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$1,680,000
4 Beds 5 Baths 26004981 MLS
Welcome to a home that redefines modern living. With its open-concept design, high ceilings, and abundant natural light, this property creates an inviting atmosphere that's both stylish and functional. The chef's kitchen is equipped with premium appliances, custom cabinetry, a huge walk in pantry and an oversized island perfect for gatherings. Retreat to the luxurious owner's suite featuring a spa-inspired bath and walk-in closet. The first floor laundry has loads of storage, including a sink, for multiple uses. Outdoor living is just as appealing with a private covered porch and patio ideal for entertaining or quiet evenings. The wood paneled study is ideal for working from home, followed by a work out in the lower level gym before relaxing in the sauna. Designed for comfort and convenience, this home blends elegance with everyday practicality, offering a lifestyle you'll love coming home to. Stirling Estates is located only minutes from Firebrook/Harrodsburg Road and perfect for hobby farm enthusiasts. Bring your horses or just revel in the beautiful Bluegrass sunsets.

100 Stirling Ln, Versailles

$1,650,000
3 Beds 2 Baths 26016965 MLS
The prestigious Kelley Farm is an iconic piece of the local rural community located off Old Richmond Rd. Offered for the first time in decades, this 140-acre property has a deep history in Agritourism especially it's annual Autumn corn maze which became a Fall tradition for local schools and families. Nestled among the world-renowned paddocks of Juddmonte, Overbrook and Champagne Run, the Kelley Farm is 140 acres of pure Bluegrass magic. The estate features a stately circa 1820 residence waiting for its next chapter. Rolling hills give way to an expansive 5 acre stocked lake rarely found on tracts this size. Complete with a functional barn and prime Bluegrass soils, the property provides a blank canvas for equestrian development or working farm. This magnificent acreage is protected in perpetuity by a PDR easement, legally guaranteeing that your stunning panoramic views will never be interrupted. Do not miss this opportunity to own the land, the legacy and the lifestyle that defines Central Kentucky.

6481 Old Richmond Rd, Lexington

$1,650,000
6 Beds 6 Baths 26006604 MLS
If you are looking for a home that offers space to unwind from daily demands—along with room for entertaining, celebrations, hobbies, or even a horse or small animal operation—this property delivers. With abundant indoor and outdoor entertaining areas, the shed-row barn offers flexible use as a horse facility, workshop, "she-shed," hobby space, or storage. Set on 10 acres, this is a property where imagination can truly take hold. The home has been spectacularly remodeled by Creative Kitchen and Bath. Impeccably maintained, it was taken down to the studs and completely renovated from top to bottom. Features include new hardwood floors, detailed moldings, new kitchens on both the main level and the basement, new bathrooms throughout, new windows and doors, high-speed broadband, a central vacuum system, a high-powered security system, and a Bluegrass home movie theatre entertainment system. All bedrooms include walk-in closets with custom-designed wood shelving. The lower level offers a separate entrance, making it ideal for a mother-in-law suite or apartment, complete with a full walkout, multiple French doors, and wall-to-wall windows. The property is being sold furnished, with furnishings included in the current price, and is priced under recent appraisal. The location combines convenience with a true country feel—close to shopping in Hamburg and directly across from Hisle Farm Park. The park spans approximately 280 acres of rolling pastureland located five miles northeast of downtown Lexington at 3601 Briar Hill Road. It features shared-use trails for horseback riding and hiking, including 1- and 2.5-mile loops, a 10-lane target archery range, and is open from dawn until dusk. Pets are welcome but must be leashed. Priced $540,000 below recent appraisal!!!

3600 Briar Hill Rd, Lexington

$1,650,000
4 Beds 5 Baths 26013594 MLS
Built as an architectural replica of the George Wythe house in Williamsburg, VA, this classic colonial home sits on 10+ beautiful acres in sought-after Woodford County. As you pull into the scenic, private drive, you will come upon the home and its undeniable pride of ownership. Once inside the door, the grand foyer will introduce you to the rich feel of the home and the warmth it exudes. Flanked on either side of the grand foyer are the dining room with a fireplace and study, complete with bookshelves, a fireplace, and an attached renovated half bath. The large family room adjoins the flex space with a wet bar and custom cabinetry with an icemaker and wine fridge. Nearby is an entry into the spacious screened porch. Tucked away is the spacious primary suite with a lovely fireplace, a large walk-in closet, and en suite bath. The chef's kitchen is a true delight and offers a stunning island as the centerpiece. The commercial range and custom cabinet front refrigerator and freezer, as well as the well-designed soft shut cabinets and drawers, offer design-specific cabinets such as a spice rack, pan storage, etc. The large laundry room with a slop sink is off the kitchen and offers a mud room that connects it to the three-car garage with loads of space for storage. Up the back staircase, a family room gives way to a hallway where three large bedrooms with nice closets and two renovated full bathrooms with marble and custom cabinets await. The third floor offers space for the new homeowner to use as a playroom, gym, office, or whatever works for their needs. Outside the home will not disappoint! With almost eleven acres to enjoy, the property offers something for everyone. The new Amish-built barn is complete with two large 12 x 12 stalls and plenty of room for storage. Horses will have room to roam and relish in the 3 pastures complete with four-board fencing with electrical lining. A play yard near the home and a turf pad behind the house offer hours of play in the great outdoors. The view beyond the pastures will make anyone want to call 4001 Shannon Run Road home for years to come!

