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$579,900

Looking for off-the-grid privacy? Hoping to start your own serene homestead in the country? Searching for a piece of Bluegrass with two separate homes? This nearly 21-acre working farm in Harrison County boasts a 5-stall horse barn with a tack room, a 40x30' versatile metal workshop/barn with a run-in shed, a 60x32' pole barn, an expansive greenhouse, a pond, and multiple paddocks. Situated at the end of a private drive, this property is less than 10 minutes from downtown Cynthiana and just minutes from the Harrison, Bourbon, and Nicholas County lines. Each 2-story home is over 2900+ SQ FT with oversized living areas and kitchens, stunning hardwood flooring, and basements. One house was built in 2019 and the other was built in 2024. With 13 bedrooms between the two homes there's a great opportunity for multiple-family living or rental income. Imagine watching the sun rise as you sip coffee on your deck or tossing in a line to fish in your own pond. There's no shortage of space for your animals, recreation, and hobbies. Utilize the 48x36' greenhouse to enjoy homegrown produce year round. This farm is full of fruit trees and bushes including: apples, peaches, cherries, blackberries, and mulberries. You truly need to see this gem of a property for yourself to take in all it has to offer.

13 Beds ⋅ 26019807 MLS

Looking for off-the-grid privacy? Hoping to start your own serene homestead in the country? Searching for a piece of Bluegrass with two separate homes? This nearly 21-acre working farm in Harrison County boasts a 5-stall horse barn with a tack room, a 40x30' versatile metal workshop/barn with a run-in shed, a 60x32' pole barn, an expansive greenhouse, a pond, and multiple paddocks. Situated at the end of a private drive, this property is less than 10 minutes from downtown Cynthiana and just minutes from the Harrison, Bourbon, and Nicholas County lines. Each 2-story home is over 2900+ SQ FT with oversized living areas and kitchens, stunning hardwood flooring, and basements. One house was built in 2019 and the other was built in 2024. With 13 bedrooms between the two homes there's a great opportunity for multiple-family living or rental income. Imagine watching the sun rise as you sip coffee on your deck or tossing in a line to fish in your own pond. There's no shortage of space for your animals, recreation, and hobbies. Utilize the 48x36' greenhouse to enjoy homegrown produce year round. This farm is full of fruit trees and bushes including: apples, peaches, cherries, blackberries, and mulberries. You truly need to see this gem of a property for yourself to take in all it has to offer.

5183 Ky-36, Cynthiana

$1,450,000

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.

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

$699,000

Welcome to 716 Smith Martin Lane, where space, versatility, and location come together on just over two picturesque acres in the heart of Harrison County. Perfectly situated with convenient access to Cynthiana and surrounding communities, this exceptional property offers the peaceful feel of country living without sacrificing convenience. Designed with flexibility in mind, this home is ideal for multigenerational living or those seeking room for extended family and guests. A private attached guest quarters features its own separate entrance, offering comfort, privacy, and independence while remaining connected to the main residence. The possibilities continue in the finished walkout basement, which is thoughtfully equipped as an additional living space complete with a full kitchen, spacious family room, bedroom, full bathroom, and a theater room—making it perfect for entertaining, or long-term guests. Step outside and enjoy your own backyard retreat featuring a refreshing in-ground pool, a covered shelter perfect for outdoor gatherings, and a spacious yard surrounded by the beauty and tranquility of the Kentucky countryside. Whether you're hosting family celebrations, relaxing by the pool, or simply enjoying the peaceful setting, this property offers the lifestyle you've been searching for. Opportunities like this are rare. If you've been searching for a home with a true mother-in-law suite, multiple living areas, or exceptional flexibility for today's evolving lifestyles, 716 Smith Martin Lane is a must-see!

4 Beds ⋅ 4 Baths ⋅ 26018681 MLS

Welcome to 716 Smith Martin Lane, where space, versatility, and location come together on just over two picturesque acres in the heart of Harrison County. Perfectly situated with convenient access to Cynthiana and surrounding communities, this exceptional property offers the peaceful feel of country living without sacrificing convenience. Designed with flexibility in mind, this home is ideal for multigenerational living or those seeking room for extended family and guests. A private attached guest quarters features its own separate entrance, offering comfort, privacy, and independence while remaining connected to the main residence. The possibilities continue in the finished walkout basement, which is thoughtfully equipped as an additional living space complete with a full kitchen, spacious family room, bedroom, full bathroom, and a theater room—making it perfect for entertaining, or long-term guests. Step outside and enjoy your own backyard retreat featuring a refreshing in-ground pool, a covered shelter perfect for outdoor gatherings, and a spacious yard surrounded by the beauty and tranquility of the Kentucky countryside. Whether you're hosting family celebrations, relaxing by the pool, or simply enjoying the peaceful setting, this property offers the lifestyle you've been searching for. Opportunities like this are rare. If you've been searching for a home with a true mother-in-law suite, multiple living areas, or exceptional flexibility for today's evolving lifestyles, 716 Smith Martin Lane is a must-see!

716 Smith Martin Ln, Cynthiana

$615,000

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

$142,900

Looking for a smart investment or a place to call your first home? This 4-bedroom, 1-bathroom gem offers a great opportunity to add value with a little polish and personal touch! Situated on a nice-sized corner lot with dual road access, this home already has two major updates completed for you: New metal roof installed just last month Newer heat pump added last year for year-round comfort there is a back up heat source a pellet stove. Inside, you'll find a functional layout with space to update and customize to your liking. The yard offers plenty of room for outdoor living, pets, or gardening — and being on a corner lot gives you extra privacy and flexibility. Whether you're looking for your first home or your next flip project, this property is a solid opportunity in a great location. Come check it out and imagine the possibilities — make it yours today! Seller Offering 5K in Closing Cost Assistance or Credit toward Upgrades !!!

4 Beds ⋅ 1 Baths ⋅ 25015919 MLS

Looking for a smart investment or a place to call your first home? This 4-bedroom, 1-bathroom gem offers a great opportunity to add value with a little polish and personal touch! Situated on a nice-sized corner lot with dual road access, this home already has two major updates completed for you: New metal roof installed just last month Newer heat pump added last year for year-round comfort there is a back up heat source a pellet stove. Inside, you'll find a functional layout with space to update and customize to your liking. The yard offers plenty of room for outdoor living, pets, or gardening — and being on a corner lot gives you extra privacy and flexibility. Whether you're looking for your first home or your next flip project, this property is a solid opportunity in a great location. Come check it out and imagine the possibilities — make it yours today! Seller Offering 5K in Closing Cost Assistance or Credit toward Upgrades !!!

63 Augusta Dr, Cynthiana

$1,699,000

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

$229,000

Calling all investors and flippers!!!! Endless potential awaits in this home. Located just minutes from Cynthiana in an established neighborhood. Brick ranch home with 3 bedrooms 2 baths, 2 car garage and walk-out basement. Large living area with vaulted ceilings and fireplace. Great private lot with large mature trees. This property has great potential. This was a well loved home for many years, with some TLC and updating you can make it your own and make wonderful memories here. Selling property as is.

3 Beds ⋅ 2 Baths ⋅ 26015359 MLS

Calling all investors and flippers!!!! Endless potential awaits in this home. Located just minutes from Cynthiana in an established neighborhood. Brick ranch home with 3 bedrooms 2 baths, 2 car garage and walk-out basement. Large living area with vaulted ceilings and fireplace. Great private lot with large mature trees. This property has great potential. This was a well loved home for many years, with some TLC and updating you can make it your own and make wonderful memories here. Selling property as is.

3489 Us-62, 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