Luxury Homes for Sale in Lexington, KY

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  /58

  $20,000,000

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

  3661 Military Pike, Lexington, KY 40513

  The premier stallion complex of Shadwell Farm, including 90 world-class stalls and a comprehensive maintenance and cattle operation. 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

  Ken Donworth Bluegrass Sotheby's International Realty

  3661 Military Pike, Lexington, KY 40513
• Explore Lexington

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  /86

  $16,500,000

  • 6 Beds
  • 9 Baths
  • 9,794 Sq Ft

  3337-3389 Rushing Wind Ln, Lexington, KY 40511

  An extraordinary opportunity to own Rushing Dream Farm, an exquisite compound featuring three luxurious homes and two barns with a total of 26 stalls. Recently reimagined by the nationally acclaimed Matthew Carter Interiors, renowned for his signature 'Southern-chic style,' and architect Brent Bruner, this estate seamlessly blends Palm Beach elegance with Lexington's classic grandeur. Located a

  Abby Jones Bluegrass Sotheby's International Realty

  3337-3389 Rushing Wind Ln, Lexington, KY 40511
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  /41

  $10,500,000

  • 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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  /46

  $9,900,000

  • 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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  /109

  $9,500,000

  • 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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  /42

  $5,775,000

  • 6 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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  /16

  $3,900,000

  • Land
  • 7.71 Acres
  • $505,837 per Acre

  2324 Paris Pike, Lexington, KY 40505

  Joyland Crossing offers 7.71 acres of vacant R-4 land approved for up to 165 residential units, presenting a rare development opportunity in Lexington, Kentucky. Situated just off Paris Pike near the I-75 interchange, this northeast Lexington site combines visibility, accessibility, and growth potential. With approvals already in place, Joyland Crossing provides an ideal setting for a modern

  Bryan Little Keller Williams Commonwealth

  2324 Paris Pike, Lexington, KY 40505
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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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  /120

  $2,999,000

  • 6 Beds
  • 8.5 Baths
  • 10,746 Sq Ft

  3105 Warrenwood Wynd, Lexington, KY 40502

  HUGE PRICE REDUCTION! PRICED WELL BELOW RECENT APPRAISED VALUE! This stunning Lexington Estate is an absolute Must See! This property is ideally located just off of Chinoe Rd. in Warrenton Woods on nearly 1.2 acres. Featuring a beautifully updated chef's kitchen that boasts twin 60 inch refrigerators, a commercial gas range, 3 ovens, marble counter tops, large island, and a full wet bar. The

  Tyson Walters Kassie & Associates

  3105 Warrenwood Wynd, Lexington, KY 40502
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  /36

  $2,790,000

  • 5 Beds
  • 5.5 Baths
  • 6,981 Sq Ft

  1357 Cooper Dr, Lexington, KY 40502

  Offered for the first time since its construction in 1966, 1361 and 1357 East Cooper Drive represent a truly exceptional opportunity to acquire a legacy property at the end of a quiet cul-de-sac in one of Lexington's most sought-after neighborhoods. Held by the same owner for nearly six decades and never before offered for sale, this is a property of remarkable scale, privacy, and long-term

  Adam Boardman Block + Lot Real Estate

  1357 Cooper Dr, Lexington, KY 40502
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  /179

  $2,520,000

  • 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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  /71

  $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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  /49

  $2,299,000

  • 3 Beds
  • 3 Baths
  • 2,876 Sq Ft

  505 W Main St Unit 501, Lexington, KY 40507

  Experience refined downtown living in this elegant, two-story penthouse perched atop the 500s on Main, offering stunning views of Lexington's skyline. Ideally located with downtown attractions, dining, and shopping right outside your door. This three-bedroom, three-bath condo features upscale, thoughtfully curated finishes & stylish décor throughout. Floor-to-ceiling windows flood the open living

  Rusty Underwood Christies International Real Estate Bluegrass

  505 W Main St Unit 501, Lexington, KY 40507
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  /120

  $2,295,000

  • 5 Beds
  • 6.5 Baths
  • 7,341 Sq Ft

  1884 Honey Spring Place, Lexington, KY 40502

  Discover timeless sophistication in this extraordinary 1.5-story masterpiece, perfectly placed in the sought-after Honey Springs area of Castlegate. The property's beautifully landscaped front and back yards set an elegant tone—vibrant, irrigated plantings and low-maintenance design create year-round beauty and privacy via the tall brick wall. A dramatic two-story foyer with exquisite trim leads

