Jamestown, KY Homes for Sale with Acreage

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  /66

  $389,900

  • 3 Beds
  • 3.5 Baths
  • 2,657 Sq Ft

  120 Cole Rd, Jamestown, KY 42629

  Welcome to your Lake Cumberland retreat in the desirable Caney Cove subdivision! This beautifully updated 3-bedroom, 3.5-bath home sits on three lots and offers a rare keyhole view of the lake—perfect for those seeking a peaceful getaway. Major improvements have already been taken care of, including a new roof (2022), with HVAC and water heater only 8 years old—offering peace of mind for years to

  

  Jessica Vincent

  CENTURY 21 Advantage Realty

  (270) 918-1457

  120 Cole Rd, Jamestown, KY 42629
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  /89

  $574,000

  • 2 Beds
  • 3 Baths
  • 2,909 Sq Ft

  8860 U S 127, Jamestown, KY 42629

  Escape the Louisville noise for your own private sanctuary at Lake Cumberland! Forget the bumper-to-bumper Gatlinburg traffic. This stunning cabin sits on 5 private, wooded acres with plenty of room for expansion. Whether you're dreaming of a peaceful family getaway or looking for a high-potential Airbnb investment, this is the one. Property Highlights: 5 Wooded Acres: Total privacy with room to

  

  Penny Cartwright

  Platinum Home Realty

  (270) 544-0730

  8860 U S 127, Jamestown, KY 42629
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  /55

  $379,900

  570 Little Indian Dr, Jamestown, KY 42629

  Welcome to your perfect getaway or full-time residence! This 3 bedroom, 2 bathroom home offers comfort, convenience, and incredible outdoor living-all in a unique, private setting just minutes from the water. Built in 2016 and maintained in pristine, move-in ready condition, this 1,152 sq ft home comes fully furnished, making it truly turnkey. Inside, you'll find a warm and inviting interior

  Rachel Bernard The Realty Firm

  570 Little Indian Dr, Jamestown, KY 42629
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  /55

  $365,000

  • 3 Beds
  • 2.5 Baths

  495 Pumpkin Creek Cir, Jamestown, KY 42629

  FOR SALE LISTING PRICE $365,000 495 Pumpkin Creek Circle • Jamestown, KY 42629 New Construction Home For Sale - Move-In Ready! Check out this beautiful new construction home situated on 1.21± acres! Featuring 3 bedrooms and 2.5 bathrooms, this property offers modern living with a touch of country charm. Enjoy peaceful mornings and relaxing evenings on the wrap-around porch, or unwind in the

  Lee Amonett Amonett's Eagle Auction & Realty, LLC

  495 Pumpkin Creek Cir, Jamestown, KY 42629
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  /99

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  169 Onyx Ridge Rd, Jamestown, KY 42629

  Discover this stunning 3-bedroom, 2-bath luxury cabin, perfectly situated just 5 minutes from Halcomb's Landing and Wolf Creek Dam—one of the best launch ramps on Lake Cumberland. Thoughtfully designed to sleep up to 8 guests, this fully furnished retreat features high-end finishes and professional décor throughout. Relax in style with two outdoor soaking tubs offering breathtaking views or

  Shelly Stoyell PCS Real Estate

  169 Onyx Ridge Rd, Jamestown, KY 42629
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  /63

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  554 N Main St, Jamestown, KY 42629

  A staple in Jamestown since the 1930s, this offers exceptional curb appeal and a fantastic location. It features an inviting covered front and side porch, providing a welcoming entry. Inside, you'll find original hardwood floors, a clawfoot tub, and exquisite woodworking that highlight the home's historical charm. Over the years, tasteful updates have been made, preserving the unique character of

  Shelly Stoyell PCS Real Estate

  554 N Main St, Jamestown, KY 42629
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  /63

  $559,900

  • 1 Bed
  • 1.5 Baths
  • 3,500 Sq Ft

  1655 Kentucky 92, Jamestown, KY 42629

  Just minutes away from Lake Cumberland and the Jamestown Resort & Marina, this 3500 sq. ft. building is brimming with potential. Boasting two bathrooms and an ample parking area. Building would be a great residence with a little work or could be used as retail. The property's prime location and curb appeal make it a standout opportunity. On top of that, there's a 5-unit efficiency style

