Woodford County Homes with Walk Up Access Basement

Woodford County Homes with Walk Up Access 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 celebrated for its picturesque landscapes, historic sites, and vibrant community spirit. With its rolling hills, lush horse farms, and scenic vineyards, this area is a haven for those who appreciate the beauty of nature and the warmth of Southern hospitality.

When it comes to finding your dream home in Woodford County, you’ll discover a variety of properties that cater to diverse lifestyles. One standout feature that many homes in this area boast is walk-up access to basements. This design not only enhances the functionality of your living space but also provides easy access for entertaining guests or enjoying family activities. Imagine hosting summer barbecues with friends, where the basement serves as a perfect retreat for games and relaxation—just a few steps away from the main living area.

Woodford County is not just about beautiful homes; it’s about a lifestyle. Residents enjoy a rich tapestry of local culture, from charming downtown shops to delightful eateries and parks. With top-rated schools and a close-knit community, it’s an ideal place to raise a family or enjoy your golden years.

Whether you’re searching for a cozy cottage or a spacious family home with walk-up access to a basement, Woodford County offers a perfect backdrop for your next chapter. Explore the opportunities that await you in this enchanting Kentucky county, where every home tells a story, and every street feels like home.

Newest Woodford County Homes with Walk Up Access Basement

405 Merrywood Dr, Midway
$629,000
3 Beds ⋅ 2 Baths ⋅ 26029624 MLS
Enjoy the best of Bluegrass living in this custom-built, all-brick ranch home, offered for the first time on the market in 48 years! Beautifully situated on over half an acre with gorgeous views overlooking the surrounding horse farms of Midway, this property offers a special opportunity to own a home with a long history and a beautiful setting. Inside, the home features an updated kitchen and bathrooms, newer appliances, and updated flooring, offering comfortable, move-in-ready living. A newer roof adds peace of mind, while the attached two-car garage provides everyday convenience. One of the standout features is the approximately 400-square-foot detached garage, complete with heating and air conditioning. Whether you envision a workshop, home office, fitness room, hobby space, or additional flex space, the possibilities are endless. Outside, the beautifully landscaped grounds and brick patio create a wonderful setting for relaxing, entertaining, or simply enjoying the scenic surroundings. Located in the heart of Kentucky horse country, Midway offers a charming historic downtown filled with locally owned restaurants, unique boutiques, and inviting places to gather. Enjoy the character of historic Main Street while being just approximately 15 minutes from Versailles, Lexington, and Frankfort. Truly Midway! With its custom-built quality, thoughtful updates, versatile additional space, and picturesque Bluegrass setting, this is a rare opportunity to make a special property your own.

405 Merrywood Dr, Midway
128 E Bruen St, Midway
$850,000
5 Beds ⋅ 5 Baths ⋅ 26028882 MLS
Historic Victorian Character in the Heart of Midway Step into Midway history at The Teacherage, a distinctive brick residence dating to 1873. Rich in architectural character, this remarkable property features a Victorian-era flair, a mansard-roofed tower, and an ornate cast-iron porch. Originally known as the Midway Hotel, the property later became known as The Teacherage, serving as a boarding house for faculty of Midway College through approximately 1942. Offering over 4,200 square feet of living space, the home features four bedrooms, including a first-floor primary suite with an ensuite bath. The flexible floor plan also includes a front office that could offer the potential for a fifth bedroom, subject to buyer needs and applicable requirements. Jack-and-Jill-style bathroom arrangements provide connections between additional bedrooms. Outside, enjoy a charming landscaped walkway along the side of the home and a welcoming backyard. A former detached garage has been converted into a workshop, offering additional space for hobbies, creative pursuits, or projects. Located within walking distance of Midway's business district, the property is near the community's restaurants, boutiques, gift shops, and coffee shops. The property is zoned B-2, Central Business District, offering an opportunity to explore its potential within this established commercial area. Buyers should independently verify zoning, permitted uses, building details, and any intended modifications with the appropriate authorities. With its historic significance, distinctive architecture, generous interior space, and location near downtown Midway, The Teacherage presents a unique opportunity to own a memorable piece of local history. A one year 2-10 home warranty is provided by the seller.

