Jamestown, KY Homes for Sale under $300,000

• 

  

  

  /29

  $75,000

  $4K PRICE DROP

  • Land
  • 1.73 Acres
  • $43,353 per Acre

  Lot 16 Twin Creeks Loop, 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

  Lot 16 Twin Creeks Loop, Jamestown, KY 42629
• 

  

  

  /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
• 

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /12

  $39,500

  • Land
  • 23,958 Sq Ft
  • $71,818 per Acre

  Lot 7 View Point Subdivision Point, Jamestown, KY 42629

  Beautiful building lot with seasonal lake views in the HIGHLY DESIRED Lake Point Subdivision. Sitting in the heart of this well maintained subdivision that has restrictions to protect your investment. Don't miss the opportunity to bring your dreams to life right here in Jamestown! Sitting just up the road from Jamestown Marina and numerous boat ramps just minutes away, it's hard to beat how

  Preston Brainard eXp Realty, LLC

  Lot 7 View Point Subdivision Point, Jamestown, KY 42629
• 

  /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
• 

  

  /23

  $167,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  105 Linkview Rd, Jamestown, KY 42629

  Welcome to 105 Linkview Rd Jamestown! This 2023 manufactured home will WOW you and it's only 2 miles to Jamestown Marina!! It has 3 bedrooms and 2 baths, large open concept living room and kitchen with lots of windows! Nice size laundry room and a beautiful master bedroom with en-suite! There is a very nice covered concrete patio out back for grilling, watching sports or just hanging with friends

  Sherri West Lake Cumberland Real Estate Professionals

  105 Linkview Rd, Jamestown, KY 42629
• 

  

  /35

  $299,000

  $16K PRICE DROP

  • 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
• 

  

  /19

  $299,900

  New Construction

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

  60 Pumpkin Creek Rd, 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

  60 Pumpkin Creek Rd, Jamestown, KY 42629
• 

  

  /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
• 

  

  /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
• 

  

  /18

  $189,900

  $10K 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
• 

  

  /30

  $200,000

  $15K PRICE DROP

  • 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
• 

  

  /22

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,258 Sq Ft

  721 Little Indian Dr, Jamestown, KY 42629

  Escape to the beauty of Lake Cumberland with this charming property nestled in the peaceful Little Indian community. Whether you're searching for a full-time residence, weekend getaway, or investment opportunity, this home offers the perfect blend of privacy, recreation, and relaxtion. Surrounded by mature trees and just minutes from boats ramps, marinas, and some sort of Kentucky's best fishing

  Nichole Bingham CENTURY 21 Advantage Realty

  721 Little Indian Dr, Jamestown, KY 42629
• 

  

  /14

  $45,000

  $5K PRICE DROP

  • Land
  • 1.5 Acres
  • $30,000 per Acre

  93 Laurel Rd, Jamestown, KY 42629

  Fox Point offers peace and calmness, but still has those great lake views that everyone is seeking. Hard to find a gem like this 1.5 acres, wooded. This would be a great place to build your dream home or vacation get away on Lake Cumberland. 4.5 miles to Lily Creek Boat Ramp, 6 miles to Jamestown Marina, 7 miles to Clifty Creek boat launching area, and 13 miles to Lake Cumberland State Dock. Only

  Ryne Tolar Lake And Land Realty Inc

  93 Laurel Rd, Jamestown, KY 42629
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  /47

  $139,000

  $41K 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, or a VRBO or Air B & B, this home has so much to offer! Featuring a split floor plan, this 3-bedroom, 2-bath home

  Lula Jean Burton RE/MAX LakeTime Realty

  324 Lawless Ln, Jamestown, KY 42629
• 

  

  /30

  $250,000

  • 6 Beds
  • 4 Baths
  • 2,500 Sq Ft

  9125 S Highway 127, Jamestown, KY 42629

  Discover the perfect blend of investment potential and lake living with this furnished updated duplex just minutes from Lake Cumberland! Each spacious unit features 3 bedrooms and 2 bathrooms, offering comfortable accommodations for full-time living, vacation getaways, or rental income. Enjoy seasonal views of Lake Cumberland from this versatile property, ideally located just 3 miles from Halcomb

