Woodford County Homes for Sale

Woodford County Homes for Sale

Welcome to Woodford County, Kentucky, where the charm of small-town living meets the convenience of being just a stone's throw away from the vibrant city of Lexington. Known for its picturesque landscapes, historic architecture, and tight-knit community, Woodford County offers a tranquil escape from the hustle and bustle of city life.

If you are looking for homes for sale in Woodford County, you are in for a treat. True to its reputation as a real estate gem, Woodford County boasts a diverse selection of properties to suit every taste and budget. From cozy cottages nestled in the rolling hills to grand estates with sprawling acres of land, there is something for everyone in this idyllic county.

Whether you are a first-time homebuyer or a seasoned investor, Woodford County has a lot to offer. With its top-rated schools, thriving local businesses, and a plethora of recreational opportunities, it's no wonder why so many people are choosing to call Woodford County home.

So, if you are ready to make a move to a place where community still matters and the pace of life is just a bit slower, look no further than Woodford County, Kentucky. Let us help you find your dream home in this charming corner of the Bluegrass State.

Newest Woodford County Homes for Sale

113 Highview Dr, Midway
$319,900
2 Beds ⋅ 2 Baths ⋅ 26029817 MLS
Cozy Bedford Stone Gem in Historic Midway! Welcome to 113 Highview Drive—a delightful, low-maintenance single-family home nestled in the heart of scenic Midway, Kentucky. This inviting residence blends vintage character with a quiet, neighborhood-friendly setting just minutes from Midway's charming downtown shops, local restaurants, and bourbon country heritage. A gardener's paradise with six raised beds, cedar greenhouse and plentiful flower beds throughout. Relax in nature on the multi-level decks with the backyard overlooking an 80-acre agriculture field. Have the feeling of living in the country right in town. This home has many updates throughout yet offers great opportunity for your own creativity. The primary bedroom addition was built in 2019 and designed to have a "treehouse" feel as it overlooks the backyard and is greeted by a beautiful and strong Pin Oak tree along with its own deck access.

113 Highview Dr, Midway
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
304 S Winter St, Midway
$785,000
4 Beds ⋅ 3 Baths ⋅ 26028276 MLS
A grand dame of historic Midway, this stately 1888 Victorian/Queen Anne residence offers beautiful architectural details along with elegant proportions of the era. Distinguished by its Blue Grass Trust designation, this four-bedroom, two-and-a-half-bath home features stained glass windows & doors throughout, generously sized bedrooms, two staircases—including a beautifully refinished formal staircase—and an exceptional abundance of closets and storage rarely found in a historic home. All windows have been replaced with custom-fitted storm windows and screens throughout, improving energy efficiency, reducing outside noise, and providing a tighter seal against drafts. Formal living and dining rooms offer space for entertaining, while a comfortable den with a gas fireplace just off the kitchen provides a welcoming spot for everyday gathering. Two additional flex spaces on the first floor offer possibilities for home offices, guest accommodations, or additional bedrooms. The large primary suite boasts two cedar-lined closets and a spacious bath with a soaring ceiling, soaking tub, double vanity, and walk-in shower. A convenient second-floor laundry room with utility sink adds everyday practicality, while a generous attic with pull-down stairs provides additional storage and houses a second HVAC unit. Expansive covered porches at the front and rear invite a slower pace—morning coffee overlooking the garden, a quiet afternoon with a book, or evening conversations as the landscape lighting illuminates the grounds. The rear patio incorporates salvaged brick from renowned Dixiana Farm, adding another distinctive connection to the Bluegrass. The backyard, fully enclosed by iron fencing, features lush, established plantings of hydrangeas, holly, clematis, viburnum, and magnolia, complemented by dry-stacked raised stone planting beds and an irrigation system on a separate water meter. Freshly painted siding, predominantly made of durable Hardie board, copper gutters and downspouts, a detached one-car garage, and a Ring security system complete this remarkable residence—a gracious setting for enjoying the charm and rhythms of a beautiful life lived in historic Midway.