4001 Shannon Run 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

$1,645,000
5 Beds 4 Baths 26016942 MLS
Welcome to 305 Beech Street, a truly special Tudor-inspired home tucked along year-round Elk Creek in the heart of Monticello. Located within the city limits, this 23 +/- acre unique property offers the convenience of town with the peaceful feel of country living. Lovingly designed and enjoyed for generations, it is a place filled with beauty, character, and history. A winding asphalt driveway shaded by mature dogwood trees and lined with carefully trimmed evergreens welcomes you home. Inspired by the owners' travels through Europe, the grounds feature expansive lawns, mature shade trees, and a beautiful formal French garden with brick-lined beds, statuary, boxwoods, flowering arches of Sweet Autumn Clematis, a vegetable garden, and an automated irrigation system. In the spring, hundreds of daffodils bloom throughout the property, while the shady creekside setting provides the perfect place for picnics, cookouts, and simply enjoying nature. Built of native mountain stone, stucco, and custom milled fir trim, the home reflects exceptional craftsmanship and timeless style. A two-level screened gazebo porch with sliding glass windows creates a wonderful space to enjoy in every season. Inside, soaring beamed ceilings, hand-painted details, custom stained glass, beautiful millwork, and Italian porcelain flooring create a warm and inviting atmosphere. The spacious great room is centered around a striking custom stone fireplace with a heatilator system and flows easily into the dining room overlooking Elk Creek. The kitchen is both beautiful and functional, featuring custom cabinetry, quartz countertops, a center island, walk-in pantry, GE Monogram dual-fuel six-burner range with double ovens, KitchenAid appliances, and a cozy bay window breakfast area with views of the creek. The main-level primary suite offers an 11-foot beamed ceiling, stone fireplace with gas logs, sitting area, private deck, large walk-in closet, and a luxurious bath with heated floors, double shower, and clawfoot soaking tub. A guest bedroom and bath are also conveniently located on the main level. Upstairs is an additional private suite with custom built-ins, dormer windows, abundant storage, and its own bath. The walk-out basement provides generous additional living space with a fireplace, recreation areas, two more bedrooms, including one with an en suite bath, and plenty of storage. Additional features include three separate HVAC systems, an automatic generator, oversized garage, city water and sewer, and a new roof installed in May 2026. Rich in local history and surrounded by natural beauty, 305 Beech Street is more than just a house. It is a place where memories have been made for generations and where the next owners will have the opportunity to enjoy a truly remarkable setting along Elk Creek. Convenient location near Lake Cumberland in South Central Kentucky!

305 Beech St, Monticello

$1,625,000
4 Beds 4 Baths 26010138 MLS
Extraordinary Woodford County lifestyle property offering 80 rolling acres, sweeping views, abundant wildlife, and the kind of privacy and versatility that is increasingly hard to find. The approximately 4,500 square foot residence features 4 bedrooms, 3.5 baths, updated baths, a cook's kitchen with gas cooktop and three wall ovens, and multiple gathering spaces designed for everyday living and entertaining alike. A large deck captures long countryside views, while the covered brick patio creates the perfect setting for quiet mornings, sunset evenings, and watching deer and turkey move across the property. The walkout basement functions almost like a private apartment with its own kitchen, living area, bunk room (egress window does not meet current code requirements for bedroom classification), and full bath, ideal for guests, extended family, caretaker quarters, or flexible rental use subject to buyer verification. Outside, the property continues with an approximately 40x60 shop and 100x40 barn, providing space for equipment, hobbies, storage, livestock, or future creative use. Rolling hills, partial woods, open pasture, and a peaceful setting combine to create a property equally suited for recreation, entertaining, weekend escapes, or full time Kentucky country living. Properties offering this combination of scenery, usability, comfort, and privacy rarely come available.

