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$2,900,000
25012518 MLS
Located directly off the busiest stretch of Highway 27 in Somerset and just across from the breathtaking shores of Lake Cumberland, this 18.31-acre tract offers one of the last remaining large-acreage development opportunities in the area. With unobstructed lake views and multiple points of ingress and egress, this property is ideal for a wide range of commercial and residential projects. Perfectly positioned for a boutique lakeview hotel or lodging (with zero existing lakeview accommodations in the area), retail, restaurants, storage, or mixed-use development, this land presents unmatched potential. The front 2-3 acres are ideal for immediate commercial use such as a hotel, with ample room behind for expansion, housing, or supporting businesses. Surrounded by multiple marinas, boat ramps, and minutes from downtown Somerset, this is a once-in-a-generation opportunity to build something iconic overlooking Lake Cumberland.

5800 S Hwy 27, Somerset

$2,299,000
5 Beds 6 Baths 25011161 MLS
Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown Kentucky. Set on 12 +- acres just a mile from Lily Creek Ramp and 3 miles from Jamestown Marina on Lake Cumberland, this 5-bedroom, 6-bathroom home is a rare find. Inside, you'll love the perfect blend of rustic charm and modern elegance—featuring butcher block countertops, exquisite stonework throughout, and spacious living areas designed for comfort and entertaining. The massive primary suite includes a spa-like bathroom and an oversized walk-in closet that must be seen to be believed. Subzero and Viking appliances through out Outdoors, you can enjoy plenty of room for gardening, gatherings, or simply relaxing in total seclusion. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a private retreat near the lake, this property checks every box. Property Management service also available.Schedule your private showing today!

1360 State Highway 92, Jamestown

$2,200,000
25014938 MLS
Prime 2.2-Acre Commercial Opportunity on Somerset's Busiest Highway Strategically positioned on Highway 27—the most heavily traveled road in Somerset—this 2.2-acre commercial tract boasts a massive 25,000± sq ft building with exceptional visibility and access. Surrounded by high-traffic anchors such as Walmart, Lowe's, major car dealerships, restaurants, and the regional hospital, this location offers unmatched exposure and convenience. Zoned for commercial use and equipped with sewer and natural gas, the site is ideal for a variety of ventures including entertainment, retail, medical, or distribution operations. The existing structure can be repurposed or removed to suit redevelopment needs. The property features expansive parking and easy ingress/egress, with ample room for large truck circulation. The building can be removed for a blank canvas. This is a rare opportunity to establish your business in the heart of Somerset's commercial district with traffic counts and surrounding synergy that are hard to beat.

1084 S Hwy 27, Somerset

$1,900,000
25507875 MLS
Exceptional Commercial Opportunity - Copper Creek Campground! Discover a rare opportunity to acquire a well-established and growing outdoor recreation business situated on approximately 625 +/- acres in scenic Rockcastle County. This expansive property offers a diverse range of recreational features and remarkable potential for further development. The campground features a newer multi-purpose building designed for operational efficiency, Housing an equipped store, bathhouse, restrooms, storage area, industrial-grade washer and dryer, and 600-amp service all under one roof. Additional structures include a separate storage building and a 52'6' x 48'6' barn, ideal for equipment, firewood, or future repurposing. Copper Creek Campground currently offers 68 campsites, with ample room for expansion. Sites include both primitive and RV options; RV sites provide electric, water hookups, and offered sewer services. Each campsite is outfitted with a picnic table and fire ring. Many sites border the picturesque Copper Creek, enhancing the guest experience. Outdoor enthusiasts will appreciate several miles of ATV trails, ranging from easy cruising routes to mudding areas and steep climbs offering something for riders of all skill levels. The campground is also part of the MSXC Motocross Circuit and recently joined The Bond Fire Tour, drawing strong seasonal and local participation. The property borders EKU's Maywood Wildlife Refuge, offering additional potential for hunting-related income opportunities. With no zoning or restrictions, this property provides exceptional flexibility for expansion and customization to suit your vision. Don't miss your chance to own a thriving, multifunctional recreational business with proven income potential and room to grow. Contact us today to schedule a private showing.

