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$2,200,000
41 Beds ⋅ 21 Baths ⋅ 26019782 MLS
Exceptional investment opportunity located on Amy Lynn Drive in Kevil, right off the main road for quick access and high visibility. This fully performing portfolio features 20 100%-occupied units generating immediate, consistent income from day one—allowing you to start collecting revenue at closing with zero vacancy downtime. The property offers a strong, high-demand unit mix consisting primarily of 2-bedroom, 1-bathroom layouts, along with a larger 3-bedroom, 2-bathroom unit. This rare find includes immediate income with room to expand.

34 Amy Lynn Rd, Kevil
$2,250,000
6 Beds ⋅ 9 Baths ⋅ 26021824 MLS
Nestled in the heart of the world's horse capital, this breathtaking luxury estate offers an unparalleled blend of timeless Bluegrass elegance and modern sophistication. This exclusive gated community of Brookmonte Estates consists of only 10 estate homes. Spanning over 12,000 feet of meticulously designed living space across four finished levels that includes a 4 floor elevator. The estate sits on 10 acres that makes an unforgettable first impression with its stately gated entry and grand circular driveway. You will fall in love with the home upon opening the front door to the stunning two story foyer with a grand staircase and marble floor. A chef's dream kitchen features professional grade appliances, custom cabinetry, and a casual dining island perfect for entertaining. Retreat to the main level primary sanctuary, boasting a fireplace, spa inspired marble bath, and custom walk-in closet with natural light. The second floor features 4 ensuites, providing ultimate privacy for family and guests. The third floor opens up to a massive bonus room and beautifully finished attic space. The lower level walk-out functions as an entertainment mecca, with a full in-law suite complete with kitchen and bar. Outside, your private paradise awaits, showcasing a heated pool with spa area, that overlooks historic Juddmonte Farm, offering sweeping panoramic views of the legendary thoroughbred operation. Experience the pinnacle of Central Kentucky luxury living just minutes from world-class horse farms, premier dining, and Keeneland.

3021 Brookmonte Ln, Lexington
$2,299,000
5 Beds ⋅ 6 Baths ⋅ 25011161 MLS
Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown Kentucky. Set on 12 +- acres just a mile from Lily Creek Ramp and 3 miles from Jamestown Marina on Lake Cumberland, this 5-bedroom, 6-bathroom home is a rare find. Inside, you'll love the perfect blend of rustic charm and modern elegance—featuring butcher block countertops, exquisite stonework throughout, and spacious living areas designed for comfort and entertaining. The massive primary suite includes a spa-like bathroom and an oversized walk-in closet that must be seen to be believed. Subzero and Viking appliances through out Outdoors, you can enjoy plenty of room for gardening, gatherings, or simply relaxing in total seclusion. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a private retreat near the lake, this property checks every box. Property Management service also available.Schedule your private showing today!

1360 State Highway 92, Jamestown
$2,330,000
14 Beds ⋅ 21 Baths ⋅ 26010746 MLS
Exceptional new construction multi-family property in Lexington's established Masterson Station area. 3104 Daly Pl offers modern construction, functional design, and low-maintenance ownership in a high-demand rental corridor with convenient access to downtown Lexington, New Circle Road, I-64/I-75, the University of Kentucky, shopping, dining, and major employers. Designed with long-term value in mind, the property features contemporary finishes, efficient floorplans, and the advantages of newer construction that continue to appeal to today's renters. Investors will appreciate the modern aesthetic, reduced maintenance considerations, and strong location fundamentals within one of Lexington's steadily growing residential markets. Convenient access to everyday amenities and commuter routes further supports tenant demand and long-term income potential. Whether expanding an existing portfolio or adding a newer income-producing asset, this property offers a well-positioned opportunity in a growing area of Lexington.

3104 Daly Pl, Lexington
$2,400,000
32 Beds ⋅ 30 Baths ⋅ 26004715 MLS
Endless possibilities await with this one-of-a-kind property just minutes from Jamestown Marina, the city of Jamestown, and Russell Springs. Whether you're dreaming of launching an RV park, creating a retreat-style campground, developing housing, or pursuing another private or commercial venture--this property offers the space and infrastructure to make it happen. Sitting on beautiful, partially wooded and pasture-rich acreage with scenic lake views, the property includes: A 20-unit lodging facility Chapel or meeting hall Commercial kitchen and dining hall with upstairs sleeping quarters Three two-story cabins Three cabins with lofts One single cabin Two bath houses One laundry house Easily accessible via a paved road, this land is ready to be transformed into something truly special. Whether you're looking for an investment, a getaway destination, or a unique development opportunity, this property has the potential to bring your vision to life. Don't miss your chance to own this incredible and versatile piece of Kentucky.

