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$225,000
3 Beds 3 Baths 26025065 MLS
Welcome to 380 Licking Valley Road! Located in Licking Valley Estates, this 3-bedroom, 2.5-bath home offers a great location and plenty of potential for its next owner. The home features a functional layout with plenty of space to make your own. Whether you're looking to update over time or ready to put your own personal touches throughout, this property provides a great opportunity to create a home that fits your style and needs. Conveniently located just minutes from Cynthiana while still offering the feel of an established neighborhood. There are three additional vacant lots surrounding the property offered for sale seperately. Property is being sold AS-IS and is in need of repairs and updates. Cash or conventional financing only.

380 Licking Valley Rd, Cynthiana

$335,000
3 Beds 2 Baths 26025017 MLS
3740 KY Hwy 356 offers the space of country living with the convenience of being just 3 miles from town! Situated on just under an acre, this well-maintained 3-bedroom, 2-bath brick ranch has plenty to offer inside and out. The main level features all-new flooring throughout, a bright living room, and a recently updated kitchen complete with white cabinetry, granite countertops, stainless steel appliances, and plenty of room for dining. All three bedrooms are conveniently located on the main level. The basement expands the living space with a spacious family/rec room, laundry room, second full bathroom, and a versatile flex room that could easily serve as a fourth bedroom, home office, playroom, or hobby space. An unfinished storage area provides plenty of additional room for all the extras. Outside is where this property really shines! Enjoy the large covered porch/carport, rear deck overlooking the backyard, and a spacious fenced-in yard with plenty of room for pets, play, gardening, or entertaining. The lot with mature trees, ample outdoor space, and a location only minutes from Cynthiana, this property offers a great combination of space, updates, and convenience.

3740 Kentucky 356, Cynthiana

$310,000
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

$649,000
3 Beds 2 Baths 26023266 MLS
Beautifully maintained one-owner home on 20 +/- acres. You will notice how picturesque this property is as soon as you enter the driveway and see the manicured paddocks and the stocked pond with a fountain. The freshly painted cedar siding home has a covered front porch and beautiful landscaping. Inside, there is a foyer that enters into the large family room with a propane fireplace. The kitchen has all appliances and a moveable island. The dining area has so many windows to overlook the farmland. The homeowners transformed the garage into additional living space that is perfect for a den and family gatherings. The split bedroom floor plan has a primary bedroom with his-and-her closets and an attached ensuite. There are 2 additional bedrooms, both generously sized with double closets. There is a second full bath. Outside, there is a large carport and patio, perfect for relaxing and family time. All of this on the prettiest parcels of land you have seen. Several outbuildings include sheds and barns. One barn has electric and water, and the biggest one has electric. This property would be perfect for horses or other livestock. These sellers built this home and have cherished it for many years. They had a new geothermal unit installed 2 years ago. Homes like this do not come on the market often; don't miss your chance. Located only 15 minutes from Toyota. Schedule your appointment today.

2846 Ky Highway 1842 N, Cynthiana

$538,000
5 Beds 3 Baths 26023062 MLS
Priced below recent Appraisal! Seller may pay some closing costs. Discover this ap. 3.3 acre farm featuring a beautifully designed 3498 square foot home with a full mother-in-law suite. Additional acreage is available since we recently divided this parcel off from the farm. Whether you are looking for a small farm, multi-generational living, or a peaceful rural retreat, this property offers endless possibilities. The main residence boasts a total of 5 bedrooms and 3 full bathrooms, thoughtfully designed to provide comfort and functionality. Beautiful large kitchen with large island, living room and dining combined making a large entrainment area. Laundry room on main floor. The attached mother-in-law suite includes its own private entrance if needed. Large master suite with master bathroom, kitchen, laundry area, and living space--ideal for extended family, guests, or even rental income potential. The home offers spacious living areas, abundant natural light, and inviting views of the surrounding countryside. In the summer enjoy the large pool and in winter enjoy the hot tub. This home is equipped with 2 generators for each living quarter. This property also features two well-equipped barns that add incredible value and versatility. One barn includes a concrete floor and is currently set up for basketball/pickleball offering a unique space for entertainment, gatherings, or hobbies. The second barn is ready for livestock, featuring three well-maintained horse stalls, making it ideal for equestrian use or small-scale farming. If you have been searching for a unique property that combines acreage, functionality, and multi-generational living, this farm is a rare opportunity you will not want to miss. Come take a look, I don't think you will be disappointed. 10.5 miles from Cynthiana, 24 miles from Georgetown, 22 miles from Dry Ridge and 11 miles to Interstate I-75 Farm Equipment and some furniture is negotiable.

783 A Rutland Rd, Cynthiana

$129,900
2 Beds 1 Baths 26023047 MLS
Motivated Seller!!! Investors take notice...Opportunity awaits at 440 W. Pleasant Street. Bring your vision and restore this home back to its original charm! Situated on approximately 1/4 acre, this property offers plenty of potential for an investor, renovator, or buyer looking for a project. The home features 2 bedrooms, 1 bathroom, kitchen, laundry room and living room. An outside access cellar/basement provides additional storage. Step outside to a large backyard with a spacious concrete patio, offering plenty of room to create an inviting outdoor living or entertaining area. Kitchen with pantry and small storage shed in backyard. Several major components have already been updated, including a metal roof approximately 10 years old, furnace approximately 3 years old and water heater approximately 5 years old. Property is sold As-Is. Bring your ideas and take advantage of the potential this property has to offer. Motivated Seller!

