Homes for Sale in 42629

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  /31

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  70 Twin Creek Loop, Jamestown, KY 42629

  Welcome to 70 Twin Creek Loop in Jamestown, KY. It's where rustic charm meets modern comfort in this beautifully maintained 3-bedroom, 2-bath log cabin offering 1,937 square feet of inviting living space. Perfectly positioned just minutes from Lake Cumberland, this home is an ideal getaway, full-time residence, or retirement retreat for those seeking peace, privacy, and natural beauty. Step

  

  Christa Joynt

  Keller Williams Commonwealth

  (270) 372-2304

  70 Twin Creek Loop, Jamestown, KY 42629
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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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  /59

  $459,000

  $41K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 4,110 Sq Ft

  398 Carriage Ln, Jamestown, KY 42629

  Minutes to Lake Cumberland Marina | Gated Community | Located at 398 Carriage Lane in Jamestown, KY, this well-maintained home offers over 4,000 finished square feet of living space (more or less) and is situated on approximately .59 acres in the private, gated Oaks community. The home features 3 bedrooms with an additional room in the finished basement currently being used as a bedroom with a

  Ashley Stearnes CENTURY 21 Advantage Realty

  398 Carriage Ln, 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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  /28

  $550,000

  • 8 Beds
  • 8 Baths

  786 Ray Man Rd, Jamestown, KY 42629

  Incredible Investment Opportunity in Wolf Creek Dam area! Are you looking for a property with endless possibilities? This modern motel offers a rare chance to own a prime piece of real estate in one of the most sought-after lake areas. Sitting on over 3 acres and featuring 8 fully furnished rooms, this property is truly one of a kind. Property Highlights: • 8 rooms - each with double queen beds •

  Rachel Bernard The Realty Firm

  786 Ray Man Rd, Jamestown, KY 42629
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  /31

  $195,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  707 Little Indian Dr, Jamestown, KY 42629

  Four minutes. That's all that stands between this charming cabin and some of the best trout fishing and boating in Kentucky! Turnkey, income-producing cabin opportunity just minutes from the water! Located at 707 Little Indian Dr in Jamestown, KY, this stylish furnished retreat is less than 4 minutes from the world-famous trout fishing of the Cumberland River at Wolf Creek Dam and just minutes

  Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

  707 Little Indian Dr, Jamestown, KY 42629
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  /66

  $255,000

  $20K PRICE DROP

  • Land
  • 165 Acres
  • $1,545 per Acre

  0 S Highway 127 Unit LotWP001 22170345, Albany, KY 42602

  Escape to this stunning all-timber tract, ideally located near the serene Lake Cumberland, the iconic Wolf Creek Dam, and the Wolf Creek National Fish Hatchery. This property offers an exceptional blend of natural beauty and potential for your forever home or cabin, with mixed hardwood and softwood timber complemented by a tranquil creek running through it. Perfect for outdoor enthusiasts, the

  Joe Martin Whitetail Properties Real Estate

  0 S Highway 127 Unit LotWP001 22170345, Albany, KY 42602
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  /76

  $349,999

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

  139 Payton Ln, Jamestown, KY 42629

  Claim your own piece of paradise down a quiet gravel lane in Russell County, Kentucky. Privacy and seclusion is yours in this quaint lake cottage, nestled in dense woods high above the convergence of Wolf Creek, Lily Creek and Caney Creek on Lake Cumberland. This home has been gently loved for decades by the current owners. The roof of the house was replaced in summer, 2025. The detached two-car

  Charlotte Ikerd Key Players Real Estate

  139 Payton Ln, 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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  /56

  $325,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  186 Lily Creek Resort Rd, Jamestown, KY 42629

  If you've been searching for a truly one-of-a-kind home in the Lake Cumberland area, this is it. Completed at the end of 2024, this custom-built property still feels brand new. Lightly lived in and meticulously maintained, offering that sought-after new construction look, feel, and even smell. Situated in the desirable Lily Creek Resort community in Jamestown, Kentucky, this property also

  Matthew Fouch Keller Williams Commonwealth - Somerset

  186 Lily Creek Resort Rd, Jamestown, KY 42629
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  /2

  $28,000

  • Land
  • 0 Sq Ft

  49 Anchor Way, Jamestown, KY 42629

  Bring your house plans to Captains Point in Lake Cumberland! This half acre lot is situated in a gated community across the road from the lakeside and is the perfect spot to build your dream home! No mobile homes, 1800 square feet minimum of a single level floor plan home or 2400 minimum on a 2 story. County water, and underground utilities. Only 2 miles to Pleasant Hill boat ramp for easy lake

  Michele O'Brien Huff Realty - Ft. Mitchell

  49 Anchor Way, 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

  $89,000

  $6K PRICE DROP

  • Land
  • 33,541 Sq Ft
  • $115,584 per Acre

  207 Cherry Loop, Jamestown, KY 42629

  Beautiful Lake Lot with Seasonal Lake Cumberland Views - Ideal Building Opportunity! Take a look at this prime .77 acre lot located in the gorgeous Cherry Hill subdivision, offering seasonal views of Lake Cumberland and the perfect setting for your future home or weekend retreat. With a gently rolling landscape, this property provides multiple options for building while still capturing glimpses

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  207 Cherry Loop, 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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  /70

