Bluegrass Sotheby's International Realty (page 4)
Listings of the agency
Listings for sale: 61 to 80 / 89
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House Cynthiana (United States)
What you're looking at today started more than 100 years ago as a working barn, one with deep ties to Kentucky's Thoroughbred history. In 2019, it was extensively renovated and thoughtfully transformed into the one-of-a-kind home you see today. Throughout the conversion, the character and history of the original structure were preserved while creating a residence designed for modern living. The result is a property filled with architectural details you simply can't recreate in a new build, complemented by polished concrete floors, custom murals by local artist Wylie Caudill and modern systems and finishes throughout. The first floor offers two living spaces, a dining area and gas fireplace, along with two bedrooms, two walk-in closets and two spacious full bathrooms. The kitchen features stainless steel appliances and a large island with granite countertops, while the baths include quartz-topped vanities, tiled showers and a Whirlpool tub. Accessible from the main residence, the second floor offers multiple flexible spaces, including a studio apartment-style layout with a full bathroom, wet bar and large walk-in closet. Two additional private apartments are accessed by their own separate entrances and spiral staircases, each featuring a bedroom, full bathroom and wet bar/kitchenette with mini refrigerator. These spaces offer exceptional flexibility for guests, extended family, staff or potential short-term rental income. Set on 1.797 acres surrounded by farmland, the outdoor spaces are equally impressive. The saltwater pool features bubble lights, a stamped-concrete deck, new waterfall, 2026 liner and pool cover, while a hot tub provides another place to relax and unwind. A detached four-car garage offers abundant parking along with two large unfinished multi-purpose spaces ready to adapt to the next owner's needs. Behind the historic character is modern infrastructure designed for comfort, convenience and even self-sufficiency. All major systems date to 2019 or newer and include mini-split heating and cooling, a tankless water heater with plumbing in place for a second system if needed, septic system, Pella windows along the rear of the home and garage, and an automatic generator utilizing solar and gas. The property is even equipped with the ability to operate off-grid if needed, and the asphalt driveway was redone in 2026. But what makes this property especially interesting is what it could become for its next owner. It can be an extraordinary private residence, a memorable setting for hosting and hospitality, or an opportunity to combine your home with potential income from the property's private apartments. More than a century of history, reimagined for what's next. Being sold as-is, with inspections welcome!
…$1,600,0005bedrooms5bathroomsland 0.7haBy Bluegrass Sotheby's International Realty
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House Lexington (United States)
Completely reimagined from top to bottom, 443 Morgan Avenue offers the perfect blend of charm and modern convenience! This spacious 4-bedroom, 3.5-bath home boasts 2,054 sq. ft. of thoughtfully renovated living space. You'll love the gleaming new hardwood floors and open-concept layout that flows effortlessly from room to room. The brand new kitchen features butcher block countertops, stylish cabinetry, and new Frigidaire appliances including a smooth-top electric range and stackable washer/dryer (mud room w/sink). Major upgrades include a new HVAC system, new plumbing throughout, new 200-amp electric panel and new wiring throughout, new bathrooms, new outlets and fixtures, new vinyl siding, new drywall throughout and fresh interior paint, new tankless water heater, new energy-efficient windows and new insulation throughout including new spray foam insulation in crawlspace, ensuring comfort and efficiency. Step outside to enjoy both a welcoming front porch and a new covered back deck, ideal for relaxing or entertaining. This move-in-ready home is a rare gem in a convenient Lexington location!. Virtually everything is new in this home, all it needs now is a new homeowner! See Seller's Disclosure for a more detailed list of updates!
…$297,0004bedrooms4bathroomsland 0.1haBy Bluegrass Sotheby's International Realty
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House Lexington (United States)
A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods.
…$1,499,0004bedrooms3bathroomsland 0.1haBy Bluegrass Sotheby's International Realty
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House Lexington (United States)
Enjoy the perfect home, near schools, right in the heart of Glendover! This spacious two-story house has 5 bedrooms and 4 full bathrooms. The large eat-in kitchen with high end appliances and a spacious pantry is truly the heart of the house. The den area off the kitchen makes for a perfect family room, and with a closet and full bathroom, could easily be converted into a 6th bedroom and in-law suite. Upstairs you'll find 3 large bedrooms, including a recently updated primary suite with 2 closets. The sunroom and back patio are perfect for relaxing and hosting guests, and the fully fenced back yard with an electric driveway gate gives peace of mind for letting kids and pets play freely. A two-car detached garage with a workshop area and attic storage provides additional convenience. Recent updates include a top-of-the-line tankless water heater, poured concrete front porch, and electrical upgrades to support a whole-home backup generator. Walk to UK Football games or the Arboretum and enjoy living in one of Lexington's most charming and convenient neighborhoods.
