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621 S Cleveland Rd, Lexington
$1,280,000
5 Beds ⋅ 5 Baths ⋅ 26010946 MLS
Exceptional, custom home offering ultimate privacy, convenience, and outstanding entertaining spaces. Located less than five minutes from I-75, only 10 minutes to the Hamburg area and 20 minutes to downtown Lexington. This meticulously maintained 15.95 acre property (per recent appraisal) with a home that has over 5,400 sq. ft. and features 5 bedrooms, 4.5 bathrooms, including an ADA-compliant Jack-and-Jill bathroom. The main living area showcases open concept living with an easy flow directly to a 1,400 sq. ft. Trex deck to enjoy outdoor entertaining and magnificent sunsets. The distinctive West Wing features a unique bar/entertainment area that also flows to an attractive second Trex deck. Recent improvements include remodeled interior space, triple-zoned HVAC, new roof, and freshly painted four plank fencing. Gorgeous landscaping, elegant Italian marble fountain, upscale window treatments, and a scenic private 1/4 mile paved driveway enhances the property's true appeal. Additional highlights include an attached 2-car garage with a drive-through rear door. A recently-constructed beautiful metal barn, (30'x42') on slab, provides additional storage and protection for personal belongings. Call today to see this stunning home!

621 S Cleveland Rd, Lexington

6122 Garland Hollow Rd, Means
$1,250,000
12 Beds ⋅ 25501634 MLS
Once in a lifetime opportunity to acquire a 427 acre, breathtaking estate. This exceptional property showcases immaculately maintained homes, each thoughtfully appointed with rich hardwood floors, custom cabinetry, and both resting on full basements. The level of craftsmanship throughout is truly second to none. Beyond the residences, the grounds feature a collection of pristine structures, including an impressive 16,000 square foot facility with expansive parking areas, offering endless possibilities for a wedding venue, event center, storefront, workshop, or more. Whether you are seeking a premier investment, a development opportunity, or a destination unlike any other, the potential here is limitless. A gently graveled road winds through the property to its crown jewel, a picturesque pond that serves as a natural gathering place. Stocked and surrounded by beautiful scenery, this private retreat offers tranquil views and a serene setting for recreation, relaxation, or unforgettable events. With abundant space for outdoor activities, the land lends itself to retreats, short term rentals, or even a signature destination venue. Investors will value the scale and versatility, while visionaries will see the chance to create something truly extraordinary. With 1200 feet of road frontage, less than 20 minutes to I-64, and a secluded setting still only minutes from town, this property strikes a perfect balance of privacy and convenience. High speed internet is also available, making it well suited for modern needs while preserving its timeless appeal. Rarely does an offering of this magnitude come available. Schedule your private showing and experience the possibilities today. I promise you will leave the showing as if you just took a day trip to paradise!

6122 Garland Hollow Rd, Means

2700 Sulphur Lick Rd, Willisburg
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 26010405 MLS
***Click on the Virtual Tour section to see the video walkthrough of the home and the surrounding acreage!*** Welcome to 2700 Sulphur Lick Road, where modern luxury meets natural beauty on 64.67 stunning acres. The custom-built home is surrounded by abundant wildlife, open fields, woodlands, and trails. The property entrance features a tree-lined approach, Ply Gem "Weathered Cedar" fencing, a custom wildlife security gate, a private bridge, plus an original spring-fed well. Built for quality and durability, the home boasts 2x6 construction, top-of-the-line finishes, solid-core 8-foot doors, over 3,560 square feet of living space, and an 18kW Generac generator. The main floor includes a two-story, open-concept great room with a linear gas fireplace, a kitchen, a dining area, and a luxurious primary suite with automated blackout curtains and a spa-like bath finished with marble, quartz, and glass. Expansive windows showcase breathtaking views, and the back patio is perfect for relaxing or entertaining. Up the main staircase are two additional bedrooms and a beautifully finished full bath. A second staircase leads to a finished bonus space above the oversized 1,130 sq ft attached 3-car garage, currently used as a family and game room, complete with its own full bath. The garage includes three bays, extra space for a gym or ATV parking, built-in drains, and hot/cold water spigots. Outdoor enthusiasts will enjoy the numerous trails, a custom deer blind, and a creek, all set among mature hardwood trees and thriving wildlife. The natural grassland areas are free of herbicides or pesticides. With no restrictions, this property is ideal for a private residence, multigenerational living, or vacation rental opportunities. It is conveniently located along the Bourbon Trail, adjoins the Bluegrass Parkway, and is just 35 minutes from Keeneland and Lexington Blue Grass Airport. The seller is a licensed Realtor.

