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430 Irvin Rd, Danville
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 26010321 MLS
A rare and storied offering, this extraordinary estate—originally constructed in 1858 by the prominent Caldwell family—stands as one of Kentucky's most remarkable historic residences. Set gracefully on 5.12 picturesque acres, this nearly 8,000 SF masterpiece seamlessly blends pre-Civil War history with timeless luxury and architectural grandeur. Known as the "Logan Caldwell House" on the National Register of Historic Places, the home is rich in heritage -- having served as a hospital during the Civil War -- and has been beautifully preserved through the generations. From its commanding proportions to its irreplaceable craftsmanship, every inch of the property reflects an era of elegance rarely seen today. A symmetrical circular drive makes for a dramatic entrance, while classic, stately blackboard fencing outlines the property with timeless Kentucky charm. A stunning drive-through portico and breezeway connect the main residence to the attached 2+-car garage. Above the garage, unfinished living quarters with roughed-in plumbing offer incredible potential for a private guest suite, caretaker's quarters, farmhand residence, studio, or additional flex space. Beyond the residence itself, the grounds unfold into a breathtaking private retreat complete with a romantic peony garden, a stone well house, a barn (horse stables), an additional 2-car garage/workshop, a potential accessory dwelling, and sweeping green space framed by mature trees and pastoral scenery. Surrounded by hundreds of acres of privately-owned farmland, the property enjoys an unmatched sense of privacy, tranquility, and iconic Kentucky countryside views in every direction. The stunning rear wraparound porch captures picturesque panoramic vistas, offering the perfect setting for quiet mornings, elegant garden parties, and unforgettable sunsets. An outdoor entertaining area complete with a built-in grill and outdoor kitchen station further elevates the estate's exceptional lifestyle appeal, creating the perfect backdrop for al fresco dining. Inside, soaring ceilings, original hardwood floors, intricate millwork, grand staircases, and historic fireplaces create an atmosphere of sophistication and authenticity. Expansive formal and informal living spaces are filled with natural light and rich character. The beautifully remodeled kitchen serves as the heart of the home — thoughtfully designed with timeless finishes that honor the estate's historic character while offering elevated modern functionality. Custom cabinetry designed by renowned Barber Cabinetry Company is paired with granite countertops, a dedicated vegetable prep sink, and a stunning hand-carved wood range hood that anchors the space with warmth and craftsmanship. A cozy gas fireplace creates an inviting atmosphere, while dramatic walls of windows surround the kitchen and dining area, framing breathtaking views of the backyard landscape and filling the space with natural light throughout the day. Adding to the estate's extraordinary character is a rare stacked-stone basement that naturally maintains an approximately 62-degree temperature year-round — an ideal environment for a luxury wine cellar, bourbon collection, tasting room, or additional preservation space befitting a property of this caliber. Despite its peaceful estate setting, the property is conveniently located just 15 minutes from Downtown Danville — home to the prestigious Centre College and Ephraim McDowell Regional Medical Center — providing easy access to dining, shopping, healthcare, and one of Kentucky's most charming and culturally rich communities. Properties of this magnitude and historical significance seldom become available. More than a home, this is a legacy estate—a once-in-a-lifetime opportunity to own a beautifully preserved piece of Kentucky history where timeless grandeur, luxury, and heritage converge.

