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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.

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

$3,100,000

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.

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

$2,995,000

Peaceful tranquility awaits on this private 10 acre estate with luxurious amenities including a custom barn for four horses, currently set up as two oversized stalls. Nearly every feature in the home has been upgraded to include a massive kitchen renovation, all new interior paint, all new lighting, gutters, newer roof on home, new barn and all new fencing. This four bedroom home leaves nothing to desire and includes an inviting salt water pool and patio overlooking the garden and horse pastures beyond. Luxury and country living meets city convenience with Hamburg shopping and downtown just minutes away. Don't miss this incredible opportunity to own one of the most spectacular homes in Lexington on this private 10 acres close to town.

4 Beds ⋅ 5 Baths ⋅ 26015575 MLS

Peaceful tranquility awaits on this private 10 acre estate with luxurious amenities including a custom barn for four horses, currently set up as two oversized stalls. Nearly every feature in the home has been upgraded to include a massive kitchen renovation, all new interior paint, all new lighting, gutters, newer roof on home, new barn and all new fencing. This four bedroom home leaves nothing to desire and includes an inviting salt water pool and patio overlooking the garden and horse pastures beyond. Luxury and country living meets city convenience with Hamburg shopping and downtown just minutes away. Don't miss this incredible opportunity to own one of the most spectacular homes in Lexington on this private 10 acres close to town.

1261 Todds Sta, Lexington

$2,950,000

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, hardwood flooring, and an entrance foyer that leads to formal and informal gathering spaces. The kitchen is equipped for high-capacity cooking with double ovens, a gas range, wine refrigerator and a vented exhaust fan. The layout is uniquely tailored for privacy, with all five bedrooms featuring private en-suite baths and walk-in closets. The primary suite is located on the first floor.

5 Beds ⋅ 7 Baths ⋅ 1724988 MLS

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, hardwood flooring, and an entrance foyer that leads to formal and informal gathering spaces. The kitchen is equipped for high-capacity cooking with double ovens, a gas range, wine refrigerator and a vented exhaust fan. The layout is uniquely tailored for privacy, with all five bedrooms featuring private en-suite baths and walk-in closets. The primary suite is located on the first floor.

1633 Ashwood Rd, Lexington

$2,950,000

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, hardwood flooring, and an entrance foyer that leads to formal and informal gathering spaces. The kitchen is equipped for high-capacity cooking with double ovens, a gas range, wine refrigerator and a vented exhaust fan. The layout is uniquely tailored for privacy, with all five bedrooms featuring private en-suite baths and walk-in closets. The primary suite, located on the first floor, includes a sitting area and a fireplace. A second large bedroom with an en-suite is also conveniently positioned on the main level. For those requiring flexible living arrangements, the property includes a separate guest house/apartment located over the 3-car side-entry garage. This space is ideal for multi-generational living or a secluded home office. The home's infrastructure is designed for reliability and comfort, featuring a full home generator, 130-gallon recirculating water heaters, and UV Air Purifiers. Additional amenities include a central vacuum, a full finished basement with a recreation area, and a centralized security system. Outdoor living is centered around a brick-paved rear patio and a covered porch, overlooking a professionally landscaped yard with mature trees and a fenced barkyard..

5 Beds ⋅ 7 Baths ⋅ 26008276 MLS

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, hardwood flooring, and an entrance foyer that leads to formal and informal gathering spaces. The kitchen is equipped for high-capacity cooking with double ovens, a gas range, wine refrigerator and a vented exhaust fan. The layout is uniquely tailored for privacy, with all five bedrooms featuring private en-suite baths and walk-in closets. The primary suite, located on the first floor, includes a sitting area and a fireplace. A second large bedroom with an en-suite is also conveniently positioned on the main level. For those requiring flexible living arrangements, the property includes a separate guest house/apartment located over the 3-car side-entry garage. This space is ideal for multi-generational living or a secluded home office. The home's infrastructure is designed for reliability and comfort, featuring a full home generator, 130-gallon recirculating water heaters, and UV Air Purifiers. Additional amenities include a central vacuum, a full finished basement with a recreation area, and a centralized security system. Outdoor living is centered around a brick-paved rear patio and a covered porch, overlooking a professionally landscaped yard with mature trees and a fenced barkyard..

1633 Ashwood Rd, Lexington

$2,783,560

Custom Design/Build by Jimmy Nash Homes 6 bedrooms/ 7 bath homes on walkout basement. Featuring 1 st floor primary and finished walkout basement

6 Beds ⋅ 7 Baths ⋅ 26015696 MLS

Custom Design/Build by Jimmy Nash Homes 6 bedrooms/ 7 bath homes on walkout basement. Featuring 1 st floor primary and finished walkout basement

3716 Waldorf Ln, Lexington

$2,749,000

Almost 100 acres with over a quarter mile of road frontage on Bryan Station Road. Incredible piece of property in the middle of horse country. Close to I-75/64, close to downtown Lexington and the Horse Park. 1.8 miles to New Circle Road. First time ever offered for sale as this has been in the family for over a 100 years. Beautiful rolling land, and trees with lots of possibilities to develop for Thoroughbred or Pleasure horses. Or great investment land for future appreciation. Not in the PDR program.

26024738 MLS

Almost 100 acres with over a quarter mile of road frontage on Bryan Station Road. Incredible piece of property in the middle of horse country. Close to I-75/64, close to downtown Lexington and the Horse Park. 1.8 miles to New Circle Road. First time ever offered for sale as this has been in the family for over a 100 years. Beautiful rolling land, and trees with lots of possibilities to develop for Thoroughbred or Pleasure horses. Or great investment land for future appreciation. Not in the PDR program.

2445 Bryan Station Rd, Lexington

$2,508,555

Custom/Build by Jimmy Nash Homes Modern Design featureing 6 bedrooms, 5 baths. 1st floor primary, office, prayer room. Walkout basement - geo thermal HVAC, tankless water heater, anderson windows.

6 Beds ⋅ 6 Baths ⋅ 26015663 MLS

Custom/Build by Jimmy Nash Homes Modern Design featureing 6 bedrooms, 5 baths. 1st floor primary, office, prayer room. Walkout basement - geo thermal HVAC, tankless water heater, anderson windows.

3712 Waldorf Ln, Lexington

$2,495,000

Stately one owner custom home built in2012 by Mike Kerwin in the Gated Community of Ashford Oaks offers the finest of architectural design and execution. Tranquil setting overlooking Greenbrier Country Club, Golf Course and Pool.

5 Beds ⋅ 7 Baths ⋅ 26023358 MLS

Stately one owner custom home built in2012 by Mike Kerwin in the Gated Community of Ashford Oaks offers the finest of architectural design and execution. Tranquil setting overlooking Greenbrier Country Club, Golf Course and Pool.

