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Jamestown, KY Homes for Sale

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  • /155

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    1704 Harbor Springs Rd, Jamestown, KY 42629

    Welcome to 1704 Harbor Springs in Jamestown, KY — just under 3 miles to Jamestown Resort and Marina, where you can easily launch your boat and enjoy all that Lake Cumberland has to offer! This 3-bedroom, 2-bath home is ideal for full-time living, a summer retreat, or an income-producing investment. The fenced backyard provides privacy, while the covered back deck is perfect for relaxing after a

    Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

    1704 Harbor Springs Rd, Jamestown, KY 42629
  • /46

    $365,000

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

    495 Pumpkin Creek Cir, Jamestown, KY 42629

    Barbara McWhorter The Realty Firm - Byrdstown

    495 Pumpkin Creek Cir, Jamestown, KY 42629
  • /75

    $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
  • /57

    $335,000

    • 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
  • /67

    $368,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    141 Cherokee Springs Ct, Jamestown, KY 42629

    Earn instant equity with this beautiful home, priced well-below appraised value! Comparable to a new-build in many ways, this immaculate, custom-built house is one of the best choices on the market! And lake lovers will appreciate the location—only two minutes from Lake Cumberland's Pleasant Hill Boat Ramp. This beautifully maintained 4-bed, 2.5-bath home has recent updates including stunning

    Charlotte Ikerd Key Players Real Estate

    141 Cherokee Springs Ct, Jamestown, KY 42629
  • /80

    $635,000

    • 5 Beds
    • 4 Baths
    • 3,324 Sq Ft

    893 Lilly Creek Ln, Jamestown, KY 42629

    Experience luxury lake living at its finest in this beautifully furnished, upscale lake house on stunning Lake Cumberland in South Central KY. Situated just across the lane from the shoreline, this home offers a serene lake setting combined with high-end comfort and style. Thoughtfully furnished with quality décor, this retreat is completely turnkey... ready for relaxing weekends, memorable

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    893 Lilly Creek Ln, Jamestown, KY 42629
  • /70

    $329,000

    • 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
  • /99

    $550,000

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

    169 Onyx Ridge Rd, Jamestown, KY 42629

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

    Shelly Stoyell PCS Real Estate

    169 Onyx Ridge Rd, Jamestown, KY 42629
  • /63

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    554 N Main St, Jamestown, KY 42629

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

    Shelly Stoyell PCS Real Estate

    554 N Main St, Jamestown, KY 42629
  • /64

    $380,000

    • 4 Beds
    • 4 Baths
    • 2,100 Sq Ft

    370 Wesley Cir, Jamestown, KY 42629

    Experience effortless lake living in this fully furnished, turn-key 4-bedroom, 4-bath lake house ideally located just minutes from the marina and two public launching ramps. Designed for comfort and convenience, the home features two spacious primary suites, making it perfect for hosting family, friends, or guests. The living room showcases a vaulted ceiling and fireplace, creating a warm,

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    370 Wesley Cir, Jamestown, KY 42629
  • /63

    $659,900

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

    1655 Kentucky 92, Jamestown, KY 42629

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

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    1655 Kentucky 92, Jamestown, KY 42629
  • /118

    $699,000

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

    135 Laurel Rd, Jamestown, KY 42629

    Discover one of Jamestown's hidden gems with this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Offering over 5,000 square feet of finished living space, this property sits elevated on a quiet cove with peaceful water views and a private setting. It's the perfect choice for a large family, a year-round residence, or a vacation retreat. The main level

    Torsten Langguth Prosperity Real Estate

    135 Laurel Rd, Jamestown, KY 42629
  • /87

    $489,000

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

    1089 Warner Ridge Rd, Jamestown, KY 42629

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

    Shelly Stoyell PCS Real Estate

    1089 Warner Ridge Rd, Jamestown, KY 42629
  • /54

    $325,000

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

    1055 Kentucky 92, Jamestown, KY 42629

    Turnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated and move-in ready, this lake-area home offers the perfect blend of convenience, privacy, and rental potential. Located on the way to Jamestown Marina, the 1.3 unrestricted acres provide plenty of space for entertaining, parking boats or RVs, and future expansion. The property features a detached two-car

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    1055 Kentucky 92, Jamestown, KY 42629
  • /60

    $339,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629

    Come Home To Sonny's Landing!!! New Construction Home situated on a nice large lot just minutes from Lake Cumberland. This home has it all!!! Call Today For More Info!!!

