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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.
…By Bluegrass Sotheby's International Realty
Welcome to this beautifully maintained patio home in the highly sought-after Greenhurst community, ideally situated just off Hurstbourne Lane. Offering approximately 1,560 square feet of thoughtfully designed living space, this exceptional residence combines timeless style, everyday comfort, and low-maintenance living. Owned by just two owners over the past 28 years, the home reflects meticulous care throughout. The spacious floor plan features 2 generously sized bedrooms, each with a private ensuite bath and expansive walk-in closet, creating an ideal layout for both homeowners and guests. The dramatic great room features soaring vaulted ceilings and a warm gas-log fireplace, creating an inviting setting for relaxing or entertaining. An adjoining all-season sunroom provides a tranquil retreat filled with natural light and views of the surrounding landscape. The well-appointed eat-in kitchen features updated cabinetry, granite countertops, abundant workspace, and a separate dining area designed for both casual meals and formal gatherings. A conveniently located laundry room offers direct access to the attached two-car garage. Greenhurst offers an exceptional lifestyle with amenities that include a clubhouse, swimming pool, walking trails, and tennis courts. Its prime location places shopping, dining, parks, and everyday conveniences just minutes away, making it one of Louisville's most desirable patio home communities.
…By Lenihan Sotheby's International Realty
Located in Danville, KY The Farm Inn is a unique hospitality and event property offering rustic charm, scenic countryside views, and endless potential. Ideal for a boutique inn, wedding venue, retreat, or private estate, this established property combines peaceful surroundings with convenient access. A rare opportunity to own a one-of-a-kind destination in Central Kentucky. Beautiful 26-acre property offers a versatile blend of productive tillable ground and fenced pasture, perfectly suited for horses, cattle, hay production, or crops. The gently rolling terrain provides scenic countryside views and excellent usability, creating a peaceful setting ideal for both agricultural and recreational use. Guests of the inn can enjoy walking trails, open green space, and the quiet charm of the surrounding landscape. With ample room for farming, livestock, outdoor events, or future expansion. Main House-This stunning 7,348 sq. ft. Colonial-style home blends timeless character with extensive modern renovations and additions throughout. Featuring 10 bedrooms, 8 bathrooms, 2 full kitchens, multiple dining and living spaces, and several beautiful fireplaces, the property is perfectly suited for a bed & breakfast, boutique inn, or short-term room rentals. Thoughtfully updated while preserving its historic charm, this spacious estate offers exceptional flexibility for hospitality, events, or private residential use. Guest House- A charming 1,200 sq. ft. guest house offers flexible living space with a studio-style layout, full kitchen, and full bath. Ideal for long-term tenants, short-term rentals, guest accommodations, or an event prep building. Cabin 1 and Cabin 2- A pair of beautiful 1,400 sq. ft. guest cabins combines rustic warmth with comfortable living, featuring beautiful pine interior finishes, 2 bedrooms, 1 full bath, a cozy loft, full kitchen, and inviting living area. A spacious back deck offers the perfect place to relax and enjoy the peaceful countryside setting. Ideal for short-term rentals, private guest accommodations, or elegant bride and groom suites, this cabin provides both character and income-producing potential. Outbuildings/Barns-The property also features two classic barns and three silos that add incredible character and visual appeal to the grounds. Beyond their charming farmhouse aesthetic, the barns provide excellent storage and functional space for event supplies, equipment, décor, or agricultural use, further enhancing the property's versatility for hospitality, weddings, and special events. This picturesque property offers endless recreational opportunities in a peaceful countryside setting. The gently rolling 26 acres are ideal for walking trails, horseback riding, outdoor gatherings, gardening, and enjoying the scenic beauty of Central Kentucky. With open green space, charming barns, and quiet surroundings, the property creates the perfect retreat for relaxation, weekend escapes, weddings, events, or agritourism experiences just minutes from town, golfing, and the Bourbon Trail. This property is well suited for a variety of agricultural uses, featuring a combination of productive tillable ground and fenced pasture ideal for crops, cattle, horses, or a hobby farm operation. The gently rolling landscape provides excellent usability for grazing, hay production, gardening, or recreational farming, while also offering scenic open space that complements the property's peaceful rural setting. Previously operated as a successful inn from 2010-2019, the property offered guests a true Kentucky experience - waking up to breakfast before being chauffeured in a sprinter van for tours along the famous Bourbon Trail. Today, the property continues to generate income through a combination of long-term and short-term rentals, offering excellent flexibility and proven hospitality potential for future owners. Seller incentives- The sellers are amenable to including up toa $25,000 courtesy sellercredit to buyer at the time of closing. Further, recognizing the uniqueness of the Property and its many uses, the sellers will also consider offers that contemplate partial seller financing.Parties may contact the listing agent to initiate a conversation about the terms and conditions of any such dynamic financing. Kentucky enjoys a moderate four-season climate with warm summers, mild springs and falls, and generally moderate winters. The region is known for its lush green landscapes, rolling countryside, and long growing seasons that are ideal for agriculture, horse farms, and outdoor recreation. Seasonal changes bring colorful autumn foliage, blooming spring scenery, and comfortable conditions for year-round tourism and events. Danville, founded in 1787, is known as the 'Birthplace of Kentucky' because it hosted the conventions that led to Kentucky becoming the 15th state in 1792. Rich in history and preserved architecture, Danville features a vibrant downtown filled with historic buildings, locally owned shops, restaurants, and cultural attractions. The city is also home to Centre College, one of the nation's top liberal arts colleges, and is centrally located near Kentucky's famous Bourbon Trail and scenic countryside. Located in Danville, this property offers the perfect balance of peaceful countryside living and convenient access to local amenities. Known for its historic charm, vibrant downtown, and rich Kentucky heritage, Danville is home to unique shops, restaurants, entertainment, and the renowned Bourbon Trail. Centrally positioned in Central Kentucky, the area provides easy access to Lexington, outdoor recreation, and regional attractions while maintaining the quiet appeal of small-town living.