430 Irvin Rd, Danville

202 Getaways Rd, Stanton
$374,900
3 Beds ⋅ 2 Baths ⋅ 26009588 MLS
Tucked away in the Twin Arch Development of the Red River Gorge, Tall Timbers Cabin offers the kind of setting people come to the Gorge to experience — towering trees, massive sandstone cliffs, and the peaceful feeling of being surrounded by nature. This cabin was built to be a true mountain getaway while still offering the conveniences today's guests expect. Inside, the3 bedroom, 2 bath cabin has a warm and comfortable feel with plenty of space to relax after a day of hiking, climbing, or exploring the Gorge. Outside, you'll enjoy the quiet wooded surroundings and the incredible natural scenery that make this area one of Kentucky's top vacation destinations. Located just minutes from the Nada Tunnel, Natural Bridge State Resort Park, local restaurants, and countless trailheads, the location is ideal for both personal use and short-term rental guests. One major advantage of this property is access to both city water and city sewer — a rare and valuable feature in the Red River Gorge area that adds convenience and long-term appeal. Tall Timbers Cabin also has a strong history as a vacation rental, generating approximately $32,000 in gross rental income during 2025. For buyers interested in continuing rental operations, the seller is offering a 5% discount off the purchase price for anyone who signs a 3-year rental management agreement with Red River Gorge Getaways. Whether you're looking for a weekend retreat, an investment property, or a place to enjoy everything the Red River Gorge has to offer, Tall Timbers Cabin is ready for its next owner.

202 Getaways Rd, Stanton

40 Dockery Rd, Russell Springs
$19,000
26001304 MLS
This is Lot #40 and 1.0929 Acres, in the Lake Ridge Estates Subdivision in Russell Springs. This is a great spot in an upcoming area, with underground utilities and both water and electric already on-site. The property does have deed restrictions to protect your investment, but does allow for Mobile Homes in certain configurations. This subdivision has a variety of lots available from Lake Front with a view, to completely flat and cleared, all the way to wooded and gently rolling, if this isn't exactly what you are looking for, there are more available in this subdivision. This property is centrally located, being only 6 miles from Alligator 1 Boat Ramp and around 12 Minutes from Lake Cumberland Marina, and Just 13 Minutes from The Eli Exit (exit 70) on the Parkway.

40 Dockery Rd, Russell Springs

4065 Greentree Rd, Versailles
$649,900
3 Beds ⋅ 3 Baths ⋅ 26008697 MLS
This Sea Breeze floor plan by Dalamar Homes offers a spacious open-concept ranch design with an upstairs bonus room, providing flexible living space for a variety of needs. Interior features include 10-foot ceilings, rounded bullnose corners, arched openings, and a double beam tray ceiling in the primary suite. The layout offers an easy flow between the main living areas, along with a functional design suited for both everyday living and entertaining. Located in the desirable Rose Ridge community, the home offers convenient access to Lexington (approx. 20 minutes) and Frankfort (approx. 30 minutes), with quick access to the Bluegrass Parkway and major roadways. Just minutes from local dining, shopping, and area attractions, including several stops along the Kentucky Bourbon Trail. Nearby parks and green spaces provide additional opportunities for outdoor enjoyment. A well-located home offering a balance of comfort, accessibility, and everyday convenience.

4065 Greentree Rd, Versailles

128 Lawson Rd Unit Lot # 22, Wilmore
$120,000
26016458 MLS
Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels distinctly Bluegrass. Whether it's morning coffee overlooking open fields, evenings spent watching the sunset, or room for kids and pets to play, Kellington Estates is designed for a slower, more connected way of life. Choose from thoughtfully designed ranch or two-story homes ranging from approximately 2,400 to 2,800 square feet, with brick, stone, or Hardie siding exteriors and basement, crawl space, or slab foundation options. If you're looking for space to breathe, beautiful views, and the freedom to build a home that fits your lifestyle, Kellington Estates is ready to welcome you home.

128 Lawson Rd Unit Lot # 22, Wilmore

1050 Burgin Rd, Lawrenceburg
$535,000
4 Beds ⋅ 2 Baths ⋅ 26011574 MLS
Experience the beauty and privacy of 66.96 acres of prime hunting and fishing land along the Salt River, offering a rare combination of rolling Kentucky farmland and wooded seclusion! This property features a 2021 home with four bedrooms and two full baths, providing modern comfort surrounded by nature. The land includes several potential building sites ideal for cabins, barns, or future homes, with a mix of open fields and mature trees that create a picturesque setting for outdoor recreation. Enjoy abundant wildlife, river frontage for fishing and kayaking, and peaceful views across rolling hills. Conveniently located near Lawrenceburg and within easy reach of Louisville and Lexington, this property delivers the perfect balance of rural tranquility and accessibility an exceptional opportunity for those seeking space, privacy, and the true Kentucky countryside lifestyle.

