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Custom Log Cabin Retreat on Approximately 10 Acres in Captain's Point Subdivision! Discover the charm and space of this beautiful 1.5-story log cabin nestled on approximately 10 acres in Captain's Point Subdivision! Featuring a huge great room with a cozy fireplace, this home offers the perfect setting for relaxing, entertaining, and enjoying the warmth and character of log cabin living. The spacious primary suite provides plenty of room to unwind, while the home also features a second bedroom, three full bathrooms, and a loft area offering additional flexible space. Enjoy the outdoors from the covered porch, where you can take in the peaceful surroundings and the beauty of your own acreage. The unfinished basement offers excellent potential and, provides an opportunity to expand your living space to suit your needs. Conveniently located approximately 1-2 miles from the Pleasant Hill launching ramp, this property is an ideal opportunity for those who enjoy boating, fishing, and spending time on the water. Whether you're looking for a full-time residence, a weekend getaway, or a place to enjoy the great outdoors, this spacious log cabin offers rustic charm, room to roam, and plenty of potential!

2 Beds ⋅ 3 Baths ⋅ 26028756 MLS

Custom Log Cabin Retreat on Approximately 10 Acres in Captain's Point Subdivision! Discover the charm and space of this beautiful 1.5-story log cabin nestled on approximately 10 acres in Captain's Point Subdivision! Featuring a huge great room with a cozy fireplace, this home offers the perfect setting for relaxing, entertaining, and enjoying the warmth and character of log cabin living. The spacious primary suite provides plenty of room to unwind, while the home also features a second bedroom, three full bathrooms, and a loft area offering additional flexible space. Enjoy the outdoors from the covered porch, where you can take in the peaceful surroundings and the beauty of your own acreage. The unfinished basement offers excellent potential and, provides an opportunity to expand your living space to suit your needs. Conveniently located approximately 1-2 miles from the Pleasant Hill launching ramp, this property is an ideal opportunity for those who enjoy boating, fishing, and spending time on the water. Whether you're looking for a full-time residence, a weekend getaway, or a place to enjoy the great outdoors, this spacious log cabin offers rustic charm, room to roam, and plenty of potential!

106 Pleasant Hill Rd, Jamestown

$669,000

Stunning Custom-Built Lake Cumberland Home - 6 Bedrooms, 5 Full Baths & Breathtaking Views! Welcome to your dream lake retreat on beautiful Lake Cumberland! Nestled in a peaceful cove, this custom-built home offers over 5,000 square feet of living space and the opportunity to own a total of 1.67 acres including Lots #2 and #3. Whether you're searching for the perfect family getaway, a spacious home for entertaining, or an investment property with short-term rental potential, this exceptional property offers endless possibilities. Featuring 6 bedrooms, 5 full bathrooms, and a bonus room that could serve as a 7th bedroom, there is plenty of space to accommodate family and lake guests. The main level welcomes you with a spacious living room, dining room, well-appointed kitchen, and primary suite. An additional main-level bedroom provides the perfect space for a home office or nursery, while a full guest bathroom adds convenience. The bonus room, complete with its own full bathroom, offers a versatile retreat ideal for teenagers, children, or overnight guests. With generous accommodations throughout, this home is perfectly suited for family gatherings, holiday celebrations, and memorable weekends at the lake. Enjoy your morning coffee or unwind in the evening with a glass of wine while taking in the spectacular lake views. The outdoor living area, complete with a fire pit, creates the perfect setting for relaxing evenings, entertaining friends, and making lasting memories surrounded by the natural beauty of Lake Cumberland. Even better, this home comes completely furnished! Tastefully decorated and thoughtfully designed to accommodate your needs, it is ready for you to start enjoying the lake lifestyle from day one. Looking for an investment opportunity? With its spacious layout, inviting atmosphere, and ample sleeping accommodations, this property may also offer the potential for short-term rental income to help offset ownership expenses. Buyers should verify applicable local regulations, rental restrictions, and income potential. Whether you envision a private family retreat, a gathering place for generations to come, or a potential income-producing vacation property, this remarkable Lake Cumberland home offers the space, views, and setting to make your lakefront dreams a reality! Come experience the beauty, comfort, and possibilities of Lake Cumberland living!

