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$389,900
3 Beds ⋅ 3 Baths ⋅ 3171533 MLS ⋅ ACTIVE Status ⋅ 0.9 Acres ⋅ 38556 Zip Code
New construction 3BR/2.5BA home in a private, wooded setting. Features a functional layout with spacious living area, covered front porch, and primary suite. Two additional bedrooms and full bath plus half bath for guests. Home is currently under construction--great opportunity to choose finishes. Situated on a gently rolling lot with room to enjoy the outdoors. Convenient to local amenities and recreation. Ideal for full-time living, vacation home, or investment!!! Buyer to verify all information and measurements in order to make an informed offer..

2226 Country Club Rd, Jamestown
$895,000
4 Beds ⋅ 4 Baths ⋅ 3170706 MLS ⋅ ACTIVE Status ⋅ 9.28 Acres ⋅ 38556 Zip Code
One-of-a-kind, custom all-brick home on a paved circular driveway with professional landscaping and mature hardwoods for exceptional privacy. Enter a grand foyer beneath soaring ceilings, elegant crown molding, and gleaming hardwood floors. The formal dining room is ideal for family gatherings. Any chef's dream kitchen features custom cabinetry, granite countertops, center island, large pantry, and a sunny breakfast nook overlooking the private backyard and wildlife. Enjoy morning coffee on the screened porch or relax on the open deck off the kitchen--perfect for grilling and outdoor living. The spacious family room offers a gas fireplace, custom built-ins, and Bose surround sound. The main level luxurious master suite includes a bay-window sitting area, dual closets, double vanities, whirlpool tub, and a tiled walk-in shower. Two other generous main-floor bedrooms share a Jack-and-Jill bath. With an additional bedroom with full bath upstairs. A library/office with built-in shelving provides a quiet workspace. The walkout basement features a finished bonus room plus two additional rooms for storage or future finishing. Outside amenities include a paved basketball court with a covered picnic area and peaceful walking surroundings. Schedule a showing today to experience this spectacular home.

111 Charity Lane, Jamestown
$209,900
3 Beds ⋅ 1 Baths ⋅ 3166345 MLS ⋅ ACTIVE Status ⋅ 1.25 Acres ⋅ 38556 Zip Code
Peaceful country home in Allardt, Tennessee - home of the giant pumpkins! Nestled in a picturesque country setting within walking distance of the park where the nationally known Giant Pumpkin festival takes place in the fall. This updated 3-bedroom home is the perfect combination of charm and modern convenience. Step inside this move-in ready gem to find a beautifully updated home featuring new flooring and paint throughout, new windows and doors, Covered front portch, new HVAC, and all bathroom fixtures. High Speed twin lakes internet services the area. Outside, enjoy the expansive yard that spans over an acre, offering plenty of space for outdoor activities and gardening, along with extra storage in the shed. Imagine relaxing on your covered front porch with a cup of coffee watching the birds in the mature tree lined yard. The area offers abundant parks and recreation options, explore the wonders of the great outdoors, from scenic waterfalls to breathtaking vistas, right at your doorstep. Don't miss the opportunity to call this special home yours and experience the peaceful charm of Allardt, Tennessee. Life in this enchanting town is truly one-of-a-kind, where giant pumpkins reign supreme, and the beauty of nature is always within reach.

2506 Rugby Pike, Jamestown
$89,900
3165503 MLS ⋅ ACTIVE Status ⋅ 5.93 Acres ⋅ 38556 Zip Code
Lightly restricted to protect property owners, this 5.93-acre tract features a blend of level to gently rolling terrain--perfect for building your dream home. A storage building is already in place, offering added convenience for immediate use while you plan your build. Enjoy the best of country living with privacy, space, and scenic surroundings, all while being just minutes from local amenities, shopping, and dining. This property is ideal for those looking to create their own peaceful retreat without sacrificing convenience. Schedule your showing today, let being your dream home