1050 Burgin Rd, Lawrenceburg

90 Denson Rd, Liberty
$457,900
4 Beds ⋅ 3 Baths ⋅ 26010901 MLS
If you're looking for a Turnkey Horse Property, this could be the one. Kentucky horse property with a ready-to-use setup for your horses and country lifestyle. This well-equipped mini-farm offers a 3-stall horse barn with hay storage at the rear, good fencing surrounding the property, and a round pen that will remain with the home. Whether you keep horses for pleasure, training, or a small equestrian operation, the property provides the space and infrastructure to get started right away. The home features 4 bedrooms and 3 full baths, including a large primary suite, plus a bonus room above the attached 2-car garage—ideal for an office, tack-room overflow, hobby space, guests, or additional storage. A separate 2-car detached garage offers room for vehicles, equipment, a workshop, and floored upstairs storage. Enjoy the convenience of having your horses, equipment, and home all in one place. This is a great opportunity for buyers seeking fenced acreage, barn space, practical storage, and comfortable country living in Liberty, Kentucky.

90 Denson Rd, Liberty

1136 Chinoe Rd, Lexington
$409,000
3 Beds ⋅ 2 Baths ⋅ 26010661 MLS
*** Open House this Sunday October 4th from 2-4pm! *** Welcome to 1136 Chinoe Road! At the heart of the home, this open kitchen connects easily to the bright living room space and spacious formal dining area! Creating a comfortable floor plan layout for everyday living & entertaining. Three large bedrooms on the main level, including a spacious primary suite with a walk-in closet! But the space doesn't stop there! The finished walk-out basement adds an entirely new level of possibilities with a potential fourth bedroom, full bath, laundry area, & generous second living space! Perfect for guests, a home office, recreation room, or multi-generational living. Step outside and enjoy multiple places to relax or entertain! Including the upper deck with screened awning and lower-level patio overlooking your private backyard. An attached one-car garage with workshop space, detached carport, & storage shed. Conveniently located near shopping, dining, parks, the University of Kentucky, & everything Lexington has to offer! 1136 Chinoe Road delivers the space, versatility, and 40502 location you've been searching for. Seller says SELL & is willing to provide a one-year home warranty with an acceptable offer. Don't miss out on this great place to call home! Come see just how much this home has to offer in person! Connect with a Realtor today for more information and to set up your private showing!

1136 Chinoe Rd, Lexington

4344 Steamboat Rd, Lexington
$764,900
5 Beds ⋅ 4 Baths ⋅ 26009482 MLS
Built in 2023 and offering more than 3,500 finished square feet, five bedrooms, a finished walkout basement and stunning South Elkhorn Creek views, this thoughtfully designed home is priced below appraisal. Natural light fills the open-concept main level, where the living, dining and kitchen spaces flow together for everyday living and entertaining. The gourmet kitchen features a large gathering island, stunning Taj Mahal countertops, stainless steel appliances, a gas range, pantry, classic subway tile backsplash and additional cabinetry for exceptional storage and functionality. A gas-log fireplace anchors the living room, which opens to a large, partially covered deck overlooking the trees and creek. A convenient mudroom and guest half bath complete the main level. Upstairs are four spacious bedrooms and an upgraded laundry area with added storage. The primary suite is a private retreat featuring its own covered deck with peaceful backyard and creek views, two walk-in closets and a redesigned bath with a large, fully tiled walk-in shower and double vanity. The finished walkout basement expands the home with a second living area, gas-log fireplace, built-in shelving, wine refrigerator, fifth bedroom and direct backyard access. Outside, a newly added fence and retaining wall create more usable space for relaxing and enjoying the natural setting. Additional highlights include a two-car attached garage and a convenient location near Waverly Park, less than a block away, dining shopping and and the Bluegrass Airport.