128 E Bruen St, Midway
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
6300-B Mccowans Ferry Rd, Versailles
$792,000
2 Beds ⋅ 1 Baths ⋅ 26025349 MLS
Beautiful 18+/- acre farm in the Mortonsville community just outside of Versailles featuring over 300 feet of road frontage. The property includes a historic home with the main section built circa 1827, offering an opportunity for restoration. Mostly pasture land and currently used for cattle, the farm is zoned SC (Small Community), allowing for a variety of potential uses subject to zoning regulations. Improvements include cattle fencing, waterers, a 6-bent barn, a 4-bent barn, and several additional outbuildings. Conveniently located about 15 minutes from Versailles. The proposed division is part of a 56-acre farm. Additional acreage may be available. This tract as proposed has enough frontage for a division not less than one acre. Shown by appointment only. Property sold as-is.

6300-B Mccowans Ferry Rd, Versailles
6300-A Mccowans Ferry Rd, Versailles
$350,000
2 Beds ⋅ 1 Baths ⋅ 26019474 MLS
Beautiful historic home on 2+/-acres in the Mortonsville community just outside of Versailles. The historic home with the main section built circa 1827, offers an opportunity for restoration. New metal roof added in 2018. HVAC replaced around 2020. The property is zoned SC (Small Community), allowing for a variety of potential uses subject to zoning regulations. Conveniently located about 15 minutes from Versailles. Shown by appointment only. Property sold as-is. The house and 2+/- acres is part of a 56 acre farm. The entire farm is listed as ML#26011916 and other divisions are listed as follows: 24 acres as ML#26019110 and 30 acres as ML#26019159.

6300-A Mccowans Ferry Rd, Versailles
255 Shryocks Ferry Rd, Versailles
$1,500,000
6 Beds ⋅ 4 Baths ⋅ 26012341 MLS
Turn-key horse farm offering exceptional equestrian amenities and beautifully situated home. The property features 7 4-board fenced fields/paddocks, automatic waterers, 3 run-in sheds, and equipment barn. The impressive 12-stall barn includes a wash rack, loft storage, and a heated tack room designed for year-round convenience. The charming residence has a renovated kitchen, insulated windows, hardwood floors, and includes an attached apartment ideal for guests, in-laws, or potential rental income. Additional highlights include a private electronic iron gate entrance, an inground pool, and the perfect blend of comfort, functionality, and country elegance.

255 Shryocks Ferry Rd, Versailles
6300 Mccowans Ferry Rd, Versailles
$1,680,000
2 Beds ⋅ 1 Baths ⋅ 26011916 MLS
Beautiful 56-acre farm in the Mortonsville community just outside of Versailles featuring over 1,400 feet of road frontage. The property includes a historic home with the main section built circa 1827, offering an opportunity for restoration. Mostly pasture land and currently used for cattle, the farm is zoned SC (Small Community), allowing for a variety of potential uses subject to zoning regulations. Improvements include cattle fencing, waterers, a 6-bent barn, a 4-bent barn, several additional outbuildings, and two ponds, including one approximately 2 acres in size. Conveniently located about 15 minutes from Versailles. Shown by appointment only. Property sold as-is.

6300 Mccowans Ferry 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
5108 Fords Mill Rd, Versailles
$1,625,000
4 Beds ⋅ 4 Baths ⋅ 26010138 MLS
Welcome to the beautiful rolling hills of Central Kentucky. The land is the star at this exceptional Woodford County property: 80 rolling acres with wide-open views, a mix of pasture and woods, abundant wildlife, and a level of privacy that is increasingly difficult to find. Whether envisioned as a full-time country retreat, weekend escape, recreational property, or simply a place to enjoy the beauty and quiet of Central Kentucky, the setting is what makes this property special. Set well back from the road, the 4,500-square-foot residence offers 4 bedrooms, 3.5 baths and generous living and gathering spaces. The kitchen is built for serious cooking and entertaining with a center island and prep sink, Viking 6-burner gas cooktop, Viking warming drawer, and three Jenn-Air ovens. A large (33 ft wide) deck overlooks the countryside, while the covered brick patio provides a relaxing spot to take in the views, sunsets, and frequent deer and turkey. The walkout basement adds tremendous flexibility, with its own kitchen, living area, full bath and bunk room (egress window does not meet current code requirements for bedroom classification), creating options for guests, extended family, or recreation. The property also includes a 40x60 shop with concrete floor and a 100x40 barn. Both offer substantial space for equipment, storage, hobbies, projects, or the possibility of a more creative future use. This is not a property defined by a house alone. It is 80 acres of scenery, privacy, wildlife, usable land and possibility, paired with a substantial home and outbuildings in one of Central Kentucky's most beautiful rural settings.

5108 Fords Mill Rd, Versailles
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