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  1655 Kentucky 92, Jamestown, KY 42629
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  /119

  $699,000

  • 6 Beds
  • 5 Baths
  • 5,235 Sq Ft

  135 Laurel Rd, Jamestown, KY 42629

  Discover one of Jamestown's hidden gems with this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Now 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

  Torsten Langguth Prosperity Real Estate

  135 Laurel Rd, Jamestown, KY 42629
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  /87

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,042 Sq Ft

  1089 Warner Ridge Rd, Jamestown, KY 42629

  This beautiful 10 acre property offers everything you need for country living, featuring a 4 stall horse barn with a full loft and stairs, concrete floors, water & electric, a feed and tack room, a turnout lot. The farmhouse, barn, and garages all have city water, and a circle driveway leads to the charming 3 bedroom, one bath home, which has been updated with refinished hardwood floors, new

  Shelly Stoyell PCS Real Estate

  1089 Warner Ridge Rd, Jamestown, KY 42629
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  /97

  $699,000

  • 5 Beds
  • 4 Baths
  • 2,624 Sq Ft

  2295 Kentucky 92, Jamestown, KY 42629

  Magazine-worthy estate near Lake Cumberland! This stunning 5BR/4BA home on 9+ unrestricted acres offers 2,600 sq ft of style and space. Features include rich wood trim, granite counters, a grand staircase, a fireplace, 2 kitchens, and 2 laundry areas. Natural light floods the home through abundant windows. A long blacktop drive leads to this showstopper with a spacious front porch, side deck,

  Jill Johnson Eagle Realty & Development LLC

  2295 Kentucky 92, Jamestown, KY 42629
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  /70

  $650,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,954 Sq Ft

  255 Lantern Way, Jamestown, KY 42629

  Welcome to Lake Cumberlands newest SHOW STOPPER! Better than new and thoughtfully designed, this 2023 modern craftsman blends luxury finishes, smart design, and timeless character right here in the heart of Jamestown, KY in the highly sought after gated community- The Oaks! Offering 4 bedrooms and 3 full baths. The main level features 10' ceilings, 8' doors, and European oak engineered hardwood

  Heather Flanagan Keller Williams Legacy Group

  255 Lantern Way, Jamestown, KY 42629
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  /99

  $449,000

  • 3 Beds
  • 3.5 Baths
  • 3,120 Sq Ft

  935 Clifty Creek Rd, Jamestown, KY 42629

  Custom Log Home Near Lake Cumberland - Clifty Creek Rd, Jamestown, KY This custom log home on Clifty Creek Road in Jamestown, Kentucky, is a true showstopper! Conveniently located just down the road from two public boat ramps—Clifty Creek Ramp and Halcomb's Landing at Wolf Creek Dam—this home offers the perfect combination of natural beauty and accessibility to Lake Cumberland. From the moment

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  935 Clifty Creek Rd, Jamestown, KY 42629
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  /35

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,256 Sq Ft

  223 Pumpkin Creek Cir, Jamestown, KY 42629

  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

  Tina Clay CENTURY 21 Advantage Realty

  223 Pumpkin Creek Cir, Jamestown, KY 42629
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  /47

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,256 Sq Ft

  255 Pumpkin Creek Cir, Jamestown, KY 42629

  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

  Tina Clay CENTURY 21 Advantage Realty

  255 Pumpkin Creek Cir, Jamestown, KY 42629
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  /48

  $79,000

  • Land
  • 1.73 Acres
  • $45,665 per Acre

  16 Wooldridge Rd, Jamestown, KY 42629

  Ever dreamed of owning a true slice of paradise where the world simply disappears? This isn't just another building lot; it's the largest and most prestigious homesite in the subdivision, designed for those who value absolute peace and quiet. Nestled behind a natural screen of majestic, mature trees, the build site offers total seclusion and "room to roam." But the true magic happens when you

  Torsten Langguth Prosperity Real Estate

  16 Wooldridge Rd, Jamestown, KY 42629
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  /24

  $447,000

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  2794 Highway 1058, Jamestown, KY 42629