2700 Sulphur Lick Rd, Willisburg

1311 Bruner Rd, Lawrenceburg
$1,200,000
6 Beds ⋅ 6 Baths ⋅ 25014953 MLS
Step inside this beautiful home and be in AWE! Every window has an amazing view. Home features primary en-suite on main floor, impressive kitchen for the Chef in the family, living room is enhanced with wood burning fire place for winter time enjoyment. Top of the line utility room features Butlers Pantry and a 1/2 bath for convenience. Charming quest quarters connect to main house offering additional private living space. 4 spacious bedrooms and 2 baths upstairs support a large family. Lower level features a comfortable rec room, full bath, exercise room, 2nd utility, safe room and an additional storage room. Enjoy hot summers days around your new inground pool. Impressive 2 car garage features full bath, washer and dryer and a secluded covered back patio. Approximately 42 fully fenced acres currently used for cattle. Additional block barn located at road currently used for storage. 24 hours notice to show. IT IS ALL ABOUT THE VIEW!

1311 Bruner Rd, Lawrenceburg

3352 Huntertown Rd, Versailles
$1,180,000
3 Beds ⋅ 2 Baths ⋅ 25015785 MLS
Now offered in one of Kentucky's most sought-after equestrian regions, Clouse Stables is a premier 5.82-acre property designed for serious horsemen and turnkey operation. With a legacy of producing multiple World Champion Saddlebreds, this facility is fully equipped for training, boarding, or private equestrian use—indoors and out. The property features a 27-stall barn, heated 200' x 48' indoor arena, outdoor training track, and fully fenced pasture. Thoughtfully laid out with functionality in mind, the barn also includes four tack rooms, a spacious feed room, two half baths (including one in the office), washer/dryer, and generous storage with built-in shelving. The on-site residence offers comfort and charm, with 3 bedrooms, 2 bathrooms, a dedicated office, sunroom, and over 1,900 sq ft of living space. Highlights include a wood-burning fireplace, heated floors in the primary bath, and a detached two-car garage. Ideally located just minutes from Bluegrass Airport, Keeneland Racetrack, Downtown Versailles, and Downtown Lexington, with convenient access to major interstates—this is a rare opportunity to own a piece of the Bluegrass at its finest.

3352 Huntertown Rd, Versailles

1488 Pine Grove School Rd, London
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 25503582 MLS
Experience luxury living with privacy and convenience in this gated brick estate set on 12 beautifully fenced acres just minutes from downtown London, KY. Fully enclosed with 4-board fencing and a gated entrance, this property combines the best of craftsmanship, comfort, and functionality in an exceptional country setting. Spanning approximately 4,700 sq. ft., this custom-built home showcases 12-foot ceilings in the master suite, kitchen, dining, and living areas, creating an open and elegant atmosphere throughout. The interior features real hardwood floors, rich wood trim, and custom detailing that speak to quality at every turn. The gourmet kitchen is designed for both daily living and entertaining — offering an oversized island, extensive custom cabinetry, and an open flow into the dining and living areas. The centerpiece is a double-sided gas fireplace between the dining and living room, bringing warmth and style to the heart of the home. The primary suite offers a retreat of its own with 12 ft ceilings, a jacuzzi soaking tub, and a large walk-in closet. The secondary bath on the primary floor includes a custom shower, and the home offers two laundry rooms for convenience, one on each floor. Downstairs, a fully finished basement provides an impressive entertainment area complete with a custom bar, open living space, and another cozy fireplace. Large bedroom, bathroom, laundry and 2 additional rooms for whatever extra space you may need are also located in the basement making this space perfect for gatherings or relaxing evenings. The 2 car attached garage is heated and cooled, epoxy floor, the attic space above garage is set up for storage. Home also has spray foam ceilings. Outside, enjoy a heated saltwater pool, a 30×40 pool house with granite countertops, and an expansive stone patio ideal for hosting. The home's soffit lighting and extensive landscape lighting around the pool area create a resort-style ambiance after dark. For collectors, business owners, or hobbyists, the property includes several outbuildings: 50×100 heated garage with oversized doors — ideal for RVs, boats, or up to 15 vehicles 28×28 insulated garage with electric 75×32 barn with stalls and hay storage Additional features include a geothermal HVAC system, whole-home water softener, long blacktop driveway, and abundant wildlife — offering both sustainability and serenity. Appraised at $2.3 million in 2024, this estate is being offered at an incredible value at $1,250,000 with 12 acres. Additional 8-acre and 6-acre tracts, both fully fenced and ready for use, are available for separate purchase. A true blend of elegance and country living — this one-of-a-kind property delivers the privacy, space, and amenities rarely found in the London area. Agent-owned.

