Luxury Homes for Sale in Lexington, KY

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  $57,500,000

  • 7 Beds
  • 5.5 Baths
  • 13,500 Sq Ft

  2469 Iron Works Pike, Lexington, KY 40511

  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

  Ken Donworth Bluegrass Sotheby's International Realty

  2469 Iron Works Pike, Lexington, KY 40511
• Explore Lexington

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  /119

  $18,900,000

  • 5 Beds
  • 5.5 Baths
  • 8,200 Sq Ft

  4400-4434 Paris Pike, Lexington, KY 40511

  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 1⁄2 stories and 8200 square feet that are currently undergoing a total renovation

  Tom Biederman Biederman Real Estate

  4400-4434 Paris Pike, Lexington, KY 40511
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  $13,750,000

  $4M PRICE INCREASE

  • 5 Beds
  • 4.5 Baths
  • 4,558 Sq Ft

  3899 Georgetown Rd Unit 4025, Lexington, KY 40511

  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

  Mike Morrison Bluegrass Sotheby's International Realty

  3899 Georgetown Rd Unit 4025, Lexington, KY 40511
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  $12,000,000

  • 7 Beds
  • 6 Baths
  • 3,000 Sq Ft

  3661 & 3669 Military Pike, Lexington, KY 40513

  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

  Ken Donworth Bluegrass Sotheby's International Realty

  3661 & 3669 Military Pike, Lexington, KY 40513
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  $9,875,000

  • 5 Beds
  • 6 Baths
  • 5,100 Sq Ft

  4462 Mount Horeb Pike, Lexington, KY 40511

  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.

  Bill Justice Justice Real Estate

  4462 Mount Horeb Pike, Lexington, KY 40511
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  $9,500,000

  $1M PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  5335 Russell Cave Rd, Lexington, KY 40511

  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

  Tom Biederman Biederman Real Estate

  5335 Russell Cave Rd, Lexington, KY 40511
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  $8,500,000

  $3M PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,500 Sq Ft

  2680 Newtown Pike, Lexington, KY 40511

  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

  Tom Biederman Biederman Real Estate

  2680 Newtown Pike, Lexington, KY 40511
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  $6,925,000

  • 5 Beds
  • 7.5 Baths
  • 14,326 Sq Ft

  4845 Bryan Station Rd, Lexington, KY 40516

  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.

  Melanie Peterson-Ramey Justice Real Estate

  4845 Bryan Station Rd, Lexington, KY 40516
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  $5,900,000

  • 5 Beds
  • 2.5 Baths
  • 2,629 Sq Ft

  6166 Greenwich Pike, Lexington, KY 40511

  Looking for that sport horse facility that truly has it all ? Located just 10 miles from the Kentucky Horse Park on the desirable Greenwich Pike, this gorgeous sport 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

  Mike Morrison Bluegrass Sotheby's International Realty

  6166 Greenwich Pike, Lexington, KY 40511
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  $5,775,000

  $350K PRICE DROP

  • 8 Beds
  • 7.5 Baths
  • 8,400 Sq Ft

  3521 Bryan Station Rd, Lexington, KY 40516

  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!

  Bill Justice Justice Real Estate

  3521 Bryan Station Rd, Lexington, KY 40516
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  $5,500,000

  $500K PRICE DROP

  • 7 Beds
  • 6 Baths
  • 9,769 Sq Ft

  8897 Rockwell Rd, Lexington, KY 40516

  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

  Shane Underwood Keller Williams Commonwealth

  8897 Rockwell Rd, Lexington, KY 40516
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  /46

  $3,850,000

  $145K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,504 Sq Ft

  2830 Old Lemons Mill Rd, Lexington, KY 40511

  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

  Melanie Peterson-Ramey Justice Real Estate

  2830 Old Lemons Mill Rd, Lexington, KY 40511
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  /30

  $3,500,000

  4610 Hamilton Ln, Lexington, KY 40511

  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

  Joe Riddell Rector Hayden Realtors

  4610 Hamilton Ln, Lexington, KY 40511
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  $3,100,000

  • 4 Beds
  • 6.5 Baths
  • 7,334 Sq Ft

  1231 Eldemere Rd, Lexington, KY 40502

  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

  Bo Goodman Justice Real Estate

  1231 Eldemere Rd, Lexington, KY 40502
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  /23

  $2,975,000

  • 5 Beds
  • 8 Baths
  • 11,747 Sq Ft

  1601 Sahalee Dr, Lexington, KY 40511

  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

  Bo Goodman Justice Real Estate

  1601 Sahalee Dr, Lexington, KY 40511
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  $2,950,000

  $250K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 8,480 Sq Ft

  1633 Ashwood Rd, Lexington, KY 40502

  A Rare Opportunity on Ashwood Drive Opportunities to reside on this specific street are infrequent, with only a handful of homes changing hands over the last two decades. Built in 2004, this brick veneer estate offers the scale and infrastructure required for modern living while maintaining a classic aesthetic. The interior is defined by volume and thoughtful design, featuring tall ceilings,

