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$579,900
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

$699,000
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

$489,900
3 Beds 2 Baths 26016186 MLS
Welcome to your private Kentucky retreat! Nestled on 35+ breathtaking acres, this custom home is less than one year old and offers the perfect combination of luxury, efficiency, and country living. Built to last with ICF (Insulated Concrete Form) construction, spray foam insulated roof decking, and a 4-foot subterranean stem wall, this home was designed for exceptional durability, energy efficiency, and peace of mind. Engineered to withstand winds up to 250 MPH and built with enhanced tornado resistance, you'll enjoy remarkably low utility bills without sacrificing comfort. Inside, you'll find a thoughtfully designed 3-bedroom, 2-bath floor plan featuring oversized 14' x 14' bedrooms, an adorable walk-in pantry, and a dedicated water line already installed for your dream coffee bar. The spacious attic provides abundant storage, making organization a breeze. Step outside and discover everything you've been dreaming of. The property is fully fenced and divided into five separate pastures, making it ideal for horses, cattle, or other livestock. A beautiful pond attracts abundant wildlife, creating excellent opportunities for deer and turkey hunting, while also serving as a valuable water source for livestock. Whether you're searching for a working farm, hunting property, or simply a peaceful place to call home, this one-of-a-kind property offers unmatched quality, functionality, and room to roam—all in a nearly new home built for generations to come.

1518 Hughes Ln, Cynthiana

$318,000
3 Beds 2 Baths 26014544 MLS
Charming, well-maintained, and full of possibilities, this all-brick 3-bedroom, 1.5-bath home sits on a spacious corner lot in one of Cynthiana's most desirable neighborhoods. Inside, you'll find beautiful original hardwood floors, an updated kitchen designed for gathering, and a versatile flex room that can serve as a home office, playroom, hobby space, or additional living area. The basement offers abundant storage and future potential, while the detached two-car garage provides even more space for vehicles, projects, or recreation. Step outside to one of the home's standout features—an incredible patio and beautifully landscaped yard that create the perfect setting for entertaining, relaxing, or enjoying quiet evenings outdoors. The large corner lot offers plenty of room for gardening, play, and everyday enjoyment, with ample parking for family and guests. Conveniently located near schools, parks, shopping, and dining, this home offers the best of in-town living while maintaining the feel of a quiet, established neighborhood. Buyer to verify square footage.

527 E Bridge St, Cynthiana

$660,000
4 Beds 2 Baths 26013167 MLS
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

$625,000
2 Beds 2 Baths 25011975 MLS
Welcome to 300 Keller Waits Lane - the ultimate live, work, and play property, just 5 minutes from town! Nestled on 15 picturesque acres, this one-of-a-kind property offers two ponds, and unmatched versatility. The main home is bursting with character inside and out, exuding warm country rustic charm. Designed for those who value their workshop space as much as their living space, the home offers as much garage and workshop area as it does house. A massive front bay—originally built for RV storage—features tall ceilings, split units for climate control, and endless potential for your projects, hobbies, or storage needs. Inside, the main level includes a cozy open-concept kitchen/living space, a spacious den/rec room, and a bedroom with full bath. Upstairs, you'll find an additional bedroom, full bath, and a separate living area—ideal for guests or a private retreat. The property also boasts a 30x42 detached workshop with electric and a lean-to, offering even more space to create, build, or store.. This scenic setting, complete with rolling hills, two serene ponds, and privacy all around, is truly a rare find. Don't miss your chance to own this slice of Kentucky paradise!

300 Keller Waits Ln, 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

$499,000
3 Beds 2 Baths 26010452 MLS
Nestled in Northern Harrison County just 10 minutes from town, 742 Colby Road offers the perfect blend of peaceful country living and convenience. Situated on just over 10 beautiful acres, this well-maintained brick home features 3 bedrooms, 2 full baths, and a desirable split-bedroom floor plan. The spacious vaulted living room creates an open and inviting feel, while the full unfinished basement provides endless potential for additional living space, storage, or workshop area. Enjoy the quiet surroundings and scenic countryside views from every angle of the property. A standout feature is the impressive 30x60 shop complete with concrete floors and electric-perfect for hobbies, equipment, storage, or business use. Rarely do properties offering this much space, functionality, and setting come available.

742 Colby Rd, Cynthiana

$142,900
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

$257,500
3 Beds 2 Baths 26015371 MLS
Country Living at Its Best! Escape to your own private retreat with this beautiful 3-bedroom, 2-bath home nestled on 4.18 scenic acres. This property offers the perfect blend of comfort, recreation, and outdoor living. Step outside and enjoy the large back deck with direct walkout access to the above-ground pool, making it ideal for entertaining family and friends. Nature lovers will appreciate the koi pond, tree house, dedicated garden area, and greenhouse, providing endless opportunities to enjoy the outdoors. The property also features multiple outbuildings and a spacious workshop, offering plenty of room for hobbies, storage, equipment, or small business needs. Whether you're looking for a peaceful homestead, space to grow your own food, or simply room to roam, this property has something for everyone. Enjoy the privacy of country living while still being conveniently located near local amenities. Don't miss your chance to own this one-of-a-kind property—schedule your private showing today!

1330 Robinson Rd, 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

$215,000
1 Beds 1 Baths 26015676 MLS
Tucked away on 7.8+/- wooded acres, this picturesque Kentucky riverfront log cabin is the ultimate recreational retreat. Located only about 6 miles from town, it offers the perfect balance of secluded tranquility and convenient access. Whether you are looking for a peaceful weekend getaway with the family or an incredible investment opportunity, this property delivers. Spend your days living the riverfront dream—swimming, boating, fishing, and floating—or exploring your own private acreage for hunting and outdoor recreation. Inside, the cabin features a cozy, open-concept living area and kitchen on the main level, complete with laundry hookups and a full bath. Upstairs, a charming loft area serves as the perfect sleeping quarters. With its unbeatable location and rustic charm, this unique property would also make a fabulous short-term rental investment. Don't miss your chance to own this rare hidden gem, and make memories of a lifetime with your loved ones.

1973 Robinson Union Rd, Cynthiana

$249,000
2 Beds 1 Baths 26007504 MLS
Don't miss this one. 4 Miles to Cynthiana, 25 miles to Toyota/Georgetown. This completely remodeled stick built house is at the end of a private drive and is secluded and quiet. You have almost an acre to enjoy with flowers and landscaping everywhere. New Heat pump in 2025 and metal roof leaves very little maintenance to worry about. There are 3 bedrooms, full bath, large laundry, Kitchen/living, and a large room that could be a game room, pool table area, or any kind of work room. Living room/ kitchen is an open concept with wood beams. This would be a great home for a young family needing space for kids to roam. No HOA or fees to pay. Very limited traffic (only a farm behind it )and a nice community surrounding this newly renovated home. Two warranties will transfer with house. Owner/Agent

140 Historic Ln, Cynthiana