3056 Bobwhite Trl, Lexington

$2,490,000

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 potential. The combined estate encompasses 1.14 acres of gently situated land and features a substantial residence totaling 6,981 square feet. The home offers a solid foundation with generous room sizes, multiple living areas, and a layout well-suited for thoughtful renovation, expansion, or reimagining to meet modern living standards. It presents a rare canvas for buyers seeking to create a custom residence in an established, high-value location. Tucked away at the end of East Cooper Drive, the setting provides an uncommon level of privacy and tranquility, surrounded by mature landscaping and neighboring homes that reflect long-term pride of ownership. Opportunities to acquire this amount of acreage and square footage in such a desirable Lexington location are exceedingly rare, particularly with the added flexibility of two parcels. This offering is ideal for buyers seeking a one-of-a-kind property with history, scale, and exceptional upside - an estate with the bones, location, and land to support a truly extraordinary transformation.

5 Beds ⋅ 6 Baths ⋅ 26001074 MLS

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 potential. The combined estate encompasses 1.14 acres of gently situated land and features a substantial residence totaling 6,981 square feet. The home offers a solid foundation with generous room sizes, multiple living areas, and a layout well-suited for thoughtful renovation, expansion, or reimagining to meet modern living standards. It presents a rare canvas for buyers seeking to create a custom residence in an established, high-value location. Tucked away at the end of East Cooper Drive, the setting provides an uncommon level of privacy and tranquility, surrounded by mature landscaping and neighboring homes that reflect long-term pride of ownership. Opportunities to acquire this amount of acreage and square footage in such a desirable Lexington location are exceedingly rare, particularly with the added flexibility of two parcels. This offering is ideal for buyers seeking a one-of-a-kind property with history, scale, and exceptional upside - an estate with the bones, location, and land to support a truly extraordinary transformation.

1357-1361 E Cooper Dr, Lexington

$2,250,000

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

6 Beds ⋅ 9 Baths ⋅ 26021824 MLS

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

3021 Brookmonte Ln, Lexington

$1,990,000

*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 craftsmanship throughout. The spacious floor plan creates an effortless flow for both everyday living and entertaining, while elegant finishes and thoughtful details elevate every room. Situated on a generous half-acre lot, this home offers privacy, sophistication, and a lifestyle that feels tucked away while remaining convenient to Hamburg, shopping, dining, and everything Lexington has to offer. A rare opportunity to own an extraordinary home in an exceptional location.

4 Beds ⋅ 5 Baths ⋅ 26011800 MLS

*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 craftsmanship throughout. The spacious floor plan creates an effortless flow for both everyday living and entertaining, while elegant finishes and thoughtful details elevate every room. Situated on a generous half-acre lot, this home offers privacy, sophistication, and a lifestyle that feels tucked away while remaining convenient to Hamburg, shopping, dining, and everything Lexington has to offer. A rare opportunity to own an extraordinary home in an exceptional location.

2928 Bobwhite Trl, Lexington

$1,950,000

25507337 MLS

2821 Winchester Rd, Lexington

$1,800,000

Set in the coveted Lakewood neighborhood, this sprawling ranch offers distinctive architectural details, generous living spaces, and an easy connection to the outdoors. A curved walkway leads to the front entry, where a barrel-vaulted ceiling begins at the porch and continues through the foyer into the kitchen, creating a unique sense of continuity throughout the home. Inside, the open living and dining areas feature hardwood floors, detailed millwork, and a coffered ceiling with integrated lighting. The spacious kitchen features extensive cabinetry, marble countertops, a large island, Monogram appliances, a built-in ice maker, and a wood-lined barrel ceiling. A walk-in wine room located just off the dining room provides dedicated storage and convenient access when entertaining. Accordion-folding doors open the main living area to an expansive covered patio with retractable screens, a vaulted wood ceiling, and space for both dining and lounging. Just beyond, the heated saltwater pool is surrounded by mature landscaping and ample deck space, while the shed provides convenient storage and the large fenced lawn adds even more room to enjoy the outdoors. The expansive primary suite includes a tray ceiling, two generous walk-in closets, dual vanities, and an oversized walk-in shower. Two spacious guest bedrooms, a full bath, a laundry room with a utility sink and cabinetry, and an attached two-car garage complete the main level. The finished lower level extends the living area with a kitchenette, fitness room, and several versatile spaces for offices, hobbies, or overnight guests. Lakewood's central location offers convenient access to nearby restaurants, hospitals, the University of Kentucky, and downtown Lexington.

4 Beds ⋅ 4 Baths ⋅ 26025264 MLS

Set in the coveted Lakewood neighborhood, this sprawling ranch offers distinctive architectural details, generous living spaces, and an easy connection to the outdoors. A curved walkway leads to the front entry, where a barrel-vaulted ceiling begins at the porch and continues through the foyer into the kitchen, creating a unique sense of continuity throughout the home. Inside, the open living and dining areas feature hardwood floors, detailed millwork, and a coffered ceiling with integrated lighting. The spacious kitchen features extensive cabinetry, marble countertops, a large island, Monogram appliances, a built-in ice maker, and a wood-lined barrel ceiling. A walk-in wine room located just off the dining room provides dedicated storage and convenient access when entertaining. Accordion-folding doors open the main living area to an expansive covered patio with retractable screens, a vaulted wood ceiling, and space for both dining and lounging. Just beyond, the heated saltwater pool is surrounded by mature landscaping and ample deck space, while the shed provides convenient storage and the large fenced lawn adds even more room to enjoy the outdoors. The expansive primary suite includes a tray ceiling, two generous walk-in closets, dual vanities, and an oversized walk-in shower. Two spacious guest bedrooms, a full bath, a laundry room with a utility sink and cabinetry, and an attached two-car garage complete the main level. The finished lower level extends the living area with a kitchenette, fitness room, and several versatile spaces for offices, hobbies, or overnight guests. Lakewood's central location offers convenient access to nearby restaurants, hospitals, the University of Kentucky, and downtown Lexington.

