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$325,000
5 Beds 3 Baths 26009224 MLS
The best surprise about this condo? It doesn't feel like one. Tucked among rolling hills, mature trees, and abundant green space, this spacious 5-bedroom, 3-bath townhome offers a rare sense of privacy and seclusion that's hard to find at Lake Cumberland. From the moment you arrive, you'll notice the peaceful setting and natural surroundings that make this property feel more like a private retreat than a typical condominium. The expansive partially covered deck is the perfect place to start your day with a cup of coffee, unwind after a day on the lake, or gather with family and friends while enjoying the sights and sounds of nature. Surrounded by trees and thoughtfully positioned within the community, the outdoor living space feels surprisingly private and inviting. With approximately 2,750 square feet of finished living space, including a finished lower level, there's plenty of room for weekend guests, extended family, or full-time living. Multiple living areas provide flexibility for entertaining, relaxing, or creating dedicated spaces for hobbies and recreation. A 1-car attached garage and separate lower-level golf cart garage offer added convenience and storage for all your lake-life essentials. Residents also enjoy access to community amenities including a pool and tennis/basketball courts. Located just minutes from Lily Creek Boat Ramp and Jamestown Marina, you'll enjoy quick access to some of the best boating and recreation Lake Cumberland has to offer, while still appreciating the tranquility of being just outside town. Whether you're searching for a weekend escape, vacation home, or primary residence, this property offers the space, setting, and lifestyle that make Lake Cumberland such a special place to call home.

143 Dylan Dr Unit #105, Jamestown

$658,500
4 Beds 5 Baths 26001660 MLS
Welcome to this impressive, custom-built two-story brick estate, gracefully positioned in the highly sought-after Lily Creek Resort Subdivision, where refined living meets Lake Cumberland convenience. Immaculately maintained and privately tucked away toward the rear of the neighborhood, this home offers a rare blend of seclusion, sophistication, and accessibility, just minutes from Jamestown Marina, Lily Creek Ramp, and town amenities. From the moment you arrive, the home's stately brick façade, manicured lawn, and sweeping driveway create exceptional curb appeal. Step inside to discover a light-filled interior anchored by a dramatic two-story family room featuring a gas log fireplace, custom built-ins, and soaring ceilings that enhance the home's open, elegant feel. Warm hardwood flooring and thoughtful architectural details flow throughout, creating an inviting yet upscale atmosphere. The main level also boasts a dedicated home office, formal dining room ideal for entertaining, and a spacious, beautifully updated primary suite highlighted by tray ceilings and a spa-inspired bath complete with a walk-in shower, soakiing tub, and double vanity — your private retreat at the end of the day. The large, well-appointed kitchen offers hardwood floors, a breakfast bar, and a charming nook overlooking the backyard, making it perfect for both casual mornings and hosting guests. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and visitors alike. The finished basement adds incredible versatility with a bonus room, full bath, and extensive storage — easily adaptable into a 5th bedroom, recreation room, or in-law suite. Outdoor living shines with an expansive, updated patio accessible from both the primary suite and breakfast area — an ideal setting for relaxing evenings or lively gatherings surrounded by peaceful, wooded views. Additional highlights include a large side-entry two-car garage, numerous updates throughout, and a layout designed for both everyday comfort and upscale entertaining. Residents enjoy access to premier community amenities including a swimming pool, tennis/pickleball courts, and basketball court — all part of the desirable Lily Creek lifestyle. Privacy, space, and lake-area luxury converge in this exceptional executive home. Schedule your private showing today and experience the Lily Creek difference.

371 Lakeview Dr, Jamestown

$335,000
3 Beds 2 Baths 26007658 MLS
Located in the highly sought-after Lily Creek Resort, this 3 bedroom, 2 bath home offers the ideal blend of lake convenience, community amenities, and comfortable living. Situated just off Hwy 92 and approximately 4 miles from Jamestown Resort & Marina, this property places you right in the heart of Lake Cumberland recreation while still offering a peaceful, established neighborhood setting. Lily Creek Resort is known for its well-maintained surroundings and desirable amenities, including a community swimming pool, tennis court, and basketball court—making it a great fit for both full-time living and weekend getaways. Opportunities to own in this neighborhood are limited, adding to the long-term value and appeal. A rare bonus with this property is the additional lot included, offering flexibility for future building, added privacy, or potential resale. Inside, the home features an open concept layout with abundant natural light, creating an inviting space for gathering and entertaining. The main level offers a primary bedroom with walk-in closet, full bath, and a functional laundry area with extra storage. Upstairs includes two guest bedrooms, an additional full bath, and access to a private upper-level deck. Outdoor living is a highlight with a wraparound main-level deck and an additional upper deck—perfect for enjoying the surroundings. A new storage shed (2025) provides convenient space for lawn equipment or lake gear. With its prime location near the marina, desirable neighborhood amenities, and added lot value, this property presents an excellent opportunity for a lake home, investment, or full-time residence. Restrictions and HOA apply.

56 Lily Creek Ct, Jamestown

$325,000
3 Beds 2 Baths 26003509 MLS
If you've been searching for a truly one-of-a-kind home in the Lake Cumberland area, this is it. Completed at the end of 2024, this custom-built property still feels brand new. Lightly lived in and meticulously maintained, offering that sought-after new construction look, feel, and even smell. Situated in the desirable Lily Creek Resort community in Jamestown, Kentucky, this property also includes an additional lot, providing extra privacy and space to enjoy. You'll love the convenient access to Lake Cumberland, along with nearby shopping, dining, and everyday amenities. Inspired by Scandinavian design, this home showcases clean lines, bright open spaces, and an abundance of natural light. The thoughtful layout and carefully selected materials create a calm, inviting atmosphere, all while emphasizing energy efficiency throughout. The home features 3 bedrooms, each with its own closet and direct access to the wraparound deck through sliding glass doors. A 4th room offers flexibility as an additional bedroom, home office, or flex space. High-speed internet availability makes it ideal for remote work or streaming. You'll find 2 full bathrooms with modern finishes, including beautifully tiled walk-in showers. The spacious kitchen is both stylish and functional, complete with stainless steel appliances, butcher block countertops, a large island, and attractive cabinetry. It flows seamlessly into the living area, where expansive windows and direct deck access create the perfect space for relaxing or entertaining. Built with quality and efficiency in mind, notable features include Hardie plank beaded cedar mill siding, a spray foam insulated crawlspace, tankless water heater, high-efficiency HVAC system, durable engineered wood flooring, and low-maintenance composite decking on the wraparound deck. Outside, enjoy life in a well-maintained community offering amenities designed for homeowners to relax and connect. Whether you're looking for a full-time residence, a vacation home, or a Lake Cumberland retreat, this property delivers the perfect blend of comfort, style, and location.

186 Lily Creek Resort Rd, Jamestown