1488 Pine Grove School Rd, London

68 Buckettown Rd, Richmond
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 25013461 MLS
This property is under a contingency contract with a 72hr kickout in place. Dreams do come true! This 5 bedroom, 4.5 bath custom built home sits on 7.63 acres and is loaded with luxury upgrades. Features include 3/4'' Mullican hardwood flooring (main+ second levels), Thermador appliances (36''gas range with/ griddle, hood, warming drawer, upgraded dishwasher), quartz countertops & backsplash, A 5'2''x 7'9'' island, Uline beverage cooler, bar and butler's pantry with sink and microwave. Two laundry rooms, Jack-and-Jill suite, Upgraded Delta faucets, vaulted ceiling in master, 12' ceilings in living area and foyer, Living room also features a coffered ceiling and gas fireplace with shiplap surround. Anderson Fiberex casement windows on the front of the home, tongue and groove ceilings on porches and foyer, 3 car garage with pull through bay Haas heavy duty garage doors, glass paneled rear door, tool/storage room, storm shelter, 9' entry doors, foam+batting insulation, 2 50 gallon water heaters, Owens Corning Duration shingles. Enjoy The detached barn with electric and water for all of your recreational toys, This custom home with land, location and luxuries is a must see! Schedule your showing today!!

68 Buckettown Rd, Richmond

181 Wedgewood Dr, Shelbyville
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 26011705 MLS
Set on more than 3 picturesque acres, this exceptional Jeffersonian-style estate offers a rare opportunity to experience refined Kentucky living with the privacy, beauty and equestrian amenities that define true horse country. Thoughtfully designed for both elegant living and everyday comfort, the quality-built residence features four spacious en suite bedrooms, upstairs being a jack & jill with two vanities, along with an additional half bath on main floor. Rich hardwood flooring runs throughout much of the home, while wonderful 9-foot ceilings, generous closet space, and timeless architectural details created a sense of warmth and sophistication. Designed for both entertaining and quiet evenings at home, the residence features 2 fireplaces, a beautifully appointed Kitchen and abundant cabinetry and workspace, a large utility room, an oversized two-car garage, and a stunning all-glass sunroom that invites the surrounding landscape indoors. For equestrian enthusiasts, the property offers an exceptional setup with a five-stall barn with room for expansion, along with a tack room, feed room, and equipment storage. Multiple paddocks and a private outdoor riding arena create the ideal environment for training, riding or simply enjoying Kentucky equestrian lifestyle from your own property. A substantial unfinished walkout basement offers endless potential with future expansion, whether envisioned as additional living space, a recreation level, guest quarters, or a private wellness retreat. Offering beautiful pastoral views and the peaceful feeling of a private country escape, all within an established upscale community, this is a truly special Kentucky horse property designed for those who appreciate both elegance and lifestyle.

181 Wedgewood Dr, Shelbyville

172 Hebron Rd, Shelbyville
$1,144,000
4 Beds ⋅ 4 Baths ⋅ 26008976 MLS
Stunning contemporary home perched on a hillside with beautiful views of the 26+ acres, living in a bucolic setting of stunning countryside and yet minutes to shopping & necessities in Shelbyville. The long winding driveway leads up to a home filled with updates and original details. Walls of window, soaring ceilings. Light-filled kitchen adjoins the great room with stunning stone fireplace. Bonus bedroom/office located in loft space accessed by spiral staircase. Finished walkout basement currently used as an artist studio but could be revised to make a completely separate living quarters for multi-generational living. Extensive landscaping, enormous deck and terraced patio make outdoor entertaining sublime. Want to have your own horses at home, fenced pastures and four stall barn are ready. Property borders Fox Run creek and there are hiking trails along the creek through the woods. Part of the property is currently leased for hay production. Located 60 minutes from Keeneland and Kentucky Horse Park.