  A most perfect life can be lived right here. This property features a solid, older brick home with hardwood floors and a full, walkout basement, which is a wonderful place to come in to a warm, wood stove fire after tending the animals. The home boasts 3 bedrooms, plenty of closets, and a nicely remodeled bathroom. There's a perfect sitting porch, and a carport for the toys. A nice blacktop drive

  Ken Hill Patriot Realty - Auction LLC

  2794 Highway 1058, Jamestown, KY 42629
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  /5

  $150,000

  • Land
  • 2 Acres
  • $75,000 per Acre

  Tract 4-5 Clayton Rd, Jamestown, KY 42629

  2-acre unrestricted lot in the heart of Jamestown with city water and sewer access! This level lot offers privacy yet walking distance to shopping, restaurants, the library and city park. Here's your opportunity knocking. Great location for a residential home or big enough for apartments.

  Shelly Stoyell PCS Real Estate

  Tract 4-5 Clayton Rd, Jamestown, KY 42629
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  /65

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  693 Scotts Chapel Rd, Jamestown, KY 42629

  Welcome to 693 Scotts Chapel Rd in Jamestown!! This one is going to WOW you! Let's start off with saying it's only a 3 minute drive to Jamestown Mariana! If you're looking for a lake home or a full time residence this one has it all. This home is sitting on 2.5 acres that is fenced in and offers a detached garage that's 1020sq ft, with room for 1.5 cars or more depending on how you use the

  Sherri West Lake Cumberland Real Estate Professionals

  693 Scotts Chapel Rd, Jamestown, KY 42629
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  /2

  $3,200,000

  • Land
  • 456 Acres
  • $7,018 per Acre

  0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629

  Larry Sanner In The Loop Realty

  0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629
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  /2

  $45,200

  • Land
  • 1.13 Acres
  • $40,000 per Acre

  30 Leveridge Ct, Jamestown, KY 42629

  This lot has a beautiful creek that runs along the back border. Only 9 lots left in this beautiful 68-acre development. Paved Streets 1-13 acres available. All lots are heavily wooded. Restrictions allow for barndominiums, detached garages or buildings to accommodate boats and RV's. Located within a few miles of Jamestown Marina, State Dock Marina and Halcomb's Landing boat launch. Watch for

  Shelly Stoyell PCS Real Estate

  30 Leveridge Ct, Jamestown, KY 42629
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  /24

  $269,000

  • Land
  • 50 Acres
  • $5,380 per Acre

  2820 Kentucky 1058, Jamestown, KY 42629

  An absolutely gorgeous property with beautiful farm views from its' highest points, nice open fields, wooded areas, and frontage on two blacktop roads: Ky Hwy 1058 and Helm Lane. There's something here for everyone, whether you dream of farming, or building that dream home with perfect views, and still having lots od room to explore. Water, power, and fiber optic Internet are available on both

  Ken Hill Patriot Realty - Auction LLC

  2820 Kentucky 1058, Jamestown, KY 42629
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  /19

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  290 Denmark Ln, Jamestown, KY 42629

  Peaceful Country Living with Room to Breathe on 2 Private Acres Body: Escape the noise and settle into this beautiful 3BD/2BA home nestled on 2 pristine, usable acres. Perfectly positioned to offer ultimate privacy while remaining minutes from town, this property is the homestead you've been waiting for. Inside, the heart of the home is a sun-drenched, open-concept living area with luxury

  Josh McKinley Mckinley Real Estate Group

  290 Denmark Ln, Jamestown, KY 42629
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  /4

  $15,000

  • Land
  • 1.89 Acres
  • $7,937 per Acre

  86 Peninsula, Jamestown, KY 42629

  Looking for a nice big (1.95 Ac.) building site for your new home at Lake Cumberland? Check this one out. The Peninsula Development is a gated community just a few minutes away from Pleasant Hill Boat Ramp and Historic Jamestown. Call today for more info!!!