1436 Lakewood Dr, Lexington

$1,750,000

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 dining room detailed with lavish woodwork, while a cozy, wood-paneled library/office rests to the right. Directly ahead, the expansive living room serves as the heart of the home, showcasing built-in shelving, a warm fireplace, and dramatic two-story views, and leads to an inviting Sunroom. Designed for everyday living and entertaining, the open-concept kitchen features light cherry cabinetry, quartzite countertops, and newly updated sink fixtures. The main-level primary suite offers a private retreat, complete with a spa-like bath featuring heated floors and a tiled walk-in shower. Upstairs, you'll find a second primary suite, two additional bedrooms with a full bath, and a dedicated cedar closet. The fully finished basement adds exceptional living space, featuring a recreation room with a wet bar, a cozy TV area with a fireplace, two additional bedrooms, and a full bath. This home has been meticulously maintained with significant recent capital improvements, including three new Amana HVAC systems and two new 75-gallon water heaters added in 2026. A Vantage custom lighting system featuring two motorized chandeliers was installed in 2025, alongside additional high-end systems like a natural gas generator, an Aqua Chill purified water system, and an automated irrigation system. The outdoor space is a private paradise designed for relaxed luxury. Enjoy an inviting in-ground heated pool—complete with a fresh liner and new pump—and a poolside pavilion equipped with cable TV access. The expansive patio is built for outdoor entertaining, boasting a chef's kitchen outfitted with premium Fire Magic appliances. A side-entry three-car garage rounds out this exceptionally livable, turnkey estate.

6 Beds ⋅ 7 Baths ⋅ 26020527 MLS

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 dining room detailed with lavish woodwork, while a cozy, wood-paneled library/office rests to the right. Directly ahead, the expansive living room serves as the heart of the home, showcasing built-in shelving, a warm fireplace, and dramatic two-story views, and leads to an inviting Sunroom. Designed for everyday living and entertaining, the open-concept kitchen features light cherry cabinetry, quartzite countertops, and newly updated sink fixtures. The main-level primary suite offers a private retreat, complete with a spa-like bath featuring heated floors and a tiled walk-in shower. Upstairs, you'll find a second primary suite, two additional bedrooms with a full bath, and a dedicated cedar closet. The fully finished basement adds exceptional living space, featuring a recreation room with a wet bar, a cozy TV area with a fireplace, two additional bedrooms, and a full bath. This home has been meticulously maintained with significant recent capital improvements, including three new Amana HVAC systems and two new 75-gallon water heaters added in 2026. A Vantage custom lighting system featuring two motorized chandeliers was installed in 2025, alongside additional high-end systems like a natural gas generator, an Aqua Chill purified water system, and an automated irrigation system. The outdoor space is a private paradise designed for relaxed luxury. Enjoy an inviting in-ground heated pool—complete with a fresh liner and new pump—and a poolside pavilion equipped with cable TV access. The expansive patio is built for outdoor entertaining, boasting a chef's kitchen outfitted with premium Fire Magic appliances. A side-entry three-car garage rounds out this exceptionally livable, turnkey estate.

1700 Sahalee Dr, Lexington

$1,650,000

Tucked away on a quiet cul-de-sac in Lakeview Estates, this beautifully updated home offers over 6,000 square feet of living space on more than half an acre. The home features four bedrooms, six bathrooms, and a dramatic two-story family room anchored by a stone fireplace. The first-floor primary suite provides everyday privacy and convenience, while the finished walk-out lower level offers a bar, movie theater, fireplace, game space, and fitness area. Outdoors, you will find multiple living spaces, including a screened porch and an expansive five-car garage. Imagine hosting weekend gatherings on the screened porch, unwinding in your private lower-level theater, or taking advantage of the home's close proximity to Lexington's finest dining and local parks.

4 Beds ⋅ 6 Baths ⋅ 26024666 MLS

Tucked away on a quiet cul-de-sac in Lakeview Estates, this beautifully updated home offers over 6,000 square feet of living space on more than half an acre. The home features four bedrooms, six bathrooms, and a dramatic two-story family room anchored by a stone fireplace. The first-floor primary suite provides everyday privacy and convenience, while the finished walk-out lower level offers a bar, movie theater, fireplace, game space, and fitness area. Outdoors, you will find multiple living spaces, including a screened porch and an expansive five-car garage. Imagine hosting weekend gatherings on the screened porch, unwinding in your private lower-level theater, or taking advantage of the home's close proximity to Lexington's finest dining and local parks.

2051 Von List Ct, Lexington

$1,650,000

The prestigious Kelley Farm is an iconic piece of the local rural community located off Old Richmond Rd. Offered for the first time in decades, this 140-acre property has a deep history in Agritourism especially it's annual Autumn corn maze which became a Fall tradition for local schools and families. Nestled among the world-renowned paddocks of Juddmonte, Overbrook and Champagne Run, the Kelley Farm is 140 acres of pure Bluegrass magic. The estate features a stately circa 1820 residence waiting for its next chapter. Rolling hills give way to an expansive 5 acre stocked lake rarely found on tracts this size. Complete with a functional barn and prime Bluegrass soils, the property provides a blank canvas for equestrian development or working farm. This magnificent acreage is protected in perpetuity by a PDR easement, legally guaranteeing that your stunning panoramic views will never be interrupted. Do not miss this opportunity to own the land, the legacy and the lifestyle that defines Central Kentucky.

3 Beds ⋅ 2 Baths ⋅ 26016982 MLS

The prestigious Kelley Farm is an iconic piece of the local rural community located off Old Richmond Rd. Offered for the first time in decades, this 140-acre property has a deep history in Agritourism especially it's annual Autumn corn maze which became a Fall tradition for local schools and families. Nestled among the world-renowned paddocks of Juddmonte, Overbrook and Champagne Run, the Kelley Farm is 140 acres of pure Bluegrass magic. The estate features a stately circa 1820 residence waiting for its next chapter. Rolling hills give way to an expansive 5 acre stocked lake rarely found on tracts this size. Complete with a functional barn and prime Bluegrass soils, the property provides a blank canvas for equestrian development or working farm. This magnificent acreage is protected in perpetuity by a PDR easement, legally guaranteeing that your stunning panoramic views will never be interrupted. Do not miss this opportunity to own the land, the legacy and the lifestyle that defines Central Kentucky.

6481 Old Richmond Rd, Lexington

$1,650,000

The prestigious Kelley Farm is an iconic piece of the local rural community located off Old Richmond Rd. Offered for the first time in decades, this 140-acre property has a deep history in Agritourism especially it's annual Autumn corn maze which became a Fall tradition for local schools and families. Nestled among the world-renowned paddocks of Juddmonte, Overbrook and Champagne Run, the Kelley Farm is 140 acres of pure Bluegrass magic. The estate features a stately circa 1820 residence waiting for its next chapter. Rolling hills give way to an expansive 5 acre stocked lake rarely found on tracts this size. Complete with a functional barn and prime Bluegrass soils, the property provides a blank canvas for equestrian development or working farm. This magnificent acreage is protected in perpetuity by a PDR easement, legally guaranteeing that your stunning panoramic views will never be interrupted. Do not miss this opportunity to own the land, the legacy and the lifestyle that defines Central Kentucky.

