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10053 Shelbyville Rd, Simpsonville
$14,000,000
6 Beds ⋅ 3 Baths ⋅ 1730842 MLS
A landmark Kentucky estate of extraordinary provenance, 10053 Shelbyville Road offers approximately 55 acres along one of the region's most coveted corridors near the Jefferson/Shelby County line. Built in the early 1800s, near the formation of the Commonwealth, the historic main residence is listed on the historic registry and is believed to be among the oldest homes in Kentucky, with the property recognized as one of the state's longest continuously farmed landholdings. The estate features a 5,336 sq, ft, main residence, an approximately 2,000 sq. ft. guest house, and expansive grounds suited for equestrian use, private farming, a family compound, or long-term legacy ownership. Rarely does a property combine this level of history, acreage, location, and future optionality. This is not simply a home - it is a generational Kentucky estate awaiting its next steward.

10053 Shelbyville Rd, Simpsonville

8897 Rockwell Rd, Lexington
$5,500,000
7 Beds ⋅ 6 Baths ⋅ 26011667 MLS
Set on approximately 66 acres in Fayette County, Pelphrey Estate is a private luxury estate offering 9,769 square feet, 7 bedrooms, 6 full baths, extensive renovations, and exceptional versatility just minutes from Lexington. Originally inspired by West Coast Mediterranean architecture, the residence was designed with grand scale, soaring ceilings, detailed millwork, multiple fireplaces, and expansive views of the surrounding countryside. The layout offers a combination of formal and casual living spaces, private suites, office space, guest accommodations, and flexible living options throughout the home. The main level features a formal living room centered around a custom floor-to-ceiling fireplace constructed from coal with gas logs, an extensively renovated chef's kitchen, custom wet bar designed for entertaining, and a spacious den featuring a woodburning Buck Stove. The kitchen is truly the showpiece of the home where no detail was overlooked, featuring custom soft-close cabinetry, Calcutta Gold quartz countertops and full backsplash, oversized waterfall island, Wolf commercial range with double ovens, Sub-Zero side-by-side refrigerator, porcelain farmhouse sink, custom vent hood, premium fixtures, and designer finishes throughout. The main floor also includes two additional bedrooms and another renovated full bath. One of the home's two primary suites is located on the first floor and features a completely remodeled ensuite with double vanities, soaking tub, and custom tile walk-in shower. Upstairs, the show-stopping main primary suite offers an extraordinary amount of space with cedar-lined closets, vanity area, private sitting/flex space with fireplace, and a luxury ensuite featuring a soaking tub, 65-inch television, double vanities, quartz countertops, bidet toilet, and oversized custom tile walk-in shower with double shower heads. The upper level also includes two additional oversized bedrooms with renovated ensuite baths, another bedroom without an ensuite, laundry area, and a flex room ideal for office space or additional living area. Outdoor living spaces were extensively updated with a newly constructed fiberglass pool, stamped concrete entertaining areas, rebuilt stucco privacy walls, renovated pool house, landscaping improvements, upgraded drainage systems, and a custom gas fire pit overlooking the pool area. A 5-car garage offers four traditional garage bays, while the additional bay has been converted into a weight room. A convenient full bath located directly off the garage provides ideal access for pool guests. Additional improvements include five new heat pump systems, updated plumbing and electrical systems, new flooring throughout much of the home, fresh interior and exterior paint, custom iron entry doors, new lighting, insulation, and extensive mechanical updates. The property also includes a 5-stall barn, fenced acreage, a separate 3-bedroom, 2 full bath guest house with additional flex space, and 22 office spaces previously utilized for mortgage and title operations, creating unique opportunities for private estate living, business use, or multi-generational functionality. Formerly home to a 5/8-mile training track where successful racehorses trained, the farm carries a unique connection to Kentucky horse country. Pelphrey Estate offers a rare opportunity to own a renovated luxury estate with acreage, privacy, guest accommodations, extensive infrastructure, and exceptional flexibility in one of Fayette County's most desirable settings, conveniently located near the interstate, Hamburg conveniences, as well as Winchester.

8897 Rockwell Rd, Lexington

5825 Combs Ferry Rd, Winchester
$5,495,000
3 Beds ⋅ 4 Baths ⋅ 26026233 MLS
A rare 136 ± acre Kentucky Estate with a new custom home & equestrian facilities offers privacy, commanding views, and the natural beauty of Kentucky's renowned horse country that truly define this exceptional recreational estate. Offering an extraordinary combination of luxury living, equestrian amenities and recreational opportunities, the property has been thoughtfully designed to provide both functionality and tranquility. The setting is simply spectacular, with Nursery Place Thoroughbreds and Harkness Edwards Winery as immediate neighbors, placing this estate in an impressive equestrian environment just minutes from Fayette County. A winding private drive passes the beautiful stocked ponds, leading to the highest point of the estate where an impressive custom stone residence and equestrian facility command panoramic views. The recently completed 5,800 ± square-foot custom 3 BR 3.5 BA stone manor home combines elegant finishes with a warm aesthetic. Features include rustic boxcar-wood flooring, a custom kitchen with granite center island and countertops, Wolf and Sub-Zero appliances and custom cabinetry. The spectacular great room provides generous space for both living and dining, highlighted by a floor-to-ceiling stone fireplace and an expansive wall of windows framing remarkable views of the surrounding countryside. Both the great room and first-floor primary suite open onto a massive covered deck featuring an outdoor fireplace and hot tub--an exceptional setting for entertaining or simply enjoying the serenity of the property. The private main floor primary suite includes its own fireplace, luxurious en suite bath, large walk-in closet, convenient laundry area, and private office. A beautiful stone entrance foyer leads to a loft overlooking the great room. The walkout lower level features 2 additional spacious bedrooms and an open family room with direct access -through the walkout doors - to the impressive in-ground swimming pool. Adding another dimension to the estate is the remarkable barndominium which includes approx 1,000 sf of living quarters featuring 1 BR and 1.5 BA. The clear-span main building is designed for extraordinary versatility, capable of accommodating multiple aircraft, or 8+ collector cars, RVs, and other recreational vehicles. Impressive hydraulic doors and extra-tall ceilings provide easy access. Inside, rustic barnwood finishes create a warm and inviting atmosphere ideal for entertaining, gatherings, or displaying a collection. A substantial woodshop with additional storage extends along the edge of the building. The lower level incorporates a substantial barn area with 4 horse stalls, tack room, hay storage, and tractor/mower storage, with convenient access to the 10-acre fenced field for horse turnout. Adding to the uniqueness, this estate features an FAA registered private grass airstrip. This is a rare amenity that elevates both the functionality and distinction of the property. Whether envisioned as a private equestrian estate, recreational compound or luxury country residence, or a combination of all three, this property offers a rare level of amenities and versatility in one of Central Kentucky's most desirable settings. A property of this caliber and combination of features is rarely offered - it truly must be seen to be appreciated.