5108 Fords Mill Rd, Versailles

$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

$1,600,000
5 Beds 5 Baths 26019143 MLS
Discover exceptional craftsmanship and thoughtful design throughout this stunning townhome. The welcoming main level features a gracious entry, a dining room complete with a fireplace and custom built-ins, and a private home office with its own full bathroom. The chef-inspired kitchen showcases designer finishes, exposed wood beams and a spacious island, flowing seamlessly through a butler's pantry into the fireplace-warmed family room. A convenient half bath, an enclosed breezeway leading to a private courtyard, and an oversized two-car garage complete this level. Upstairs, the luxurious primary suite awaits with a generous walk-in closet and a spa-like bathroom boasting heated floors and a steam shower. Two additional bedrooms, a full bathroom, and a dedicated laundry room round out the second floor, while the third level offers two more bedrooms and an additional full bath — ideal for family or guests. The lower level adds even more living space with a versatile recreation room, perfect as a media room or entertainment retreat. This exceptional home is loaded with premium amenities, including a fully owned solar panel system, tankless water heaters, central vacuum, two gas vent-free fireplaces, a security system, an irrigation system, and abundant storage throughout. NO HOA FEE!

558 Central Ave, Lexington

$1,599,999
4 Beds 3 Baths 26006809 MLS
Dreaming of wide open space, privacy, and a property that truly does it all? This one isn't just rare--it's nearly impossible to duplicate. Welcome to 42.7 acres of fully usable land designed for the way you want to live--perfectly positioned in the heart of Central Kentucky, where you get the best of both worlds: peaceful, private country living with the convenience of being just a short drive to nearby towns, dining, and everyday essentials. Whether you're running cattle, hunting, riding, trying to hide from the world, or simply soaking in the scenery, this location delivers the lifestyle so many are searching for. And just when you think it couldn't get better--lake access with your own private shoreline takes it to another level. Built in 2022, the custom contemporary barndominium-style, stick-built home offers over 2,070 square feet of thoughtfully designed living space with 4 bedrooms and 3 full baths. From the moment you arrive, the wraparound porch--complete with stunning wood accent ceilings--sets the tone for what's inside: warm, elevated, and intentionally designed to take in the surrounding views. Step inside to an open-concept layout filled with natural light and enhanced by an abundance of recessed lighting. The kitchen is a true centerpiece, featuring quartz countertops, a statement oversized island, stainless appliances, and an impressive amount of soft-close custom cabinetry--perfect for both everyday living and entertaining. The primary suite is a retreat of its own, showcasing a tiled walk-in shower with rain head, double vanities, and a spacious walk-in closet. Both interior baths are finished with double vanities, offering convenience and style throughout. But perhaps what truly sets this property apart is everything beyond the home: a 4,000 sq ft attached insulated shop with 16 ft ceilings, two pull-through, double-sided 14 ft garage doors (2-post car lift included), a 50x30 metal barn with electric and automatic waterer, new perimeter fencing already in place, and an incredible 2,400 feet of road frontage. All of this, located within the highly sought-after Burgin school district, known for its strong performance and tight-knit community feel--making it just as appealing for those prioritizing education as it is for those seeking land and lifestyle. This is more than a home--it's a lifestyle property that checks every box: land, luxury, functionality, and freedom, all in a location that's hard to beat. Opportunities like this don't come around often... and when they do, they don't last.

279 Dossett Ln, Harrodsburg

$1,599,000
3 Beds 2 Baths 26020546 MLS
More than 200 Acres of Private Hunting & Fishing Paradise Discover true Appalachian seclusion on this expansive Bell County tract. Approximately 200+ acres of timbered land offers outstanding habitat for deer, turkey, and other game, with several established tree stands already in place so you can hunt productively from day one. Ridges, natural funnels, and mature cover create ideal stand locations and year-round recreational potential. Fishing opportunities are abundant both on the property and nearby. The property includes two large ponds stocked and loaded with fish. The home includes free gas service, a rare and valuable benefit. In addition, the owner receives a monthly royalty check, providing ongoing income from mineral interests. Conveniently located near Pineville yet private and unrestricted, this property is perfect as a hunting camp, family recreational retreat, timber investment, or secluded full-time residence with income potential.

