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$385,000
4 Beds 4 Baths 26019939 MLS
Furnished 4 bedroom, 2 full bath, 2 half bath, home located approximately 3 minutes from downtown Versailles. This property has been used as a mid term rental and will be sold fully furnished. The main level offers a living room, dining room with seating for six, an eat in kitchen with seating for four, and a basement living/entertainment area that includes a poker table and a sauna (use at own risk; posted rules convey). The kitchen conveys with cookware, dinnerware, and basic spices. Coffee supplies—including K cups, ground coffee, whole beans, sugars/sweeteners, syrups, and creamers—remain with the home. Three upstairs bedrooms feature queen beds, and the main level bedroom includes a king bed. The upstairs hall bath offers a tub/shower combination, and the ensuite bath includes a clawfoot tub/shower. Laundry is located in the upstairs hallway with a full size washer and dryer. The fenced rear yard includes a deck with rocking chairs and a fire pit table. Exterior security cameras are installed for property monitoring; cameras are located only on the exterior. Convenient access to regional destinations along the Bourbon Trail and Bluegrass attractions, including approximate drive times of: 14 minutes to Woodford Reserve, 10 minutes to Keeneland, 20 minutes to Lexington, 20 minutes to Buffalo Trace, 20 minutes to Castle & Key, 25 minutes to Kentucky Horse Park, and 14 minutes to Midway. This property will be available for showings when not rented.

172 Simmons St, Versailles

$399,900
4 Beds 2 Baths 26017956 MLS
Don't miss this charming Craftsman-style home within walking distance to downtown Versailles. Full of character and thoughtful updates, this home offers a rare blend of historic charm and everyday comfort in a highly desirable location. Inside, you'll find 4 bedrooms, 2 full bathrooms, a stunning finished third-floor attic that could serve as a 5th bedroom featuring shiplap walls and hardwood floors-an incredible bonus space with endless flexibility. The main level includes a beautifully updated kitchen with Quartzite countertops, a formal dining room, a spacious family room, and a large laundry/mud room that adds convenience to daily living. Step outside to enjoy a large deck perfect for entertaining, relaxing, or gathering with friends and family. With so much charm and character throughout, this home is one you truly need to see in person to appreciate. Square footage is approximate; buyer to verify.

331 Lexington St, Versailles

$1,275,000
6 Beds 4 Baths 26013027 MLS
Welcome to this exceptional brick estate nestled on 1.6 private acres along a secluded lane in the heart of the Bluegrass. Offering 6 bedrooms, 4 full bathrooms, and an impressive blend of luxury, comfort, and entertainment, this home is truly one of a kind. Filled with natural light from an abundance of windows, the home features recently refinished hardwood flooring in the grand entry and formal dining room. The spacious great room, anchored by a beautiful fireplace, flows seamlessly into the eat-in kitchen, creating the perfect setting for everyday living and entertaining. The private primary suite is a true retreat, featuring new tile flooring and two generous walk-in closets. Three additional bedrooms and a hall bath are thoughtfully situated in a separate wing on the second floor, providing privacy and flexibility for family and guests. Step outside to your own backyard oasis. The fully fenced yard offers ample space to play and relax, while the salt water in-ground pool with automatic cover and covered outdoor kitchen create the ultimate outdoor entertaining experience. The fully finished basement, completed in 2025, expands the living space with a media area, wet bar, game room, additional bedroom, and full bath—perfect for guests, recreation, or multi-generational living. You never need to worry about being in the dark with the Generac whole home generator installed in 2025. Throughout the home, Philips Hue smart lighting enhances the atmosphere, allowing you to create customized moods and entertainment settings with ease. Ideally located just 10 minutes from the airport and Keeneland, this remarkable property combines privacy, convenience, and luxury living. A rare opportunity to own a true Bluegrass gem. Big green egg, wine fridge, one outdoor kitchen refriderator and speaker amps do not convey. Occupancy available during the first week of August 2026

5002 Lupreese Ln, Versailles

$1,060,000
4 Beds 3 Baths 26010579 MLS
Welcome to 105 Delaney Ferry in beautiful Woodford County! This spacious Hardie plank two-story home offers the perfect blend of comfort, style, and rural charm just minutes from all the amenities of Versailles. Step inside to a stunning two-story foyer that opens to a formal dining room, living room, and inviting hearth room. The open-concept floor plan features a large breakfast area, and a bright, cheerful kitchen complete with quartz island, stainless steel appliances, wall oven with built-in microwave, abundant cabinetry, and generous counter space—perfect for entertaining and everyday living. The luxurious primary ensuite offers a relaxing retreat with a jetted tub, double vanity, and tiled walk-in shower, and walk in closet. Three additional generously sized bedrooms (all with walk in closets) share a convenient Jack-and-Jill bath. Situated on a beautifully fenced and gated one-acre lot, the outdoor living space is exceptional. Enjoy the covered patio, with cozy fireplace, overlooking the heated saltwater pool —ideal for relaxing year-round. An unfinished basement provides endless possibilities and room to grow. Experience peaceful country living with the convenience of nearby shopping, dining, and schools in Versailles.

