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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.

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

$6,200,000

Spectacular equestrian estate nestled on 66 gorgeous acres on the bucolic Bryan Station Road just minutes to the KY Horse Park, Lexington, and 2 world class veterinary clinics.

5 Beds ⋅ 8 Baths ⋅ 26015840 MLS

Spectacular equestrian estate nestled on 66 gorgeous acres on the bucolic Bryan Station Road just minutes to the KY Horse Park, Lexington, and 2 world class veterinary clinics.

4845 Bryan Station Rd, Lexington

$8,995,000

Now being offered for sale in Bourbon County, Kentucky is the long-established Green Valley Farm - a beautiful cattle and crop farm consisting of 896 +/- contiguous acres. This versatile farm offers thousands of feet of road frontage along Winchester Rd and Escondida Rd - in the immediate area of Stone Farm, Machmer Hall, Dapple Stud, etc. With roughly 60% of the farm in pasture, Green Valley has had a cattle farmer as a tenant through the years, there are currently no cows on the property. Roughly 30% of the farm is in crop production with a current main tenant producing $72,000 per year in rents and there is about 10% of the farm remaining in woods and creek. The gorgeous Green Creek runs throughout the property and there is an opportunity to harvest the walnut trees on parts of the wooded area. There are 5 tenant houses producing approximately $30,000 per year along with 10 storage barns throughout the farm which are all connected by gravel driveways. This is a massive property with great character and beauty along with being a productive cattle and crop operation- a truly unique opportunity !

10 Beds ⋅ 6 Baths ⋅ 26011470 MLS

Now being offered for sale in Bourbon County, Kentucky is the long-established Green Valley Farm - a beautiful cattle and crop farm consisting of 896 +/- contiguous acres. This versatile farm offers thousands of feet of road frontage along Winchester Rd and Escondida Rd - in the immediate area of Stone Farm, Machmer Hall, Dapple Stud, etc. With roughly 60% of the farm in pasture, Green Valley has had a cattle farmer as a tenant through the years, there are currently no cows on the property. Roughly 30% of the farm is in crop production with a current main tenant producing $72,000 per year in rents and there is about 10% of the farm remaining in woods and creek. The gorgeous Green Creek runs throughout the property and there is an opportunity to harvest the walnut trees on parts of the wooded area. There are 5 tenant houses producing approximately $30,000 per year along with 10 storage barns throughout the farm which are all connected by gravel driveways. This is a massive property with great character and beauty along with being a productive cattle and crop operation- a truly unique opportunity !

1010 Escondida Rd, Paris

$9,875,000

Minutes from the Kentucky Horse Park with Elkhorn Green frontage. Recent significant improvements include two 150' x 250' ebb and flow arenas. 6 horse barns- 78 stalls. Gracious main residence, manager and employee housing. Farm generates tremendous revenue.

5 Beds ⋅ 6 Baths ⋅ 26007815 MLS

Minutes from the Kentucky Horse Park with Elkhorn Green frontage. Recent significant improvements include two 150' x 250' ebb and flow arenas. 6 horse barns- 78 stalls. Gracious main residence, manager and employee housing. Farm generates tremendous revenue.

4462 Mount Horeb Pike, Lexington

$18,900,000

We are honored to present historic Payson Stud available for purchase. This legendary farm property consists of 142 acres along the famed Paris Pike in Lexington, Kentucky and is the epicenter of the Central Kentucky Bluegrass region. Anchored by the iconic 1850 John McMurty built Greek Revival Mansion, featuring 2 ½ stories and 8200 square feet that are currently undergoing a total renovation while thoughtfully preserving the unique history of the property and outbuildings. Included in the 10 acre curtilage surrounding the Mansion is a beautifully restored 1550 sqft 2 story brick residence (c.1850) with additions, and The Cottage, an elegantly renovated 1600 sqft brick residence- a favorite of the former property steward Virginia Kraft Payson. (The 10.7 acres with Main Residence and guest houses may be purchased separately, with inquiries directed to the listing agent.) The 132 acre improved horse farm portion has a secure place in the history of Kentucky's signature horse industry as the former home of champions from several breeds, including Classic and Kentucky Derby winners throughout the years. With 4 excellent barns housing over 77 stalls, 2 large run in sheds, 4 large fields, and 16 paddocks, the property is well designed and equipped for raising top quality horses. This is a generational opportunity to purchase a property steeped in the history of the Thoroughbred and one that has been completely and thoroughly renovated to present a truly unique turn-key opportunity to a discerning new steward.