4065 Copper Creek Rd, Crab Orchard

$1,900,000
25507874 MLS
Exceptional Commercial Opportunity - Copper Creek Campground! Discover a rare opportunity to acquire a well-established and growing outdoor recreation business situated on approximately 625 +/- acres in scenic Rockcastle County. This expansive property offers a diverse range of recreational features and remarkable potential for further development. The campground features a newer multi-purpose building designed for operational efficiency, Housing an equipped store, bathhouse, restrooms, storage area, industrial-grade washer and dryer, and 600-amp service, all under one roof. Additional structures include a separate storage building and a 52'6" x 48'6" barn, ideal for equipment, firewood, or future repurposing. Copper Creek Campground currently offers 68 campsites, with ample room for expansion. Sites include both primitive and RV options; RV sites provide electric, water hookups, and offered sewer services. Each campsite is outfitted with a picnic table and fire ring. Many sites border the picturesque Copper Creek, enhancing the guest experience. Outdoor enthusiasts will appreciate several miles of ATV trails, ranging from easy cruising routes to mudding areas and steep climbs, offering something for riders of all skill levels. The campground is also part of the MSXC Motocross Circuit and recently joined The Bond Fire Tour, drawing strong seasonal and local participation. The property borders EKU's Maywood Wildlife Refuge, offering additional potential for hunting-related income opportunities. With no zoning or restrictions, this property provides exceptional flexibility for expansion and customization to suit your vision. Don't miss your chance to own a thriving, multifunctional recreational business with proven income potential and room to grow. Contact us today to schedule a private showing.

4065 Copper Creek Rd, Crab Orchard

$1,700,000
5 Beds 5 Baths 26023944 MLS
Spectacular custom-built estate offering over 5,800 finished sq. ft. on 25 picturesque acres with two stocked ponds, a beautifully refurbished barn, and exceptional outdoor entertaining spaces. This impressive 5-bedroom, 4-bath home showcases hardwood flooring, crown molding, detailed trim work, recessed lighting, vaulted ceilings, custom built-ins, and two gas fireplaces. The spacious eat-in kitchen features stunning maple cabinetry with interior lighting and glass accents, granite countertops, a large island with JennAir cooktop, trash compactor, and stainless steel appliances. The primary suite includes a gas fireplace and an ensuite bath with a solid-surface shower. Outdoor living is unmatched with a 13' covered pergola, built-in charcoal grill, dining area, and gorgeous stone fireplace. Additional highlights include front and side porches, attached garages on both the main and lower levels, extensive landscaping, and a finished walkout basement with kitchenette that offers excellent potential for a mother-in-law suite or guest quarters. A rare opportunity to own a private retreat that combines luxury, functionality, and natural beauty.

1270 Nubbin Ridge Rd, Somerset

$1,645,000
5 Beds 4 Baths 26016949 MLS
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!

305 Beech St, Monticello

$1,645,000
5 Beds 4 Baths 26016942 MLS
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!

305 Beech St, Monticello

$1,625,000
4 Beds 2 Baths 26025190 MLS
Welcome to an extraordinary opportunity to own a thriving boutique winery nestled on nearly 26 breathtaking acres in the rolling countryside of Adair County. This turnkey estate offers the rare chance to embrace a lifestyle where passion meets purpose, with every detail thoughtfully established and ready for its next owner. At the heart of the property is a stunning 4-bedroom residence, perfectly positioned to capture panoramic views of the vineyards from its expansive front porch—the ideal setting to enjoy peaceful mornings and unforgettable sunsets overlooking your own vines. The winery features a newly constructed tasting room and café offering over 1,300 square feet of inviting retail and guest space, complemented by an additional 1,600 square feet of kitchen and production/workshop space designed to support both current operations and future growth. Every bottle tells the story of the land, with wines handcrafted exclusively from estate-grown grapes. The vineyard showcases an impressive selection of varietals including Norton, Chambourcin, Niagara, Foch, White Cayuga, Fredonia, and Catawba, creating a truly authentic vineyard-to-glass experience. Adding even more versatility, the property includes a 14' x 50' mobile home currently serving as in-law quarters, a detached garage, and ample acreage with endless possibilities for expansion. Envision additional vineyard plantings, luxury accommodations, or transforming this picturesque estate into a premier wedding and special events venue. The sale includes all wine-making equipment and proprietary recipes, allowing for a seamless transition into ownership. Even better, the transferable liquor license provides an exceptional advantage, making it easier to continue and grow this established business. Whether you're an experienced vintner, an entrepreneur pursuing a dream, or someone seeking an unparalleled lifestyle investment, this remarkable estate offers everything you've been searching for. The hard work has already been done—simply step in and begin the next chapter. Live where you work. Create where you inspire. Welcome home to your own private vineyard paradise.