1 Nelson Mill Rd, Jamestown
$2,500,375
3 Beds ⋅ 8 Baths ⋅ 26013707 MLS
Prepare to fall in love with every aspect this property has to offer! As you enter the gated driveway you will see 30 acres of fenced pasture that provides the perfect setting for horses, cattle or a hobby farm, complete with hay sheds, reliable water and plenty of open space for grazing and recreation. A stunning fountain in front of the home compliments the circle driveway in front of the house. Entering this colonial style home is a beautiful foyer with a stunning staircase. This home spans over 5,000 sq ft of living space with 3 bedrooms, 4 full baths, and 2 half baths. A breathtaking primary suite on the main floor, with 18' ceilings, built in cabinets and gas fireplace in the bedroom, as well as, in the primary bath. The primary bath is complete with a jacuzzi tub, tiled shower, and walk-in closet, with access to the pool and patio. There is a large family room with an electric fireplace. A Chef's kitchen with a large island, gas stove and oven, additional double oven, and butler's pantry. There is also a dining area with another cozy gas fireplace that completes the room. Continuing through the home, an oversized laundry room with new cabinetry with two gas hookups for washer and dryers. There is a desk area, as well as, a half bath. Upstairs, there are two bedrooms, one with a custom closet, and each with a full bath. Each bedroom has access to the deck on the back of the home with gorgeous view and a spiral staircase to the pool area. Walking into the basement is a theatre room, full bath and storage rooms, one in particular with a brand new infiltration system installed. Making our way outdoors, is a heated in-ground pool, hot tub, fire pit, covered outdoor kitchen with gas hookup, ready to entertain guests. The pool house has a half bath, and storage room for all the extras. A recent build, an immaculate garage spanning 50x60 with 16x14 door for RV, and three 10x10 doors, making it a total of 4 bay garage. On the property, you will find 3 hook ups for RV/Campers, 1 w/ septic hook up. At the back of the property, there is another large barn with various attributes spanning approximately 18,000 sq ft.. Starting with a 1 bedroom guest house, compete with a living room, eat-in kitchen, and full bath. Connected to this area is a large reception hall, about 2,500 sq ft., to entertain guests with 3 generous storage rooms. Additionally, there is another garage large enough for an RV to be stored with spray insulation and more storage areas. Another portion of this holds a work shop area complete with 3 work space stations and a half bath. There is a 3 bay, car port on the back. On the east side of this barn, is an area that could be repurposed to have horse stalls, this area includes a tack room for all farm-hand needs. There is an abundance of storage space in this barn. This property is surrounded by a creek that represents its property line. There is also a second entry from 25E on to the property, that is gated as well. This property is ready for a new owner to make it their own whether it be a horse farm, cattle farm or entertainment venue, the options are endless!

6606 S S Us Hwy, Flat Lick
$2,520,000
7 Beds ⋅ 11 Baths ⋅ 25506924 MLS
Welcome to this stunning Colonial Revival home, perfectly situated on nearly 3 acres in the heart of Lexington, just a short distance from Keenland, a premier location for horse racing in Lexington, and the airport. This beautifully crafted residence boasts eight spacious bedrooms, each featuring an en-suite bath and generous walk-in closet, ensuring comfort and privacy for family and guests alike. With two elegant fireplaces, this home adds warmth and charm to every room. The heart of the home is the beautiful open-concept kitchen, exuding style and practicality for entertaining or everyday living. The layout includes a convenient elevator, providing easy access to the basement and first floor. The walk-out basement with an additional kitchen bar, perfect for gatherings or as a separate living space. The primary bedroom is a true retreat, featuring dual baths for added convenience. Additional highlights include a home office, cozy den, and a dedicated laundry room on each level, maximizing efficiency. You'll find ample storage throughout the house, making it truly ready to move in.This property is a rare gem, offering plenty of space, elegant design, and unmatched location. Don't miss your chance to make this splendid house your home! Owner/Agent

