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$259,000
3 Beds ⋅ 3 Baths ⋅ 26008149 MLS
This beautiful brick home offers over 1,700 square feet of living space with 3 bedrooms and 2.5 baths in the highly sought-after Stonehedge subdivision. Situated just outside the city limits of Monticello, this property combines peaceful living with convenient access to nearby amenities while providing stunning views right from your doorstep. The home features gorgeous hardwood floors throughout, adding warmth and character to the space, along with recent updates including a brand-new roof and a new central heating and air system for comfort and peace of mind. Located just minutes from Conley Bottom Resort and multiple boat ramps, this property is perfect for those who love lake life and outdoor recreation, making it an ideal choice for a full-time residence or a weekend retreat. Call today to schedule a private showing!

74 Stonehedge Ct, Monticello
$299,000
2 Beds ⋅ 1 Baths ⋅ 26005932 MLS
Unique lake property situated on three lots featuring a 2-bedroom, 1-bathroom home plus a detached garage with plenty of room for a boat up to 26 ft. The garage has a finished guest quarters offering an additional 1 bedroom and 1 bathroom. Built in 2021 and tucked into a peaceful, golf-cart friendly Lake Cumberland community, this move-in-ready property offers flexibility, privacy, and lake lifestyle convenience all in one package. The main home features 2 bedrooms, 1 full bath, and an open-concept living/kitchen layout with durable LVP flooring throughout. The kitchen offers white shaker cabinetry, butcher block countertops, subway tile backsplash, stainless appliances, and recessed lighting, creating a clean, modern lake-cottage feel. The living area is bright and inviting with double doors leading to a spacious covered porch - perfect for relaxing after a day on the water. The full bath includes a tiled walk-in shower with glass door and updated vanity, continuing the low-maintenance, newer-construction appeal. Outside, enjoy extensive covered porch space with ceiling fans, composite decking on the house porch, ideal for entertaining or unwinding in the wooded setting. A major bonus is the detached garage with finished guest quarters, offering 1 bedroom, 1 bath, and its own mini-split HVAC system - perfect for guests, or private workspace. Also deck space beside garage for grilling, entertaining guest and relaxing. The property sits on three lots being sold together (approx. 1.32 acres +/-) and includes an additional lot already equipped with a RV hookup with septic, electric, and water in place, providing incredible flexibility for overflow guests or additional income potential. Located just minutes from Conley Bottom Marina and close to two private boat ramps, this home is ideal as a full-time residence, weekend getaway, or short-term rental investment near Lake Cumberland. If you've been looking for newer construction, extra space for guests, and lake access convenience - this one checks the boxes.

81 White Oak Ln, Monticello
$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
$180,000
3 Beds ⋅ 2 Baths ⋅ 26014817 MLS
This 3 bedroom, 2 bath brick home is located in a beautiful rural setting in Wayne County and offers an affordable opportunity for the right buyer. The home features approximately 1,447 sq ft of living space, a full unfinished basement, attached 1.5 -car garage, covered front porch, rear deck, fireplace, and poured concrete foundation. With its brick exterior, full basement, garage, and peaceful rural location, this home has tons of potential

10113 Kentucky 92, Monticello
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 26014480 MLS
Rare Opportunity! Welcome to this stunning custom built waterfront estate being sold with 6.5 acres (4.5 acres added since previously sold) with magnificent views overlooking Lake Cumberland! Built by custom builder Marshall Todd, this Colonial-inspired exterior with grand columns and classic brick architecture encapsulates the grandeur of southern Kentucky living. Situated on 6.5 acres with year-round lake views and conveniently located just minutes from Burnside Marina and 15 minutes to Conley Bottom Resort, this impressive 5 bedroom, 6 bathroom home offers 7,808 sq ft with 3 levels of beautifully updated living space. When you step inside, the soaring two-story foyer welcomes you with an abundance of natural light. To the right, the formal dining room features beautiful marble tile offering warmth and versatility to transitional designs. The living room, office and playroom feature newly (2026) installed engineered hardwood flooring. The main level provides a seamless flow that transitions into what can only be described as the heart of the home. This one-of-a-kind chef's kitchen boasts brand new modern lighting, gorgeous custom Hahn cabinetry and the current owners have extended the island with the same top notch woodwork for additional seating and entertaining. The new (2025) Quartz countertops and full Quartz backsplash create a seamless transition and statement of classic style that is sure to last for years to come. The new premium Cafe´ appliances in matte white with gold hardware provide a visually stunning, high-performance kitchen, including, a double oven induction cooktop with touch controls, smart 4-door french door refrigerator with dual dispense autofill pitcher, and double drawer dishwasher. On the second level, the master suite features double interior doors opening up into a spacious suite with incredible lake views from your master deck. The space boasts a walk-in tile shower, soaking tub, walk-in closet, his and her vanities and a spacious deck with breathtaking views of the region's highly sought after Lake Cumberland. The second bedroom includes its own private full bathroom, perfect for guests. The additional 3 bedrooms plus a bonus room offer the same great finishing touches alike, and all upstairs rooms feature newly (2026) installed carpet. Downstairs you are met with a generous 2000+ sq ft basement with endless potential and possibilities. Currently serving as a flex room, this space provides a home gym area, playroom with lounging, additional sleeping area and room for a game of pool or other indoor activities. Did I mention the full kitchen? The basement offers a full bathroom and fully functioning kitchen with sink, 4 burner electric range and refrigerator. This space could be further finished out with additional bedrooms or a generous in-law suite. This home offers the best of both worlds with a NEW ROOF in 2026 providing peace of mind, updated interior finishes and peaceful lake views from one of your multi-tier decks. The home features Pella windows, newly installed blinds throughout the home and new remote controlled motorized blinds over the second story foyer windows, Trex decking with a new staircase addition for outdoor access from the main deck to lower level and other updates throughout multi-level decking, (2) new HVAC installed in 2025, fresh paint to walls and crown molding throughout the home this year, (2) new garage door motors, and so much more. This is a rare opportunity to own a beautifully updated estate where timeless architecture meets modern comfort, while surrounded by the gorgeous waters of Kentucky's crown jewel, Lake Cumberland.

510 Green Hill Estates Rd, Monticello
$169,999
3 Beds ⋅ 2 Baths ⋅ 26011121 MLS
Welcome to 183 Vine St, located in the heart of downtown Monticello! Marrying comfort and convenience, this home offers an expansive living area and kitchen, three bedrooms, one and a half bathrooms, a den or formal dining space, a large fenced in yard with a fire pit, perfect for entertaining, and easy accessibility to downtown amenities. This one won't last long! Call today for your private showing!

183 Vine St, Monticello