5825 Combs Ferry Rd, Winchester

14462 River Glades Dr, Prospect
$5,395,000
5 Beds ⋅ 8 Baths ⋅ 1726943 MLS
Introducing a residence of exceptional scale, craftsmanship, and architectural presence in Prospect's coveted River Glades neighborhood. Completed in early 2026, 14462 River Glades Drive offers the rare opportunity to own a newly constructed home where every detail—from the proportions of its rooms to the intricacy of its millwork—has been considered and executed at an extraordinary level. More than 7,000 square feet of living space unfolds across the main level alone, creating a home that feels both grand and remarkably livable. Throughout, layered ceiling treatments, extensive custom millwork, substantial woodwork, and carefully selected materials establish a sense of permanence and sophistication rarely achieved in new construction. At the center of the home, the kitchen is equal parts showpiece and gathering place. A pair of oversized islands topped in Taj Mahal quartzite anchor the space, complemented by custom cabinetry and a full suite of Monogram appliances. Designed for both everyday living and large-scale entertaining, the kitchen flows seamlessly into the dramatic great room, where soaring two-story ceilings, bespoke built-ins, and a gas fireplace create an impressive focal point. Beyond the great room, an all-season room wrapped in windows brings the wooded backdrop into view throughout the year. The all seasons room includes a fully vented outdoor kitchen extends the home's entertaining spaces into the landscape and creates an effortless connection between indoors and out. The main-level primary suite offers a distinctly private retreat. Its spa-inspired bath is enveloped in floor-to-ceiling tile and appointed with a steam shower, expansive custom vanities, statement lighting, and refined finishes throughout. A second full guest suite with an en suite bath is also positioned on the main level, alongside a private office, formal dining room, and den—each generously scaled and individually detailed. Outside, the property takes on the atmosphere of a private retreat. A custom pool incorporates both fountain and fire features, accompanied by a hot tub, putting green, and expansive low-maintenance turf lawn. The result is an outdoor environment designed as deliberately as the interiors: polished enough for entertaining, yet comfortable enough for everyday use. The second floor continues the same commitment to scale and craftsmanship with three spacious bedroom suites, each featuring a walk-in closet and private bath with distinctive tilework and custom detailing. Multiple sitting areas are thoughtfully positioned throughout the level, providing guests and family with intimate spaces of their own while maintaining a natural connection to the rest of the home. Below, approximately 500 square feet of finished fitness space is complemented by a substantial unfinished area, offering remarkable flexibility for future customization—whether envisioned as a theater, golf simulator, wine room, additional entertaining space, or a combination thereof. What ultimately distinguishes 14462 River Glades Drive is not any single feature, but the completeness of its execution. Traditional architectural sensibilities are paired with modern scale, exceptional materials, intricate woodwork, and a level of construction quality evident throughout. For the buyer who appreciates the appeal of building new but not the years of planning, selections, and construction required to achieve it, this is a compelling alternative: a newly completed estate of significant scale and quality, ready to be enjoyed from day one.

14462 River Glades Dr, Prospect

14426 River Glades Ln, Prospect
$4,995,000
5 Beds ⋅ 9 Baths ⋅ 1728280 MLS
Set across 2.7 acres in Prospect's coveted River Glades neighborhood, this exceptional estate offers 8,400 finished square feet of timeless architecture, meticulous craftsmanship, and considered design. Designed by architect Dan Grimm and built by Meridian Construction, the residence was conceived with an uncompromising attention to detail—one that reveals itself not through a single statement, but through the cumulative effect of beautifully proportioned rooms, intricate millwork, layered ceiling treatments, custom cabinetry, rich natural materials, and a level of finish that feels increasingly rare. Inside, the home unfolds with an effortless sense of scale. Formal spaces feel refined without being precious, while the more relaxed living areas invite the rhythms of everyday life. Expansive windows draw the landscape inward, filling the interiors with natural light and creating a constant dialogue between the architecture and its surroundings. Throughout, finely executed woodwork, bespoke built-ins, substantial moldings, and thoughtfully selected stone and finishes give each room its own identity while maintaining a cohesive design language from one space to the next. At the heart of the home, the kitchen is designed as much for gathering as it is for cooking. Custom cabinetry and beautifully crafted surfaces are paired with professional-grade appliances and generous workspaces, creating a room equally suited to quiet mornings, family dinners, and evenings spent entertaining. From here, the home transitions naturally into its principal living spaces, where architectural detailing and comfortable proportions create an atmosphere that is sophisticated yet decidedly livable. The first-floor primary suite offers a quieter expression of luxury—a private retreat removed from the home's more social spaces and designed with the sensibility of a boutique hotel. A second bedroom suite on the main level provides equally thoughtful accommodations for guests, while two additional bedrooms upstairs create privacy and flexibility for family and visitors. Beyond the interiors, the property takes on the character of a private country retreat. The 2.7-acre grounds provide a remarkable sense of openness and privacy, with the pool becoming a natural extension of the home during warmer months. Long afternoons transition easily into dinners outdoors, while the sport court introduces a more playful dimension to the landscape. The result is an outdoor environment designed not simply to be viewed, but to be lived in. Adding another layer of versatility is the detached garage, above which sits a completely separate one-bedroom apartment. Ideal for extended stays, visiting family, an au pair, or a private work space, it provides the rare luxury of independent guest accommodations without sacrificing privacy within the main residence. What ultimately distinguishes this property is the completeness of its vision. Grimm's architecture, Meridian Construction's craftsmanship, the scale of the grounds, and the breadth of the lifestyle offering come together with unusual harmony. It is a home created for mornings around the kitchen, summers beside the pool, afternoons on the court, intimate dinners, and rooms filled with family and friends—a residence of exceptional quality that manages to feel both significant and deeply personal.

