Chester County TN Homes for Sale

• 

  

  

  /38

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 3,173 Sq Ft

  215 Williams Rd, Henderson, TN 38340

  Beautiful two-story country home situated on 11.78 picturesque acres. Just two miles from downtown Henderson, this property has the peaceful feel of the country without city taxes. Includes 4 bedrooms and 3½ baths, along with a cozy den and an office that could be a 5th bedroom, or guest room, or hobby space. There's plenty of closet space throughout, and also a walk-in attic. Outside, you can

  Mason Warrington Heritage Real Estate, Inc

  215 Williams Rd, Henderson, TN 38340
• 

  

  

  /5

  $595,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,748 Sq Ft

  270 Oak Ridge Dr, Henderson, TN 38340

  Welcome to 270 Oak Ridge Dr. in sought-after Oakmont Estates, where thoughtful design, quality craftsmanship, and refined finishes come together on a beautiful 2.1-acre corner lot. This BRAND NEW CUSTOM-BUILT 3BR, 3.5BA BRICK HOME offers a spacious floor plan with a LARGE BONUS ROOM, OFFICE and an impressive list of upgrades. From the moment you enter, you'll notice the attention to detail,

  Richard Emison NextHome 383 Real Estate

  270 Oak Ridge Dr, Henderson, TN 38340
• 

  

  

  /21

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  388 Marnie Loop, Henderson, TN 38340

  Easy living with the big-ticket updates already handled! This 3 bedroom, 2 bath home offers a split-bedroom floor plan, spacious living area, and a bright kitchen with painted cabinets, abundant cabinetry and plenty of counter space. No carpet in the main living areas and primary bedroom! Outside, enjoy a fenced backyard, patio and oversized driveway for extra parking. Roof replaced in 2016, HVAC

  Amanda Harvey COLDWELL BANKER SOUTHERN REALTY

  388 Marnie Loop, Henderson, TN 38340
• 

  

  

  /9

  $269,000

  • Land
  • 63 Acres
  • $4,270 per Acre

  0 Cedar Brook Unit 3594350, Henderson, TN 38340

  This property is so versatile. Hunting with abundant wildlife, building sites, recreational retreat or a long-term investment. This listing has it.Road frontage on Cedar Brook Lane and public utilities available.

  Sheila Darnell EXIT Realty Blues City

  0 Cedar Brook Unit 3594350, Henderson, TN 38340
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  /8

  $107,500

  • 2 Beds
  • 1 Bath
  • 725 Sq Ft

  405 Baughn St, Henderson, TN 38340

  This two-bedroom, one-bath home has been completely remodeled and is ready to move into. Inside, you'll find fresh updates throughout, including new kitchen cabinets, new flooring, new light fixtures, new faucets, and new paint, along with much more. Outside, the home features a new roof and new vinyl siding, giving you great curb appeal and added peace of mind. Make this completely remodeled

  Zach Hannis Casey Realtors

  405 Baughn St, Henderson, TN 38340
• 

  

  /33

  $54,900

  $11K PRICE DROP

  • Land
  • 7.28 Acres
  • $7,541 per Acre

  00 Old Lula Rd, Reagan, TN 38368

  Electricity is being installed to the property. Looking for the perfect place to build without the work of clearing land? This beautiful 7.28-acre tract on Old Lula Road is already off to a great start. With approximately 702 feet of road frontage, a cleared driveway, and a 90' x 100' homesite already established, much of the groundwork has been completed. Surrounded by mature timber and peaceful

  Jennifer Scott RE/MAX Realty Source

  00 Old Lula Rd, Reagan, TN 38368
• 

  

  /67

  $489,900

  • 4 Beds
  • 4 Baths
  • 3,322 Sq Ft

  659 White Ave, Henderson, TN 38340

  Built back when they built them RIGHT! This solid 1987 home offers space you just don't find every day—including more closet space than some people have in their entire house! Featuring 4 bedrooms, 4 baths, a library, sunroom, screened-in porch, plus a private sunroom off the primary suite, there's room for everyone and everything. Sitting on approximately 1.61 acres on one of Henderson's most

  

  Destiny Burns

  Stellar Realty Group

  659 White Ave, Henderson, TN 38340
• 

  

  /37

  $109,900

  $32K PRICE DROP

  • Land
  • 15.71 Acres
  • $6,996 per Acre

  0 Old Lula Rd, Reagan, TN 38368

  Electricity is currently being installed to the property. Discover the perfect place to build your dream home on this beautiful 15.71-acre tract located on Old Lula Road. Offering approximately 745 feet of road frontage, this property provides privacy, space, and endless possibilities. A driveway has already been cleared, leading to a spacious 100' x 100' homesite, giving the future owner a head