3 Beds ⋅ 2 Baths ⋅ 26016965 MLS

The prestigious Kelley Farm is an iconic piece of the local rural community located off Old Richmond Rd. Offered for the first time in decades, this 140-acre property has a deep history in Agritourism especially it's annual Autumn corn maze which became a Fall tradition for local schools and families. Nestled among the world-renowned paddocks of Juddmonte, Overbrook and Champagne Run, the Kelley Farm is 140 acres of pure Bluegrass magic. The estate features a stately circa 1820 residence waiting for its next chapter. Rolling hills give way to an expansive 5 acre stocked lake rarely found on tracts this size. Complete with a functional barn and prime Bluegrass soils, the property provides a blank canvas for equestrian development or working farm. This magnificent acreage is protected in perpetuity by a PDR easement, legally guaranteeing that your stunning panoramic views will never be interrupted. Do not miss this opportunity to own the land, the legacy and the lifestyle that defines Central Kentucky.

6481 Old Richmond Rd, Lexington

$1,649,000

Location, Location, Location. Nestled in the highly sought-after Fairway Neighborhood, this exquisite Dutch colonial offers 4110 finished square feet of elegant living space and showcases perfection in the finest details. Completely renovated from top to bottom, everything has been thoughtfully reimagined and upgraded to create a home that blends timeless character with modern luxury. This stunning residence features 4 spacious bedrooms and 3.5 beautifully appointed baths. The spectacular master suite addition serves as a private, retreat, complete with a spa-like bath featuring heated travertine floors, marble vanities, a soaking tub, and separate his and hers walk-in closets. Designed for both everyday living and entertaining, the gourmet kitchen boasts custom cabinetry, quartzite countertops, and double dishwashers. Throughout the home, custom built-ins enhance the living room, family room, bedrooms, and the basement providing both beauty and functionality. Additional highlights include a partially finished basement, detached garage and a gated rear yard offering privacy and security . Outside, professionally landscaped grounds create a setting of absolute perfection and exceptional curb appeal. This remarkable home is a rare opportunity to own a meticulously renovated Dutch colonial in one of the areas most desirable and prestigious addresses in Lexington. Luxury, craftsmanship, and location come together beautifully in this one of a kind property.

4 Beds ⋅ 4 Baths ⋅ 26013812 MLS

Location, Location, Location. Nestled in the highly sought-after Fairway Neighborhood, this exquisite Dutch colonial offers 4110 finished square feet of elegant living space and showcases perfection in the finest details. Completely renovated from top to bottom, everything has been thoughtfully reimagined and upgraded to create a home that blends timeless character with modern luxury. This stunning residence features 4 spacious bedrooms and 3.5 beautifully appointed baths. The spectacular master suite addition serves as a private, retreat, complete with a spa-like bath featuring heated travertine floors, marble vanities, a soaking tub, and separate his and hers walk-in closets. Designed for both everyday living and entertaining, the gourmet kitchen boasts custom cabinetry, quartzite countertops, and double dishwashers. Throughout the home, custom built-ins enhance the living room, family room, bedrooms, and the basement providing both beauty and functionality. Additional highlights include a partially finished basement, detached garage and a gated rear yard offering privacy and security . Outside, professionally landscaped grounds create a setting of absolute perfection and exceptional curb appeal. This remarkable home is a rare opportunity to own a meticulously renovated Dutch colonial in one of the areas most desirable and prestigious addresses in Lexington. Luxury, craftsmanship, and location come together beautifully in this one of a kind property.

229 Kingsway Dr, Lexington

$1,450,000

Stunning, impeccably renovated residence in a premier location surrounded by picturesque horse farms and conveniently located just minutes from Downtown Lexington. Thoughtfully renovated with no expense spared by Greystone Builds, this extraordinary property offers an unparalleled combination of sophisticated design, exceptional craftsmanship, and resort-style amenities rarely found in one home. From the moment of arrival, the exceptional curb appeal makes a lasting impression with a welcoming covered front porch featuring custom stonework by McAlister. The beautifully appointed interior showcases exquisite hardwood flooring, custom plantation shutters, designer lighting, and an exceptional attention to detail throughout. The inviting living room features a fireplace framed by custom built-ins, while two spacious guest bedroom suites each offer beautifully appointed private bathrooms. The luxurious primary bedroom suite provides a serene retreat with a spectacular spa-inspired custom bathroom. The impressive family room showcases a vaulted, beamed ceiling and fireplace and opens seamlessly to the state-of-the-art Chef's Kitchen, complete with exceptional finishes and a generous walk-in pantry. A stylish half bath, dedicated laundry room with separate pet station, Dutch door and custom dog wash, plus a convenient rear hallway drop zone provide exceptional functionality. The oversized attached two-car garage completes the main level. Outdoor living is equally impressive, featuring a covered rear porch overlooking fabulous views, beautifully landscaped and fully fenced grounds, and a stunning in-ground fiberglass heated pool with automatic cover—creating an ideal setting for both intimate relaxation and sophisticated entertaining. Additional amenities include an unfinished basement/cellar and expansive attic space offering excellent potential for future living or storage needs. A truly remarkable, one-of-a-kind property that combines refined luxury, thoughtful design, and an extraordinary setting. An exceptional Lexington offering that must be seen to be fully appreciated.

3 Beds ⋅ 4 Baths ⋅ 26025028 MLS

Stunning, impeccably renovated residence in a premier location surrounded by picturesque horse farms and conveniently located just minutes from Downtown Lexington. Thoughtfully renovated with no expense spared by Greystone Builds, this extraordinary property offers an unparalleled combination of sophisticated design, exceptional craftsmanship, and resort-style amenities rarely found in one home. From the moment of arrival, the exceptional curb appeal makes a lasting impression with a welcoming covered front porch featuring custom stonework by McAlister. The beautifully appointed interior showcases exquisite hardwood flooring, custom plantation shutters, designer lighting, and an exceptional attention to detail throughout. The inviting living room features a fireplace framed by custom built-ins, while two spacious guest bedroom suites each offer beautifully appointed private bathrooms. The luxurious primary bedroom suite provides a serene retreat with a spectacular spa-inspired custom bathroom. The impressive family room showcases a vaulted, beamed ceiling and fireplace and opens seamlessly to the state-of-the-art Chef's Kitchen, complete with exceptional finishes and a generous walk-in pantry. A stylish half bath, dedicated laundry room with separate pet station, Dutch door and custom dog wash, plus a convenient rear hallway drop zone provide exceptional functionality. The oversized attached two-car garage completes the main level. Outdoor living is equally impressive, featuring a covered rear porch overlooking fabulous views, beautifully landscaped and fully fenced grounds, and a stunning in-ground fiberglass heated pool with automatic cover—creating an ideal setting for both intimate relaxation and sophisticated entertaining. Additional amenities include an unfinished basement/cellar and expansive attic space offering excellent potential for future living or storage needs. A truly remarkable, one-of-a-kind property that combines refined luxury, thoughtful design, and an extraordinary setting. An exceptional Lexington offering that must be seen to be fully appreciated.