440 W Pleasant St, Cynthiana

$699,900
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

$1,600,000
5 Beds 5 Baths 26022884 MLS
What you're looking at today started more than 100 years ago as a working barn, one with deep ties to Kentucky's Thoroughbred history. In 2019, it was extensively renovated and thoughtfully transformed into the one-of-a-kind home you see today. Throughout the conversion, the character and history of the original structure were preserved while creating a residence designed for modern living. The result is a property filled with architectural details you simply can't recreate in a new build, complemented by polished concrete floors, custom murals by local artist Wylie Caudill and modern systems and finishes throughout. The first floor offers two living spaces, a dining area and gas fireplace, along with two bedrooms, two walk-in closets and two spacious full bathrooms. The kitchen features stainless steel appliances and a large island with granite countertops, while the baths include quartz-topped vanities, tiled showers and a Whirlpool tub. Accessible from the main residence, the second floor offers multiple flexible spaces, including a studio apartment-style layout with a full bathroom, wet bar and large walk-in closet. Two additional private apartments are accessed by their own separate entrances and spiral staircases, each featuring a bedroom, full bathroom and wet bar/kitchenette with mini refrigerator. These spaces offer exceptional flexibility for guests, extended family, staff or potential short-term rental income. Set on 1.797 acres surrounded by farmland, the outdoor spaces are equally impressive. The saltwater pool features bubble lights, a stamped-concrete deck, new waterfall, 2026 liner and pool cover, while a hot tub provides another place to relax and unwind. A detached four-car garage offers abundant parking along with two large unfinished multi-purpose spaces ready to adapt to the next owner's needs. Behind the historic character is modern infrastructure designed for comfort, convenience and even self-sufficiency. All major systems date to 2019 or newer and include mini-split heating and cooling, a tankless water heater with plumbing in place for a second system if needed, septic system, Pella windows along the rear of the home and garage, and an automatic generator utilizing solar and gas. The property is even equipped with the ability to operate off-grid if needed, and the asphalt driveway was redone in 2026. But what makes this property especially interesting is what it could become for its next owner. It can be an extraordinary private residence, a memorable setting for hosting and hospitality, or an opportunity to combine your home with potential income from the property's private apartments. More than a century of history, reimagined for what's next. Being sold as-is, with inspections welcome!

3495 Ky-32, Cynthiana

$390,000
2 Beds 2 Baths 26021569 MLS
Discover the possibilities at 82 Windy Ridge Lane, offering approximately 26 acres in a private Harrison County setting. With rolling acreage, established fenced pastures, and valuable farm improvements, this property offers both space and infrastructure for horses, livestock, hobby farming, recreation, or simply enjoying the privacy of country living. The property features three automatic waterers, representing a seller investment of approximately $20,000, providing convenient access to water throughout the property. The barn includes four spacious 12' x 12' horse stalls, along with an additional run-in shed. The property also includes a 2-bedroom, 1.5-bath home with approximately 1,305 square feet, surrounded by mature trees and scenic countryside. Recent improvements to the home include updated electrical service, a new HVAC system, and a new water heater. Located near Cynthiana and approximately 20 minutes from Georgetown, this peaceful rural setting keeps shopping, dining, employment, and everyday conveniences within a reasonable drive. Whether you're looking for an established mini farm, equestrian property, recreational acreage, or room to create your own vision, Windy Ridge Lane offers a unique combination of acreage, improvements, and country charm.

82 Windy Ridge Ln, Cynthiana

$297,500
4 Beds 2 Baths 26022511 MLS
Welcome home! This beautifully renovated 4-bedroom, 2-bathroom home is move-in ready and waiting for its new owners! Completely updated throughout, this home offers a fresh, modern feel while maintaining the comfort and functionality you've been looking for. The spacious kitchen is sure to impress, featuring beautiful cabinetry, granite countertops, a tile backsplash, a large center island, and all-new appliances. Major updates include a brand-new HVAC system and hot water heater, providing peace of mind and added value for years to come. The home also features a full basement, offering plenty of additional space for storage, a workshop, recreation, or whatever best suits your needs. Step outside to enjoy the fully fenced-in backyard, with plenty of room to play, entertain, gather with friends, or simply relax. With extensive renovations, modern updates, and plenty of space both inside and out, this home is ready for you to move in and make it your own!

102 Cardinal Ct, Cynthiana

$339,000
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

$209,000
2 Beds 2 Baths 26020712 MLS
Welcome to 116 Wilson Avenue in the heart of Cynthiana! This adorable 2-bedroom, 2-bath home is full of charm and conveniently located just minutes from downtown shopping, dining, and local amenities. Step inside to an inviting open-concept living and dining area featuring tall ceilings, spacious rooms, and an abundance of natural light. The dedicated main-level laundry room adds everyday convenience. The large primary bathroom offers a spa-like feel with a walk-in shower, soaking tub, and beautiful vaulted ceiling. Both bedrooms are generously sized, with the primary suite featuring a wonderful walk-in closet for ample storage. Outside, you'll love the level, fully fenced backyard—perfect for pets, play, or entertaining. A large deck overlooks the backyard, creating the ideal space for morning coffee, summer barbecues, or relaxing evenings. Whether you're searching for your first home, looking to downsize, or simply want to be close to everything Cynthiana has to offer, this home is one you won't want to miss!

116 Wilson Ave, Cynthiana

$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

$649,900
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

$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

$279,900
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