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$2,950,000
25503131 MLS
Excellent owner-occupant or investment opportunity in Lexington's desirable Beaumont Centre. 1020 Monarch Street is a well-maintained three-story professional office building containing approximately 22,536 square feet with elevator service and ample surface parking. The first floor is fully leased to two professional tenants providing stable income. The second floor features a large training room, open area for cubicles or workstations, three private offices, a large conference room, and a spacious break room. The third floor (7,632 RSF) offers 22 private offices, large and small conference rooms, two public restrooms plus one private restroom, a large break room, and a dedicated storage room. Located in the heart of Beaumont Centre near Harrodsburg Road, New Circle Road, and Man O' War Boulevard, the property is surrounded by restaurants, retail, and professional services. Offered at $2,950,000, this property provides flexibility for an owner-occupant to occupy the upper floors while benefiting from existing rental income on the first floor

1020 Monarch St, 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
$3,195,000
26009768 MLS
This is a rare opportunity to own a building in one of Lexington's most desirable corridors. It is situated on 2.2 acres in a premier , highly visible location. Conveniently located on Nicholasville Rd. near Southland Dr, and minutes from UK Healthcare and Baptist Hospital. The traffic count is 40,000 + - cars per day. The expansive lot provides ample, on-site parking for employees and clients, making this an ideal option for medical, professional and administrative use.

2134 Nicholasville Rd, Lexington
$3,500,000
25505469 MLS
Turnkey Greenhouse Operation in Central Kentucky. Exceptional 28.96-acre agricultural property featuring 225,400± sq. ft. of modern greenhouses designed for high-efficiency and year-round cultivation. A premier opportunity for commercial vegetable, flower or specialty crop hydroponic/aquaponic producers, this property is fully equipped and ready for immediate operation. The sale includes all equipment, infrastructure, and environmental systems, providing a complete turnkey solution for consistent, high-quality production. Fertile Central Kentucky soils, ample water resources including a high volume well, and a favorable growing climate create an ideal foundation for sustained yields and long-term success. Whether expanding an existing enterprise or launching a new controlled-environment agriculture venture, this property offers the perfect combination of scale, technology, and proven productivity in one of Kentucky's most desirable growing regions.

4610 Hamilton Ln, Lexington
$3,500,000
25505468 MLS
Turnkey Greenhouse Operation in Central Kentucky. Exceptional 28.96-acre agricultural property featuring 225,400± sq. ft. of modern greenhouses designed for high-efficiency and year-round cultivation. A premier opportunity for commercial vegetable, flower or specialty crop hydroponic/aquaponic producers, this property is fully equipped and ready for immediate operation. The sale includes all equipment, infrastructure, and environmental systems, providing a complete turnkey solution for consistent, high-quality production. Fertile Central Kentucky soils, ample water resources including a high volume well, and a favorable growing climate create an ideal foundation for sustained yields and long-term success. Whether expanding an existing enterprise or launching a new controlled-environment agriculture venture, this property offers the perfect combination of scale, technology, and proven productivity in one of Kentucky's most desirable growing regions.

4610 Hamilton Ln, Lexington
$3,790,000
26008699 MLS
Highly Visible Downtown Office Space or amazing redevelopment opportunity. Position your brand at the center of it all. This iconic office building offers a rare combination of high-profile visibility and unparalleled convenience in the heart of downtown Lexington.Designed for firms that value both prestige and practicality, this property ensures your team and your clients are always exactly where they need to be. Situated on a high-traffic corridor, the building's striking architecture provides a "billboard effect" for your business, capturing the attention of thousands of commuters and pedestrians daily. Onsite Private Parking: Say goodbye to the downtown "parking hunt." This building features a dedicated onsite parking lot, providing seamless access for employees and a premium, stress-free experience for visiting clients.Walkable Urban Lifestyle: Step out the front door and into Lexington's vibrant core. You are minutes away from the District Courts, City Hall, and the city's finest dining, coffee shops, and banks. Building consists of 24 offices 8 half baths, 2 break areas, 1 training room, Server Room, File room, 2 copy rooms and a reception area. Don't miss the opportunity to occupy one of the most recognizable professional hubs in Central Kentucky. Whether you are a growing tech firm, an established law practice, or a creative agency, this building offers the identity and infrastructure required for your next chapter of growth.

277 E High St, Lexington
$3,850,000
5 Beds ⋅ 5 Baths ⋅ 26010457 MLS
A unique boutique farm in the heart of Lexington horse country, this beautifully renovated four bedroom home on 14 pristine acres is completely turn key and ready for you and your two legged and four legged family. Nestled among some of the most beautiful aged trees you will find in this area, including the one of the oldest Bur Oak trees, you will find equestrian paradise. Secluded among trees and opening into pastures you can see your horses in from all views, the quiet of farm life exists just minutes to all the necessities. The completely renovated home features 5800 square feet under air with flexible spaces for many options for staff and/or a home business. Key features include a whole house generator running off a 1000 gallon buried propane tank, separate staff apartment in the walk out basement with private entrance, new fencing in 2025 on entire property, 3 RV hookups at the barn and arena. The fully steel 125 x 250 covered arena features a 3' concrete ribbon wall and screen curtains throughout. Complete gutter system empties into a cistern for reusable water. Six stall barn features Lucas doors, rubber pavers and mat systems, tack room, feed room, and hot/cold wash rack and storage loft. No detail has gone unnoticed on this meticulously maintained exquisite equestrian estate. Just 15 min to downtown Lexington and Paris, Bluegrass Airport, and Keeneland, as well as two world class veterinary clinics and the Kentucky Horse Park.