  Ken Donworth Bluegrass Sotheby's International Realty

  1884 Honey Spring Place, Lexington, KY 40502
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  /107

  $2,195,000 New Construction

  • 7 Beds
  • 8 Baths
  • 7,092 Sq Ft

  4349 Ravens Crest Ln, Lexington, KY 40515

  Luxury Lexington Living situated on 10 private acres with easy access to all the city life has to offer. This New Construction estate boasts top of the line amenities and a lovely layout with 7 spacious bedrooms, with a master suite on both levels, and 6 full bathrooms with 2 half baths and over 7100square feet. Walk inside the foyer from your covered front porch to a formal dining room flowing

  Ryan Hilliard The Brokerage

  4349 Ravens Crest Ln, Lexington, KY 40515
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  /71

  $2,095,000

  • 4 Beds
  • 4 Baths
  • 3,226 Sq Ft

  3601 Lemons Mill Pike, Lexington, KY 40511

  Experience Luxury country living at it's finest just minutes from Downtown Lexington and the Kentucky Horse Park in this stunning, like-new custom home (built in 2023) ideally set on 28.5 picturesque acres, this gated property offers privacy, functionality, and exceptional craftsmanship throughout. A beautifully manicured 4-acre lawn surrounds the residence, creating a striking first impression

  J. Richard Queen Turf Town Properties

  3601 Lemons Mill Pike, Lexington, KY 40511
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  /101

  $2,050,000

  • 6 Beds
  • 5.5 Baths
  • 6,598 Sq Ft

  3600 Briar Hill Rd, Lexington, KY 40516

  This house has been spectacularly remodeled by Creative Kitchen and Bath. It has a great location directly across from Hisle Park where people can trail ride to their hearts content. The ten acres includes a 4 stall shed row barn, 3 dry lots, 3 large pastures, and flat area where an additional barn or ring could be installed. The impeccably kept house was taken to the studs and completely redone

  Hill Parker Turf Town Properties

  3600 Briar Hill Rd, Lexington, KY 40516
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  /18

  $2,000,000

  • 4,406 Sq Ft

  6481 Old Richmond Rd Unit 6495, Lexington, KY 40515

  For the first time in decades, the beloved Kelley Farm—a cherished landmark in Central Kentucky—is being offered for sale. Rich with history and bursting with potential, this iconic property has delighted generations with its berry patches, festive hayrides, and the world-renowned corn maze that put it on the map. Now, the opportunity is yours to carry on the tradition or create a new chapter.

  Joel Kenimer, ARA Kenimer Realty

  6481 Old Richmond Rd Unit 6495, Lexington, KY 40515
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  /120

  $1,990,000

  • 5 Beds
  • 6 Baths
  • 6,811 Sq Ft

  1813 Bahama Rd, Lexington, KY 40509

  Rarely does an estate of this caliber—meticulously maintained by its original owner since construction—become available in the prestigious Greenbrier subdivision. Set on nearly an acre of manicured grounds, this all-brick ranch was created with structural integrity and high-end updates, offering sweeping views of neighboring horse farms and rural vistas. The residence has undergone significant

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  1813 Bahama Rd, Lexington, KY 40509
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  /94

  $1,950,000

  • 6 Beds
  • 6.5 Baths
  • 7,100 Sq Ft

  229 Harp Innis Rd, Lexington, KY 40511

  Welcome to an extraordinary estate set on just over 12 acres of level, partially fenced farmland, complete with a gated entryway and a picturesque pond. Designed for both elegance and everyday ease, this 6BR/6.5BA home perfectly balances luxury, function, and the comforts of everyday living. The basement level offers a full second living area complete with a kitchen, dining space, living room,

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 395-0990

  229 Harp Innis Rd, Lexington, KY 40511
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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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  /92

  $1,830,000

  • 4 Beds
  • 3 Baths
  • 4,307 Sq Ft

  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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  /90

  $1,795,000

  • 4 Beds
  • 4.5 Baths
  • 3,868 Sq Ft

  224 Chenault Rd, Lexington, KY 40502

  Nestled on the quiet, dead-end stretch of one of Chevy Chase's most coveted streets, 224 Chenault Road is a masterpiece of modern tradition. Stripped to the studs and meticulously reimagined in 2023, this 3,868 sq. ft. residence offers a "new construction" feel in a neighborhood defined by historic charm. This is a rare, completely turnkey offering, sold fully furnished with $200,000 worth of

  Ken Donworth Bluegrass Sotheby's International Realty

  224 Chenault Rd, Lexington, KY 40502
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  /107

  $1,790,000

  • 5 Beds
  • 4.5 Baths
  • 5,682 Sq Ft

  1604 Eastwood Ln, Lexington, KY 40502

  Nestled on one of Lexington's most desirable tree-lined streets, this Eastwood Lane residence offers the perfect blend of timeless character and everyday livability. Step inside to find generous living spaces filled with natural light, gleaming hardwood flooring, and thoughtful updates throughout. The inviting floor plan features a spacious living room with vaulted ceiling and fireplace, a formal