4344 Steamboat Rd, Lexington

Bardstown Rd, Lawrenceburg
$284,500
25508060 MLS
42.6 acres of undeveloped land in Lawrenceburg, Kentucky, located just one mile from Beaver Lake. This tract has been primarily used for hunting and outdoor recreation, offering a quiet, wooded setting with privacy. Beaver Lake is a local favorite for fishing and small-boat use, known for bass, bluegill, and catfish, along with peaceful water views managed by Kentucky Fish and Wildlife. Being this close gives you easy access to the lake without sacrificing land or seclusion. The property offers strong future potential. The acreage can be divided into as many as five tracts, with the possibility of parcels as small as 2 acres. The land's natural cover and layout have supported hunting for years, and that same terrain lends itself well to private retreats or rural homesites. Location adds real value. You're minutes from Lawrenceburg and a short drive to the heart of the Kentucky Bourbon Trail, with distilleries like Four Roses and Wild Turkey nearby. This is a rare opportunity to own sizable acreage near water, recreation, and one of Kentucky's most visited regions, while still retaining flexibility for future use or division.

Bardstown Rd, Lawrenceburg

133 Lawson Rd Unit Lot # 31, Wilmore
$120,000
26016453 MLS
Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels distinctly Bluegrass. Whether it's morning coffee overlooking open fields, evenings spent watching the sunset, or room for kids and pets to play, Kellington Estates is designed for a slower, more connected way of life. Choose from thoughtfully designed ranch or two-story homes ranging from approximately 2,400 to 2,800 square feet, with brick, stone, or Hardie siding exteriors and basement, crawl space, or slab foundation options. If you're looking for space to breathe, beautiful views, and the freedom to build a home that fits your lifestyle, Kellington Estates is ready to welcome you home.

133 Lawson Rd Unit Lot # 31, Wilmore

1655 Fairmont Rd Unit Tract 2, Lawrenceburg
$126,000
26013066 MLS
Embrace the ultimate peace, privacy, and outdoor adventure with this spectacular 21-acre tract nestled in beautiful Anderson County, Kentucky. Fully wooded and rich with natural cover, this property offers an exceptional habitat for local wildlife, making it an absolute paradise for hunting, trail riding, or building your dream off-grid cabin retreat. While you will feel a world away from the hustle and bustle, you are perfectly positioned in the heart of Kentucky's legendary Bourbon Country. Enjoy the ultimate bluegrass lifestyle with world-famous distilleries, charming local vineyards, and scenic outdoor recreational parks just a short drive from your property line. Whether you are looking for a premier hunting ground, a weekend camping getaway, or a private homestead, this unique acreage delivers just that. Don't miss your chance to own a piece of Kentucky's finest countryside!

1655 Fairmont Rd Unit Tract 2, Lawrenceburg

6 Dockery Rd, Russell Springs
$20,500
26001324 MLS
This is Lot #6 and 0.9542 Acres, in the Lake Ridge Estates Subdivision in Russell Springs. This is a great spot in an upcoming area, with underground utilities and both water and electric already on-site. The property does have deed restrictions to protect your investment but does allow for Mobile Homes in certain configurations. This subdivision has a variety of lots available from Lake Front with a view, to completely flat and cleared, all the way to wooded and gently rolling, if this isn't exactly what you are looking for, there are more available in this subdivision. This property is centrally located, being only 6 miles from Alligator 1 Boat Ramp and around 12 Minutes from Lake Cumberland Marina, and Just 13 Minutes from The Eli Exit (exit 70) on the Parkway.