150-182 Combest Dr, Columbia

$1,625,000
26015020 MLS
Welcome to an extraordinary opportunity to own a thriving boutique winery nestled on nearly 26 breathtaking acres in the rolling countryside of Adair County. This turnkey estate offers the rare chance to embrace a lifestyle where passion meets purpose, with every detail thoughtfully established and ready for its next owner. At the heart of the property is a stunning 4-bedroom residence, perfectly positioned to capture panoramic views of the vineyards from its expansive front porch—the ideal setting to enjoy peaceful mornings and unforgettable sunsets overlooking your own vines. The winery features a newly constructed tasting room and café offering over 1,300 square feet of inviting retail and guest space, complemented by an additional 1,600 square feet of kitchen and production/workshop space designed to support both current operations and future growth. Every bottle tells the story of the land, with wines handcrafted exclusively from estate-grown grapes. The vineyard showcases an impressive selection of varietals including Norton, Chambourcin, Niagara, Foch, White Cayuga, Fredonia, and Catawba, creating a truly authentic vineyard-to-glass experience. Adding even more versatility, the property includes a 14' x 50' mobile home currently serving as in-law quarters, a detached garage, and ample acreage with endless possibilities for expansion. Envision additional vineyard plantings, luxury accommodations, or transforming this picturesque estate into a premier wedding and special events venue. The sale includes all wine-making equipment and proprietary recipes, allowing for a seamless transition into ownership. Even better, the transferable liquor license provides an exceptional advantage, making it easier to continue and grow this established business. Whether you're an experienced vintner, an entrepreneur pursuing a dream, or someone seeking an unparalleled lifestyle investment, this remarkable estate offers everything you've been searching for. The hard work has already been done—simply step in and begin the next chapter. Live where you work. Create where you inspire. Welcome home to your own private vineyard paradise.

