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$669,000
6 Beds ⋅ 5 Baths ⋅ 25502693 MLS
Seller offering up to $10,000 toward buyer updates, improvements, furnishings, or closing costs with an acceptable full-price offer for this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Offered with two additional lakeview lots (Lots #2 and #3), this property totals approximately 1.67 acres, providing extra space, privacy, and long-term flexibility for the future owner. Offering over 5,000 square feet of finished living space, this home sits elevated on a quiet cove with peaceful water views and a private setting. With 6 bedrooms, 5 full bathrooms, and a bonus room that could serve as a 7th bedroom, the layout is ideal for large families, a vacation retreat, or a proven short-term rental opportunity. The main level features beautiful wood finishes and a dramatic living room filled with natural light. A formal dining area flows into the kitchen, creating a great space for entertaining. The primary suite and an additional bedroom (perfect for an office) are conveniently located on this floor, along with a second full bath for guests. Upstairs, a loft overlooks the living room and connects two spacious bedrooms and a full bath. The bonus suite above the attached two-car garage adds even more flexibility with its own full bath, ideal for guests or private quarters. The finished basement expands the living space with a fully equipped gym, recreation room with fireplace, an additional bedroom and bath, plus a flexible-use room—perfect for hosting larger groups or extended stays. Outdoor living is a highlight, featuring a fire pit and massive multi-level decks with covered and screened areas for year-round enjoyment. Whether it's morning coffee overlooking the lake or summer evenings with friends, this setting is hard to beat. This home is offered fully furnished and includes several standout features, such as a custom European-style metal shingle roof with a 45-year warranty and a central vacuum system for added convenience. Quality materials and thoughtful design details are evident throughout. With light restrictions, additional acreage for privacy, and a strong history as a short-term rental, this property offers both lifestyle and investment potential in one of Lake Cumberland's most desirable hidden locations. Schedule your private showing today and experience everything this unique lakefront property has to offer.

135 Laurel Rd, Jamestown
$189,900
2 Beds ⋅ 1 Baths ⋅ 26010991 MLS
Okay, LAKE LOVERS! You're going to fall in love with this one! If you're looking for a brand new construction cabin retreat, located in the heartland of Jamestown, Kentucky! Where this house sits privately off the road situated on .075 of an acre lot. Located just minutes to the gorgeous lake and public boat ramp. You can also walk to the river where there is amazing fish like trout. Whether you're looking for a full-time residence, weekend get away, or a rental investment, this cabin is the perfect opportunity to own your piece of Kentucky outdoor paradise! Call today to schedule your showing!

8239 S Hwy 379, Jamestown
$350,000
3 Beds ⋅ 2 Baths ⋅ 26015441 MLS
Experience the best of both worlds: a peaceful 3 bedroom, 2 bath home that blends small-town convenience with the tranquility of nature. This Cape Cod style home features durable vinyl siding with T1-11accents giving it a modern look with classic appeal. Sitting on approximately .5 of an acre and just minutes from Lake Cumberland, there's plenty of room to spread out, garden, or simply enjoy the outdoors. Inside, you'll find two spacious bedrooms upstairs and one bedroom for easy access, so everyone can find their own space to unwind and feel at home. Built in 2021 and still feeling fresh, this 1,590 square foot home sits in a beautiful, lake-oriented neighborhood that's perfect for a vacation retreat or a forever address. Enjoy partial lake views from your windows and relax in your screened-in porch: the perfect spot for morning coffee, quiet evenings, or hosting friends without worrying about the bugs. The kitchen is outfitted with high-end appliances, all less than five years old, making meal prep and entertaining a breeze. Outdoors, you'll love the gorgeous firepit area, ideal for nights under the stars. There's a roomy 24x30 garage for your vehicles or lake toys, plus a 10x16 shed for extra storage. Only 2 miles from Safe Harbor Marina, you have quick access to boating, fishing, and all the fun Lake Cumberland has to offer. Whether you're drawn to the lake or simply want a quiet place to call home, this property speaks for itself. Schedule your showing today and see how easy it is to make this your own.

