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$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
$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
$285,000
4 Beds ⋅ 2 Baths ⋅ 26014288 MLS
Welcome to 102 Oxley Avenue in Cynthiana—a charming, well-maintained ranch offering beautiful refinished hardwood floors, a flexible layout, and plenty of inviting spaces both inside and out. The main level features a spacious living room, cozy den, dining area, kitchen, three bedrooms, and a full bath. The partially finished walkout basement adds valuable living space with a fourth bedroom, an additional full bath, a fireplace, and direct access to the private backyard. Laundry hookups are available on either the main level or the lower level for added convenience. Outside, the versatile carport serves as covered parking or an ideal outdoor gathering space. Complete with a porch swing, it's the perfect spot to enjoy your morning coffee or relax at the end of the day. The quarter-acre lot offers attractive curb appeal and a peaceful, secluded backyard. Just minutes from historic downtown Cynthiana, local shopping, dining, and everyday conveniences, this home's prime location and adaptable floor plan make it an outstanding opportunity for a wide range of buyers. From first-time homeowners to growing families, downsizers, and investors exploring rental or short-term rental possibilities, this property checks a lot of boxes. With its blend of charm, functionality, and flexibility, the possibilities here are truly endless.

102 Oxley Ave, 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
$375,000
3 Beds ⋅ 3 Baths ⋅ 26011111 MLS
Welcome to 115 Grandview Drive — being offered for the first time in over 60 years! Located in the highly desirable Grandview Subdivision, this lovingly cared for mid-century modern home offers timeless character, generous space, and a wonderful flowing layout throughout. Step inside through the welcoming foyer, where you'll find formal living and dining rooms that create an inviting first impression and ideal entertaining spaces. The rear den is filled with natural light thanks to large sliding glass doors overlooking the beautiful backyard and patio area. The kitchen offers a cozy dining area and functional layout ready for everyday living. This spacious home features 3 bedrooms and 2.5 baths, along with a full basement offering endless possibilities for entertaining, recreation space, storage, or even additional bedrooms if desired. Outside, enjoy the level backyard and patio area complete with a gas-wired grill setup, perfect for gatherings and relaxing evenings. Additional highlights include a 2-car attached garage with extra storage space and the peace of mind of a Generac generator system. A rare opportunity to own a cherished home in one of the area's most established neighborhoods in Cynthiana.

115 Grandview Dr, Cynthiana