…$639,9005bedrooms4bathroomsland 0.1haBy Bluegrass Sotheby's International Realty
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Farmhouse Lexington (United States)
What an opportunity as few properties in the Bluegrass carry Castleton Farm's pedigree. Established in 1793, this storied land has been shaped by generations of Kentucky's great horsemen — from a U.S. Senator's original breeding operation to the Castleman family's 1840 Greek Revival mansion, which still stands as a landmark of the farm today. Over two centuries, Castleton bred and stood champions across three breeds — Thoroughbreds, Standardbreds, and Saddlebreds — cementing its place among the Bluegrass's most storied nurseries. Today, the farm spans 951 acres and offers an unmatched scale of infrastructure: 16 barns ranging from intimate 4-stall setups to a substantial 30-stall facility, totaling 268 stalls. Ten homes across the property — including several managers' houses — provide ample accommodation for staff, making Castleton as functional as it is historic. This is more than a horse farm; it's a self-sufficient equine operation with two centuries of pedigree behind it, offered for the first time in 25 years to a new steward.
…$57,500,0007bedrooms6bathroomsland 385.1haBy Bluegrass Sotheby's International Realty
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Apartment Lexington (United States)
Welcome to elevated downtown living at Main & Rose! Unit 307 offers the perfect blend of convenience, style, and lifestyle in one of Lexington's most desirable locations. This beautifully appointed 1 bedroom, 1 bathroom residence features stunning city views, modern finishes, and an unbeatable location just steps from Lexington's best dining, entertainment, shopping, and nightlife. Enjoy amenities rarely found in downtown living, including secure access, fitness facilities, resident spaces, and more. Whether you're looking for a low-maintenance home, a downtown retreat, or a premier investment opportunity, this unit delivers a truly unique living experience in the heart of Lexington.
…$265,0001bedroom1bathroomBy Bluegrass Sotheby's International Realty
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House Nicholasville (United States)
Welcome to this beautiful Tuscany Valle home, perfectly situated on a private acre with a backyard designed for everyday enjoyment and effortless entertaining. A winding front walk and covered porch invite you into a welcoming foyer with a wood-beamed ceiling. Just off the entry, the light-filled dining room/music room sets the tone for this warm and inviting home. The spacious family room is truly the heart of the home, featuring a coffered ceiling, built-ins flanking a handsome stone fireplace, and wonderful views of the covered porch, pool and lush backyard. It opens seamlessly to the eat-in kitchen, where granite countertops, a stone backsplash, gas range and oversized leathered-granite island with breakfast bar make gathering a pleasure. The adjoining keeping room features another stone fireplace, beautiful wood beams, cathedral ceiling and a charming office alcove. The first-floor primary suite is a peaceful retreat with wood-beamed ceiling and a beautifully appointed bath featuring a frameless glass shower with multiple shower heads, soaking tub, dual vanities and spacious walk-in closet. Upstairs, you'll find three generously sized bedrooms, each with bath access, plus a huge playroom/flex space. The finished lower level offers something for everyone with a large recreation/theater room, projector and built-in speakers, exercise room, wet bar, fifth bedroom/office, full bath and workshop with walkout access. Two storage rooms provide plenty of space, and geothermal HVAC and a whole-house generator add efficiency and peace of mind. Outside, the backyard is where this home truly shines. Enjoy the large covered porch, sparkling pool, swing, outdoor shower, fenced yard and mature landscaping—perfect for relaxing, entertaining and making memories. A three-car attached garage and additional parking pad complete this exceptional property.
