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$399,900
3 Beds 4 Baths 26014688 MLS
Welcome to this charming Lake Cumberland retreat nestled on 1.12 private, wooded acres in a quiet lake community with no HOA. This property offers all the benefits of a 5 bedroom footprint at a highly competitive price point... 3 traditional bedrooms and 2 additional lower-level flex rooms furnished as bedrooms. Surrounded by mature trees and scenic beauty, this inviting home offers the perfect blend of year-round living, vacation enjoyment, or rental investment potential. The thoughtfully designed floor plan features a spacious living room, dining area, eat-in kitchen, laundry room, library, guest bath with shower, and a comfortable primary suite all on the main level. Upstairs, you'll find two additional bedrooms connected by a convenient Jack-and-Jill bathroom. The walkout lower level provides even more living space with a large family room, full bathroom, and two additional designated sleeping rooms, making it ideal for hosting family and friends. Outdoor living is a highlight of this property, with a large deck wrapping around three sides of the home, a concrete patio, fire pit area, and a rear carport. Enjoy the peaceful setting while taking in the privacy and natural beauty that surround you. Lake Cumberland is located just across the lane, and two public boat ramps along with Jamestown Resort & Marina are only 5 to 10 minutes away, offering quick and easy access to boating, fishing, and all the recreation the lake has to offer. Lovingly decorated, this home exudes warmth and charm throughout. Whether you're searching for a full-time residence, a weekend getaway, or an income-producing vacation rental, this property checks all the boxes. Call today for additional details and to schedule your private showing!

67 Balcony Bend Rd, Jamestown

$365,000
3 Beds 3 Baths 26011004 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

495 Pumpkin Crk 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

$380,000
3 Beds 3 Baths 26006590 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 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

223 Pumpkin Creek Cir, 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

$615,000
4 Beds 4 Baths 26011279 MLS
Tucked away on over 10 acres within the city limits of Jamestown, this one-of-a-kind property offers the rare combination of privacy, convenience, and breathtaking wooded surroundings. From the moment you arrive, the serene setting, gorgeous landscaping, and meticulously maintained exterior create a peaceful retreat you will instantly feel at home in. This sprawling brick home features 4 bedrooms and 4 full bathrooms with a spacious layout designed for both everyday living and entertaining. Gorgeous hardwood floors flow throughout the main living areas, while the open-concept kitchen and living space create the perfect gathering spot for family and friends. The main level also includes a separate dining room, utility room, guest bedroom, guest full bathroom, and a spacious primary suite complete with a walk-in closet. Upstairs, you will find two oversized guest bedrooms separated by a full bathroom, along with abundant closet space and easy-access finished attic storage. Every room in this home was thoughtfully designed with comfort and functionality in mind. Just off the kitchen, stairs lead to the lower level where you will find another finished full bathroom and what the seller proudly considers the heart of the home — the expansive basement garage and workshop space. With tandem parking for up to 4 vehicles, additional room for lawn equipment, hobbies, storage, or workspace needs, plus a walk-out door to the side yard, this area offers endless versatility and potential. Enjoy your morning coffee or evening sunsets from the covered front and back porches while taking in the lush greenery, mature trees, and abundant wildlife surrounding the property. A storage shed provides even more room for gardening and outdoor equipment. The property extends all the way to the creek behind the home and includes the beautiful tree line bordering the right side of the property. Move-in ready and truly unlike anything else on the market, this stunning property offers the space, privacy, and setting you have been searching for — all just minutes from the conveniences of town. This is a must-see property.

556 Murphy Ln, 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