1911 Parkers Mill Rd, Lexington
$2,580,000
5 Beds ⋅ 6 Baths ⋅ 26012964 MLS
Beautifully maintained, thoughtfully appointed, and ideally situated on over 17.5 acres, this classic equine estate is an enviable offering. From its North Elkhorn Creek frontage to its dramatic, private approach at the end of a dead-end road, the farm proves an idyllic setting for both horse & rider in the heart of Central Kentucky. Anchoring it is a stately residence custom-built by respected Georgetown contractor Charles Arthur. Generously sized, the home includes 5 bedrooms and 6 baths (4 full, 2 half). It's well-appointed with fine woodworking throughout and decorated in a warm Bluegrass style. From the inviting library with its own fireplace and barrel ceiling to the columned dining room, the residence offers a blend of formal and casual spaces perfect for entertaining. Soaring ceilings and hardwoods contribute to the elegant environment. The first floor offers a desirable ground-level primary suite with sitting room, as well as a welcoming guest suite. The expansive kitchen includes a sitting area with a fireplace and opens to a large, covered patio with an outdoor kitchen. A picture-perfect four stall barn boasts a wash rack, loft, and an enclosed feed/tack room. Lucas stall fronts feature on both interior and exterior doors. Five paddocks and one field offer ample opportunities for turnout, designed foremost with the safety of the horse in mind. A dry lot, outdoor sand mix arena (60' x 80'), and adjoining grass arena add further equine utility. The three-bay equipment building provides generous storage. Lying within a gated one-road community, visitors are greeted by a lovely tree-lined drive. An irrigation system also nurtures the mature landscaping. Perfect for entertaining, the grounds offer a playground, basketball court, and bocce ball court. The three-car garage wisely includes a half bath. The property also benefits from high-speed fiber optic internet service. Centrally located, it's less than 10 miles from the Kentucky Horse Park, 5.5 miles to the interstate, and 9 miles to an equine hospital.

2745 Coleman Springs Path, Georgetown
$2,750,000
8 Beds ⋅ 8 Baths ⋅ 26009631 MLS
Welcome to 4664 Lexington Road—a magnificent private estate on 35 rolling acres of pristine Kentucky countryside that feels worlds away, yet sits just minutes from the charm of Winchester and the vibrancy of Lexington. A stately stone entry welcomes you down a graceful, winding driveway to a sweeping circular drive, leading to a grand 13,000+ square-foot residence built in 1997 with timeless elegance and generous proportions. Inside, the 8-bedroom, 7.5-bath home offers expansive living spaces bathed in natural light, refined finishes, and classic architectural details—perfect for both intimate family moments and large-scale entertaining. A fully finished basement adds exceptional flexibility for recreation, additional living quarters, or extended gatherings. Outdoors, the property continues to impress with sweeping valley views, open pastures and mature wooded areas. Enjoy the private pool as a true retreat. Additionally, the property is complemented by a classic tobacco barn and additional shop space ideal for storage, hobbies, equestrian use, or agricultural pursuits. Zoned PD (Planned Development), this estate presents rare versatility and significant upside—whether envisioned as a forever family home, a multi-generational retreat, a private equestrian estate, or a thoughtfully planned development opportunity. Privacy is unparalleled, yet convenience is effortless, with easy access to world-class horse farms, bourbon trails, and the cultural amenities of the Bluegrass Region. This is more than a home—it's a legacy property where luxury living, natural beauty, and gracious Kentucky living come together in perfect harmony, delivering exceptional value and endless possibilities.

4664 Lexington Rd, Winchester
$2,750,000
7 Beds ⋅ 10 Baths ⋅ 26016648 MLS
PRIVATE 9-ACRE ESTATE in Western Kentucky offering luxury living with timeless architecture and resort-style amenities. This 7 bedroom, 7 full bath, 3 half bath home includes a main level primary suite with fireplace, balcony, dual offices and a spa style bathroom with heated floors and steam shower. Inside, you'll delight at the vaulted great room with soaring fireplace, the coffered dining room, and a chef's kitchen outfitted with premium appliances and copper and brick accents. The walkout basement is designed for entertaining with a second kitchen, home theater, family room, fitness space, safe room, and private guest suite. Outside, imagine your enjoyment of relaxing on the covered back porch overlooking the 88,000 gallon heated saltwater pool with hot tub, pool house with grilling area and fireplace, sports courts, and a stocked pond. Additional highlights include a 40x60 pole barn, geothermal HVAC, whole home generator and smart home system offering everything you need to live, relax and entertain!

4001 Clinton Rd, Paducah
$2,795,000
5 Beds ⋅ 7 Baths ⋅ 26013465 MLS
A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, bespoke custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.

601 Delong Rd, Lexington
$2,825,000
5 Beds ⋅ 8 Baths ⋅ 26014759 MLS
Gunite pool is Salt water, Crystal chandeliers in living room and dining room to not transfer. 2 Radon Systems. Underground utilities. Beautiful off white cabinets in Chefs kitchen open to family room. Exquisite wood molding through out. Wide halls. Customized glass front entrance door allows a view from the foyer through the house. High ceilings. Home has had many upgrades and is in immaculate condition. Beautiful fully wood paneled office/den w/ many book shelves.