172 Hebron Rd, Shelbyville

495 Shadrick Ferry Rd, Frankfort
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 26013385 MLS
Designed with thoughtful craftsmanship and built for lasting quality, this one-of-a-kind lodge-style retreat is nestled on approximately 39.59 acres--just minutes from the heart of Frankfort, yet worlds away in feel. With wood-look steel siding and a high-grade metal roof, this home blends timeless rural charm with the benefits of energy efficiency and low-maintenance living. Inside, rich textures of reclaimed barn wood infuse warmth and character into the basement, garage, and spacious craft room. The heart of the home is an expansive great room, perfect for gathering, where vintage-style oscillating fans stir the fresh country air drifting through open windows. A large country kitchen anchors the living space, featuring granite countertops, soft-close cabinetry, a center island with cooktop, and seamless flow into the great room--ideal for entertaining. Three bedrooms each offer cedar-lined closets, while the three full bathrooms feature beautifully tiled walk-in showers. A versatile loft overlooks the main living area and serves as the perfect home office, reading nook, or hobby space.. The finished walk-out basement includes a generous entertainment space, wet bar, and accessible full bath perfect for hosting. Durable exposed concrete floors make post-party cleanup a breeze. Step outside to enjoy a partially covered wrap-around deck with pergola, a patio cooled by outdoor ceiling fans, and an outdoor shower with easy winterization access. A serene stocked lake with fountain and screened pavilion equipped with stone fireplace, water, and electric adds to the allure of the grounds. Other outdoor highlights include two additional ponds, a natural spring, orchard with apple, peach, and cherry trees, and a charming playhouse. For agricultural pursuits, the property includes a barn with water, electric, shed, and shop, plus a silo with feeding shed and ample fencing ready for livestock or hobby farming. Additional features include: ' Carrier geothermal system with humidifier and dehumidifier ' Martin-brand windows and walkout doors ' Triple-clamped metal roof ' Easy drive-up access to basement level A rare opportunity to own a property that offers the peace and privacy of rural living without sacrificing modern conveniences where every detail invites you to relax, entertain, and enjoy nature in every season.

495 Shadrick Ferry Rd, Frankfort

Corbin
$1,100,000
25016460 MLS
Rare Opportunity - Family-Owned Farm for 35 Years! Welcome to a truly special property that's been in the same family for over three decades. This beautiful and versatile tract of land has been a working tree farm, and offers endless possibilities for agricultural, residential, or commercial use. Situated just a few miles from Laurel Lake and I-75, this property features: A large pond. Two barns for equipment or livestock. A fruit market right on the property. Road frontage on both Hwy 312 and Level Green Road. A creek along the back boundary, enhancing the natural beauty. Level acreage ideal for farming, building, or recreation. An abundance of wild life. Whether you're dreaming of expanding a farming operation, starting a business, or creating your own private retreat, this land offers space, access, and potential like no other. Don't miss this once-in-a-generation chance to own a piece of well-loved land with deep roots and a bright future.

Corbin

1475 Gosser Ridge Rd, Liberty
$1,094,500
2 Beds ⋅ 1 Baths ⋅ 26018376 MLS
Discover the possibilities with this exceptional 147-acre farm offering a beautiful blend of productive farmland and scenic countryside. Featuring two ponds, lush green fields, and a variety of hardwoods. This property is ideal for a variety of uses. Whether you're looking to expand your farming operation, raise cattle or horses, establish cropland, or build your dream home with breathtaking rural views, this property offers the space and flexibility to accomodate. The farm has no restrictions, creating excellent opportunities for investment, development, or multiple home sites. Seller is open to dividing the farm to sell in three smaller tracts. A rare opportunity to own prime acreage with endless potential in a picturesque setting.

1475 Gosser Ridge Rd, Liberty

401 Shady Ln, Midway
$1,090,000
4 Beds ⋅ 3 Baths ⋅ 25014717 MLS
Great location and Equestrian living opportunity in Midway KY! This 31± acre farm is suitable for any equine discipline. The 12 stall barn features a feed and tack room with full bath with a roughed in shower. There is a large hay loft with a roughed in apartment over the center aisle that could easily be finished into additional living space. The ranch style residence features parquet wood floors, living room with brick fireplace, eat in kitchen with modern Samsung appliances, dining room, primary bedroom with ensuite renovated bathroom, 2 additional main level bedrooms with full bath, large walk out basement with den and kitchenette/bar, 4th bedroom with full bath, and an office that could be converted into a fifth bedroom. There is a pristine ~1.5ac stocked pond behind the home that offers stunning views. GREAT LOCATION with easy access to I-64, Keeneland, the KY Horse Park and more.