255 Tall Timber Dr, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006635 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

456 Pumpkin Creek Cir, Jamestown
$724,900
3 Beds ⋅ 2 Baths ⋅ 26012667 MLS
Rare Cumberland River Farm Opportunity - 26 Private Acres! Welcome to your own slice of paradise in the breathtaking Cumberland River Valley! This exceptional one-owner property offers 26 acres of level, picturesque land with a setting that is truly second to none. Whether you're looking for a private retreat, working farm, hunting property, or forever home, this one has it all. The land features a large spring-fed private pond that was once a custom-built duck pond complete with a custom duck blind that still remains on the property. You'll also enjoy shared ownership in an additional spring-fed pond at the front of the property. As an added bonus, the property includes deeded access to a boat launch on the Cumberland River, providing endless opportunities for fishing, boating, kayaking, and outdoor recreation. The custom brick ranch home showcases quality craftsmanship and thoughtful design throughout. The open-concept great room features vaulted ceilings, a cozy fireplace, and a beautiful kitchen with granite countertops, a large island, and abundant cabinetry. The spacious primary suite offers two walk-in closets and a luxurious ensuite bath with a double vanity, jetted tub, and separate shower. The main level features 3 bedrooms and 2 full bathrooms, along with a generously sized laundry room. Downstairs, the finished walkout basement offers exceptional versatility with a large second living area, full second kitchen, a bonus room that could easily serve as a 4th bedroom, an additional full bathroom, and ample storage space. One of the home's most intriguing features is a hidden secret door that leads to a concrete room, creating the perfect space for a safe room, storm shelter, secure storage, hobby area, or simply a unique conversation piece. Outside, you'll find an attached two-car garage along with a detached three-bay garage, providing plenty of room for vehicles, equipment, boats, and recreational toys. A true hunter's paradise and outdoor enthusiast's dream, this remarkable Cumberland River farm combines privacy, natural beauty, and modern comfort in one unforgettable package. From waterfowl hunting and wildlife watching to fishing, boating, and exploring your own private acreage, the possibilities are endless. Properties like this rarely come available—schedule your private showing today!

176 Wetland Dr, 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
$550,000
3 Beds ⋅ 2 Baths ⋅ 26009047 MLS
Welcome to 70 Twin Creek Loop in Jamestown, KY. It's where rustic charm meets modern comfort in this beautifully maintained 3-bedroom, 2-bath log cabin offering 1,937 square feet of inviting living space. Perfectly positioned just minutes from Lake Cumberland, this home is an ideal getaway, full-time residence, or retirement retreat for those seeking peace, privacy, and natural beauty. Step inside and experience the warmth of true cabin living with a stunning stone fireplace, soaring high angled ceilings, and an open, airy layout that brings the outdoors in. The spacious loft area adds flexibility...perfect for a second living space, office, or guest accommodations. The home features a thoughtfully designed layout with two bedrooms and a full bath on the main level, while the private primary suite upstairs offers a quiet retreat complete with a relaxing soaking tub...ideal for unwinding after a day on the water. Enjoy meals in the dedicated dining room or step outside to take in the peaceful surroundings from your covered front porch or newly updated back decking, perfect for entertaining or enjoying your morning coffee. Additional highlights include: -Bonus attic space with potential for a 4th bedroom or flex space -New roof, HVAC system, and water heater for peace of mind -New windows and doors -New decking in front and back Serene setting surrounded by nature, yet just 12 minutes to a nearby boat dock for easy lake access. Whether you're searching for a vacation home near Lake Cumberland, a short-term rental investment opportunity, or a quiet place to retire in Kentucky, this property offers the perfect balance of comfort, convenience, and escape from the everyday hustle. Don't miss your chance to own a slice of Kentucky paradise...schedule your private showing today.