14426 River Glades Ln, Prospect

6400 Old Heady Rd, Louisville
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 1696824 MLS
This exceptional 287-acre farm presents a once-in-a-lifetime opportunity in Jefferson County. Comprised of three separate parcels, the property combines privacy, natural beauty, and convenience, with the Parklands just minutes away. The gently rolling topography features a blend of open fields and woodlands, offering the perfect setting for quiet country living, recreation, and/or multigenerational use. A large fishing lake plus a second small pond enhances the landscape, creating both beauty and outdoor enjoyment. Improvements include a well-maintained 3-bedroom stone house in good condition, a substantial outbuilding with 7,500 sq. feet, ideal for an event space or multi-use mechanical shop, and a third structure a three-car garage featuring a dramatic, light-filled loft with soaring wood beams, offering excellent potential for conversion into additional living space. With city water available on Old Heady Road, this property is as practical as it is unique. Whether envisioned as a private retreat, family compound, working farm, or recreational estate, this rare acreage offers unlimited possibilities.

6400 Old Heady Rd, Louisville

12330 Enclave Dr, Goshen
$4,895,000
6 Beds ⋅ 7 Baths ⋅ 1728794 MLS
A rare offering where timeless architecture, exceptional craftsmanship, and resort-inspired living converge, this extraordinary estate is privately positioned on nearly 10 acres of breathtaking park-like grounds. Surrounded by mature trees, English garden-inspired landscaping, and sweeping views, the property offers remarkable privacy and an exceptional lifestyle. Spanning approximately 10,500 square feet, the brick and limestone residence was thoughtfully designed for both sophisticated everyday living and grand-scale entertaining. A dramatic black-and-white marble foyer creates an unforgettable first impression, with views extending through the home to the saltwater pool and picturesque grounds beyond. At the heart of the home, the remarkable chef's kitchen features Wolf appliances, Sub-Zero refrigeration, exquisite quartzite surfaces, and a striking book-matched stone feature wall. Custom millwork, hardwood flooring, coffered ceilings, designer details, two private offices, and a sophisticated tavern room further distinguish the main level. The luxurious first-floor primary suite offers dual walk-in closets and a spa-inspired bath with heated floors and steam shower. Upstairs, two spacious en-suite bedrooms and a private lounge provide an ideal retreat for family or guests. The partial walkout lower level is designed for exceptional hospitality, offering expansive entertaining spaces, a large island with additional appliances, fitness center, en-suite guest accommodations, an additional bedroom and bath, bunk room, second laundry, and dedicated wellness space with infrared sauna. Outdoor living is equally impressive, centered around a grand limestone-covered terrace overlooking the saltwater pool with fountains and sun shelf. Additional features include three fireplaces, a four-car garage with premium organization system, comprehensive security, and a whole-house generator. Rarely does a property combine this level of architecture, privacy, luxury amenities, and resort-style living. More than a home, this extraordinary estate is a private retreat designed to be enjoyed for generations.

12330 Enclave Dr, Goshen

14401 River Glades Ln, Prospect
$4,500,000
7 Beds ⋅ 8 Baths ⋅ 1729484 MLS
Completed and ready for occupancy. Introducing an extraordinary opportunity to own a luxury masterpiece in the gated enclave of River Glades. This new construction by Black Label Builders seamlessly combines timeless elegance with modern innovation. Designed with the discerning homeowner in mind, this 7-bedroom estate spans an impressive 8,600 square feet and showcases an unparalleled level of craftsmanship. The grand main floor invites you into a world of sophistication, featuring expansive entertaining spaces, with its open floor layout and spacious kitchen. The primary suite offers a private retreat with spa-inspired finishes, while the thoughtfully designed main floor also includes an office, a prep kitchen, and a conveniently located laundry room. The home's upper level is equally captivating, with three spacious bedrooms, each boasting private en suite bathrooms. Above the attached 3-car garage, a versatile flex suite adds an additional bedroom and full bathroom, perfect for guests or extended family. The basement level elevates leisure with a sprawling family room, a custom bar area, and optional space for a golf simulator or fitness center. For car enthusiasts, the property includes a 3 car attached garage as well as a 3 car detached garage. With high-end finishes throughout and the rare opportunity for personal customization, this stunning property transforms luxury into a lifestyle. Seize the chance to create your dream home in one of the area's most coveted communities.

14401 River Glades Ln, Prospect

000 Cecil Croft Rd, Salem
$4,455,000
3 Beds ⋅ 3 Baths ⋅ 26023308 MLS
Truly rare opportunity in western Kentucky. This farm contains approximately 1,048m/l contiguous acres by deed, spanning Livingston and Crittenden Counties. It's not often you find a property this size with much diversity, accessibility and potential. Approximately 600 acres are wooded , providing substantial marketable timber. Approximately 350 acres of tillable ground, with roughly 140 acres currently being utilized. The topography ranges from approx 420 ft to 640 ft in elevation, creating a mixture of ridges, valleys, timer, fields and natural habitat. The property has multiple access points from quiet county roads, including Cecil Croft Rd, Pleasant Grove Church Rd, and Claud Belt Rd. There are several ple buildings and vacant homes located throughout the property. What makes this property so special is the versatility. You can hunt, farm, run livestock or use it as a recreational retreat.

