Jamestown, KY Homes for Sale with Acreage

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  /89

  $574,000

  $25K PRICE DROP

  • 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

  $15K PRICE DROP

  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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  /4

  $45,500

  • Land
  • 1 Acre
  • $45,500 per Acre

  22 & 23 Cherry Loop, Jamestown, KY 42629

  Your Bardominum building site near Lake Cumberland. Gorgeous level to gently rolling 1acre of land just minutes from Jamestown Resort & Marina. Moderate restrictions..NO HOA. Paved roads, city water, electric and fiberoptic for fast internet.... Near several launching ramps. Two lots... 22 & 23 in Cherry Hill. Call for details.

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  22 & 23 Cherry Loop, Jamestown, KY 42629
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  /24

  $447,000

  $202K PRICE DROP

  • 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

  $120,000

  $30K PRICE DROP

  • Land
  • 2 Acres
  • $60,000 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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  /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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  /106

  $749,900

  • 3 Beds
  • 2 Baths
  • 3,200 Sq Ft

  176 Wetland Dr, Jamestown, KY 42629

  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

  Ashly Smith Lake Cumberland Real Estate Professionals

  176 Wetland Dr, Jamestown, KY 42629
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  /63

  $375,000

  $24K PRICE DROP

  • 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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  /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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  /31

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  228 Cooper Rd, Jamestown, KY 42629

  Lake life meets peaceful country living in this charming Jamestown retreat just MINUTES from beautiful Lake Cumberland! If you’ve been dreaming of a place where you can relax, spread out, and enjoy the outdoors, this 3 bedroom, 2 full bathroom home checks all the right boxes! Situated on a permanent foundation and tucked away in a quiet rural setting, this home offers the perfect blend of

  Morgan Austin EXIT REALTY BLUEGRASS

  228 Cooper Rd, 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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  /63

  $559,900

  $135K PRICE DROP

  • 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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  /2

  $489,900

  • 6 Beds
  • 5 Baths
  • 4,788 Sq Ft

  100 Sunset Dr, Jamestown, KY 42629

  Discover an outstanding investment opportunity in Jamestown, Kentucky! Situated on 7.41 beautiful acres, this fully rented multi-unit property has a strong rental history and offers immediate income potential. The property features three separate rental units. Two units offer 2 bedrooms and 1.5 bathrooms, while the third unit includes 2 bedrooms and 1 bathroom. Each unit is individually metered

  Ryne Tolar Lake And Land Realty Inc

  100 Sunset Dr, Jamestown, KY 42629
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  /119

  $675,000

  Open Sun 10AM - 12PM $24K PRICE DROP

  • 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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  /91

  $410,000

  $79K PRICE DROP

  • 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 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 plumbing HVAC,

  Shelly Stoyell PCS Real Estate

  1089 Warner Ridge Rd, 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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  /33

  $365,000

  New Construction

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

  495 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

  495 Pumpkin Creek Cir, Jamestown, KY 42629
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  /19

  $154,000

  $6K PRICE DROP

  • 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

  $20K PRICE DROP

  • 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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  /124

  $975,000

  • 5 Beds
  • 6 Baths
  • 9,781 Sq Ft

  444 Sparks Ave, Jamestown, KY 42629

  Extraordinary Country Estate Near Lake Cumberland- 5 BR Custom Home on 15.47 Acres with in-ground pool and basketball court! Welcome to your dream retreat in the quaint town of Jamestown,KY, just 4 miles from the shores of Lake Cumberland-one of the largest and most scenic lakes in the southeastern US. This impressive custom-built estate offers a rare combination of space, privacy and luxury,

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  444 Sparks Ave, 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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  /98

  $495,000

  • 5 Beds
  • 3.5 Baths
  • 6,048 Sq Ft

  223 Lakeview Dr, Jamestown, KY 42629

  Welcome to refined living in the highly sought-after Lily Creek Resort in Jamestown. This exceptional brick and vinyl residence offers an impressive blend of space, comfort, and thoughtful design—perfect for those who appreciate both elegance and functionality. With over 6,000 square feet of finished living space, this meticulously maintained home is designed for both everyday living and

  Elaine Rowlett Southern Nest Realty, LLC

  223 Lakeview Dr, 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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  /70

  $599,000

  $51K PRICE DROP

  • 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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  /60

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  5029 S Highway 379, Jamestown, KY 42629

  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

  Heather Flanagan Keller Williams Legacy Group

  5029 S Highway 379, 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
• 

  

  /99

  $449,000

  $36K PRICE DROP

  • 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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  /14

  $69,900

  $9K PRICE DROP

  • 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
• 

  

  /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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  /65

  $250,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  532 Campbells Ferry Ln, Jamestown, KY 42629

  Price Reduction 30k - Very Motivated Seller - This property is Amazing and Price to Sell... Recent appraisal of $280k. Reach out today!!! Welcome to your perfect getaway in the highly desirable Campbell's Ferry Community area of Jamestown/Albany, KY on the Cumberland River Conveniently Located 5 miles from the Kendall Campground and Wolf Creek National Fish Hatchery, Halcomb's Landing Boat Ramp

  Barbara McWhorter The Realty Firm - Byrdstown

  532 Campbells Ferry Ln, Jamestown, KY 42629
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  /7

  $399,000

  • Land
  • 38 Acres
  • $10,500 per Acre

  Tract A U S 127, Jamestown, KY 42629

  Beautiful 38-acre unrestricted property offering exceptional development potential with dual access points from both Old Highway 127 and the new 127 Bypass. This versatile tract features a mix of rolling terrain and elevated ground, with the upper portion sitting high above the roadway—providing added privacy, scenic views, and a natural noise buffer. The land includes an abundance of mature,

  Shelly Stoyell PCS Real Estate

  Tract A U S 127, Jamestown, KY 42629
• 

  

  /39

  $175,000

  • 3 Beds
  • 1 Bath
  • 2,224 Sq Ft

  6244 S Highway 379, Jamestown, KY 42629

  Don't miss this great place in one of the most beautiful places on the planet, with great Trout fishing nearby! 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

  Ken Hill Patriot Realty - Auction LLC

  6244 S Highway 379, Jamestown, KY 42629
• 

  

  /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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