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  1604 Eastwood Ln, Lexington, KY 40502
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  /9

  $1,749,300 New Construction

  • 21 Beds
  • 14 Baths
  • 7,819 Sq Ft

  1145 Appian Crossing Way Unit 1201-1207, Lexington, KY 40517

  Investment opportunity to purchase 7 new construction townhomes all connected in 1 row. Each townhome will have 3 bedrooms and 2 full baths with an attached 1 car garage. They will all be the EVA floor plan. Buyer currently still has the ability to pick standard selections and even do upgrades if desired. This is the lowest price these townhomes will ever be! Add some awesome townhomes to your

  Philip Wood Keller Williams Bluegrass Realty

  1145 Appian Crossing Way Unit 1201-1207, Lexington, KY 40517
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  /61

  $1,745,000

  • 6 Beds
  • 5.5 Baths
  • 6,613 Sq Ft

  1404 Meganwood Cir, Lexington, KY 40502

  Incredibly unique, custom-built (Ken Hiler) Mid-Century Modern/70s Contemporary home boasting 22' cathedral ceilings, incredible natural light, numerous lofts, 6 BR & 5.5 BA's on large tree-lined lot in ideal location. Brand new roof put on in 2025. Wood & stone exterior makes for a striking home w/ beams crafted from large, old, roughhewn timber taken from Kentucky barns. Three large, stone,

  Dan Elkinson Bluegrass Sotheby's International Realty

  1404 Meganwood Cir, Lexington, KY 40502
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  /11

  $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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  /23

  $1,650,000

  • 6 Beds
  • 5.5 Baths
  • 4,691 Sq Ft

  1212 Kastle Rd, Lexington, KY 40502

  This gem will be completed soon!! Discover 1212 Kastle Road, a stunning custom home nestled in the heart of Lexington's Montclair neighborhood - an area known for its historic charm and exciting transformation. As one of the city's most desirable and fast-evolving communities, Montclair is where architectural legacy meets elevated new construction, and this residence is a standout example.

  Paul Chartier The Agency

  1212 Kastle Rd, Lexington, KY 40502
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  /79

  $1,645,000

  • 3 Beds
  • 4.5 Baths
  • 6,033 Sq Ft

  1401 Pendennis Cir, Lexington, KY 40502

  Are you searching for a luxurious, single story home in Lexington, KY, with an unbeatable location? Your search ends here. Discover unparalleled one level living in the heart of the highly sought after 40502 zip code. This gorgeous, updated ranch home on the prestigious Pendennis circle offers a rare combination of sophisticated design, modern amenities, and prime location, making it the perfect

  Whitney Pannell Team Pannell Real Estate

  1401 Pendennis Cir, Lexington, KY 40502
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  /121

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 8,763 Sq Ft

  2208 Terranova Ct, Lexington, KY 40513

  Welcome to this stunning custom builder's estate in Beaumont Reserve! 2208 Terranova was constructed with the utmost in quality and served as the primary residence for it's renown builder for it's first 11 years. The second and current owners have lovingly occupied the estate since 2014. Designed for both everyday comfort and exceptional entertaining, offering nearly 9,000 sq. ft. of luxurious

  O Eve Stern Threshold Real Estate Services

  2208 Terranova Ct, Lexington, KY 40513
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  /77

  $1,595,000

  • 5 Beds
  • 3.5 Baths
  • 3,916 Sq Ft

  236 Clay Ave, Lexington, KY 40502

  *New 2-car garage presently being constructed.* With leafy park views & a generous 40502 lot, this fully-restored historic home dazzles inside and out. Directly across from Lexington's beloved Woodland Park, the c. 1916 residence welcomes visitors with its wide front porch. A sunny parlor opens to a drawing room, each with their own matching fireplaces, antique mantels, and beautifully-detailed

  Zach Davis Kirkpatrick & Company

  236 Clay Ave, Lexington, KY 40502
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  /79

  $1,595,000

  • 4 Beds
  • 5 Baths
  • 3,894 Sq Ft

  325 Kingsway Dr, Lexington, KY 40502

  Tucked away on a quiet cul-de-sac in the ever-popular Fairway neighborhood, this handsome brick home has been renovated and thoughtfully reimagined for modern living and effortless entertaining. A bright, open floor plan anchors the main level, where gleaming hardwood floors flow through elegant formal living and dining rooms and into the heart of the home - a stunning new eat-in kitchen designed