000 Cecil Croft Rd, Salem

808 Oak Park Blvd, Calvert City
$4,450,000
7 Beds ⋅ 13 Baths ⋅ 26014529 MLS
Nestled on more than 35 acres, this extraordinary English-style estate offers timeless elegance and luxury on a grand scale. With over 18,000 sq. ft. of living space, the residence showcases classic architectural details, soaring ceilings, and expansive entertaining areas.The main home has seven spacious bedrooms including a luxury primary suite with custom closet, and private sitting room. The home's finishes reflect old-world craftsmanship blended with comfort. Formal living and dining rooms are complemented by inviting family spaces, a gourmet kitchen, and a library, all framed by sweeping views of the grounds. The property includes a beautifully designed pool house, perfect for summer entertaining, and a fully equipped workshop for hobbyists or collectors. Expansive lawns, mature landscaping, and wooded acreage create a serene setting, offering both privacy and natural beauty.

808 Oak Park Blvd, Calvert City

11306 Bodley Dr, Louisville
$4,250,000
6 Beds ⋅ 8 Baths ⋅ 1717523 MLS
Introducing 11306 Bodley Drive, a one-of-a-kind Blacketer Built masterpiece that boasts a grand 19,000+ square feet of pristine property with approximately 5 acres with some of the finest features imaginable. Upon arrival, you are greeted with a beautiful circular driveway and porte-cochere. As you step inside you are greeted with a stunning two-story foyer which design sets the tone for the rest of this home; opulent and glamorous with modern touches. Every inch of this home transcends luxury from the lavish marble flooring, accented with chocolate marble to the brilliant architectural details displayed by numerous arches throughout the home's interior, a rare feature among many Louisville homes. The gourmet kitchen is a true chef's dream featuring two warming drawers, Wolf gas and electric cooktops, a Miele dishwasher, and a wine and beverage cooler. There is also a separate banquet kitchen perfect for all of your entertaining needs. A stunning first-floor study offers gleaming hardwood floors, beautiful wainscoting, coffered ceilings, and custom built-in bookcases. This home features not one but two primary suites, one on the first floor and the other primary suite on the second floor, both including a luxurious en-suite bath. The second floor features a spacious theater room as well as three other bedrooms all offering an en-suite bath. Newly installed hardwood floors on the second floor. The spacious lower level with over 5,300 square feet features a place for a wine cellar and also includes the home's third kitchen. The luxurious brands continue throughout with the use of AirBoss® geothermal heating and Nest thermostats to heat and cool the home. The beauty of this home doesn't stop at the interior, it continues to the exterior with expansive balconies overlooking the limestone back patio and 4.85 acres of sprawling greenery and mature trees. Four car garage. This property is truly unlike any other in the Louisville area. Seller to give back $100,000 at closing for Buyer to add a pool.

11306 Bodley Dr, Louisville

1700 Park Shore Rd, La Grange
$4,250,000
8 Beds ⋅ 8 Baths ⋅ 1685040 MLS
This distinctive Bluegrass farm offers 82 acres of emerald green pastures located in the equine centric L'Esprit community in Oldham County. A tree lined drive leads to the impressive centerpiece of Meadowland Farm, a resplendent neoclassical residence with approximately 10840 square feet of elegant living space. Two shimmering ponds flank the main house which was designed with an emphasis on gracious entertaining. The main house includes a one bedroom ''apartment'', ideal for use for live-in help or as a home office which includes a full kitchen, bedroom, sitting room, and full bath. The equestrian compound was originally built by the LaCroix family, the world's premier Arabian breeder, and offers a pristine equine facility with 42 stalls, a huge indoor arena, an outdoor arena, an indoor walker, five paddocks, a large fenced pasture, and an equipment building. The farm adjoins the 25 mile bridal path that runs throughout L'Esprit as well as a boundary in scenic Harrods Creek. The property also includes a 3-bedroom, 2-full bath historic guest house. A prime location, Meadowland is only 35 miles from the Louisville airport, 65 miles from the Bluegrass airport and @70 miles from the Cincinnati airport.

1700 Park Shore Rd, La Grange

411 W Jefferson St Unit Parent property of 37 SF homes, Paducah
$4,226,000
4 Beds ⋅ 2 Baths ⋅ 26017870 MLS
This 37-door residential portfolio of single family homes offers investors a rare opportunity to acquire a well-managed, geographically concentrated, and operationally efficient collection of assets across Paducah, KY. The portfolio combines stable in-place income with significant value-add potential, supported by strong management systems, long-term tenants, and below-market rents. Many properties are clustered within the same streets or blocks, minimizing management complexity and reducing operational costs. Professional Management in Place: Managed through the AppFolio Property Management System, providing comprehensive digital records, and transparent reporting. Each property has its own deed reference.

411 W Jefferson St Unit Parent property of 37 SF homes, Paducah

2090 Mount Washington Rd, Taylorsville
$3,999,000
5 Beds ⋅ 4 Baths ⋅ 1728131 MLS
Exceptional 443-acre farm in Spencer County offering a rare opportunity for development, investment, or a true legacy property. This stunning tract features a mix of open fields, rolling terrain, and breathtaking long-range views that make it ideal for a private estate, recreational use, or future subdivision potential. At the heart of the property sits a 2019-built home with 5 bedrooms and 3 full baths, designed for comfortable living while capturing the incredible surrounding landscape. Enjoy panoramic views from nearly every angle, with peaceful seclusion just a short drive from nearby amenities. Whether you're looking to build out a development, create a multi-generational retreat, or own a premier Kentucky farm, this property offers unmatched versatility, scale, and natural beauty.