Tomahawk Rd, Jamestown
$369,000
2 Beds ⋅ 2 Baths ⋅ 3159551 MLS ⋅ ACTIVE Status ⋅ 2.01 Acres ⋅ 38556 Zip Code
Nestled in the heart of equestrian country, this 2.01-acre tract in Ridge Top Acres offers the perfect blend of potential and peaceful country living. With just a bit more clearing and some fencing, this property will truly shine for horse enthusiasts or those seeking space to roam. Ideally located adjacent to Big South Fork Park, you'll enjoy endless riding trails and outdoor adventure right at your doorstep. The property features a charming 2-bedroom, 2-bath home with an open floor plan and loft, offering both comfort and versatility. Enjoy the beauty of the outdoors from your full-length covered front and back porches--perfect for relaxing and taking in the serene surroundings. A detached one-car garage adds extra value and could easily be converted into horse stalls to suit your needs. With so much potential and a prime location, this property invites you to bring your vision to life. Call today to schedule your private showing!

813 Bluebird Ridge Rd, Jamestown
$39,900
3150427 MLS ⋅ ACTIVE Status ⋅ 5.26 Acres ⋅ 38556 Zip Code
5.26ac surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Creek – stream, level to a gentle roll terrain, several building sites with much potential, over 240 ft of private paved road frontage, electric – telephone – high speed internet and fiber optics available to connect into, well developed area, gated with security gate entrance, lots of wildlife and nature. NO HOA FEES- only a Rd Maintenance fee of $240 a year. Approx 12 miles from Jamestown TN, hospital & a Wal-Mart. Glenobey Horse Trails only minutes away & Big South Fork approx 20 minutes. Buyer to do own due diligence & pertinent information. An additional - Lots 12 & 13 (10.85ac) is for sale adjoins the lot- MLS#241739 for $79,900.00- Owned by a different seller.

Cheyenne Drive, Jamestown
$239,900
3148744 MLS ⋅ ACTIVE Status ⋅ 43.45 Acres ⋅ 38556 Zip Code
Beautiful 43.45-acre tract located on Upper Crab Rd in Fentress County offering scenic mountain views and a peaceful country setting. The front portion of the property has been cleared along the road, providing easy access and a potential homesite. The remaining acreage offers privacy, natural surroundings, and plenty of room to explore or develop. This property would be ideal for a private residence, cabin, hunting property, or recreational retreat. Enjoy the beauty of East Tennessee with the space and seclusion that rural living provides while still being within a short drive of local amenities. Great opportunity to own a large tract of land in a quiet, scenic area. Call today! Buyer to verify all information and measurements to make an informed offer.

4575 Upper Crab Rd, Jamestown
$244,929
3 Beds ⋅ 2 Baths ⋅ 3146341 MLS ⋅ ACTIVE Status ⋅ 0.65 Acres ⋅ 38556 Zip Code
Tucked w/in the Whispering Winds Lake community, this well maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful views of Whispering Winds Lake from the primary suite, living room, & secondary bedroom. Sunlight pours into the living room where a vaulted ceiling creates a bright & welcoming space. Behind the home, a tranquil wooded backdrop invites you to listen to the sounds of a gentle nearby creek. The home has been updated w/ a new roof, water heater, fixtures, fans, toilets, vanities, & beautiful walk in shower in the primary suite. A natural gas fireplace adds warmth & charm alongside central electric HVAC. The kitchen offers abundant cabinetry & new LG black s/s appliances - imagine the meals to be created! With a split bedroom layout, distinct living spaces & access to the community boat ramp, this home offers comfort, recreation, & the peaceful lake lifestyle so many buyers dream of.

1703 Perimeter Dr, Jamestown
$499,900
3146277 MLS ⋅ ACTIVE Status ⋅ 40 Acres ⋅ 38556 Zip Code
Own a piece of farming history. At one time this property was part of the largest cattle and hog operation in the Southeast, since then it's been a family farm. They have decided to offer the back 40 acres for sale. This property has been surveyed, it has 2 barns with concrete floors and has had power and water at one time. Wooded with large mature trees, level and gently rolling and ready for you to build your dream home, seclusion at its finest. Call today for a showing!