  Jennifer Scott RE/MAX Realty Source

  0 Old Lula Rd, Reagan, TN 38368
• 

  

  /37

  $399,000

  • Land
  • 105 Acres
  • $3,800 per Acre

  105 AC. Big Rock Trail, Henderson, TN 38340

  105 AC. BIG ROCK TRAIL, HENDERSON TN. OFF THE GRID LIVING Want to truly get away from it all? Look no further—this is as private and secluded as it gets. Tucked away at the end of a 1.5-mile winding driveway with no thru traffic, this incredible 105-acre retreat borders Chickasaw State Park—offering unmatched peace, privacy, and natural beauty. NO neighbors just you and nature. PROPERTY

  Jeremy Ryan Crye-Leike, Inc., REALTORS

  105 AC. Big Rock Trail, Henderson, TN 38340
• 

  

  /33

  $244,700

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  135 W Third St, Henderson, TN 38340

  This upscale, modern inspired REMODELED home seems brand new. It offers the perfect blend of upscale living. It boasts 1400 sq ft of living space on .92 acres right in the heart of Henderson. This beautifully crafted home features a spacious floor plan, high-end finishes, and functional, charming rooms. 3 bed, 2 bath w/ an open kitchen/living floor plan, & master suite with a walk-in closet.

  

  Ashton Roberts

  Molly Moore Realty

  135 W Third St, Henderson, TN 38340
• 

  /2

  $515,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  385 Greystone Cove, Henderson, TN 38340

  NEW CONSTRUCTION in Greystone Estates! This custom-built 4BR/2.5BA home sits on approximately 1.61 acres and is scheduled for completion mid-October. Quality features include Andersen windows, luxury vinyl plank flooring, solid-surface countertops and a gas-log fireplace. The kitchen offers a Kenmore stainless steel appliance package, pot filler, abundant cabinetry and a large walk-in pantry.

  

  Destiny Burns

  Stellar Realty Group

  385 Greystone Cove, Henderson, TN 38340
• 

  /2

  $239,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  636 Mifflin Ave, Henderson, TN 38340

  Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2-bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

  

  Melanie Malone

  Crye-Leike Elite

  636 Mifflin Ave, Henderson, TN 38340
• 

  /2

  $239,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  634 Mifflin Ave, Henderson, TN 38340

  Welcome to your brand-new home in the highly anticipated Henderson Station subdivision! This stunning 3-bedroom, 2-bathroom property perfectly blends modern design with everyday functionality, starting with a welcoming front porch that offers excellent curb appeal for your morning coffee. Step inside to discover a bright, open-concept living area that flows seamlessly into a chef-inspired

  

  Melanie Malone

  Crye-Leike Elite

  634 Mifflin Ave, Henderson, TN 38340
• 

  

  /16

  $100,000

  • Land
  • 14.09 Acres
  • $7,097 per Acre

  0 Sheila Dr, Henderson, TN 38340

  Calling all existing/new developers, or someone looking for a dream home site to build a single family in Chester County!! This is a PRIME opportunity!! This property was designed to be neighborhood(see subdivision plat in associated docs) and now available for new development. This parcel is mostly wooded, predominately pine, and hasn't been cut in 15 years. Generously priced to sell, in a quiet

  Robert Eatman Hickman Realty Group Inc.-Jack

  0 Sheila Dr, Henderson, TN 38340
• 

  /2

  $199,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  659 Luray Ave, Henderson, TN 38340

  Welcome to 659 Luray Ave in Henderson, TN! This 3-bedroom, 2-bath home is conveniently located on a city lot within walking distance of shopping, grocery stores, and Freed-Hardeman University. Inside, you'll find a spacious living room with an adjoining kitchen featuring custom cabinets and stainless steel appliances. The primary bedroom includes an adjoining bath, with two additional bedrooms

  Richard Emison NextHome 383 Real Estate

  659 Luray Ave, Henderson, TN 38340
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  /28

  $180,000

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  825 Woodland Dr, Henderson, TN 38340

  LOOKING FOR A HOME THAT HAS LOTS OF SPACE TO OFFER, QUICK ACCESS TO (HWY 45, 1 BLOCK AWAY) BRICK , 3 BEDROOMS, 1 FULL BATH, 1/2 BATH, , BONUS ROOM, LARGE LIVING ROOM W/FIREPLACE, (OWNERS NEVER USED THE FIREPLACE) DINING ROOM, 2-CAR GARAGE, PLUS A SMALL STORAGE BUILDING OUT BACK. THIS HOME NEEDS SOME WORK AND THE OWNER IS SELLING IT "AS IS." BUT COULD BE A WONDERFUL HOME. HAS A GREAT LOT AND LOTS

