$509,900
5 Beds ⋅ 2 Baths ⋅ 25500427 MLS
Beautifully restored 1900's victorian home bringing in old charm with all the benefits of being fully upgraded. Conveniently located in historic district just a few blocks from downtown amenities. 4114 +/-sq. ft, on 0.3 acres, 4-5 bedrooms, 2 full bathrooms. Home features its own private oasis with an outdoor tiki hut/bar, swim spa, and firepit all tucked away behind a privacy fence. Home is fully landscaped with a 2 car detached garage. Home features large rooms with tall ceilings, built-ins throughout, fireplaces and so much more. Back alley offers additional off street parking and access to garage. 1 year home warranty covered by sellers at closing. Pre-approval required for showings.

110 Clifton Rd, Cynthiana
$469,900
26007232 MLS
Located in the heart of downtown Cynthiana, 201 East Pike Street is a beautifully restored mixed-use building positioned on the highly visible corner of Pike and Walnut, offering exceptional exposure in a thriving business district. This turnkey investment opportunity features a fully occupied property with strong, consistent income from day one. The ground level is leased to a successful, established bookstore, providing a stable commercial anchor. The upper level includes four fully rented residential units, consisting of three efficiency apartments and one one-bedroom apartment, offering a well-balanced rental mix. The building underwent a complete renovation in 2019, blending historic charm with modern updates, ensuring low maintenance and long-term appeal. With its prime location, strong tenant occupancy, and immediate cash flow, this property presents an outstanding opportunity for investors seeking a high-performing asset in a growing downtown market.

201 E Pike St, Cynthiana
$625,000
3 Beds ⋅ 4 Baths ⋅ 26014525 MLS
Welcome to 1205 Old Lair Road, Cynthiana, KY 41031, where peaceful country living meets modern comfort just minutes from town. This beautifully maintained brick home offers 2,252 square feet of thoughtfully designed living space featuring 3 bedrooms, 2.5 bathrooms, a formal living room, formal dining room, cozy den, and a dedicated home office. The spacious kitchen is a standout, offering abundant cabinetry, beautiful countertops, and plenty of workspace, while the oversized utility room adds everyday convenience. An attached two-car garage provides easy access to the home. Downstairs, the full walkout basement offers exceptional flexibility with a workshop, tornado room, half bath, and ample storage or future finishing potential. Designed for efficiency and peace of mind, the home is equipped with a geothermal heating and cooling system, whole-house water filtration system, water softener, and a 9-stage reverse osmosis UV drinking water system. Situated on over 8 acres, this property includes an additional buildable lot, creating endless possibilities for a future home, guest house, or investment opportunity. Enjoy the privacy and tranquility of country living while being less than five minutes from downtown Cynthiana, offering the perfect balance of space, convenience, and opportunity.

1205 Old Lair Unit lot 4, 5 &partial of 6, Cynthiana
$1,699,000
6 Beds ⋅ 3 Baths ⋅ 26013758 MLS
Welcome to "The Bourbon Harrison Estate" A Rare Legacy Estate Rich in History, Privacy, and Luxury Experience the perfect blend of timeless elegance, modern comfort, and historic significance in this extraordinary 6-bedroom, 3-bath residence offering over 7,000 square feet of living space. Ideally situated along the Harrison and Bourbon County line, this remarkable property provides unparalleled privacy, breathtaking rural surroundings, and a lifestyle that is truly one of a kind. Far from an ordinary farmhouse, this custom-built estate showcases exceptional craftsmanship and thoughtful design throughout. An abundance of natural light fills the home, especially on the main level, where expansive windows frame picturesque countryside views. The dramatic two-story great room serves as the centerpiece of the home, featuring soaring ceilings, an overlook balcony, and four glass doors that invite the outdoors in while providing seamless access to the wraparound porch. From this stunning vantage point, enjoy mesmerizing panoramic views of rolling farmland and Kentucky's scenic landscape. Adding to the home's unique character is a dedicated music room with exceptional acoustics, creating the perfect space for musicians, performances, gatherings, or simply enjoying the rich sound and ambiance of this remarkable setting with sound system throughout the home. Designed for both entertaining and everyday living, the chef-inspired kitchen is a true showpiece, featuring granite countertops, an expansive center island, a spacious butler's pantry, and convenient service access to the elegant formal dining room. The luxurious first-floor primary suite offers a private retreat complete with a clawfoot soaking tub, walk-in shower, private water closet with commode and bidet, oversized walk-in closet, and spa-inspired amenities designed for ultimate comfort and relaxation. The walk-out lower level provides exceptional flexibility and is perfectly suited for multi-generational living, guest accommodations, or a private in-law suite. Step outside and discover resort-style amenities designed to elevate everyday living, including a saltwater pool, hot tub, and expansive outdoor living spaces surrounded by peaceful countryside and unmatched privacy. Whether entertaining family and friends or enjoying a quiet evening under the stars, this outdoor oasis offers an extraordinary setting for creating lasting memories. Steeped in Kentucky history, the farm was originally commissioned to the prior family in recognition of their service during the French and Indian War, which concluded in 1763--nearly three decades before Kentucky achieved statehood. Historical elements remain thoughtfully preserved throughout the property, including a mantle crafted from the original one-room log cabin that once stood on the land and a historic grinding stone incorporated into the home's hearth. Today, this remarkable estate offers productive farmland, established crops, an orchard, and complete seclusion, creating a rare opportunity to own a significant piece of Kentucky history while enjoying the finest comforts of modern luxury. Rich in character, surrounded by natural beauty, and enhanced by exceptional amenities, this is far more than a home--it is a legacy estate destined to be treasured for generations.

585 Ruddles Mill Cynthiana Rd, Cynthiana
$189,900
5 Beds ⋅ 2 Baths ⋅ 26013845 MLS
With a bit of attention and care, this spacious older home holds immense potential! Featuring large rooms and ample space for family living, this house offers 5 bedrooms, with the primary bedroom conveniently located on the first floor. If you're in the market for a project or a fixer-upper, this is the perfect opportunity for you!

409 E Bridge St, Cynthiana