150-182 Combest Dr, Columbia

$1,499,000
26020658 MLS
Here's your chance to own a landmark Kentucky vineyard where hospitality, exceptional craftsmanship, and entrepreneurial opportunity come together in one spectacular setting—Cave Hill Vineyard & Winery in beautiful Eubank, Kentucky. Nestled among the rolling hills just north of Lake Cumberland, this breathtaking estate blends the charm of a thriving vineyard with the income potential of an established winery and event venue. This picturesque property features 20+/- acres of meticulously maintained grounds with a 600-vine vineyard (established in 2006). Every corner of this remarkable estate offers unforgettable scenery and endless possibilities. Improvements include a fully operational wine-making facility with fermenting, processing and bottling equipment, a storage room, commercial sink and freezers, a half bathroom, and an upstairs bonus room.The facility entrance features a welcoming tasting room with bar area and gathering table, and an inviting covered patio offers lots of comfortable outdoor seating. Adjacent outdoor spaces include a lawn area with picnic tables beside the musicians stage. A gazebo-style patio area has room for dining and is home to the prep kitchen with serving window, and the impressive wood-fired pizza oven and smoker. Accessible railings and walkways lead you throughout the property. The custom-made gazebo features grapevine motifs. An impressive 3,200-square-foot pavilion features polished concrete floors with plenty of room to host weddings, corporate events, private celebrations, and community gatherings. This heated and air-conditioned space comes with a sound system, karaoke equipment, stage, lighting with lasers, and chairs and tables for about 200 guests. The freestanding, spacious bathroom facility provides separate his/hers entrances with toilet stalls, sinks and a full shower in each unit. The large equipment barn houses practically everything you'll need to maintain the breathtaking grounds and vineyard. For festivals and events included is an air-conditioned 5 x 8 concession trailer with canopy, two serving windows, 7-cubic-foot freezers and a Taylor 480 wine-o-rita and ice cream machine. The quaint "brides house" residence with kitchen, full bathroom, and an upstairs sleeping loft is the perfect bridal-party dressing room and could easily be offered as a short-term AirBNB rental. Looking out from the upper loft deck, you'll see stunning sunsets, shimmering reflections in the fishing pond, and panoramic countryside views of the rolling hills and lush grapevines. Cave Hill Vineyard & Winery's guests enjoy award-winning wines, peaceful outdoor spaces, and a true Kentucky vineyard experience that has become a favorite stop along the Kentucky Wine Trail. This property has earned its reputation as a sought-after destination for wine enthusiasts, tourists, and couples celebrating life's most memorable moments. Conveniently located between Somerset and Eubank, this one-of-a-kind offering combines natural beauty, established business infrastructure, and exceptional growth potential. From wine tastings and live entertainment to weddings, special events, and future expansion opportunities, the possibilities are as endless as the views. Whether you're an entrepreneur seeking a turnkey hospitality business, an investor looking to expand your portfolio, or a visionary ready to bring fresh energy and your unique creativity to one of Kentucky's premier event destinations, Cave Hill Vineyard & Winery offers an unparalleled opportunity.

45 Cave Hill Way, Eubank

$1,399,000
26024959 MLS
A rare opportunity to acquire 45.9 acres of commercial land inside the city limits of Monticello, Kentucky. With city water and sewer available and no planning and zoning or deed restrictions, this property offers exceptional flexibility for industrial development, manufacturing, distribution, warehousing, retail, or a large scale commercial project. Ideally positioned directly behind Don Franklin Chrysler Dodge Jeep Ram, the property is approximately half a mile from Walmart and the Wayne County Monticello Airport, and only 5 miles from beautiful Lake Cumberland. This is more than just acreage for sale. It is an opportunity to bring investment, jobs, and long term economic growth to Monticello while creating a partnership that benefits the entire community. With 45.9 acres and very few limitations on development, the possibilities are wide open. Call for more information including offering memorandum and survey.

274 N Hwy 1275, Monticello

$1,299,000
6 Beds 6 Baths 26009809 MLS
Welcome to this luxury estate tucked on 20.5 picturesque, unrestricted acres, offering the perfect blend of privacy, elegance, and functionality. The gated entrance leads to a private driveway of over 1,000 ft in length which offers complete privacy and ambiance. Upon entering the foyer, your gaze is drawn to the grand custom polished Brazilian cherry hardwood staircase, which leads to a balcony overlooking the expansive formal great room with stunning views of flower beds and mature oak trees. This stunning space features soaring ceilings, an impressive two-story wall of windows, rich architectural crown molding, detailed trim throughout, and one of three cozy gas fireplaces. The main level showcases a gourmet kitchen highlighted by custom polished Brazilian cherry cabinetry, coffered ceiling, granite countertops, a gas Jenn-Air range, and a double oven—designed to impress and built for both everyday living and entertaining. Located just off the kitchen is a formal dining room with tiered tray ceilings The luxurious primary suite is filled with natural light and offers a true retreat, complete with tiered tray ceilings, a second gas fireplace, and private access to a generously sized covered patio. The spa-inspired ensuite features a beautifully appointed tiled walk-in shower with dual shower heads and a Jacuzzi tub. Featuring 5 spacious bedrooms and 3.5 baths, this home is thoughtfully designed for comfort and versatility. Skylights in two of the bedrooms invite natural light and enhance the home's bright, airy feel. The fully finished walk-out basement expands the living space with a large recreation room—perfect for gatherings, game nights, or a home theater setup—along with a second kitchen, ideal for guests or multi-generational living. Step outside to your own private oasis, an in-ground pool that creates a resort-style setting ideal for relaxation or entertaining. Multiple patios and covered porches provide ample space for outdoor dining, lounging, and enjoying the surrounding landscape. There is a side brick curved stairway that connects the pool area to the main level patio. The grounds are adorned with exquisite landscaping and vibrant flower gardens. The mature producing orchard includes multiple fruit trees along with 7 various kinds of apple trees, 2 peach trees, 2 pear trees, 1 plum tree, 1 papaw tree, and 2 cherry trees. You'll also find raspberries and blackberries on trellises, blueberries as well as a grape arbor with six grave vines of multiple varieties, creating a truly special outdoor sanctuary. Additional features include central vacuum, a barn equipped with a first-flush water collection system—perfect for irrigating the orchard and gardens—along with a 3-car attached garage and a 3-car detached garage complete with a full bath. Above the detached garage, you'll find an approximately 1,200 sq. ft. apartment featuring 1 bedroom and 1 bath—ideal for guests, in-laws, or a private workspace. A new roof with a transferable warranty adds peace of mind. With expansive indoor and outdoor living areas designed for both everyday comfort and entertaining, A boat ramp located only minutes away from this property easily adapts to a variety of lifestyles. This exceptional estate offers the perfect blend of luxury, versatility, and the freedom of unrestricted land—an unparalleled opportunity to enjoy space, privacy, and refined living in a truly remarkable setting.