6 Beds ⋅ 5 Baths ⋅ 26028068 MLS

Stunning Custom-Built Lake Cumberland Home - 6 Bedrooms, 5 Full Baths & Breathtaking Views! Welcome to your dream lake retreat on beautiful Lake Cumberland! Nestled in a peaceful cove, this custom-built home offers over 5,000 square feet of living space and the opportunity to own a total of 1.67 acres including Lots #2 and #3. Whether you're searching for the perfect family getaway, a spacious home for entertaining, or an investment property with short-term rental potential, this exceptional property offers endless possibilities. Featuring 6 bedrooms, 5 full bathrooms, and a bonus room that could serve as a 7th bedroom, there is plenty of space to accommodate family and lake guests. The main level welcomes you with a spacious living room, dining room, well-appointed kitchen, and primary suite. An additional main-level bedroom provides the perfect space for a home office or nursery, while a full guest bathroom adds convenience. The bonus room, complete with its own full bathroom, offers a versatile retreat ideal for teenagers, children, or overnight guests. With generous accommodations throughout, this home is perfectly suited for family gatherings, holiday celebrations, and memorable weekends at the lake. Enjoy your morning coffee or unwind in the evening with a glass of wine while taking in the spectacular lake views. The outdoor living area, complete with a fire pit, creates the perfect setting for relaxing evenings, entertaining friends, and making lasting memories surrounded by the natural beauty of Lake Cumberland. Even better, this home comes completely furnished! Tastefully decorated and thoughtfully designed to accommodate your needs, it is ready for you to start enjoying the lake lifestyle from day one. Looking for an investment opportunity? With its spacious layout, inviting atmosphere, and ample sleeping accommodations, this property may also offer the potential for short-term rental income to help offset ownership expenses. Buyers should verify applicable local regulations, rental restrictions, and income potential. Whether you envision a private family retreat, a gathering place for generations to come, or a potential income-producing vacation property, this remarkable Lake Cumberland home offers the space, views, and setting to make your lakefront dreams a reality! Come experience the beauty, comfort, and possibilities of Lake Cumberland living!

135 Laurel Rd, Jamestown

$449,500

Welcome to lake living at its finest at Lake Cumberland. Never before offered is an exceptionally maintained, one owner home built in 1989 with owner oversight that is turn key ready as a primary residence, second home, vacation getaway or potential income producing property. With nearly 2800 sq ft of living space on desirable Lake Cumberland, the year round view of the beautiful lake on a very private dead end lane near Jamestown Marina (less than 5 miles) and State Dock, provides boating, fishing, water recreation and tranquil living at its best. Multiple beds and baths, two living rooms, two large decks and screened porch all separated by three levels guarantee privacy and generous space for all, yet togetherness when desired. Additionally, the high quality furnishings throughout, make this an exceptional opportunity. It is rare to find this attractive combination of a turn key home, privacy, convenience and recreational access.

4 Beds ⋅ 4 Baths ⋅ 26027179 MLS

Welcome to lake living at its finest at Lake Cumberland. Never before offered is an exceptionally maintained, one owner home built in 1989 with owner oversight that is turn key ready as a primary residence, second home, vacation getaway or potential income producing property. With nearly 2800 sq ft of living space on desirable Lake Cumberland, the year round view of the beautiful lake on a very private dead end lane near Jamestown Marina (less than 5 miles) and State Dock, provides boating, fishing, water recreation and tranquil living at its best. Multiple beds and baths, two living rooms, two large decks and screened porch all separated by three levels guarantee privacy and generous space for all, yet togetherness when desired. Additionally, the high quality furnishings throughout, make this an exceptional opportunity. It is rare to find this attractive combination of a turn key home, privacy, convenience and recreational access.

293 Laurel Rd, Jamestown

$395,000

YOUR FARM DREAM STARTS HERE! What if you didn't have to start your farm or homestead from scratch? What if the hard work was already done? Welcome to 220 F Johnson Rd in Jamestown, where 15.5 acres of mostly flat, usable farmland, surrounded by woods, comes with the infrastructure and improvements to make your country-living dreams a reality. The property features a 3-bedroom, 1-bath home with a large eat-in kitchen, attached carport, and full unfinished basement offering plenty of storage or future workshop space. Beautiful cedar throughout the home was harvested right here from the property, giving the house a one-of-a-kind connection to the land. The home has also seen numerous important updates, including a brand-new septic system, updated electrical panels, heat pump, hot water heater, furnace, siding, windows, and doors. A full-house generator offers peace of mind, while city water and a workable spring provide valuable water resources. The home also features reverse osmosis. But the real magic happens outside. This property is already equipped for the person who has always dreamed of having a farm, hobby farm, or self-sufficient homestead. Multiple buildings and improvements include a detached garage, workshop, harvest kitchen, machine shed, chicken coop, cattle barn, and additional outbuildings. There's a dedicated garden area and plenty of open, mostly flat land for livestock, crops, gardening, equipment, or simply enjoying the freedom that comes with having acreage. Imagine walking out your door to your own garden. Raising chickens. Having cattle in the barn. Working on projects in your workshop. Growing your own food. Storing equipment in the machine shed. Or simply sitting back and enjoying the privacy of having your own piece of Kentucky countryside. This isn't just a house with acreage — it's a property with a head start on the country lifestyle. Whether you're looking for a working farm, hobby farm, homestead, or simply a private place where you can spread out and enjoy the land, 220 F Johnson Rd offers the space, buildings, updates, and potential to make it your own. - 15.5 Acres - 3 Bedrooms | 1 Bath - Cattle Barn - Chicken Coop - Workshop - Machine Shed - Detached Garage - Garden Area - Harvest Kitchen - Whole-House Generator - City Water + Workable Spring - Brand-New Septic - Mostly Flat, Usable Farmland Surrounded by Woods - Full Unfinished Basement + Attached Carport Come see the possibilities and start building the farm life you've been dreaming about!