  Linda Carter Casey Realtors

  825 Woodland Dr, Henderson, TN 38340
• 

  

  /23

  $150,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  304 Mifflin Ave, Henderson, TN 38340

  Discover the perfect blend of convenience and affordability in this move-in-ready home just steps from Freed-Hardeman University and minutes from downtown Henderson. This inviting 2-bedroom, single-story home is ideal for anyone seeking an easy, low-maintenance lifestyle. Offering just under 1,000 square feet, the home features comfortable living areas and an eat-in kitchen with abundant cabinet

  

  Brandi Isom

  RE/MAX Realty Source

  304 Mifflin Ave, Henderson, TN 38340
• 

  

  /3

  $259,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft

  3725 Clarks Creek Rd, Luray, TN 38352

  Welcome to 3725 Clarks Creek Rd in Luray, TN! This new construction home offers 1.25 acres with a partially wooded setting and is located just minutes from Henderson. Inside, the home features a spacious living room and an inviting eat-in kitchen with custom cabinets and stainless steel appliances. The primary bedroom includes an adjoining bath, with two additional bedrooms located across the

  Richard Emison NextHome 383 Real Estate

  3725 Clarks Creek Rd, Luray, TN 38352
• 

  

  /18

  $199,900

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  55 Jamar Ln, Henderson, TN 38340

  Don't miss this one! 55 Jamar Ln in Henderson offers a great combination of space, convenience, and county taxes only. The home features new laminate flooring in the kitchen and a large 20x24 detached workshop, perfect for extra storage, hobbies, or a workspace. Located just outside the city while still convenient to Henderson, this property has plenty to offer. Schedule your showing today!

  Riley Ragan Ragan Realty Group

  55 Jamar Ln, Henderson, TN 38340
• 

  

  /40

  $975,000

  • 3 Beds
  • 3.5 Baths
  • 4,836 Sq Ft

  4375 State Route 100 W, Henderson, TN 38340

  Experience exceptional country living on 23.7± beautifully wooded acres, offering privacy, comfort, and room to enjoy the outdoors. This impressive 3-bedroom, 2½-bath home features 30–32" interior doors, abundant closet space, upstairs bonus rooms and a half bath, with one bonus room currently used as a guest bedroom. The fully encapsulated crawl space provides added protection and efficiency.

  Ronnell Gibbs Tennessee River Realty Group

  4375 State Route 100 W, Henderson, TN 38340
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  /7

  $50,000

  $5K PRICE DROP

  • Land
  • 26,136 Sq Ft
  • $83,333 per Acre

  0 W 3rd St, Henderson, TN 38340

  Opportunity awaits with this 0.60 acre lot located within the city limits of Henderson, TN. Whether you are looking to build a home or add to your investment portfolio, this property offers a convenient location with easy access to schools, Freed-Hardeman University, and Highway 45. Bring your vision and make it your own. Property includes a 50" wide ingress/egress and utility easement. Buyer to

  Jennifer Scott RE/MAX Realty Source

  0 W 3rd St, Henderson, TN 38340
• 

  

  /14

  $415,000

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft

  50 Harmony Ln, Henderson, TN 38340

  Escape to this stunning 4BR/3BA log nestled on 3.5 private acres! The home features a freshly sealed beautiful log exterior, all brand new windows, a beautiful circle driveway, and an attached 2-car garage. Enjoy peaceful country mornings on the massive covered front porch or host gatherings on the expansive back deck overlooking your fully fenced backyard. Inside, you'll love the open kitchen

  Ricky Stewart Sunrise Properties

  50 Harmony Ln, Henderson, TN 38340
• 

  

  /85

  $3,499,000

  • 5 Beds
  • 8 Baths
  • 8,264 Sq Ft

  140 Lake Shore Ln, Henderson, TN 38340

  Nestled on 51 pristine acres, this sprawling 8,264 square-foot estate offers unparalleled luxury and privacy. A true masterpiece of design and craftsmanship, the home features an open, expansive layout, high-end finishes, and sweeping views of the surrounding natural beauty. It offers an exceptional blend of sophistication, style and functionality. It boasts 5 spacious bedrooms, 4 full bathrooms

  Brandon Pendergrass Hayden Outdoors LLC

  140 Lake Shore Ln, Henderson, TN 38340
• 

  

  /16

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft

  10440 State Route 100 W, Henderson, TN 38340

  Welcome to your new home on 2.75 beautiful acres in Chester County! Acoss the road from Chickasaw State Park !This property offers the perfect combination of space, comfort, & recent updates, with plenty of room to enjoy the outdoors and make the property your own. Inside, the home has been freshly painted throughout, creating a clean and inviting feel. Brand-new carpet has been installed

  

  Lisa Cox

  Groome & Co.