1261 Roanoke Rd, Jamestown
$3,200,000
3143224 MLS ⋅ ACTIVE Status ⋅ 38556 Zip Code

340 W Briar Ave, Jamestown
$139,900
3137681 MLS ⋅ ACTIVE Status ⋅ 14.53 Acres ⋅ 38556 Zip Code
Beautiful mostly wooded 14+ acres located Near Big South Fork National Park and Pickett State Park, this property is very unique, located just down the street from Timber Ridge Horse Camp, this property has tons of potential, roads all through the property, breath taking views, year round creek runs through the property, nice hardwood timber all over, possibly MORE ACREAGE can be purchased, great investment property or build your dream home!!!Don't Miss This Opportunity!!!! Buyer to verify all information and measurements in order to make an informed offer.

1453 Pickett Park Hwy, Jamestown
$281,000
4 Beds ⋅ 2 Baths ⋅ 3134088 MLS ⋅ ACTIVE Status ⋅ 0.8200000000000001 Acres ⋅ 38556 Zip Code
**MOTIVATED SELLER, WILL PAY $5000.00 IN CLOSING COSTS AND WILL LEAVE A ZERO TURN MOWER FOR THE BUYER** Discover your dream retreat in this charming 4-bedroom, 2-bath home, designed for comfort and warmth. The heart of the home features a lovely eat-in kitchen, perfect for family gatherings and cozy meals. With a spacious, dry locked unfinished basement, you have endless possibilities for storage or future projects. You also will have a 24K generator. Step outside to enjoy the serene covered back deck, ideal for morning coffee or evening relaxation. This property also boasts a delightful barn with two stalls and electricity, along with a workshop and a detached garage,perfect for hobbyists or anyone needing extra space. This inviting home offers a blend of rustic charm and modern convenience, making it the perfect place to create lasting memories.

337 Colditz Rd, Jamestown
$300,000
3 Beds ⋅ 2 Baths ⋅ 3133521 MLS ⋅ ACTIVE Status ⋅ 1.5 Acres ⋅ 38556 Zip Code
REDUCED! MAKE OFFER! Sweet home in a horse community, on trail, with a detached garage/ workshop space and 3 stall barn on 1.5 acres. NO HOA here. Half bath in the large master bedroom. Both toilets replaced in July,2026.Kitchen has a pantry and lovely wood cabinets. Nice front and back covered porches. Fenced front yard. Guest bathroom remodeled last year in 2025. New ramp on back porch. Buyer is responsible for all measurements. Enclosed electrified garden or paddock area. Cute as it can be. Contact agent to show.

875 S Fork Drive, Jamestown
$69,900
3130960 MLS ⋅ ACTIVE Status ⋅ 5.61 Acres ⋅ 38556 Zip Code
MUST SEE !! Beautiful 5.61 acres of land to build on with park-like features-creek and cave located at the back of the property as well as riding trails from your property. This land is located in the equestrian community of Ridge Top and features several miles of exclusive horse-only trails with direct riding trails into Big South Fork National Park, providing access to 200+ miles of scenic equestrian trails. Call today! Buyer to verify all information and measurements to make an informed offer.

Ridge Top Drive, Jamestown
$64,900
3112428 MLS ⋅ ACTIVE Status ⋅ 10.85 Acres ⋅ 38556 Zip Code
10.85 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Creek – stream, level to a gentle roll terrain, several building sites with much potential, over 1050 ft of private paved road frontage, electric – telephone – high speed internet and fiber optics available to connect into, well developed area, gated with security gate entrance, lots have a soil test completed (on file & docs) and lots of wildlife and nature. NO HOA FEES- only a Rd Maintenance fee of $480 a year. Approx 12 miles from Jamestown TN, hospital & a Wal-Mart. Glenobey Horse Trails only minutes away & Big South Fork approx 20 minutes. Buyer to do own due diligence & pertinent information. An additional adjoining - 5.26ac (Lot 14) for sale for $39,900.00-owned by a different seller.