3 Beds ⋅ 1 Baths ⋅ 26025625 MLS

YOUR FARM DREAM STARTS HERE! What if you didn't have to start your farm or homestead from scratch? What if the hard work was already done? Welcome to 220 F Johnson Rd in Jamestown, where 15.5 acres of mostly flat, usable farmland, surrounded by woods, comes with the infrastructure and improvements to make your country-living dreams a reality. The property features a 3-bedroom, 1-bath home with a large eat-in kitchen, attached carport, and full unfinished basement offering plenty of storage or future workshop space. Beautiful cedar throughout the home was harvested right here from the property, giving the house a one-of-a-kind connection to the land. The home has also seen numerous important updates, including a brand-new septic system, updated electrical panels, heat pump, hot water heater, furnace, siding, windows, and doors. A full-house generator offers peace of mind, while city water and a workable spring provide valuable water resources. The home also features reverse osmosis. But the real magic happens outside. This property is already equipped for the person who has always dreamed of having a farm, hobby farm, or self-sufficient homestead. Multiple buildings and improvements include a detached garage, workshop, harvest kitchen, machine shed, chicken coop, cattle barn, and additional outbuildings. There's a dedicated garden area and plenty of open, mostly flat land for livestock, crops, gardening, equipment, or simply enjoying the freedom that comes with having acreage. Imagine walking out your door to your own garden. Raising chickens. Having cattle in the barn. Working on projects in your workshop. Growing your own food. Storing equipment in the machine shed. Or simply sitting back and enjoying the privacy of having your own piece of Kentucky countryside. This isn't just a house with acreage — it's a property with a head start on the country lifestyle. Whether you're looking for a working farm, hobby farm, homestead, or simply a private place where you can spread out and enjoy the land, 220 F Johnson Rd offers the space, buildings, updates, and potential to make it your own. - 15.5 Acres - 3 Bedrooms | 1 Bath - Cattle Barn - Chicken Coop - Workshop - Machine Shed - Detached Garage - Garden Area - Harvest Kitchen - Whole-House Generator - City Water + Workable Spring - Brand-New Septic - Mostly Flat, Usable Farmland Surrounded by Woods - Full Unfinished Basement + Attached Carport Come see the possibilities and start building the farm life you've been dreaming about!

220 F Johnson Rd, Jamestown

$675,000

Panoramic year round lake views from three levels..Lily Creek Resort's best view..fabulous lake community. Impressive custom built brick home with well appointed windows showcasing the lake from every window on the back side.You enter into a two story foyer with hard wood floors that flow into the living/dining/den/kitchen areas.The primary suite is large and on the main level with it's own bathroom plus 3 separate closets. Additionally there is a guest powder room on the main level.The den, living room, dining room and sun room all have fantastic lake views and when you get to the open deck it gets even better with clear glass balusters for maximum view.The back yard (yes there is a yard) is framed by a black picket fence for safety as well as keeping the view open.The upstairs has two bedroom suites each having their own bathrooms and an open loft dividing the two bedrooms. The loft overlooks the main level living room and of course the lake view is phenomenal from this vantage point.On the lower level there is a huge family room that separates two more bedrooms and another full bathroom.From the lower level the tiled covered patio spans the width of the house. (keep reading). This lake home oozes charm and relaxed luxury. The year round lake views bring a special magic in all four seasons. Choose this home for a vacation home or a life time...you won't be disappointed

5 Beds ⋅ 5 Baths ⋅ 25507787 MLS

Panoramic year round lake views from three levels..Lily Creek Resort's best view..fabulous lake community. Impressive custom built brick home with well appointed windows showcasing the lake from every window on the back side.You enter into a two story foyer with hard wood floors that flow into the living/dining/den/kitchen areas.The primary suite is large and on the main level with it's own bathroom plus 3 separate closets. Additionally there is a guest powder room on the main level.The den, living room, dining room and sun room all have fantastic lake views and when you get to the open deck it gets even better with clear glass balusters for maximum view.The back yard (yes there is a yard) is framed by a black picket fence for safety as well as keeping the view open.The upstairs has two bedroom suites each having their own bathrooms and an open loft dividing the two bedrooms. The loft overlooks the main level living room and of course the lake view is phenomenal from this vantage point.On the lower level there is a huge family room that separates two more bedrooms and another full bathroom.From the lower level the tiled covered patio spans the width of the house. (keep reading). This lake home oozes charm and relaxed luxury. The year round lake views bring a special magic in all four seasons. Choose this home for a vacation home or a life time...you won't be disappointed

905 Lily Creek Resort Rd, Jamestown

$380,000

Lot#13 1.481 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

3 Beds ⋅ 3 Baths ⋅ 26022600 MLS

Lot#13 1.481 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

381 Pumpkin Creek Cir, Jamestown

$380,000

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

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

$2,299,000

Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown Kentucky. Set on 12 +- 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!

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 12 +- 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

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

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

$649,900

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!

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

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