  Josh McKinley Mckinley Real Estate Group

  86 Peninsula, Jamestown, KY 42629
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  /35

  $319,000

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  2390 W Highway 92, Jamestown, KY 42629

  One doesn't just buy a home like this, it becomes a part of you, and you become a part of the history that surrounds this great place. Known locally and the "Phelps Acres" home, this gorgeous 151 year old home was built on land that was conveyed to the Phelps family via a land grant for the elder Phelps' service in the American Revolution. In 1875 this amazing home purportedly replaced earlier

  Ken Hill Patriot Realty - Auction LLC

  2390 W Highway 92, Jamestown, KY 42629
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  /3

  $19,000

  • Land
  • 1.2 Acres
  • $15,833 per Acre

  Lot 62 & 63 Captain's Point Subdivision, Jamestown, KY 42629

  Lots 62 & 63 of the Captain's Point Subdivision. Consist of 1.2 acres.

  Will Childers WTC Realty LLC

  Lot 62 & 63 Captain's Point Subdivision, Jamestown, KY 42629
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  /13

  $225,000

  • Land
  • 3.26 Acres
  • $69,018 per Acre

  0 Lantern Way, Jamestown, KY 42629

  Discover the perfect setting for your dream lake home, tucked away at the end of Lantern Way. This exceptional 3.2-acre parcel, just minutes from the stunning Lake Cumberland and Jamestown Marina, is a rare find. Comprising two lots that the owner prefers to sell as a package, the land features a mix of wooded areas and seasonal lake views. Embrace the outdoors with easy access to boating,

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  0 Lantern Way, Jamestown, KY 42629
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  /19

  $154,000

  • 2 Beds
  • 1 Bath
  • 1,784 Sq Ft

  266 Brown Rd, Jamestown, KY 42629

  Kasey Grayum

  266 Brown Rd, Jamestown, KY 42629
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  /31

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  2440 S Highway 379, Jamestown, KY 42629

  Seize the opportunity to own a well-established Airbnb river retreat! Spanning 1.41 acres, this property is situated just 1 mile from Helm's Landing launch ramp and the Creelsboro store. Revel in the dual benefits of a revenue-generating home and a personal vacation haven—it's a logical choice! The retreat features 3 bedrooms, 2 full baths, and a spacious living room complete with a fireplace.

  Shelly Stoyell PCS Real Estate

  2440 S Highway 379, Jamestown, KY 42629
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  /5

  $71,000

  • Land
  • 2.39 Acres
  • $29,707 per Acre

  40 Dogwood Hollow Rd, Jamestown, KY 42629

  Only 9 lots left in this beautiful 68-acre development. Paved roads 1-13 acres available. All lots are heavily wooded. Restrictions allow for barndominiums, detached garages or buildings to accommodate boats and RV's. Located within a few miles of Jamestown Marina, State Dock Marina and Halcomb's Landing boat launch. Watch for resident wildlife when driving through. Come check it out, you'll love

  Shelly Stoyell PCS Real Estate

  40 Dogwood Hollow Rd, Jamestown, KY 42629
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  /3

  $800,000

  • Land
  • 3 Acres
  • $266,667 per Acre

  1142 N Main St, Jamestown, KY 42629

  Larry Sanner In The Loop Realty

  1142 N Main St, Jamestown, KY 42629
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  /9

  $299,900

  • Land
  • 25.08 Acres
  • $11,958 per Acre

  3 Nelson Mill Rd, Jamestown, KY 42629

  Over 25 acres of open land that is ideal for development, farming, or other use. There are no zoning requirements. Offered 'As Is'.

  Gary Justice The Solutions Group KY, LLC

  3 Nelson Mill Rd, Jamestown, KY 42629
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  /35

  $299,900 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,275 Sq Ft

  131 Pumpkin Creek Cir, Jamestown, KY 42629

  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

  Tina Clay CENTURY 21 Advantage Realty

  131 Pumpkin Creek Cir, Jamestown, KY 42629
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  /2

  $45,000

  • Land
  • 1.21 Acres
  • $37,190 per Acre

  Lot 94 Bowman-Chrisman Rd, Jamestown, KY 42629

  Lake Cumberland gated community. Residential building lot across the lane from the lake. Restrictions to protect your investment.HOA in place. Lovely gently rolling land that has been developed into The Peninsula lake community.... on the way to Pleasant Hill community and a few minutes from Jamestown...several launching ramps close by.