1836 Ferry Rd, Somerset

$1,299,000
25009320 MLS
106 Acres - A Hunter & Angler's Paradise - !!You can walk or ride to the water from this property!! Escape to your own private retreat with this stunning 106-acre tract, bordered by ±230 acres of landlocked U.S. Army Corps of Engineers property—providing unmatched seclusion and abundant wildlife. Whether you're chasing trophy bucks or casting a line, this property delivers the ultimate in outdoor recreation. A public boat ramp is just under a mile away, giving you quick access to Lake Cumberland, with Beaver Creek Marina just minutes downstream. All the essentials are within reach, with town only 15 minutes away. If you've been dreaming of a hunting and fishing haven, this is it. Many lakefront building lots. Call for your private tour.

333 Acreyville Rd, Monticello

$1,220,000
4 Beds 4 Baths 26007464 MLS
Rare opportunity to own a stunning 30-acre estate featuring multiple custom builds by renowned builder Tim Childers. This unique property includes a beautifully finished home, an additional framed residence ready for completion, and a well-equipped horse barn—perfect for equestrian living or multi-generational use. The finished home showcases exceptional craftsmanship with hardwood flooring, high and trey ceilings, smooth surface finishes, and elegant custom trim throughout. The kitchen is designed for both function and entertaining, featuring granite countertops, a flat cooktop, built-in microwave, and an oversized bar with seating for six. The spacious primary suite offers a private sitting area and en-suite bath, while thoughtful details such as roll-out windows with built-in blinds, elongated windows, decorative wall cutouts, and abundant natural light elevate the living experience. The property also includes a charming peacock house/chicken coop and underground electric service. Equestrian amenities include a custom horse barn with five 12-ft stalls, concrete entry flooring, wood-accented interior walls, water access nearby, and a covered exterior area with drive-up access—allowing convenient feeding without exposure to the elements. A second home on the property, also by Tim Childers, is already framed and ready for completion. It features Pella windows, installed plumbing and electrical by Epperson, 3 bedrooms plus a bonus room, 3.5 baths, and a 3-car garage. Wood doors are already on-site and stored within the home. Endless possibilities await with this one-of-a-kind property offering space, quality, and versatility.

4211 Old Bull Rd, Eubank

$1,137,000
26004362 MLS
Rare opportunity to own the largest available tract on Lake Cumberland! This incredible 264.95-acre property offers unmatched privacy, breathtaking lake views, and endless potential. Build your dream home tucked within a forest of mixed hardwoods teeming with diverse wildlife. With approximately 3.5 miles of lake frontage and access to Beaver Creek, this property borders the Army Corps of Engineers, preserving your lake boundary and offering 200 acres of virgin land in your backyard to hike and explore. Multiple homesites to choose from, whether you envision a secluded estate, a recreational retreat, or a development of scenic lots. Enjoy boat ramp access via Sunset Landing, making lake days easy and convenient. Located in a welcoming agricultural community, this is your chance to create a legacy on one of Kentucky's greatest lakes. Peaceful. Private. Full of potential. Don't miss this one-of-a-kind opportunity!