70 Twin Creek Loop, 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
$399,000
5 Beds ⋅ 2 Baths ⋅ 26009334 MLS
LAKE FRONT!! Located in the Pleasant Hill community, this 5-bedroom, 2-bathroom residence offers a rare combination of lakefront living and functional space. The home sits on 0.41 acres of prime lakefront property and features extensive updates, including a oversized deck designed for entertaining and a hot tub for relaxation. With its close proximity to the Pleasant Hill Boat Ramp and its quiet, scenic setting, this home is an ideal for a vacation get-a-way, short-term rental or a full-time residence for those seeking a peaceful lakeside lifestyle. Some of the furnishings are being offered to remain with the home and are negotiable. The additional 8 x 12 outbuilding offers extra storage space for all your lawn care or lake toys. The property is being sold along with an optional separate 0.21-acre deeded lot located across the street, providing unique flexibility for the new owner. The community also offers a walking trail on the adjacent 6 acres of protected Corps of Engineers Property.

404 Lorel Dunbar Rd, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006584 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

197 Pumpkin Creek Cir, Jamestown
$295,000
2 Beds ⋅ 1 Baths ⋅ 25500798 MLS
This is an exceptional investment opportunity waiting for you! This charming home features two bedrooms and one bathroom, offering roughly 800 square feet of inviting living space. The house has undergone a comprehensive remodel, showcasing a new roof, new flooring, an instant hot water heater, modern cabinets, and fresh siding. There is a new charging point for cars at the house. It makes for an ideal retreat near Lake Cumberland, conveniently located near Jamestown Marina and several boat launches. Set on 2.90 acres, the property includes additional land that is perfectly suited for RV rental sites. There is currently one concrete pad for an RV, equipped with electric and connected to sewer. An area has also been cleared and graveled, prepared for the installation of two more RV sites. The adjoining 2 acres is cleared and lush with grass, allowing for further development of RV sites in the future. All utilities are at the street: Electric/gas/sewer, and city water. You can use the house for rental income, transform it into an office for your campsite, or enjoy it as your own private getaway—the possibilities for this property are truly limitless!

394 W Cumberland Ave, Jamestown
$449,000
3 Beds ⋅ 4 Baths ⋅ 25504683 MLS
Lake Cumberland Log Home | 3,120 Sq Ft | Minutes to Two Boat Ramps. Whether you're searching for a full-time residence, weekend getaway, or family retreat, this one-of-a-kind log home offers the perfect combination of craftsmanship, space, and location. Situated just minutes from both Clifty Creek Boat Ramp and Holcomb's Landing at Wolf Creek Dam, you'll enjoy quick and convenient access to some of Lake Cumberland's best boating and fishing. From the moment you step inside, you'll appreciate the warmth and character created by floor-to-ceiling wood sourced from the property itself, a handcrafted cedar staircase, and a stunning two-story Tennessee stone fireplace with gas logs that serves as the centerpiece of the open living area. Every detail reflects quality craftsmanship and timeless rustic charm. Offering over 3,100 square feet, this home features 3 bedrooms, 4 bathrooms, generous living spaces, and room for family and guests to gather after a day on the lake. The covered front porch provides a peaceful place to relax and enjoy the surrounding wooded setting. The lower level presents an incredible opportunity to create even more living space. Whether you envision additional bedrooms, a game room, home theater, guest suite, workshop, or recreational area, this expansive level is ready for your personal vision and offers exceptional flexibility for future needs. Outside, the property is equally impressive. The oversized detached garage is a standout feature, offering garage doors on both ends with separate driveway access to each entrance. Whether storing your boat, trailer, golf cart, or lake toys, the drive-through design makes loading, unloading, and maneuvering equipment exceptionally convenient. The spacious yard offers room for outdoor entertaining, recreation, or simply enjoying the privacy of the surrounding landscape. If you've been searching for a property that offers the character of a handcrafted log home, the convenience of nearby lake access, abundant storage, and room to grow, this exceptional Lake Cumberland retreat is ready to welcome its next owners.