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  Lot 94 Bowman-Chrisman Rd, Jamestown, KY 42629
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  /7

  $22,500

  • Land
  • 1.03 Acres
  • $21,845 per Acre

  17 Anchor Way, Jamestown, KY 42629

  Discover a beautiful building lot in the serene Captains Point subdivision. This lightly restricted property is conveniently located near Lake Cumberland, making it an ideal spot to create your dream home. Seasonal lake views. This subdivision in Jamestown, KY, is known for its peaceful atmosphere and offers easy access to boating, fishing, and outdoor adventures. With dedicated boat trailer

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  17 Anchor Way, Jamestown, KY 42629
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  /6

  $29,900

  • Land
  • 1.1 Acres
  • $27,182 per Acre

  26 Arrowhead Ln, Jamestown, KY 42629

  What a beautiful piece of ground within 1 mile of Pleasant Hill Boat Ramp. 3 lots totaling 1.1 +/- acre bordering a seasonal small creek off Arrowhead Lane. Can build a dream home or can put 2-3 tiny homes and put on airBnB. Lots 26, 27, & 28

  Tina Clay CENTURY 21 Advantage Realty

  26 Arrowhead Ln, Jamestown, KY 42629
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  /6

  $135,000

  • Land
  • 4.45 Acres
  • $30,337 per Acre

  35 Leveridge Ct, Jamestown, KY 42629

  Only 9 lots left in this beautiful 68-acre development. Paved streets. 1-13 acres available. All lots are heavily wooded. Restrictions allow for barndominiums, detached garages or buildings to accommodate boats and RV's. Located within a few miles of Jamestown Marina, State Dock Marina and Halcomb's Landing boat launch. Please watch for resident wildlife when driving through. Come check it out,

  Shelly Stoyell PCS Real Estate

  35 Leveridge Ct, Jamestown, KY 42629
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  /14

  $69,900

  • Land
  • 4.35 Acres
  • $16,069 per Acre

  0 Gaskin Ln, Jamestown, KY 42629

  MOTIVATED SELLER !!!! Your chance to own one of the best and last building lots still available in Richard Estates !!!!! Convenient to Russell Springs and Jamestown, this site offers over 4 acres for you to build your dream home. Offering privacy on a dead end street, this lot features approximately 2.5 acres of a partially cleared building site as well as woods in the rear. Per the owner, the

  Brooke Bunch Southern Nest Realty, LLC

  0 Gaskin Ln, Jamestown, KY 42629
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  /39

  $175,000

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft

  6244 S Highway 379, Jamestown, KY 42629

  A most charming home in a wonderful location in beautiful Creelsboro, Kentucky. Located in the beautiful Cumberland River Bottoms, less than a mile from the "Rockhouse" public river access, and less than 2 miles from the nearest public boat ramp at Winfrey's Ferry. This area is one of the best-kept secrets in Kentucky, and remains largely non-commercialized. With some of the best Trout fishing in

  Ken Hill Patriot Realty - Auction LLC

  6244 S Highway 379, Jamestown, KY 42629
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  /5

  $89,000

  • Land
  • 1.49 Acres
  • $59,732 per Acre

  7 Sunset Dr, Jamestown, KY 42629

  Beautiful Private Wooded Lake View Lot 1.49 acres on Pumpkin Creek, Jamestown, KY

  Anthony Gigilo ListWithFreedom.com

  7 Sunset Dr, Jamestown, KY 42629
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  /27

  $599,000

  • Land
  • 3.31 Acres
  • $180,967 per Acre

  000 Litton Dr, Jamestown, KY 42629

  Here's your chance to own an absolutely AMAZING 3.31-acre property with stunning lake views! Tucked away in the beautiful Lilly Creek Cove of Lake Cumberland, this spot is perfect for building the dream home you've always envisioned, complete with panoramic views of the water. Enjoy the perfect mix of seclusion while being just a stone's throw from Jamestown and the bustling Jamestown Marina.

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  000 Litton Dr, Jamestown, KY 42629

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