…$1,385,0005bedrooms5bathroomsland 0.4haBy Bluegrass Sotheby's International Realty
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House with terrace Lancaster (United States)
Tucked away in the coveted No Wake zone of Hidden Point on Herrington Lake, this beautifully updated 5 bedroom, 4 bathroom home offers the perfect blend of privacy, comfort and lakefront living. Thoughtfully renovated throughout, the home features a stunning new kitchen with custom cabinetry, quartz countertops, designer tile backsplash and under-cabinet lighting ideal for both everyday living and entertaining. Hand-scraped hardwood floors span two levels, complemented by fresh paint and spa-like updated bathrooms with tiled showers. Multiple living spaces include two inviting family rooms, anchored by a striking stack-stone fireplace with gas logs. The lower level adds flexibility with an additional bedroom and full bath, perfect for guests or multigenerational living. Outdoor living truly shines with multiple Trex decks, a hot tub and beautifully landscaped grounds that lead to the water via two stone pathways. Enjoy effortless lake days from your private covered dock, complete with boat lifts, storage and more. A 24' x 24' carport, geothermal heating and air and a new laundry closet with built-in cabinetry (washer and dryer included) round out this exceptional property. A pristine, move-in-ready retreat designed for relaxed lake living. This is Herrington Lake at its finest.
…$1,175,0005bedrooms4bathroomsland 0.4haBy Bluegrass Sotheby's International Realty
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House Lexington (United States)
Nestled in the highly sought-after Ellerslie at Delong, this beautifully appointed home showcases timeless design, exceptional craftsmanship, and thoughtfully curated upgrades throughout. The main level welcomes you with elegant wainscoting, tiered ceilings with designer lighting, and extensive 6-inch crown molding. At the heart of the home is a chef's kitchen featuring premium appliances, a spacious walk-in pantry, and an open layout that flows seamlessly into the inviting great room with custom built-ins, a fireplace, and picturesque views of the greenspace beyond. Enjoy indoor-outdoor living with screened porches on both the main and lower levels overlooking the fully fenced backyard. Upstairs, three generously sized bedrooms each offer en suite baths, providing comfort and privacy for family or guests. The finished walkout basement is designed for entertaining, complete with a full bar, billiards area, digital home theater with whole-home audio zones, a full bath, and a dedicated fitness space that could easily serve as a fifth bedroom. Combining luxury finishes, flexible living spaces, and an unbeatable neighborhood setting, this home offers an exceptional lifestyle in one of Lexington's most desirable communities.
…$1,414,9004bedrooms6bathroomsland 0.2haBy Bluegrass Sotheby's International Realty
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House Paris (United States)
Welcome to luxury country living in the heart of the desirable Houston Oaks neighborhood! This exceptional 5-bedroom, 4-bath home (with 2 half baths) sits majestically on over one acre of pristine, tree-lined property—your private sanctuary away from the everyday hustle. The Perfect Setting Imagine peaceful evenings surrounded by mature trees that frame this stunning residence, offering the privacy and tranquility every homeowner dreams of. This is more than a house; it's your personal escape in one of Paris, Kentucky's most sought-after communities. Thoughtfully Upgraded & Beautifully Maintained The current owners have invested significantly in premium upgrades and improvements throughout. You'll discover: Spacious, chef's kitchen featuring granite countertops and top-of-the-line appliances, rich hardwood floors that flow throughout the home, meticulous attention to detail in every room, comprehensive seller's disclosure documenting all recent enhancements Energy-Efficient Excellence State-of-the-art geothermal heating and cooling system delivers exceptional energy efficiency and superior cost savings—keeping your home comfortable year-round while reducing utility expenses significantly. Must See to Appreciate this home's true beauty and quality are best experienced in person. The combination of luxury finishes, thoughtful upgrades, energy efficiency, and serene acreage make this an exceptional offering in today's market.
…$799,900546m²6bedrooms6bathroomsland 0.4haBy Bluegrass Sotheby's International Realty
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Farmhouse Lexington (United States)
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.