401 Shady Ln, Midway

602 Cecil Wyatt Rd, Corbin
$1,080,000
4 Beds ⋅ 6 Baths ⋅ 26010982 MLS
You don't find a home like this. You earn it. Tucked behind a private gated entry on approximately 4 acres of rolling Southern Kentucky hills, 602 Cecil Wyatt Road is not a house — it's a declaration. This French country-inspired estate, custom built with an obsessive eye for detail and freshly updated for the discerning buyer, delivers what so few properties can: absolute privacy, resort-caliber amenities, and easy I-75 access — without sacrificing a single square foot of luxury. Arrive. Decompress. Belong. From the moment the gate closes behind you, the world outside fades. Step inside and the craftsmanship stops you immediately: double crown moldings, finger-groove custom trim, solid hardwood floors, and marble tile — meticulously crafted at every turn. The iconic octagonal living room pours with natural light through custom shutters, a space designed to impress and built to last. The sun-drenched den, with its wall of mullion transom windows framing the wooded ridgeline like a living painting, is anchored by a gas fireplace that makes it the most coveted seat in the house — morning or evening. The primary suite is nothing short of a private sanctuary. Stunning tile work, dual walk-in closets — and a deep soaker tub bathed in natural light invite you to slow down and breathe. Two beautifully renovated baths and thoughtfully appointed spaces throughout complete a home where every detail has been considered. The heart of this home is a chef's dream kitchen — exceptionally spacious with abundant custom cabinetry, stunning granite countertops, and a generous eat-in dining space overlooking manicured gardens and breathtaking landscape beyond. Step directly from the kitchen onto an aggregate stone patio surrounding the heated saltwater pool with turbo filters and hot tub — your private resort, complete with a dedicated pool house, half bath, and screened-in entertaining space designed for effortless outdoor living. Your private grounds tell their own story. A lighted sports court, a steel greenhouse perfect for year-round growing, and a charming gazebo set among meticulously landscaped grounds invite every season to be savored. Nurture your garden in the greenhouse or tuck away in the gazebo with a favorite book on a lazy Sunday afternoon — these grounds were made for a life well lived. Upstairs, an upgraded private movie theatre sets the stage for the perfect Friday night in. The finished walkout lower level offers a home gym, a kitchenette ideal for multi-generational living, an additional fireplace, generous lounging space, and a third opportunity for a dedicated home office. A four-car garage, irrigation system, geothermal heating, and a 100-amp Generac system round out a property built for those who simply expect more. Corbin, Kentucky: A Region on the Rise. With easy I-75 access and proximity to Daniel Boone National Forest, Cumberland Falls, and the Red River Gorge, Corbin delivers a quality of life that's turning heads across the region — and beyond. Discerning buyers are discovering what insiders already know: this is where your lifestyle gets bigger and the noise of the world gets quieter.