2090 Mount Washington Rd, Taylorsville

5705 Harrods Glen Dr, Prospect
$3,995,000
6 Beds ⋅ 9 Baths ⋅ 1729657 MLS
Tucked within one of Louisville's most coveted enclaves, this extraordinary custom estate redefines luxury at scale—offering more than 13,000 square feet of meticulously crafted living space. From the moment you approach along the circular drive, the property reveals its stature. A grand foyer unfolds with sightlines that capture the home's remarkable millwork, sweeping archways, and intricate ceiling treatments. Every detail has been curated to impress—from artisan inlays to master-crafted woodwork that elevates each space with a sense of bespoke artistry. At the heart of the home lies a culinary haven designed for both function and unforgettable gatherings. With double-layered granite surfaces, custom off-white cabinetry, a warm hearth-side ambiance, and professional-grade appliances this kitchen is truly in a league of its own. The flowing layout connects seamlessly to a vaulted hearth room with a floor-to-ceiling creek-stone fireplace and an additional family room framed by coffered ceilings perfect for effortless entertaining. The primary suite is an ode to luxury living. Romantic arched ceilings, a fireplace-lit soaking tub, a spa-inspired steam shower, and dual boutique-style closets create a private world of indulgence. The bedroom itself features elegant tray ceilings with ambient shadow-box lighting, a fireside sitting area, and direct access to the resort-style pool terrace blurring the line between indoor comfort and outdoor serenity. A graceful staircase leads to three spacious bedroom suites, an airy loft, and a cozy sitting area. Ample unfinished space provides flexibility for storage or future customization. Created for hosting and leisure, the lower level is nothing short of spectacular. A state-of-the-art theater, expansive entertainment bar, and an immersive golf simulator room make it the ultimate retreat. A dedicated fitness room and two additional bedrooms with daylight windows add comfort and convenience for guests. The outdoor living experience rivals luxury vacation destinations. The gunite saltwater pool with waterfall, hot tub, and surrounding lounging terraces sets the tone. Beyond the pool, manicured putting greens and a full-scale, multi-sport court with three basketball goals offer tennis, volleyball, pickleball, and basketball perfect for both family fun and serious athletes. An outdoor pavilion featuring a fireplace, grill, and refrigerator connects directly to the kitchen, creating an effortless indoor-outdoor flow ideal for hosting at any scale. More than a magnificent residence, this estate delivers a lifestyle one that balances privacy, comfort, grandeur, and recreation. It is a rare opportunity to live within a personal resort crafted for unforgettable moments and everyday ease.

5705 Harrods Glen Dr, Prospect

790 Mcswain Branch Rd, Irvine
$3,995,000
13 Beds ⋅ 12 Baths ⋅ 26007272 MLS
Priced under appraisal, Snug Hollow Farm & Retreat is a rare 290-acre contiguous estate nestled within the Red Lick Valley -- a private Appalachian hollow just one hour from Lexington. At the heart of the property lies a thoughtfully designed B&B hospitality compound featuring six cabins totaling nearly 10,000 square feet of fully operational, furnished living space accommodating up to 50 guests nightly. Each cabin is supported by independent infrastructure, including private cisterns, UV-filtered water systems, individual septic systems, and natural gas service. The main farmhouse offers approximately 3,500 SF with two full kitchens, owner's quarters, and three additional rental spaces. The newest structure -- a 2,500 SF dual-residence retreat center named Heart of the Holler, completed in 2025 -- connects to over 800 SF of covered porches and anchors the property's growing group retreat capacity. What truly distinguishes Snug Hollow is its reputation. Celebrated in National Geographic Traveler and Southern Living and consistently top-rated by guests, the estate has cultivated a loyal following with a strong, proven record of hospitality income. The land itself is a masterpiece of biodiverse Appalachian terrain with newly improved access roads, over 4 miles of established trails winding through old-growth forest, wildflower meadows, and wildlife habitats. A spring-fed pond, onsite water systems, a handcrafted walking labyrinth, and an abundance of native flora and pollinators -- including over 80 species of birds -- elevate this estate into a true conservation asset and a place of genuine spiritual resonance for guests. The property has demonstrated helicopter accessibility, with guests having flown in and landed in the open field -- presenting a natural opportunity for helipad development and an exceptional draw for high-end clientele. With no zoning restrictions and extensive infrastructure already in place, the property is equally suited for a private family compound, legacy estate, wedding destination, wellness retreat, boutique hospitality operation, or thoughtfully phased mixed-use development. With an independent water source and potential for solar integration, the property offers a rare opportunity for greater self-sufficiency. Additionally, all mineral rights convey and the property is Opportunity Zone fund eligible, making it eligible for investment through a Qualified Opportunity Fund. Protected by its scale, defined by its reputation, and enriched by its ecological and experiential depth, Snug Hollow Farm & Retreat is a once-in-a-generation opportunity to steward a truly irreplaceable piece of Kentucky landscape -- where luxury is measured not in amenities alone, but in experience, privacy, and legacy. Property is being offered fully furnished and turnkey with immediate revenue in place, including furniture, bedding and linens, china, kitchenware, wall decor, artwork, and other furnishings and accessories associated with the operation of the bed-and-breakfast, with limited seller exclusions. A complete inventory/exclusion list will be provided.