105 Delaney Ferry Rd, Versailles

$620,000
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

$1,420,000
4 Beds 4 Baths 26012411 MLS
Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres — Just Minutes from Downtown Midway, KY! Welcome to your private retreat — a rare opportunity to own a beautifully constructed, approximately 5,000 SF custom brick ranch home situated on over 11 tranquil acres located just 4 miles from the vibrant and historic downtown Midway. This estate with its panoramic views offers the perfect blend of timeless charm, privacy, and flexible living spaces — including potential for multi-generational living, equestrian use, and future expansion. Step through the front door into an expansive, light-filled open floor plan designed for both comfortable living and elegant entertaining. At the heart of the home is a truly breathtaking two-story natural stone fireplace, serving as both a visual centerpiece and cozy gathering spot in the vaulted great room. One of the most exciting and valuable aspects of this property is the approx. 5,700 square ft walk-out basement. It is already partially finished with drywall, electrical, roughed-in plumbing for 2 full baths & kitchenette, also has a functioning laundry room. The basement is a blank canvas for you to make it your own! Some photos are VIRTUALLY STAGED for inspiration purposes only. Note: Sellers require 48 hours notice for showings and a preapproval letter, please.

1599 Woodlake Rd, Midway

$919,900
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! So many more features you will love! Welcome home! That is your Mattingly built home!!

712 Azalea Ln, Versailles

$615,000
5 Beds 4 Baths 26008635 MLS
Charming custom-built home in the desirable Versailles area—minutes from a vibrant downtown and top-rated schools. Spacious, family-friendly floor plan with thoughtful details throughout. Main features - Inviting entryway opens to a living room with gas fireplace and hardwood floors - First-floor primary suite with large walk-in closet; updated primary bath with tiled walk-in shower and garden tub - Three large bedrooms and a full bath on the upper level - Gourmet kitchen with custom cabinets, granite countertops, stainless appliances, large pantry—ample space for family meals and entertaining - Newer sliding glass door with automatic blinds opens to a 5-year-old deck overlooking a private backyard that backs to green space - Full basement with workshop (utility garage door), abundant storage, and a safe room—endless possibilities Additional highlights: great school district, excellent location, and plenty of room for everyone to spread out. Perfect blend of comfort, function, and neighborhood convenience.

4032 Pine Grove Rd, Versailles

$1,650,000
5 Beds 5 Baths 26001175 MLS
An extraordinary opportunity to own one of downtown Versailles' most iconic residences— a wonderful multi-generational home, designed for living together - without compromise. A stately front porch framed by impressive columns and a classic fan-lighted front door welcomes you into a grand entry hall with fireplace. Throughout the home, soaring ceilings, gleaming hardwood floors, and oversized windows create a light-filled and timeless atmosphere. The formal living and dining rooms flank the entry hall, each showcasing exquisite woodwork and inviting fireplaces. A graceful curved front staircase—adorned with carved spindles, a hand-crafted rail, and a striking leaded-glass window on the landing—anchors the home with architectural distinction. The second level offers four bedrooms, two full baths, and a half bath. A former bedroom adjacent to the primary suite has been thoughtfully converted into a generous walk-in closet and opens to a charming second-story balcony overlooking the front yard of the home. A permanent staircase leads to the third-floor attic, offering excellent potential for future finishing. A rear staircase returns to the kitchen and rear entry hall, while an inviting sunroom provides tranquil views of the backyard. A seamless first -level addition showcases an impressive great room, a spacious primary suite with a tiled bath featuring a zero-entry shower, a walk-in closet, a private office and a screened patio. The presence of the original primary suite on the second level makes this home an ideal option for multi-generational buyers. At the rear of the property, you'll find a three-car garage, workshop, laundry room, walk-in pantry, and a second home office. Above the garage, a private guest suite features a full kitchen, living area, bedroom, and full bath. Set on 1.41 acres with room for future pool, the estate also includes a historic icehouse, smokehouse, and a separate guest house (approximately 650 sq ft per level, 2nd level non-conforming) offering a living room, kitchen, bedroom, and full bath. A whole-house generator services both the main residence and guest house. The property is being sold as-is, presenting a rare opportunity to steward a truly remarkable historic estate in the heart of Versailles.

160 Elm St, Versailles

$359,000
3 Beds 3 Baths 26009534 MLS
Move in with confidence and the leave the big-ticket worries behind! This beautifully renovated 3 bedroom, 2.5 bath brick ranch in Sycamore has already had the heavy lifting done for you, offering peace of mind and the perfect blank canvas to make your own. Nearly every major system has been updated, including a new roof, new HVAC, new windows, new gutters, new appliances, and an upgraded 200-amp electrical service. The electrical system has been relocated underground, offering improved reliability and enhanced curb appeal. The expensive projects are behind you, leaving you free to focus on making this home your own. Inside, you will find beautifully refinished original hardwood floors, all new tile in the kitchen, living room and bathrooms, along with new soft close cabinets and quartz countertops. This home also has updated interior fixtures, ceiling fans, GFCI plugs and light switches blending modern conveniences with timeless character. With 2,523 square feet of finished living space, a fully finished basement, and an oversized 739-square foot attached garage, there's plenty of room to spread out, entertain, work or simply enjoy everyday life. If you've been searching for a a home where the renovations are complete and the costly projects are already behind you, this is your opportunity. Just unpack, settle in and start making it your own.

168 Peachtree Dr, Versailles