  10440 State Route 100 W, Henderson, TN 38340
• 

  

  /26

  $499,000

  • Land
  • 118 Acres
  • $4,229 per Acre

  0 Oak Grove Ln, Henderson, TN 38340

  Approximately 118 acres in a quiet area just minutes from Henderson, offering an excellent opportunity for development, long-term investment, hunting, or just recreation. The property has road frontage on two roads, electricity available, and a good interior trail system providing access throughout the property. The mostly wooded acreage offers privacy while still being conveniently located near

  Braden Rickman Farm & Home Realty

  0 Oak Grove Ln, Henderson, TN 38340
• 

  

  /34

  $325,650

  • Land
  • 72.36 Acres
  • $4,500 per Acre

  00 Mount Pleasant Rd, Beech Bluff, TN 38313

  72.36 acres of beautiful land, road frontage on Mt. Pleasant Rd. and also on Island Rd., Lots of wildlfe. survey on property shows 72.36, tax assessor shows 69.00 acres. east of Henderson,, Close to Jackson, Lexington, This is a must see. Wooded

  Linda Carter Casey Realtors

  00 Mount Pleasant Rd, Beech Bluff, TN 38313
• 

  

  /38

  $269,000

  • 1 Bed
  • 1 Bath
  • 1,281 Sq Ft

  5725 Old Friendship Rd, Finger, TN 38334

  Tucked away in a fantastic area of West Tennessee, this 35+/- acre property offers the perfect blend of a comfortable homestead and hands-on farm living in close proximity to Henderson, Jackson, and Selmer. Rolling hills provide excellent grazing ground for cattle or other livestock, with 17+/- acres of partially fenced pasture ready to put to work. At the heart of the property sits a 1,281 sq ft

  Austin Carroll Tutt Land Company

  5725 Old Friendship Rd, Finger, TN 38334
• 

  

  /13

  $125,000

  • 3 Beds
  • 1.5 Baths
  • 1,526 Sq Ft

  1341 Old Jacks Creek Rd, Henderson, TN 38340

  Charming country home situated on a spacious lot in Henderson! This inviting property offers approximately 1,526 square feet of living space and features a welcoming covered front porch, metal roof, and peaceful setting surrounded by mature trees. The home provides plenty of potential for an owner-occupant or investor looking to make it their own. Conveniently located near local amenities while

  Todd Clouser RE/MAX Realty Source

  1341 Old Jacks Creek Rd, Henderson, TN 38340
• 

  

  /22

  $99,900

  $18K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  105 Meadowland Ln, Henderson, TN 38340

  Acreage, privacy, and potential await at 105 Meadowland Lane! Situated on approximately 2.87 acres, this 3-bedroom, 1-bath home offers 1,056 square feet of finished living space plus an additional 1,056 square feet of unfinished basement space, providing plenty of room for storage, a workshop, hobbies, or future expansion. Inside, the home offers a comfortable layout with a spacious living area,

  

  Seth Lester

  NEXTHOME MAGNOLIA REALTY

  105 Meadowland Ln, Henderson, TN 38340
• 

  

  /33

  $254,800

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  2345 Old Jacks Creek Rd, Henderson, TN 38340

  LOOKING FOR A WONDERFUL HOUSE WITH PLENTY OF ROOM FOR THE FAMILY. THEN THIS COULD BE IT. THIS HOME HAS JUST BEEN RECENTLY REMODELED, (NEW KITCHEN CABINETS, (LOVE THE ISLAND) NEW APPLIANCES, NEW FLOORING, FRESHLY PAINTED, NEW ROOF AND SO MUCH MORE, THIS HOME HAS A LIVING ROOM (KITCHEN, LIVING AND DINING ROOM ALL OPEN), PLUS NICE DEN WITH AN AREA WALLED OF HIDING THE INTERNAL STORM SHELTER (EASY

  Larry Roberts Casey Realtors

  2345 Old Jacks Creek Rd, Henderson, TN 38340
• 

  /2

  $89,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 816 Sq Ft

  234 Sanford Cove, Henderson, TN 38340

  Welcome home! This 3-bedroom 1-bath property is a great starter home or investment property. Enjoy the convenience of being in the city limits, with shopping and everyday amenities nearby and all that Henderson has to offer right around the corner.