  Anthony de Movellan Berkshire Hathaway de Movellan Properties

  1633 Ashwood Rd, Lexington, KY 40502
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  $2,795,000

  • 5 Beds
  • 7 Baths
  • 5,746 Sq Ft

  601 Delong Rd, Lexington, KY 40515

  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

  Ken Donworth Bluegrass Sotheby's International Realty

  601 Delong Rd, Lexington, KY 40515
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  $2,520,000

  $60K PRICE DROP

  • 7 Beds
  • 11 Baths
  • 12,916 Sq Ft

  1911 Parkers Mill Rd, Lexington, KY 40504

  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

  Nasim Noorazar Lifstyl Real Estate

  1911 Parkers Mill Rd, Lexington, KY 40504
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  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 5,474 Sq Ft

  1014 Richmond Rd, Lexington, KY 40502

  Nestled in the heart of historic Ashland Park, this 1925 residence stands as a rare example of timeless architecture paired with thoughtful modern refinement. A grand 12-foot-wide Palladian entry, framed by marble walls and sandstone columns, sets the tone the moment you arrive. The front terrace offers a gracious outdoor gathering space, with fan-lighted French doors that open directly into the

  Becky Reinhold Bluegrass Sotheby's International Realty

  1014 Richmond Rd, Lexington, KY 40502
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  $2,330,000

  • 14 Beds
  • 21 Baths
  • 1,360 Sq Ft

  3104 Daly Place, Lexington, KY 40511

  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

  Jaryd Brady Southern Charm Realty

  3104 Daly Place, Lexington, KY 40511
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  $2,323,000

  $400K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 6,200 Sq Ft

  6208 Old Richmond Rd, Lexington, KY 40515

  If you're looking for legacy, luxury, and grand proportions, Highland Hall has it all--without the need for renovations. Located on a gated 5-acre estate near Lexington's Richmond Road corridor, Highland Hall was built by the son and namesake of Kentucky's very first Governor, Isaac Shelby. The estate has been meticulously restored to retain its historic features while creating a fully

  Denise Patrick RE/MAX Creative Realty

  6208 Old Richmond Rd, Lexington, KY 40515
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  $2,300,000

  • 2 Beds
  • 3.5 Baths
  • 4,504 Sq Ft

  1785 Mooreland Dr, Lexington, KY 40502

  Located in the highly coveted Lakewood neighborhood, this beautifully updated ranch offers refined living with a peaceful water backdrop and over 4,400 sq. ft. of finished space with 2-3 bedrooms and 3 and a half baths. Architectural elegance defines the home from the moment you arrive. Lavish woodwork, elaborate trim details, and abundant custom cabinetry complement gleaming hardwood floors and

  Steve Klein Bluegrass Sotheby's International Realty

  1785 Mooreland Dr, Lexington, KY 40502
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  $2,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,787 Sq Ft

  2584 Cayman Heights, Lexington, KY 40509

  Located in the prestigious Reserve at Greenbrier, this exceptional custom-built Jimmy Nash home blends luxury craftsmanship with thoughtful design and modern efficiency. Offering 5 spacious bedrooms—all with walk-in closets and bathrooms---this home provides both comfort and functionality at every turn. The main level showcases stunning wood floors, a dramatic Great Room with 10-foot coffered

  Christal Browning Four Seasons Realty

  2584 Cayman Heights, Lexington, KY 40509
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  $2,300,000

  • 5 Beds
  • 6.5 Baths
  • 9,470 Sq Ft

  4848 Chelmsbury Ln, Lexington, KY 40515

  Experience unparalleled luxury in this exquisite English Manor, a Schaefer Homes masterpiece in the prestigious, gated Hartland Estates. The grand two-story entry, featuring a curved staircase and stone-with-wood-inlay flooring, sets a stately tone that continues throughout. While the home retains its magnificent original woodwork—including mahogany and knotty pine cabinetry, beams, and