602 Cecil Wyatt Rd, Corbin

299 Park Estates Ln, London
$1,075,000
5 Beds ⋅ 5 Baths ⋅ 25506923 MLS
Introducing a luxury listing that blends modern refinement with timeless Southern Colonial Revival elegance—a truly remarkable estate offering 4,447 sq ft of extraordinary living space on 4.73 scenic acres. From the moment you arrive, the stately façade, columned porch, and classic architectural symmetry set a tone of refined presence and grandeur. Inside, a soaring two-story entry welcomes you into expansive living areas thoughtfully designed for comfort and versatility. This home offers multiple living spaces, a warm family room with fireplace, a formal dining room, and a dedicated home office ideal for today's work-from-home lifestyle. The gourmet kitchen is a standout with granite countertops, stainless steel appliances, and plenty of workspace for entertaining or daily meals. With 5 bedrooms and 3.5 baths in the main home, luxury and functionality meet seamlessly. The main-level Primary Suite provides a spa-quality retreat with a gorgeous tiled walk-in shower, freestanding soaker tub, and dual vanities. Upstairs, an open loft room provides additional flexible space—perfect for a lounge, playroom, exercise area, or creative studio—along with a bonus room offering even greater versatility for media or recreation. Outdoor living is extraordinary with large stamped concrete front and back covered porches accessible from multiple points in the home and overlooking picturesque farm and pond views. A newly completed 16' x 40' inground pool with stained concrete decking becomes the centerpiece of outdoor entertainment, complemented by a pool house featuring its own half bath, and a spacious covered outdoor living area ideal for gatherings, grilling, or quiet relaxation. A massive oversized garage offers abundant space for vehicles, equipment, and workshop needs. The property also includes a barn, offering incredible potential for storage, hobbies, equipment, animals, or future agricultural pursuits. Conveniently located just off Levi-Jackson Fariston Rd, with entry through the well-established Park Estates subdivision, this property delivers luxury, beauty, privacy, and accessibility in one exceptional package. Additional acreage is available for purchase for those desiring even more room to expand or develop. Grand in presence. Refined in detail. Designed for living. This distinguished Southern Colonial Revival estate is one you must see to fully appreciate!

299 Park Estates Ln, London

6237 Bybee Rd, Winchester
$1,075,000
5 Beds ⋅ 7 Baths ⋅ 25012707 MLS
Step into timeless elegance with this breathtaking modern Victorian-style masterpiece, perfectly positioned on 4.39 acres with panoramic views of sunrises, sunsets, and distant mountains. Designed and built by Tom Padgett, this home is rich in character and detail—from hand-hewn wood beam ceilings to Waterford crystal chandeliers. The grand 2-story foyer welcomes you into a flowing layout that includes a first-floor primary suite with a fireplace, sitting area, and private wrap-around porch. The gourmet kitchen connects to a butler's pantry, prep area, breakfast room, and formal dining room, ideal for entertaining. Upstairs offers two more primary suites, 2 more spacious bedrooms, and a private study/office with a fireplace. An elevator provides easy access to all three levels. The finished walkout lower level includes an in-ground pool, outdoor bar, private bath, movie room, rec space, and 1100+ sq ft of storage. Custom moldings, built-ins, hand painted Kohler sinks and hardwood floors throughout—this is luxury living at its finest! Other notable features include a 3 car garage, finished storage space above the garage & unfinished storage in the basement.

6237 Bybee Rd, Winchester

5085 Keene Rd, Lexington
$1,060,000
6 Beds ⋅ 5 Baths ⋅ 26008604 MLS
Welcome to FIrebrook Farm! Never heard of it? It's almost a fantasy land type property with THE most amazing location...and NO HOA!. OH MY! Tell me more. Well, it's that RARE of a find. Located on a very heavily treed almost one acre parcel in Fayette County just on the back side of Firebrook, this gated property has all the things you've been looking for..for years! Privacy, Scenery, Location (SW4 LEX, Beaumont MS & Dunbar HS) Location (near NEW Publix, Mirror Twin & ChickFilA), Location (peaceful views of farmland & awesome country setting). Interested in Homesteading? You'll love the barn & back paddock area. Others might see an amazing spot for a pool, pickleball court & entertaining barn. It's YOUR vision, waiting to be brought to life. Fresh paint throughout. Completely remodeled basement that features a new kitchenette, full bath with stackable washer & dryer. New exterior basement door. New Radon Mitigation System. Also recently conducted: Survey, Septic Pump & Inspection and Pest Inspection - all clear! Efficient with foam insulated & all electric mechanical systems. Great multi-generational home & property with a basement garage & penty of parking. Both garages have electric vehicle charges. What a location! What a setting! What an amazing property! Showings begin Friday April 24 @ 2pm. Be the first to grab that time slot by reaching out to your trusted agent now.