304 S Winter St, Midway
105 S Hill Rd, Versailles
$459,900
4 Beds ⋅ 3 Baths ⋅ 26029433 MLS
Welcome to South Hill! Located off of S. Main Street and not far from downtown Versailles and the Bluegrass Parkway. This is a well maintained 2 story home with a covered front porch as well as a covered deck and 18' x 36' inground salt-water pool with gas heat which makes the pool useable 3 out of 4 seasons. The pool accessories and equipment and accessories will convey as well as patio and pool furniture. There is a whole house generator for those times when everyone else loses their electrical power. This house has lots of storage and closet space. There are 4 bedrooms and 2.5 bathrooms. The utility area is on the main floor.

105 S Hill Rd, Versailles
289 Bryanwood St, Versailles
$250,000
3 Beds ⋅ 1 Baths ⋅ 26029399 MLS
The perfect combination of charm, modern updates, and an incredible opportunity awaits at 289 Bryanwood Drive in Versailles! Thoughtfully refreshed from top to bottom, this inviting home offers the updates today's buyers are looking for without sacrificing the warmth and character that make a house feel like home. Step inside to discover beautifully refinished hardwood floors, fresh paint throughout, and an inviting atmosphere filled with natural light from newer windows. The updated kitchen is sure to impress, featuring granite countertops and newer cabinetry that bring together style and everyday functionality. The beautifully updated bathroom adds another touch of modern comfort. The improvements don't stop inside! Enjoy peace of mind with a newer roof, new water heater, and new soffit wrap and gutters. Outside, the generously sized lot offers plenty of room for entertaining, gardening, pets, or simply enjoying your own outdoor retreat. And here's the bonus— the seller is offering $5,000 toward a new driveway or buyer's closing costs!

289 Bryanwood St, Versailles
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
2827 Huntertown Rd, Versailles
$425,000
4 Beds ⋅ 3 Baths ⋅ 26028853 MLS
The owner has taken great pride in the care of this home and its obvious as soon as you enter the driveway! "Pristine" and "Move in Ready" are adjectives that most certainly apply to this lovely home...it is with extreme pleasure I am placing this house on the market because the owner has given attention to every detail in preparing it for the fortunate Buyer who finds this jewel! No deferred maintenance as so many upgrades and improvements have been made which include replacing the roof and HVAC systems just 3 years ago. The back yard is fenced, expansive and the mature trees offer a great source of shade and privacy. The view to the front is a vista of magical Bluegrass horse farms! Please be sure to review attached list of improvements made by current owner.

2827 Huntertown Rd, Versailles
1069 Cedar Ridge Ln, Versailles
$499,000
4 Beds ⋅ 3 Baths ⋅ 26028655 MLS
Your dream home just became more affordable! The sellers are offering a 2/1 rate buydown! Located in one of Versailles ' most coveted neighborhoods, Cedar Ridge, this meticulously maintained and thoughtfully updated 4-bedroom, 2.5-bath brick home offers room to gather, play, work, and unwind! 9' ceilings and white oak hardwood floors run throughout the first floor, which includes a dining room boasting tray ceilings, a recreation room with new French doors that could also be used as an at-home office, a half bath, and a spacious living room with a gas fireplace. The living room opens to the eat-in kitchen, which has stainless steel appliances and was updated in 2025 with a new backsplash, microwave, and stove. Conveniently located off the kitchen are the laundry room and large mudroom, which connect to the two-car garage, where an electric heater and a new garage door opener were also added in 2025. Step outside from the living room to a covered patio overlooking the large, newly landscaped, level backyard - an excellent space for kids to play or to host a barbecue with friends. Upstairs, three light-filled bedrooms and a full bathroom, while the primary suite features cathedral vaulted ceilings, a generous walk-in closet, and a bathroom with a double vanity, soaking tub, and separate shower. New HVAC systems and a water heater were installed in 2023; the interior was freshly painted and the ductwork cleaned in 2026. With even more updates throughout, this home offers peace of mind for years to come and is truly move-in ready! Don't miss this one; book your showing today!