1412 George Garner Rd, Monticello

$999,000
26009297 MLS
Positioned on one of the busiest streets in the county, this +-6,720 sq ft medical office building delivers exceptional visibility and consistent traffic flow, directly across from Tractor Supply Company. Located just off Main Street, the property offers strong accessibility and a commanding commercial presence. The upper level is fully configured for medical use with 14 rooms, a reception area, spacious waiting room, break room, dedicated X-ray room, two half baths, and additional storage closets. The lower level adds flexibility with two full bathrooms and a large concrete vault room, well suited for secure storage, records, or specialized equipment. The building is supported by three HVAC units, single phase 400 amp electric service, city water, and sewer. A large blacktop parking lot provides space for 30 plus vehicles, offering convenience for both staff and clients. Recent improvements include a newer roof, gutters, and water heater, helping minimize upfront costs. Whether expanding a medical practice or establishing a wellness, mental health, therapy center, or insurance agency, this property offers the layout, location, and infrastructure to perform.

1104 N Main St, Monticello

$925,000
4 Beds 5 Baths 26004285 MLS
Exceptional DC Trimble custom-built home offered for the first time on the market, perfectly situated on 3.5 scenic acres with a blacktop driveway and five garage spaces. This impressive 4-bedroom, 5-bath home features a spacious and inviting floor plan designed for both everyday living and entertaining. The heart of the home showcases a striking see-through fireplace connecting the kitchen and living room, creating a warm and open gathering space. The kitchen is equipped with KitchenAid appliances, a wine refrigerator, and beautiful custom cabinetry by Tony Hahn, offering both style and functionality for cooking and hosting. The main-level primary suite provides a private retreat and features a spa-like bathroom complete with a unique built-in coffee bar for added comfort and convenience. Downstairs, you'll find a wine cellar and a full unfinished basement offering endless possibilities for additional living space, recreation areas, or storage. Enjoy peaceful views of the surrounding property from the large back deck, ideal for relaxing or entertaining outdoors. With quality craftsmanship throughout, expansive acreage, and room for vehicles, hobbies, or storage with five garage spaces, this one-of-a-kind property combines luxury, space, and privacy in a truly special setting.

491 Pumphouse Rd, Somerset

$899,900
3 Beds 3 Baths 26013443 MLS
Welcome to Ingle Nook, a truly exceptional executive estate nestled in the heart of Renfro Valley, Kentucky. This immaculate approximate 7-acre farm offers timeless elegance, unmatched privacy, and breathtaking natural beauty, creating a one-of-a-kind retreat surrounded by over 100 acres of wooded countryside with majestic views in every direction. The stunning English Tudor residence has been thoughtfully updated and features 3 spacious bedrooms, 3 full baths, and a partial walkout basement. From the moment you step into the grand foyer with its beautiful walnut parquet flooring, you'll appreciate the craftsmanship and charm that define this remarkable home. Multiple Andersen casement windows and French doors fill the home with natural light while bringing the beauty of the surrounding gardens, mature trees, and abundant wildlife indoors. Designed for both comfortable living and entertaining, the home offers an elegant huge living room with a tudor oval brick fireplace, a large family room, formal dining room, and a spacious kitchen. Step outside to the covered side porch featuring its own fireplace--the perfect place to relax with a morning coffee or host family and friends year-round. The oversized heated and cooled garage includes an expansive floored, electrified area above. Recent improvements include a new roof with whole house attic fan, new tudor chimney pots and HVAC on the English Tudor. The property's outdoor amenities are equally impressive. A picturesque pond stocked with bass and bluegill serves as a peaceful centerpiece, while beautifully landscaped grounds, new fencing, 56 new hardwood trees planted, ornamental gardens, and charming English-style bridges create a park-like setting. Additional improvements include a 36' x 52' electrified barn with a new roof and new metal skirting, along with a 28 x 12.5 quaint cabin featuring a new roof, new front porch, and covered rear porch. Whether you're seeking a private country estate, a gentleman's farm, or simply a place to escape and enjoy nature's beauty, Ingle Nook offers a rare opportunity to own one of Renfro Valley's most distinctive properties. Experience peace, privacy, and timeless elegance in this extraordinary Kentucky estate. Schedule your private tour today.

