Woodford County Homes with Interior Entry Basement

Woodford County Homes with Interior Entry Basement

Welcome to Woodford County, Kentucky—a hidden gem that beautifully blends rural charm with modern conveniences. Nestled in the heart of the Bluegrass Region, Woodford County is renowned for its picturesque landscapes, rich history, and vibrant community spirit. With its rolling hills, lush horse farms, and serene waterways, this area offers a tranquil escape while being conveniently located near the bustling cities of Lexington and Frankfort.

For those seeking a home that combines comfort with ample space, consider properties featuring interior entry basements. These homes not only provide additional square footage but also offer a versatile space that can be transformed into a cozy family room, a home gym, or even a stylish office. Imagine the possibilities of creating your dream retreat right in your own home!

Woodford County’s real estate market is diverse, with charming historic homes and modern builds alike. Whether you’re looking for a quaint cottage or a spacious family home, you’ll find a variety of options that cater to different tastes and budgets. The community is also known for its excellent schools, friendly neighborhoods, and a plethora of outdoor activities, making it an ideal place for families and nature enthusiasts alike.

Explore the beauty and warmth of Woodford County, where your dream home with an interior entry basement awaits. Embrace the lifestyle of this enchanting area, and discover why so many are proud to call Woodford County home!

Newest Woodford County Homes with Interior Entry Basement

108 Court St, Versailles
$1,799,900
26026295 MLS
Dating to the 1880s, 106-110 Court Street presents a rare turnkey restaurant opportunity in the heart of Historic Downtown Versailles. Formerly home to the Versailles Police Department, the property was reimagined by the current owners beginning in 2021, undergoing an extensive transformation while preserving as much of its historic character and architectural detail as possible. Exposed brick, original elements and carefully selected finishes create a distinctive setting throughout multiple dining areas. The restaurant features two outdoor terraces, an impressive main bar, an upstairs bar with wine cellar, and private rooms ideal for events, meetings or private dining. Offered as a fully functioning turnkey restaurant, the sale includes all restaurant furniture and kitchen equipment, allowing a new owner to step into a beautifully finished and fully equipped operation. Approximately 800 square feet is currently occupied by an insurance office, providing an additional component to the property. Steps from Courthouse Square and surrounded by the shops, restaurants and architecture of Downtown Versailles, this is an exceptional opportunity to continue the story of a truly unique historic property.

108 Court St, Versailles
2305 Oregon Rd, Versailles
$425,000
2 Beds ⋅ 1 Baths ⋅ 26022543 MLS
Original farmhouse circa 1940 with updates plus 5 acres to be surveyed. Property is mostly cleared with lots of road frontage. Most of the acreage is currently used as pastureland for horses.

2305 Oregon Rd, Versailles
392-394 Lexington Rd, Versailles
$549,000
3 Beds ⋅ 2 Baths ⋅ 26006230 MLS
First of all, just know ZONED R3 you have quite the opportunity right here, right now! This property has been in the same well-known family for decades. The main home is a 1½ story with living room. dining room, fully equipped kitchen with island, family room, first floor primary full bath, and laundry room on first floor. Upstairs 2 bedrooms and full bath. Covered front porch and huge sunroom along with a detached garage with workshop/storage area. The 840 sq ft apartment (occupied) has 2 BR/1 BA, kit/LR above a 2-car garage. Rare find indeed with a lot size of 1.408 acres (description includes Lots #3,4,5,6,7, & 8). Property is being sold as is. Numerous possibilities. An opportunity like this one is hard to come by at this location in sought after charming and thriving Versailles / Woodford County!

392-394 Lexington Rd, Versailles
930 Steele Rd, Versailles
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 26013336 MLS
Set along the gently rolling farmland of Steele Road, Old Mansion Farm—also known historically as Canebrake—reflects the early settlement era of Woodford County. The property's origins trace to the late 18th century, a period when Kentucky had only recently achieved statehood and the Bluegrass region was being shaped by its first permanent farms. The home's circa 1796 construction date, preserved through long standing local records and ownership tradition, places it among the earlier residences established in the Clear Creek corridor. Historical accounts note that four homes were built by brothers in this area, each positioned on elevated ground with natural springs nearby—an early and practical siting strategy that contributed to the longevity of these farmsteads. Old Mansion Farm fits squarely within this pattern, its hilltop location reflecting the priorities of the region's first agricultural families. The surrounding landscape would have originally been defined by the dense native canebrakes that once covered much of Central Kentucky, a feature that likely inspired the property's long used name. Early farmers in this part of Woodford County commonly named their land for natural landmarks, and the Canebrake name appears to have endured across generations of private ownership. While not formally listed on state or federal historic registers, the property embodies characteristics typical of early Bluegrass farmsteads: a central home site positioned on elevated ground, agricultural acreage extending outward from the main residence, and a layout oriented toward both self sufficiency and the region's developing agrarian economy. Its long tenure as a working farm contributes to its local significance, reflecting the continuity of rural land use that has defined this part of Woodford County for more than two centuries. Today, Canebrake stands as a rare example of an early Kentucky homestead that has remained privately held throughout its history. Its setting, scale, and enduring name connect the modern property to the foundational period of settlement in the Versailles area, offering a tangible link to the county's earliest patterns of architecture, land ownership, and agricultural development. The home underwent a comprehensive renovation in 2003, during which a substantial addition with expansive porches was constructed. Geo thermal heating and cooling were installed at that time and operate across three zones, enhancing efficiency while preserving the home's historic character. In 2013, the deck and pool were added, further integrating modern amenities into the historic setting. The Seller's Disclosure includes a recent home inspection as well as a brief history of the current owners' upgrades and renovation work since purchasing the property.

930 Steele Rd, Versailles
712 Azalea Ln, Versailles
$885,000
4 Beds ⋅ 5 Baths ⋅ 25504863 MLS
Just in time for you - this Mattingly build beauty is priced to move!!! Finished basement! Exquisite Mattingly built home located on a corner lot in The Legends! This one will catch your attention with its dynamic Iron Stone brick and vertical siding. Attention to detail is evident throughout. A massive family room with fireplace/gas logs and open to the fully equipped gourmet kitchen. The dining room with access to the covered side deck, eight-foot doors on first floor along with the latest in luxury design of lighting and fixtures. First floor primary with standalone soaking tub, shower, dual sinks, closet with built ins. You will love the laundry room as it just makes you smile with the latest colors and built ins. Two more bedrooms with full bath access from both and drop zone off the THREE-car garage. But wait! There is so much more as the large game room and family combo with theater room, half bath and the pull up bar with sink, two beverage wine coolers, and stunning soft close cabinetry, a fourth bedroom with its own full bath, flex room for office/ exercise/ or 5th bedroom along with the mechanical and storage room all in the lower level complete this beauty! Now, if you prefer a walkout , take a look at the proposed slider in place of the window in lower level. Builder will work out the details! So many more features you will love! Welcome home! That is your Mattingly built home!!

712 Azalea Ln, Versailles
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