4213 State Highway 1344, Calvin

$1,599,000
4 Beds 6 Baths 26020324 MLS
FIRST TIME ON THE MARKET. Experience timeless elegance and exceptional craftsmanship in this stunning custom home located in the highly desirable gated community of Two Creeks. Nestled on just over one acre, this impressive residence offers over 7,500 square feet of thoughtfully designed living space with 4 spacious bedrooms, 6 bathrooms, and luxurious finishes throughout. The open-concept main level showcases beautiful wood flooring, an exceptional gourmet kitchen with high-end appliances, an inviting great room with fireplace, formal dining room, a cozy sitting room and a bright sunroom. The luxurious primary suite offers dual walk-in closets and a spa-inspired bath complete with a soaking tub, separate shower, and dual vanities. An additional first-floor bedroom with a private en-suite bath provides ideal accommodations for guests or multi-generational living. Upstairs, two generously sized bedrooms each featuring private baths and share a comfortable sitting area. The finished lower level expands your living space with a large family room, home office with custom built-ins, full bath, partial kitchen, and abundant storage. An additional room with a walk in closet could be used as an extra bedroom, office or more storage. Outdoor living is equally impressive, with a resort-style in-ground salt water heated pool, dedicated pool house with half bath, outdoor fireplace, waterfall, with beautifully landscaped grounds designed for entertaining and relaxation. Additional highlight includes an oversized three-car attached garage perfect for that golf cart. Golf, tennis, pickleball, pool, dining are all available by joining the beautiful Frankfort Country Club which sits within the confines of Two Creeks. Minutes from Lexington, this extraordinary property seamlessly combines luxury, comfort, and functionality, creating a truly exceptional place to call home.

108 Saratoga Dr, Frankfort

$1,599,000
6 Beds 6 Baths 26009796 MLS
Experience true retreat and relaxation in your own home, where comfort meets luxury in this stunning estate located in the prestigious gated community of Boone's Trace—just 10 minutes from Hamburg. As you approach, you'll immediately notice the exquisite French limestone exterior and the expansive front porch, perfect for enjoying a peaceful morning sunrise. The home features top-of-the-line Andersen crank windows, along with breathtaking mahogany and iron front doors that create a grand welcome. Situated on 2 acres, the property boasts over $200,000 in magnificent landscaping. Inside, the home sets the tone for elegance and comfort throughout. Enjoy 10-foot ceilings on the main level and hand-scraped bamboo hardwood floors. Each full bathroom features custom tile walk-in showers, while fine details like glass door knobs and cast iron European faucets highlight the exceptional quality and craftsmanship found in every corner. The kitchen is truly a dream—maxed out with beautiful cabinetry, quartz countertops, and premium Viking appliances, including everyone's favorite nugget ice maker. The walk-in pantry showcases a custom-framed 300-year-old antique door. The family entry and owner's entry are outfitted with custom cabinetry to meet all your storage needs. Look up to admire the stunning appliqué and coffered ceilings that add an extra layer of sophistication. The breathtaking views of rolling hills are perfectly framed by a 16-foot sliding door in the great room, leading to an outdoor living space. A triple French door connects the kitchen and dining area to a beautifully designed stone and granite outdoor kitchen. Step outside to your private resort-style oasis. The pool area features a heated saltwater pool, creating the ultimate space for relaxation, along with an outdoor spa—all enclosed by a sleek black metal fence. Perfect your putt on the private putting green next to the carriage house, offering a bird's-eye view of the 4th tee box. Gather around the stacked stone fire pit with Adirondack chairs for cozy evenings and great conversation. With six stone fireplaces throughout the home, each equipped with mounted TVs, you'll enjoy both comfort and modern convenience. The first-floor primary suite is absolutely stunning, featuring a bright, spa-like bathroom and an impressive walk-in closet designed like a boutique, complete with built-in drawers, shelving, and a granite-topped island. A private home office with custom built-ins is located off the main entry, offering the perfect work-from-home setup. This home includes six bedrooms, two full kitchens, multiple great rooms, a gym, and a unique cellar—truly a space you'll never want to leave. Designed for entertaining, the home offers abundant storage, including hidden spaces throughout. The lower level provides a complete second living area with a full kitchen featuring KitchenAid appliances—ideal for multi-generational living or extended stays. The custom cellar is perfect for showcasing your wine and bourbon collection, and the in-home fitness center keeps everything convenient. Need even more space? In addition to the three-bay garage, there's an attached carriage house with a 9-foot bay door and 12-foot ceilings—ideal for a lift. It also includes new stainless steel cabinetry and a mounted TV, creating the perfect hobby or game-day garage. Upstairs, you'll find easy-access storage for holiday décor or hobbies. Enjoy the lifestyle—hop on your golf cart and take a ride through the community or play a round at Boone's Trace National Golf Club, which also features a wonderful clubhouse restaurant. Behind the scenes, this home is just as impressive, featuring cellulose and batting insulation for energy efficiency, a top-tier hot water recirculation system for instant hot water throughout, hurricane straps and reinforced shingles, and a fully owned ADT security system. A secure safe/storage room with 10-inch-thick poured concrete walls under the fr