  $329,000

  $30K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,340 Sq Ft

  65 Wooldridge Rd, Jamestown, KY 42629

  Discover this absolute stunning 5-bedroom, 2-bath home, offering endless possibilities as a short-term rental or primary residence. Located just 5 miles from the breathtaking Lake Cumberland and conveniently close to town, this spacious 2,500 sq ft property blends original charm with modern upgrades. The owners mastered the task of transforming a vintage structure (formerly a church) into a

  Jill Johnson Eagle Realty & Development LLC

  65 Wooldridge Rd, Jamestown, KY 42629
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  /35

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  66 Deer Run Ln, Jamestown, KY 42629

  Well-maintained single-story ranch home, located 2.6 miles from Safe Harbour Jametown marina on beautiful Lake Cumberland. 3 bedrooms, 2 full baths, full laundry hookups. Open concept, great room, dining room and kitchen makes this home feel much bigger than the square footage with indicate. All bedrooms have large closets, the primary bedroom has an on-suite bath complete with a custom tiled

  Aaron Schork Champion Properties

  66 Deer Run Ln, 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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  /41

  $154,000

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit Q5, Jamestown, KY 42629

  Discover your perfect retreat in this beautifully appointed 2 bed 2 bath condo ideally situated near stunning Lake Cumberland in Jamestown Kentucky. This property offers a unique blend of comfort, convenience , and natural beauty, making it the perfect home or getaway for outdoor enthusiasts and nature lovers alike. Spacious living area, modern kitchen, outdoor living, proximity to recreation,

  Scotty Carter Lake Cumberland Real Estate Professionals

  145 State Park Rd Unit Q5, Jamestown, KY 42629
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  /18

  $194,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  8239 S Highway 379, Jamestown, KY 42629

  Okay, LAKE LOVERS! You're going to fall in love with this one! If you're looking for a brand new construction cabin retreat, located in the heartland of Jamestown, Kentucky! Where this house sits privately off the road situated on .075 of an acre lot. Located just minutes to the gorgeous lake and public boat ramp. You can also walk to the river where there is amazing fish like trout. Whether

  Nichole Bingham CENTURY 21 Advantage Realty

  8239 S Highway 379, 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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  /40

  $335,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  120 Ivy Dr, Jamestown, KY 42629

  ONE LEVEL LIVING...Enjoy the easy flow of this brick ranch...ideal for so many. This thoughtfully designed home features vaulted ceilings in both the living room and the spacious primary bedroom suite. A bright and versatile flex room-recently used as an inspiring home office-offers abundant windows and direct access to a lovely rear patio, perfect for relaxing in the private backyard. Located on

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  120 Ivy Dr, 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
• 

  /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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  /56

  $210,000

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit B5, Jamestown, KY 42629

  This beautifully updated 2 bed 2 bath condo offers easy living just minutes from the shores of Lake Cumberland. Features a fresh, modern interior including flooring, fixtures and finishes throughout. An open concept living and dining areas are perfect for entertaining or just relaxing after a day at the lake. Located in a peaceful, desirable neighborhood that can be used as a full time residence

  Scotty Carter Lake Cumberland Real Estate Professionals

  145 State Park Rd Unit B5, Jamestown, KY 42629
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  /119

  $669,000

  $30K PRICE DROP

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

  135 Laurel Rd, Jamestown, KY 42629

  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

  Torsten Langguth Prosperity Real Estate

  135 Laurel Rd, Jamestown, KY 42629
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  /47

  $169,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,435 Sq Ft

  324 Lawless Ln, Jamestown, KY 42629

  Lovely Home Near Jamestown Marina - Perfect for Vacation or Year-Round Living! This charming, 2001-manufactured home is just 2 miles from Jamestown Marina and offers 1,435 sq. ft. of comfortable living space. Whether you're looking for a vacation retreat or a permanent residence, this home has so much to offer! Featuring a split floor plan, this 3-bedroom, 2-bath home includes an open-concept

  Lula Jean Burton RE/MAX LakeTime Realty

  324 Lawless Ln, 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
• 

  /2

  $49,000

  • Land
  • 30,492 Sq Ft
  • $70,000 per Acre

  6 Marina Pointe, Jamestown, KY 42629

  Gorgeous .60+/- Lake Lot overlooking Jamestown Marina in Marina Pointe Lake Community. Convenient to several Boat Ramps and a Marina. Perfect Place to build your lake home!

  The Millie - Millie Weaver Keller Williams Bluegrass Realty - Lake Cumberland

  6 Marina Pointe, 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
• 

  

  /31

  $299,900

  New Construction

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

  456 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

  456 Pumpkin Creek Cir, Jamestown, KY 42629
• 

  

  /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
• 

  

  /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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  /44

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 3,226 Sq Ft

  1125 S Highway 2284, Jamestown, KY 42629

  Discover the perfect blend of country living and multi-generational convenience in the beautiful Lake Cumberland area! Situated on 17.62 acres m/l, this spacious 3-bedroom, 2.5-bath home offers an ideal setup for two families with separate entrances to both the main level and the fully finished basement. The lower level features its own kitchen, separate washer and dryer hookups, and private

  Simon Wilson Golden Rule - Wilson Real Estate and Auction #1, LLC

  1125 S Highway 2284, Jamestown, KY 42629

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