1601 Sahalee Dr, Lexington
$2,825,000
5 Beds ⋅ 8 Baths ⋅ 26015847 MLS
Gunite pool is Salt water, Crystal chandeliers in living room and dining room to not transfer. 2 Radon Systems. Underground utilities. Beautiful off white cabinets in Chefs kitchen open to family room. Exquisite wood molding through out. Wide halls. Customized glass front entrance door allows a view from the foyer through the house. High ceilings. Home has had many upgrades and is in immaculate condition. Beautiful fully wood paneled office/den w/ many book shelves.

1601 Sahalee Dr, Lexington
$2,899,000
4 Beds ⋅ 6 Baths ⋅ 25503501 MLS
Luxurious-Serene-Relaxing-Comfortable-if what you want isn't here, you probably don't need it! 18.68 acres on Wood Creek Lake, located approximately one hour south of Lexington, KY & 1.5 hour north of Knoxville, TN just off Interstate 75. Although there would be little reason to leave this private retreat, local attractions include- Daniel Boone Nat'l Forest, Laurel Lake, Lake Cumberland, Cumberland Falls Nat'l Park, Levi Jackson Wilderness Road Park, Rockcastle & Cumberland Rivers. Wood Creek Lake is a 625 acre lake comprised of multiple long narrows and provides excellent fishing opportunities for bass, panfish & catfish and is suitable for low speed boating & leisurely pontoon excursions! The cares of life begin to fall away as you drive thru this remarkable acreage to the pièce de résistance, the chateau tucked at road's end. The owner accomplished the task of using the highest quality of building & finishing materials in this custom build and yet this home feels like being enveloped in your favorite warm blanket. The exterior is of hardie board & "Kentucky Marble" stone construction with composite wraparound decking, flagstone patios, & metal roof with snow guards to prevent excessive weight from heavy snowfall. NOTE- A detailed room by room description is forthcoming containing amenities, material & special features. First floor offers formal entry, gourmet kitchen, breakfast area, open concept great room & dining area, powder room, utility room, 1st floor guest bedroom with ensuite full bath. The 2nd level boasts a magnificent primary bedroom with vaulted, beamed ceiling in white plank, lake views & fireplace w ensuite bath with spa tub, step-in shower, coffee bar& walk-in; sitting/reading nook & additional guest bedroom with ensuite. The lower level is fully finished with stained wood, coffered ceilings, beautifully stained concrete flooring & patio access. This area offers large family/dining room combo with kitchenette equipped with all full size appliances. Another spacious bedroom & ensuite, guest bath & office/5th bedroom are found on this level. With the exception of bathrooms, all interior walls & ceilings are white-washed & stained wood & all flooring concrete, wood & tile. Plantation shutters, blinds & custom draperies throughout and notwithstanding a few personal items, the finest of furnishings & decor remain with this exquisite home! Hundreds of feet of lake frontage are included, easy lake access by foot & automobile, large covered private dock & boat slip with entertaining area, storage & a 2019 Ranger 10-person pontoon. Unlike most lake properties with limited parking, this home offers space for 30-40 vehicles, great for hosting large family/social events. This property has unlimited potential for personal full or part-time residence, corporate retreat or further land development! 1st Level- 1597sf, 2nd Level- 1096sf, Lower Level- 1515sf

420 Alan Lewis Rd, East Bernstadt
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 26024231 MLS
Nestled on The Island within the city of Lexington, this exceptional home offers a rare combination of architectural beauty, privacy, and breathtaking water views. Floor-to-ceiling windows and an open-concept design allow the lake to take center stage throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a farmhouse sink, Sub-Zero refrigerator and freezer, Viking range/oven and microwave, two dishwashers, and an ice maker. Just off the kitchen, the inviting sunroom provides the perfect place to relax and enjoy views of the surrounding grounds. The dining room adds even more warmth and character with its own fireplace. The impressive family room features soaring vaulted ceilings, a striking brick fireplace, and French doors opening to the expansive deck and patio areas. Recently enhanced with additional deck space, the outdoor living areas provide even more room for entertaining, dining, or simply enjoying the peaceful lakefront setting. A beautiful outdoor brick fireplace creates a cozy gathering space, while a hot tub, in-ground pool, walking paths, and stunning gardens complete this private outdoor retreat. The elegant first-floor primary suite features hardwood floors, another fireplace, and French doors leading directly to the patio. Upstairs, a spacious bedroom suite and loft with beautiful built-ins separate two additional bedrooms, providing both privacy and flexibility. The finished walkout basement offers additional living and entertaining space along with a private steam room. Fitness enthusiasts will appreciate the separate year-round workout room located in the back of three-car garage, providing a dedicated space for exercise in every season. Additional features include a Control4 Smart Home system and thoughtful architectural details throughout. A truly distinctive lakefront property offering resort-style living in the heart of Lexington.