807 Muirfield Trl, Richmond

$1,599,000
6 Beds 3 Baths 26013758 MLS
Welcome to "The Bourbon Harrison Estate" A Rare Legacy Estate Rich in History, Privacy, and Luxury Experience the perfect blend of timeless elegance, modern comfort, and historic significance in this extraordinary 6-bedroom, 3-bath residence offering over 7,000 square feet of living space. Ideally situated along the Harrison and Bourbon County line, this remarkable property provides unparalleled privacy, breathtaking rural surroundings, and a lifestyle that is truly one of a kind. Far from an ordinary farmhouse, this custom-built estate showcases exceptional craftsmanship and thoughtful design throughout. An abundance of natural light fills the home, especially on the main level, where expansive windows frame picturesque countryside views. The dramatic two-story great room serves as the centerpiece of the home, featuring soaring ceilings, an overlook balcony, and four glass doors that invite the outdoors in while providing seamless access to the wraparound porch. From this stunning vantage point, enjoy mesmerizing panoramic views of rolling farmland and Kentucky's scenic landscape. Adding to the home's unique character is a dedicated music room with exceptional acoustics, creating the perfect space for musicians, performances, gatherings, or simply enjoying the rich sound and ambiance of this remarkable setting with sound system throughout the home. Designed for both entertaining and everyday living, the chef-inspired kitchen is a true showpiece, featuring granite countertops, an expansive center island, a spacious butler's pantry, and convenient service access to the elegant formal dining room. The luxurious first-floor primary suite offers a private retreat complete with a clawfoot soaking tub, walk-in shower, private water closet with commode and bidet, oversized walk-in closet, and spa-inspired amenities designed for ultimate comfort and relaxation. The walk-out lower level provides exceptional flexibility and is perfectly suited for multi-generational living, guest accommodations, or a private in-law suite. Step outside and discover resort-style amenities designed to elevate everyday living, including a saltwater pool, hot tub, and expansive outdoor living spaces surrounded by peaceful countryside and unmatched privacy. Whether entertaining family and friends or enjoying a quiet evening under the stars, this outdoor oasis offers an extraordinary setting for creating lasting memories. Steeped in Kentucky history, the farm was originally commissioned to the prior family in recognition of their service during the French and Indian War, which concluded in 1763--nearly three decades before Kentucky achieved statehood. Historical elements remain thoughtfully preserved throughout the property, including a mantle crafted from the original one-room log cabin that once stood on the land and a historic grinding stone incorporated into the home's hearth. Today, this remarkable estate offers productive farmland, established crops, an orchard, and complete seclusion, creating a rare opportunity to own a significant piece of Kentucky history while enjoying the finest comforts of modern luxury. Rich in character, surrounded by natural beauty, and enhanced by exceptional amenities, this is far more than a home--it is a legacy estate destined to be treasured for generations.

585 Ruddles Mill Cynthiana Rd, Cynthiana

$1,595,000
3 Beds 2 Baths 26022399 MLS
Welcome to your own slice of Kentucky countryside! Situated on 59.104 picturesque acres, this beautifully maintained 3 bedroom, 2 bath home offers the perfect blend of modern comfort and functional farm living. Built in 2015 with 1,860 sq ft of open-concept living space, the home features soaring ceilings, abundant natural light, a spacious kitchen with oversized island, and a warm, inviting living area ideal for entertaining or relaxing after a day outdoors. The property is thoughtfully equipped for livestock and equestrian use with a horse shed, automatic waterers, multiple fenced areas, 5 additional sheds, and a barn with lean-to for extra storage and shelter. A massive 2,040 sq ft attached garage provides ample room for vehicles, equipment, workshop space, or recreational storage. Whether you're looking for a working farm, horse property, hunting retreat, or peaceful country escape, this property offers endless opportunities with wide-open acreage and beautiful rural views, all while still being conveniently located near town amenities. 4578 Combs Ferry Rd is country living done right.

4578 Combs Ferry Rd Rd, Winchester

$1,595,000
2 Beds 3 Baths 26014762 MLS
Set on approximately 5 acres, this equestrian property offers the perfect blend of functionality and location—just minutes from downtown Lexington and the Kentucky Horse Park. Thoughtfully designed for the dedicated equestrian, the farm features a premium 120' x 200' GGT footing arena complete with irrigation. The property also boasts 10-matted stalls with beautiful new stall fronts, a separate barn bathroom, laundry room, and a stylish temperature controlled tackroom. The charming 2-bedroom, 1.5-bath. residence offers comfortable living with a full basement that presents excellent potential for additional finished space—perfect for expanding your living area, creating a home office, or adding guest accommodations. A new septic has recently been installed along with new water heater (both 2024) and the entire house has new plumbing. Whether you're seeking a private equestrian facility or a refined hobby farm in the heart of horse country, this property offers an exceptional blend of convenience, quality, and opportunity in one of Kentucky's most coveted locations.