1069 Cedar Ridge Ln, Versailles
2511 Scotts Ferry Rd, Versailles
$899,000
3 Beds ⋅ 3 Baths ⋅ 26028581 MLS
Welcome to your own slice of Kentucky horse country! Situated on just over 9 fully fenced acres in the heart of Woodford County, this beautifully renovated farmhouse offers the perfect combination of modern living and country charm. With over 3,200 square feet of finished living space, this ranch home features a gorgeous updated kitchen, spacious living room with an electric fireplace, formal dining room, and a beautifully renovated primary suite. Three bedrooms are located on the main floor, while the finished walkout basement offers a huge second living area, an additional bonus room with a closet, and a third full bathroom. There's plenty of room to entertain, host guests, or simply spread out and enjoy the space. Outside, you'll find a covered balcony complete with a hot tub just off the living room, an above-ground pool, and plenty of room to enjoy the outdoors. And for those dreaming of their own horse farm, this property is ready for you. The impressive insulated 6-stall barn is equipped with electricity, and the surrounding acreage offers plenty of space for horses, cattle, or other hobby farm pursuits. Best of all, you're just down the road from amenities like the Woodford Country Club, Woodford County High School, the Bluegrass Parkway, and everything Versailles has to offer. Whether you're looking for a working horse farm or simply a beautiful home with room to enjoy the countryside, this property has so much to offer.

2511 Scotts Ferry Rd, Versailles
789 Dry Ridge Rd, Versailles
$789,000
4 Beds ⋅ 4 Baths ⋅ 26028503 MLS
Rare opportunity to live on your own private equestrian retreat just 10 minutes from Keeneland and 15 minutes from New Circle Road! Extensively updated in 2022, this beautiful one and a half story traditional home has 4 bedrooms and 3.5 baths nestled on over 5 acres of picturesque Kentucky countryside in Woodford County. Conveniently located right off the first exit of the Bluegrass Parkway, this exceptional property is fully ready and zoned for you to bring your horses home, offering the ultimate blend of horse-country charm and modern convenience. The heart of the home features an open floor plan that flows seamlessly between the living room, dining room and kitchen areas, perfect for daily living and entertaining. The massive four car garage next to the kitchen offers space for vehicles, recreational gear, and lawn equipment. The main-floor primary bedroom serves as a private oasis, complete with a newly added full bath and a walk-in closet featuring dedicated washer/dryer hookups. The spacious family/great room offers expansive views of the lovely pastoral backyard. The renovated half bath rounds out the amenities on the first floor. Upstairs, the second primary suite is ideal for guests or multi-generational living with its own full bath and walk-in closet. Two additional bedrooms—each with its own walk-in closet—share a full hallway bathroom. One bedroom faces the front while the other includes easy access to bonus attic storage. A large closet off the second floor hallway offers ample space for linens, luggage and all your storage needs. This unique property must be seen in person to fully appreciate the beauty of its location, land and home. Schedule your private tour today!

789 Dry Ridge Rd, Versailles
112 Mccowans Ferry Aly, Versailles
$318,000
3 Beds ⋅ 2 Baths ⋅ 26013352 MLS
OPEN floor plan with numerous upgrades since ownership. this Katherine style ranch has 3 bedrooms and two full baths. The primary includes walk-in shower, jetted tub and double sink vanity. The variable height ceilings, granite countertops, and covered back porch add to the charm. Dining room, utility room and attached garage too! Close to BG PKWY, schools, and charming downtown Versailles! Great home! Priced to sell!

112 Mccowans Ferry Aly, Versailles
115 S Hill Rd, Versailles
$449,000
3 Beds ⋅ 3 Baths ⋅ 26027872 MLS
Welcome to 115 S Hill, a beautifully updated 3-bedroom, 2.5-bath home within walking distance of downtown Versailles! Offering approximately 2,700 square feet, this move-in-ready home blends spacious living with fresh paint, new flooring, and modern lighting throughout. The renovated kitchen features new cabinetry, quartz countertops, stainless steel appliances, and a generous island. A first-floor primary suite offers everyday convenience, while flexible space off the living room is ideal for a home office. Updated bathrooms showcase stylish finishes, including a beautifully tiled shower and double vanity. The expansive enclosed sunroom is filled with natural light and provides inviting space to relax or entertain. Upstairs, two oversized bedrooms feature spacious walk-in closets. Enjoy a private backyard and an oversized two-car garage with additional storage space—all conveniently located near downtown shopping, dining, and entertainment!

115 S Hill Rd, Versailles
Start Your Search

How much is your home worth?

Get instant property value now!