2104 Island Pt, Lexington
$3,100,000
4 Beds ⋅ 7 Baths ⋅ 26019343 MLS
Nestled in the heart of Chevy Chase just off Tates Creek Road, this 4-bedroom, 6.5-bath home is a stunning study in classic elegance minutes from the University of Kentucky, Kroger Field, hospitals, dining, and entertainment. A masterful, complete renovation doubled the original square footage. Reclaimed wood floors sourced from a single Virginia barn run throughout. The eat-in kitchen showcases Imperial Danby countertops and Thermador appliances; an indoor-outdoor patio features a two-way fireplace. The main level adds a full and half bath plus laundry. Upstairs, the expansive primary suite offers two full baths and two walk-in closets, alongside two bedrooms, each with an en-suite bath. The finished lower level includes a home gym, playroom, en-suite bedroom, and ample storage. Outside: a gated drive with porte cochère and a two-car detached garage with finished space above full bath and kitchenette included.

1231 Eldemere Rd, Lexington
$3,250,000
56 Beds ⋅ 40 Baths ⋅ 26000508 MLS
200 N. Hill-N-Dale Street is a 40-unit multifamily property in Danville, KY. The property, built in 1975 and renovated in 2018, is 32,460 square feet and is situated on 2.35 acres. There are 24 one-bedroom/one-bathroom units and 16 two-bedroom/one-bathroom units. The one-bedroom units are 750 square feet and offer washer/dryer hookups. The two-bedroom units are 900 square feet. Each unit offers LVT, tile, and carpet flooring and separate dining and living room areas. The property features ample paved parking providing off-street parking for all units and abundant green space. It is ideally located minutes from Centre College, retail centers, and downtown Danville. This property can be sold individually or along with other properties in a 60-unit multifamily portfolio. The 60-unit multifamily portfolio is strategically located in the heart of Central Kentucky, offering excellent access to major employment centers, universities, healthcare centers, and retail corridors. The Central Kentucky area benefits from strong renter demand, low vacancy rates, and a stable market. This is a rare opportunity to acquire a large and stabilized multifamily portfolio in one of Kentucky's most reliable rental markets. The other properties in the portfolio are 1416 Townley Drive, Lexington, KY and 115 Delmont Drive, Lexington, KY. Financials available upon request.

200 N Hill-N-Dale St, Danville
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 25506210 MLS
A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home, situated on 5 acres of land, is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features a 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship. The chef's kitchen boasts a double island with granite countertops and a unique pantry door, creating an ideal space for culinary adventures. Experience luxury in the primary suite, complete with a spacious walk-in closet and a spa-like bath featuring a walk-in shower, soaking tub, dual vanities, and direct patio access. Each guest bedroom offers its own private walk-in closet and full bath, ensuring comfort for all. The basement showcases stylish bourbon barrel decor leading to a vibrant game room and a stunning wine bar, perfect for entertaining. A home theater provides the ultimate movie experience. Additionally, a separate guest house offers versatility as a bedroom, office, or gym ideal for guests or a personal retreat. This property also includes a 1-acre wooded lot across the street from the house. Everything in this home reflects exquisite taste and style. Owner/Agent.

520 Cassity Way, Nicholasville
$3,500,000
7 Beds ⋅ 7 Baths ⋅ 26024567 MLS
Truly Exceptional Kentucky Estate — Luxury Living on 50.867 Acres Welcome to an extraordinary 50.867-acre Kentucky estate where refined luxury meets the beauty and tranquility of the countryside. Ideally suited for horses, cattle, or those seeking a private luxury retreat, this remarkable property offers an unparalleled combination of acreage, breathtaking views, and an impressive custom-built residence. The stunning 10,525-square-foot, two-story custom-built home features 7 bedrooms and 6.5 bathrooms, with exceptional attention to detail throughout. The expansive interior offers two luxurious kitchens, each featuring granite countertops and stainless-steel appliances, providing the perfect blend of elegance and functionality. A beautiful sunroom captures the surrounding countryside views, while the full finished basement offers additional living and entertaining space. Three gas fireplaces add warmth and sophistication throughout the home. Outdoor living is equally impressive. Relax beside the saltwater in-ground pool and enjoy breathtaking views of the countryside from your private outdoor oasis. The tiki bar creates the perfect setting for entertaining, summer gatherings, or unwinding while overlooking the picturesque landscape. For the equestrian or agricultural enthusiast, the property also features an impressive 3,150-square-foot barn designed with functionality in mind. The barn includes a dedicated office, plenty of storage room for tools, equipment and loft to store hay, 2 horse stalls, providing exceptional space and convenience for managing the property and its livestock. With expansive acreage, spectacular panoramic views, a magnificent custom home, resort-style amenities, and exceptional agricultural facilities, this estate offers a rare opportunity to experience the very best of Kentucky country living without sacrificing luxury or comfort. Whether envisioned as a premier equestrian or cattle property, private family estate, or luxury countryside retreat, this extraordinary property is truly one of a kind.