166 Swigert Ave, Lexington

$1,590,000
6 Beds 4 Baths 26011031 MLS
Set on approximately 17.5 acres in the Versailles-Mortonsville area, this property includes two residences, multiple outbuildings, and a variety of functional outdoor features. The Main House, originally constructed in 1830, has been updated with modern improvements including sprayed foam insulation (2024), a stove purchased in 2023, and a refrigerator purchased in 2025. The home offers four bedrooms, two full bathrooms, one half bath, a formal dining room, living room, family room with tall ceilings, and an updated kitchen with marble countertops, stainless steel appliances, and a large walk in pantry with a second refrigerator. The fully renovated Cottage (completed July 2022) is located across from the KOI pond and waterfall and is included in the overall square footage. It features reclaimed barnwood flooring, an open floor plan with a large family room, and a custom kitchen with Café appliances, double oven, farmhouse sink, shiplap walls, and a 10.5 foot reclaimed barnwood island with storage. The Cottage includes two bedrooms and one full bathroom with double vanities and a rain head shower. Additional improvements include a newly painted 3 car detached garage with new flooring, heating and cooling, and over 600 square feet of finished space on the upper level suitable for a variety of uses. The property also includes an older 8 stall barn with a metal roof, a run in shed, a walnut grove with approximately 160 walnut trees, and a KOI pond updated in 2022 with a new pump and filtration system. An outdoor pavilion has been recently added. The location provides access to the amenities of Versailles, Mortonsville, and surrounding Central Kentucky destinations. This is a Bluegrass Trust home.

755 Delaney Ferry Rd, Versailles

$1,579,500
14 Beds 19 Baths 26003212 MLS
Brand new upscale townhouses "Ridgewood Villas" - 2 ranch one level(no garage) two bedrooms/2 full baths and 5 two story townhouses that have 2 bedrooms (both upstairs) 2 full baths (one with walk in shower), plus laundry area and a nook for a small office/desk area on second floor, first floor has den/kitchen with nice white cabinets/granite/stainless appliances, half bath and a one car garage. Buy one townhouse or the entire 7. The 2 one level ranch homes are priced at $219,900 each and the 5 two story homes with garages are priced at $234,900 each, grand total for 7 homes are $1,614,300, price may be negotiable if you buy all 7 homes. We also have several more homes if you would like to buy a group larger than 7 homes.

844 Ridgewood Dr Unit 1-2-3-4-5-6-7, Berea

$1,550,000
4 Beds 6 Baths 26020236 MLS
Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is truly a showstopper, featuring custom cabinetry, an expansive island, statement lighting, and high-end finishes—perfect for gathering, entertaining, and making everyday moments feel special. Thoughtful details continue throughout, with the spa-like primary bathroom that brings the outisde in, to the 2 additional en suite bedrooms in the basement (2 additional bedrooms in basement without a window making 6 total beds), creating a home that feels polished, inviting, and unlike anything else. Step outside and discover your own private resort. The sparkling saltwater pool is surrounded by beautifully designed outdoor spaces and complemented by a stylish pool house, creating the perfect setting for summer entertaining, relaxing weekends, or enjoying peaceful evenings overlooking the property. A huge newer built barn/workshop provides incredible flexibility for hobbies, projects, equipment, storage, or additional workspace, which is also plumbed for you to add a half bath. Enjoy the privacy and open space of country living without sacrificing convenience. Ideally located approximately 18 minutes from the Nicholasville Road corridor, 15 minutes from Palomar's shopping and dining, and with easy access to Blue Grass Airport, this property offers the best of all worlds. (Versailles mailing address but Jessamine Co. Schools-and 2 miles just past Champions Trace Golf Course)

109 Stirling Ln, Versailles

$1,549,900
4 Beds 5 Baths 26005530 MLS
Motivated sellers have already secured and closed on their next home, presenting an exceptional opportunity for buyers seeking a like-new luxury property today! Privacy, panoramic countryside views, and exceptional design define this 5800 square foot custom-built ranch on one acre in Vine Grove, ideally situated across from Talon Winery. Completed in 2023, the thoughtfully designed living space provides opportunity for both everyday comfort and entertaining, featuring a chef's kitchen with Wolf and Sub-Zero appliances, spacious open-concept living, a formal dining room, and a private primary suite with a fireplace, custom walk-in closet, and direct access to the laundry room. Two additional en-suite bedrooms on the main level provide comfort and flexibility for family or guests alike. The recently finished walkout basement includes a theater room, full bar, additional bedroom and bath, and flexible spaces for a gym, another bedroom, or recreation. Enjoy sweeping rural views from the expansive screened porch, while the three-car garage with EV charger adds modern convenience.

