Cynthiana Homes for Sale

Cynthiana Homes for Sale

Welcome to Cynthiana, a charming city nestled in the heart of Kentucky! Known for its picturesque landscapes and friendly community, Cynthiana offers a perfect blend of small-town charm and modern amenities.

With a rich history dating back to the late 1700s, Cynthiana boasts a vibrant downtown area filled with local shops, restaurants, and cultural attractions. Residents enjoy a relaxed pace of life while still being within easy reach of major cities like Lexington and Cincinnati.

If you're looking to make Cynthiana your home, you'll find a diverse range of homes for sale to suit every style and budget. From historic Victorian houses to modern ranch-style properties, there's something for everyone in this idyllic city.

Whether you're a first-time homebuyer or looking to upgrade to your dream home, Cynthiana's real estate market has plenty to offer. With affordable prices and a strong sense of community, buying a home in Cynthiana is not just a transaction - it's an investment in a lifestyle.

Don't miss out on the opportunity to call Cynthiana home. Explore the homes for sale in this charming city and discover why so many people are proud to call Cynthiana their own.

Newest Cynthiana Homes for Sale

$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

$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

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