Cynthiana Homes with Detached Parking Features

Cynthiana Homes with Detached Parking Features

Welcome to Cynthiana, Kentucky – a charming city nestled in the heart of Harrison County, where small-town warmth meets the beauty of rural landscapes. With a rich history dating back to the 18th century, Cynthiana boasts a vibrant community that celebrates its heritage while embracing modern living. The picturesque downtown area is lined with unique shops, delightful eateries, and friendly faces, making it a perfect place to call home.

Cynthiana is not just a place to live; it’s a community that fosters connections and offers a high quality of life. Residents enjoy access to beautiful parks, local events, and a strong sense of community spirit. The surrounding countryside provides ample opportunities for outdoor activities, from hiking to fishing, ensuring that nature lovers will always find something to explore.

One of the standout features of homes in Cynthiana is the availability of properties with detached parking. These homes offer not only convenience but also added privacy and space. Whether you’re looking for a charming historic home or a modern residence, many properties come equipped with spacious garages or carports, making it easy to keep your vehicles safe and secure while adding extra storage space for your outdoor gear or hobbies.

In Cynthiana, you’ll find a variety of homes that cater to different lifestyles and budgets. With its welcoming atmosphere, beautiful surroundings, and practical amenities, Cynthiana is the perfect place to settle down and create lasting memories. Come discover the allure of this delightful city and find your dream home today!

Newest Cynthiana Homes with Detached Parking Features

$559,900
4 Beds ⋅ 3 Baths ⋅ 26024343 MLS

94 Hideout Ln, 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
$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
$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
$310,000
3 Beds ⋅ 2 Baths ⋅ 26016430 MLS
Motivated Sellers!! Enjoy peaceful country living in this updated 3-bedroom, 1.5-bath home situated on 2.41 acres. Recent improvements include new flooring, fresh paint, updated outlets, switches, and lighting throughout, plus remodeled den and bedroom completed this year. Relax on the covered back deck built in 2024, and enjoy the convenience of a detached two-space carport and storage shed. Additional updates include a 4-year-old HVAC system, 6-year-old metal roof, gutters replaced in 2025, and fencing replaced in 2020. Move-in ready with plenty of space to enjoy the outdoors!

3245 State Hwy 1284, 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
$499,900
5 Beds ⋅ 2 Baths ⋅ 25500427 MLS
Beautifully restored 1900's victorian home bringing in old charm with all the benefits of being fully upgraded. Conveniently located in historic district just a few blocks from downtown amenities. 4114 +/-sq. ft, on 0.3 acres, 4-5 bedrooms, 2 full bathrooms. Home features its own private oasis with an outdoor tiki hut/bar, swim spa, and firepit all tucked away behind a privacy fence. Home is fully landscaped with a 2 car detached garage. Home features large rooms with tall ceilings, built-ins throughout, fireplaces and so much more. Back alley offers additional off street parking and access to garage. 1 year home warranty covered by sellers at closing. Pre-approval required for showings.

110 Clifton Rd, Cynthiana
$315,000
3 Beds ⋅ 2 Baths ⋅ 26013869 MLS
Beautiful 3 bent barn style home, Built in 1987 concrete slab poured by Kenny Hensley & built by Richard Cain. nestled on 3 acres with pond, woods wildlife, private setting, country living at it's BEST, huge living room & eat in kitchen with large bar, master bdrm 16x24, 2 bdrms 16x14, 2 full bath, enclosed patio, back porch 32x10, detached garage 36x24, wood shed. Excellent location between two of the fastest growing areas in the state Northern Kentucky & Lexington Ky.

2738 Blackburn Rd, Cynthiana
$179,900
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
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