…$12,000,000land 150.1haBy Bluegrass Sotheby's International Realty
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House Nicholasville (United States)
Discover exceptional craftsmanship in this newest estate by Mike Kerwin Homes, beautifully situated on a one-acre in the rolling hills of Vine Grove, surrounded by more than 200 acres of pristine green space. Thoughtfully designed and masterfully built, this exceptional new plan brings together the most sought-after features from Mike Kerwin's latest custom homes—blending timeless quality with inspired, modern living. Inside, the open-concept floor plan is perfect for entertaining with a chef's kitchen, accented in quartz and Kitchen Concept cabinetry, flowing seamlessly into the great room and complemented by a fully equipped scullery pantry—perfect for housing everything from your pasta maker to sous vide machine. Dining is next level with the dedicated bourbon wet bar, complete with a stunning quartz backsplash with glass shelving designed for memorable evenings with friends. Peak into the powder room to see the hand painted walls that will impress. The luxurious primary suite offers a serene retreat, while a private second-story in-law suite ensures comfort for extended family. The finished walkout basement expands your living space with a wet bar, recreation room, and an additional bedroom and bath—ideal for guests or a nanny suite. Outdoor living is just as impressive. The covered back porch, featuring a masonry fireplace and cathedral bead board ceiling, opens to an adjacent patio overlooking breathtaking views of rolling green space and farmland—an idyllic backdrop for year-round enjoyment. For outdoor enthusiasts and hobbyists alike, the oversized three-car garage includes an auxiliary door for easy access, plus a thoughtfully designed drop zone just inside to keep daily life organized. This is more than a home—it's a statement of craftsmanship, comfort, and Kentucky beauty. You won't be surprised this is a First Prize winner in the Grand Tour of Homes.
…$1,995,500548m²5bedrooms6bathroomsland 0.4haBy Bluegrass Sotheby's International Realty
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Farmhouse Monticello (United States)
Welcome to 305 Beech Street, a truly special Tudor-inspired home tucked along year-round Elk Creek in the heart of Monticello. Located within the city limits, this 23 +/- acre unique property offers the convenience of town with the peaceful feel of country living. Lovingly designed and enjoyed for generations, it is a place filled with beauty, character, and history. A winding asphalt driveway shaded by mature dogwood trees and lined with carefully trimmed evergreens welcomes you home. Inspired by the owners' travels through Europe, the grounds feature expansive lawns, mature shade trees, and a beautiful formal French garden with brick-lined beds, statuary, boxwoods, flowering arches of Sweet Autumn Clematis, a vegetable garden, and an automated irrigation system. In the spring, hundreds of daffodils bloom throughout the property, while the shady creekside setting provides the perfect place for picnics, cookouts, and simply enjoying nature. Built of native mountain stone, stucco, and custom milled fir trim, the home reflects exceptional craftsmanship and timeless style. A two-level screened gazebo porch with sliding glass windows creates a wonderful space to enjoy in every season. Inside, soaring beamed ceilings, hand-painted details, custom stained glass, beautiful millwork, and Italian porcelain flooring create a warm and inviting atmosphere. The spacious great room is centered around a striking custom stone fireplace with a heatilator system and flows easily into the dining room overlooking Elk Creek. The kitchen is both beautiful and functional, featuring custom cabinetry, quartz countertops, a center island, walk-in pantry, GE Monogram dual-fuel six-burner range with double ovens, KitchenAid appliances, and a cozy bay window breakfast area with views of the creek. The main-level primary suite offers an 11-foot beamed ceiling, stone fireplace with gas logs, sitting area, private deck, large walk-in closet, and a luxurious bath with heated floors, double shower, and clawfoot soaking tub. A guest bedroom and bath are also conveniently located on the main level. Upstairs is an additional private suite with custom built-ins, dormer windows, abundant storage, and its own bath. The walk-out basement provides generous additional living space with a fireplace, recreation areas, two more bedrooms, including one with an en suite bath, and plenty of storage. Additional features include three separate HVAC systems, an automatic generator, oversized garage, city water and sewer, and a new roof installed in May 2026. Rich in local history and surrounded by natural beauty, 305 Beech Street is more than just a house. It is a place where memories have been made for generations and where the next owners will have the opportunity to enjoy a truly remarkable setting along Elk Creek. Convenient location near Lake Cumberland in South Central Kentucky!