790 Mcswain Branch Rd, Irvine

1701 Sahalee Dr, Lexington
$3,990,000
5 Beds ⋅ 9 Baths ⋅ 26027280 MLS
A truly exceptional gated horse-country estate set on 10 private acres, offering more than 14,000 SF of refined living with 5 bedrooms, 7 full and 2 half baths. A grand marble foyer with sweeping curved staircases sets the tone for elegant interiors, including formal living and dining rooms, a dramatic vaulted great room, stone fireplaces and a richly appointed wood-paneled study. The chef's kitchen features custom cabinetry, oversized island, granite, professional appliances and walk-in pantry. The extraordinary primary suite offers a private bar, wine fridge, custom closets and a stunning marble bath. Outdoors, resort-style amenities include a pool and raised spa, a brick loggia, a covered summer kitchen, pergolas and beautifully landscaped grounds. The finished lower level adds exceptional entertaining space, kitchenettes, a gym, sauna and dog wash. A 10-bay garage and a climate-controlled 4-by-6-foot gun safe complete this remarkable private retreat.

1701 Sahalee Dr, Lexington

595 Moores Mill Rd, Midway
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 26012123 MLS
This expansive, private country farm property covers, 35.8 acres, divided into four distinct pastures of varying size. Property is well-suited for agricultural use, equestrian activities and rural living. Prime, secluded location, 11 miles from Lexington, 12 miles from Frankfort, 1.5 miles from Midway. Immediately adjacent to world-class thoroughbred foaling/boarding/breaking/training facility, Margaux Farm. The house has had a spectacular remodel done by Crawford Builders. It features a gourmet kitchen, with high-end appliances, open to the great room and 18 foot ceilings to complete the effect. The master suite is impeccable, including his and hers closets, fabulous bathroom, private sitting area, and exercise room. The home also features another first floor en suite bedroom. the two bedrooms upstairs are also en suite. There is a fabulous private Office, Butler's pantry, laundry room, covered porch, entertainment room and full bar with a game room. There are 15 deluxe stalls in 2 barns, hay storage, manager's house, run-in sheds, and gated and treelined driveway. Property entrance gate with advanced telephone entry and live streaming video. Whole house emergency generator fueled from underground propane storage. The house is completely integrated with remotely controlled audio/visual/heating control/security camera system!

595 Moores Mill Rd, Midway

2888 Bardstown Rd, Springfield
$3,900,000
4 Beds ⋅ 2 Baths ⋅ 24015806 MLS
Campbells West Wind Farm presents a remarkable opportunity. This property encompasses 278 acres of prime land, offering unparalleled versatility with no zoning restrictions. Its strategic location along Highway US 150 enhances its appeal for various uses, including farmland, commercial, industrial, or residential. At the heart of the property lies a historic manor, built in 1901, which exudes timeless charm and character. While the home requires some repairs, it boasts an original 1700s kitchen, two exquisite wood staircases, and beautifully crafted woodwork. These highlight the manor's rich heritage. Property features a second home listed on the historical registry. The estate is further complemented by several outbuildings. The no zoning restrictions enhance the property's value, providing the flexibility to transform into a thriving commercial hub, an industrial complex, or a residential enclave. Campbells West Wind Farm is not just a property; it is a unique investment opportunity with immense potential. Its prime location, historical significance, and versatile land use options make it an exceptional buy for those looking to invest in a property with limitless possibilities

2888 Bardstown Rd, Springfield

203 Waterleaf Way, Louisville
$3,900,000
7 Beds ⋅ 12 Baths ⋅ 1714448 MLS
Some homes are built to live in. This one was built to host. Set behind mature landscaping on two private acres in coveted Mockingbird Gardens, this 17,000+ square-foot estate is a stage for the kind of evenings people talk about for years. The arrival sets the tone — a grand foyer opens into a great room that stops conversation: coffered ceilings, custom millwork, and a wall of windows framing the grounds beyond. The gourmet kitchen flows into two family gathering spaces and a dining room designed for long, lingering dinners. When the party moves downstairs, the lower level delivers: a true state-of-the-art theater, a full bar, an expansive entertaining lounge, and a temperature-controlled wine cellar that holds the collection you've been building. Step outside to a Jerusalem gold stone patio that wraps the rear of the home — built for cocktails at dusk, dinner parties under the stars, and Derby weekends that become legend. When the guests retire, the home rewards its owners just as generously. The primary wing is a private retreat with dual walk-in closets, a dedicated home office, separate ensuite baths, and its own laundry. Six additional bedrooms — each with an ensuite bath — give visiting family and guests the kind of privacy that turns weekends into traditions. An elevator connects all three levels. A home gym, screened-in second-floor porch, and secluded courtyard round out a property that delivers on every front. Recent investments — new roof, new gutters, fully refreshed landscaping — mean the next owner inherits an estate that's move-in ready and turnkey for entertaining. Mockingbird Gardens is one of Louisville's most established luxury enclaves, minutes from the city's best dining, the Highlands, and downtown. Homes of this scale, in this neighborhood, on two acres, simply don't come available. This isn't just a house. It's the address your invitations come from.