  Michael McNeill Bluegrass Sotheby's International Realty

  4848 Chelmsbury Ln, Lexington, KY 40515
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  $2,300,000

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft

  4781 Mount Horeb Pike, Lexington, KY 40511

  This 12.4-acre turnkey horse farm has been lovingly developed by a celebrated equestrian. Located on the historic Mt. Horeb Pike in Fayette County, the farm's spectacular location is a mere 10 min. from the Kentucky Horse Park and premiere equine hospitals. Immediate neighbors include Avalon at Cherry Knoll, Castleton Lyons, Ekeroth, Lane's End Oak Tree, Marigot Bay, and Spy Coast. Hidden behind

  Zach Davis Kirkpatrick & Company

  4781 Mount Horeb Pike, Lexington, KY 40511
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  /55

  $2,295,000

  • 4 Beds
  • 4.5 Baths
  • 5,061 Sq Ft

  1501 Richmond Rd, Lexington, KY 40502

  Rare opportunity to own a completely renovated home on Richmond Road. located on the corner of Richmond Rd. and Bassett Avenue directly across from the Henry Clay estate; this 1923 colonial home has been gutted down to the studs and meticulously renovated by Wooddale Partners. Every inch of the interior is brand new. Enter through the front door into a bright and inviting living room with full

  John Schroeder Rector Hayden Realtors

  1501 Richmond Rd, Lexington, KY 40502
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  $2,250,000

  • 6 Beds
  • 8.5 Baths
  • 12,852 Sq Ft

  3021 Brookmonte Ln, Lexington, KY 40515

  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

  Jay Young The Brokerage

  3021 Brookmonte Ln, Lexington, KY 40515
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  $2,175,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 6 Baths
  • 4,953 Sq Ft

  1267 Scoville Rd, Lexington, KY 40502

  Experience elevated living in this custom-built home, completed in 2025 and thoughtfully designed from top to bottom. Offering approximately 4,953 square feet, this four-bedroom residence includes four full bathrooms and two half baths, with each bedroom featuring its own private full bath for added comfort and convenience. The all-brick and Hardie board exterior sets a timeless tone, while the

  Melinda Drake Christies International Real Estate Bluegrass

  1267 Scoville Rd, Lexington, KY 40502
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  /6

  $2,090,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  232 Doe Run Rd, Nicholasville, KY 40356

  Experience timeless design and refined Kentucky living in Vine Grove, a beautiful new construction opportunity set on a one-acre lot surrounded by picturesque horse farm views. This thoughtfully designed home blends classic architecture with elevated modern function, featuring a stunning stone entry, warm wood front door, board-and-batten exterior accents, soft green shutters, and a charming

  Andrea Coughtry Lifstyl Real Estate

  232 Doe Run Rd, Nicholasville, KY 40356
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  $1,990,000

  $605K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,052 Sq Ft

  2928 Bobwhite Trail, Lexington, KY 40509

  *Priced at appraisal* Welcome to 2928 Bobwhite Trail — where luxury living meets timeless design in one of Lexington's most sought-after gated communities--Ashford Oaks. This stunning custom home offers more than 6,000 square feet of beautifully designed living space featuring 4 bedrooms, 4.5 baths, several living spaces including a movie theatre and outdoor kitchen. This home has exceptional

  Miranda Combs Lifstyl Real Estate

  2928 Bobwhite Trail, Lexington, KY 40509
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  /5

  $1,950,000

  • Land
  • 10 Acres
  • $195,000 per Acre

  2821 Winchester Rd, Lexington, KY 40509

  Christa Collins, CCIM The Gibson Company

  2821 Winchester Rd, Lexington, KY 40509
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  $1,925,000

  • 3 Beds
  • 3 Baths
  • 2,321 Sq Ft

  4351 Bethel Rd, Lexington, KY 40511

  Fabulous barndominium over well designed 7 stall barn on 27 bucolic acres of lush bluegrass soils.Located 3.25 miles from The Ky Horse Park and situated between horse farms, this quiet setting is ideal for training, relaxing and living your best life! From the 1800s dry stacked stone walls at the entrance, drive down the treelined drive, to your left is the 100 x 230 all weather footing arena,

  Robin Owens Kirkpatrick & Company

  4351 Bethel Rd, Lexington, KY 40511
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  $1,895,000

  $55K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 5,261 Sq Ft

  1897 Hart Rd, Lexington, KY 40502

  Built in 2016, this exceptional contemporary ranch offers over 5,000 square feet, four bedrooms, six baths and a finished lower level in Lexington's coveted Ashland Park neighborhood. Thoughtfully designed with sophisticated finishes and abundant natural light, the home creates a seamless connection between its indoor and outdoor living spaces. An expansive covered terrace with an ipe wood