…By Annonceur International
Classic brick curb appeal meets a beautifully renovated interior in this 3,000-square-foot home, set on a manicured lot with mature trees in the peaceful community of Broeck Pointe. This home is filled with charm, character and attention to detail at every turn. The main level flows extremely well with the primary suite and two additional bedrooms are all conveniently located on the main level. The kitchen has been tastefully updated as well as the sunny breakfast nook. The updated primary suite offers space for a king size bed and an ensuite bath featuring a double vanity, new counters, a walk-in glass shower and a soaking tub. Step outside to the incredible oversized back deck for relaxation and privacy. It's the kind of space built for morning coffee, evening fires, and everything in between. Downstairs, the fantastic finished basement adds a whole second layer of living space, complete with a fourth bedroom, a full bathroom, and a walkout two-car garage, perfect for guests, multigenerational living, or extra storage. With three full bathrooms, four bedrooms, and thoughtful updates throughout, this home offers the space, flexibility, and updates in a neighborhood that homes sell fast in! Don't miss your chance to make it yours.
…By Lenihan Sotheby's International Realty
Welcome home to this beautifully maintained 3-bedroom, 2-bath brick ranch located in the highly desirable Tucker Lake Estates neighborhood. Nestled on a quiet cul-de-sac street directly across from the scenic Blackacre Conservancy, this home offers the perfect blend of tranquility, convenience, and functional living. Filled with natural light, the home features a versatile floor plan with both an eat-in kitchen and a separate dining area, providing plenty of space for everyday living and entertaining. The spacious primary suite offers a comfortable retreat, while the finished basement adds valuable living space along with an abundance of storage. Step outside to enjoy the large deck overlooking a wonderful backyard, perfect for relaxing, hosting friends and family, or enjoying peaceful evenings outdoors. Conveniently located with quick access to both I-64 and I-265, you'll love being close to shopping, dining, and everything Louisville has to offer while still enjoying the charm of a peaceful, established neighborhood. With its prime location, thoughtful layout, and inviting outdoor spaces, this home is one you won't want to miss!
…By Lenihan Sotheby's International Realty
Discover the beauty of country living! Set on over 17 acres of beautiful pasture and wooded land, this thoughtfully updated farmhouse offers the perfect blend of country living, functionality, and endless possibilities, all just a short drive away from Madison, Indiana! The property truly shines outdoors, with an impressive collection of versatile outbuildings. A 30' x 40' garage/workshop with plenty of space for projects, equipment, or storage. The 44' x 48' barn has been upgraded with durable metal siding, while the 55' x 38' tobacco barn adds character and history, and was previously used as a rustic wedding venue. A separate building with two bathrooms served the event barn, adding even more potential for future gatherings. Ideal for a mini farm, hobby farm, equestrian property or simply to enjoy the peaceful setting that comes with acreage. With its combination of updated farmhouse charm, expansive acreage and endless potential, this is a property that truly offers something special!
…By Lenihan Sotheby's International Realty
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.
…By Bluegrass Sotheby's International Realty
First floor condominiums at The Fox & Hound is conveniently located with easy accessibility to New Circle, UK, restaurants, shopping and more. One bed and one bath with washer and dryer. Freshly painted. Owner only pays for their personal electric, internet and personal insurance.
…By Bluegrass Sotheby's International Realty
Beautiful move in ready Wellington Chase top floor 2 Bedroom, 2 Bath condominium overlooking trees and the pool. Some of the features include vaulted ceilings, laminate flooring, an entry foyer, fully equipped kitchen with kitchen bar and new stainless appliances, a utility room including washer & dryer, open great room/dining room combination, home office with built-in bookcases, primary bedroom with walk-in closet and private bath with walk-in shower, second bedroom with shared bath. This home includes a separate attached garage with garage door opener, a dedicated parking space at the front door and exterior storage on the covered deck. The HOA fee covers the clubhouse, fitness center, pool, water, sewer, trash, exterior maintenance, exterior insurance, secure building access and your garage. This property is conveniently located near parks, shopping, Fayette Mall, restaurants, UK, Hospitals and more. The Wellington Chase community is known for its friendly atmosphere and well-maintained surroundings. Residents often engage in community events and leisure activities, fostering a sense of belonging and connection.