5 Beds ⋅ 6 Baths ⋅ 26021280 MLS

We are honored to present historic Payson Stud available for purchase. This legendary farm property consists of 142 acres along the famed Paris Pike in Lexington, Kentucky and is the epicenter of the Central Kentucky Bluegrass region. Anchored by the iconic 1850 John McMurty built Greek Revival Mansion, featuring 2 ½ stories and 8200 square feet that are currently undergoing a total renovation while thoughtfully preserving the unique history of the property and outbuildings. Included in the 10 acre curtilage surrounding the Mansion is a beautifully restored 1550 sqft 2 story brick residence (c.1850) with additions, and The Cottage, an elegantly renovated 1600 sqft brick residence- a favorite of the former property steward Virginia Kraft Payson. (The 10.7 acres with Main Residence and guest houses may be purchased separately, with inquiries directed to the listing agent.) The 132 acre improved horse farm portion has a secure place in the history of Kentucky's signature horse industry as the former home of champions from several breeds, including Classic and Kentucky Derby winners throughout the years. With 4 excellent barns housing over 77 stalls, 2 large run in sheds, 4 large fields, and 16 paddocks, the property is well designed and equipped for raising top quality horses. This is a generational opportunity to purchase a property steeped in the history of the Thoroughbred and one that has been completely and thoroughly renovated to present a truly unique turn-key opportunity to a discerning new steward.

4400-4434 Paris Pike, Lexington

$57,500,000

What an opportunity as few properties in the Bluegrass carry Castleton Farm's pedigree. Established in 1793, this storied land has been shaped by generations of Kentucky's great horsemen — from a U.S. Senator's original breeding operation to the Castleman family's 1840 Greek Revival mansion, which still stands as a landmark of the farm today. Over two centuries, Castleton bred and stood champions across three breeds — Thoroughbreds, Standardbreds, and Saddlebreds — cementing its place among the Bluegrass's most storied nurseries. Today, the farm spans 951 acres and offers an unmatched scale of infrastructure: 16 barns ranging from intimate 4-stall setups to a substantial 30-stall facility, totaling 268 stalls. Ten homes across the property — including several managers' houses — provide ample accommodation for staff, making Castleton as functional as it is historic. This is more than a horse farm; it's a self-sufficient equine operation with two centuries of pedigree behind it, offered for the first time in 25 years to a new steward.

7 Beds ⋅ 6 Baths ⋅ 26021823 MLS

What an opportunity as few properties in the Bluegrass carry Castleton Farm's pedigree. Established in 1793, this storied land has been shaped by generations of Kentucky's great horsemen — from a U.S. Senator's original breeding operation to the Castleman family's 1840 Greek Revival mansion, which still stands as a landmark of the farm today. Over two centuries, Castleton bred and stood champions across three breeds — Thoroughbreds, Standardbreds, and Saddlebreds — cementing its place among the Bluegrass's most storied nurseries. Today, the farm spans 951 acres and offers an unmatched scale of infrastructure: 16 barns ranging from intimate 4-stall setups to a substantial 30-stall facility, totaling 268 stalls. Ten homes across the property — including several managers' houses — provide ample accommodation for staff, making Castleton as functional as it is historic. This is more than a horse farm; it's a self-sufficient equine operation with two centuries of pedigree behind it, offered for the first time in 25 years to a new steward.

2469 Iron Works Pike, Lexington

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