$310,000 Built of brick and stone in 1931, this traditional home offers the charm of another era with the space and features today's buyers want. Arched doorways and windows, tongue-and-groove ceilings and walls, and gorgeous fireplaces in both the living room and den give this home a personality all its own. The first floor features a cozy breakfast nook, a window-filled back den, and a convenient bedroom. Upstairs, you'll find three additional spacious bedrooms. Altogether, the home offers four bedrooms, one-and-a-half bathrooms, a partially finished basement, and a new HVAC system to boot! Although it's located right in the city, the large corner lot offers many of the features buyers love about country living—a wood privacy fence, mature trees, covered porches, a new above-ground pool with a deck, a detached garage, and off-street parking. Timeless construction, unforgettable character, and an outdoor space made for enjoying—this is one you'll want to see in person! 4 Beds ⋅ 2 Baths ⋅ 26024335 MLS Built of brick and stone in 1931, this traditional home offers the charm of another era with the space and features today's buyers want. Arched doorways and windows, tongue-and-groove ceilings and walls, and gorgeous fireplaces in both the living room and den give this home a personality all its own. The first floor features a cozy breakfast nook, a window-filled back den, and a convenient bedroom. Upstairs, you'll find three additional spacious bedrooms. Altogether, the home offers four bedrooms, one-and-a-half bathrooms, a partially finished basement, and a new HVAC system to boot! Although it's located right in the city, the large corner lot offers many of the features buyers love about country living—a wood privacy fence, mature trees, covered porches, a new above-ground pool with a deck, a detached garage, and off-street parking. Timeless construction, unforgettable character, and an outdoor space made for enjoying—this is one you'll want to see in person! 525 E Pike St, Cynthiana
$699,900 Exceptionally well maintained and thoughtfully established, 23-acre farm near the Harrison and Bourbon County line offers a beautiful balance of comfortable country living and an impressive setup for horses and livestock. The welcoming 4-bedroom, 2-bath home features an open living concept and a finished basement that adds tremendous versatility, including bedrooms, bathroom, a state-certified commercial kitchen and bonus space. A sunroom another inviting place to enjoy the property throughout the seasons. Thoughtful updates include a new HVAC system in 2025 and a water filtration system. Outside, the farm has been carefully laid out with both function and everyday use in mind. The property is completely fenced in board and woven wire and features a 120' x 220' riding arena, 5-stall barn with wash bay, three 10' x 14' run-in sheds, two horse waterers and two automatic cow waterers. A 48' x 30' shop with concrete floor provides excellent space for equipment, projects and storage, while the 24' x 48' RV shed with 30-amp hookup adds even more flexibility. Established perennial flower beds, a fruit and vegetable garden, blackberries and raspberries add the finishing touches to a property that has been as thoughtfully cared for. From the home and gardens to the barn, arena and pastures, this is more than acreage--it's an established farm ready for horses, livestock and the next family to make it home. 4 Beds ⋅ 2 Baths ⋅ 26023028 MLS Exceptionally well maintained and thoughtfully established, 23-acre farm near the Harrison and Bourbon County line offers a beautiful balance of comfortable country living and an impressive setup for horses and livestock. The welcoming 4-bedroom, 2-bath home features an open living concept and a finished basement that adds tremendous versatility, including bedrooms, bathroom, a state-certified commercial kitchen and bonus space. A sunroom another inviting place to enjoy the property throughout the seasons. Thoughtful updates include a new HVAC system in 2025 and a water filtration system. Outside, the farm has been carefully laid out with both function and everyday use in mind. The property is completely fenced in board and woven wire and features a 120' x 220' riding arena, 5-stall barn with wash bay, three 10' x 14' run-in sheds, two horse waterers and two automatic cow waterers. A 48' x 30' shop with concrete floor provides excellent space for equipment, projects and storage, while the 24' x 48' RV shed with 30-amp hookup adds even more flexibility. Established perennial flower beds, a fruit and vegetable garden, blackberries and raspberries add the finishing touches to a property that has been as thoughtfully cared for. From the home and gardens to the barn, arena and pastures, this is more than acreage--it's an established farm ready for horses, livestock and the next family to make it home. 1005 Waits Rd, Cynthiana