964 Johnson Rd, Frankfort
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 26012105 MLS
This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway.

595 Moores Mill Rd, Midway
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 26012123 MLS
This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway. Property entrance gate with advanced telephone entry and live streaming video. Whole house emergency generator fueled from underground propane storage. The house is completely integrated with remotely controlled audio/visual/heating control/security camera system!

595 Moores Mill Rd, Midway
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 26024796 MLS
One of the most noteworthy properties in Central Kentucky, surrounded by the world-renowned Mill Ridge Farm. This distinguished former Governor's mansion, featured in Architectural Digest, offers a 7,450 +/- square-foot main residence, guest house, formal gardens, swimming pool and pool house, tennis court, and horse barn. A truly exceptional property offering a unique blend of timeless elegance and comfort.

2601 Old Cave Hill Ln, Lexington
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 26024813 MLS
One of the most noteworthy properties in Central Kentucky, surrounded by the world-renowned Mill Ridge Farm. This distinguished former Governor's mansion, featured in Architectural Digest, offers a 7,450 +/- square-foot main residence, guest house, formal gardens, swimming pool and pool house, tennis court, and horse barn. A truly exceptional property offering a unique blend of timeless elegance and comfort.

2601 Old Cave Hill Ln, Lexington
$3,995,000
13 Beds ⋅ 12 Baths ⋅ 26008575 MLS
Priced under appraisal, Snug Hollow Farm & Retreat is a rare 290-acre contiguous estate nestled within the Red Lick Valley -- a private Appalachian hollow just one hour from Lexington. At the heart of the property lies a thoughtfully designed B&B hospitality compound featuring six cabins totaling nearly 10,000 square feet of fully operational, furnished living space accommodating up to 50 guests nightly. Each cabin is supported by independent infrastructure, including private cisterns, UV-filtered water systems, individual septic systems, and natural gas service. The main farmhouse offers approximately 3,500 SF with two full kitchens, owner's quarters, and three additional rental spaces. The newest structure -- a 2,500 SF dual-residence retreat center named Heart of the Holler, completed in 2025 -- connects to over 800 SF of covered porches and anchors the property's growing group retreat capacity. What truly distinguishes Snug Hollow is its reputation. Celebrated in National Geographic Traveler and Southern Living and consistently top-rated by guests, the estate has cultivated a loyal following with a strong, proven record of hospitality income. The land itself is a masterpiece of biodiverse Appalachian terrain with newly improved access roads, over 4 miles of established trails winding through old-growth forest, wildflower meadows, and wildlife habitats. A spring-fed pond, onsite water systems, a handcrafted walking labyrinth, and an abundance of native flora and pollinators -- including over 80 species of birds -- elevate this estate into a true conservation asset and a place of genuine spiritual resonance for guests. The property has demonstrated helicopter accessibility, with guests having flown in and landed in the open field -- presenting a natural opportunity for helipad development and an exceptional draw for high-end clientele. With no zoning restrictions and extensive infrastructure already in place, the property is equally suited for a private family compound, legacy estate, wedding destination, wellness retreat, boutique hospitality operation, or thoughtfully phased mixed-use development. With an independent water source and potential for solar integration, the property offers a rare opportunity for greater self-sufficiency. Additionally, all mineral rights convey and the property is Opportunity Zone fund eligible, making it eligible for investment through a Qualified Opportunity Fund. Protected by its scale, defined by its reputation, and enriched by its ecological and experiential depth, Snug Hollow Farm & Retreat is a once-in-a-generation opportunity to steward a truly irreplaceable piece of Kentucky landscape -- where luxury is measured not in amenities alone, but in experience, privacy, and legacy. Property is being offered fully furnished and turnkey with immediate revenue in place, including furniture, bedding and linens, china, kitchenware, wall decor, artwork, and other furnishings and accessories associated with the operation of the bed-and-breakfast, with limited seller exclusions. A complete inventory/exclusion list will be provided.