65 Proctor Pl, Renfro Valley

$899,900
3 Beds 3 Baths 26013442 MLS
Welcome to Ingle Nook, a truly exceptional executive estate nestled in the heart of Renfro Valley, Kentucky. This immaculate approximate 7-acre farm offers timeless elegance, unmatched privacy, and breathtaking natural beauty, creating a one-of-a-kind retreat surrounded by over 100 acres of wooded countryside with majestic views in every direction. The stunning English Tudor residence has been thoughtfully updated and features 3 spacious bedrooms, 3 full baths, and a partial walkout basement. From the moment you step into the grand foyer with its beautiful walnut parquet flooring, you'll appreciate the craftsmanship and charm that define this remarkable home. Multiple Anderson casement windows and French doors fill the home with natural light while bringing the beauty of the surrounding gardens, mature trees, and abundant wildlife indoors. Designed for both comfortable living and entertaining, the home offers a huge family room with a cozy fireplace, an elegant living room, formal dining room, and a spacious kitchen. Step outside to the covered side porch featuring its own fireplace—the perfect place to relax with a morning coffee or host family and friends year-round. The oversized heated and cooled garage includes an expansive floored, electrified area above. Recent improvements include a new roof and HVAC on the English Tudor. The property's outdoor amenities are equally impressive. A picturesque pond stocked with bass and bluegill serves as a peaceful centerpiece, while beautifully landscaped grounds, ornamental gardens, and charming English-style bridges create a park-like setting. Additional improvements include a 36' x 52' barn with a new roof and new metal skirting, along with a quaint cabin featuring a new roof, new front porch, and covered rear porch. Whether you're seeking a private country estate, a gentleman's farm, or simply a place to escape and enjoy nature's beauty, Ingle Nook offers a rare opportunity to own one of Renfro Valley's most distinctive properties. Experience peace, privacy, and timeless elegance in this extraordinary Kentucky estate. Schedule your private tour today.

65 Proctor Pl, Renfro Valley

$889,900
8 Beds 8 Baths 26005198 MLS
Panoramic Lake Cumberland Views!! Custom Waterfront Home offering 8BR's 8BA's Rare opportunity to own a one-of-a-kind, custom-built waterfront home with breathtaking main channel views of Lake Cumberland. This 2-owner property offers the perfect lakeside retreat, comfortably accommodating up to 21 guests, making it ideal for family gatherings, entertaining, or a private getaway. Designed for both comfort and convenience, the home features an in-home elevator for easy access between levels. Multiple living and entertainment areas create inviting spaces to relax and unwind, including a study for quiet reflection, a game area with billiards and ping pong, and three cozy indoor fireplaces perfect for gathering with family and friends. The gourmet kitchen makes meal preparation a delight, while the outdoor kitchen and expansive decking provide the perfect setting for outdoor dining and enjoying the stunning lake views. Recent upgrades include: • New metal roof (2024) • New kitchen appliances (2025) • Culligan water system installed (2025) • New deck section with updated fencing • Entire deck freshly repainted • Garage doors, front door, and master bedroom doors freshly painted • Driveway resealed (Fall 2025) Front door, central alarm system and thermostat are Wifi Compatible, Safety Cameras added inside and outside. Furniture is negotiable, offering a potential turnkey opportunity. This property is more than a home—it's a private sanctuary where comfort, space, and the natural beauty of Kentucky's landscape come together. Enjoy peaceful lakeside living with panoramic views and unmatched serenity. Call today to schedule your private showing and experience this extraordinary Lake Cumberland retreat.

97 Black Walnut Ln, Monticello