2830 Old Lemons Mill Rd, Lexington
$3,850,000
4 Beds ⋅ 3 Baths ⋅ 26020901 MLS
A unique boutique farm in the heart of Lexington horse country, this beautifully renovated four bedroom home on 14 pristine acres is completely turn key and ready for you and your two legged and four legged family. Nestled among some of the most beautiful aged trees you will find in this area, including the one of the oldest Bur Oak trees, you will find equestrian paradise. Secluded among trees and opening into pastures you can see your horses in from all views, the quiet of farm life exists just minutes to all the necessities. The completely renovated home features 5800 square feet under air with flexible spaces for many options for staff and/or a home business. Key features include a whole house generator running off a 1000 gallon buried propane tank, separate staff apartment in the walk out basement with private entrance, new fencing in 2025 on entire property, 3 RV hookups at the barn and arena. The fully steel 125 x 250 covered arena features a 3' concrete ribbon wall and screen curtains throughout. Complete gutter system empties into a cistern for reusable water. Six stall barn features Lucas doors, rubber pavers and mat systems, tack room, feed room, and hot/cold wash rack and storage loft. No detail has gone unnoticed on this meticulously maintained exquisite equestrian estate. Just 15 min to downtown Lexington and Paris, Bluegrass Airport, and Keeneland, as well as two world class veterinary clinics and the Kentucky Horse Park.

2830 2830 Old Lemons Mill Rd Rd, Lexington
$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 7,950 +/- 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 7,950 +/- 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
$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
$5,700,000
26011350 MLS
Introducing a stunning, four-story mixed-use architectural gem positioned in the absolute heart of downtown Lexington. This premier property offers an unparalleled live-work-play dynamic, crowned by exclusive ground-floor prestige and exceptional upper-level versatility. The Ground Floor: Home to an ultra-exclusive, private club featuring an intimate atmosphere, high-end finishes. Floor 2 Flooded with natural light, these expansive floors offer flexible layouts perfect for high-end boutique offices, or creative studio spaces overlooking the vibrant cityscape. Floor 3-4 5 luxury Air B&B units. Once outside and you are seconds away from Lexington's finest dining, bourbon bars, and cultural landmarks. With its irreplaceable location, distinct historic-meets-modern character, and diverse income streams, this building is a trophy asset for the discerning investor.

144 N Broadway, Lexington
$5,900,000
5 Beds ⋅ 3 Baths ⋅ 26010540 MLS
Looking for that horse facility that truly has it all ? Located just 10 miles from the Kentucky Horse Park and 8 miles to The Thoroughbred Center, this gorgeous horse facility has been thoughtfully engineered to deliver for you and your horses ! At 106.9 acres, you will discover its open, rectangular shape with gently rolling land - making for a peaceful and private setting. The centerpiece of the farm is a magnificent concrete block barn featuring (20) huge 12' x 14' rubber-matted stalls with a heated waterer system in each stall. Each stall, spacious enough for foaling, has an exterior door with overhang roof - this provides excellent cross ventilation and gives the horses great views of the farm ! The barn also has a central tack room (with 1/2 bath), a feed room and a recently constructed 500 SF tack room area, grooming stalls and a wash stall. The huge hay loft has ample room for hay, shavings, etc and features a roughed-in apartment area if desired to finish out. Just off the barn area are numerous training options for the professional horseman. There are 2 synthetic outdoor rings - a 100'x200' dressage ring and a 160' x 300' oval shaped jumping arena to go with a 120' x 220' grass arena. There is also a fully covered 70' sand round pen and a fully covered 6 horse Eurociser. Completing the farm improvements are 13 individual fenced paddocks, 4 large fenced fields - most with auto waterers and 2 large hoop barns for covered storage . The 5 BR 2.5 BA cottage-style house has been completely renovated over the past several years from top to bottom including: completely new kitchen, renovated baths, finished basement, electrical service updates, HVAC systems, a high performance standing seam metal roof system, cement board siding, Rockwool continuos insulation for effeciency, high performance Sierra Pacific windows and doors, added covered patio and carport. There is also a detached garage / shop area with solar panels making electric bills reasonable. Come discover this professional horse farm !