$339,000 Welcome to peaceful country living! This well-maintained 3-bedroom, 1-bath brick home offers timeless appeal and endless potential. Inside, you'll find a comfortable layout with an unfinished basement, providing ample storage or the opportunity to create additional living space. Situated on approximately 7 beautiful acres, this property is perfect for those seeking room to roam, garden, or enjoy the outdoors. A detached 2-car metal garage offers plenty of space for vehicles, equipment, or a workshop, while the barn adds even more versatility for hobby farming or extra storage. The attached carport provides convenient covered parking. Whether you're looking for a peaceful country retreat, a small farm, or simply more space to enjoy, this property offers the best of rural living with the convenience of being located in the lovely town of Cynthiana. Don't miss this opportunity to make this scenic property your own! 3 Beds ⋅ 1 Baths ⋅ 26020788 MLS Welcome to peaceful country living! This well-maintained 3-bedroom, 1-bath brick home offers timeless appeal and endless potential. Inside, you'll find a comfortable layout with an unfinished basement, providing ample storage or the opportunity to create additional living space. Situated on approximately 7 beautiful acres, this property is perfect for those seeking room to roam, garden, or enjoy the outdoors. A detached 2-car metal garage offers plenty of space for vehicles, equipment, or a workshop, while the barn adds even more versatility for hobby farming or extra storage. The attached carport provides convenient covered parking. Whether you're looking for a peaceful country retreat, a small farm, or simply more space to enjoy, this property offers the best of rural living with the convenience of being located in the lovely town of Cynthiana. Don't miss this opportunity to make this scenic property your own! 6092 Ky-36, Cynthiana
$230,000 BACK ON THE MARKET with a highly motivated seller! Come check out this adorable 3 bedroom home with two full baths. Only twenty minutes from Toyota, and backing up to green space, this home features original hardwood floors, a full walk out basement with a built in play set complete with a slide and plenty of space for storage or a bonus room. 3 Beds ⋅ 2 Baths ⋅ 26018359 MLS BACK ON THE MARKET with a highly motivated seller! Come check out this adorable 3 bedroom home with two full baths. Only twenty minutes from Toyota, and backing up to green space, this home features original hardwood floors, a full walk out basement with a built in play set complete with a slide and plenty of space for storage or a bonus room. 121 Western Ave, Cynthiana
$649,900 Motivated Sellers!! Charming Craftsman Home on 12 Fenced Acres! Step back in time and experience the character and craftsmanship of this beautiful 1938 brick Craftsman home situated on 12 fenced acres. This spacious home offers 4 bedrooms, 1.5 bathrooms, hardwood flooring with some tile, a kitchen with a cozy breakfast nook, formal dining room, living room, home office, laundry room, and an enclosed back porch currently used as a sunroom. You'll also appreciate the large closets, full unfinished basement, and attic space, providing plenty of storage and endless possibilities. Outside, the property is equally impressive with three fenced fields, paddocks with automatic waterers, a barn complete with tack room, a pond, above-ground pool w/deck, and a detached two-car garage. Whether you're looking for an equestrian property, hobby farm, or peaceful country retreat, this property offers the perfect combination of historic charm, functionality, and room to enjoy the outdoors. A rare opportunity to own a piece of the countryside while enjoying the timeless beauty of a classic Craftsman home. 4 Beds ⋅ 2 Baths ⋅ 26013167 MLS Motivated Sellers!! Charming Craftsman Home on 12 Fenced Acres! Step back in time and experience the character and craftsmanship of this beautiful 1938 brick Craftsman home situated on 12 fenced acres. This spacious home offers 4 bedrooms, 1.5 bathrooms, hardwood flooring with some tile, a kitchen with a cozy breakfast nook, formal dining room, living room, home office, laundry room, and an enclosed back porch currently used as a sunroom. You'll also appreciate the large closets, full unfinished basement, and attic space, providing plenty of storage and endless possibilities. Outside, the property is equally impressive with three fenced fields, paddocks with automatic waterers, a barn complete with tack room, a pond, above-ground pool w/deck, and a detached two-car garage. Whether you're looking for an equestrian property, hobby farm, or peaceful country retreat, this property offers the perfect combination of historic charm, functionality, and room to enjoy the outdoors. A rare opportunity to own a piece of the countryside while enjoying the timeless beauty of a classic Craftsman home. 2722 New Lair Rd, Cynthiana
$599,900 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. 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
$469,900 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. 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
$1,599,000 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. 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
$179,900 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! 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
$375,000 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. 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