2611 Old Lemons Mill Rd, Lexington

$1,400,000

Tucked into one of Lexington's most walkable blocks, this extraordinary loft-style residence began life as the historic Bluegrass Cigar Flats and was thoughtfully converted to residential use in mid 2000's. The result is a rare blend of urban character and refined design — a soaring open floor plan, original brickwork, reclaimed wood floors throughout, clever hidden doors, and custom built-ins, bookshelves, and storage at every turn. At its heart is a showstopping kitchen: polished concrete countertops, a Wolf gas range, dual dishwashers, Sub-Zero refrigeration, wine cooler, beverage refrigerator, and freezer drawers, anchored by an enormous butler's pantry. Spa-inspired marble baths feature Waterworks fixtures, and a generous family room invites you to gather and unwind. Currently styled as a private speakeasy for the seller's personal use, the home is ready to return to full-time residential living with purely cosmetic updates — a blank canvas with serious soul. Walk to the University of Kentucky, downtown restaurants, and shops, and enjoy a location that's convenient to absolutely everything. Loft living with this much history, craftsmanship, and location simply doesn't come along often. This one's a must-see.

3 Beds ⋅ 2 Baths ⋅ 26014172 MLS

Tucked into one of Lexington's most walkable blocks, this extraordinary loft-style residence began life as the historic Bluegrass Cigar Flats and was thoughtfully converted to residential use in mid 2000's. The result is a rare blend of urban character and refined design — a soaring open floor plan, original brickwork, reclaimed wood floors throughout, clever hidden doors, and custom built-ins, bookshelves, and storage at every turn. At its heart is a showstopping kitchen: polished concrete countertops, a Wolf gas range, dual dishwashers, Sub-Zero refrigeration, wine cooler, beverage refrigerator, and freezer drawers, anchored by an enormous butler's pantry. Spa-inspired marble baths feature Waterworks fixtures, and a generous family room invites you to gather and unwind. Currently styled as a private speakeasy for the seller's personal use, the home is ready to return to full-time residential living with purely cosmetic updates — a blank canvas with serious soul. Walk to the University of Kentucky, downtown restaurants, and shops, and enjoy a location that's convenient to absolutely everything. Loft living with this much history, craftsmanship, and location simply doesn't come along often. This one's a must-see.

415 S, Lexington

$1,395,000

Location and lifestyle meet at 417 Queensway Drive! Nestled in the Fairway Neighborhood, this gorgeous home offers the ultimate neighborhood experience with unmatched modern amenities. This stunner boasts 4 bedrooms (possible 5th), 3 1/2 baths, and over 4,000 sq. ft., this fully modernized 1951 home features hardwood floors, an open-concept kitchen, and two optional primary suites with one on the first floor. Enjoy updates including an oversized detached 2-car garage (climate controlled), covered patio with fireplace, and a basement with large family room. A perfect blend of mid-century character and high-end modern convenience! Listing Agent is related to Seller.

4 Beds ⋅ 4 Baths ⋅ 26023507 MLS

Location and lifestyle meet at 417 Queensway Drive! Nestled in the Fairway Neighborhood, this gorgeous home offers the ultimate neighborhood experience with unmatched modern amenities. This stunner boasts 4 bedrooms (possible 5th), 3 1/2 baths, and over 4,000 sq. ft., this fully modernized 1951 home features hardwood floors, an open-concept kitchen, and two optional primary suites with one on the first floor. Enjoy updates including an oversized detached 2-car garage (climate controlled), covered patio with fireplace, and a basement with large family room. A perfect blend of mid-century character and high-end modern convenience! Listing Agent is related to Seller.

417 Queensway Dr, Lexington

$1,365,000

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 countertops. The first-floor primary suite includes a cozy hearth room with a fireplace and access to a charming screened porch, an updated bath with laundry area, and large closets. Upstairs, you'll find two spacious bedrooms, each with stylishly renovated full baths, and a large storage room for convenience. The lower level is an entertainer's dream, ideal for game nights with a half bath and additional storage. Enjoy energy efficiency and natural light with newly installed windows throughout. The attached two-car garage offers more storage, and the heated driveway adds year-round convenience. Ideally located with easy access to the University of KY, downtown Lexington, and local shopping and restaurants in Chevy Chase. Don't miss out on this incredible opportunity!

3 Beds ⋅ 5 Baths ⋅ 26005188 MLS

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 countertops. The first-floor primary suite includes a cozy hearth room with a fireplace and access to a charming screened porch, an updated bath with laundry area, and large closets. Upstairs, you'll find two spacious bedrooms, each with stylishly renovated full baths, and a large storage room for convenience. The lower level is an entertainer's dream, ideal for game nights with a half bath and additional storage. Enjoy energy efficiency and natural light with newly installed windows throughout. The attached two-car garage offers more storage, and the heated driveway adds year-round convenience. Ideally located with easy access to the University of KY, downtown Lexington, and local shopping and restaurants in Chevy Chase. Don't miss out on this incredible opportunity!

221 Holiday Rd, Lexington

$1,240,000

211 McDowell Road is classic Ashland Park - an inviting 1920s Craftsman with the character and gracious proportions that make this neighborhood so special. Restored by Andover Construction prior to the current owners' purchase and gently lived in as a 2nd residence since, the home features the original staircase and beautiful hardwood floors, multiple fireplaces, generous living and dining spaces, four bedrooms and a third-floor bonus room. The covered front porch feels right at home on McDowell Road, while the newly redone Trex deck extends the living space to the fenced backyard, along with a detached two-car garage. Other recent improvements include a tankless water heater, sump pump, irrigation system and new back doors. All just minutes from Chevy Chase, downtown Lexington, and the University of Kentucky.

4 Beds ⋅ 3 Baths ⋅ 26023548 MLS

211 McDowell Road is classic Ashland Park - an inviting 1920s Craftsman with the character and gracious proportions that make this neighborhood so special. Restored by Andover Construction prior to the current owners' purchase and gently lived in as a 2nd residence since, the home features the original staircase and beautiful hardwood floors, multiple fireplaces, generous living and dining spaces, four bedrooms and a third-floor bonus room. The covered front porch feels right at home on McDowell Road, while the newly redone Trex deck extends the living space to the fenced backyard, along with a detached two-car garage. Other recent improvements include a tankless water heater, sump pump, irrigation system and new back doors. All just minutes from Chevy Chase, downtown Lexington, and the University of Kentucky.