Cheyenne Drive, Jamestown
$158,000
2 Beds ⋅ 2 Baths ⋅ 3098241 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 38556 Zip Code
Brand-new construction in a peaceful country setting! This 2-bedroom, 1.5-bath home features a desirable split-bedroom floor plan and comes equipped with new stainless-steel appliances for a modern, move-in-ready feel. Situated on a nice lot, the home offers the quiet lifestyle many buyers are looking for while still being close to local conveniences. Located in the charming town of Allardt, TN, known as the 'Gateway to the Big South Fork', this area is a dream for outdoor enthusiasts. Enjoy easy access to Big South Fork National River & Recreation Area, Brimstone Recreation Area, hiking and horseback riding trails, scenic overlooks, kayaking, and ATV riding. Allardt also offers small-town charm, community events, and a relaxed pace of life that's hard to find. Don't miss this opportunity to own a brand-new home in a beautiful East Tennessee setting. Call today for more information or to schedule a showing! Buyer to verify all measurements and information to make an informed purchase.

116 Joe Voiles Rd, Jamestown
$100,000
3097778 MLS ⋅ ACTIVE Status ⋅ 0.71 Acres ⋅ 38556 Zip Code
Wonderful buildable level lot in the gated community of The Highlands Of Big South Fork. You can't find a better lot in the Highlands, and there are not many left. It is close to the owners barns and the lot comes with 2 stalls/paddocks anbd tack room in the owners barsn. Also, turn out pastures are available at a small monthly charge. No where else in Fentress county can you have access to 50 miles of private gorgeous horse trails. I've lived here since 2004 and would not live anywhere else because of the wonderful facilities, ready made horse riding friends, trails and wonderful crew that takes care of the barns, trails and turn out pastures. If you want to spend your time riding and not doing chores this is the place for you. Let me show you around and show you why I live here. I also have wonderful builder recommendations. Buyer to verify all information and measurements to make an informed offer.

Eagle Blf, Jamestown
$29,900
3070209 MLS ⋅ ACTIVE Status ⋅ 1.03 Acres ⋅ 38556 Zip Code
Beautiful1.03 acres located in great location. The utilities are at the road and high speed internet available. Call today! Buyer to verify all information and measurements to make an informed offer.

Georgee Road, Jamestown
$529,900
3069269 MLS ⋅ ACTIVE Status ⋅ 38 Acres ⋅ 38556 Zip Code
Looking for development land inside the city limits but away from all the hustle & bustle? Here is 38 acres level to rolling with road cut in you could do multi family, apartments or sub divide and do homes. Public sewer, water and gas are available as well as electric. The possibilities are endless, you decide.

Holt Spur Drive, Jamestown
$8,500
2900954 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 38556 Zip Code
Level to rolling lot inside city limits, ready to build on. Water, electric, gas & sewer available at the road.

Chapman Rd, Jamestown
$49,900
3066556 MLS ⋅ ACTIVE Status ⋅ 6.5600000000000005 Acres ⋅ 38556 Zip Code
6.56 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Stream, level lot to a gentle roll terrain, several building sites with much potential, over 375 ft of paved road frontage, electric – telephone – high speed internet available – fiber optics to connect into, well developed area, gated with security gate entrance, loads of wildlife and nature. Approx 5 miles from Jamestown TN, a Wal-Mart & amenities. Glenobey Horse Trails only minutes away. Buyer to do own due diligence & pertinent information. No HOA- Road Maintance Fee of $240 yearly.

Cheyenne Drive, Jamestown
$79,900
3060535 MLS ⋅ ACTIVE Status ⋅ 13.82 Acres ⋅ 38556 Zip Code
13.82 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views with privacy and security. Modest restrictions on file – in docs. Level lot with a gentle roll terrain, several building sites to select from, corner lot with a gravel paved road frontage off of 2 private roads, electric – telephone – high speed internet available to connect into. Approx 1000 to 1200 elevation, MTN views, loads of wildlife, lovely rock formations, creek (Rock Castle Creek) at the back of the property, well developed area, gated with security gate entrance, loads of wildlife and nature. There is no HOA fee but there is a $240 a year Road Maintenance fee. Approx 5 miles from Jamestown TN & Glenobey Horse Trails. Approx 12 to 15 miles from Big South Fork St Park and Dale Hollow Lake. Ideal 13.82 ac to build your dream home or your dream getaway. PRICED TO SELL FAST FOR 13.82 AC. - $79,900.00 IS A STEAL! Buyer responsible for doing own due diligence and pertinent information & research.