…$1,645,000579m²5bedrooms4bathroomsland 9.6haBy Bluegrass Sotheby's International Realty
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Land Versailles (United States)
Just under 26 +/- acres located in Versailles, this unique tract offers a rare blend of seclusion, natural beauty, and development potential. The property borders Grier's Creek and the Kentucky River, creating a scenic and peaceful setting with abundant wildlife and mature landscape features. A portion of the land has been surveyed, with the 100-year floodplain clearly identified and recorded at the courthouse. A designated building area has already been cleared and lies outside of the floodplain, offering a ready-to-build homesite. Utilities including water and electric are located just across the road for convenient access, though none are currently on site. The property includes gate to a gravel driveway, a small pond, a beautiful poplar thicket, and a mix of open and wooded ground. Approximately 1-2 acres are cleared for potential crop or pasture use, while roughly 5 acres remain in untouched natural state. A successful perc test has been completed for septic approval. Zoned as a conservation area, this tract offers privacy, natural character, and multiple possibilities for a future homesite or recreational retreat. Schedule your showing today!
…$499,000105,105m²By Bluegrass Sotheby's International Realty
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House Salt Lick (United States)
Escape to the beauty of this 3-bedroom 2 full-bath ranch nestled just minutes from Cave Run Lake and the breathtaking Daniel Boone National Forest. Whether you're searching for a full-time residence, weekend retreat, or investment opportunity, this home offers the perfect blend of comfort and outdoor adventure. Step inside to a bright, open concept living space featuring a stylish kitchen with crisp white cabinetry, a center island, tile backsplash, & plenty of room for gathering with family and friends. Ceiling fans throughout the home provide year-round comfort, while the thoughtful ranch layout offers easy one level living. LVP flooring throughout, upgraded bathrooms, upgraded lighting, & so much more. Outside enjoy the peaceful setting on the rear deck overlooking the spacious .75 acre lot with partially plank-fencing. A spacious 2-car garage provides plenty of room for vehicles, storage or hobbies. If you've been dreaming of a home where you can enjoy nearby boating, fishing, hiking, and the natural beauty of Kentucky, this one is a must see!
…$274,9003bedrooms2bathroomsland 0.3haBy Bluegrass Sotheby's International Realty
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Land Nicholasville (United States)
Looking for your dream property? Look no further! This exquisite 11-acre building lot located near town offers everything you need and more. With a gorgeous creek running alongside the property and partially wooded you'll never be at a loss for stunning natural sights. Looking for your dream property? Look no further! This exquisite 11-acre building lot located near town offers everything you need and more. With a gorgeous creek running alongside the property and partially wooded you'll never be at a loss for stunning natural sights. The property features a private driveway off of Clays Mill Road and access to a new neighborhood leading to Bellerive, which provides privacy and seclusion from the bustle of the city and yet is only minutes from shopping. You'll have ample space to build your dream home, with plenty of room left over for gardens, landscaping, a barn, and a horse or anything else you can think of! Minutes from shopping, with the seclusion and feel of farm life, and the safety of a neighborhood and NO HOA on this lot.
…$880,000By Bluegrass Sotheby's International Realty
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House Lexington (United States)
Set on approximately 5 acres, this equestrian property offers the perfect blend of functionality and location—just minutes from downtown Lexington and the Kentucky Horse Park. Thoughtfully designed for the dedicated equestrian, the farm features a premium 120' x 200' GGT footing arena complete with irrigation. The property also boasts 10-matted stalls with beautiful new stall fronts, a separate barn bathroom, laundry room, and a stylish temperature controlled tackroom. The charming 2-bedroom, 1.5-bath. residence offers comfortable living with a full basement that presents excellent potential for additional finished space—perfect for expanding your living area, creating a home office, or adding guest accommodations. A new septic has recently been installed along with new water heater (both 2024) and the entire house has new plumbing. Whether you're seeking a private equestrian retreat or a refined hobby farm in the heart of horse country, this property offers an exceptional blend of convenience, quality, and opportunity in one of Kentucky's most coveted locations.
