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$380,000
3 Beds ⋅ 3 Baths ⋅ 26003972 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, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept. big wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. 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

255 Pumpkin Creek Cir, Jamestown
$445,000
3 Beds ⋅ 3 Baths ⋅ 26014735 MLS
Located in the gated community of The Oaks, 398 Carriage Lane offers over 4,000 finished square feet of living space on approximately 0.63 acres and is just minutes from Lake Cumberland and Jamestown Marina. This home features 3 bedrooms, 3 full bathrooms, and an additional room in the finished basement that is currently being used as a bedroom and includes a closet. The main level offers an eat-in kitchen with breakfast bar, formal dining room, spacious living area, and a functional layout that works well for both everyday living and entertaining. The primary suite includes access to a private back porch, while the home also offers a wrap-around front porch and additional outdoor living space to enjoy the peaceful setting. The finished basement includes a large game room with a custom pool table that will remain with the property, along with a two-car garage and an additional side room that would make an excellent workshop, storage area, hobby room, or home gym. Recent updates include a newer roof. Outside, the property features a dedicated dog yard with a chain-link fence, providing a secure and low-maintenance area for pets. The stock tank pool area offers another great outdoor space to relax and enjoy the warmer months. Most of the furniture is negotiable, creating the opportunity for a move-in ready or vacation home setup. Residents of The Oaks enjoy private access to Lake Cumberland. The property is located approximately 1.9 miles from Jamestown Marina and about 3 miles from Jamestown Square, providing convenient access to boating, dining, shopping, and local amenities.

398 Carriage Ln, Jamestown
$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 15.38 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
$380,000
3 Beds ⋅ 3 Baths ⋅ 26015086 MLS
Lot#15 1.175 Acres +/- 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, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept and another half bath. Big covered wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. 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

443 Pumpkin Creek Cir, Jamestown
$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
$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
$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