211 Mcdowell Rd, Lexington

$1,199,000

Refined living matches effortless convenience at The Silks Club, an exceptional 55+ gated community in Lexington, KY. This beautifully appointed three-level townhome is offered fully furnished with designer-quality pieces, providing a completely turnkey experience. High ceilings and wide-plank wood floors set the tone throughout the home. The main level's open living area is anchored by a striking floor-to-ceiling statement fireplace. The kitchen makes a bold impression with a massive waterfall-edge island and a full suite of premium Signature Kitchen Suite appliances. Offering the ultimate convenience of single-floor living, the main level also features the first of two luxurious primary suites. Ascend to the second floor to find the ultimate executive work-from-home experience in a glass-framed office complete with an adjacent wet bar. This level hosts a grand second primary suite, a luxurious retreat boasting a standout walk-in closet with premium custom built-ins and integrated laundry. Its spa-caliber bath is a showstopper, featuring a gorgeous floating double vanity, modern brass fixtures, and a dedicated wet room housing the separate shower and soaking tub. Descend the sleek metal and wood staircase to discover a lower level that serves as the ultimate entertainment lounge. This expansive space features a custom VIP-style wet bar with glass shelving, dark cabinetry, and an integrated beverage fridge. The open floor plan effortlessly accommodates a billiards area and a game table, all centered around a second stunning stacked-stone fireplace with a modern linear firebox and natural wood mantle. Just off the lounge is the home's dedicated gym, a private sauna and bathroom. Step outside to a private deck to unwind around a cozy fire pit table and mounted outdoor TV. A built-in gas grill with beverage refrigerator completes the outdoor experience. Adding to the effortless lifestyle is a two-car attached private garage. Located just minutes from Keeneland, Bluegrass Airport, and major corridors, this is lock-and-leave luxury at its absolute finest.

2 Beds ⋅ 4 Baths ⋅ 26009691 MLS

Refined living matches effortless convenience at The Silks Club, an exceptional 55+ gated community in Lexington, KY. This beautifully appointed three-level townhome is offered fully furnished with designer-quality pieces, providing a completely turnkey experience. High ceilings and wide-plank wood floors set the tone throughout the home. The main level's open living area is anchored by a striking floor-to-ceiling statement fireplace. The kitchen makes a bold impression with a massive waterfall-edge island and a full suite of premium Signature Kitchen Suite appliances. Offering the ultimate convenience of single-floor living, the main level also features the first of two luxurious primary suites. Ascend to the second floor to find the ultimate executive work-from-home experience in a glass-framed office complete with an adjacent wet bar. This level hosts a grand second primary suite, a luxurious retreat boasting a standout walk-in closet with premium custom built-ins and integrated laundry. Its spa-caliber bath is a showstopper, featuring a gorgeous floating double vanity, modern brass fixtures, and a dedicated wet room housing the separate shower and soaking tub. Descend the sleek metal and wood staircase to discover a lower level that serves as the ultimate entertainment lounge. This expansive space features a custom VIP-style wet bar with glass shelving, dark cabinetry, and an integrated beverage fridge. The open floor plan effortlessly accommodates a billiards area and a game table, all centered around a second stunning stacked-stone fireplace with a modern linear firebox and natural wood mantle. Just off the lounge is the home's dedicated gym, a private sauna and bathroom. Step outside to a private deck to unwind around a cozy fire pit table and mounted outdoor TV. A built-in gas grill with beverage refrigerator completes the outdoor experience. Adding to the effortless lifestyle is a two-car attached private garage. Located just minutes from Keeneland, Bluegrass Airport, and major corridors, this is lock-and-leave luxury at its absolute finest.

1518 Winners Cir, Lexington

$1,189,000

An incredible opportunity to own this captivating estate offering exceptional features, privacy, and breathtaking surroundings. As you enter through the gated driveway, you're immediately immersed in the resort-like ambiance of this remarkable property. The residence welcomes you with a spacious covered front porch and an inviting foyer that opens into a stunning Great Room, highlighted by soaring volume ceilings, abundant natural light, and seamless access to the expansive rear deck—perfect for entertaining or relaxing while taking in the views. The thoughtfully designed main level includes a luxurious primary suite featuring a spa-like bath, walk-in closet, and adjoining bonus room. The chef's kitchen is equally impressive, outfitted with high-end stainless appliances, a large island with Boos Block countertop, and a generous walk-in pantry/utility room. Upstairs, you'll find two guest bedrooms, each with private balconies, along with a full bath. The walkout lower level expands the living space with an additional guest bedroom and full bath, a cozy den, custom wet bar, bonus area, and access to the attached two-car garage. Complementing the home is a matching detached oversized three-car garage and second-level storage, providing ample space for vehicles, hobbies, or workshop needs. The professionally landscaped grounds are equally impressive, featuring custom stone walkways and steps, two screened porches, a covered pergola, fire pit area, and fenced yard—all designed to enhance the outdoor living experience. Situated on 10+ acres with breathtaking Kentucky River views near Raven Run Sanctuary, this property offers a rare blend of seclusion and convenience—just 15 minutes to Man O' War Boulevard and I-75. A truly exceptional offering—don't miss this rare opportunity.

4 Beds ⋅ 4 Baths ⋅ 26009669 MLS

An incredible opportunity to own this captivating estate offering exceptional features, privacy, and breathtaking surroundings. As you enter through the gated driveway, you're immediately immersed in the resort-like ambiance of this remarkable property. The residence welcomes you with a spacious covered front porch and an inviting foyer that opens into a stunning Great Room, highlighted by soaring volume ceilings, abundant natural light, and seamless access to the expansive rear deck—perfect for entertaining or relaxing while taking in the views. The thoughtfully designed main level includes a luxurious primary suite featuring a spa-like bath, walk-in closet, and adjoining bonus room. The chef's kitchen is equally impressive, outfitted with high-end stainless appliances, a large island with Boos Block countertop, and a generous walk-in pantry/utility room. Upstairs, you'll find two guest bedrooms, each with private balconies, along with a full bath. The walkout lower level expands the living space with an additional guest bedroom and full bath, a cozy den, custom wet bar, bonus area, and access to the attached two-car garage. Complementing the home is a matching detached oversized three-car garage and second-level storage, providing ample space for vehicles, hobbies, or workshop needs. The professionally landscaped grounds are equally impressive, featuring custom stone walkways and steps, two screened porches, a covered pergola, fire pit area, and fenced yard—all designed to enhance the outdoor living experience. Situated on 10+ acres with breathtaking Kentucky River views near Raven Run Sanctuary, this property offers a rare blend of seclusion and convenience—just 15 minutes to Man O' War Boulevard and I-75. A truly exceptional offering—don't miss this rare opportunity.