203 Waterleaf Way, Louisville

3424 Glenview Ave, Glenview
$3,895,000
6 Beds ⋅ 7 Baths ⋅ 1729416 MLS
Twin Leaf | A Landmark Glenview Estate Inspired by Monticello Perched atop nearly seven acres of rolling Kentucky countryside in prestigious Glenview, Twin Leaf is a timeless masterpiece of design and craftsmanship—an extraordinary estate inspired by Thomas Jefferson's Monticello. Privately tucked behind a gated entrance, the approach to the home winds gracefully up the hill, offering a sense of anticipation that culminates in a striking arrival at one of Glenview's most distinguished properties. A formal central hall welcomes you into the heart of the home, elegantly flanked by gracious living and dining rooms—ideal for both refined entertaining and intimate gatherings. Every detail has been thoughtfully considered for comfort and function, from the chef's kitchen with top-tier appliances and butler's pantry, to the hearth-warmed eat-in space that invites daily connection. Bathed in natural light, dual sunrooms on either side of the home extend the living space and provide tranquil retreats throughout the day. At the core of the home, a grand central entertaining room flows into a handsome bar and richly appointed home office, both refined yet relaxed in tone. Just beyond, at the rear of the home, you'll find the true family room, a spacious, light-filled sanctuary designed for everyday living. With generous proportions, a cozy fireplace, and walls of French doors, this inviting space effortlessly connects to dual limestone terraces, the heated swimming pool, and a fully covered pool house. It's a seamless indoor-outdoor experience, perfect for both quiet evenings and lively gatherings. The pool house itself is a showpiece, crafted with imported cypress beams and a slate roof, and plumbed for a full outdoor kitchen and bath. Surrounded by lush landscaping and intentional design, the entire outdoor living area offers the feel of a private resort. Upstairs, dual staircases lead to the luxurious primary suite, a private haven featuring dual bathrooms, multiple walk-in closets, a fireplace, a sitting room, and access to a second-story terrace with sweeping views of the grounds. Three additional ensuite bedrooms complete the level, each with their own full bath and elegant appointments. The third floor has been artfully reimagined as a bunk room and media lounge, offering charm and flexibility for guests of all ages. The lower level continues to impress with a custom-designed, climate-controlled wine cellar for 2,200 bottles, a state-of-the-art exercise room with sauna and full bath, a private home theater, and an attached three-bay garage. Also on this level is a fully equipped guest apartment with its own kitchen, bedroom, and bathroom, ideal for extended family, guests, or live-in support, and offering walkout access to a secluded, sunken rose garden that feels like a hidden European courtyard. Twin Leaf is more than a home, it is a legacy estate, offering a rare blend of architectural significance, modern luxury, and natural beauty. Opportunities of this caliber are exceptionally rare in Glenview. For private showings and more information, please contact the listing agents.

3424 Glenview Ave, Glenview

5716 Harrods Glen Dr, Prospect
$3,895,000
7 Beds ⋅ 8 Baths ⋅ 1727503 MLS
Nestled on a premier, rolling lot within Harrods Glen's exclusive enclave of estate homes, this custom-built, coastal inspired retreat offers an easy elegance unlike any home offered in the neighborhood. With 7 bedrooms, 8 bathrooms, first floor primary wing, 4+ car garage, and nearly 10,000sq. ft of unique living space, this incredible home is designed to make everyday entertaining effortless. Backing to mature trees and manicured HOA green space, the estate is oriented around the home's resort style backyard, featuring impressive in-ground pool with terrace, stunning outdoor living areas with pool house and outdoor fireplace, spacious covered porch with remote screens, second-story sleeping porch, and lush side lawn with scenic views. Offering sleek hardwood floors, elaborate millwork with intricate moldings, wainscoting, and built-in cabinetry with marble accents throughout, buyers will appreciate the cost to recreate the same details in new construction today. From the barrel vaulted formal dining room with triple picture windows to the one-of-a-kind lower level with custom bourbon room and commercial styled wet bar, the home is meant to be explored and enjoyed. Upon arrival in the bright foyer with herringbone tile, a gracious study with fireplace adjoins the built-in bar and leads guests further into the heart of the home- the gourmet kitchen with floor-to-ceiling cabinetry, concealed walk-in pantry, designer appliances, and marble countertops with subway tile backsplash. A cozy breakfast area features stunning views of the backyard and rolling green space beyond, while the formal dining room is ready to accommodate parties of any size. The connecting living room features coffered ceiling, gas fireplace, and triple French door access to the home's spacious entertaining porch with built-in grill and retractable screens. The first floor continues with a designer owner's suite with spacious primary bedroom, his-and-her walk-in closets, and marble primary bathroom with soaking tub and tiled shower. The first floor is complete with a stylish powder room, drop zone area, oversized laundry room with sink and storage, and attached 4-car garage. The second floor features 5 bedrooms, 3 full baths, and spacious family room with sleeping porch and soaring views. The lower level has been designed for entertaining with friends and family, featuring billiards room with fireplace, home theatre, exercise room, bourbon room, wet bar, dining area, guest bedroom, full bathroom, pool bathroom, and additional storage. Conveniently located just minutes from Prospect's best shopping, restaurants, and expressways, this incredible estate is not to be missed.

5716 Harrods Glen Dr, Prospect

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

2830 2830 Old Lemons Mill Rd Rd, Lexington

5706 Harrods Glen Dr, Prospect
$3,795,000
4 Beds ⋅ 7 Baths ⋅ 1730471 MLS
Crowning Lot in Harrods Glen with Ohio River Valley Views and a Resort Pool Complex Set on 1.1 acres in Harrods Glen, this 11,436-square-foot French-inspired custom estate captures long views across the Harrods Creek and Ohio River valleys, with the Lewis and Clark Bridge visible on the horizon from the second-floor media room. The arrival is deliberate: a wide limestone walk, a covered entry, and double doors that open to a two-story foyer with travertine flooring and a curved staircase wrapped in wrought-iron balusters. The rear of the property backs to an HOA-owned tree preservation area, guaranteeing the view and the privacy for the long run. The double-island kitchen is built for serious cooking and large gatherings, with commercial-grade appliances including a Wolf range, a wine tower with refrigerated drawers, two walk-in pantries, and granite counters that flow into the family room and breakfast area. A first-floor library with fireplace and full wood paneling sits opposite a formal dining room with its own fireplace. Deep-profile moldings and raised panels carry through every room. The first-floor primary suite opens to a bath designed as two distinct sides, divided by the soaking tub and steam shower. Each side has its own water closet, extensive vanity, and built-in dresser drawers, with heated tile floors underfoot on winter mornings. Three additional bedrooms each have their own private bath. Laundry stations on all three levels. The lower entertainment level reads like a private club: theatre area with double-sided stone fireplace, billiard room, full-service bar with complete appliance package, dedicated wine room with tasting space, exercise room, secure collector's display room, full bath with terrace access, and cedar storage. Step outside and the backyard delivers what the front of the house promises. One expansive limestone terrace anchors the rear of the home, with a pool, stone waterfall edge, raised spa, and lounge area on one end, a stone gas fire pit ringed by lounge chairs at the other, and a covered pavilion in between featuring an outdoor kitchen, granite bar seating, TV, and tongue-and-groove cedar ceiling. Mature arborvitae frame the entire space for privacy. Elevator access to all three floors. Four-car rear-loading garage with epoxy floors and stairwell to the lower level. Three distributed audio-video systems, eight fireplaces, central vacuum, irrigation, security, and gas front-porch lights complete the package.