    Josh McKinley Mckinley Real Estate Group

    335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629
  • /48

    $79,000

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

    16 Wooldridge Rd, Jamestown, KY 42629

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

    Torsten Langguth Prosperity Real Estate

    16 Wooldridge Rd, Jamestown, KY 42629
  • /68

    $169,900

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit S4, Jamestown, KY 42629

    Stunning 2 bedroom, 2bath Condo near Lake Cumberland in Apple Valley Resort - Jamestown Kentucky! Great for a full time residence or ideal for the perfect getaway. Nice resort-style home has been remodeled & provides a tranquil retreat perfect for relaxation. With easy access to Lake Cumberland for boating, fishing and many more outdoor activities. This property is perfect for those seeking a

    Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit S4, Jamestown, KY 42629
  • /24

    $447,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    2794 Highway 1058, Jamestown, KY 42629

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

    Ken Hill Patriot Realty - Auction LLC

    2794 Highway 1058, Jamestown, KY 42629
  • /5

    $150,000

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

    Tract 4-5 Clayton Rd, Jamestown, KY 42629

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

    Shelly Stoyell PCS Real Estate

    Tract 4-5 Clayton Rd, Jamestown, KY 42629
  • /126

    $849,000

    • 3 Beds
    • 3 Baths
    • 2,863 Sq Ft

    464 Lakeview Dr, Jamestown, KY 42629

    Discover the epitome of lakeside sophistication at this exquisite residence located within the coveted Lily Creek Resort. Nestled within a private, wooded landscape that offers scenic seasonal views of Lake Cumberland, this home has been reimagined with meticulous attention to detail to offer a turnkey luxury experience. Upon entry, the residence impresses with soaring high ceilings and a

    Torsten Langguth Prosperity Real Estate

    464 Lakeview Dr, Jamestown, KY 42629
  • /30

    $239,000

    • 5 Beds
    • 3 Baths
    • 2,068 Sq Ft

    198 W Cumberland Ave, Jamestown, KY 42629

    This beautifully updated duplex is a fantastic opportunity for real estate investors or anyone looking to live in one unit while renting out the other. Situated on a spacious lot, this income-producing property is located just a short walk from the charming Jamestown town square—home to some of the best dining and entertainment options in Russell County. Each unit in the duplex has been fully

    Torsten Langguth Prosperity Real Estate

    198 W Cumberland Ave, Jamestown, KY 42629
  • /58

    $230,000

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

    693 Scotts Chapel Rd, Jamestown, KY 42629

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

    Sherri West Lake Cumberland Real Estate Professionals

    693 Scotts Chapel Rd, Jamestown, KY 42629
  • /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
  • /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
  • /33

    $259,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    612 Little Indian Dr, Jamestown, KY 42629

    Looking for the perfect little getaway near Wolf Creek Dam? This cozy home is located in a friendly community just 1/2 mile from the Cumberland River ramp and a little over a mile from Kendall Campground and the Lake Cumberland boat ramp at Halcomb's Landing! ? Property Details: 1,200 sq ft home, 2 bedrooms (1 with closet, 1 without) / 1 bath, Open-concept living room & kitchen, and Laundry room.

    Barbara McWhorter The Realty Firm - Byrdstown

    612 Little Indian Dr, Jamestown, KY 42629
  • /62

    $242,500 New Construction

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    6 Swan Pond Rd, Jamestown, KY 42629

    NEW CONSTRUCTION TO BE BUILT. BUYERS: Choose Tract 6, 7, 8, or 9 for your rustic 2-bedroom, 1-bathroom cabin with a charming loft to be built. Nestled along the scenic Cumberland River and conveniently located near the new route of US 127, this cozy riverfront retreat will offer a serene escape for nature lovers and outdoor enthusiasts. Enjoy breathtaking panoramic views and direct access to the

    Krystal Peck EXIT REALTY BLUEGRASS

    6 Swan Pond Rd, Jamestown, KY 42629
  • /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
  • /19

    $159,900

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

    290 Denmark Ln, Jamestown, KY 42629

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

    Josh McKinley Mckinley Real Estate Group

    290 Denmark Ln, Jamestown, KY 42629
  • /24

    $159,900

    • 2 Beds
    • 1.5 Baths

    808 W Cumberland Ave, Jamestown, KY 42629

    Come home to Jamestown with this modest brick home a short walk from the square and shopping. This home features lots of updates as well as a nice big garage all situated on a spacious 0.59 Ac. lot. Call Today For Your Showing!!!