4156 Kentucky River Pkwy, Lexington

$1,174,000

Where classic Chevy Chase charm and sophisticated elegance meet! Welcome to 325 Cassidy Avenue in the heart of Lexington. Nestled in a longstanding favorite neighborhood, this prime location offers unparalleled convenience within New Circle Rd, moments from downtown Lexington, the University of Kentucky, Arboretum and many local favorite restaurant & shopping destinations. Elegantly appointed with timeless finishes, this home had a renovation completed in 2024 with stunning details and thoughtful functionality. 4 Bedrooms and 3 full baths, gourmet kitchen, covered porch with copper roof, new 2 car garage with automatic gate, new concrete driveway and unfinished basement. Every inch of this home reflects meticulous planning and design. As if designed for the pages of Architectural Digest, this beautiful home must be seen to truly appreciate the thoughtful design. Come discover the exceptional details and soothing, neutral color palette. The breathtaking chef's kitchen with Viking gas range and Fisher &Paykel appliances including an integrated refrigerator and custom stainless-steel hood. This kitchen is an extraordinary space that comes together with a symphony of granite and marble countertops and backsplash, custom inset cabinets with fluted glass panels and solid brass hardware and stunning limestone flooring. Take note of the custom millwork, along with stained "select" red oak throughout, along with gorgeous tile in the 3 full baths. The living room provides a fully functional woodburing fireplace (rebuilt by Barnhill) that flows into the open dining area providing for entertaining needs or the ease of everyday living. With 3 additional bedrooms with custom closets, this floorplan provides ample living space and unlimited flexibility ideal for hobbies, fitness, or creative pursuits. The primary suite is a retreat with walk-in closet adorned with leather tile flooring and spa-like bathroom featuring large double bowl vanity, heated tile floors, full tile surround glass shower and a generous bank of cabinetry. The skylights added during this renovation provide lovely natural light. Relaxing under the covered porch with copper standing seem roof, TimberTech decking, and patio created with compacted granite, with privacy wood fence framed by lush landscaping served by automatic irrigation create a private sanctuary. The laundry room is appointed with additional cabinetry, folding area & GE Washer and dryer that conveys. No details were overlooked in this home - copper gutters and downspouts, new roof, windows, zoned HVAC, complete electrical plan, luxurious light fixtures, gas tankless water heater and plumbing systems - all while keeping with careful restoration of historic features. This truly exceptional home reflects smart design, luxury, and astonishing details throughout. A must-see for the most discerning buyer!

4 Beds ⋅ 3 Baths ⋅ 26010371 MLS

Where classic Chevy Chase charm and sophisticated elegance meet! Welcome to 325 Cassidy Avenue in the heart of Lexington. Nestled in a longstanding favorite neighborhood, this prime location offers unparalleled convenience within New Circle Rd, moments from downtown Lexington, the University of Kentucky, Arboretum and many local favorite restaurant & shopping destinations. Elegantly appointed with timeless finishes, this home had a renovation completed in 2024 with stunning details and thoughtful functionality. 4 Bedrooms and 3 full baths, gourmet kitchen, covered porch with copper roof, new 2 car garage with automatic gate, new concrete driveway and unfinished basement. Every inch of this home reflects meticulous planning and design. As if designed for the pages of Architectural Digest, this beautiful home must be seen to truly appreciate the thoughtful design. Come discover the exceptional details and soothing, neutral color palette. The breathtaking chef's kitchen with Viking gas range and Fisher &Paykel appliances including an integrated refrigerator and custom stainless-steel hood. This kitchen is an extraordinary space that comes together with a symphony of granite and marble countertops and backsplash, custom inset cabinets with fluted glass panels and solid brass hardware and stunning limestone flooring. Take note of the custom millwork, along with stained "select" red oak throughout, along with gorgeous tile in the 3 full baths. The living room provides a fully functional woodburing fireplace (rebuilt by Barnhill) that flows into the open dining area providing for entertaining needs or the ease of everyday living. With 3 additional bedrooms with custom closets, this floorplan provides ample living space and unlimited flexibility ideal for hobbies, fitness, or creative pursuits. The primary suite is a retreat with walk-in closet adorned with leather tile flooring and spa-like bathroom featuring large double bowl vanity, heated tile floors, full tile surround glass shower and a generous bank of cabinetry. The skylights added during this renovation provide lovely natural light. Relaxing under the covered porch with copper standing seem roof, TimberTech decking, and patio created with compacted granite, with privacy wood fence framed by lush landscaping served by automatic irrigation create a private sanctuary. The laundry room is appointed with additional cabinetry, folding area & GE Washer and dryer that conveys. No details were overlooked in this home - copper gutters and downspouts, new roof, windows, zoned HVAC, complete electrical plan, luxurious light fixtures, gas tankless water heater and plumbing systems - all while keeping with careful restoration of historic features. This truly exceptional home reflects smart design, luxury, and astonishing details throughout. A must-see for the most discerning buyer!

325 Cassidy Ave, Lexington

$1,165,000

Experience refined modern living in the heart of Chevy Chase! This thoughtfully designed home blends timeless style with contemporary comfort, offering 4 bedrooms and 3.5 bathrooms. Built in 2023, this spacious, open-concept main level features a living room with a fireplace, a dining area, a family room, as well as a sophisticated kitchen with luxury appliances, creating an inviting centerpiece for everyday living and entertaining. Upstairs, the primary suite connects to a private, spa-like bathroom with a large soaking tub and glass shower, and a generously sized walk-in closet. A conveniently located laundry room is just off the primary suite, along with two additional bedrooms and another full bathroom. The finished basement expands the living space with a comfortable, speakeasy style, TV room and built-in wet bar, along with a bedroom and full bathroom—perfect for guests, family, or a quiet retreat. A dedicated room for a gym or exercise equipment provides additional flexible space and privacy. Enjoy seamless indoor-outdoor living from the covered back porch. The oversized two-car garage features an epoxy floor, built-in organization, and an EV charger. The covered portico provides additional sheltered parking for two cars. An automated gate and convenient side entrance add to the home's functionality. This is your chance to own a rare combination of luxury, style, and thoughtful design in one of Lexington's most desirable neighborhoods!