5706 Harrods Glen Dr, Prospect

6706 Old Heady Rd, Louisville
$3,750,000
3 Beds ⋅ 2 Baths ⋅ 1728434 MLS
An exceptional opportunity to acquire 187 acres from a larger 287-acre farm in a private, quiet setting just minutes from The Parklands. Gently rolling terrain surrounds a pristine approximate five-acre fishing lake, creating an ideal backdrop for a private retreat, family compound, or recreational property. A well-maintained stone ranch-style home offers comfortable accommodations, while a versatile outbuilding provides approximately 7,500 square feet of open space with concrete floors—well suited for an event venue, workshop, equipment storage, or a variety of other uses. A second outbuilding features a three-car garage including a dramatic, light-filled loft distinguished by soaring wood beams, offers wonderful potential for a studio, gathering space, or additional storage. With the combination of acreage featuring a mix of woods and pastureland along with the existing improvements, as well as privacy, this property presents a rare opportunity to create a vision uniquely your own.

6706 Old Heady Rd, Louisville

689 Sarah Blake Ln, Versailles
$3,499,000
5 Beds ⋅ 5 Baths ⋅ 26008955 MLS
Modern luxury meets iconic Kentucky horse country. Set on 10.49 fully fenced acres framed by classic limestone fencing and sweeping pastoral views, 689 Sarah Blake Lane offers a rare opportunity to own a private estate in Versailles. For those seeking additional land, an adjoining 17.96-acre parcel is also available, creating the opportunity to assemble approximately 28.45 acres in the heart of the Bluegrass. Featured in Kentucky Homes & Gardens, this Scandinavian-inspired estate offers more than 6,400 square feet of beautifully designed living space, where walls of glass capture the surrounding countryside and thoughtful design creates a seamless connection between indoors and out. A custom herringbone foyer opens to a private office and formal dining room before leading into the dramatic main living space with floor-to-ceiling windows, a statement fireplace and panoramic views. The chef's kitchen features an oversized island, built-in breakfast nook and dual pantries, while a custom bar with kegerator and beverage refrigerator makes entertaining effortless. Accordion glass doors open to the screened porch for true indoor-outdoor living. The first-floor primary suite is a private retreat with beautiful views, a spa-inspired bath, power shades and custom walk-in closet. Upstairs you'll find a built-in bunk room, dedicated movie room, additional living spaces and bedrooms. A third-floor guest retreat offers a private bedroom, full bath and viewing area, while the finished walkout lower level provides another bedroom, full bath, family room and flexible space for a gym, office or recreation. Outside, enjoy your own private resort with a fiberglass pool with automatic cover and lighting, screened porch, grilling area, established garden, spring-fed creek, mature trees and fenced acreage surrounded by quintessential Bluegrass scenery. Additional features include geothermal, zoned HVAC with app control, whole-home UV air and water purification, Trex decking, advanced drainage, security and Starlink internet. Whether envisioned as a private country estate, equestrian lifestyle property or an expanded Bluegrass retreat with the adjoining acreage, 689 Sarah Blake Lane offers an exceptional opportunity to experience Kentucky living at its finest—minutes from Versailles, Lexington, Keeneland and the heart of Central Kentucky's legendary horse country.

689 Sarah Blake Ln, Versailles

2027 Clintonville Rd, Paris
$3,490,000
4 Beds ⋅ 4 Baths ⋅ 26011023 MLS
Set on 112 exceptional acres in the heart of Central Kentucky's horse country, this elite equestrian estate offers a rare blend of luxury living, premier horse facilities, and timeless countryside beauty. The custom-built owner's residence was thoughtfully designed for both elegant entertaining and comfortable everyday living, featuring two first-floor primary suites, open-concept living spaces, a striking stone fireplace, and a private fourth bedroom suite upstairs complete with a charming widow's walk overlooking the farm. Separate guest quarters connected by a breezeway provide ideal accommodations for extended family, guests, or private office space while maintaining privacy and flexibility. The centerpiece of the equestrian improvements is a stunning European-style barn with an elegant courtyard design, offering 12 stalls, two hot and cold wash racks, a 16-foot center aisleway, two dedicated carriage spaces, two oversized tack rooms, feed and hay storage, equipment space, 1/2 bath, washer/dryer hookups, and rubber-matted stalls. The 12x12 stalls are enhanced with large exterior windows providing abundant natural light and ventilation. A secondary 11-bent tobacco barn includes two newly constructed stalls, ideal for overflow, quarantine, or flexible equine use. Additional residences include a well-appointed 3-bedroom, 2-bath manager's home overlooking the impressive 50m x 100m all-weather outdoor arena, as well as two additional homes perfectly suited for employees, guests, office use, or income-producing opportunities. A nicely maintained doublewide adjacent to the barn offers excellent potential for employee housing, short-term rental, or Airbnb use. Designed with both sport horse and thoroughbred operations in mind, the farm features five various sized fields, a round pen, cross country training, carriage driving hazards and obstacles, and a pond, all surrounded by rolling Kentucky scenery just 25 minutes from the Kentucky Horse Park. A truly versatile and beautifully executed equestrian property suitable for a variety of disciplines and lifestyles.

2027 Clintonville Rd, Paris