Apache Rd, Jamestown
$118,733
3056787 MLS ⋅ ACTIVE Status ⋅ 11.61 Acres ⋅ 38556 Zip Code
11.61 surveyed totally wooded tract of land located in a rural - country location. Lovely area with loads of wildlife and fresh air. Modest restrictions but there is NO HOA. Mostly level terrain to a gentle roll. Over 600 paved road frontage with easy accessing the property. Underground electric, telephone, public water, internet, cell phone coverage & fiber optic available. Mtn views & views. Creek through the property (Davis Branch). Mature trees. Ideal property to build that dream home. Plenty of level usable land to build that dream home, pole barn and outbuildings. Land could be cleared and even have a few horses with a horse barn. Approx 10 miles to Jamestown, TN for all amenities and the famous ST Park - Big South Fork and the East Fork Stables for the horse trails and nature trails. Buyer to do own due diligence & pertinent information.

Shotgun Annie Rd, Jamestown
$110,000
3051695 MLS ⋅ ACTIVE Status ⋅ 1.1400000000000001 Acres ⋅ 38556 Zip Code
Wonderful bluff lot in the gated equestrian community of The Highlands. Bluff lot, wooded, great building site. Enjoy the use of 2 stalls and paddocks that come with the purchase in the owners barns. Also, paddocks for rent for $150.00 a month. 3000 acres included with 45 miles of private equestrian trails included for your use. Come ride and leave the barn and ground maintenance up to the staff. Buyer to verify all information and measurements to make an informed offer.

Eagle Bluff, Jamestown
$99,900
3050220 MLS ⋅ ACTIVE Status ⋅ 13.24 Acres ⋅ 38556 Zip Code
13.24 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Even see an eagle from time to time. Creek at the back of the property. Easy access off a private road, modest restrictions, Electric – telephone – Internet & Fiber Optics is available from the road, loads of wildlife, loads of privacy, mature timber in the wooded area & loads of fresh air. Several building sits to select from with a bluff site to use too. Historical records show this tract of land and surrounding it was owned by Mark Twain and his family. Approx 15 miles from East Port Marina on Dale Hollow Lake. Approx 8 miles from Jamestown, TN. For shopping and restaurants. Ideal tract for that dream home or retirement home. Buyer to do own due diligence & pertinent information.

Tomahawk Rd, Jamestown
$339,998
3 Beds ⋅ 2 Baths ⋅ 3047158 MLS ⋅ ACTIVE Status ⋅ 5.02 Acres ⋅ 38556 Zip Code
Are you searching for your forever home in the heart of Tennessee? Look no further! This stunning new 3-bedroom, 2-bath home offers 1,680 sq ft of thoughtfully designed living space nestled on 5 private acres of rolling countryside. NO RESTRICTIONS!! Clad in striking Hemlock board and batten siding, the home boasts warm cherry hardwood floors, a glorious kitchen island, gleaming stainless steel appliances, and a flowing open layout perfect for entertaining or cozy nights in. Spacious 24x24 Concrete pad already available - to complete your 2-car Detached Garage. Which can be completed for an additional $16k or metal for $20K. Conveniently located just 18 minutes from charming downtown Jamestown, 53 minutes to Crossville, and only a little over 1.5 hours to vibrant Knoxville. Don't miss your chance to own a slice of Tennessee paradise—schedule your showing today!