…By Bluegrass Sotheby's International Realty
Now being offered for sale in Bourbon County, Kentucky is the long-established Green Valley Farm - a beautiful cattle and crop farm consisting of 896 +/- contiguous acres. This versatile farm offers thousands of feet of road frontage along Winchester Rd and Escondida Rd - in the immediate area of Stone Farm, Machmer Hall, Dapple Stud, etc. With roughly 60% of the farm in pasture, Green Valley has had a cattle farmer as a tenant through the years, there are currently no cows on the property. Roughly 30% of the farm is in crop production with a current main tenant producing $72,000 per year in rents and there is about 10% of the farm remaining in woods and creek. The gorgeous Green Creek runs throughout the property and there is an opportunity to harvest the walnut trees on parts of the wooded area. There are 5 tenant houses producing approximately $30,000 per year along with 10 storage barns throughout the farm which are all connected by gravel driveways. This is a massive property with great character and beauty along with being a productive cattle and crop operation- a truly unique opportunity !
…By Bluegrass Sotheby's International Realty
The Fox and Hound Condominiums are conveniently located at the corner of Tates Creek and Armstrong Mill close to restaurants, groceries, shopping, New Circle Road and more. This affordable condominium features a security entrance, 2 generously sized Bedrooms and 2 Full Baths, a large open Living Room with adjacent private balcony, Dining Room, Fully equipped Kitchen and Laundry room with washer & Dryer. Some of the improvements include some new laminate flooring, lighting and paint. The owner only pays for their personal electric, internet and interior insurance. The HOA covers Common Area Maintenance, Insurance, Management, Sewer, Snow Removal, Trash Collection, Roof and Water. Parking is at the building.
…By Bluegrass Sotheby's International Realty
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!
…By Bluegrass Sotheby's International Realty
Looking for that sport horse facility that truly has it all ? Located just 10 minutes from the Kentucky Horse Park on the desirable Greenwich Pike, this gorgeous sport horse facility has been thoughtfully engineered to deliver for you and your horses ! At 106.9 acres, you will discover its open, rectangular shape with gently rolling land - making for a peaceful and private setting. The centerpiece of the farm is a magnificent concrete block training barn featuring (20) 12' x 14' rubber-matted stalls with a heated waterer system in each stall. Additionally, each stall has an exterior door with overhang roof - this provides excellent cross ventilation and gives the horses great views of the farm ! The barn also has a tack room (with 1/2 bath), a feed room and a recently expanded tack room area with grooming racks and a wash rack. The huge hay loft has ample room for hay, shavings, etc and features a roughed-in apartment area if desired to finish out. Just off the barn area are numerous training options for the professional horseman. There are 2 synthetic outdoor rings - a 100'x200' dressage ring and a 160' x 300' oval shaped jumping arena to go with a 120' x 220' grass jumping arena. There is also a fully covered 70' sand round pen and a fully covered 6 horse Eurociser. Completing the farm improvements are 13 individual fenced paddocks, 4 large fenced fields - all with auto waterers and 2 large hoop barns for covered storage . The 5 BR 2.5 BA cottage-style house has been completely renovated over the past several years from top to bottom including: all new kitchen flooring, tops, cabinets, appliances, recently renovated baths, newer electrical service, HVAC systems, a high performance standing seam metal roof system, cement board siding, high performance Sierra Pacific windows and doors, added covered patio and carport. There is also a detached garage / shop area with solar panels making electric bills reasonable. Come discover this professional sport horse farm !
…By Bluegrass Sotheby's International Realty
Location, location, location—centrally located with easy access to I-75, shopping, restaurants, and downtown. 15.1 ± acre mini farm featuring a 2.5-acre stocked pond, gunite pool, and a five-bent tobacco barn converted into a six-stall horse barn (with hot/cold water supply, heated office, and tack room). 3,607 sq ft home built in 1953 and fully remodeled in 2016 with all-new electrical, plumbing, roof, appliances, and fixtures. Offers 4 bedrooms and 3 full baths (one bedroom converted to a large primary walk-in closet; easily converted back). Large, detached 3-car garage with updated Raynor garage doors. Primary bathroom features a large marble-tiled walk-in shower, wood tile flooring, double vanity, and infrared sauna. Expansive open kitchen with Sub-Zero refrigerator, Thermador gas range with double ovens, and large island with quartzite countertop. Oversized living room with custom barnwood built-in, wainscoting/shiplap, and adjacent storage room. Large first-floor laundry room with custom-designed double pantry closets. Generac whole-house generator. Unfinished basement with abundant storage space and gym/recreational area. Additional renovations in 2018 include a newly added automatic front entry gate with keypad and posts, as well as a Colorado-style outdoor patio with Trex decking and stone tiling. Property features V-mesh and four-board horse fencing throughout, along with multiple run-in sheds and equipment/livestock barns.
…By Bluegrass Sotheby's International Realty
288 +/- acres of productive farmland with level to gently rolling ground, well suited for cattle and row crops. The property includes 2 homes and a mobile home, offering space for family, farm help, or rental income. This versatile farm provides plenty of open ground and pasture for a working agricultural operation or investment
…By Annonceur International
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