  Rusty Underwood Christies International Real Estate Bluegrass

  1897 Hart Rd, Lexington, KY 40502
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  $1,799,000

  $51K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 6,200 Sq Ft

  5121 Jacks Creek Pike, Lexington, KY 40515

  Make your Bluegrass Dreams come true with this truly exquisite equestrian estate, just in time for Summer. The crown jewel of this lovely farm is a magnificent luxury home complete with a massive covered rear porch and first floor primary suite. This one checks all the boxes- including wainscoting in the dining room, custom ceiling, built-ins, and wood burning fireplace in the living room. The

  Thomas Harper Tom Harper and Associates

  5121 Jacks Creek Pike, Lexington, KY 40515
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  $1,795,000

  $55K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 8,578 Sq Ft

  1650 Sahalee Dr, Lexington, KY 40511

  Located in the highly desirable gated Sahalee community, known for its spacious 10-acre homesites and scenic setting, this extraordinary custom-built ranch offers over 8,580 square feet of exceptional living space, craftsmanship, and amenities. Thoughtfully designed with an inviting and functional floor plan, the residence features 5 bedrooms, 5 full baths, and 1 half bath throughout. An

  J. Richard Queen Turf Town Properties

  1650 Sahalee Dr, Lexington, KY 40511
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  $1,755,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths

  1830 Jacks Creek Pike, Lexington, KY 40515

  Location, location, location--centrally located with easy access to I-75, shopping, restaurants, and downtown. 15.1 ± acre mini farm featuring a 2.5-acre stocked pond, gunite pool, and a five-bent tobacco barn converted into a six-stall horse barn (with hot/cold water supply, heated office, and tack room). 3,607 sq ft home built in 1953 and fully remodeled in 2016 with all-new electrical,

  Amber Siegelman Bluegrass Sotheby's International Realty

  1830 Jacks Creek Pike, Lexington, KY 40515
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  $1,750,000

  • 6 Beds
  • 7 Baths
  • 6,159 Sq Ft

  1700 Sahalee Dr, Lexington, KY 40511

  Welcome to Sahalee, a lovely gated community of ten-acre estates that perfectly captures timeless Southern charm. Defined by classic columned entryways, elegant Palladian windows, and four-plank horse fencing, this property offers sophisticated living at its finest. Step inside to a grand foyer featuring soaring two-story ceilings and gleaming hardwood floors. To the left sits a spacious formal

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  1700 Sahalee Dr, Lexington, KY 40511
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  $1,750,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  4010 NE Haley Rd, Lexington, KY 40510

  20.04 Acres of beautiful farm land in the heart of Lexington , Ky. This farm offers a beautiful restored historic log home with 2 bedrooms and 1 full bath , kitchen with all the appliance.dining area , and a large great room with open ceilings , fireplace with the primary bedroom on the first level the 2nd bedroom is on 2nd level this home is sounrounded by beautiful farm land with a huge barn

  Sophia Herald Herald Real Estate

  4010 NE Haley Rd, Lexington, KY 40510
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  $1,750,000

  • 4 Beds
  • 5 Baths
  • 3,159 Sq Ft

  8039 Old Richmond Rd, Lexington, KY 40515

  Experience a rare blend of contemporary luxury, natural beauty, and premier equestrian living in this fully renovated 4-bedroom, 3-bath estate. Privately gated and thoughtfully designed, this exceptional property offers resort-style amenities, breathtaking outdoor features, and a one-of-a-kind lifestyle opportunity. The contemporary residence showcases striking architectural details, including

  Alysia Niva Century 21 Advantage Realty - Georgetown

  8039 Old Richmond Rd, Lexington, KY 40515
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  /19

  $1,690,000

  7600 Old Dry Branch Rd, Lexington, KY 40515

  Farms of this size and in this location are an incredibly rare offering. Held by the same family since 1946, these 142+ acres of varied terrain rest at the end of Old Dry Branch Road. An ideal Fayette County address affords convenience (15 minutes to Man o' War Blvd.) while maintaining remarkable privacy and seclusion. The terrain includes open pasture, dense woods, and deep valleys with streams

  Zach Davis Kirkpatrick & Company

  7600 Old Dry Branch Rd, Lexington, KY 40515

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