157 Doe Vly, Nicholasville

$1,530,000
4 Beds 6 Baths 26022514 MLS
We invite you to discover 1337 Cooper Drive, a distinctive Lexington residence where the character of an established home meets the space, comfort, and functionality created through thoughtful additions by previous owners. Situated on a quiet street on an expansive 0.641 +/- acre lot, this exceptional property offers approximately 5,292 sq ft of finished living space, 4 bedrooms, 5.5 baths, remarkable outdoor spaces and an enviable location convenient to some of Lexington's most beloved destinations. The home's setting is truly special. A significant investment has transformed the backyard into a private, park-like retreat, highlighted by extensive landscaping, designed by Terrain Landscaping and custom plantings by Wilson Landscaping Supply in June 2025. The beautifully designed grounds provide a peaceful backdrop for morning coffee, outdoor entertaining, gardening or simply enjoying the privacy of this unusually generous in-town lot. A wrap around porch further connects the home to is beautiful surroundings. The sitting area within the primary en-suite opens directly onto the porch, creating a wonderful indoor-outdoor retreat overlooking the private backyard. The spacious primary en-suite is designed for both comfort and privacy, featuring a dedicated sitting area, walk-in closet, soaking tub and separate shower. A separate laundry room (both washer and dryer convey with property) and home office add convenience and flexibility for today's lifestyle. Throughout the home, generous living spaces reflect its history and evolution. Originally constructed in 1954, the residence has been expanded over the years by previous owners, resulting in a floor plan that provides exceptional room for working from home, hosting guests, and comfortable everyday living. A separate living space complete with bedroom, sitting area, beverage bar and full bath is located over the garage, on the opposite end of the primary en-suite. The walk-out basement adds even more versatility, with approximately 735 sq ft of finished living space, including a full bath and fireplace with gas logs (New March 2026) and an additional 1,765 sq ft of unfinished space offering tremendous potential for storage, recreation, a workshop, home gym, or future customized living areas. Outside Trex fencing (New July 2025) with a double gate enhances the privacy and functionality of the backyard. A 26 KW Generac whole house generator (New 2024) provides additional peace of mind. The property also includes a substantial 676 sq ft, forward facing garage. The home is offered with a full appliance package, including a refrigerator purchased August 2026, and washer and dryer (New April 2026). And then there is the location. From Cooper Drive, enjoy the charm and convenience of an established Lexington neighborhood where you can walk to Romany Road and Wheeler's Pharmacy, a longtime gathering place, for a meal, beverage or visit with friends. Prefer two wheels? Bike to Henry Clay's Ashland Estate, Ecton Park, or the University of Kentucky, placing campus and the energy of central Lexington within easy reach while returning home to the privacy and tranquility of your own park-like setting. 1337 Cooper Drive is more than a spacious home - it offers a distinctly Lexington lifestyle: an established neighborhood, an extraordinary private lot, beautifully landscaped outdoor spaces, abundant room to live and entertain, and convenience access to the places that make this area so special.

1337 Cooper Dr, Lexington

$1,500,000
4 Beds 3 Baths 26016393 MLS
Welcome to a truly one-of-a-kind Kentucky estate where luxury, craftsmanship, and country living come together on 27 breathtaking acres in Clark County—just 10 minutes from the interstate for an easy commute while still enjoying complete privacy. Built with exceptional quality and thoughtfully designed by its original owner, this custom home offers over 7,000 square feet of living space with 4 spacious bedrooms, 3 full bathrooms, and two additional finished rooms in the walkout basement that provide incredible flexibility for guest space, a home gym, office, hobby rooms, or other uses. From the moment you step inside, you'll appreciate the attention to detail. Brazilian Tigerwood flooring flows throughout the main level, while engineered flooring extends through the basement. The inviting living room is anchored by a gas fireplace, creating the perfect gathering space, while the home's two full kitchens make multigenerational living, entertaining, or hosting guests effortless. The custom bar showcases beautiful copper accents, including a stunning copper backsplash that adds warmth and character. The primary suite serves as a private retreat with a luxurious soaking tub and its own sunroom—a peaceful space to enjoy your morning coffee while overlooking the surrounding countryside. Built for both comfort and efficiency, this home features geothermal heating and cooling, an in-home dehumidifier, a security system, automated gated entry, and robust 2x12 floor joists, reflecting the superior craftsmanship found throughout. Outside, the opportunities are endless. A massive 50' x 64' insulated shop and a 14-foot garage door is ideal for equipment, RV storage, business operations, or workshop space. The above-ground pool provides the perfect place to unwind during the summer months, while the fully fenced property is currently home to cattle but offers endless possibilities for horses, farming, recreation, or simply enjoying your own private slice of Kentucky. Whether you're searching for a luxury family estate, an equestrian property, a working farm, or a private retreat with room to grow, this remarkable property delivers a rare combination of quality construction, thoughtful amenities, and unmatched versatility—all within minutes of modern conveniences.