  Shelly Stoyell PCS Real Estate

  9125 S Highway 127, Jamestown, KY 42629
• 

  

  /12

  $6,500

  • Land
  • 28,749 Sq Ft
  • $9,848 per Acre

  71 Boman Point, Jamestown, KY 42629

  Build your dream home in The Peninsula on Lake Cumberland! Nestled at the end of a quiet dead-end road, this level to rolling lot offers a peaceful, tucked-away setting with a beautiful mix of cleared and wooded areas for added privacy. Located in the desirable, gated community of The Peninsula, you'll enjoy underground utilities, a community hiking trail, and boat storage exclusively for

  Sallye Broyles RE/MAX LakeTime Realty

  71 Boman Point, Jamestown, KY 42629
• 

  

  /3

  $18,000

  $1K PRICE DROP

  • Land
  • 1.2 Acres
  • $15,000 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
• 

  

  /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
• 

  

  /33

  $179,900

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

  290 Denmark Ln, Jamestown, KY 42629

  Looking for room to spread out without sacrificing convenience? This beautiful 3 bedroom, 2 bathroom home offers 1,792 square feet of comfortable living space on 2 private, usable acres, creating the perfect blend of peaceful country living and everyday convenience. Just minutes from town and only 8 miles to both Lake Cumberland and the Cumberland River, this property is ideal for those who love

  Elliot Burton Golden Rule - Wilson Real Estate & Auction #2 LLC

  290 Denmark Ln, 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 Country Folks Realty & Auction, Inc.

  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
• 

  

  /100

  $229,900

  Open Sat 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 2,252 Sq Ft

  38 Jordan Ct Unit Tract 1, Jamestown, KY 42629

  Lake Area 3 Bedroom, 3 Bath House with LARGE Basement Garage Addition plus Screened and Covered Porches on Nice Lot w/ Blacktop Circle Driveways. --- The price indicated does not represent a minimum or maximum amount, it is a nominal amount required for MLS posting --- This is part of an ONLINE ONLY ABSOLUTE ESTATE AUCTION --- No Minimums! No Reserves! Everything Sells Regardless of Price! ---

  Christopher Wilson Golden Rule-Wilson RE & Auc #1

  38 Jordan Ct Unit Tract 1, Jamestown, KY 42629
• 

  

  /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
• 

  

  /33

  $137,000

  $13K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit R2, Jamestown, KY 42629

  Discover your Lake getaway ! Tucked in a wooded setting just minutes from breathtaking Lake Cumberland, this open concept 1 bed 2 bath condo is the perfect blend of comfort and convenience. This layout includes a versatile bonus room, ideal for office, guest, or hobby room. Enjoy the nature with parks, trails and a community pool as well as others!! Come see why life is better by the LAKE!!

  Scotty Carter Lake Cumberland Real Estate Professionals

  145 State Park Rd Unit R2, Jamestown, KY 42629
• 

  

  /58

  $115,900

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit I6, Jamestown, KY 42629

  Enjoy easy lake living in this 2 bedroom, 2 bath condo located in Apple Valley Resort. Just minutes from State Dock and Wolf Creek Dam, this property is ideal for weekend getaways. Residents enjoy a variety of amenities including a clubhouse, picnic shelter, playground, onsite laundry facility, tennis courts, basketball court, and swimming pool, everything you need to relax and enjoy the lake

  Sallye Broyles RE/MAX LakeTime Realty

  145 State Park Rd Unit I6, Jamestown, KY 42629
• 

  

  /37

  $299,900

  New Construction

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

  488 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

  488 Pumpkin Creek Cir, Jamestown, KY 42629
• 

  

  /20

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  1023 Harbor Springs Rd, Jamestown, KY 42629