935 Clifty Creek Rd, Jamestown
$450,000
3 Beds ⋅ 2 Baths ⋅ 26010004 MLS
Welcome to your own slice of Kentucky paradise in Creelsboro, just minutes from the charm of Jamestown. Located conveniently along the Cumberland River this home is between two public launch ramps Helm's Landing and Winfreys Ferry. Nestled on 9+ acres of fully fenced, gently rolling farmland, this property is the perfect blend of comfort, function, and rural beauty. Designed with both everyday living and farm life in mind, you'll find an automatic waterer, hay shed, chicken coop, and a versatile 3-bay garage featuring a run-in area ideal for horses. Whether you're starting a mini farm or simply craving wide-open space, this property is ready to go. Step inside the 3-bedroom, 2 full bath home and you'll immediately feel at ease. Beautiful hardwood floors, a dedicated office space, and a warm, inviting layout make it easy to settle in. Even better—this home is being sold furnished, so you can truly come as you are and start living your dream from day one. Major updates have already been taken care of, including two new heat pumps, roof, new septic system, and updated electrical—giving you peace of mind for years to come. If you've been searching for a property that offers both functionality and a lifestyle upgrade, this Creelsboro gem delivers in every way. Buyer to verify square footage, acreage & school districts.

5029 S Hwy 379, Jamestown
$749,900
3 Beds ⋅ 4 Baths ⋅ 26015223 MLS
Welcome to 106 Airport Road in Jamestown, Kentucky—a custom-built 2023 barndominium situated on approximately 3.36 acres within the Jamestown city limits. Constructed by SBC LLC, this property combines quality craftsmanship, spacious living, and an exceptional garage setup, all within minutes of Lake Cumberland and Safe Harbor Marina. The home offers approximately 2,830 square feet of finished living space, including 1,700 square feet on the main level and 1,130 square feet upstairs. Featuring 3 bedrooms, 2 full bathrooms, a half bathroom in the main living area, and an additional half bathroom in the attached garage, this thoughtfully designed floor plan provides both comfort and functionality. The open-concept layout includes custom kitchen cabinetry, granite countertops, stainless steel appliances, a gas range, a large walk-in pantry, and a spacious dining area highlighted by a full glass garage door that opens directly onto the wraparound porch. The main-level primary suite includes a walk-in closet with convenient access to the laundry area, double vanities, a soaking tub, and a tiled walk-in shower. An office located just off the kitchen provides flexibility and could easily serve as a fourth bedroom. Upstairs offers additional living space, including a recreation room with carpeted flooring. Luxury vinyl plank flooring extends throughout the main living areas and both upstairs bedrooms, with tile flooring in the bathrooms. Built with durability, efficiency, and long-term performance in mind, the home reflects careful planning throughout the construction process. Prior to construction, more than $60,000 in gravel was installed beneath the foundation to promote drainage, moisture control, and long-term stability. The home features fully spray foam insulated walls, a standing seam metal roof with a 30-year warranty, and construction designed to withstand winds up to 130 mph. Every aspect of the build was intentionally planned to emphasize quality construction and lasting durability. The living room features a gas fireplace, while the expansive wraparound porch provides an excellent outdoor entertaining area complete with a built-in gas fire pit and gas lighting. An above-ground swimming pool and attached rear carport add to the property's outdoor amenities. Car enthusiasts, hobbyists, and business owners will appreciate the approximately 2,816-square-foot attached garage, which includes a half bathroom, a vehicle lift, and a brand-new, never-used Quincy air compressor valued at approximately $5,000. Conveniently located behind Mini Indy Kart Track and just minutes from Lake Cumberland and Safe Harbor Marina, this custom-built property offers quality construction, spacious indoor and outdoor living areas, and exceptional garage amenities in one unique package.

106 Airport Rd, Jamestown