6 Dockery Rd, Russell Springs

736 Caudill Rd, Beattyville
$549,500
3 Beds ⋅ 2 Baths ⋅ 26014042 MLS
Rise with the sun and enjoy your morning coffee or tea beneath a painted sky as mist rolls through the valley overlooking your two-acre stocked pond. Whether seeking a peaceful pastoral setting or the beauty of a pristine forest, this Eastern Kentucky gem offers endless possibilities for those dreaming of the country way of life or looking to establish a unique tourist destination. This one is a must-see! The three-bedroom, two-full-bath home is complemented by a 1,200 sq. ft. industrial building that has previously served as an appliance repair store and woodworking shop. The property also features a tobacco barn with a concrete floor. Adding even more opportunity, the property includes a primitive campground currently leased to Silver Beams Glamping, complete with a guest bathhouse, two Airbnb tiny houses, and two RV sites situated on a mountaintop with beautiful views of the surrounding forests and valleys. Although mountainous, the property offers numerous level areas ideal for additional homesites and campsites, all accessible through an extensive trail system. Located less than a quarter-mile from state-maintained Highway 11 and Pine Grove Road, the property provides convenient access for visitors while also offering property-wide access to some of the fastest and most reliable internet service available in the region. Conveniently situated along the Owsley/Lee County line, the property is approximately 10 minutes from the Appalachian Overland Triangle event area and trail system and the Daniel Boone Backcountry Byway trail system, 15 minutes from the Pendergrass-Murray Recreational Preserve and Miller Fork climbing areas, and only about 25 minutes from Natural Bridge State Resort Park and the Red River Gorge. London, Kentucky, is approximately 45 minutes away via modern roadways. Whether you're looking for a place to call home, an investment opportunity, or a property where you can enjoy everything Eastern Kentucky has to offer, this one checks all the boxes! The seller is motivated—bring us an offer!

736 Caudill Rd, Beattyville

1075 Richmond Rd, Irvine
$1,050,000
26013143 MLS
Turnkey Motel Investment opportunity in the heart of Eastern Kentucky. Step into a thriving, updated 26-room motel complete with a private managers suite, perfectly positioned in the charming town of Irvine, KY. This well-maintained property offers immediate income potential and long-term growth in a location rich with culture, history and natural beauty. Outdoor enthusiasts will appreciate close proximity to "Lily Mountain Nature Preserve" and the winding waters of the Kentucky River, offering endless opportunities for hiking, boating, fishing and peaceful nature walks. This prime location makes the motel a desirable stay for travelers seeking both adventure and relaxation. Whether you're expanding your portfolio or stepping into the hospitality industry, this property combines steady business performance, ideal location, and small- town charm.

1075 Richmond Rd, Irvine

416 Angel Rd, Berea
$330,000
3 Beds ⋅ 2 Baths ⋅ 26011034 MLS
(72 hour kickout clause in effect) Motivated military family-selling due to reassignment. Move in ready ranch in Berea, KY-showcasing 1.25 beautiful acres, a corner lot for privacy, convenience, and modern bathroom updates! Located just minutes from I-75, this property features a fenced backyard, a 20x30 detached garage ideal for hobbies, storage, or a workshop, and timeless hardwood floors. Whether you're looking for room for pets, outdoor entertaining, or extra space for your toys, this property has it all. Enjoy peaceful country living without sacrificing easy access to shopping, dining, and commuting. As an added bonus, qualified buyers may have the opportunity to assume the seller's incredibly low 2.5% interest rate on approximately $161,000, creating significant monthly savings compared to current market rates. Don't miss this rare opportunity to own a home with acreage, rural living and an exceptional financing option in one package!