  AFFORDABLE LAKE VIEW Cabin Near Jamestown Marina! If you've been searching for a lake Cumberland getaway with breathtaking views without the premium price tag, this Harbor Springs A-frame deserves a look. Overlooking Jamestown Marina and the sparkling waters of lake Cumberland, this inviting cabin offers the perfect combination of personal enjoyment and short-term rental potential--all for just

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  1023 Harbor Springs Rd, Jamestown, KY 42629
• 

  

  /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
• 

  

  /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
• 

  

  /24

  $109,900

  $5K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit S-6, Jamestown, KY 42629

  Own your slice of Lake Cumberland! Welcome to Unit S6 in the gated community of Apple Valley, where updated interiors, resort-style amenities, and a prime location just minutes from State Dock and Wolf Creek Dam make this the perfect weekend getaway, vacation home, or short-term rental investment. This no-step entry condo is move in ready with the main level featuring newer luxury vinyl plank

  Sarah Heck KELLER WILLIAMS HEARTLAND

  145 State Park Rd Unit S-6, Jamestown, KY 42629
• 

  

  /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
• 

  

  /3

  $13,000

  $1K PRICE DROP

  • Land
  • 21,344 Sq Ft
  • $26,531 per Acre

  Lot 80 Captain's Point Subdivision, Jamestown, KY 42629

  Lot 80 of the Captain's Point Subdivision. Consist of 0.49 acres of land.

  Will Childers WTC Realty LLC

  Lot 80 Captain's Point Subdivision, Jamestown, KY 42629
• 

  

  /6

  $30,000

  • Land
  • 33,105 Sq Ft
  • $39,474 per Acre

  lot 115 Mooring Dr, Jamestown, KY 42629

  Great opportunity to build a new home in an upscale lake community on Lake Cumberland, that is only a 5 minute drive to launch your boat. This lot is mostly level with a gentle slope. This beautiful community is restricted to protect your investment! City water, electric and fiberoptics are available. Lake season is soon approaching, so take a look now and start building your vacation or

  Sherri West Lake Cumberland Real Estate Professionals

  lot 115 Mooring Dr, Jamestown, KY 42629
• 

  

  /35

  $189,500

  $36K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft

  145 State Park Rd Unit Q6, Jamestown, KY 42629

  Looking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/FULLY FURNISHED townhome inside the gated Apple Valley RESORT that sits within the Lake Cumberland State Park and only 5 miles to the nearest boat dock, 2 restaurants overlooking the water, Lure Lodge, Hiking Trails and more! This is an incredible Investment Opportunity for anyone interested in an AirBnB,

  Amanda Long KELLER WILLIAMS HEARTLAND

  145 State Park Rd Unit Q6, Jamestown, KY 42629
• 

  

  /22

  $13,000

  • Land
  • 41,382 Sq Ft
  • $13,684 per Acre

  88 Peninsula Blvd, Jamestown, KY 42629

  Build your dream home in The Peninsula on Lake Cumberland! This level to gently rolling, cleared lot is tucked away at the end of a dead-end road, offering added privacy and a peaceful setting. Located in a beautiful restricted, gated community with underground utilities, The Peninsula also offers a community hiking trail and boat storage for residents. Conveniently situated just minutes from

  Retina Duncan RE/MAX LakeTime Realty

  88 Peninsula Blvd, Jamestown, KY 42629
• 

  

  /5

  $40,000

  • Land
  • 23,086 Sq Ft
  • $75,472 per Acre

  11 Cherry Loop, Jamestown, KY 42629

  Build your Lake Cumberland getaway in the established Cherry Hills community! Located just minutes from Pleasant Hill Boat Dock and launching ramp, this wooded lot offers a peaceful setting with the U.S. Army Corps of Engineers bordering the rear of the property, creating a natural buffer and added privacy. During the fall and winter months, enjoy seasonal views of Lake Cumberland while listening

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  11 Cherry Loop, Jamestown, KY 42629

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