    Josh McKinley Mckinley Real Estate Group

    808 W Cumberland Ave, Jamestown, KY 42629
  • /3

    $52,000

    • Land
    • 0.47 Acre
    • $110,638 per Acre

    Tract 2 Andrews Ln, Jamestown, KY 42629

    This property in Jamestown, KY, is a rare gem, especially for those seeking peace and tranquility while being just under a half mile from the stunning Lake Cumberland. Nestled on a quiet road with only a handful of neighboring homes, it offers the perfect blend of privacy and convenience. Whether you're looking to build your dream home, a vacation retreat, or simply invest in a serene piece of

    Courtney Vance PCS Real Estate

    Tract 2 Andrews Ln, 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
  • /63

    $299,000

    • 2 Beds
    • 2 Baths
    • 1,992 Sq Ft

    167 Dylan Dr, Jamestown, KY 42629

    NEW PRICE...Priced deliberately structured to account for cosmetic updates.-think fresh paint, maybe some new flooring in the bedrooms... this reduction allows you to invest in a lake home knowing you have room in the price for updates! 2 Bedrooms PLUS an additional flex/guest bedroom(now a 3rd bedroom)...2 full bathrooms Upscale custom, stylish lake retreat in Lily Creek Resort, just a short

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    167 Dylan Dr, Jamestown, KY 42629
  • /56

    $210,000

    • 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
  • /63

    $179,999

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

    324 Lawless Ln, Jamestown, KY 42629

    This home will be adding a new heat and air unit in February! 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

    Lula Jean Burton RE/MAX LakeTime Realty

    324 Lawless Ln, Jamestown, KY 42629
  • /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
    • 0.7 Acre
    • $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
  • /13

    $225,000

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

    0 Lantern Way, Jamestown, KY 42629

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

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    0 Lantern Way, Jamestown, KY 42629
  • /19

    $160,000

    • 2 Beds
    • 1 Bath
    • 1,784 Sq Ft

    266 Brown Rd, Jamestown, KY 42629

    Kasey Grayum

    266 Brown Rd, Jamestown, KY 42629
  • /31

    $260,000

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

    2440 S Highway 379, Jamestown, KY 42629

    Seize the opportunity to own a well-established Airbnb river retreat! Spanning 1.41 acres, this property is situated just 1 mile from Helm's Landing launch ramp and the Creelsboro store. Revel in the dual benefits of a revenue-generating home and a personal vacation havena€”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
  • /41

    $299,000

    • 5 Beds
    • 3 Baths

    420 Campbells Ferry Ln, Jamestown, KY 42629

    Welcome to your personal paradise, a 5-bedroom, 3-bathroom home nestled in a serene private community. This gem of a property boasts breathtaking riverfront views and a covered deck, perfect for entertaining or savoring your morning coffee while soaking in the tranquility of nature. Step inside to find a thoughtfully designed layout that effortlessly blends comfort and elegance, making it an

    Hunter Shearer United Country - Lakes and Land Realty

    420 Campbells Ferry Ln, Jamestown, KY 42629

Showing Results 1 - 40, Page 1 of 3

Why Live in Jamestown

Situated just north of Lake Cumberland, Jamestown offers buyers plenty of single-family homes, a small downtown and outdoor recreation. “We are the closest little town to Lake Cumberland, that is our claim to fame," says Kimberly Byrom, a broker ...

Frequently Asked Questions

What is the average home price in Jamestown, KY?
Homes for sale in Jamestown, KY have an average home price of $370,641.
How many homes have sold over the last 12 months in Jamestown, KY?
34 homes have sold in Jamestown, KY over the last 12 months.
What are the most popular zip codes in Jamestown, KY?
The most popular zip codes in Jamestown, KY include 42629, 42642, 42544, 42633 and 42728.
How much do you need to make to afford a house in Jamestown?
The median home price in Jamestown is $290,000. If you put a 20% down payment of $58,000 and had a 30-year fixed mortgage with an interest rate of 5.98%, your estimated principal and interest payment would be $1,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Jamestown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Jamestown, KY?
Jamestown, KY has highly rated public and private schools. Some of the best schools in Jamestown based on Niche Grades are Russell County High School and Jamestown Elementary School. Browse all the schools in Jamestown, KY to learn more.

Home Trends in Jamestown, KY

Housing Trends

Median Sale Price
$269,500
Median Single Family Sale Price
$270,000
Median Townhouse Sale Price
$472,000
Average Price Per Sq Ft
$173
Number of Homes for Sale
26
Last 12 months Home Sales
34
Months of Supply
9.20
Median List Price
$290,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
25%
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