5085 Keene Rd, Lexington

3760 Old Boonesboro Rd, Winchester
$1,050,000
5 Beds ⋅ 5 Baths ⋅ 26006697 MLS
Step through the striking red front doors and into a home where craftsmanship, character, and comfort come together. This beautifully maintained property sits on nearly 13 acres at the edge of Winchester, offering a peaceful retreat with the charm of a mid century floorplan and rich woodwork, tile, and hardwood floors throughout. The spacious kitchen and all three full baths feature high end finishes, and the home offers multiple unique spaces for relaxing or entertaining. From the second floor, enjoy your own private balcony overlooking the expansive backyard and in ground pool. On the main level, a covered porch provides easy access to the pool area, along with a convenient exterior door leading directly to a small bathroom—perfect for swimmers. The basement is also a cozy retreat including a living area with a stone fireplace and a bar, another full bed and bathroom, plus a bonus space that could be used as an exercise room or a creative space. Recent updates include new tile and hardwood flooring and fresh interior paint. Outside, the fully fenced yard is beautifully landscaped with mature trees and manicured lawn. This property also includes a separate garage ideal for hobbyists, a storage building with a screened room suitable for chickens or small animals, and a full 2,000 sq ft barn—offering endless possibilities for country living.

3760 Old Boonesboro Rd, Winchester

1101 Waddy Rd, Waddy
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 26006358 MLS
STOP SCROLLING. THIS IS THE ONE...30 ACRES...Privacy...Presence...Possibility. A rare estate set on rolling, level, and wooded land—nearly fully fenced—offering space to breathe, build, and live without compromise...quiet mornings, expansive views, and true separation without sacrificing convenience...Inside, the design balances scale and function with 5 bedrooms, 3.5 baths, and two primary suites, including a main-level multigenerational suite with its own living area, kitchenette, bath, and walk-in closet—ideal for multi-generational living or long-term guests...while the upstairs primary delivers a spa-style bath, separate shower, and oversized walk-in. Natural light fills the home, highlighting hardwood floors, a welcoming foyer, and a fireplace built for real use. The kitchen is thoughtfully designed for everyday living and entertaining, featuring granite countertops, quality cabinetry, and a layout that performs as well as it presents. The finished lower level expands your options with a large recreation space, dedicated exercise room, and substantial storage, supported by two furnaces—including one brand new—for efficient, reliable comfort year-round. Recent upgrades include a 2-year-old deck, a bright and relaxing Florida room, and a paved driveway for ease and accessibility...while outside, the property continues to deliver with a versatile Quonset barn and two private ponds that add both beauty and function. This is a property designed for those who value space, flexibility, and long-term livability...move-in ready, fully realized, and rarely available—opportunities like this are limited, so experience it before it's gone.

1101 Waddy Rd, Waddy

5028 Ashgrove Pike, Nicholasville
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 26002320 MLS
Where life's best moments unfold. Imagine owning a place where memories are made. This exceptional farm offers the perfect blend of charm, versatility, and opportunity — ideal as a wedding venue, event destination, equestrian property, or your own private piece of paradise. Picture elegant ceremonies beneath open skies, lively receptions in a dedicated event space, and unforgettable family reunions where generations gather and celebrate together. At the heart of the property sits a beautifully designed ranch-style brick home, combining comfort with timeless style. Featuring wood plank vaulted ceilings and an open, inviting floor plan, the home offers a spacious family room perfect for entertaining and everyday living. The kitchen showcases granite countertops and generous gathering space, complemented by three large bedrooms, three full baths, and both gas and wood-burning fireplaces that create warmth and character throughout. Step outside to enjoy an expansive patio and covered wrap-around porch, where peaceful countryside views provide the perfect backdrop for quiet mornings or sunset evenings. A two-car garage adds convenience and functionality to this thoughtfully designed residence. Beyond the home lies an extraordinary event-ready setting. The fully equipped event barn creates an ideal space for weddings and celebrations, while an outdoor bar with its own restroom enhances the guest experience. A versatile multi-purpose building expands the possibilities, featuring a welcoming foyer, two offices, bathroom, changing room, bridal suite, man cave, wood shop, and ample storage — making the property equally suited for business, hobbies, or creative pursuits. Fully fenced with a dedicated parking paddock, this rare offering combines privacy, beauty, and income potential into a turn-key opportunity to live, work, and celebrate in one remarkable location. Conveniently located just 1 mile from Tates Creek Road in Lexington and 3 miles from Lexington Road in Nicholasville, tucked behind Brannon Crossing, this property provides peaceful country living with easy access to city amenities.