416 Angel Rd, Berea

4309 Lexington Rd Unit Lot 28, Lancaster
$120,000
26012399 MLS
Welcome to Magnolia Farms -- the newest gated luxury community nestled in the heart of Garrard County, Kentucky. This stunning acre+ lot offers a rare opportunity to craft the home of your dreams in a serene, countryside setting that embodies authentic Kentucky charm. Imagine waking each morning surrounded by rolling landscapes and ending every evening with breathtaking sunsets that paint the sky in golden hues. Magnolia Farms delivers the peaceful, rural lifestyle you've been searching for -- all while being just 35 minutes from the vibrant city of Lexington. It's the perfect balance of tranquility and convenience. This build-to-suit lot welcomes your vision and a preferred builder, giving you complete creative freedom to design a home tailored to your lifestyle. Water and electric utilities are already brought to the property line, streamlining the building process from day one. Owners simply install their own septic system and propane tank, if desired, keeping you in control of every detail. Need extra space for vehicles, equipment, or recreational activities? Outbuildings and accessory buildings are permitted, making this property ideal for those who desire room to spread out and enjoy country living to the fullest. Behind the privacy of a gated entrance, Magnolia Farms provides an exclusive sense of community without sacrificing the wide-open spaces that make rural Kentucky so special. Spacious acre lots ensure plenty of breathing room between neighbors. Don't miss your chance to claim your piece of Kentucky paradise.

4309 Lexington Rd Unit Lot 28, Lancaster

2305 Harrodsburg Rd, Lawrenceburg
$3,280,000
4 Beds ⋅ 5 Baths ⋅ 26005279 MLS
Proposed construction on a premium homesite within a 43 acre farm known as Arrowhead Farm & Training Center. The planned residence features a modern, open concept layout similar to the style shown in the linked 3D tour, including a spacious main level living area, well designed kitchen configuration, generous bedroom layout, and the option for a walk out lower level. High ceilings, natural light, and flexible living spaces are incorporated into the proposed plan. Final features, finishes, and room configurations may be customized with the builder. The proposed homesite is located approximately 300 feet from the front gate along the main driveway leading toward the barn. The residence may be positioned on either side of the driveway: the right side offers a view toward the lake, while the left (north) side is situated within the front field. Other locations on the farm may be considered; however, additional site preparation costs may apply depending on the selected area. Arrowhead Farm & Training Center is an established equestrian facility designed to support training, boarding, and daily operations. The main barn includes 34 large stalls, a heated indoor riding and training arena measuring approximately 250×50, two tack rooms, grooming stations, a large wash stall, and two feed rooms, all connected by a rubber brick paved center aisle. The barn also contains approximately 2,300 sq. ft. of office/living quarters with a stone fireplace, full kitchen, and a second floor primary suite. Two identical two bedroom, two bath apartments are located at each end of the barn. Additional improvements include an outdoor training/show ring with a water feature, a 60×100 metal storage building with 18 ft overhead doors and a concrete floor, a climate controlled office or additional employee quarters, seven shed row stalls, a detached two car garage, PVC fencing, and a spring fed stocked lake of approximately five acres. Located along Harrodsburg Road in Anderson County, the property offers convenient access to regional destinations. Zoning and potential alternative uses should be verified with local authorities.

2305 Harrodsburg Rd, Lawrenceburg

23 Dockery Rd, Russell Springs
$15,500
26001347 MLS
This is Lot #23 and 0.6059 Acres, in the Lake Ridge Estates Subdivision in Russell Springs. This is a great spot in an upcoming area, with underground utilities and both water and electric already on-site. The property does have deed restrictions to protect your investment but does allow for Mobile Homes in certain configurations. This subdivision has a variety of lots available from Lake Front with a view, to completely flat and cleared, all the way to wooded and gently rolling, if this isn't exactly what you are looking for, there are more available in this subdivision. This property is centrally located, being only 6 miles from Alligator 1 Boat Ramp and around 12 Minutes from Lake Cumberland Marina, and Just 13 Minutes from The Eli Exit (exit 70) on the Parkway.

23 Dockery Rd, Russell Springs