351 Benton Road Mt, Mt Sterling

$1,500,000
3 Beds 2 Baths 26006717 MLS
Turnkey rental retreat with income potential and mountain charm. This unique property spans approximately 7 private acres (survey in progress ) and includes a spacious main cabin plus two income-producing rental cabins, all equipped with hot tubs and loaded with upgrades. The main cabin features 3 bedrooms, 2 full baths, a bonus room in the basement, and an oversized two-car garage. Inside, you'll find Amish-built custom cabinetry, a Dekton kitchen island, and a granite secondary countertop—accented by huge windows and glass doors that fill the space with natural light. Step out onto the expansive deck, rinse off in the outdoor shower, or relax on the private patio off the main suite. The basement also includes tons of space for an office or gym. Each rental cabin offers 2 bedrooms one full bath and a half bath, with stylish finishes and a cozy atmosphere perfect for short-term guests. The property also includes a barn and wide open space to explore and enjoy. This one-of-a-kind mountain retreat is ready for your personal escape or portfolio expansion Agent Owned. The two cabins are also listed seperately (MLS#: 26019945)

881 Booth Ridge Rd, Rogers

$1,499,000
4 Beds 3 Baths 26019454 MLS
A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods.

262 S Ashland Ave, Lexington

$1,499,000
5 Beds 5 Baths 26018503 MLS
Truly one of a kind, this remarkable home seamlessly blends the timeless character of a historic stone cottage with the comfort and functionality of a thoughtfully renovated ranch home. Envisioned by its creative owners, the home offers 4,891 square feet of beautifully designed and exceptionally livable space, where historic charm and modern updates come together in a truly special setting. The open-concept main living area features a spacious Great Room with an inviting fireplace, a generous Dining Area, and an updated Kitchen complete with new cabinetry, appliances, and a charming built-in dinette with seating. A dramatic wall of windows fills the space with natural light and overlooks the expansive bluestone patio and pergola, peaceful lily pond, and picturesque views of the original stone cottage. The main level offers four Bedrooms, two with en suite full Baths, and an additional full Bath and half Bath. A light-filled hallway lined with large windows leads to a comfortable Family Room, Laundry Room, Utility Room, and Safe Room. The second floor is dedicated to an impressive Primary Suite featuring a fireplace, newly added full Bath, three large walk-in closets, an Exercise Room, and a private Office—creating a spacious and serene retreat. Extensive upgrades include a new metal roof, whole home generator, geothermal heating and cooling, structured wiring and camera system, and dual 100-gallon water heaters. Please see the numerous other updates on the attached list. Additional highlights include a spacious two-car attached Garage and generous attic storage. Rich in character, thoughtfully updated, and designed for everyday living and entertaining, this exceptional property offers a rare opportunity to own a home unlike any other.

269 Cassidy Ave, Lexington

$1,498,000
4 Beds 4 Baths 26019589 MLS
The Willett of Kensington is an Award Winning Grand Tour of Homes property built by Mitch Canup Homes is now available for purchase. This stunning custom ranch seamlessly blends luxury, functionality, and resort-style living. From its beautifully curated interior finishes to the breathtaking backyard retreat, every detail has been thoughtfully designed to impress. Step outside and enjoy your own private oasis featuring a heated, saltwater pool with a splash pad/ tanning ledge and an automatic cover--perfect for effortless relaxation and entertaining with safety and security in mind. The oversized, vaulted 3-car garage offers incredible versatility, currently serving as an exceptional flex space complete with a wall-mounted basketball goal for year-round fun. With its extra ceiling height, the garage is also lift-ready, making it ideal for car enthusiasts. A rear glass garage door creates a seamless connection to the pool area, transforming the space into a unique indoor-outdoor entertainment hub with endless possibilities. The floor plan is nearly flawless! The Willett has great flow and no wasted space. The efficiency of this open concept split bedroom ranch is practical and impressive. The level of finish and craftsmanship is obvious! Appliances, Flooring, Lighting, Cabinetry and Countertops are all on point. The current owners not only finished the basement beautifully but they mirrored the main floor by using. the same high end finishes to create a space that is equally attractive and inviting. Please take a moment to watch the video that really does show off this amazing property. No fancy gimmicks or explosions needed to show off this show stopper. However, you really must see the home in person to truly appreciate all that it offers. Luxury, recreation, and thoughtful design come together in one remarkable property - welcome home to The Willett of Kensington.

101 Kensington Pl, Nicholasville