6166 Greenwich Pike, Lexington
$6,200,000
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
$8,500,000
5 Beds ⋅ 3 Baths ⋅ 25504784 MLS
Significant Price Reduction! Marlendale Farm, under the ownership of the same family since 1825, andd available for purchase for the first time! The farm consists of over 197 acres in two tracts in one the most sought after locations in Lexington, Ky, adjacent to Fasig-Tipton Co., 3 miles to the Ky Horse Park, 1/2 mile to I-75, 1 mile to the Marriott Griffin Gate Resort. The property has been a successful Horse farm for decades, with amenities that include; 32 stalls in 3 barns, a 3500 sqft brick residence, 2 employee residences, plank fences, paved roadways, and city water throughout all fields and paddocks. Other property amenities include a 10 bent tobacco/hay barn, nearly 50 acres of undisturbed pasture land on the east side, and importantly, an owned access lane to Iron Works Pike. The brick residence, built in 1965 is erected around and part of the original log cabin of the original owners of the property and is suitably charming. The residence encompasses 5 bedrooms 3 full baths, living room, dining room, along with an apartment over the 2 car garage. Marlendale Farm presents a generational opportunity to purchase 197 acres of great land in a truly spectacular location. Private, confidential showings available.

2680 Newtown Pike, Lexington
$9,500,000
3 Beds ⋅ 3 Baths ⋅ 25506877 MLS
Indian Mound Farm, located on the corner of Russell Cave Road and Old Lemons Mill is one of the most iconic properties in Central Kentucky. The soils, the views and the history are simply legendary. This property includes over 9100 feet of manicured road frontage and is enclosed by excellent diamond mesh fencing throughout. While the farm is currently designed with over 9 large fields and 5 smaller paddocks for the raising and finishing of top-quality cattle, the possibilities for conversion to an equine nursery are tremendous. The land and soils are excellent, consisting entirely of federally rated Prime Farmland. Other amenities include 2 large feed barns, a barn dedicated to the working of cattle complete with individual pens, cattle chute with scales, an office and two bedroom apartment, 2 equipment storage barns, a large concrete pad and retention for compost operations and 2 nearly new 3 bedroom/2 bath employee residences. Indian Mound Farm represents spectacular opportunity for the future.

5335 Russell Cave Rd, Lexington
$9,875,000
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
$12,000,000
7 Beds ⋅ 6 Baths ⋅ 26020118 MLS
The premier Broodmare & Stallion complex of Shadwell Farm, including 90 world-class stalls. Opportunities to acquire a farm of this caliber, with this provenance, come once in a lifetime. If you've ever dreamed of owning a true diamond in the Bluegrass, now is your chance. Established in the heart of the Bluegrass more than four decades ago, Shadwell Farm quickly rose to become one of the most respected breeding and racing operations in the world. From its iconic teal-and-white silks to the countless champions that have called these rolling Central Kentucky pastures home, Shadwell has left an indelible mark on the Thoroughbred industry. Notable highlights from Shadwell Farm's extraordinary legacy include: Home to two-time Horse of the Year and leading sire Invasor (Argentine Triple Crown winner and Breeders' Cup Classic victor). Broodmare band that produced international superstars such as Nashwan (English Derby & King George VI and Queen Elizabeth Stakes), Sakhee, Haafhd, Ghanaati, Muhaarar, and Baaeed. Multiple Eclipse Award winners and champions raised and developed on the property. Consistently ranked among North America's leading breeders by earnings and stakes winners. A state-of-the-art facility that has set the standard for stallion stations, foaling barns, and yearling preparation in the region. For over 40 years, Shadwell Farm has been far more than a commercial operation--it has been a cornerstone of Lexington's equine community, a place where tradition meets excellence, and where generations of horsemen and women have walked the same lanes as some of the greatest Thoroughbreds of our time. My goal is simple: to find the next steward who understands and cherishes what Shadwell represents -- not just as one of the finest horse farms in Kentucky, but as a living piece of Thoroughbred nostalgia that deserves to be preserved, respected, and carried forward into its next chapter.

3661 & 3669 Military Pike, Lexington
$13,750,000
5 Beds ⋅ 5 Baths ⋅ 25018241 MLS
Located just 3 miles to the Kentucky Horse Park and minutes to downtown, the stunning Hurricane Hall is now being offered for sale. Consisting of 381.9 acres and currently in 2 parcels, this magnificent Thoroughbred farm features a meticulously-restored circa 1780's, approx. 4,550 sf, all brick main residence which is on the National Register of Historic Places in Fayette County, Kentucky. The horse facilities consist of a main 20 stall barn with offices, 2 additional 20 stall barns, a stallion complex with 4 stalls and a breeding shed, a 1 mile, railed and uphill, european-style gallop, a covered jogging ring, 25 fenced paddocks / fields with auto-waterers and another office near the main house. Interior roads are tree-lined with massive Oaks adding to the incredible presence of this turn key farm ! This property is not in the PDR program, giving the new owner flexibility to further subdivide per Fayette County regulations.

3899 Georgetown Rd, Lexington
$15,500,000
25001835 MLS
Amazing re development opportunity located in the heart of The Distillery District! Lower level is currently leased to multiple amazing tenants. Leaving the top 4 floors for your vision. Ample Parking. High visibility.

1170 Manchester St, Lexington
$18,900,000
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
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