…$1,595,0002bedrooms3bathroomsland 2haBy Bluegrass Sotheby's International Realty
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House Danville (United States)
The Thomas Barbee House, built circa 1790 and on the National Register of Historic Places and Kentucky's famed Bourbon Trail, presents the rare opportunity to own a piece of American history brought into this century. On the same block as downtown Danville's Constitution Square, the "birthplace of Kentucky," and walking distance to Centre College, the Thomas Barbee House recently underwent a major renovation, restoring its walls, ceilings and floors to the 18th century while bringing its interiors to the 21st. A single-pen, two-story log cabin made of white oak logs, the Thomas Barbee House features a first-floor, open-living concept with a modern kitchen and inviting living room with a gas fireplace. A spacious bedroom, laundry room and bathroom comprise the second floor, while the third floor sleeping loft welcomes extra guests. Zoned residential and commercial, the Thomas Barbee House is turnkey for any endeavor, especially a short-term rental for visitors to Danville, Centre College, and those exploring the Bourbon Trail. An additional lot presents the opportunity for residential or commercial expansion. Thomas Barbee, a Revolutionary War officer, was awarded land grants in Kentucky for his military service. He built the Thomas Barbee House near Danville's first post office where he reported to work as the first postmaster west of the Alleghenies. The original post office where he worked is walking distance from the cabin in Danville's Constitution Square as is Barbee's gravestone in Danville's beautiful Bellevue Cemetery. The renovation journey of the Thomas Barbee House can be viewed on Instagram @a.shot.of.yesterday
…$299,9002bedrooms1bathroomland 0.1haBy Bluegrass Sotheby's International Realty
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Property Lawrenceburg (United States)
THE ESTATE & VINEYARD AT BLUEGRASS TRACE | Offered at $4,950,000 | 50 +/- Acres A rare legacy acquisition positioning the pinnacle of Bluegrass commercial real estate alongside a world-class, fully operational enterprise. Situated along Kentucky's historic Bourbon Trail corridor, this magnificent 50-acre estate represents the ultimate convergence of premium hospitality tourism, commercial agribusiness, and estate-scale viticulture. Engineered for an immediate, seamless transition of ownership, this turn-key destination offers substantial brand equity and an advanced direct-to-consumer infrastructure. STRATEGIC "GOLDEN TRIANGLE" LOCATION: The property commands an unrivaled position within the highly coveted "Golden Triangle" of the Bluegrass—perfectly anchored between premier bourbon distilleries, Blue Grass Airport, and the legendary Keeneland Race Course. This micro-location serves as an elite gateway to international horse enthusiasts and high-net-worth equestrian clientele flying into the region, providing an immediate, built-in audience for upscale private tastings, luxury event venue bookings, and high-tier hospitality tourism. IP & ESTABLISHED RECURRING REVENUE: A phenomenal driver of immediate, predictable cash flow is the property's thriving direct-to-consumer framework. The sale features established brand assets allowing the next steward to immediately capitalize on active revenue, including an active Wine Club membership base with recurring purchase history, alongside two (2) Trademarked Wine Labels complete with distinctive brand identities and proprietary wine recipes. PRODUCTION INFRASTRUCTURE & ASSETS: A self-sustaining, turn-key wine production engine. The expansive 50+/-acre footprint features 17 acres strictly dedicated to mature, premium vines on professionally engineered trellis systems. The sale includes all industrial-grade processing machinery required to manage the entire lifecycle on-site: a Mechanical Harvester, a Custom Grape Press, advanced crushing/de-stemming equipment, and an Automated Bottling Machine. Crucially, the price also includes all existing bottled wine inventory, oak aging barrels, and bulk fermentation tank inventory, protecting product aging cycles and enabling immediate retail revenue. COMPREHENSIVE 4-BUILDING COMPOUND: Masterfully arranged to optimize guest experiences and estate logistics: (1) Main Building (11,265 SF) featuring a premium tasting room, customer lounge, upscale indoor/outdoor entertaining spaces, and private executive offices/owner's suite with vaulted ceilings. (2) High-capacity covered Wedding & Event Pavilion (3,700 SF) framing panoramic valley views. (3) Dedicated, climate-controlled Bottled & Boxed Wine Storage Facility (2,720 SF). (4) Substantial Farm & Equipment building (3,402 SF) to secure advanced viticulture machinery out of sight from guests. With all machinery, active liquid stock, wine club revenue, trademarks, and high-end infrastructure included, there is zero down-time required. Secure a premier commercial engine uniquely positioned at the epicenter of Bluegrass tourism and agribusiness.
…$4,950,000land 18.2haBy Bluegrass Sotheby's International Realty
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House with pool and garden Lexington (United States)
A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, bespoke custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.
…$2,795,0005bedrooms7bathroomsland 4.1haBy Bluegrass Sotheby's International Realty
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