4 Beds ⋅ 4 Baths ⋅ 26023948 MLS

Experience refined modern living in the heart of Chevy Chase! This thoughtfully designed home blends timeless style with contemporary comfort, offering 4 bedrooms and 3.5 bathrooms. Built in 2023, this spacious, open-concept main level features a living room with a fireplace, a dining area, a family room, as well as a sophisticated kitchen with luxury appliances, creating an inviting centerpiece for everyday living and entertaining. Upstairs, the primary suite connects to a private, spa-like bathroom with a large soaking tub and glass shower, and a generously sized walk-in closet. A conveniently located laundry room is just off the primary suite, along with two additional bedrooms and another full bathroom. The finished basement expands the living space with a comfortable, speakeasy style, TV room and built-in wet bar, along with a bedroom and full bathroom—perfect for guests, family, or a quiet retreat. A dedicated room for a gym or exercise equipment provides additional flexible space and privacy. Enjoy seamless indoor-outdoor living from the covered back porch. The oversized two-car garage features an epoxy floor, built-in organization, and an EV charger. The covered portico provides additional sheltered parking for two cars. An automated gate and convenient side entrance add to the home's functionality. This is your chance to own a rare combination of luxury, style, and thoughtful design in one of Lexington's most desirable neighborhoods!

418 Chinoe Rd, Lexington

$1,150,000

Welcome to Tuscany—where luxury, space, and convenience come together in one exceptional home! Built just seven years ago, and looks like NEW. This home is on , one of the largest lots in Tuscany, on a corner, and is flanked in the rear by the historic hand-built stone fence. This beautifully designed ranch on a finished basement offers over-the-top living with 5 bedrooms, 4 full baths, and a versatile bonus suite that adapts to every stage of life. The heart of the home is the stunning chef's kitchen, featuring an oversized island with generous prep space and bar seating, elegant pendant lighting, under-cabinet lighting, and even a pot filler! Large thoughtfully designed butler's pantry complete with additional cabinetry, open shelving, and a wine refrigerator—perfect for keeping everyday appliances and cooking essentials organized and within reach. The open floor plan is enhanced by coffered ceilings, beautiful finishes, and an abundance of natural light, especially in the family room with a window wall of 4 gigantic window/transom combinations. The luxurious primary suite is a private retreat with a spa-inspired soaking tub, oversized tile shower, and an impressive custom walk-in closet system. Downstairs, the finished basement is designed for entertaining and making memories. Gather around the wet bar, host game nights, or settle into the dedicated movie room—a space so inviting your family may never want to leave home. Need additional flexibility? The finished second-floor bonus room with a private en-suite bath is ideal for teenagers, college students, guests, a home office, hobby room, or multi-generational living. Situated on one of the largest lots in Tuscany, this property enjoys the added privacy of greenspace behind the backyard, creating a peaceful setting rarely found in neighborhood living. Conveniently located just minutes from the Whitaker Family YMCA, Hamburg Pavilion's shopping and restaurants, Interstate access, and only 10 minutes to downtown Lexington, you'll enjoy the perfect balance of tranquility and convenience. This is more than a house—it's a home designed for gathering, entertaining, and growing into every season of life.

5 Beds ⋅ 4 Baths ⋅ 26021755 MLS

Welcome to Tuscany—where luxury, space, and convenience come together in one exceptional home! Built just seven years ago, and looks like NEW. This home is on , one of the largest lots in Tuscany, on a corner, and is flanked in the rear by the historic hand-built stone fence. This beautifully designed ranch on a finished basement offers over-the-top living with 5 bedrooms, 4 full baths, and a versatile bonus suite that adapts to every stage of life. The heart of the home is the stunning chef's kitchen, featuring an oversized island with generous prep space and bar seating, elegant pendant lighting, under-cabinet lighting, and even a pot filler! Large thoughtfully designed butler's pantry complete with additional cabinetry, open shelving, and a wine refrigerator—perfect for keeping everyday appliances and cooking essentials organized and within reach. The open floor plan is enhanced by coffered ceilings, beautiful finishes, and an abundance of natural light, especially in the family room with a window wall of 4 gigantic window/transom combinations. The luxurious primary suite is a private retreat with a spa-inspired soaking tub, oversized tile shower, and an impressive custom walk-in closet system. Downstairs, the finished basement is designed for entertaining and making memories. Gather around the wet bar, host game nights, or settle into the dedicated movie room—a space so inviting your family may never want to leave home. Need additional flexibility? The finished second-floor bonus room with a private en-suite bath is ideal for teenagers, college students, guests, a home office, hobby room, or multi-generational living. Situated on one of the largest lots in Tuscany, this property enjoys the added privacy of greenspace behind the backyard, creating a peaceful setting rarely found in neighborhood living. Conveniently located just minutes from the Whitaker Family YMCA, Hamburg Pavilion's shopping and restaurants, Interstate access, and only 10 minutes to downtown Lexington, you'll enjoy the perfect balance of tranquility and convenience. This is more than a house—it's a home designed for gathering, entertaining, and growing into every season of life.

2369 Cosimo Way, Lexington

$1,100,000

Offered for the first time in nearly 40 years, this one-owner residence is situated in Lexington's cherished McMeekin Place. The home's classical floor plan design offers formal living and dining rooms alongside a gracious central foyer. Rich woodworking & cabinetry is detailed in the den, complemented by a fireplace and wet bar. The welcoming kitchen (with walk-in pantry) opens to a breakfast room and sunroom overlooking the rear and side lawns. Upstairs, an elegant primary suite has a full bath en suite with a separate dressing room and walk-in closet. Three additional bedrooms enjoy extensive closet space and leafy views of the neighborhood. Lower level finished space, complete with an additional full bath and fireplace, is ideal for recreation or guests. A first-floor laundry room and rear-facing, two-car attached garage provide thoughtful utility. With a remarkably central location and desirable 40502 address, the home is convenient to the University of Kentucky, Chevy Chase, Ecton Park, and the Romany Road and Lansdowne commercial districts.

4 Beds ⋅ 4 Baths ⋅ 26024645 MLS

Offered for the first time in nearly 40 years, this one-owner residence is situated in Lexington's cherished McMeekin Place. The home's classical floor plan design offers formal living and dining rooms alongside a gracious central foyer. Rich woodworking & cabinetry is detailed in the den, complemented by a fireplace and wet bar. The welcoming kitchen (with walk-in pantry) opens to a breakfast room and sunroom overlooking the rear and side lawns. Upstairs, an elegant primary suite has a full bath en suite with a separate dressing room and walk-in closet. Three additional bedrooms enjoy extensive closet space and leafy views of the neighborhood. Lower level finished space, complete with an additional full bath and fireplace, is ideal for recreation or guests. A first-floor laundry room and rear-facing, two-car attached garage provide thoughtful utility. With a remarkably central location and desirable 40502 address, the home is convenient to the University of Kentucky, Chevy Chase, Ecton Park, and the Romany Road and Lansdowne commercial districts.

886 Mcmeekin Pl, Lexington