790 Mcswain Branch Rd, Irvine
$3,995,000
13 Beds ⋅ 12 Baths ⋅ 26007272 MLS
Priced under appraisal, Snug Hollow Farm & Retreat is a rare 290-acre contiguous estate nestled within the Red Lick Valley -- a private Appalachian hollow just one hour from Lexington. At the heart of the property lies a thoughtfully designed B&B hospitality compound featuring six cabins totaling nearly 10,000 square feet of fully operational, furnished living space accommodating up to 50 guests nightly. Each cabin is supported by independent infrastructure, including private cisterns, UV-filtered water systems, individual septic systems, and natural gas service. The main farmhouse offers approximately 3,500 SF with two full kitchens, owner's quarters, and three additional rental spaces. The newest structure -- a 2,500 SF dual-residence retreat center named Heart of the Holler, completed in 2025 -- connects to over 800 SF of covered porches and anchors the property's growing group retreat capacity. What truly distinguishes Snug Hollow is its reputation. Celebrated in National Geographic Traveler and Southern Living and consistently top-rated by guests, the estate has cultivated a loyal following with a strong, proven record of hospitality income. The land itself is a masterpiece of biodiverse Appalachian terrain with newly improved access roads, over 4 miles of established trails winding through old-growth forest, wildflower meadows, and wildlife habitats. A spring-fed pond, onsite water systems, a handcrafted walking labyrinth, and an abundance of native flora and pollinators -- including over 80 species of birds -- elevate this estate into a true conservation asset and a place of genuine spiritual resonance for guests. The property has demonstrated helicopter accessibility, with guests having flown in and landed in the open field -- presenting a natural opportunity for helipad development and an exceptional draw for high-end clientele. With no zoning restrictions and extensive infrastructure already in place, the property is equally suited for a private family compound, legacy estate, wedding destination, wellness retreat, boutique hospitality operation, or thoughtfully phased mixed-use development. With an independent water source and potential for solar integration, the property offers a rare opportunity for greater self-sufficiency. Additionally, all mineral rights convey and the property is Opportunity Zone fund eligible, making it eligible for investment through a Qualified Opportunity Fund. Protected by its scale, defined by its reputation, and enriched by its ecological and experiential depth, Snug Hollow Farm & Retreat is a once-in-a-generation opportunity to steward a truly irreplaceable piece of Kentucky landscape -- where luxury is measured not in amenities alone, but in experience, privacy, and legacy. Property is being offered fully furnished and turnkey with immediate revenue in place, including furniture, bedding and linens, china, kitchenware, wall decor, artwork, and other furnishings and accessories associated with the operation of the bed-and-breakfast, with limited seller exclusions. A complete inventory/exclusion list will be provided.

790 Mcswain Branch Rd, Irvine
$4,200,000
7 Beds ⋅ 6 Baths ⋅ 26004412 MLS
Welcome to an exceptional opportunity to own a well-appointed 96+ acre thoroughbred training complex in the heart of the Bluegrass. This property features a comprehensive training infrastructure, including a 1.5-mile European turf gallop and a meticulously maintained ½-mile dirt track. The facility offers multiple barns with a total of 114 spacious stalls, quality manager and employee housing, and a full array of professional amenities. The barns include feed and tack rooms, wash racks, and a modest yet functional office/lounge area, with the main barn also featuring a dedicated laundry space. Additional assets include a six-horse equiciser, round pen, covered walking ring, and a storage/equipment building. The farm provides numerous paddocks and three medium-sized fields, with ample room for future expansion. One barn is outfitted with convertible stall dividers to enlarge stalls which is currently utilized for mares and foals. Another barn, built of concrete block, is ideal for quarantine, layup, or other specialized needs. The property also offers generous parking accommodations for vehicles and trailers. Convenient to Keeneland (23 min), Churchill Downs (1 hr, 8 min), Turfway (1 hr, 30 min), Fasig Tipton (37 min) Belterra Park (1 hr, 46 min) this farm has everything required—and more—to operate a successful race training operation.