375 Winchester Way, Jamestown
$223,000
3 Beds ⋅ 2 Baths ⋅ 3042562 MLS ⋅ ACTIVE Status ⋅ 0.61 Acres ⋅ 38556 Zip Code
Priced reduced! Seller pays closing costs up to 3% at this price! This showcase cabin is fully renovated and just minutes from stables, trails, and beautiful state and national parks. The home is ideal for entertaining! Welcome guests to a covered front porch and large deck with beautiful panoramic views. The home has lots of windows that bring in bucketloads of natural light and a fireplace for a romantic atmosphere. The recent renovation includes NEW roof, NEW appliances, NEW flooring, fresh stain and paint! Enjoy coffee on the deck while watching the sunrise. Watch the sunset from the rocking chair front porch. Relax around the fire pit in the evenings. Cozy up and watch the birds from the Florida room. The kitchen includes two refrigerators and lots of cabinet and countertop space. This is the perfect home, vacation home, or Airbnb setup with growth potential. What potential? The property includes a detached workshop with electricity, water, septic, and gas. The workshop has its own address and could easily be converted to a second unit or guesthouse. The home is currently used as a family vacation home and part-time Airbnb. Showings are scheduled around the current guest schedule. New roof 2021. Minutes from Pickett State Park! For investors interested in a turn-key business and income potential, all contents can also be included in the sale for only $5,000. Make no mistake about it, this is an exciting opportunity for anyone wanting a beautiful home in a gorgeous area. Schedule a showing today!

114 Ashley Rd, Jamestown
$999,000
4 Beds ⋅ 4 Baths ⋅ 3041280 MLS ⋅ ACTIVE Status ⋅ 6.17 Acres ⋅ 38556 Zip Code
Absolute stunning home everything you could ever want or dream. Perfect setting, private, professional landscaping, blacktop driveway, concrete sidewalks & porches. Home sweet home welcomes into the foyer, with lighted wall to display your prize photos or art work. Soaring cathedral ceiling in living with large windows, gas fireplace displayed with quartz backdrop, arched build in on each side. Dreamy kitchen with nothing spared from the massive island, custom build cabinets, quartz countertops, quartz backsplash, double stove, walk in panty with a coffee bar, formal dining room with large windows overlooking the back yard & covered back porch area. Coziest master bedroom with gas fireplace, master bath has free standing soaker tub, tile walk in shower, double sinks, walk in closet every woman's dream with washer & dryer. Wait there is spacious laundry room with extra storage as well, every family needs to have 2 washer & dryer spaces. 3 more spacious bedrooms one could be a master it has it own full bath with walk in shower, plus another full bath for the other 2 bedrooms, all with walk in closets. Lush yard for all the family gatherings. 4 car detached garage for all your toys, plus 1 car oversized attached garage. Home has so much to offer you just have to come it for yourself.

422 Peach Lane, Jamestown
$69,998
3012311 MLS ⋅ ACTIVE Status ⋅ 5.01 Acres ⋅ 38556 Zip Code
YOUR OPPORTUNITY AWAITS! This unrestricted 5-acre tract in scenic Fentress County offers the perfect blend of privacy, beauty, and potential. With gently rolling and wooded terrain, it provides an ideal backdrop for creating the home or retreat of your dreams. The land boasts marketable timber, giving both immediate and long-term value. Whether you’re looking to establish a homestead, build a weekend getaway, or invest in land for the future, this property delivers versatility and freedom with no restrictions to limit your vision. Conveniently located just 10 minutes from Jamestown, you’ll have quick access to town amenities, while being only 30 minutes from Crossville and a little over an hour and a half to Knoxville—perfect for both daily living and easy escapes. The home next door is also for sale with acreage! Owner terms are available, making this opportunity even more attainable. If you’re ready to secure your slice of Tennessee countryside, don’t let this chance pass you by!

62 Winchester Way, Jamestown
$62,500
3012305 MLS ⋅ ACTIVE Status ⋅ 5.03 Acres ⋅ 38556 Zip Code
BLANK CANVAS TO BUILD THE HOME OF YOUR DREAMS! This unrestricted 5 AC tract in scenic Fentress County is ready for your vision. Featuring rolling and wooded terrain with marketable timber, this property offers both privacy and potential for income. Whether you dream of a quiet retreat, family homestead, or investment opportunity, the possibilities are endless. Owner financing is available, making it easier than ever to claim your slice of Tennessee countryside. Just 10 mins to Jamestown for everyday conveniences, 30 mins to Crossville, and a little over 1.5 hrs to Knoxville, you’ll enjoy the perfect balance of seclusion and accessibility. With abundant natural beauty and versatile potential, this property is the perfect foundation to design the lifestyle you’ve been waiting for. Don’t miss the chance to turn these five acres into your own Tennessee haven!

43 Remington Rd, Jamestown
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