5028 Ashgrove Pike, Nicholasville

905 S Benson Rd, Frankfort
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 26020011 MLS
Luxury, privacy, and efficiency come together on 8 beautiful acres just minutes from town and the new Target development. Built in 2022, this custom-designed 4-bedroom, 4-bath home offers over 4,000 square feet of thoughtfully crafted living space with the quality and features that are hard to replicate today. Inside, you'll find reclaimed wood floors and timber box beams, 9-foot ceilings, granite countertops, and custom Amish-built cabinetry throughout the kitchen, pantry, laundry, and bathrooms. The chef's kitchen features a gas cooktop, double stacked ovens, and opens to spacious living areas highlighted by an impressive media center with LED fireplace, wired surround sound, and a cozy wood stove with cooktop. A private office, sunroom, craft room, and upstairs flex space provide room to work, create, and unwind. The primary bath features radiant heated tile floors, and the infrared sauna stays with the home. Designed for comfort and efficiency, the home boasts a HERS 50 energy rating, spray foam insulation, Pella fiberglass windows and doors, high-efficiency HVAC, ERV air exchange system, conditioned walk-in attic storage, encapsulated crawlspace, LP tankless water heater, whole-house 18 kW generator, underground utilities, fiber internet, and a standing seam metal roof with steel board-and-batten siding. Outside, enjoy a Trex deck overlooking abundant wildlife, including deer, turkey, and ducks, plus a pond, 1,000-square-foot barn, RV shelter and an easily gated driveway with security cameras. The 2-acre pasture in the back of the property would be perfect for a horse or other livestock. Property adjoins the former Indian Ridge Farm home of Breeder's Cup Filly and Mare Sprint winner Groupie Doll. Every detail was carefully considered. If you've been waiting for a one-of-a-kind home that offers exceptional craftsmanship, low operating costs, and the peace and quiet of country living without sacrificing modern conveniences, this is it.

905 S Benson Rd, Frankfort

5770 Stewart Rd, Lexington
$1,019,000
5 Beds ⋅ 4 Baths ⋅ 26003030 MLS
Set amid 5 private acres surrounded by expansive 100+ acre horse farms, this exceptional property offers a rare opportunity to experience true Bluegrass serenity—where mornings begin with views of mares and foals running across neighboring pastures and evenings end in complete privacy under wide Kentucky skies. Thoughtfully renovated by the current owners, the home blends timeless character with modern comfort and functionality. The reimagined chef's kitchen features gas cooking, upgraded professional-grade appliances, and custom cabinetry designed for both everyday living and entertaining. A fully updated utility space includes built-in custom cabinetry and integrated laundry for seamless organization. Existing hardwood floors have been professionally refinished to a light, airy tone, complemented by carefully selected luxury plank flooring throughout additional living areas to create a cohesive, designer-inspired flow across the home. Both fireplaces have been enhanced with gas log inserts, creating warm, inviting gathering spaces throughout the seasons. Extensive landscaping improvements and a professionally installed irrigation system enhance curb appeal while simplifying maintenance. The home offers a highly desirable first-floor primary suite, with additional bedrooms and full bath on the upper level. The finished walk-out lower level is filled with natural light and offers exceptional flexibility, currently utilized with two large additional sleeping spaces, a full bath, and abundant storage—ideal for guests, hobbies, or multi-generational living. The primary bath renovation creates a true retreat, featuring a custom soaking tub positioned beneath a picture window framing peaceful views of the surrounding countryside and horse farms. Located in Bourbon County—offering the advantage of lower property taxes—while maintaining a Lexington address, this property is just minutes from Hamburg, downtown Lexington, and major conveniences, delivering a rare combination of privacy, accessibility, and Bluegrass lifestyle. This is a unique opportunity to own a renovated country retreat in a location where land, privacy, and surrounding farm acreage create lasting long-term value.

5770 Stewart Rd, Lexington

Moore Hill Hwy, Corbin
$1,000,000
26012618 MLS
Exceptional commercial opportunity in Knox County! This 22.68-acre parcel is primed for development and strategically located directly off the Bypass in a high-traffic area with outstanding visibility and accessibility. Positioned just over a mile from The Cumberland Run, this property offers tremendous potential for a wide range of commercial, industrial, retail, or mixed-use projectsThe site includes a 7,000-square-foot warehouse featuring four bays, providing immediate operational capability, along with on-site paved parking for employees, customers, or fleet vehicles. With its prime location, substantial acreage, existing infrastructure, and proximity to one of the area's growing destinations, this property presents a rare investment and development opportunity in the heart of Knox County.

Moore Hill Hwy, Corbin

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