  Becky Reinhold Bluegrass Sotheby's International Realty

  325 Kingsway Dr, Lexington, KY 40502
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  /26

  $1,500,000

  • 2 Beds
  • 2 Baths
  • 1,063 Sq Ft

  2152 Iron Works Pike, Lexington, KY 40511

  Seller is a Principal Broker. Prime location 4 miles from the Kentucky Horse Park and the Hagyard Equine Medical Institute. 7 miles to Rood & Riddle Equine Hospital. Neighboring farms include Mulholland Springs, Castleton Lyons, Three Diamonds & Marlendale. Large, irrigated 130' x 260' outdoor ring with Trutex geotextile and fiber footing, with sand mixed in. 14-12' x 12' stalls with matted

  Billy Van Pelt Justice Real Estate

  2152 Iron Works Pike, Lexington, KY 40511
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  /11

  $1,498,990

  • 24 Beds
  • 9 Baths
  • 10,899 Sq Ft

  1501 Versailles Rd, Lexington, KY 40504

  Selling all 5 properties. 4 on Versailles rd and 1 on Delmont right behind making one big square in a high demand part of Lexington.

  Wayne Reed Calumet Realty

  1501 Versailles Rd, Lexington, KY 40504
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  /73

  $1,495,000

  • 3 Beds
  • 5 Baths
  • 4,276 Sq Ft

  221 Holiday Rd, Lexington, KY 40502

  Welcome to 221 Holiday Road, a beautifully renovated home in the popular Fairway subdivision, perfect for entertaining! This thoughtfully designed residence features an open floor plan that seamlessly connects the living room and dining room, showcasing hardwood floors, built-in cabinetry, and updated lighting. The redesigned, eat-in kitchen offers lovely cabinetry, with newer appliances, and

  Becky Reinhold Bluegrass Sotheby's International Realty

  221 Holiday Rd, Lexington, KY 40502
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  /34

  $1,475,000

  • 3 Beds
  • 3 Baths
  • 922 Sq Ft

  3783 Briar Hill Rd, Lexington, KY 40516

  This fully-renovated and impeccably maintained horse farm spans 15.5 Fayette County acres. The farm offers a blend of thoughtful design and expert functionality in a desirable Lexington location. An appealing European-style courtyard barn has 19 stalls, with an additional 16 stalls in the main barn. Equestrian amenities include a 120' x 238' outdoor arena with GGT Footing, 1/8-mile jog track, and

  Zach Davis Kirkpatrick & Company

  3783 Briar Hill Rd, Lexington, KY 40516
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  /13

  $1,400,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  112 Doe Valley, Lexington, KY 40515

  A beautifully crafted custom home designed for effortless luxury living. Light-filled open spaces, a stunning kitchen, and covered outdoor living create an ideal setting for entertaining, while the private primary suite offers a peaceful retreat. A full basement provides exceptional potential for future living space.

  Stephen Howard Keller Williams Bluegrass Realty

  112 Doe Valley, Lexington, KY 40515
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  /69

  $1,399,000

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

  804 Old Dobbin Rd, Lexington, KY 40502

  Luxury renovated home for sale in Shadeland, Lexington KY. This solidly built residence features oversized rooms, quality craftsmanship, and a handicap accessible primary suite with roll in shower. The main level includes a mahogany paneled library and a chef's kitchen with Thermador appliances and floor to ceiling blonde cherry cabinetry.Upstairs offers a second spacious primary suite with

  Whitney Pannell Team Pannell Real Estate

  804 Old Dobbin Rd, Lexington, KY 40502
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  /70

  $1,399,000

  • 4 Beds
  • 7 Baths
  • 6,074 Sq Ft

  2901 Fairfax Ln, Lexington, KY 40509

  Welcome to this custom-built residence set on a beautifully landscaped corner lot backing to greenspace, offering added privacy and open views. With over 6,000 square feet of finished space, this home seamlessly blends indoor and outdoor living, highlighted by a heated in-ground saltwater pool designed for year-round enjoyment. A wide front porch offers a warm welcome as you step through double

  Rusty Underwood Christies International Real Estate Bluegrass

  2901 Fairfax Ln, Lexington, KY 40509
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  /43

  $1,390,000

  2308 Evans Mill Rd, Lexington, KY 40515

  This exceptional, fully improved estate acreage presents a rare opportunity in Fayette County, just minutes from Lexington and with convenient access to I-75. Encompassing gently rolling, private countryside, the property features approximately 3,175 linear feet of road frontage along Evans Mill Road, allowing for multiple premier homesites or thoughtfully designed estate improvements. The land

  Kim Morris Berkshire Hathaway de Movellan Properties

  2308 Evans Mill Rd, Lexington, KY 40515

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