  Zach Hannis Casey Realtors

  234 Sanford Cove, Henderson, TN 38340
• 

  

  /29

  $696,000

  • 5 Beds
  • 4 Baths
  • 3,734 Sq Ft

  585 Smith Rd, Luray, TN 38352

  Luxury, space, and opportunity come together in this exceptional 5-bedroom, 4-bath home situated on nearly 2 acres in Chester County. With impressive design details, generous living spaces, and a layout made for both everyday living and entertaining, this foreclosure offers a rare opportunity to purchase a home of this caliber and complete the remaining finishing touches to make it your own.

  

  Brandi Isom

  RE/MAX Realty Source

  585 Smith Rd, Luray, TN 38352
• 

  /2

  $19,900

  • Land
  • 0 Sq Ft

  00 Sanford St, Henderson, TN 38340

  Great building lot. Located in city limits and has all city utilities available.

  Zach Hannis Casey Realtors

  00 Sanford St, Henderson, TN 38340
• 

  /2

  $99,500

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 756 Sq Ft

  221 Sanford Cove, Henderson, TN 38340

  Welcome home! This 3-bedroom, 1-bath property is a fantastic starter home or investment. Enjoy the convenience of being within city limits, with shopping and everyday amenities nearby and all that Henderson has to offer right around the corner.

  Zach Hannis Casey Realtors

  221 Sanford Cove, Henderson, TN 38340
• 

  

  /16

  $224,900

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,316 Sq Ft

  534 Galbraith Ave, Henderson, TN 38340

  Home rebuilt 3 years ago after partial fire. the home is effectively 3 years old

  Barry Smith Crye-Leike Elite

  534 Galbraith Ave, Henderson, TN 38340
• 

  

  /10

  $799,900

  $100K PRICE DROP

  • Land
  • 108 Acres
  • $7,406 per Acre

  80 Proctor Rd, Henderson, TN 38340

  Discover a gorgeous 108 acres offering the perfect blend of open pasture, water, woods, and functionality. The property features cross fencing with seperated pastures, ponds, a shop with two bays, and underground utilities already in place. Wooded trails wind throughout the acreage, creating opportunities for horseback riding, ATVs, hunting, or simply enjoying the privacy and natural beauty of

  Rachel Fullington Hickman Realty Group Inc.-Jack

  80 Proctor Rd, Henderson, TN 38340
• 

  

  /25

  $35,000

  $5K PRICE DROP

  • Land
  • 5.5 Acres
  • $6,364 per Acre

  Tract 7 State Route 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of two possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage. Tracts 7 & 8 are still available. Is your fantasy: a tiny home, fifth wheel,

  Mike Singleton McIver Land & Realty

  Tract 7 State Route 225, Bethel Springs, TN 38315
• 

  

  /26

  $35,000

  $5K PRICE DROP

  • Land
  • 5.5 Acres
  • $6,364 per Acre

  Tract 8 State Route 225, Bethel Springs, TN 38315

  A great opportunity for unrestricted land and one of 2 possible lots in Chester Co. 5.5 acres on Hwy 225. Is your dream: a getaway with a trailer or mobile home, small pasture for farm animals or an escape to a quiet home in the country with no restrictions? This lot has 5.5 acres and 140 feet of road frontage. Tracts 7 & 8 are still available. Is your fantasy: a tiny home, fifth wheel, whatever

  Mike Singleton McIver Land & Realty

  Tract 8 State Route 225, Bethel Springs, TN 38315
• 

  

  /29

  $435,000

  • 4 Beds
  • 2 Baths
  • 2,774 Sq Ft

  320 Rabbit Ranch Rd, Henderson, TN 38340

  4 bedroom 2 bath Brick home on 57.6 acres that offers everything. This 2774 Sq Ft home features Luxury Vinyl floors and a very spacious Living, Dinning and Kitchen area. Other features include a single attach garage and a separate unattached storage and shop. Great place to live and the 57.6 acres offers a great place for hunting and recreation or a good hobby farm. The land also has a Creek that

  Larry Childers Childers Real Estate

  320 Rabbit Ranch Rd, Henderson, TN 38340
• 

  

  /82

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 3,786 Sq Ft

  231 Mitchell St, Henderson, TN 38340

  Imagine starting your morning with a cup of coffee on the back patio, overlooking the beautiful flower gardens. This backyard is truly something special—you'll feel like you've been transported to the English countryside. Peaceful, picturesque, and full of charm, it's the perfect place to slow down and enjoy the beauty around you.

  

  Destiny Burns

  Stellar Realty Group

  231 Mitchell St, Henderson, TN 38340

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