4487 Louisville Rd, Salvisa
$4,450,000
7 Beds ⋅ 13 Baths ⋅ 26014529 MLS
Nestled on more than 35 acres, this extraordinary English-style estate offers timeless elegance and luxury on a grand scale. With over 18,000 sq. ft. of living space, the residence showcases classic architectural details, soaring ceilings, and expansive entertaining areas.The main home has seven spacious bedrooms including a luxury primary suite with custom closet, and private sitting room. The home's finishes reflect old-world craftsmanship blended with comfort. Formal living and dining rooms are complemented by inviting family spaces, a gourmet kitchen, and a library, all framed by sweeping views of the grounds. The property includes a beautifully designed pool house, perfect for summer entertaining, and a fully equipped workshop for hobbyists or collectors. Expansive lawns, mature landscaping, and wooded acreage create a serene setting, offering both privacy and natural beauty.

808 Oak Park Blvd, Calvert City
$5,350,000
6 Beds ⋅ 8 Baths ⋅ 24020328 MLS
One of the most desirable properties I've ever had the privilege to sell - the Marylou Whitney Farm. It has it ALL: historic main residence, 2 story guest home, extraordinary pool house with Olympic size pool, studio, log cabin chapel, rose garden, 2 horse barns with 16 stalls with frontage on 2 roads in the heart of the horse industry!

3521 Bryan Station Rd, Lexington
$5,350,000
8 Beds ⋅ 8 Baths ⋅ 24020331 MLS
One of the most desirable properties I've ever had the privilege to sell - the Marylou Whitney Farm. It has it ALL: historic main residence, 2 story guest home, extraordinary pool house with Olympic size pool, studio, log cabin chapel, rose garden, 2 horse barns with 16 stalls with frontage on 2 roads in the heart of the horse industry!

3521 Bryan Station Rd, Lexington
$5,500,000
7 Beds ⋅ 6 Baths ⋅ 26011667 MLS
Set on approximately 66 acres in Fayette County, Pelphrey Estate is a private luxury estate offering 9,769 square feet, 7 bedrooms, 6 full baths, extensive renovations, and exceptional versatility just minutes from Lexington. Originally inspired by West Coast Mediterranean architecture, the residence was designed with grand scale, soaring ceilings, detailed millwork, multiple fireplaces, and expansive views of the surrounding countryside. The layout offers a combination of formal and casual living spaces, private suites, office space, guest accommodations, and flexible living options throughout the home. The main level features a formal living room centered around a custom floor-to-ceiling fireplace constructed from coal with gas logs, an extensively renovated chef's kitchen, custom wet bar designed for entertaining, and a spacious den featuring a woodburning Buck Stove. The kitchen is truly the showpiece of the home where no detail was overlooked, featuring custom soft-close cabinetry, Calcutta Gold quartz countertops and full backsplash, oversized waterfall island, Wolf commercial range with double ovens, Sub-Zero side-by-side refrigerator, porcelain farmhouse sink, custom vent hood, premium fixtures, and designer finishes throughout. The main floor also includes two additional bedrooms and another renovated full bath. One of the home's two primary suites is located on the first floor and features a completely remodeled ensuite with double vanities, soaking tub, and custom tile walk-in shower. Upstairs, the show-stopping main primary suite offers an extraordinary amount of space with cedar-lined closets, vanity area, private sitting/flex space with fireplace, and a luxury ensuite featuring a soaking tub, 65-inch television, double vanities, quartz countertops, bidet toilet, and oversized custom tile walk-in shower with double shower heads. The upper level also includes two additional oversized bedrooms with renovated ensuite baths, another bedroom without an ensuite, laundry area, and a flex room ideal for office space or additional living area. Outdoor living spaces were extensively updated with a newly constructed fiberglass pool, stamped concrete entertaining areas, rebuilt stucco privacy walls, renovated pool house, landscaping improvements, upgraded drainage systems, and a custom gas fire pit overlooking the pool area. A 5-car garage offers four traditional garage bays, while the additional bay has been converted into a weight room. A convenient full bath located directly off the garage provides ideal access for pool guests. Additional improvements include five new heat pump systems, updated plumbing and electrical systems, new flooring throughout much of the home, fresh interior and exterior paint, custom iron entry doors, new lighting, insulation, and extensive mechanical updates. The property also includes a 5-stall barn, fenced acreage, a separate 3-bedroom, 2 full bath guest house with additional flex space, and 22 office spaces previously utilized for mortgage and title operations, creating unique opportunities for private estate living, business use, or multi-generational functionality. Formerly home to a 5/8-mile training track where successful racehorses trained, the farm carries a unique connection to Kentucky horse country. Pelphrey Estate offers a rare opportunity to own a renovated luxury estate with acreage, privacy, guest accommodations, extensive infrastructure, and exceptional flexibility in one of Fayette County's most desirable settings, conveniently located near the interstate, Hamburg conveniences, as well as Winchester.

8897 Rockwell Rd, Lexington